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General Discussion => WHATEVER => Topic started by: jeremyrandall on February 21, 2010, 12:28:53 PM

Title: Awkward Sexual Experiences
Post by: jeremyrandall on February 21, 2010, 12:28:53 PM
I don't know if any of you noticed drunk's posts this morning concerning roommates having very noisy sex in close proximity to him, but they got me thinking.  I'm sure there are TONS of good stories out there.  Whether you were the one involved, or you were just in the next room listening in, post em here.


Here's one of mine:

January 2009, just a couple weeks before I went to Australia, everyone from my job all went out one friday night.  One of the girls at our job (who was pretty fucking hot) worked as a bartender at night, and told us all to come to her bar and she could get us all cheap drinks.  She also said we could all crash at her place that night if we didn't wanna drive home.  And she also said she'd try to get some of her slutty friends to come along.

So long story short...we went out, got fucking smashed.  I was pretty much a lightweight before my trip to Australia...so after almost passing out at the bar, I went back to her place and crashed on the couch in her basement immediately.

I'm not sure how long later...could have been an hour...could have been longer...I woke up to my friend's voice.  I was pretty fucked...but slowly I realized he was talking super dirty and I could hear alot of slurping noises.  I quickly realized my friend from work was getting a blowjob from some slutty bitch about 5 feet away from my face.  I had two choices: 1. get up and leave the room really fast...or 2. pretend I was still sleeping and hope he finished quick.  I went with 2. WRONG FUCKING CHOICE!!  We were all super wasted...and obviously it was taking him a looooooong time.  I swear it went on for like 15 minutes.  And he was saying the dirtiest shit to her...like "Suck on that cock, bitch.  You're a dirty little slut." and shit like that.  AWWWWWKWAAAAARD!!

So yeah...I actually never saw that guy again.  The backstory was the he actually had a girlfriend and she just happened to be out of town that weekend.  I'm not sure if she ever found out...but everyone at work knew about it and he skipped the whole next week of work for some reason.  Which was my last week since I took off for Australia soon after.


So yeah...drunk...tell us more about your morning.
Title: Re: Awkward Sexual Experiences
Post by: Laban Fetus on February 21, 2010, 01:01:44 PM
cool story bro
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on February 21, 2010, 01:04:29 PM
one time when i was 16 i was at this girls house and she was sucking my dick when all of a sudden the door busts open and it's her 3 year old nephew. if that wasn't enough her racist brother and father just so happened to come home at that exact moment and see my dick in her mouth. i had to jump out her window and skate away as fast as i could with her Pops hard on my heels. i got away. and went back and finished the next day.
Title: Re: Awkward Sexual Experiences
Post by: Paper Crane on February 21, 2010, 01:07:15 PM
kimberlykiss.com
Title: Re: Awkward Sexual Experiences
Post by: ryanage on February 21, 2010, 01:37:57 PM
lost my virginity in a threesome.
lots of sex at church camp (thank you, purity ring!)
Title: Re: Awkward Sexual Experiences
Post by: barrierkultt on February 21, 2010, 01:41:35 PM
Most of my sexual experiences have been akward.
Title: Re: Awkward Sexual Experiences
Post by: Gorilla Flip on February 21, 2010, 03:02:05 PM
lost my virginity in a threesome.
lots of sex at church camp (thank you, purity ring!)

I wish my childhood would have been half as exciting.
Title: Re: Awkward Sexual Experiences
Post by: ahl33 on February 21, 2010, 03:29:50 PM
lost my virginity in a threesome.

Title: Re: Awkward Sexual Experiences
Post by: raul on February 21, 2010, 03:36:48 PM
Most of my sexual experiences have been akward.

Same, but I'll start with one of my first ones. This one's pretty embarrassing looking back but hopefully some of you get a laugh. I had drunk texted an ex of mine close to four years ago, I think I was trying to get back some clothes I had left about 6 months prior, and I remember her asking why I was texting her and I told her, "Why else? I'm drunk." A day or so later we meet up so I can get those clothes, we hang out for a bit and I jokingly made a move on her to get some laughs, then she starts making out with me. Worked for me. Later that night I go to pick her up and we go to the cemetery and make out in the backseat. This is the same girl who had the crazy, gaping Star Wars vagina. She starts to go down on me and it's my first blowjob so I was super, super excited.

It's going great, best feeling ever. But I keep getting these pinching sensations on the tip of my dick; it's unbearable. I don't know what it is, but she takes a break and I find out--she had braces, and the rubber bands in the back of her mouth kept clipping on my tip. I told her about it and asked her if she could take them out, but she either ignored me or didn't think it was that serious. She kept going for a while and I started to feel really bad because she was getting tired and it was fine besides the damn pinching. I figured it'd just be a good idea to fake it. So I told her I needed to come, pretended to go into a napkin, & tossed it before she saw it. She was so proud of herself because she'd never made a dude come that way before. I gave her a second try but it was even worse the next time. She never found out, and she got her braces out a few months later but I refused to speak to her.
Title: Re: Awkward Sexual Experiences
Post by: Nic on February 21, 2010, 04:27:56 PM
About 2 years ago I went up to my friends house to see if he wanted to skate and I walk into his room and it was him with his girlfriend, her sister, and her boyfriend all on his bed under a blanket. The two girls were laying on the bed side by side and the guys were near the feet of the bed, I knew something was weird so I left. I asked him later what was going on and he told me they both were eating out the girls. He also told me the other guy kept looking over at him from time to time and making eye contact so he put up a pillow between them.

I also have been caught a few times masturbating by several different girlfriends.
Title: Re: Awkward Sexual Experiences
Post by: Boomhauer on February 21, 2010, 05:26:05 PM
My parents invited some friends to stay over at our house. It was a big family and they had a hot daughter. I boned her in the living room on the couch at night where she had to sleep. Pretty awesome since my house isn't that big and her big ol' dad and buff-ass brother could've walked out of their guest rooms take like 10 steps and catch us. They slept over several occasions so I boned her several times. One time her dad went to go piss in the bathroom that was right next to living room so I slid off the couch fast as fuck and hid under the coffee table.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 21, 2010, 05:33:57 PM
had a girl at a party ask if she could watch me and my gf. i thought this was code for "i wanna have a three way" so i'm hyped. basically she just sat in the backseat of my car watching my ex girlfriend blow me.  you'd think this would be cool but it was pretty strange.
had a time where i was walking home from a party my freshman year. while walking home i'm passing by this sorority and infront of the living room window there's a chick on her knees with a dude whacking his dick against her face while a ton of people are surrounding the room cheering. like something out of a website.

i've woken up next to multiple people boning and i always run for it. i don't want anything sprayed on me.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 21, 2010, 06:23:17 PM
My parents invited some friends to stay over at our house. It was a big family and they had a hot daughter. I boned her in the living room on the couch at night where she had to sleep. Pretty awesome since my house isn't that big and her big ol' dad and buff-ass brother could've walked out of their guest rooms take like 10 steps and catch us. They slept over several occasions so I boned her several times. One time her dad went to go piss in the bathroom that was right next to living room so I slid off the couch fast as fuck and hid under the coffee table.
I was once in a similar situation. Long story short, I never got to fuck her because our parents stopped visiting each other almost completely and at the time she was wicked prude anyways being a fucking catholic school girl but actually believing in god and saving yourself. Worst part is she called me the morning after she lost her virginity...Man, this bitch was brain dead to the point where she saw nothing wrong with telling me such info.
Title: Re: Awkward Sexual Experiences
Post by: Stoeipoes on February 21, 2010, 06:24:59 PM
the older sister of my recent girlfriend walked in my girl's room to get something, but I was still a bit sleepy and I thought it was my girlfriend. she frozed when she saw me lying there naked in bed.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on February 21, 2010, 06:31:56 PM
Expand Quote
lost my virginity in a threesome.
[close]


to both of you, which kind?
Title: Re: Awkward Sexual Experiences
Post by: ryanage on February 21, 2010, 07:15:25 PM
Expand Quote
Expand Quote
lost my virginity in a threesome.
[close]


[close]
to both of you, which kind?

not the prime kind, i'll tell you that much.
Title: Re: Awkward Sexual Experiences
Post by: j0rdan on February 21, 2010, 07:24:51 PM
in eleventh grade I crashed at some chick's house, it was my friend, me, and some broad laying side by side in a big ass futon bed. I thought my friend was asleep so I started fooling around with this girl, and just as she started to go down on me I looked to the side and caught my friend looking at me, then he looked away real quick. I burst out laughing and needless to say me and the girl stopped fooling around. he wasn't gay or anything, but I told our good mutual friends the story and we laughed about it for like the next month
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on February 21, 2010, 09:10:43 PM
in eleventh grade I crashed at some chick's house, it was my friend, me, and some broad laying side by side in a big ass futon bed. I thought my friend was asleep so I started fooling around with this girl, and just as she started to go down on me I looked to the side and caught my friend looking at me, then he looked away real quick. I burst out laughing and needless to say me and the girl stopped fooling around. he wasn't gay or anything, but I told our good mutual friends the story and we laughed about it for like the next month
hahahaha.  when it ends with laughter it makes it that much funnier.

one i can think of wasn't that bad, but-

 i got invited to party and happened to run into a girl i work with.  it was an indoor/outdoor party with a hot tub there.  long story short, at the very end of the night before i went inside to pass out, i went outside to find my shoes or something when i see the chick from my work taking it from behind in the hot tub, and we made eye contact.  they were too drunk to stop or anything, so I just casually got my shoes that were right next to the hot tub...talk about awkward.  needless to say, interactions at work after that were awkward as hell.  luckily i was a cook and she was a waitress so I didn't have to interact with her too much.  
Title: Re: Awkward Sexual Experiences
Post by: Hola on February 21, 2010, 09:23:44 PM
i shared a master bedroom with my roommate.  my bed was on one side, his on the other.  i was sleeping, and he and his gf didnt see me there and they started to have sex.  i woke up and i heard them.  i didnt know what to do so i just layed there.  but i didnt know they would be having sex for about an hour, and i couldnt fall asleep.  his girl said, "Stick it in my ass!"  and he said "i dont have any lube babe!" in such a pissed off voice.  i never fell asleep, and after they were done, they saw me and were like "hes been here the whole time!" but i never moved a muscle.

my girlfriend at the time was riding me on top.  i wasnt wearing a condom and i told her when i was about to bust and she jumped off.  i accidentally busted all over my chest and stomach and it was disgusting.  she yelled "i got some on me!" and i said " You, what about Me?"  and i put on a shirt over the cum and walked out of the room, walked past my roommates and some friends to the bathroom to wash my self off. 
Title: Re: Awkward Sexual Experiences
Post by: tropicks on February 21, 2010, 10:53:50 PM
fr chrissakes, you guys need to LOOSEN UP re:
- a girlfriend 'catching' you masturbate
- getting your own cum on yourself
- getting cum on a girlfriend
- seeing friends have sex, especially briefly/accidently
- any and all male-female buttplay (absolutely no disrespect to my gays, but i specify as i assume i'm partially addressing an already somewhat uptight assemblage of breeding types)

it's occurred to me that i may in fact be speaking to a younger audience, but these are pretty tip-of-the-iceberg scenarios. the sooner: the better; you'll thank me down the road. sex really is the only thing that life is about, and it's taken hundreds of years to even partially jizz acid on the shackles that organized religion and patriarchal societies placed on sex for just about always. two hundred years ago some of you very dudes might have shot down a blowjob for it's confusing kinkiness and burned the righteous babe at town square as a wyckyd wytch.

i don't mean to sound like some self-appointed sexual guru or renegade, but i do try to at least wring out the pleasure and really get something from the sex that i do have. maybe i'll get people to dislike Shitty Skateboarding and better appreciate Good Skateboarding, but, if i can get some of my fellow 'boarders to enrich their lives and leave the bedrooms and bathroom styles of our world THAT MUCH more doused in cum, blood, spit, and piss, i can die with a smile/boner.

read: anais nin, henry miller, d.h. lawrence, aleister crowley, marquis de sade (in a certain light), etc
Title: Re: Awkward Sexual Experiences
Post by: weedpop on February 21, 2010, 11:45:45 PM
(http://art-psy.blog.lemonde.fr/files/2008/10/sexus-wwib.1223878843.jpg)

Never before (or since) have I gotten so many hard-ons from a book.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on February 22, 2010, 01:32:33 AM
fr chrissakes, you guys need to LOOSEN UP re:
- a girlfriend 'catching' you masturbate
- getting your own cum on yourself
- getting cum on a girlfriend
- seeing friends have sex, especially briefly/accidently
- any and all male-female buttplay (absolutely no disrespect to my gays, but i specify as i assume i'm partially addressing an already somewhat uptight assemblage of breeding types)

it's occurred to me that i may in fact be speaking to a younger audience, but these are pretty tip-of-the-iceberg scenarios. the sooner: the better; you'll thank me down the road. sex really is the only thing that life is about, and it's taken hundreds of years to even partially jizz acid on the shackles that organized religion and patriarchal societies placed on sex for just about always. two hundred years ago some of you very dudes might have shot down a blowjob for it's confusing kinkiness and burned the righteous babe at town square as a wyckyd wytch.

i don't mean to sound like some self-appointed sexual guru or renegade, but i do try to at least wring out the pleasure and really get something from the sex that i do have. maybe i'll get people to dislike Shitty Skateboarding and better appreciate Good Skateboarding, but, if i can get some of my fellow 'boarders to enrich their lives and leave the bedrooms and bathroom styles of our world THAT MUCH more doused in cum, blood, spit, and piss, i can die with a smile/boner.

read: anais nin, henry miller, d.h. lawrence, aleister crowley, marquis de sade (in a certain light), etc

Wow dude. Way to kill a funny thread. This was not a debate about the current state of sexual taboos and kudos for all your assorted paraphilias, but instead sexual situations that were awkward. Feeling awkward does not imply any kind of prudeness. And these may be "tip-of-the-iceberg" scenarios for you, but not everyone will feel comfortable in these situations or any other ones that you have no problem with

And there's really no need to place "(in a certain light)" for de Sade. There's no "certain light" that you need to read him in because if you can't at least guess his libertine messages from his writings, an important aspect of which is that not everyone will feel comfortable with or enjoy certain acts, then you're not actually reading the man. If you want to discuss his works further, feel free to PM me.
Title: Re: Awkward Sexual Experiences
Post by: Dr. Evan on February 22, 2010, 03:14:03 AM
Expand Quote
Expand Quote
Expand Quote
lost my virginity in a threesome.
[close]


[close]
to both of you, which kind?
[close]

not the prime kind, i'll tell you that much.

uh ohhhhh the dreaded devils three way.  no worries man, i did this in my younger day as well.  as for most awkward, im going to have to go with the gay couple who used to live in the apartment next to mine.  they were cool and dainty during the day, but as shitty luck would have it, their bedroom was on the other side from mine.  i never thought i would hear gay dudes grunt so manly and or squeal so girly in my life.  it was weird enough that i moved my bed to the other side of the room and stuck in earplugs. 
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on February 22, 2010, 05:11:22 AM
fr chrissakes, you guys need to LOOSEN UP re:
- a girlfriend 'catching' you masturbate
- getting your own cum on yourself
- getting cum on a girlfriend
- seeing friends have sex, especially briefly/accidently
- any and all male-female buttplay (absolutely no disrespect to my gays, but i specify as i assume i'm partially addressing an already somewhat uptight assemblage of breeding types)
two hundred years ago some of you very dudes might have shot down a blowjob for it's confusing kinkiness and burned the righteous babe at town square as a wyckyd wytch.
read: anais nin, henry miller, d.h. lawrence, aleister crowley, marquis de sade (in a certain light), etc

these are only supposed to be entertaining, nothing more...you need to loosen up. 
"younger audience"....no, these stories are from our younger years, as you'd associate with the word "awkward".

sounds like you could've been hitler in a past life, or a dictator at least.  i have some recommended reading for you too, asshole, it's called the narcissism epidemic by jean twenge.  eat a dick.
Title: Re: Awkward Sexual Experiences
Post by: rocklobster on February 22, 2010, 06:01:33 AM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
lost my virginity in a threesome.
[close]


[close]
to both of you, which kind?
[close]

not the prime kind, i'll tell you that much.
[close]

uh ohhhhh the dreaded devils three way.  no worries man, i did this in my younger day as well.  as for most awkward, im going to have to go with the gay couple who used to live in the apartment next to mine.  they were cool and dainty during the day, but as shitty luck would have it, their bedroom was on the other side from mine.  i never thought i would hear gay dudes grunt so manly and or squeal so girly in my life.  it was weird enough that i moved my bed to the other side of the room and stuck in earplugs. 

made my day....
Title: Re: Awkward Sexual Experiences
Post by: daddy on February 22, 2010, 10:18:06 AM
I was once really wasted fuckin a girl and I was on top and had my hands planted firmly when I felt something crunchy and sticky on my hand. It was a used dried up condom chillin in her bed and I stopped fuckin here and looked at her and put my hand up and slowly peeled it off. "is that yours?" she said. "nope..."

she got all embarrassed but I was drunk so I didn't really care then I nutted inside her
Title: Re: Awkward Sexual Experiences
Post by: layzieyez on February 22, 2010, 10:31:45 AM
Expand Quote
fr chrissakes, you guys need to LOOSEN UP re:
- a girlfriend 'catching' you masturbate
- getting your own cum on yourself
- getting cum on a girlfriend
- seeing friends have sex, especially briefly/accidently
- any and all male-female buttplay (absolutely no disrespect to my gays, but i specify as i assume i'm partially addressing an already somewhat uptight assemblage of breeding types)
two hundred years ago some of you very dudes might have shot down a blowjob for it's confusing kinkiness and burned the righteous babe at town square as a wyckyd wytch.
read: anais nin, henry miller, d.h. lawrence, aleister crowley, marquis de sade (in a certain light), etc
[close]

these are only supposed to be entertaining, nothing more...you need to loosen up. 
"younger audience"....no, these stories are from our younger years, as you'd associate with the word "awkward".

sounds like you could've been hitler in a past life, or a dictator at least.  i have some recommended reading for you too, asshole, it's called the narcissism epidemic by jean twenge.  eat a dick.
One time, I was jacking it to this Awkward Sexual Experiences thread and this tropicks guy posted and made my dick go soft.
Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 22, 2010, 10:46:53 AM
I was once really wasted fuckin a girl and I was on top and had my hands planted firmly when I felt something crunchy and sticky on my hand. It was a used dried up condom chillin in her bed and I stopped fuckin here and looked at her and put my hand up and slowly peeled it off. "is that yours?" she said. "nope..."

she got all embarrassed but I was drunk so I didn't really care then I nutted inside her

nice


i have a few basically all my shit is awkward

there is 1 time that was so awkward for me i havnt been able to ask this girl out since i just keep bailing on her. shes indian, about 5'2, 90 pounds, so sexy, priya rai basically without fake tits.

i was completely wasted, like 8 beers in 3 hours 5.5%, fooling around with her at a party, like 3 am everyone asleep, she was givin me hj but she had this stupid ring on so it killed, i got her to take it off but my dick was in a ton of pain after that; i asked her if i could fuck her and she sadi i could but i couldnt fit my dick in, my dick probably had gotten soft, then i just kept fingering her for some reason, and eventually she told me to stop. i think the next day i realized i had been fingering her asshole half of the time. it wasnt getting all juicy like normally so that must have been what was going on.

if i could have just got that night to go RIGHT my life would be that much better right now! fuck!! i like her a lot too thats the sad thing... she is into skateboarding on a fan level (she could appreciate a ksate video) and likes cool music and scary movies.

another story fisrt time i ever had sex was with this friend of a friend of a friend i met at a bar she was fat had big tits walked like 10 miles to her house with no coat and snowing, she almost said she woulndt do it but she jumped on my dick anyway, then got off put on a condom then she wanted me to do her missionary and i lifted her legs up to go ddeeep she got mad and said "it cant be like a porno the first time", girls are weird. anyway the akwward part the next day i fucked her again in the AM and she went out and talked to her roommate i could hear her whispering to her hipster room mate and they both sounded the same one of them said "it was the most awkward sex ive ever had" but im pretty sure itw as the room mate talking, but i dont know i felt weird after. i tried to go bak to fuck her once when she was wasted but she just passed out and i puked smelling her breath and jetted.

i woke up in the next room to a friend fcking it wasnt that bad i should have joined in but i heard her say "go deep" andi  laughed

but awkward, my cousins were all staying at my other cousins' house and so like 10 ppl had to sleep in the family room in the basement, my one slutty cousin julie had her boyfriend and she was fuckinjg him in there and i heard him say something like "i cant theres too many people in here" so they went into the bathroom and finished i suppose. it was fucked i told my cousins about it a few years later and they were pretty pissed off at her.


another one i had this girlfriend and i fucked her in my friend's house she sucekd my dick first night i met her some druink dude walked in but she didnt care neither did i but we were dyin to fuck ever since that so liek 2 weeks later we finally get to the bar and are just dyin to bone the entire night we left after like half hour without my friends i bring her into the spare bedroom thers just like a ghetto mattress on the floor and she says she is startin on the pill but not yet so i put on the condom, good choice,

because i start ploughing the shit out of her like never before cause i am drunk too; if you get the perfect mix of beers it is really a thing of beauty. that must be how porn stars do it. anyway i am going for like 10 minutes on this girl and not feeling like i am going to lose my boner at all and i finally bust all in her mouth... except when i pulled out (didnt realize tl after i blew in her mouth) her pussy just puked up a fucking pint of blood. it soaked in to the matress DEEP and we threw out the mattress, sheets, and all next day.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on February 22, 2010, 11:05:19 AM
her pussy just puked up a fucking pint of blood.

you can really paint a picture  :-\
Title: Re: Awkward Sexual Experiences
Post by: frig deuce on February 22, 2010, 12:47:38 PM
Expand Quote
I was once really wasted fuckin a girl and I was on top and had my hands planted firmly when I felt something crunchy and sticky on my hand. It was a used dried up condom chillin in her bed and I stopped fuckin here and looked at her and put my hand up and slowly peeled it off. "is that yours?" she said. "nope..."

she got all embarrassed but I was drunk so I didn't really care then I nutted inside her
[close]

nice


i have a few basically all my shit is awkward

there is 1 time that was so awkward for me i havnt been able to ask this girl out since i just keep bailing on her. shes indian, about 5'2, 90 pounds, so sexy, priya rai basically without fake tits.

i was completely wasted, like 8 beers in 3 hours 5.5%, fooling around with her at a party, like 3 am everyone asleep, she was givin me hj but she had this stupid ring on so it killed, i got her to take it off but my dick was in a ton of pain after that; i asked her if i could fuck her and she sadi i could but i couldnt fit my dick in, my dick probably had gotten soft, then i just kept fingering her for some reason, and eventually she told me to stop. i think the next day i realized i had been fingering her asshole half of the time. it wasnt getting all juicy like normally so that must have been what was going on.

if i could have just got that night to go RIGHT my life would be that much better right now! fuck!! i like her a lot too thats the sad thing... she is into skateboarding on a fan level (she could appreciate a ksate video) and likes cool music and scary movies.

another story fisrt time i ever had sex was with this friend of a friend of a friend i met at a bar she was fat had big tits walked like 10 miles to her house with no coat and snowing, she almost said she woulndt do it but she jumped on my dick anyway, then got off put on a condom then she wanted me to do her missionary and i lifted her legs up to go ddeeep she got mad and said "it cant be like a porno the first time", girls are weird. anyway the akwward part the next day i fucked her again in the AM and she went out and talked to her roommate i could hear her whispering to her hipster room mate and they both sounded the same one of them said "it was the most awkward sex ive ever had" but im pretty sure itw as the room mate talking, but i dont know i felt weird after. i tried to go bak to fuck her once when she was wasted but she just passed out and i puked smelling her breath and jetted.

i woke up in the next room to a friend fcking it wasnt that bad i should have joined in but i heard her say "go deep" andi  laughed

but awkward, my cousins were all staying at my other cousins' house and so like 10 ppl had to sleep in the family room in the basement, my one slutty cousin julie had her boyfriend and she was fuckinjg him in there and i heard him say something like "i cant theres too many people in here" so they went into the bathroom and finished i suppose. it was fucked i told my cousins about it a few years later and they were pretty pissed off at her.


another one i had this girlfriend and i fucked her in my friend's house she sucekd my dick first night i met her some druink dude walked in but she didnt care neither did i but we were dyin to fuck ever since that so liek 2 weeks later we finally get to the bar and are just dyin to bone the entire night we left after like half hour without my friends i bring her into the spare bedroom thers just like a ghetto mattress on the floor and she says she is startin on the pill but not yet so i put on the condom, good choice,

because i start ploughing the shit out of her like never before cause i am drunk too; if you get the perfect mix of beers it is really a thing of beauty. that must be how porn stars do it. anyway i am going for like 10 minutes on this girl and not feeling like i am going to lose my boner at all and i finally bust all in her mouth... except when i pulled out (didnt realize tl after i blew in her mouth) her pussy just puked up a fucking pint of blood. it soaked in to the matress DEEP and we threw out the mattress, sheets, and all next day.

bahahhaaa rawb your full of shit but that was a good read anyways.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on February 22, 2010, 01:27:20 PM
A friend of mine once told me about losing his virginity in a weird outdoors gangbang. The girl supposedly was kinda crazy and let like 8 dudes bone her behind a bush one after another. He was second to last in line and it was getting dark and starting to rain. BUMMERRRRRRR, not romantic at all  ~ ~ ~
Title: Re: Awkward Sexual Experiences
Post by: odp on February 22, 2010, 01:44:24 PM
a few years ago i met this girl at a party that i went to out in the mountains 2 weeks before i was slated to hit the road and head south. We ended up having sex that night, if you could call it such; asphyxiation, holes in the wall, a leather belt and a painting of christ all played pivotal roles in their own right. Somehow, after this all went down and we recapped over my bottle of wild turkey and a pack of turkish royals, it was decided that i would spend some more time with this girl danie, living in her shit stain apartment. Now, as the days and nights passed we fucked quite a bit. Her body was tight, she had only recently quit the college swim team; whoring, drugs, and alcohol hadn't yet ravaged her body. One day she asked if i wanted to go for a ride out to Burlington VT to her parents home for the night. I agreed as i'm not often the passenger on a road trip and i was going to leave for the south in a few days. We get there to be greeted by a pack of small children running around the front yard,nearly  naked in the rain. So apparently her mom was babysitting many nieces and nephews. this pissed me off to no end because after having been given hand sex on the ride up i was promised the real thing at the parents house. Sex at the parents house is always interesting too, there's just so much that can go wrong that when the nut comes, it's usually of epic proportions. Anyhow, we're hanging around, eating, drinking grape juice, and watching two and a half men when mom comes and says "ok, i need you guys to watch the kids because i'm going to the store for a while."
The kids are still outside in the rain, the mother is leaving... all i can think is "ace in the hole." As soon as mother leaves, Danie grabs my cock through my shorts and pulls me into the back room, apparently she was thinking the same thing. There is a giant tent of couch cushions, blankets, and sheets extending from the fire place to the couch, she says "lets go in there." We go in and she starts sucking my cock. then she takes her pants down to around her knees, starts pushing her ass onto my pelvic area and pulls me into her. At this point i'm not thinking much about the kids outside, not at all. after a while, a few minutes anyways, we heard the door open and the tribe of wild youth are in the front of the house. she keeps fucking me. i tell her im about to come, she pulls away and in one motion picks her pants up and crawls out of the living room blanket tent as i bust a big nut onto the ceiling of the tent. I rolled away to prevent any backlash drip and walked into the kitchen. i walked past the kids and they run into the room with the tent. i could only think of how gross that dripping glob of jizz was going to be when it fell on one of their heads. that shit was awkward
Title: Re: Awkward Sexual Experiences
Post by: everypennyfedcar on February 22, 2010, 02:03:21 PM
AHAHAHAHAHA!
Title: Re: Awkward Sexual Experiences
Post by: MFS on February 22, 2010, 02:16:23 PM
i was completely wasted, like 8 beers in 3 hours 5.5%,

This made me laugh for sure. Hardly a recipe for a buzz.
Title: Re: Awkward Sexual Experiences
Post by: Crazy Ralph on February 22, 2010, 02:46:49 PM
a few years ago i met this girl at a party that i went to out in the mountains 2 weeks before i was slated to hit the road and head south. We ended up having sex that night, if you could call it such; asphyxiation, holes in the wall, a leather belt and a painting of christ all played pivotal roles in their own right. Somehow, after this all went down and we recapped over my bottle of wild turkey and a pack of turkish royals, it was decided that i would spend some more time with this girl danie, living in her shit stain apartment. Now, as the days and nights passed we fucked quite a bit. Her body was tight, she had only recently quit the college swim team; whoring, drugs, and alcohol hadn't yet ravaged her body. One day she asked if i wanted to go for a ride out to Burlington VT to her parents home for the night. I agreed as i'm not often the passenger on a road trip and i was going to leave for the south in a few days. We get there to be greeted by a pack of small children running around the front yard,nearly  naked in the rain. So apparently her mom was babysitting many nieces and nephews. this pissed me off to no end because after having been given hand sex on the ride up i was promised the real thing at the parents house. Sex at the parents house is always interesting too, there's just so much that can go wrong that when the nut comes, it's usually of epic proportions. Anyhow, we're hanging around, eating, drinking grape juice, and watching two and a half men when mom comes and says "ok, i need you guys to watch the kids because i'm going to the store for a while."
The kids are still outside in the rain, the mother is leaving... all i can think is "ace in the hole." As soon as mother leaves, Danie grabs my cock through my shorts and pulls me into the back room, apparently she was thinking the same thing. There is a giant tent of couch cushions, blankets, and sheets extending from the fire place to the couch, she says "lets go in there." We go in and she starts sucking my cock. then she takes her pants down to around her knees, starts pushing her ass onto my pelvic area and pulls me into her. At this point i'm not thinking much about the kids outside, not at all. after a while, a few minutes anyways, we heard the door open and the tribe of wild youth are in the front of the house. she keeps fucking me. i tell her im about to come, she pulls away and in one motion picks her pants up and crawls out of the living room blanket tent as i bust a big nut onto the ceiling of the tent. I rolled away to prevent any backlash drip and walked into the kitchen. i walked past the kids and they run into the room with the tent. i could only think of how gross that dripping glob of jizz was going to be when it fell on one of their heads. that shit was awkward

jizz hats for everyone
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 22, 2010, 03:03:49 PM
jizz hats for everyone

AAAAAAAHAHAHAHAHAHAHA!!!

SIG'd
Title: Re: Awkward Sexual Experiences
Post by: HoneyBear on February 22, 2010, 03:09:01 PM


 i think the next day i realized i had been fingering her asshole half of the time. it wasnt getting all juicy like normally so that must have been what was going on.


Thread is chalk full of laughs
Title: Re: Awkward Sexual Experiences
Post by: everypennyfedcar on February 22, 2010, 03:23:52 PM
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 i think the next day i realized i had been fingering her asshole half of the time. it wasnt getting all juicy like normally so that must have been what was going on.


[close]
Thread is chalk full of laughs
Yo rawb, you probably gave that girl a urinary tract infection.
Title: Re: Awkward Sexual Experiences
Post by: macgruber on February 22, 2010, 03:25:38 PM
i got surprise rawdogged a couple weeks ago. it was weird. i'm making out with this girl and whatever and go to take it to the next level when she throws up the brakes. i'm like, whatever. we make out a little bit more and i'm over it and just trying to go to sleep. then she starts rubbing her twat all over me. like grinding against my stomach and leg and shit. then on the dong. then she's got me up in her. and i was basically asleep, like in that, "am i awake starting to dream" part of sleep. but then she's bopping away and i'm like "oh shit, i'm having sex." so after getting worked up prior to this and getting ambushed, i obviously don't last all that long. a couple minutes at most. so by the time i'm ready to finish, i'm awake enough to realize i'm rolling the dice as it is with this girl, so who knows her deal. so i pull out and blow it on her leg. she asked if i came. i'm like... yeah, i came. and she's asks "and you didn't come inside me?" and i'm like, no, no i did not. then she asks if i have an std. i'm like, no, do i now? things didn't work out with her.
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on February 22, 2010, 03:39:59 PM
then she asks if i have an std. i'm like, no, do i now? things didn't work out with her.

well played, sir
Title: Re: Awkward Sexual Experiences
Post by: Watson on February 22, 2010, 05:54:40 PM
Oh fuck. Where to start?

Well, one time I was fucking this chick, sitting on the couch facing the TV, and she was sitting on the cock facing the same way. All of a sudden her little brother walks in the door and straight down the stairs beside the door so we grab a blanket and throw it over ourselves. He starts having some long ass conversation with her while she sits there and squeezes her pussy muscles and starts lifting up and down turning to talk to me and then talk to him.

Same chick I was fucking her in the basement of my parent's house when I lived at home and we got in an argument because I was fucking her on the chair and she wanted to fuck on the bed but the bed is too noisy. It ended up in a full on fight with me hate fucking her while pressing on her mouth as hard as I could whisper-yelling "SHUT THE FUCK UP! YOU NEED TO SHUT THE FUCK UP." It just turned her on more because she had rape fantasies. That whole incident was just the tip of the iceberg for that night.

Same bitch slimed my cock with shit cream while I was ass fucking her. Already told the story before but I wiped my dick off on the face towel in the bathroom and folded the shit stain to the inside and neatly hung it again.

First time I convinced my first girlfriend to let me bust in her mouth she choked like hell on it and was basically dying. Ruined the nut for sure. Selfish bitch.

One time this chick I just met that night was blowing me and then I was too drunk to come, but I kissed her after and she said "So let me ask you something? How does your cock taste?" I think I said "Not bad."

One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.

Hardcore make out session interrupted by a mother. Sweatpant shorts. Enough said.

Fucking a girl and I told her "I love your ass." And she said "It loves you." So I said "Okay." And she was like "It's talking to you." And I was like "Is it?" And she was like "Yeah. What's it saying?" And I was like "I don't know. I'm hungry?" That girl was consistently an awkward dirty talker. Best I could figure is that she wanted to be raped by her dad.

TONS of limp beer-dicks. That's always an awkward situation.

And then of course the time I farted in a chick's face while I was coming in her mouth on the 5th time she sucked my dick that night trying to get off my limp beer-dick. That one was a classic.
Title: Re: Awkward Sexual Experiences
Post by: lurk daddy on February 22, 2010, 06:07:05 PM
Last summer i fucked some random 28 year old lady(cougar) i met for the 1st time that night. At 1st my brother was hollering at her or whatever  , some how i started talking to her and she thought i was funny and shit. I ended up snaking her from my brother he was pissed, bitch was pretty drunk , but of course i was blacked out. I told her to come to the room with me and she was down... then i started fucking her and shit my homie walks in the room and gives a blank look and closes the door back. 15 min later he walks all the way in and starts talking to me while im fucking i started laughing = making my boner go down = me unhappy. I told him to get the fuck outta here laughing..he leaves, i guess word got out that i was fucking. My creepy as brother cracked open the door and peeped me fuck away like a peeping tom. Next thing i know my brother go's in the room and is all " yo lemme fuck her real quick" im whispering " nigguh get the fuck outta here. My brother starts taken his clothes off im like WTFFFFF get out (whispering hard as you can possibly whisper) hes like "man thats some weak as shit man" ya continue doing the dew.

Pretty fucking weird fucking a lady and there brother comes in wanting to fuck too. To make it even more awkward me and her woke up together the bed was all sideways and shes like "wheres my earring" we both re trace our steps from the night and couldnt find it. She go's into the bathroom looks in the mirror and finds the earring in her hair! after that ive never say her again

funny part is i chill with her sister randomly and she brought it up and didnt really care
making her the bigger slut :)
Title: Re: Awkward Sexual Experiences
Post by: raul on February 22, 2010, 07:31:29 PM
^^ I got a headache reading that. Also, as has been discussed, 28 year olds are not cougars.
Title: Re: Awkward Sexual Experiences
Post by: lurk daddy on February 22, 2010, 07:45:23 PM
^^ I got a headache reading that. Also, as has been discussed, 28 year olds are not cougars.
doesnt count if shes a mom? guess i thought she was cause shes like 9 er 10 years older than me
Title: Re: Awkward Sexual Experiences
Post by: raul on February 22, 2010, 08:00:40 PM
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^^ I got a headache reading that. Also, as has been discussed, 28 year olds are not cougars.
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doesnt count if shes a mom? guess i thought she was cause shes like 9 er 10 years older than me

She'd be a MILF so long as she has kids. A cougar is about 39/40 and above. Any younger and it's a MILF or just your standard hot older lady.
Title: Re: Awkward Sexual Experiences
Post by: DevilOnEnzyte on February 22, 2010, 08:46:11 PM
I had sex with a girl that had this spinal condition where her spine pinched at her asscrack, creating what looked like another butthole.
I was going at it from behind when I saw that, then said "You know you have two buttholes"...
She did not find it as funny as I did....
Title: Re: Awkward Sexual Experiences
Post by: RRRRRAD on February 22, 2010, 09:10:48 PM
one time i had sex in the back shoe room at this skateshop i work at and heard a customer come in and did the good old middle school stick up between the tummy and pants trick then helped the customers and then went back to have more fun.


and for all the dudes who been there while their homeboys railing his gf or a chick and didnt move or anything and took one for the team thumbs up, thats the only thing you should do in that situation or run away really fast
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on February 22, 2010, 09:50:48 PM
oh i have so many haha. okay, so i was like 13, and i was crashing at my best friend's house, who's 5 years older than me, he's always sorta been like an older brother type deal for me and i basically lived at his house. so one night i sleep over, and his girlfriend was there too, i crashed out in the floor. i wake up in the morning, sit up and look over, and he's facing away from me sitting on the edge of the bed, jerking a load off into his girlfriend's mouth, who's facing toward me, her and i made eye contact, i laid back down super quick and tried to go back to sleep. that whole afternoon was sooooooo awkward.

so i met this girl on myspace summer after freshman year of high school. got her to send me nudes yada yada, it was kinda late at night. my mom's outta town and my buddy is squatting on my couch, and she wanted to hangout, so we go pick her up. like 20 minutes after she gets there her and i start hooking up, she started like hinting toward sex(i was a virgin but told her i wasnt for kewl points), so i grab one of those condoms i'd had in my dresser since forever, strap up and try to put it in, which took me forever because i had no idea what i was doing. about a minute and ten seconds later i blew the fattest load ever and my only response was "sorry, its been a while" we ended up having sex like 4 times that night. i took her home around 5 am, went home and went to sleep, she called me the next day, i didnt answer. then we started school again, and she was in one of my classes, i still didnt talk to her, eye contact with one another was extremely awkward.

i was fingerbanging my first like "legit" girlfriend once, like super hard, and outta nowhere she queefed, and we were like face to face when it happened, we both just kinda smiled and i kept going, was definitely weird. a few weeks later she wanted to lose her virginity to me, i was super down, but really drunk, and as soon as my back hit the bed there was no boners happening, she sucked me off for like 5 minutes, i got a chubby at the most. we broke up like a week later, it was really weird after that.


when i was like 17 there was this girl who i used to have sex with on many random drunken nights after random house parties. we would always have like crazy wild 3 hour sex, and one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.
Title: Re: Awkward Sexual Experiences
Post by: verbal ham on February 22, 2010, 10:24:56 PM
one time i got sodomized by a horse then i died  ;)
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 22, 2010, 11:03:48 PM
I had sex with a girl that had this spinal condition where her spine pinched at her asscrack, creating what looked like another butthole.
I was going at it from behind when I saw that, then said "You know you have two buttholes"...
She did not find it as funny as I did....
LOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLOLLOOLOLOLOLOLOOLOOLOLLLOOLOLLOLOLOOLOLOLLLL

there's a chick I went to school with and rumor was she had two assholes. Must've been in the same situation
Title: Re: Awkward Sexual Experiences
Post by: Watson on February 22, 2010, 11:07:44 PM
one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.

Man none of those really seem awkward to me. Especially the last one. I suppose it would be when you're 17. But now, hoo boy I tell ya. That's some hot shit. Go with it homey.
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on February 22, 2010, 11:12:24 PM
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one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.
[close]

Man none of those really seem awkward to me. Especially the last one. I suppose it would be when you're 17. But now, hoo boy I tell ya. That's some hot shit. Go with it homey.
What!! making eye contact with your bestfriend's girl while shes taking baby gravy on the tongue is super awkward! the last one wasn't super awkward, but was weird for me, i'm not trying to blow loads in anyone. she also got pregnant like 5 months later, so i'm glad i didnt.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 23, 2010, 12:06:41 AM
God Damn Wilson...I was hoping you would show up.

One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.

Fucking a girl and I told her "I love your ass." And she said "It loves you." So I said "Okay." And she was like "It's talking to you." And I was like "Is it?" And she was like "Yeah. What's it saying?" And I was like "I don't know. I'm hungry?" That girl was consistently an awkward dirty talker. Best I could figure is that she wanted to be raped by her dad.

And then of course the time I farted in a chick's face while I was coming in her mouth on the 5th time she sucked my dick that night trying to get off my limp beer-dick. That one was a classic.

These three stories just made my fucking night!!  But the first one is the absolutely the best thing I've ever heard.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 23, 2010, 12:14:11 AM
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one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.
[close]

Man none of those really seem awkward to me. Especially the last one. I suppose it would be when you're 17. But now, hoo boy I tell ya. That's some hot shit. Go with it homey.
[close]
What!! making eye contact with your bestfriend's girl while shes taking baby gravy on the tongue is super awkward! the last one wasn't super awkward, but was weird for me, i'm not trying to blow loads in anyone. she also got pregnant like 5 months later, so i'm glad i didnt.

And yeah...first girl I ever boned always let me blow my loads in her...but I was young(er...not really that young) and stupid.  Now I'm so fucking paranoid about pregnancy I won't blow a load in a girl even with a condom on.
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on February 23, 2010, 12:22:10 AM
yeah fuck that noise! i blew a load in a girl, with a condom on, and she didnt have her period for like 2 months, but ended up not being pregnant, and her cycles were just fucked up, i was buggin' out. scariest shit ever, no blowing loads anywhere near a vagina for me.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 23, 2010, 12:35:38 AM
Ok...this story isn't so much awkward as just fucking scary.  I'm with my first somewhat long term girlfriend right now...and we fuck ALOT...so I'm ultra paranoid about knocking her up.  Back in the summer time I was telling one of my best friends that I wouldn't even blow a load in my gf even with a condom on.  He couldn't believe I was so paranoid and basically told to stop being so scared. 

So less than 24 hours later, I'm boning my lady from behind, and all the sudden it just feels FUCKING AMAZING!!  Now this is back when were first together and I hadn't really had sex that much.  I could tell I was getting close to busting a nut and was about to pull out.  But then I remembered my conversation with my friend the night before.  I was like "Fuck it...I'm wearing a condom" and just blew my load.  I pull out and the condom is fucking torn to shreds.  Begin hyperventilation.  I just busted a full load into a fertile 19 year old girl.  Not stoked!!!

So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 23, 2010, 04:47:22 AM
So less than 24 hours later, I'm boning my lady from behind, and all the sudden it just feels FUCKING AMAZING!!  Now this is back when were first together and I hadn't really had sex that much.  I could tell I was getting close to busting a nut and was about to pull out.  But then I remembered my conversation with my friend the night before.  I was like "Fuck it...I'm wearing a condom" and just blew my load.  I pull out and the condom is fucking torn to shreds.  Begin hyperventilation.  I just busted a full load into a fertile 19 year old girl.  Not stoked!!!

So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
Ah yes, I know this story well. You evaluate your life so hard in the coming days. It's amazing when you find out you're in the clear. Food tastes amazing, boring things now mean something to you and you have a complete and total appreciation for everything once you know you didn't knock a chick up.  I used to play in the rain without a coat with one girlfriend...basically the hours of awesome'ness didn't erase the days/weeks of panic afterwards.
Title: Re: Awkward Sexual Experiences
Post by: pee on February 23, 2010, 06:27:19 AM
few months ago i met this girl at the bar and got really drunk. as the bar closed we headed to her friends place. got there being borderline black out drunk and decided to get high. great idea. at one point we decide to go to bathroom to fuck. both being too drunk it didn't really work out that good. i fucked her on the floor for like minute but it didn't really work out. then we thought we should try fucking in the bathtub but that turned out to be way too small. so then we decide to spot and that's  that. it wasn't really that awkward aside from the fact that there were like 5 people in the small apartment and they most likely could here everything we were doing. the girl turned out to be beyond awesome and now i'm in a relationship with her and it's great.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on February 23, 2010, 06:54:17 AM
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So less than 24 hours later, I'm boning my lady from behind, and all the sudden it just feels FUCKING AMAZING!!  Now this is back when were first together and I hadn't really had sex that much.  I could tell I was getting close to busting a nut and was about to pull out.  But then I remembered my conversation with my friend the night before.  I was like "Fuck it...I'm wearing a condom" and just blew my load.  I pull out and the condom is fucking torn to shreds.  Begin hyperventilation.  I just busted a full load into a fertile 19 year old girl.  Not stoked!!!

So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]
Ah yes, I know this story well. You evaluate your life so hard in the coming days. It's amazing when you find out you're in the clear. Food tastes amazing, boring things now mean something to you and you have a complete and total appreciation for everything once you know you didn't knock a chick up.  I used to play in the rain without a coat with one girlfriend...basically the hours of awesome'ness didn't erase the days/weeks of panic afterwards.

(http://i228.photobucket.com/albums/ee45/lohunter420/You_are_NOT_the_father.gif)

...or you are not a father, just as much of a relief.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 23, 2010, 07:13:09 AM
i don't think there's any panic on earth quite like a dude wondering if he got a girl pregnant.  ...well, maybe being the chick and wondering if you're pregnant.
Title: Re: Awkward Sexual Experiences
Post by: odp on February 23, 2010, 10:35:55 AM
So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.

the abortion pill saves lives, homie. plan B is a good thing.
Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 23, 2010, 10:46:33 AM
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I was once really wasted fuckin a girl and I was on top and had my hands planted firmly when I felt something crunchy and sticky on my hand. It was a used dried up condom chillin in her bed and I stopped fuckin here and looked at her and put my hand up and slowly peeled it off. "is that yours?" she said. "nope..."

she got all embarrassed but I was drunk so I didn't really care then I nutted inside her
[close]

nice


i have a few basically all my shit is awkward

there is 1 time that was so awkward for me i havnt been able to ask this girl out since i just keep bailing on her. shes indian, about 5'2, 90 pounds, so sexy, priya rai basically without fake tits.

i was completely wasted, like 8 beers in 3 hours 5.5%, fooling around with her at a party, like 3 am everyone asleep, she was givin me hj but she had this stupid ring on so it killed, i got her to take it off but my dick was in a ton of pain after that; i asked her if i could fuck her and she sadi i could but i couldnt fit my dick in, my dick probably had gotten soft, then i just kept fingering her for some reason, and eventually she told me to stop. i think the next day i realized i had been fingering her asshole half of the time. it wasnt getting all juicy like normally so that must have been what was going on.

if i could have just got that night to go RIGHT my life would be that much better right now! fuck!! i like her a lot too thats the sad thing... she is into skateboarding on a fan level (she could appreciate a ksate video) and likes cool music and scary movies.

another story fisrt time i ever had sex was with this friend of a friend of a friend i met at a bar she was fat had big tits walked like 10 miles to her house with no coat and snowing, she almost said she woulndt do it but she jumped on my dick anyway, then got off put on a condom then she wanted me to do her missionary and i lifted her legs up to go ddeeep she got mad and said "it cant be like a porno the first time", girls are weird. anyway the akwward part the next day i fucked her again in the AM and she went out and talked to her roommate i could hear her whispering to her hipster room mate and they both sounded the same one of them said "it was the most awkward sex ive ever had" but im pretty sure itw as the room mate talking, but i dont know i felt weird after. i tried to go bak to fuck her once when she was wasted but she just passed out and i puked smelling her breath and jetted.

i woke up in the next room to a friend fcking it wasnt that bad i should have joined in but i heard her say "go deep" andi  laughed

but awkward, my cousins were all staying at my other cousins' house and so like 10 ppl had to sleep in the family room in the basement, my one slutty cousin julie had her boyfriend and she was fuckinjg him in there and i heard him say something like "i cant theres too many people in here" so they went into the bathroom and finished i suppose. it was fucked i told my cousins about it a few years later and they were pretty pissed off at her.


another one i had this girlfriend and i fucked her in my friend's house she sucekd my dick first night i met her some druink dude walked in but she didnt care neither did i but we were dyin to fuck ever since that so liek 2 weeks later we finally get to the bar and are just dyin to bone the entire night we left after like half hour without my friends i bring her into the spare bedroom thers just like a ghetto mattress on the floor and she says she is startin on the pill but not yet so i put on the condom, good choice,

because i start ploughing the shit out of her like never before cause i am drunk too; if you get the perfect mix of beers it is really a thing of beauty. that must be how porn stars do it. anyway i am going for like 10 minutes on this girl and not feeling like i am going to lose my boner at all and i finally bust all in her mouth... except when i pulled out (didnt realize tl after i blew in her mouth) her pussy just puked up a fucking pint of blood. it soaked in to the matress DEEP and we threw out the mattress, sheets, and all next day.
[close]

bahahhaaa rawb your full of shit but that was a good read anyways.


dude not one word of a lie i swear to fuck its all true man i wouldnt make this shit up


Title: Re: Awkward Sexual Experiences
Post by: jack burton on February 23, 2010, 10:57:56 AM
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So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]

the abortion pill saves lives, homie. plan B is a good thing.

money well spent.
Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 23, 2010, 12:40:38 PM
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So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]

the abortion pill saves lives, homie. plan B is a good thing.

yeah my ex girlfriend after we broke up i was jonsing i called her up at least 3 seperate times and we fcuked.... she was tellin me to bust inside her, but i pulled out anyway just because we were broke up, and then after she says" well its probably godo you did that anyway cause i think i fucked up one of my pills". what a dumb ass.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 23, 2010, 01:34:23 PM
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So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]
the abortion pill saves lives, homie. plan B is a good thing.
[close]
yeah my ex girlfriend after we broke up i was jonsing i called her up at least 3 seperate times and we fcuked.... she was tellin me to bust inside her, but i pulled out anyway just because we were broke up, and then after she says" well its probably godo you did that anyway cause i think i fucked up one of my pills". what a dumb ass.
see, she was trying to get you back and lock you down on a permanent basis.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on February 23, 2010, 03:32:24 PM
Ok...this story isn't so much awkward as just fucking scary.  I'm with my first somewhat long term girlfriend right now...and we fuck ALOT...so I'm ultra paranoid about knocking her up.  Back in the summer time I was telling one of my best friends that I wouldn't even blow a load in my gf even with a condom on.  He couldn't believe I was so paranoid and basically told to stop being so scared. 

So less than 24 hours later, I'm boning my lady from behind, and all the sudden it just feels FUCKING AMAZING!!  Now this is back when were first together and I hadn't really had sex that much.  I could tell I was getting close to busting a nut and was about to pull out.  But then I remembered my conversation with my friend the night before.  I was like "Fuck it...I'm wearing a condom" and just blew my load.  I pull out and the condom is fucking torn to shreds.  Begin hyperventilation.  I just busted a full load into a fertile 19 year old girl.  Not stoked!!!

So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.

My one ex used to be super paranoid that whenever we would fuck that the condom would break. It never did but every time after we were done she would talk about how she thought it did and stuff. And every once in a while she would buy the Plan B pill just in case. But what makes it weird is she liked how it felt when I busted inside of her (wearing a condom), so she never wanted me to pull out even though I would have been fine doing it and whenever her doctor put her on the pill (she had this hormone thing so she couldn't be on it all the time), she'd want to fuck without a condom on, even going as far as pulling me out of her, taking it off, resuming the sexy time, and then having me put on a new one when I was going to cum. She was a very odd girl...
Title: Re: Awkward Sexual Experiences
Post by: Watson on February 23, 2010, 04:15:50 PM
Pfffft bunch a pussies. Come on Jeremy. No busting in a girl even WITH a condom?! Ridiculous. I fucking hate pulling out. Why fuck if I'm just gonna pull out and jerk off last minute? Cumming inside a girl is literally what we were born for. That's what your entire evolutionary path has led you to. I refuse to pull out and cum on evolution's face!

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So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]
the abortion pill saves lives, homie. plan B is a good thing.
[close]
yeah my ex girlfriend after we broke up i was jonsing i called her up at least 3 seperate times and we fcuked.... she was tellin me to bust inside her, but i pulled out anyway just because we were broke up, and then after she says" well its probably godo you did that anyway cause i think i fucked up one of my pills". what a dumb ass.
[close]
see, she was trying to get you back and lock you down on a permanent basis.

Yeah cause Rawb is such a great catch. A real reliable father-type.

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one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.
[close]

Man none of those really seem awkward to me. Especially the last one. I suppose it would be when you're 17. But now, hoo boy I tell ya. That's some hot shit. Go with it homey.
[close]
What!! making eye contact with your bestfriend's girl while shes taking baby gravy on the tongue is super awkward!

Wouldn't be awkward until I pulled my dick out and started wanking while watching it.
Title: Re: Awkward Sexual Experiences
Post by: odp on February 23, 2010, 04:22:32 PM
man, i'm pretty paranoid these days... there were so many drunk nights where girls said i could nut inside the treasure chest that i just said fuck it and went for the gold. this one girl told that she couldn't get prego due to some ovarian problems and that i could blast inside, so as i was fucking her i made the choice to do so. she was talking dirty and what not, really trying to get me to come. as i was getting there, i said "well, listen, in case you are lying to me and get pregnant i want you to know that i'm a travel agent. do you see those stairs over there? (we were on the couch in my parents basement), i will send you on quick trip down them." what a foolish choice...

now, i don't get down with any skanks. i can only imagine how horrible it would be to knock up some girl who you couldn't stand and simply banged to get a nut off, only to get her prego and havce to deal with her in some capacity for the rest of your life. ugh, fuck! no thanks.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on February 23, 2010, 05:11:05 PM
Yeah cause Rawb is such a great catch. A real reliable father-type.

hahahaha. 

agreed on the evolution thing, can't remember the last time used/purchased a condom, i don't even know how much $ they go for nowadays.  if she's on the pill, that's all you need to know...go crazy. 

let's keep this thread going...

accidentally stuck it in the back door of some chick i met that night, but that's not the awkward part.  i guess her ass had been seshed so much that i couldn't initially tell the difference between the two points of entry.  after discovering this fact and realizing the situation, you better believe i promptly soaked my dick in ivory liquid (after all was said and done, of course).
Title: Re: Awkward Sexual Experiences
Post by: lurk daddy on February 23, 2010, 05:58:19 PM
ive never used a condom beforre
Title: Re: Awkward Sexual Experiences
Post by: nocomply on February 23, 2010, 06:16:33 PM
in high school I walked in on my mom boning her boyfriend on my bed. I was so pissed that I left the house for two days. I demanded clean sheets on my bed before I would come back. That was an awkward conversation.

I once got involved in a threesome. I was 14 at the time and my friend brought over this 21 year old girl who bought us booze. We got wasted and my friend passed out. I start fucking her. My friend wakes up, drops his pant and starts face fucking her, basically leaving me to stare at his ass bobbing up and down. I remember wispering to him, "dude get the fuck out of here, get your ass out of my face" hahaha... he, of course, ignored me. Finally she threw him off her, I busted, then he went in for sloppy seconds and got denied. For some reason she didn't want to fuck him. I was glad too because I was pissed at him for putting his ass in my face.

My house is only a few years old. Last spring it settled and shifted a little and as a result a few of the doors would not latch so we could not lock our bedroom door. My daughter walked in on my wife and I. She didn't see anything, but by the time my wife put her back to bed and returned to the bedroom.. the mood was a little lost.
Title: Re: Awkward Sexual Experiences
Post by: frisco on February 23, 2010, 06:29:26 PM
my very first blowjob I was lying on a bed with my girlfriend doing her thing while my best friend was getting a blowjob from my girlfriends friend, extremely awkward

My science lab partner in the ninth grade walked in on me getting a blowjob from my girlfriend at a party, i brought it up jokingly the next day in class and she was not stoked, i think i walked right out of the class

Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 24, 2010, 05:32:15 AM
man i am a loser i never went to no parties and then went to school the next day in high school. and i definitely never even got laid in high school. all i did was skate and play guitar and video games, and did a LOT of drugs. my mom always fucking made me come home at like 10 pm and then i had to go right to bed.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 24, 2010, 06:00:18 AM
I refuse to pull out and cum on evolution's face!
Title: Re: Awkward Sexual Experiences
Post by: mcpeepants on February 24, 2010, 06:07:34 AM
One time in high school I was looking for the tape of a video project I did for Spanish class. I thought I left it in the video camera, so I hit play. Man was I wrong. It was a video of my Dad boning my Step mom. Mind you, my dad resembles Bill Clinton and my Step mom resembles Jessica Simpson. It was pretty traumatizing for a while. Better than actually walking in on it though.

Oh, and I never found my Spanish project. I'm guessing they recorded over it.
Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 24, 2010, 06:12:25 AM
One time in high school I was looking for the tape of a video project I did for Spanish class. I thought I left it in the video camera, so I hit play. Man was I wrong. It was a video of my Dad boning my Step mom. Mind you, my dad resembles Bill Clinton and my Step mom resembles Jessica Simpson. It was pretty traumatizing for a while. Better than actually walking in on it though.

Oh, and I never found my Spanish project. I'm guessing they recorded over it.

damn. my friend let me borrow his video camera all the time to film skating. once i was watching the footage back and got to the end of the tape and i just saw his girlfriend in the bathtub at the end. my friends were all watching and shit too. i quickly shut it off and they didnt notice, but when they left i checked it out, he got her to get naked and play with her pussy and all this shit. i didnt jerk off to it though i felt like it would have been wrong.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 24, 2010, 06:25:46 AM
having a stepmom that looked like jessica simpson would mean trouble in my world.
Title: Re: Awkward Sexual Experiences
Post by: mcpeepants on February 24, 2010, 06:29:57 AM
having a stepmom that looked like jessica simpson would mean trouble in my world.

Tell me about it... there were several times where I swear she was hitting on me. She even asked me to go out for a drink with her some time. But they're actually getting divorced now so I haven't seen her in a while.
Title: Re: Awkward Sexual Experiences
Post by: everypennyfedcar on February 24, 2010, 06:56:02 AM
Make a move!
Title: Re: Awkward Sexual Experiences
Post by: Alan on February 24, 2010, 07:51:24 AM
ive never used a condom beforre


Don't worry, you'll get laid one day.
Title: Re: Awkward Sexual Experiences
Post by: lurk daddy on February 24, 2010, 07:20:38 PM
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ive never used a condom beforre
[close]


Don't worry, you'll get laid one day.
And you'll make a funny joke one day.
Title: Re: Awkward Sexual Experiences
Post by: sven thorkel on February 24, 2010, 07:39:01 PM
today was his day. alan, from now on you are banned from humor
Title: Re: Awkward Sexual Experiences
Post by: A Rolled Ankle on February 24, 2010, 08:09:32 PM
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ive never used a condom beforre
[close]


Don't worry, you'll get laid one day.

gnar'd!

i was thinkin the same thing
Title: Re: Awkward Sexual Experiences
Post by: floop on February 24, 2010, 08:13:33 PM
Make a move!

and then post the details here
Title: Re: Awkward Sexual Experiences
Post by: lurk daddy on February 24, 2010, 08:16:34 PM
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ive never used a condom beforre
[close]


Don't worry, you'll get laid one day.
[close]

gnar'd!

i was thinkin the same thing
You fools are so corny its ridiculous.
Title: Re: Awkward Sexual Experiences
Post by: beardface on February 25, 2010, 01:03:20 PM
Cumming inside a girl is literally what we were born for. That's what your entire evolutionary path has led you to. I refuse to pull out and cum on evolution's face!
wisdom.
Title: Re: Awkward Sexual Experiences
Post by: raul on February 25, 2010, 06:13:11 PM
The second time I got beejed up also coincides with the first & only time I've ever sharted. I was hanging around Brigham Circle in Mission Hill one night with a bunch of my friends. Some wasted asian chick is yelling for her friend and we start talking to her. I couldn't tell she was drunk, she seemed pretty aware of everything & walking alright, and I thought she was pretty cute. She tags along with us for a half hour or so, and then everyone plans on running away from her because she was annoying the piss out of them; I still thought she was cute so I stuck around. My friends yelled back "Mack harder!" & I proceeded as such.

I ended up walking her back to her dorm in Northeastern, she signed me in and we sat on her bed listening to music. We end up making out and that's when I first realized how wasted she was--her vodka breath made my stomach uneasy. She takes off her top & she's got a good (http://img13.imageshack.us/img13/7845/mike0644.jpg) going on. About 5'2", B cup, soft skin, first asian--I was into it. Then she started giving me a HJ & I think she was under the impression that if she didn't keep her speed above 55MPH that my penis would explode. It hurt so much but I suffered through it. She wanted to bone, but this was when I was still a virgin and under the hallucination that I wanted to at least lose it to someone I loved--so I turned her down.

She then went down on me for about 30 seconds and it was a glorious spectacle. Little asian girl with a small mouth with plump lips and tiny hands--it was beautiful. But then she stopped and kept asking to bone. I convinced her finally that because she was way too drunk & I wasn't, it'd be a bad choice. I left about an hour later, and she wrote down her number & email. On the walk back I realize my ass is really chaffed. Unbearably chaffed. I check it out once I get back to my friend's, and I see a shit stain on my underwear. Then a flashback reel played back to me--I had chinese food that night, I remember letting off a wet fart before going to that girl's dorm, and I also remember her pulling down my pants while I laid on her white sheets. I laughed at my misfortune, but I wasn't planning on calling her anyway. Now sometimes I wonder if she stopped going down on me because it smelled rank or because she was fluffing me.
Title: Re: Awkward Sexual Experiences
Post by: blAck AddEr on February 25, 2010, 10:14:56 PM
She wanted to bone, but this was when I was still a virgin and under the hallucination that I wanted to at least lose it to someone I loved--so I turned her down.
glad i got over that...
Title: Re: Awkward Sexual Experiences
Post by: Bipsmound on February 25, 2010, 11:10:33 PM
I don't think copping some dome off a drunken lady of the evening really counts as "saving yourself".  We're just talking about different holes here.  Perhaps you had some kind of male hymen that you wanted to keep in tact.  Only peel back the ol' foreskin for the wife, eh?  She's in for a cottage cheese surprise. 
Title: Re: Awkward Sexual Experiences
Post by: raul on February 25, 2010, 11:44:30 PM
I don't think copping some dome off a drunken lady of the evening really counts as "saving yourself".  We're just talking about different holes here.  Perhaps you had some kind of male hymen that you wanted to keep in tact.  Only peel back the ol' foreskin for the wife, eh?  She's in for a cottage cheese surprise. 

Like I said, I was naive to sex. And I'm no hood rat, army helmet all the way.

(http://news.cnet.com/i/bto/20070919/9-18-07-simbexhelmet.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 25, 2010, 11:55:26 PM
The second time I got beejed up also coincides with the first & only time I've ever sharted. I was hanging around Brigham Circle in Mission Hill one night with a bunch of my friends. Some wasted asian chick is yelling for her friend and we start talking to her. I couldn't tell she was drunk, she seemed pretty aware of everything & walking alright, and I thought she was pretty cute. She tags along with us for a half hour or so, and then everyone plans on running away from her because she was annoying the piss out of them; I still thought she was cute so I stuck around. My friends yelled back "Mack harder!" & I proceeded as such.

I ended up walking her back to her dorm in Northeastern, she signed me in and we sat on her bed listening to music. We end up making out and that's when I first realized how wasted she was--her vodka breath made my stomach uneasy. She takes off her top & she's got a good (http://img13.imageshack.us/img13/7845/mike0644.jpg) going on. About 5'2", B cup, soft skin, first asian--I was into it. Then she started giving me a HJ & I think she was under the impression that if she didn't keep her speed above 55MPH that my penis would explode. It hurt so much but I suffered through it. She wanted to bone, but this was when I was still a virgin and under the hallucination that I wanted to at least lose it to someone I loved--so I turned her down.

She then went down on me for about 30 seconds and it was a glorious spectacle. Little asian girl with a small mouth with plump lips and tiny hands--it was beautiful. But then she stopped and kept asking to bone. I convinced her finally that because she was way too drunk & I wasn't, it'd be a bad choice. I left about an hour later, and she wrote down her number & email. On the walk back I realize my ass is really chaffed. Unbearably chaffed. I check it out once I get back to my friend's, and I see a shit stain on my underwear. Then a flashback reel played back to me--I had chinese food that night, I remember letting off a wet fart before going to that girl's dorm, and I also remember her pulling down my pants while I laid on her white sheets. I laughed at my misfortune, but I wasn't planning on calling her anyway. Now sometimes I wonder if she stopped going down on me because it smelled rank or because she was fluffing me.
(http://www.liquideggproduct.com/wp-content/uploads/2009/07/mascot_i_am_disappoint.gif)
YOU SHOULDA DONE IT DUDE! ASIAN CHICKS ARE THE BEST AND CUTEST CHICKS EVER!

-Situation
Title: Re: Awkward Sexual Experiences
Post by: raul on February 26, 2010, 12:04:35 AM
I know meng, I look back and sigh. How was salvy, are you a millionaire now?
Title: Re: Awkward Sexual Experiences
Post by: rawbertson. on February 26, 2010, 05:25:16 AM
haha
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 26, 2010, 08:32:55 AM
I know meng, I look back and sigh. How was salvy, are you a millionaire now?
Nah, never went but I might today. I got a story though....

When I was a senior, I brought my sleazy side out and tried to get any and all the pussy possible before graduating high school and one of these hookups ended up being with this chick I had just met in my gym class. That time was somewhat awkward because one of my friends was driving my car and my other friend was in the backseat passed out. Long story short, both friends leave and I start fingering the chick and whip it out being like "let me get some head" and her saying "No, I don't do that" and then finding out the following Monday in school that two dudes had just fucked her in the hours prior to me getting with her.

Part two happens this past November after not really talking to her for like 3 years. I'd usually drunk chat with her on facebook and say stupid shit just for kicks but one night I actually end up calling her. I bring her to some party and we're just kickin it so I'm like "come with me to my car, I wanna grab some beers". So she comes with and we start smooching and getting all touchy feely. We stayed at this party for a little longer and then she pretty much pulled me out of the party so I figure alright this bitch is down. No holds barred, I bring her straight to my house and into my bed and we start making out. I take her shirt off, start sucking titties, kissing all over. As I'm about to unzip her jeans, she takes my hands and brings them back up and is like "Listen I don't do this anymore"....I was like you don't do what? She says "this. I don't just randomly hook up like that anymore". Long story short, we didn't smush but she still spent the night cuddled up with me in my bed topless and with her jeans on....I was so furious and confused by what chick in their right mind would go home with a dude, get in bed, start smooching and then some, and then be like actually wait I forgot I stopped being a slut. She coulda easily not wasted my time and said I wanna go home or some shit. Never talk to her now and if I see her she gives me weird ass looks. Sluts......
Title: Re: Awkward Sexual Experiences
Post by: Guile on February 26, 2010, 11:49:04 AM
this morning i woke up with a chick in my bed, we made out and fooled around for about half an hour then she tells me shes 3 months into a promise not to have sex for a year. needless to say, i snapped one off on her stomach. now shes beside me and i havent said a word for about an hour.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 26, 2010, 01:47:09 PM
^^^ Bitches get stitches man.
preach it man. I had blue balls for like 3 hours til I dropped her off and rushed home to rub one out. I wasn't even pissed really I was just so confused about what single chick in their right mind would chill with a dude, go home and let him suck her titties, and then when going for the g spot tells the guy she doesn't "do this" anymore.
Title: Re: Awkward Sexual Experiences
Post by: Laban Fetus on February 26, 2010, 02:12:47 PM
^^^ Bitches get stitches man.
heh yeah dude. chestbump
Title: Re: Awkward Sexual Experiences
Post by: Mackattack on February 26, 2010, 02:28:24 PM
One time i was hanging out with two friends just driving around and one of them calls this girl he fucks and we meet up with her. Shes already drunk somehow and we pick up some more beer and just park it and hang out. Somehow bukkake jumps into the conversation and we begin to joke about performing bukkake on this girl, much to her bewilderment. She has no fucking clue what bukkake is so we tell her that we cant explain it, we can only show her. We go out into this field and she takes her top off. She had the biggest most glorious boobs id ever seen in person and thats really as far as my friend that wasnt fucking her and i wanted to go, but she insists that we all pull out our cocks and triple team her in the middle of this soccer field or something. She pulls out my friends cock and comes to take out the rest of our peckers but we denied her and my friend is just standing there saying " Soo.... my dick is out guys... my dick is out. Nobody elses dick is out.... cool." And this girl goes into a vengeful rage so we duck out and wait for them while they do whatever it is they did. Kind of wonder if we should have just nutted up and done it to this day... Would have made for a better story at least.
Title: Re: Awkward Sexual Experiences
Post by: raul on February 26, 2010, 03:05:16 PM
" Soo.... my dick is out guys... my dick is out. Nobody elses dick is out.... cool."

Ahahahahahah I envisioned this so well. I have a friend who would've said the same exact thing in that circumstance.
Title: Re: Awkward Sexual Experiences
Post by: ProjectBluebeam on February 26, 2010, 04:45:27 PM
well i most definitely wouldnt be walking away from bukakke field fridays featuring "glorious boobs"
Title: Re: Awkward Sexual Experiences
Post by: Watson on February 26, 2010, 05:48:06 PM
Ahahah great story Raul!

what single chick in their right mind would chill with a dude, go home and let him suck her titties, and then when going for the g spot tells the guy she doesn't "do this" anymore.

The kind that's asking to get raped. BIM BOM! (Kidding).

(I think.)

Dude, Macklin, you fucking blew it figuratively when you and your buddies should have blown it literally.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 26, 2010, 06:53:36 PM
Post 999 guys :D

So many awkward moments in this story.  It's pretty long but pretty funny.  Read if you want.

I was in Byron Bay and this one Australian friend of mine invited me to come up to Surfer's Paradise with him for a couple days.  He was going to stay with some friends of his that he grew up with.  So we get up there...and three of his friends all live in the same apartment complex.  One upstairs with his girlfriend, the other two downstairs.  Just after we got there, and whole bunch of their friends showed up and basically the night turned into this kinda mini high school reunion for all these Australian dudes that all grew up together.  There was like 10 of them and I was the odd guy out.  Already kind of a socially awkward situation.

They were pretty rad guys though, and we all started getting drunk so it was alright.  One last dude shows up with this girl.  She was like the only girl there, and the way she was standing with the dude, I just assumed she was his girlfriend.  She's pretty good looking but I figure she's taken...no chance.

So we're all pretty drunk at this point...and we decide to go out.  It was a looooooong hilarious pretty rad night (Australians party fucking hard) so basically we went a bunch of places and caused a ruckus all night long.  The bars all closed at 4 am and we all start walking home.  At this point I've said no more than like 3 sentences to this girl.  But as we're walking back, she stays right beside me, letting the dude she came with get in front of us a bit.  Turns out she's his SISTER not girlfriend.  So better chances, but we're still hanging out with her older brother and all his friends.

We get back to the apartment, and everyone decides they're gonna go visit their neighbor a few blocks away and smoke some weed.  I don't really smoke weed so I'm like, "I'll just stay here."  She's like, "Yeah...I'm staying here too."  So everyone leaves but me and her.  The door was shut for less than 5 seconds and she has me on the floor making out with me.  She starts rubbing my dick and shit.  At this point, I'd only fucked 2 girls in my life and my mind was blown that this all happened with virtually no work on my part.  So I start reaching into her pants...when all the sudden we hear a different chick's voice coming from the bedroom. 

"WHO THE FUCK IS OUT THERE?  I CAN HEAR YOU!  I KNOW WHAT YOU'RE DOING!  WHAT THE FUCK ARE YOU DOING IN MY APARTMENT??"

It's the that other dude's girlfriend (who turned out to be a huuuuge bitch and was not hanging out with us at all that night).  AWWWWWKWAAAARD!!  We get up as fast and quiet as we can and get the fuck out of there.  So we go downstairs to other friend's apartment. No one there.  There's an air mattress in the main room, and we got right down to business.  Except she was wearing this fucking corset thing with a million buttons.  I tried for like 3 minutes to take it off, and she's basically just laughing at me.  She finally takes off her own clothes...I throw on a condom...and boom...GETTING LAID!!  I was stoked.  A little too stoked actually.  This was my first time in so long and lets just say I put up a disappointing performance.  More awkwardness.

I tossed the condom in the garbage and just pulled on my pants when the door swings open and in piles 10 more dudes...including her older brother.  I CANNOT FIND THE DAMN CONDOM WRAPPER!!  Everyone is drunk though and passes out shortly, including me.

I wake up to a hand job...surrounded by a bunch of large Australian guys...one of whom is her older brother.  I'm stressin, but no one seems to notice.  Everyone wakes up and we're all just hanging out talking about the night before.  Then someone finds the missing condom wrapper.  I think I'm dead.  But everyone starts bugging the dude who lives there, thinking it must be a left over from some other time.  I'm safe.  Until my only friend there, the guy who invited me, is like "Hey...let me see that."  They pass him the wrapper.  He takes a look at it, smiles at me, and says, "Hmmmm...we don't have this brand of condoms in Australia."

I made it out alive.  In fact, all the dudes (minus her brother) were fucking stoked on me and a few of them became good friends.  But it was a VERY AWKWARD afternoon hanging out with her AND her brother all day long.
Title: Re: Awkward Sexual Experiences
Post by: mcpeepants on February 26, 2010, 07:02:07 PM
I was 16, and my current girlfriend and I told her dad we were gonna look for some old movies in her basement. He was watching tv in the room literally 5 steps/stairs up from the basement (it was a townhouse). We got down there and just started fucking like horny teenagers. I guess we were bumping into stuff and making noise and we heard her dad get up and yell "what's all that racket!?" Then he starts running towards the stairs and we both freak. She pulls up her pajama pants, and I pull my shorts up real quick, squat down and pretend to be looking through some boxes right when he gets down to the basement. He had to have known something was up, because we were both red in the face and kinda sweaty. Needless to say, after he went back upstairs we finished like the careless, horny teenagers that we were.
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on February 26, 2010, 09:19:16 PM
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I know meng, I look back and sigh. How was salvy, are you a millionaire now?
[close]
Nah, never went but I might today. I got a story though....

When I was a senior, I brought my sleazy side out and tried to get any and all the pussy possible before graduating high school and one of these hookups ended up being with this chick I had just met in my gym class. That time was somewhat awkward because one of my friends was driving my car and my other friend was in the backseat passed out. Long story short, both friends leave and I start fingering the chick and whip it out being like "let me get some head" and her saying "No, I don't do that" and then finding out the following Monday in school that two dudes had just fucked her in the hours prior to me getting with her.

Part two happens this past November after not really talking to her for like 3 years. I'd usually drunk chat with her on facebook and say stupid shit just for kicks but one night I actually end up calling her. I bring her to some party and we're just kickin it so I'm like "come with me to my car, I wanna grab some beers". So she comes with and we start smooching and getting all touchy feely. We stayed at this party for a little longer and then she pretty much pulled me out of the party so I figure alright this bitch is down. No holds barred, I bring her straight to my house and into my bed and we start making out. I take her shirt off, start sucking titties, kissing all over. As I'm about to unzip her jeans, she takes my hands and brings them back up and is like "Listen I don't do this anymore"....I was like you don't do what? She says "this. I don't just randomly hook up like that anymore". Long story short, we didn't smush but she still spent the night cuddled up with me in my bed topless and with her jeans on....I was so furious and confused by what chick in their right mind would go home with a dude, get in bed, start smooching and then some, and then be like actually wait I forgot I stopped being a slut. She coulda easily not wasted my time and said I wanna go home or some shit. Never talk to her now and if I see her she gives me weird ass looks. Sluts......
in my experience, girls do that kinda shit when they want the guy to think they're a nice girl so that you will date them.

well i most definitely wouldnt be walking away from bukakke field fridays featuring "glorious boobs"
seriously man what the fuck were you thinking?!
Title: Re: Awkward Sexual Experiences
Post by: jack burton on February 26, 2010, 11:05:20 PM
one time my mom walked in on me and my ex boning while under the covers. we basically just had our pants pulled down a little but talking to my mom with my dick inside a girl is pretty fuckin awkward.

Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 26, 2010, 11:59:27 PM
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I know meng, I look back and sigh. How was salvy, are you a millionaire now?
[close]
Nah, never went but I might today. I got a story though....

When I was a senior, I brought my sleazy side out and tried to get any and all the pussy possible before graduating high school and one of these hookups ended up being with this chick I had just met in my gym class. That time was somewhat awkward because one of my friends was driving my car and my other friend was in the backseat passed out. Long story short, both friends leave and I start fingering the chick and whip it out being like "let me get some head" and her saying "No, I don't do that" and then finding out the following Monday in school that two dudes had just fucked her in the hours prior to me getting with her.

Part two happens this past November after not really talking to her for like 3 years. I'd usually drunk chat with her on facebook and say stupid shit just for kicks but one night I actually end up calling her. I bring her to some party and we're just kickin it so I'm like "come with me to my car, I wanna grab some beers". So she comes with and we start smooching and getting all touchy feely. We stayed at this party for a little longer and then she pretty much pulled me out of the party so I figure alright this bitch is down. No holds barred, I bring her straight to my house and into my bed and we start making out. I take her shirt off, start sucking titties, kissing all over. As I'm about to unzip her jeans, she takes my hands and brings them back up and is like "Listen I don't do this anymore"....I was like you don't do what? She says "this. I don't just randomly hook up like that anymore". Long story short, we didn't smush but she still spent the night cuddled up with me in my bed topless and with her jeans on....I was so furious and confused by what chick in their right mind would go home with a dude, get in bed, start smooching and then some, and then be like actually wait I forgot I stopped being a slut. She coulda easily not wasted my time and said I wanna go home or some shit. Never talk to her now and if I see her she gives me weird ass looks. Sluts......
[close]
in my experience, girls do that kinda shit when they want the guy to think they're a nice girl so that you will date them.
See that's what I thought too and I hung with her later on the following week and was like listen sorry about the other night if that was awkward I'd like to take you out and she was down. Then I call her the following weekend and she completely wiffs and even after that if I see her she acts all weird. The female is a wonder.
Title: Re: Awkward Sexual Experiences
Post by: Mackattack on February 27, 2010, 08:41:26 AM
Ahahah great story Raul!

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what single chick in their right mind would chill with a dude, go home and let him suck her titties, and then when going for the g spot tells the guy she doesn't "do this" anymore.
[close]

The kind that's asking to get raped. BIM BOM! (Kidding).

(I think.)

Dude, Macklin, you fucking blew it figuratively when you and your buddies should have blown it literally.

Just wasn't in that gangbang mood, guys. To even double team (mind you this would have been a triple team, 3 poles, 3 holes) a girl she would have to be insanely attractive and this girl was kind of busted aside from the breasteses. Also i was only 6 beers deep and holding back an immense dump. All excuses aside, it would have made for a great story to inappropriately tell my grandchildren one day.
Title: Re: Awkward Sexual Experiences
Post by: krewkruxklan on February 27, 2010, 05:58:03 PM
Antwuan Dixon.

HAHAHA

i read waterloo shantell and awkward sexual experiences and i was not disapointed.
Title: Re: Awkward Sexual Experiences
Post by: kilgore. on February 27, 2010, 08:33:23 PM
HAHAHAHAHAHHAHAHAHAHAHAHAHAHHAHAHAHAHAHAHAHAHAHAHAHAHAH
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on February 27, 2010, 10:24:52 PM
BOOM BABY
Title: Re: Awkward Sexual Experiences
Post by: lamfordie on February 27, 2010, 10:36:08 PM
One time in junior high, i was sitting outside by the parking lot with this one chick, and she wanted to give me a hand job but we couldnt do it cuz her parents were coming.
Title: Re: Awkward Sexual Experiences
Post by: floop on February 28, 2010, 03:04:47 PM
back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward

Title: Re: Awkward Sexual Experiences
Post by: SFblah on February 28, 2010, 03:20:20 PM
back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward



You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.
Title: Re: Awkward Sexual Experiences
Post by: Crazy Ralph on February 28, 2010, 03:30:27 PM
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back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward


[close]


You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.
dude fuck that is so terrible
Title: Re: Awkward Sexual Experiences
Post by: oyolar on February 28, 2010, 04:21:07 PM
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back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward


[close]


You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.
[close]
dude fuck that is so terrible

I've never had a one night stand, but that's probably the main reason I'm not sure whether or not I'd be down for one.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on February 28, 2010, 05:00:53 PM
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back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward


[close]

You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.
exactly why it's better to fuck a chick at her house and just bounce before anything further happens. Also, if you live at your parents house which is the situation I'm in, it just sucks because you have to be quiet and shit and it's not as fun.
Title: Re: Awkward Sexual Experiences
Post by: raul on March 01, 2010, 02:28:53 PM
Me and this girl had been hooking up for about a week, I was stoked because my roommate and I dubbed her as the cutest chick in the hall, and we finally have a night to ourselves. Before I get into the main story: this girl was a biter. After the first night we hooked up, I had blood blisters on my lip, she had sucked on my tongue so hard that the part connected to my bottom jaw was sore--I had to walk around slack-jawed all day. And she gave me about 3 hickeys, I fucking hate hickeys. This isn't middle school. I told her not to do that again, and then I ended up with two more. Fuck.

So I bought some shitty wine one night, we ate in her room and chatted. I hadn't had too much & my stomach wasn't up for it that night, but she weighs 90 pounds so 2 glasses in, she's trainwrecked. We start making out, clothes come off, and it's obvious we're about to bone. We hadn't done it by that point so I was all excited. We fluff each other up--great head by the way. Another small girl with tiny hands and great lips, going up and down putting in some good work. She was also the one who took my balls in her mouth and pulled on them, which I found out I'm hesitant about--sorry Wilson, I can't man up to your level.

Either way, she lays back, I get the condom on and sectachrome's dead fish scenario happens--This girl looked like she got a large, sudden dose of tranquilizer in her. Her head was tilted to the side, her arms were slack, her voice went all monotone and & slurred, "Iwantyoutofuckme." She really looked dead. I've never gone limp so fast in my life. It was a devastation. I tried to banish it from my mind & just go for it, but she had a jungle growing down there and by the time I found the friendly little rabbit hole I was beyond help. She certainly didn't look like the cutest chick in the hall anymore. I told her I was tired and I left. The next day I told her we should quit while we're ahead because we're going to see each other a lot & both don't want relationships, so let's not let it get weird. Luckily haven't felt tempted to go back.
Title: Re: Awkward Sexual Experiences
Post by: floop on March 01, 2010, 02:37:31 PM
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back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward


[close]

You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.

that is fucking awful
Title: Re: Awkward Sexual Experiences
Post by: sage on March 01, 2010, 03:09:08 PM
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back when i was doing a lot of dating i actually managed to get a girl to come home with me from a bar one-night-stand style.  that's not to say it's never happened, but in my experience not a lot of girls want to go to a stranger's house and have sex the first time they meet them. 

in any case, things were going well and we get to my place and commence doing the deed.  then mid way through she starts crying

that was awkward


[close]

You gotta watch that shit. 

Went out with some friends one night and a girl I know showed up after breaking up with her boyfriend and she was on a mission to get wasted.  So her and one of my friends are both very drunk and all touchy.  Everyone goes back to his place for an after party and she's all over his drunk ass and passes up a ride home to stay there.  Next day they wake up and met us for breakfast, after obviously bumpin' uglies all night, and neither of them seemed uncomfortable.

The friend comes home about 2 weeks later to his apt ransacked.......by the police.  She turned around and pressed rape charges on him so they confiscated his computer, photos, etc.  He spent $12k in lawyer fees to finally have her not pursue it after he passed multiple lie detector tests.  The investigator said she never returned their calls.  She put him through hell because she didn't wanna have her boyfriend find out she hooked up with someone after they got in a fight.

Something similar happened to someone in my family. This bitch claimed she was raped, then after my family member has to go through the bullshit of being arrested and charged and having his name in the papers, she doesn't even show up to trial and the case is dismissed. It's such bullshit that girls and throw out the rape card whenever they want and nothing happens, there's gotta be a law about pressing false charges.
Title: Re: Awkward Sexual Experiences
Post by: jrock on March 01, 2010, 05:33:02 PM
i was fucking this girl doggystyle on a rickety old futon.  it was bouncing all over the place, and we started to get a little out of rhythm.  somehow my dick slipped out of her pussy and went all the way up her ass without me realizing it.  she let out this death yodel and ran and locked herself in the bathroom for hours.  she was freaking out because the sudden shock caused her asshole to stay dialated open.  anyway, this chick just about fucking killed me.  she thought i did it on purpose, and it took months to finally convince her otherwise.  i did think it was pretty funny though. 
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 01, 2010, 06:46:50 PM
i was fucking this girl doggystyle on a rickety old futon.  it was bouncing all over the place, and we started to get a little out of rhythm.  somehow my dick slipped out of her pussy and went all the way up her ass without me realizing it.  she let out this death yodel and ran and locked herself in the bathroom for hours.  she was freaking out because the sudden shock caused her asshole to stay dialated open.  anyway, this chick just about fucking killed me.  she thought i did it on purpose, and it took months to finally convince her otherwise.  i did think it was pretty funny though. 

one night i took a girl home from the bar, a girl i only met once about 8 years prior in high school. hadnt seen her since but we talked, came home, started fucking. she had gotten a little thick and had big tits. they were too big. it grossed me out. i was pretty much blacked out but i vaguely remember having to hold them together to not be grossed out. then i remember her laying next to me crying and then i woke up the next morning. she told me that i'd stuck it in her ass completely and it hurt her so she was crying and i passed out. then she said "if you wanted to do it there you should have just asked, i had lube in my purse". what a slut. anyways, i fucked her again the next night and she texted me nonstop for 3 days until i told her to stop and she went nuts. girls are weird.
Title: Re: Awkward Sexual Experiences
Post by: mock nugget on March 01, 2010, 06:56:35 PM
This one happened to my friend when he was in high school. No sex involved, just jackin, which always seems to make the story funnier. He told me about it a few years later when we were drunk and talking about embarrassing shit. He was at his dad's house, in his room jackin it, and he had the stereo on loud. And his dad was calling him cause dinner was ready but he didn't hear. So I guess his dad got fed up and went down the hall, opened his door and was like "DINNER JON!" and my friend looks up at his dad right as he busts his load. I think his actual words were "we made eye contact at the moment of no return".
Title: Re: Awkward Sexual Experiences
Post by: CigaretteBeer on March 01, 2010, 07:02:08 PM
I'm pretty sure I've told this story, but I'll tell it again. It seems like all my awkward sexual experiences involve quiefs. Well, once this asian girl came over and I was kind of drunk and we ended up fucking. I asked if I could fuck her in the ass and she said yes, so I pulled my dick out and was going to lick her pussy while she was bent over. As my face got near her vagina and asshole a huge quief erupted right into my face and mouth. She said "oh that was just a quief, I didn't fart in your face". I told her I'd find some lube and when I came back into the room she was dressed and left soon after that.
Title: Re: Awkward Sexual Experiences
Post by: drunk on March 01, 2010, 07:18:23 PM
something's missing
Title: Re: Awkward Sexual Experiences
Post by: kilgore. on March 01, 2010, 07:23:31 PM
one of my buddies was tellin' me this crazy story about a fish and a couch and whiskey dick, went like this.

Quote
Okay, I think Im finally going to tell this story, because I dont think she goes on here anymore and also because I don't care.  You may know the person in question as Vicky, or victoria.  This was like 2 years ago when I was going to school in Philly.  I started chatting her up on here via PM, and then AIM.  I end up meeting up with her on this one really rainy day at her school which was a couple blocks from where I went.  We went to like some cafeteria or something and she put on Fully Flared on her Macbook.  It was pretty awkward. All you guys who think that it would be sick to date a chick who is into skateboarding, its not what its cracked up to be.  Any time she would bring up skateboarding it would be like "Oh, so and so is sooo sick!  Did you see that Thunder ad!" It was just weird.  But anyway I hang out with her 1 or 2 times after this, ALWAYS with her annoying friend, who incidentally also posted here but I dont remember his name.   I went over to her friends house where she was hanging out one day after class (she refused to let me in her own apartment, I dont know why), and theyre throwing back rum and cokes.  Its like 4 oclock. Shes already drunk, all sitting on my lap and shit and all over me.  Now, I wasnt even sure if I was into it, but I just let it happen.  She keeps drinking and is basically hammered, Im barely buzzed.  We drive all over the fucking city to the train station to pick up her sister, and the whole time shes just so annoying and drunk.  Finally we get back to this girls apartment, and we go in her friends room and she shuts the door.  We start making out.  Shirts off, titties sucked.  I still pretty much just want tot leave at this point, the whole night had been annoying as fuck.  Her friend starts opening the door and is like WHAT ARE YOU GUYS DOING IN HERE?  And so shes all like "quick go in the bathroom!" because she's half naked.  Im really fucking annoyed right now.  Her friends like "JUST GO FUCK ON THE COUCH" and we go back in the living room.  She takes her clothes off and literally just lays there like a dead fish.  By this point i am woefully aware this isnt the most.. "fit" girl Ive been with.  I could not be any more flaccid.  After like 5 minutes of me hoping shell do some fluffing or something, I say something like "Ummmmmmm....its uhhh not getting...."  We put our clothes back on, I walk to the train station and never see her again.  She texts me a few days later asking if she was the reason I couldnt get a boner.  I tell her it was because I was a virgin and was too nervous.  I never talk to her again.

Moral: Dont try and fuck anyone from Slap.
Title: Re: Awkward Sexual Experiences
Post by: drunk on March 01, 2010, 07:33:14 PM
there it is!
Title: Re: Awkward Sexual Experiences
Post by: russ on March 01, 2010, 07:56:17 PM
A gnar is in order.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 01, 2010, 08:13:04 PM
one of my buddies was tellin' me this crazy story about a fish and a couch and whiskey dick, went like this.

Quote
Expand Quote
Okay, I think Im finally going to tell this story, because I dont think she goes on here anymore and also because I don't care.  You may know the person in question as Vicky, or victoria.  This was like 2 years ago when I was going to school in Philly.  I started chatting her up on here via PM, and then AIM.  I end up meeting up with her on this one really rainy day at her school which was a couple blocks from where I went.  We went to like some cafeteria or something and she put on Fully Flared on her Macbook.  It was pretty awkward. All you guys who think that it would be sick to date a chick who is into skateboarding, its not what its cracked up to be.  Any time she would bring up skateboarding it would be like "Oh, so and so is sooo sick!  Did you see that Thunder ad!" It was just weird.  But anyway I hang out with her 1 or 2 times after this, ALWAYS with her annoying friend, who incidentally also posted here but I dont remember his name.   I went over to her friends house where she was hanging out one day after class (she refused to let me in her own apartment, I dont know why), and theyre throwing back rum and cokes.  Its like 4 oclock. Shes already drunk, all sitting on my lap and shit and all over me.  Now, I wasnt even sure if I was into it, but I just let it happen.  She keeps drinking and is basically hammered, Im barely buzzed.  We drive all over the fucking city to the train station to pick up her sister, and the whole time shes just so annoying and drunk.  Finally we get back to this girls apartment, and we go in her friends room and she shuts the door.  We start making out.  Shirts off, titties sucked.  I still pretty much just want tot leave at this point, the whole night had been annoying as fuck.  Her friend starts opening the door and is like WHAT ARE YOU GUYS DOING IN HERE?  And so shes all like "quick go in the bathroom!" because she's half naked.  Im really fucking annoyed right now.  Her friends like "JUST GO FUCK ON THE COUCH" and we go back in the living room.  She takes her clothes off and literally just lays there like a dead fish.  By this point i am woefully aware this isnt the most.. "fit" girl Ive been with.  I could not be any more flaccid.  After like 5 minutes of me hoping shell do some fluffing or something, I say something like "Ummmmmmm....its uhhh not getting...."  We put our clothes back on, I walk to the train station and never see her again.  She texts me a few days later asking if she was the reason I couldnt get a boner.  I tell her it was because I was a virgin and was too nervous.  I never talk to her again.

Moral: Dont try and fuck anyone from Slap.
[close]
love you, nohomo.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on March 01, 2010, 09:27:53 PM
This one happened to my friend when he was in high school. No sex involved, just jackin, which always seems to make the story funnier. He told me about it a few years later when we were drunk and talking about embarrassing shit. He was at his dad's house, in his room jackin it, and he had the stereo on loud. And his dad was calling him cause dinner was ready but he didn't hear. So I guess his dad got fed up and went down the hall, opened his door and was like "DINNER JON!" and my friend looks up at his dad right as he busts his load. I think his actual words were "we made eye contact at the moment of no return".


so tonight i ended up make out with my friend on the down stairs couch and ended up boning. so it comes to time to finish and i ask to finish in her mouth (sorry wilson). so shes giving me a blowie and as im about to finish my sisters boyfriend comes stormin down the stairs as i cover up my dick and finish in my shirt. my friend sat there with pants around her ankles and a smile on her face. sorry if this makes no sense. ive been doin a little drinkin.
Title: Re: Awkward Sexual Experiences
Post by: Watson on March 01, 2010, 09:33:11 PM
she had sucked on my tongue so hard that the part connected to my bottom jaw was sore

Dude, a couple years ago me and 3 friends drove 16 hours to see Danzig in Minnesota. We were staying in this really nice hotel and there was this group of old people walking around and one of them was this pretty hot cougar that we name "Rocket Tits" because they were all pointed and shit. She had to be at least 50, maybe 55, but still hot. (LurkDaddy, please note, that is a cougar. Not a fucking 28 year old.) One night we were down at the hotel bar, and the group of oldies with this hot old slut were down there, and somehow we all end up sitting and drinking together. This old bitch is all over whichever of us was closest, but mainly my friend. He's engaged so he like jokes around with her a bit and then is like "Yo I gotta go to the room, talk to my man Dan." So she starts talking to me and rubbing my leg, all this shit. And all this is in front of my 2 other friends and all her old friends, like guys and girls. She's like leaning in really close and rubbing my whole face intensely, like pulling my skin back almost making my contacts pop out and shit. She's really fucked. So drunk, like sloppy, nasty, embarrassing to look at drunk.

Hotel dude comes over and tells us that the bar is closing, so we move into the courtyard, and Rocket Tits' old gross-ass friend goes upstairs to her room and brings me and my friends and all of them a smorgasboard of wine, rum, and vodka coolers. We're being too noisy in the courtyard so hotel dude comes over and says we can't chill in there, but we can drink and hang out in the lobby. What the fuck? So we go in there and hang out and drink whatever free booze this other old bitch is giving us. By now it's just me, one of my friends, and like three old ladies. Rocket Tits sits on my lap, and she starts licking my ear and shit, whispering all this stuff in my ear and still pulling my skin so far back I probably looked like a burn victim with no eyelids or lips.

Sidenote: At this point these frat boy douchebags come in and try to hang out with us and start trying to hit on Rocket Tits. The dude asks us if we were in a band (it seriously happened all fucking weekend and we kept telling people we were and our name was The Blood Of Christian Children), and I was like "Yeah we are. What do YOU do?" And he says "I'm a police officer. What's your band's name?" And I told him "Millions Of Dead Cops." He obviously wasn't a real cop because I didn't end up dead in the parking lot, and they took off.

So then Rocket Tits starts making out with me, and she sucked on my tongue so hard that the thing thing that connects my tongue to the bottom of my mouth literally ripped. Like actually. So I pushed her away and was like "OW! WHAT THE FUCK?!" And she drunkenly slurred "Yerrrr neverrr gonna meet sumwun who ksssses like meee again..." and I was like "Good." So we intensely make out some more in front of everyone and I am feeling up her tits, and then I go for the cooch and she grabs my hand and is like "NO! It's not about the sex! It's about the loveeeeeee, the loveeeeeeee" and starts trying to peel the skin off my face again. So I was like "Yeah it's about the love, but the sex is tight too." THEN SHE STARTS CRYING! "Booo hooo hooo I love my son! He's addicted to meth! But he's a good kid. I LOVE HIM!" Shit don't phase me nothin, and I am still trying to take her to the bone zone, but one of her friends realizes that it's probably not a good idea for her to get slayed by some 30 year old while she's crying about her meth-head son, and takes her away.

When I got upstairs my friend, the first dude she was trying to get it on with told me he was watching the whole thing from the balcony and if I had taken her back to our room he intended to creep into the room and secretly watch me fuck her.

So yeah, that whole thing was sufficiently awkward.

P.S.
She was also the one who took my balls in her mouth and pulled on them, which I found out I'm hesitant about--sorry Wilson, I can't man up to your level.

You're a pussy.
Title: Re: Awkward Sexual Experiences
Post by: SFblah on March 01, 2010, 09:34:50 PM
I think his actual words were "we made eye contact at the moment of no return".


Ugh, that is so shitty and so hilarious at the same time.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 01, 2010, 09:41:14 PM
Expand Quote
she had sucked on my tongue so hard that the part connected to my bottom jaw was sore
[close]

Dude, a couple years ago me and 3 friends drove 16 hours to see Danzig in Minnesota. We were staying in this really nice hotel and there was this group of old people walking around and one of them was this pretty hot cougar that we name "Rocket Tits" because they were all pointed and shit. She had to be at least 50, maybe 55, but still hot. (LurkDaddy, please note, that is a cougar. Not a fucking 28 year old.) One night we were down at the hotel bar, and the group of oldies with this hot old slut were down there, and somehow we all end up sitting and drinking together. This old bitch is all over whichever of us was closest, but mainly my friend. He's engaged so he like jokes around with her a bit and then is like "Yo I gotta go to the room, talk to my man Dan." So she starts talking to me and rubbing my leg, all this shit. And all this is in front of my 2 other friends and all her old friends, like guys and girls. She's like leaning in really close and rubbing my whole face intensely, like pulling my skin back almost making my contacts pop out and shit. She's really fucked. So drunk, like sloppy, nasty, embarrassing to look at drunk.

Hotel dude comes over and tells us that the bar is closing, so we move into the courtyard, and Rocket Tits' old gross-ass friend goes upstairs to her room and brings me and my friends and all of them a smorgasboard of wine, rum, and vodka coolers. We're being too noisy in the courtyard so hotel dude comes over and says we can't chill in there, but we can drink and hang out in the lobby. What the fuck? So we go in there and hang out and drink whatever free booze this other old bitch is giving us. By now it's just me, one of my friends, and like three old ladies. Rocket Tits sits on my lap, and she starts licking my ear and shit, whispering all this stuff in my ear and still pulling my skin so far back I probably looked like a burn victim with no eyelids or lips.

Sidenote: At this point these frat boy douchebags come in and try to hang out with us and start trying to hit on Rocket Tits. The dude asks us if we were in a band (it seriously happened all fucking weekend and we kept telling people we were and our name was The Blood Of Christian Children), and I was like "Yeah we are. What do YOU do?" And he says "I'm a police officer. What's your band's name?" And I told him "Millions Of Dead Cops." He obviously wasn't a real cop because I didn't end up dead in the parking lot, and they took off.

So then Rocket Tits starts making out with me, and she sucked on my tongue so hard that the thing thing that connects my tongue to the bottom of my mouth literally ripped. Like actually. So I pushed her away and was like "OW! WHAT THE FUCK?!" And she drunkenly slurred "Yerrrr neverrr gonna meet sumwun who ksssses like meee again..." and I was like "Good." So we intensely make out some more in front of everyone and I am feeling up her tits, and then I go for the cooch and she grabs my hand and is like "NO! It's not about the sex! It's about the loveeeeeee, the loveeeeeeee" and starts trying to peel the skin off my face again. So I was like "Yeah it's about the love, but the sex is tight too." THEN SHE STARTS CRYING! "Booo hooo hooo I love my son! He's addicted to meth! But he's a good kid. I LOVE HIM!" Shit don't phase me nothin, and I am still trying to take her to the bone zone, but one of her friends realizes that it's probably not a good idea for her to get slayed by some 30 year old while she's crying about her meth-head son, and takes her away.

When I got upstairs my friend, the first dude she was trying to get it on with told me he was watching the whole thing from the balcony and if I had taken her back to our room he intended to creep into the room and secretly watch me fuck her.

So yeah, that whole thing was sufficiently awkward.
I have so much to learn. That story is ridiculous.
Title: Re: Awkward Sexual Experiences
Post by: raul on March 01, 2010, 09:43:16 PM
So then Rocket Tits starts making out with me, and she sucked on my tongue so hard that the thing thing that connects my tongue to the bottom of my mouth literally ripped.

Whenever people would play the papercut game--where's the worst spot to get one--I'd pick that spot. Few others can trump it. I can't imagine that without making a direct trip to the hospital, how'd that heal?

You're a pussy.

Ahh.. I know.  :'(
Title: Re: Awkward Sexual Experiences
Post by: SFblah on March 01, 2010, 10:04:24 PM
Wow, Wilson.  A gnar was in order for that one.

And the band thing is hilarious because I had a very cute  drunk girl ask my friends and I if we were in a band once when the bar was closing, and I of course said yea.  She swore she had our CD at home with our photo on the cover but couldn't remember the band name so we played along and talked about how bad the sound was at some place we played down the street.  She was paying FULL attention to us but I noticed the jock guy I saw her with earlier was standing about 6 ft behind her looking pissed waiting for her.  I said, "Hey, is that your date waiting on you?" and she looked back at him and just loud enough for him to hear it said, "Pff, I'm not with him", and waived her hand off in his direction.  He wasn't stoked. 

We didn't hook up with her but seeing her straight blow off her date to talk to two guys she swore was in a band was great.  She did hug on me a bunch and kiss my neck when leaving so who knows if she'd have been down for an afterparty.
Title: Re: Awkward Sexual Experiences
Post by: kilgore. on March 01, 2010, 10:45:46 PM
in like grade 9 one of my best friends invited me over to his house to "run a train" on his girl. I went over, for some strange reason...it was me, and my two friends Hector and Lionel. it was Hector's girlfriend.  my friend Lionel was a horny dude who looked 41 when he was in grade 9 and had severe acne, he was so stoked on the situation. i meet them in the backyard and they are all laying on the trampoline, ha. hector said he was going to go first cause it was his girlfriend. he looks like a giraffe by the way and his girlfriend was not the most "fit" girl i'd ever been invited to run a train on. Hector is just fucking the shit out of her bouncing all around on the trampoline like an animal. Lionel is just smiling, really excited about the whole situation i get severely weirded out by this whole event and walked across the street to my house. god damn that was weird because 5 years later they got married and i was at the wedding, and of course i was thinking of that memory the whole time.
Title: Re: Awkward Sexual Experiences
Post by: luc on March 01, 2010, 10:57:00 PM
in high school i was making out with my girlfriend in the parking lot.. school had been out for a couple hours and we were in the back of the parking lot so we werent worried about anything.. we were down to undies and the windows were really foggy.. then someone taps on the window. it was a cop and he was tripping.. he ran our names and kept us there for a while but then sent us on our way. we just kinda thought it was funny.. we both went home after that and she calls me about an hour later. her dad was listening to the police scanner and he was pissed. he was kinda cool about it though.. i hadnt met her parents before and they wanted to meet me.. so i went over there adn they were like "well since you came over then our daughter must be important to you but dont do that again etc etc"
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on March 01, 2010, 11:21:32 PM
in high school i was making out with my girlfriend in the parking lot.. school had been out for a couple hours and we were in the back of the parking lot so we werent worried about anything.. we were down to undies and the windows were really foggy.. then someone taps on the window. it was a cop and he was tripping.. he ran our names and kept us there for a while but then sent us on our way. we just kinda thought it was funny.. we both went home after that and she calls me about an hour later. her dad was listening to the police scanner and he was pissed. he was kinda cool about it though.. i hadnt met her parents before and they wanted to meet me.. so i went over there adn they were like "well since you came over then our daughter must be important to you but dont do that again etc etc"

This just happened to me this summer.  I actually had just finished boning my girlfriend, and had thankfully pulled my pants back on.  Got the tap on the window and the flashlight in the face from the damn cop.  But I think as soon as he saw that I wasn't a highschool kid (I'm 23) he just left.  Wasn't that bad.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on March 02, 2010, 05:16:34 AM
This just happened to me this summer.  I actually had just finished boning my girlfriend, and had thankfully pulled my pants back on.  Got the tap on the window and the flashlight in the face from the damn cop.  But I think as soon as he saw that I wasn't a highschool kid (I'm 23) he just left.  Wasn't that bad.
got this in highschool as well. random older chick (she could drive past 9:00pm and i was still 15) that was trying to corrupt my youth and innocence.  she succeeded.  while getting dome i see the blue flashes behind the parked car, followed by the tapping of a maglite on the window.  he awkwardly asks what we're doing as if he doesn't already know.  runs her ID, then asks for mine and I don't have anything since I'm 15.  casually he replies to me "she's 18 and you're 15...nice job" and tells us if we aren't done and out of there in 15 minutes he'll come back.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on March 02, 2010, 08:16:40 AM
Got the tap on the window and the flashlight in the face from the damn cop. 

got this from a female cop, and it wasn't pretty.  female cops are bad enough, but rookie female cops have something to prove.  before getting our id's she's flipping out asking the girl if she was being held against her will and if she consented etc, and me and the girl are just confused as fuck.  even when i said something like "sorry i didn't know this park had closing hours this is my fault"  the officer is like "what? you got something to say, smart guy?". 

they really need to do a better job weeding out these kinds of people in the police academies who have obvious baggage that they carry over into their job.  i'm certain that this officer was probably abused as a child or something, i'd bet my life on it.   
Title: Re: Awkward Sexual Experiences
Post by: H8R part 4 on March 02, 2010, 08:40:56 AM
my bartender and his GF asked me if i wanted to do a 3 way with them.  my bartender looked right at me and said, "i'll suck your dick".  she was super cute and all but i turned them down.  i stopped going to the bar because of the sheer awkwardness of it all but i finally realized why he never really charged me for drinks. 


back when i was in HS, my GF was riding me and got off me just as i was about to cum.  she timed it just right that when my dick slid out it was pointing at my head and i shot myself in the neck and cheek.  not so much awkward but gross. 
 
Title: Re: Awkward Sexual Experiences
Post by: Bipsmound on March 02, 2010, 12:22:11 PM
What kind of man cums on his own face?  Sounds like we've got a case of class A certified limp wristed bum dwelling fruit scented Peter Pan daytime TV Andrew Lloyd Webber wenis wizard boystown alley lurking poppers popping dancefloor maven faggotry going on here.
Title: Re: Awkward Sexual Experiences
Post by: ed... on March 02, 2010, 12:28:11 PM
Faster! is a man completely surrounded by homosexuals
Title: Re: Awkward Sexual Experiences
Post by: Alan on March 02, 2010, 12:35:56 PM
...even when he's alone.
Title: Re: Awkward Sexual Experiences
Post by: Watson on March 02, 2010, 03:58:55 PM
It's probably better you didn't go to that bartender's house Faster. Your hand probably would have smelled like cologne for a week after touching the door knob.  ;)
Title: Re: Awkward Sexual Experiences
Post by: floop on March 02, 2010, 04:07:15 PM
What kind of man cums on his own face? 

that is a good question
Title: Re: Awkward Sexual Experiences
Post by: floop on March 02, 2010, 04:33:29 PM
Expand Quote
I think his actual words were "we made eye contact at the moment of no return".

[close]

Ugh, that is so shitty and so hilarious at the same time.

sounds like a scene out of a Todd Solondz film
Title: Re: Awkward Sexual Experiences
Post by: Chris Hansen is back on March 02, 2010, 05:23:54 PM
^

I shudder every time my son orders the tuna fish sandwich at Denny's

I'm Chris Hansen.
Title: Re: Awkward Sexual Experiences
Post by: DEDBBIS on March 02, 2010, 08:01:49 PM
A classmate of mine in high school was porking his girlfriend in his car. She was on top and he asked if he could fulfill manifest destiny and put it in her butt, she grants his wish. As he's about to come, she yells "stop" and he finishes in her as deep as he can reach. She pulls off, and the diarrhea (with white accents of course) comes out all over him. He pukes on himself at the sight of it, and she pukes at the sight of his vomit, leaving them in a sticky situation.
Title: Re: Awkward Sexual Experiences
Post by: General Cornrow Wallace on March 02, 2010, 08:42:09 PM
A classmate of mine in high school was porking his girlfriend in his car. She was on top and he asked if he could fulfill manifest destiny and put it in her butt, she grants his wish. As he's about to come, she yells "stop" and he finishes in her as deep as he can reach. She pulls off, and the diarrhea (with white accents of course) comes out all over him. He pukes on himself at the sight of it, and she pukes at the sight of his vomit, leaving them in a sticky (http://img13.imageshack.us/img13/7845/mike0644.jpg).
 

hahahaha just when you thought it couldn't get any worse....it does
Title: Re: Awkward Sexual Experiences
Post by: sven thorkel on March 02, 2010, 09:17:43 PM
if you've ever worked a labor job you have heard some prole tell some variation of that story. the whole she poops, he pukes, she pukes shtick is probably the number one sexual suburban legend
Title: Re: Awkward Sexual Experiences
Post by: Watson on March 02, 2010, 09:27:26 PM
Yeah no shit. Didn't  Lieutenant Wesley Crusher tell that story in Stand By Me?
Title: Re: Awkward Sexual Experiences
Post by: Mackattack on March 02, 2010, 09:34:00 PM
I think that Tucker Max guy tried to one up it by having a friend filming in the closet and adding him to the anal accident puke train.
Title: Re: Awkward Sexual Experiences
Post by: jrock on March 02, 2010, 09:34:17 PM
A classmate of mine in high school was porking his girlfriend in his car. She was on top and he asked if he could fulfill manifest destiny and put it in her butt, she grants his wish. As he's about to come, she yells "stop" and he finishes in her as deep as he can reach. She pulls off, and the diarrhea (with white accents of course) comes out all over him. He pukes on himself at the sight of it, and she pukes at the sight of his vomit, leaving them in a sticky (http://img13.imageshack.us/img13/7845/mike0644.jpg).

was friends with a gay dude in SF (pseudo-manager of my band) who used to go to the Power Exchange (notorious bondage club a few blocks from my house) all the time.  anyway, its a creepy sex club where everyone fucks out in the open.  they make you strip down to a towel when you walk in. etc. etc.  he said he was there once and saw his friend fucking some young filipino dude who barely spoke english.  anyway, the little filipino suddenly got a panicked look on his face, and stated frantically repeating the word "caca".  his man friend dismounted and was promptly sprayed by a stream of explosive diarrhea.  then the puking ensued.  

when keeping it real goes wrong
Title: Re: Awkward Sexual Experiences
Post by: sven thorkel on March 02, 2010, 09:42:54 PM
i once was fucking 6 chicks in the ass. they were circled around me and were on a merri-go-round with a carved out center where i was standing. i had my trusty assistant spin the merri-go-round while i would assembly line plow them. you know, dip in, disassemble their bowel then dip out and repeat on the next. once i had preformed 3 rounds of the love revolver they all simultaneous turned to me and said "scheisse" (did i mention they were german? [ohh yah, they were also sextuplets {and great sex puppets}]). they then proceeded to diarrhea all over me. my reaction was to immediately puke all over them, of which the stomach acid and mass amounts of lava hot doritos i had eaten dissolved the sextuplets. i had a job interview in ten minutes and didn't have time to clean up so i went directly too it. luckily the interview was for a mascot position for a local high school football team called the mud monsters. they thought i had spirit and hired me right away   
Title: Re: Awkward Sexual Experiences
Post by: mandibleclaw on March 03, 2010, 12:13:51 AM
i once was fucking 6 chicks in the ass. they were circled around me and were on a merri-go-round with a carved out center where i was standing. i had my trusty assistant spin the merri-go-round while i would assembly line plow them. you know, dip in, disassemble their bowel then dip out and repeat on the next. once i had preformed 3 rounds of the love revolver they all simultaneous turned to me and said "scheisse" (did i mention they were german? [ohh yah, they were also sextuplets {and great sex puppets}]). they then proceeded to diarrhea all over me. my reaction was to immediately puke all over them, of which the stomach acid and mass amounts of lava hot doritos i had eaten dissolved the sextuplets. i had a job interview in ten minutes and didn't have time to clean up so i went directly too it. luckily the interview was for a mascot position for a local high school football team called the mud monsters. they thought i had spirit and hired me right away   
A+
Title: Re: Awkward Sexual Experiences
Post by: Alan on March 03, 2010, 12:23:29 AM
Now that story I believe.
Title: Re: Awkward Sexual Experiences
Post by: Albatross on March 03, 2010, 01:12:07 AM
one of my buddies was tellin' me this crazy story about a fish and a couch and whiskey dick, went like this.

Quote
Expand Quote
Okay, I think Im finally going to tell this story, because I dont think she goes on here anymore and also because I don't care.  You may know the person in question as Vicky, or victoria.  This was like 2 years ago when I was going to school in Philly.  I started chatting her up on here via PM, and then AIM.  I end up meeting up with her on this one really rainy day at her school which was a couple blocks from where I went.  We went to like some cafeteria or something and she put on Fully Flared on her Macbook.  It was pretty awkward. All you guys who think that it would be sick to date a chick who is into skateboarding, its not what its cracked up to be.  Any time she would bring up skateboarding it would be like "Oh, so and so is sooo sick!  Did you see that Thunder ad!" It was just weird.  But anyway I hang out with her 1 or 2 times after this, ALWAYS with her annoying friend, who incidentally also posted here but I dont remember his name.   I went over to her friends house where she was hanging out one day after class (she refused to let me in her own apartment, I dont know why), and theyre throwing back rum and cokes.  Its like 4 oclock. Shes already drunk, all sitting on my lap and shit and all over me.  Now, I wasnt even sure if I was into it, but I just let it happen.  She keeps drinking and is basically hammered, Im barely buzzed.  We drive all over the fucking city to the train station to pick up her sister, and the whole time shes just so annoying and drunk.  Finally we get back to this girls apartment, and we go in her friends room and she shuts the door.  We start making out.  Shirts off, titties sucked.  I still pretty much just want tot leave at this point, the whole night had been annoying as fuck.  Her friend starts opening the door and is like WHAT ARE YOU GUYS DOING IN HERE?  And so shes all like "quick go in the bathroom!" because she's half naked.  Im really fucking annoyed right now.  Her friends like "JUST GO FUCK ON THE COUCH" and we go back in the living room.  She takes her clothes off and literally just lays there like a dead fish.  By this point i am woefully aware this isnt the most.. "fit" girl Ive been with.  I could not be any more flaccid.  After like 5 minutes of me hoping shell do some fluffing or something, I say something like "Ummmmmmm....its uhhh not getting...."  We put our clothes back on, I walk to the train station and never see her again.  She texts me a few days later asking if she was the reason I couldnt get a boner.  I tell her it was because I was a virgin and was too nervous.  I never talk to her again.

Moral: Dont try and fuck anyone from Slap.
[close]

you know how sometimes a girl is really into you but she fucks up somehow and you break things off really really bad, so she goes around trying to hate on your dick or something

this story is like the man version of that
Title: Re: Awkward Sexual Experiences
Post by: Watson on March 03, 2010, 06:31:02 AM
One time I was fucking this elephant in the ass. I was standing on a ladder really giving it to that gaping pachyderm asshole, when I heard this loud trumpeting sound. Not speaking elephant, I mistook the violent, urgent trumpeting sounds for the screams of pleasure from a big fag mammal. Unfortunately I was wrong. After I started thrusting harder, the elephant started to spray elephant diarrhea, causing me to fly off the ladder, onto my back, where the jet from the giant poocano squirted in my mouth. Because of the loss of breath from slamming on my back, I was gulping for air and ended up swallowing a couple of mouthfuls of elephant diarrhea. I promptly stood up, keeled over, and puked out the shit. Upon looking back and seeing me puking up puke-shit, the elephant had to vomit too, but tried to hold it in his mouth, and it ended up shooting out of his trunk, straight up in the air, causing us to run around trying to avoid it, looking like two little kids running around in  sprinkler on their mom's lawn on a hot a summer day.

At one point I looked over and saw a nasty looking baboon who was hiding in the bushes masturbating while he watched us fuck. The entire grisly scene made him vomit also.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on March 03, 2010, 10:04:49 AM
Yeah no shit. Didn't  Lieutenant Wesley Crusher tell that story in Stand By Me?

"a complete and total barf-o-rama"

Title: Re: Awkward Sexual Experiences
Post by: Pelican on March 03, 2010, 11:01:26 AM
sometimes i piss in my own mouth.
Title: Re: Awkward Sexual Experiences
Post by: lazy on March 03, 2010, 02:55:59 PM
One time I was fucking this elephant in the ass. I was standing on a ladder really giving it to that gaping pachyderm asshole, when I heard this loud trumpeting sound. Not speaking elephant, I mistook the violent, urgent trumpeting sounds for the screams of pleasure from a big fag mammal. Unfortunately I was wrong. After I started thrusting harder, the elephant started to spray elephant diarrhea, causing me to fly off the ladder, onto my back, where the jet from the giant poocano squirted in my mouth. Because of the loss of breath from slamming on my back, I was gulping for air and ended up swallowing a couple of mouthfuls of elephant diarrhea. I promptly stood up, keeled over, and puked out the shit. Upon looking back and seeing me puking up puke-shit, the elephant had to vomit too, but tried to hold it in his mouth, and it ended up shooting out of his trunk, straight up in the air, causing us to run around trying to avoid it, looking like two little kids running around in  sprinkler on their mom's lawn on a hot a summer day.

At one point I looked over and saw a nasty looking baboon who was hiding in the bushes masturbating while he watched us fuck. The entire grisly scene made him vomit also.

(http://blogs.smh.com.au/mashup/images/applause.gif)
Title: Re: Awkward Sexual Experiences
Post by: Stoeipoes on March 03, 2010, 03:15:20 PM
This is pretty akward

http://www.efukt.com/20659_The_Fap_&_The_Furious.html
Title: Re: Awkward Sexual Experiences
Post by: Hola on March 03, 2010, 03:23:41 PM
This is pretty akward

http://www.efukt.com/20659_The_Fap_&_The_Furious.html

jesus, that is guy is sick!
Title: Re: Awkward Sexual Experiences
Post by: General Cornrow Wallace on March 03, 2010, 03:59:49 PM
This is pretty akward

http://www.efukt.com/20659_The_Fap_&_The_Furious.html


hahaha thats fucked
Title: Re: Awkward Sexual Experiences
Post by: SFblah on March 03, 2010, 06:42:24 PM
^uhhhhh....wtf
Title: Re: Awkward Sexual Experiences
Post by: raul on March 03, 2010, 06:58:55 PM
Where the fuck does that guy live where so many women just casually look away and stay while he does that? Especially with a camera. I can only imagine someone with Downs Syndrome being able to do this with that reaction.
Title: Re: Awkward Sexual Experiences
Post by: sven thorkel on March 03, 2010, 11:16:57 PM
Where the fuck does that guy live where so many women just casually look away and stay while he does that? Especially with a camera. I can only imagine someone with Downs Syndrome being able to do this with that reaction.
looks like its in the czech republic or somewhere in central/near eastern europe. but you know, europeans are a little more adventurous when it comes to sex so those ladies must see public masturbators every single day. i like how some of those clips had a first person shooter vibe to them. i cant wait for impregnator 3D to cum out for the (solo) playstation
Title: Re: Awkward Sexual Experiences
Post by: Bipsmound on March 04, 2010, 12:02:07 AM
That guy's a pussy.  Excepting certain Austrians, European perverts ain't shit.  The real jizz sprayas be cummin from the land of the rising sun.  Those are some real ass nasty tentacle fans who be running up and coating girls straight up.  None of this lurking in the shadows business, get out and spray a street hoe today like a proper Japanese lust professional.
Title: Re: Awkward Sexual Experiences
Post by: winter sucks on March 04, 2010, 04:52:56 AM
http://www.timesonline.co.uk/tol/news/world/europe/article3835640.ece > all of asia
Title: Re: Awkward Sexual Experiences
Post by: Alan on March 04, 2010, 09:48:47 AM
That guy's a pussy.  Excepting certain Austrians, European perverts ain't shit.  The real jizz sprayas be cummin from the land of the rising sun.  Those are some real ass nasty tentacle fans who be running up and coating girls straight up.  None of this lurking in the shadows business, get out and spray a street hoe today like a proper Japanese lust professional.

I saw a video like that a few years ago, probably on here, posted by John. Some dude was jacking off in a library and then he busted over a girl in the aisle and ran off. What's that called?
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on March 04, 2010, 10:16:47 AM
http://www.timesonline.co.uk/tol/news/world/europe/article3835640.ece > all of asia
yeah i watched that shit on the national geographic channel, what a sick fuck
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on March 05, 2010, 12:48:17 AM
Expand Quote
http://www.timesonline.co.uk/tol/news/world/europe/article3835640.ece > all of asia
[close]
yeah i watched that shit on the national geographic channel, what a sick fuck
(http://images.encyclopediadramatica.com/images/thumb/b/b7/Patriot.jpg/400px-Patriot.jpg)

(http://images.encyclopediadramatica.com/images/e/e1/Queen_Fritzl.jpg)
(http://images.encyclopediadramatica.com/images/9/95/Dunkeep.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 05, 2010, 07:53:49 AM
nice ^^^
Title: Re: Awkward Sexual Experiences
Post by: Dude Dudestofferson on March 05, 2010, 10:51:19 AM
I was 17, at my girl's house, we'd been dating 4 or 5 months, and finally she's down to do anal.
I assure her I have lube and will use my hands to get her asshole nice and ready for me.
5 minutes into it, I have my index and middle fingers in her tight little ass and she's starting to moan.
BOOM! her old man walks in the room cursing up a storm, ol' girl jumps up with my fingers still in her ass and breaks both of my fingers.
I had to have 'em both put in splints.

In retrospect, I was lucky her old man was such a little dude. I really think the fact that I was a solid foot taller and 40 pounds heavier than him is what kept him from freaking out. I wouldn't have been much good in a fight with 2 newly broken fingers.
Title: Re: Awkward Sexual Experiences
Post by: DevinSB on March 05, 2010, 11:01:39 AM
thats nasty dude
Title: Re: Awkward Sexual Experiences
Post by: Evil Kraken from the Arctic Sea on March 05, 2010, 11:20:31 AM
anal at 17? yoú were early on huh? and that girl was probably christian and wanted to keep her virginity?
Title: Re: Awkward Sexual Experiences
Post by: Dude Dudestofferson on March 05, 2010, 01:30:31 PM
she actually did have a super christian family, but she wasn't saving herself. she was just a smart, wild girl who decided she wasn't going let her conservative family control the shape or quality of her experiences. we had a lot of fun together. i hope she's ok, wherever she is.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on March 05, 2010, 01:51:49 PM
should of asked her dad if he wanted to join in on the fun.
Title: Re: Awkward Sexual Experiences
Post by: blackalbino on March 05, 2010, 01:59:36 PM
This is pretty akward

http://www.efukt.com/20659_The_Fap_&_The_Furious.html

3:24
Title: Re: Awkward Sexual Experiences
Post by: raul on March 05, 2010, 02:35:57 PM
I was 17, at my girl's house, we'd been dating 4 or 5 months, and finally she's down to do anal.
I assure her I have lube and will use my hands to get her asshole nice and ready for me.
5 minutes into it, I have my index and middle fingers in her tight little ass and she's starting to moan.
BOOM! her old man walks in the room cursing up a storm, ol' girl jumps up with my fingers still in her ass and breaks both of my fingers.
I had to have 'em both put in splints.

In retrospect, I was lucky her old man was such a little dude. I really think the fact that I was a solid foot taller and 40 pounds heavier than him is what kept him from freaking out. I wouldn't have been much good in a fight with 2 newly broken fingers.

HAHAHAHAHAHA sorry but I had to say, "I broke my fingers in her asshole" out loud and it's way too funny. Thanks for the story hahaha.
Title: Re: Awkward Sexual Experiences
Post by: Dude Dudestofferson on March 05, 2010, 02:36:41 PM
should of asked her dad if he wanted to join in on the fun.

I'm not nearly as open-minded - during sex, I have a strict "one penis and it belongs to me" policy.

nice Baroness avatar, btw.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on March 05, 2010, 08:56:32 PM
^ thank you sir.
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on March 06, 2010, 02:37:14 AM
bored as fuck met a random girl on omegle and got her to do things of a sexual nature on camera. Should be awesome but I feel like its an awkward story to tell to people i know
Title: Re: Awkward Sexual Experiences
Post by: gojohnygo on March 06, 2010, 11:22:28 AM
Expand Quote
I was 17, at my girl's house, we'd been dating 4 or 5 months, and finally she's down to do anal.
I assure her I have lube and will use my hands to get her asshole nice and ready for me.
5 minutes into it, I have my index and middle fingers in her tight little ass and she's starting to moan.
BOOM! her old man walks in the room cursing up a storm, ol' girl jumps up with my fingers still in her ass and breaks both of my fingers.
I had to have 'em both put in splints.

In retrospect, I was lucky her old man was such a little dude. I really think the fact that I was a solid foot taller and 40 pounds heavier than him is what kept him from freaking out. I wouldn't have been much good in a fight with 2 newly broken fingers.
[close]

HAHAHAHAHAHA sorry but I had to say, "I broke my fingers in her asshole" out loud and it's way too funny. Thanks for the story hahaha.


AHAHAHAHAHHAAHAHHAHA, OMG I LAUGHED SO HARD THAT I ACTUALLY CRIED!!! BEST STORY EVER
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 06, 2010, 04:42:01 PM
Expand Quote
Expand Quote
I was 17, at my girl's house, we'd been dating 4 or 5 months, and finally she's down to do anal.
I assure her I have lube and will use my hands to get her asshole nice and ready for me.
5 minutes into it, I have my index and middle fingers in her tight little ass and she's starting to moan.
BOOM! her old man walks in the room cursing up a storm, ol' girl jumps up with my fingers still in her ass and breaks both of my fingers.
I had to have 'em both put in splints.

In retrospect, I was lucky her old man was such a little dude. I really think the fact that I was a solid foot taller and 40 pounds heavier than him is what kept him from freaking out. I wouldn't have been much good in a fight with 2 newly broken fingers.
[close]
HAAHAHAHAHAHAHAHAHAHAHHAHAHAHAHAHAHHHHAHAHAHAHHHAAHAHHAHHAHAHAHAHAHHAHAHAHAHAHHAHAHAHAHAHAAHHAHAHAAHHAHAHAHAHAHAHHAHAHAHAHAHAHAHAHAHAHAHAHAHHHAHAHAHAHAHAHAHAHAHAHA
HAHAHAHAHAHA sorry but I had to say, "I broke my fingers in her asshole" out loud and it's way too funny. Thanks for the story hahaha.
[close]


AHAHAHAHAHHAAHAHHAHA, OMG I LAUGHED SO HARD THAT I ACTUALLY CRIED!!! BEST STORY EVER

Title: Re: Awkward Sexual Experiences
Post by: LIVEfromthe3one5 on March 07, 2010, 05:08:27 PM
These probably aren't as good as the rest but heres 2 that I can think of off the top of my head. Earlier in the day I was out picking cayenne peppers that were nice and ripe from my garden. Picked a dozen or so off and went inside and washed my hands and a few times, gave them a good scrubbing because we all know the oil from peppers burns like a bitch. So i had washed my hands at least 6 times that day. Later my girlfriend came over and we we're just laying there watching TV and things start popping off. We start getting busy and I start rubbing the clit then throw two fingers into her love canal. She starts moaning like crazy and is super into it, soon she starts bucking like crazy, and I'm like "fuck yea shes loving it!" and the moans turn into screams of agony with her yelling to get my fingers out of her. She jumped up, crying in tears, and ran to my bathroom,bottomless and her titties all out. I hear the bathtub faucet running and her screaming calling me an asshole among other things. I guess I must of had some pepper juices under my nails or something. I straight set her pussy on fire. To make matter worse I thought it was funny as hell and was laughing while she was in the bathroom "cooling down". The rest of the night was pure hatred for me as her pussy was still burning, just not as intense as before. Stupid cock blocking peppers.

My other awkward sexual experience was back in high school. I was like 16 or so.Me and my girlfriend had just started banging a month or two prior.We used the Lifestyles brand that had all different colors you could get for free from Planned Parenthood. We'd always do it at my house because her rents were super strict and could never be alone. My rents were always out and about and I had the house to myself alot so we always took full advantage. After sex I didn't know what to do with the spent condoms, I didn't want to put them in the trash because my teenage anxietied brain was afraid of my parents finding them when they would empty my trash on trash night. Then I remembered the movie Fight Club, the scene where Edward Norton was taking a piss and the condom was in the toilet. So I had the genius idea that I'd just flush away all the evidence. So I did this a few times with great success. Then one day I was chilling in my bedroom with my girlfriend and my mom yells for me in that pissed off mom tone. Now I'm clueless why she's all pissed because I haven't done anything bad recently. I walk out of my room and my mom is standing outside the bathroom door pointing to the toilet asking me to explain "this". Turns out the toilet had backed up and she plunged it and out comes 5 different colored condoms, little latex coffins tied off at the end, filled with her the corpses of her unborn grandchildren. There was a yellow one,green one,black one,red one,and a blue one. Now really, how do I explain that to her? I just told her I thought it was a good idea. She was pissed I clogged her toilet but was happy I used protection. Then I had to go back in my room and explain to my girl what happened. Things were a little awkward between my rents and her for a lil bit. From then on I just used the trash,until a month or so later when condoms were no longer part of the equation.
Title: Re: Awkward Sexual Experiences
Post by: raul on March 09, 2010, 06:27:29 PM
Anyone ever go down on a chick only to come up on some small torn off piece urinated toilet paper? It's happened more than once. Front to back ladies, front-to-back.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 09, 2010, 07:42:52 PM
Anyone ever go down on a chick only to come up on some small torn off piece urinated toilet paper? It's happened more than once. Front to back ladies, front-to-back.
haha damn Raul, that's rough. At least it wasn't like pussy hair dingleberrys, imagine if you stumbled upon that.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on July 30, 2010, 01:27:59 PM
I FOUND IT! IT'S BACK. ALL OF YOU WHO DIDN'T POST IN THIS BACK WHEN IT WAS UP, GET IN ON IT.
Title: Re: Awkward Sexual Experiences
Post by: macgruber on July 30, 2010, 03:05:16 PM
went whaling the other night. she made noises like when you rub styrofoam. guess you gotta slay a few dragons before you get to the princess
Title: Re: Awkward Sexual Experiences
Post by: brycickle on July 30, 2010, 03:08:20 PM
Dragons are better than black people and white people.
Title: Re: Awkward Sexual Experiences
Post by: adumb on July 31, 2010, 08:43:59 AM
I posted this in another thread, but here it is again

Last winter, after a pretty heavy night, i ended up back at a homies house making out on the couch with some random(not as random as I thought though). After a bit clothes start coming off and I notice that we are laying on a cord of some kind. I kind of give it a little tug( the cord, not my dick ya assholes) and it doesnt really move, so I say out loud "Hold on, I think were laying on my ipod or something." Chick starts dying laughing and proceeds to tell me she is a diabetic and it's the tube for her insulin pump. Weirded me out a little so I just went to sleep. Wake up in the morning with a note on the table saying "Hey, didn't want to sleep on the couch, call me if you wantto get breakfast. Love, Ipod Cord."
My friends had a blast with this one and she is forever known as "Ipod Cord".
Title: Re: Awkward Sexual Experiences
Post by: Nautical J on July 31, 2010, 10:12:10 AM
It was my second time hooking up with this absolute dime, it's important to note that I hadn't jerked off for about 2 weeks at this point. Anyways, we're in this girl's car and she's pretty much having dry sex with me. It's only are second time hooking up and she's a "classy" girl and doesn't want to slob on my knob or fuck this early on. Anyways after about an hour and a half of making out and sucking on her tits, while she is grinding on my leg, I get the absolute worst pain in my lower stomach and balls. I have her drop me off at home and I'm in evident pain. I'm 17, so I still live at home and my mom thinks I just got the shit beat out of me. I tell my mom to chill and go upstairs to lay down and see if the pain goes away. I've had blue balls before, but NEVER close to this extent. After a solid hour, the pain is starting to increase, I get a little worried and google the symptoms, which match with a really serious ball disease. My mom comes in, sees that I'm still in pain, looks at my laptop, and explains that she's taking me to the ER, I try to convince her otherwise, but my Ma is not having it. Pretty much, one of the most awkward situations of my life, siting in the ER and explaining to a doctor that I'm in the ER, because for a second I misdiagnosed a raging case of blue balls for some sac disease.
Title: Re: Awkward Sexual Experiences
Post by: Magic Pizza on July 31, 2010, 10:43:03 AM
The only real time I had anal, the girl, who I'd only been seeing for maybe a month, and I were both wasted, and it ended up being a fucking mess. She said "that usually doesn't happen" as I noticed a small brown puddle in the middle of the bed. Too drunk to really care, my main concern was getting to the bathroom to wash myself off. When I came back she had just put a towel over the shit spot and I thought, whatever it's kind of funny, and then passed out. Next morning I wake up all hungover and in my sleep I must have moved around a lot cause the shit towel crumpled up at the foot of the bed and I was lying right in the storm. The reality of the situation was a sobering experience and we both were not sure how to talk about it. Enter the flies.
Title: Re: Awkward Sexual Experiences
Post by: Matze on July 31, 2010, 10:58:29 AM
I can't even stop jerking of for more then 5 days without getting a serious pain in my balls. according to the internet it's not possible to get pain of not ejaculating ... I had this a couple of times and only thing that help was jerking of ... anyway. awkward sexual experiences ... last year I was on vacation with some friends and after a couple of days (of not jerking of) I went into the forest and masturbated my pain away. the awkward part was that I made pictures of myself naked there, while only having a feather in my hair. guess, that makes me an awesome artist.

anything else ... recently, I hooked up with a girl .. next morning, we were still fooling around and she starts sucking my dick. and I really don't know why, but I gave her a nice clap on the cheek. she started to laugh and kept on sucking. later on she told me, that she always imagined somebody doing this to her and how awesome it actually was. when she left I just thought how crazy this situation actually was, because I never tried it before, I even never thought of doing it. next time when I met up with her we had a 4 day fucking, including me being shitfaced drunk and puking, coming back to the room, undressing her and myself and ending up fucking her in the ass while penetrating her pussy with a dildo. oh, because I didn't came I started to stream some porn and jerked of, while she licked my balls. maybe not awkward, but I felt kinda cool.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 31, 2010, 07:47:56 PM
One time about a year ago or so my old elementary school friend came in town to hang out. We drove around all night and were just kicking it when he asked me "Hey how would you feel if i had sex with Cheyenne (my ex)?" I said "Sure, I don't care," because when someone asks you that question you don't really think it'll happen. Later that night he calls her and we start hanging out. We didn't have anywhere to stay so we just crashed in his car. I'm in the front seat trying to sleep when I hear him climb into the backseat. I start hearing them kissing and shit and in hopes of getting them to stop say "Are you sucking his dick yet?(i later find out that she in fact was)" They reply no and stop for a while. So i'm still laying there trying to snooze when i feel the car start to shake back and forth and hear heavy breathing. At one point one of them kicks my seat so i scoot it up. She says at this point, "Oh my god is he awake?" My friend says no and they keep going. Now i have two choices; either get out of the car and have them follow me and apologize for fucking less than a foot from me or tough it out. I go with option B and tough it out. it only lasted about 6 or so minutes after which they both get out of the car and go on a walk. I realize i only have a few precious minutes to make my escape so i get out of the car and walk a mile back to my house. I get to my house and my friend calls and says "sorry I  didn't think you were awake." To you guys this might not be awkward but to me it was awkward as shit.
Title: Re: Awkward Sexual Experiences
Post by: smokecrack on July 31, 2010, 10:20:04 PM
One time about a year ago or so my old elementary school friend came in town to hang out. We drove around all night and were just kicking it when he asked me "Hey how would you feel if i had sex with Cheyenne (my ex)?" I said "Sure, I don't care," because when someone asks you that question you don't really think it'll happen. Later that night he calls her and we start hanging out. We didn't have anywhere to stay so we just crashed in his car. I'm in the front seat trying to sleep when I hear him climb into the backseat. I start hearing them kissing and shit and in hopes of getting them to stop say "Are you sucking his dick yet?(i later find out that she in fact was)" They reply no and stop for a while. So i'm still laying there trying to snooze when i feel the car start to shake back and forth and hear heavy breathing. At one point one of them kicks my seat so i scoot it up. She says at this point, "Oh my god is he awake?" My friend says no and they keep going. Now i have two choices; either get out of the car and have them follow me and apologize for fucking less than a foot from me or tough it out. I go with option B and tough it out. it only lasted about 6 or so minutes after which they both get out of the car and go on a walk. I realize i only have a few precious minutes to make my escape so i get out of the car and walk a mile back to my house. I get to my house and my friend calls and says "sorry I  didn't think you were awake." To you guys this might not be awkward but to me it was awkward as shit.

damn that's a fucked up story. please tell me you never talked to either of them ever again
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 31, 2010, 10:33:54 PM
Expand Quote
One time about a year ago or so my old elementary school friend came in town to hang out. We drove around all night and were just kicking it when he asked me "Hey how would you feel if i had sex with Cheyenne (my ex)?" I said "Sure, I don't care," because when someone asks you that question you don't really think it'll happen. Later that night he calls her and we start hanging out. We didn't have anywhere to stay so we just crashed in his car. I'm in the front seat trying to sleep when I hear him climb into the backseat. I start hearing them kissing and shit and in hopes of getting them to stop say "Are you sucking his dick yet?(i later find out that she in fact was)" They reply no and stop for a while. So i'm still laying there trying to snooze when i feel the car start to shake back and forth and hear heavy breathing. At one point one of them kicks my seat so i scoot it up. She says at this point, "Oh my god is he awake?" My friend says no and they keep going. Now i have two choices; either get out of the car and have them follow me and apologize for fucking less than a foot from me or tough it out. I go with option B and tough it out. it only lasted about 6 or so minutes after which they both get out of the car and go on a walk. I realize i only have a few precious minutes to make my escape so i get out of the car and walk a mile back to my house. I get to my house and my friend calls and says "sorry I  didn't think you were awake." To you guys this might not be awkward but to me it was awkward as shit.
[close]

damn that's a fucked up story. please tell me you never talked to either of them ever again
well my friend is a junkie so i steer clear and i made the bitch cry the next time i saw her.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on July 31, 2010, 11:30:54 PM
This is such a fucking awesome thread and I have a good few somewhat awkward sex stories.

-Alright so I have a party at my house right and me and this girl end up going back to my room to get frisky. All that happens is she ends up sucking my dick but it had been a while so I blow a huge load and a lot of it ends up in her hair but she doesn't notice. So I take advantage of it stroke her hair and make it stick up like in "something about mary" and she walks out back into the party with a fucking jizz due.

-I had been seeing this girl for like 2 weeks and all she'd ever do is give hand jobs. One night I just tried to get her to give me a blowjob, not even sex, and she starts to fucking cry. She says that she's not ready for that yet and all this other shit...but the awkward thing about that was a fucking teardrop landed on my dick.

Shit, I have tons of these stories. When you've never had a girlfriend for longer than 3 months and predominantly hook up with mostly random chicks every one turns out to be a story.
Title: Re: Awkward Sexual Experiences
Post by: mcpeepants on August 01, 2010, 08:02:50 AM
I may have posted this already, but it's worth a repost because it's funny.

So me and this chick are fooling around in my bed and I get out a condom, put it on and I'm ready to go. She was on her back so I made her turn over and bend over doggystyle. I slide her thong out of the way only to see a little dingleberry chillin there. I literally almost threw up all over her. So at this point my dick is a wet noodle. I had never been so turned off. I kinda panicked. I wasn't sure if I should say something about it or what. I knew I couldn't still fuck her, because I was way too grossed out. So I made up some lame excuse, "oh I bought the wrong condoms sorry." She looked at me confused and just said "oh ok, no worries." We stopped hanging out about a month later.

Fast forward about 4 months and she is talking shit about me to everyone. So I send her a text telling her about her little brown friend that was down there. I told her she might want to wipe before the next time she tries to do anything with someone. She just laughed it off like it was no big deal. So I'm wondering if she knows she's kinda dirty  ???
Title: Re: Awkward Sexual Experiences
Post by: strangefires on August 01, 2010, 11:08:35 AM
Every single one of them LMAO
Title: Re: Awkward Sexual Experiences
Post by: no fun on August 06, 2010, 02:16:59 AM
Not mine but I think it's worth posting

A kid my friend goes to school with had his parents go out and decided to have some chick come over while they were gone. At some point this guy ended up fucking this chick in the ass on his white couch in the living room. When he pulled out she immediately just shit all over his lap and all over the white couch and she was so embarrassed that she ran out of the house, still naked, and drove off. When the kid's parents came home he told them that it was the dog that shit all over the couch. For some reason this prompted the parents to put the dog down. I'm not sure why the did this but this is real because they don't have a dog anymore.
Title: Re: Awkward Sexual Experiences
Post by: frisco on August 06, 2010, 03:00:42 AM

-I had been seeing this girl for like 2 weeks and all she'd ever do is give hand jobs. One night I just tried to get her to give me a blowjob, not even sex, and she starts to fucking cry. She says that she's not ready for that yet and all this other shit...but the awkward thing about that was a fucking teardrop landed on my dick.


tears are the best lubricant known to man
Title: Re: Awkward Sexual Experiences
Post by: Mein Fuhrer! I can walk! on August 06, 2010, 04:44:41 AM
I may have posted this already, but it's worth a repost because it's funny.

So me and this chick are fooling around in my bed and I get out a condom, put it on and I'm ready to go. She was on her back so I made her turn over and bend over doggystyle. I slide her thong out of the way only to see a little dingleberry chillin there. I literally almost threw up all over her. So at this point my dick is a wet noodle. I had never been so turned off. I kinda panicked. I wasn't sure if I should say something about it or what. I knew I couldn't still fuck her, because I was way too grossed out. So I made up some lame excuse, "oh I bought the wrong condoms sorry." She looked at me confused and just said "oh ok, no worries." We stopped hanging out about a month later.

Fast forward about 4 months and she is talking shit about me to everyone. So I send her a text telling her about her little brown friend that was down there. I told her she might want to wipe before the next time she tries to do anything with someone. She just laughed it off like it was no big deal. So I'm wondering if she knows she's kinda dirty?  ???
She was probably dying inside when you told her that
Title: Re: Awkward Sexual Experiences
Post by: Mein Fuhrer! I can walk! on August 06, 2010, 04:48:53 AM
we had a 4 day fucking, including me being shitfaced drunk and puking, coming back to the room, undressing her and myself and ending up fucking her in the ass while penetrating her pussy with a dildo. oh, because I didn't came I started to stream some porn and jerked of, while she licked my balls. maybe not awkward, but I felt kinda cool.
That is one SLAP-worthy story right there my friend
Title: Re: Awkward Sexual Experiences
Post by: Stoeipoes on August 06, 2010, 04:59:09 AM
I Fucked a german girl while her older sister was sleeping next to us in the same bed. Silent fuck
Title: Re: Awkward Sexual Experiences
Post by: BriDen on August 06, 2010, 06:17:52 AM
I may have posted this already, but it's worth a repost because it's funny.

So me and this chick are fooling around in my bed and I get out a condom, put it on and I'm ready to go. She was on her back so I made her turn over and bend over doggystyle. I slide her thong out of the way only to see a little dingleberry chillin there. I literally almost threw up all over her. So at this point my dick is a wet noodle. I had never been so turned off. I kinda panicked. I wasn't sure if I should say something about it or what. I knew I couldn't still fuck her, because I was way too grossed out. So I made up some lame excuse, "oh I bought the wrong condoms sorry." She looked at me confused and just said "oh ok, no worries." We stopped hanging out about a month later.

Fast forward about 4 months and she is talking shit about me to everyone. So I send her a text telling her about her little brown friend that was down there. I told her she might want to wipe before the next time she tries to do anything with someone. She just laughed it off like it was no big deal. So I'm wondering if she knows she's kinda dirty  ???

All respect points lost for this story.
Title: Re: Awkward Sexual Experiences
Post by: Rafiki on August 06, 2010, 07:11:41 AM
Me and my current girlfriend are shitfaced and we leave her friend in my living room to go to my bedroom.We fuck for awhile, I even have anal sex for the first time with her at this point.We fuck for I dont even know how long and shes been done, so she hops off and starts apologizing and then bursts into tears saying she tried so hard and that i must not be attracted her anymore,it was just a case of drunk dick,you all know what im sayin.But i was still trying to get my nut on,so I tell her to start sucking my dick.I felt kinda bad to have my crying girlfriend suck me off but whatevs.So shes sucking me like she never has before,sucking my balls and shit too.Then she starts to deepthroat me about 20 seconds later she proceeds to stop and throw up off the edge of my bed and then just pass the fuck out.Raaaaaaad
Title: Re: Awkward Sexual Experiences
Post by: strangefires on August 06, 2010, 08:13:38 AM
that's not awkward. that's just bad.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on August 06, 2010, 08:20:21 AM
Not mine but I think it's worth posting

A kid my friend goes to school with had his parents go out and decided to have some chick come over while they were gone. At some point this guy ended up fucking this chick in the ass on his white couch in the living room. When he pulled out she immediately just shit all over his lap and all over the white couch and she was so embarrassed that she ran out of the house, still naked, and drove off. When the kid's parents came home he told them that it was the dog that shit all over the couch. For some reason this prompted the parents to put the dog down. I'm not sure why the did this but this is real because they don't have a dog anymore.
that's an urban myth. Your friends friend is a virgin.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on August 06, 2010, 10:26:42 AM
Me and my current girlfriend are shitfaced and we leave her friend in my living room to go to my bedroom.We fuck for awhile, I even have anal sex for the first time with her at this point.We fuck for I dont even know how long and shes been done, so she hops off and starts apologizing and then bursts into tears saying she tried so hard and that i must not be attracted her anymore,it was just a case of drunk dick,you all know what im sayin.But i was still trying to get my nut on,so I tell her to start sucking my dick.I felt kinda bad to have my crying girlfriend suck me off but whatevs.So shes sucking me like she never has before,sucking my balls and shit too.Then she starts to deepthroat me about 20 seconds later she proceeds to stop and throw up off the edge of my bed and then just pass the fuck out.Raaaaaaad

sounds like a solid night.
Title: Re: Awkward Sexual Experiences
Post by: Rafiki on August 06, 2010, 11:27:35 AM
oh fo sho
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on August 06, 2010, 03:51:33 PM
There is so much quality material here. Props, Slap brethren!
Title: Re: Awkward Sexual Experiences
Post by: jack burton on August 06, 2010, 06:12:08 PM
Expand Quote
Me and my current girlfriend are shitfaced and we leave her friend in my living room to go to my bedroom.We fuck for awhile, I even have anal sex for the first time with her at this point.We fuck for I dont even know how long and shes been done, so she hops off and starts apologizing and then bursts into tears saying she tried so hard and that i must not be attracted her anymore,it was just a case of drunk dick,you all know what im sayin.But i was still trying to get my nut on,so I tell her to start sucking my dick.I felt kinda bad to have my crying girlfriend suck me off but whatevs.So shes sucking me like she never has before,sucking my balls and shit too.Then she starts to deepthroat me about 20 seconds later she proceeds to stop and throw up off the edge of my bed and then just pass the fuck out.Raaaaaaad
[close]

sounds like a solid night.
definitely a post that should be in the stoked on thread.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on August 06, 2010, 07:44:02 PM
girlfriends mom walk in during eating gf out, to get us to sing happy birthday to her boyfriend. sucked but not crazy. also caught us in her bed. and worst timing possible got a lil rainbow kiss when her period came a day early. all seperate occasions. also accidentally slipt into her anus, crying and not the good kind.
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on August 06, 2010, 09:18:12 PM
Ever bust one in a girl's eye when trying for the face? Usually doesn't turn out well.
Title: Re: Awkward Sexual Experiences
Post by: Dices on August 07, 2010, 12:33:23 AM
one time i had sex in the back shoe room at this skateshop i work at and heard a customer come in and did the good old middle school stick up between the tummy and pants trick then helped the customers and then went back to have more fun.

Age 15.  Dating for only a few weeks. Hadn't slept with her, nothing really at all aside from just kissing and maybe played with her great, great tits. Jesus, tits in their late 20's early 30's simply don't compare to a pair of young dense tits.
Anyway, I'm with her and her friend, Nicole, the three of us doing normal shit that teenagers do like looking at a shoebox full of photos while listening to fucking Radiohead records or something.
"Abs" come up in conversation, as in abdominals and they wanna see my abs. They playfully wrestle me and pin me down, pulling up my Nautica fleece trying to expose my stomach. Thing is, the tip of my teenage boner is poking out of the edge of my boxers sandwiched between my stomach (trying to hide the thing - I'm with two cute girls and I'm 15).
Here I am, weirdo teenage phase. Radiohead "The Bends" is playing and these girls have just seen the my dick.
They cover their mouth and giggle and the rest of the afternoon was awkward as hell and then my mom came and picked me up.
I'll never forget the goodbye hugs knowing that my girlfriend and her best friend had just seen my penis.

In a ideal world, my exposed penis would've been a cue for downtempo music to start and the two of them to enjoy a cockmeat sandwich. Unfortunately, life does not work that way.  Life is not pornhub. Life at 15 is bizarre.
Basically every time I saw her friend Nicole thereafter I'd just repeat in my head, "She's seen my penis. She's seen my penis."
We dated for 4 months. Such great tits.

Anecdote #2:

Age 14. The girl I lost my virginity to.  Her family was not rich, just well off. Gorgeous house and we'd only be allowed to hang out in what her family called "The Big Room" which was basically a carpeted family room.  For the 1 year we dated and fucked on that carpet we became quite good at having our pants around our ankles quickly getting dressed if we heard footsteps approaching.  
One time we hear footsteps so I just left the rubber on and get dressed and we acted as if we were watching TGIF on ABC.  It's her sister and her boyfriend.  Minutes pass and we're all watching Family Matters and I go to the bathroom to get rid of the rubber. Look down, dick's soft, rubber's gone!  I discreetly comb every inch of The Big Room with my eyes as to not let them know I'm even looking for something.  
It never turned up. Ever.
At some point in time someone in that household found a shriveled rubber in The Big Room and never said shit to avoid the awkward confrontation.  Either that or it magically vaporized on instant because we searched for this rubber forever.

In retrospect, her parents had walked in to seeing us red in the face, out of breath, sweaty, room smelling like musty fucking, and they never said shit. If I were a parent of a 14 year old I guess I probably wouldn't say shit either.


Title: Re: Awkward Sexual Experiences
Post by: Watson on August 07, 2010, 01:13:26 AM
Hi guys, remember me?

Well one of the other stories reminded me of this one. A girl I was dating who was freaky deaky (I'm some sort of freak magnet) was on her rag, but we were making out and getting really heavy into it and she asked if I would fuck her on her rag "Hell no." I told her, so she suggested "Well I'm so fucking horny. Can you at least fuck me in the ass?" "Hell yes." I told her.

So she pulled her pants down just to her thighs, laid on her stomach and kept her legs together so that I didn't have to see any nasty period business, then I got out the lube, and she started coaching me on how to warm her asshole up to take a dick in it. Bitch, please. Like I've never finger fucked or penis fucked an asshole before. But it was still fun having her coach me so I was doing as she said, but once I got most of my index finger in there, I could feel a little sumthin sumthin in there. It felt really hard, not all squishy like I'd imagine sticking your finger in a shit log that's inside of someone's anus would feel like. I'm pretty sure it was poop though. Maybe she had been eating a lot of cheese? I didn't really want to probe further to find out, and having a previous experience with having my dick shit-creamed, I didn't want to take the chance of going for it. So now I had to find a way out of this awkward sexual experience. (See what I did there? Good, huh?)

She obviously noticed that I wasn't as in to fingering her ass as I was a moment before, so she asked "What? What's wrong?" I knew that there was no way she would believe that all of a sudden I lost the desire to fuck her asshole, so I just went with the truth. It went something like this:

What? What's wrong?
Ummmm I don't know. I think I felt something up there.
Oh it's probably just the wall in there that you're feeling.
Mmmmmm no. I think there's a poop in there.

Honesty turned out to be the best policy, and she was surprisingly not that embarrassed, and I think she just blew me instead. Then I told her to check with her gay friends for tips on getting it in the ass to avoid having cheese-hardened shit logs in there.

Unfortunately she punched me in the face and we broke up before I got the chance to stick my cock into her poop-free asshole.
Title: Re: Awkward Sexual Experiences
Post by: frank on August 07, 2010, 09:47:47 AM
^^Holy shit that hilarious hahahaha
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on August 08, 2010, 04:34:18 PM
So my first job was at a sketchy pizza place called "Sharkey's".  One of my co workers was a early thirties heavy set white women.  I love fat chicks, but She was beyond  my realm of desire.  Her teeth were craze as fuck, however, a guy she knew worked at some factory or distrubtion place and could get habitat, birdhouse, and element boards for 20 bucks cost to me.  I went to her apartment the first time to get them and her drunk brother in law got in my face for who knows why... but for 20 dollar habitat boards? Im with that shit.

Her birthday rolls around and she has a "party" at a motel 6 or someshit with some people there including the guy that got the boards.  He was like 40 and was trying to get in her pants. Later that night she tells me, "don't worry we'll have our chance to be alone" and kisses me.  That guy was bummed.  I managed not to barf and left the party and never talked to her again.  In retrospective I could have stuck it out a little bit longer.  I love DNA wood.
Title: Re: Awkward Sexual Experiences
Post by: macgruber on August 09, 2010, 12:11:01 PM
my buddy just got laid for the first time. he turns 21 next week. i imagine however he finally managed to make that shit happen, it was fucking awkward
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 02, 2010, 03:34:44 PM
Its not that awkward

Back in April or May of this year, we were sleeping. I woke up early for some odd reason and I had the hardest boner. I would not go down after 10 minutes. I was like fuck it. My girlfriend and I just had sex that night so she was still naked, I rolled her over and started fucking her, she woke up and went along with it. Now she can get wet, but this wasn't the normal felling of her pussy. She was wetter than usual and a little thick. I thought it was nothing and kept going, then it wouldn't go away so I pull my dick out to find out her period started, we don't use condoms so I had blood all over my penis. I causally got up and wiped it off while she put in her tampon in. This has happened a few times. :-[
Title: Re: Awkward Sexual Experiences
Post by: Skwisgaar Skwigelf on September 02, 2010, 04:07:02 PM
One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.
HAHAHAHAHAHAHAHAHAHAHAHA!
Watson, despite our differences, I think that might be the best story I've read on this thread so far. At least in the top 3.
Title: Re: Awkward Sexual Experiences
Post by: blackalbino on September 02, 2010, 04:25:15 PM
when i was 5, my 17 year old girlfriend roofie'd my kool-aid jammer while we were munching on cheetos and waching air bud. it was hard to explain the aftermath to my parents.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on September 02, 2010, 05:11:57 PM
Its not that awkward

Back in April or May of this year, we were sleeping. I woke up early for some odd reason and I had the hardest boner. I would not go down after 10 minutes. I was like fuck it. My girlfriend and I just had sex that night so she was still naked, I rolled her over and started fucking her, she woke up and went along with it. Now she can get wet, but this wasn't the normal felling of her pussy. She was wetter than usual and a little thick. I thought it was nothing and kept going, then it wouldn't go away so I pull my dick out to find out her period started, we don't use condoms so I had blood all over my penis. I causally got up and wiped it off while she put in her tampon in. This has happened a few times. :-[

Sooo...you don't usually have sex when your girlfriend is on her period??  It's a little messy, but that never stopped me.
Title: Re: Awkward Sexual Experiences
Post by: BriDen on September 02, 2010, 07:58:15 PM
blood is the best lube
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 02, 2010, 08:10:30 PM
Expand Quote
Its not that awkward

Back in April or May of this year, we were sleeping. I woke up early for some odd reason and I had the hardest boner. I would not go down after 10 minutes. I was like fuck it. My girlfriend and I just had sex that night so she was still naked, I rolled her over and started fucking her, she woke up and went along with it. Now she can get wet, but this wasn't the normal felling of her pussy. She was wetter than usual and a little thick. I thought it was nothing and kept going, then it wouldn't go away so I pull my dick out to find out her period started, we don't use condoms so I had blood all over my penis. I causally got up and wiped it off while she put in her tampon in. This has happened a few times. :-[
[close]

Sooo...you don't usually have sex when your girlfriend is on her period??  It's a little messy, but that never stopped me.

Put a t shirt or towel down and handle it.  I remember my first girlfriend would be down for it when she was shedding the lining of her utureus but would tell me "don't' look at it".

Fine with me.

A couple years later I finally met a girl who gave me one of my most desired birthday wishes, removing her soiled tampon.  It was so great to experience that because right after I removed she let me insert my meat tampon.  The sexual equivalent of a daily double on jeopardy.
Title: Re: Awkward Sexual Experiences
Post by: TheFreshSC on September 02, 2010, 08:18:54 PM
blood is the best lube

a gnar for you, sir
Title: Re: Awkward Sexual Experiences
Post by: jack burton on September 02, 2010, 08:20:01 PM
One time I was black out drunk and fingering a girl. So I was probing around for a little while and I thought I felt some thing a few times but ignored it. So eventually I was like.... are youuuu on your period? Shes says oh shit and gets up. We end up fucking even though I barely remember it. Might have even eaten her out but ... like I said barely remember. None of this was awkward but I thought id share a story that dealt with a girl and her period.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on September 02, 2010, 08:29:33 PM
Put a t shirt or towel down and handle it.� I remember my first girlfriend would be down for it when she was shedding the lining of her utureus but would tell me "don't' look at it".

Fine with me.

A couple years later I finally met a girl who gave me one of my most desired birthday wishes, removing her soiled tampon.� It was so great to experience that because right after I removed she let me insert my meat tampon.� The sexual equivalent of a daily double on jeopardy.

I've done it when the woman's on the rag, but I've never desired taking it out before. I'm on the fence on whether you're fucked up or just a weird, funny guy.
Title: Re: Awkward Sexual Experiences
Post by: starvingrobot on September 02, 2010, 08:38:29 PM
when i was 5, my 17 year old girlfriend roofie'd my kool-aid jammer while we were munching on cheetos and waching air bud. it was hard to explain the aftermath to my parents.

hahahaha!! fucking air bud!
Title: Re: Awkward Sexual Experiences
Post by: the whompler on September 02, 2010, 08:47:24 PM
the first girl i ever pumped was def a weird one. i wasn't that into it but she was, so we give it a go. 4 hrs later i still couldn't finish, and i didn't know what i was doin so needless to say, nether did she. i told my homie about my plight and he was hyped for me and called me a pornstar. at which point i informed him that 4 hrs of sex with a semi and no orgasm in sight is not nearly as fun as it sounds. it's actually kind of depressing.
Title: Re: Awkward Sexual Experiences
Post by: Watson on September 02, 2010, 09:00:24 PM
Expand Quote
One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.
[close]
HAHAHAHAHAHAHAHAHAHAHAHA!
Watson, despite our differences, I think that might be the best story I've read on this thread so far. At least in the top 3.

Hey, go fuck yourself.

Also, period sex: YUCK!
Title: Re: Awkward Sexual Experiences
Post by: Skwisgaar Skwigelf on September 02, 2010, 09:02:45 PM
Expand Quote
Expand Quote
One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.
[close]
HAHAHAHAHAHAHAHAHAHAHAHA!
Watson, despite our differences, I think that might be the best story I've read on this thread so far. At least in the top 3.
[close]

Hey, go fuck yourself.

Also, period sex: YUCK!
I give credit where credit's due.  I wasn't being sarcastic.
Title: Re: Awkward Sexual Experiences
Post by: Prison Wallet on September 02, 2010, 09:14:08 PM
Also, period sex: YUCK!

Strictly in the shower, lights off.
Title: Re: Awkward Sexual Experiences
Post by: prettytoney on September 02, 2010, 09:17:21 PM
Expand Quote
Expand Quote
Expand Quote
One time I was starting to get into it with this chick and we were dirty talking and she accidentally said "God I love touching my cock." instead of "your cock". That was the end of that.
[close]
HAHAHAHAHAHAHAHAHAHAHAHA!
Watson, despite our differences, I think that might be the best story I've read on this thread so far. At least in the top 3.
[close]

Hey, go fuck yourself.

Also, period sex: YUCK!
[close]
I give credit where credit's due.  I wasn't being sarcastic.

Either was Watson, go fuck yourself, he means it
Title: Re: Awkward Sexual Experiences
Post by: Inanimate Object on September 02, 2010, 10:02:15 PM
Don't be ashamed of period sex, it means you are a man, comfortable with everything womanness entails, and not some squeamish bitch.  It's almost like being a feminist, I think. Plus, afterward, the cleanup is hilarious. It's like the two of you just killed someone with your dick and you're trying to hide the evidence in the shower and laundry basket.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 02, 2010, 11:10:15 PM
Expand Quote
Expand Quote
Its not that awkward

Back in April or May of this year, we were sleeping. I woke up early for some odd reason and I had the hardest boner. I would not go down after 10 minutes. I was like fuck it. My girlfriend and I just had sex that night so she was still naked, I rolled her over and started fucking her, she woke up and went along with it. Now she can get wet, but this wasn't the normal felling of her pussy. She was wetter than usual and a little thick. I thought it was nothing and kept going, then it wouldn't go away so I pull my dick out to find out her period started, we don't use condoms so I had blood all over my penis. I causally got up and wiped it off while she put in her tampon in. This has happened a few times. :-[
[close]

Sooo...you don't usually have sex when your girlfriend is on her period???  It's a little messy, but that never stopped me.
[close]

Put a t shirt or towel down and handle it.?  I remember my first girlfriend would be down for it when she was shedding the lining of her utureus but would tell me "don't' look at it".

Fine with me.

A couple years later I finally met a girl who gave me one of my most desired birthday wishes, removing her soiled tampon.?  It was so great to experience that because right after I removed she let me insert my meat tampon.?  The sexual equivalent of a daily double on jeopardy.
She doesn’t like to fuck on her period, I personally don’t care it was just awkward at first. She makes up for it when that week is over. It’s weird at first but it actually feels pretty damn good. I’m a stallion in bed, but when I feel that blood in her I just can help myself. I just tell her imagine before you are about to orgasm and I just stop, that’s basically how it feels. So every once in awhile she lets me release those little bastards in her and fuck that feels good. I think it’s the hot showers that make them not able to fertilize her egg…I’m not complain neither is she.

Not awkward but I guess I’ll tell it.

I remember we just came back from visiting family in California. We were both horny as fuck over there but we couldn’t do anything. She just couldn’t wait to fuck when we got home. So we both take showers because we had a long as delay in Dallas. We fucked about 6 or 7 times that day. I cummed in her about 3 times. On the third time I had the best sexually experience. I was fucking her pussy from behind, my favorite position next to missionary, because you get the feeling of the pussy but you also get a bonus her ass to smack and look at. And she can’t help but moan loudly…that’s a HUGE turn on for me. Then for some reason I closed my eyes for a few seconds and was literally in another world. It was like I took a sex trip or something. Then before I could pull out I just fuckin let the load out in her. My dick has never felt better.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on September 03, 2010, 01:26:15 AM
oh yea man keep goin
Title: Re: Awkward Sexual Experiences
Post by: LesbianPUNCH on September 03, 2010, 02:09:16 AM
I'm sure I've posted this somewhere before, but i have plenty of awkward sexual encounters and this is one of my favorites.

Age 18.  First long-term girlfriend.  We used to go to college together, and after class (around 3 pm) we'd head back to her parents house and fuck for an hour, as her mother didn't get home for a few hours, allowing some wonderful intimate time for us.  I still lived with my parents, as did she, so any alone time was desperately needed.

Anywho, we decide to get butt ass naked and fuck in her brother's bedroom, in his bed.  We're going at it, assuming we're safe and sound, and the door flies open out of nowhere.  My girlfriends' 6 year old brother runs in and jumps up on the bed.  We quickly turn the tv on and fully submerge beneath the covers, up to our necks, to avoid suspicion, as the average sheltered 6 year old won't have a clue what's going on.  Shortly after the brother wedges between us, her mother enters the room, obviously aware of what's happening.

She asks, "What are you two up to?"

"Just watching tv," we say.

and then her brother says "I wanna get under the covers," and he crawls in between us and sits there, unaware that we are both naked.  and we watched SpongeBob for thirty minutes.  Eventually he lost interest and crawled out. 
Title: Re: Awkward Sexual Experiences
Post by: everypennyfedcar on September 03, 2010, 11:22:33 AM
I think you both molested her brother.
Title: Re: Awkward Sexual Experiences
Post by: Schteven on September 03, 2010, 12:29:39 PM
Yesterday I had a headache....
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on September 03, 2010, 03:12:26 PM
I met this chick in the beginning of the summer who kind of came off as a bitch plus I found out she had a boyfriend so I paid her no mind. We'd always see each other at bars but would never really do more than exchange a few words so I figured it stayed being that she was taken and a shy chick/stuck up bitch. For the past 3 weeks though we've been fucking almost every night into the wee hours to the point where I'm always feeling like a zombie.

Now, this chick's freaky Peruvian punk side really comes out when she's fucking so one morning, trying to take advantage of that freaky side of hers, I told her I wanted to do some dirty shit to her like nut on her ass. So I'm fucking her from behind, slip the rubber off, and start nutting on her ass. Being as that I'm basically blind without my glasses, I aim a little too low and get it all over her asshole (I think) and on her pussy. It actually got funny for a sec because it shot so hard that my cum bounced off her ass and onto my seats. She starts to freak out a little telling me how I'm an idiot and that she's not on the pill (like I'd really get her pregnant by nutting ON her pussy) and so on. I kinda thought it was funny at first but then she looked really pissed so I got a little shook about the situation. I had to give her a sock to wipe down and was getting a bit nervous and paranoid. It's all good now though, been getting my nut with her ever since.
Title: Re: Awkward Sexual Experiences
Post by: Schteven on September 03, 2010, 03:23:30 PM
Is it that freaky to cum over a chick? I usually do it with mah girl, cause I've got a hard time bustin with a condom, it just doesn't feel as good by far as rawdoggin it. I should take a std test or whatever, but here in Ukraine they still have the old school way of testing (meaning; they stick a stick in your dick). I'm totally against sticking things into my dick, so I won't have it.

Actually something like that happened to me a little while ago, I had just come over her back, and thought it'd be nice to give her some extra finger action.....when I realized I still had goo-y stuff on my hands....whoops. But she just had her period so I suppose everythings cool.
Title: Re: Awkward Sexual Experiences
Post by: starvingrobot on September 03, 2010, 03:44:40 PM
I think you both molested her brother.

hahahahahaha
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on September 03, 2010, 03:49:37 PM
Is it that freaky to cum over a chick? I usually do it with mah girl, cause I've got a hard time bustin with a condom, it just doesn't feel as good by far as rawdoggin it. I should take a std test or whatever, but here in Ukraine they still have the old school way of testing (meaning; they stick a stick in your dick). I'm totally against sticking things into my dick, so I won't have it.

Actually something like that happened to me a little while ago, I had just come over her back, and thought it'd be nice to give her some extra finger action.....when I realized I still had goo-y stuff on my hands....whoops. But she just had her period so I suppose everythings cool.
It's not that freaky I guess but I had only been fucking her for a few days and we were parked in a kind of public parking lot and I was fucking her hard from behind pushing her into my seat and door so the nutting everywhere was like an ender ender.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 03, 2010, 04:17:19 PM
This was last summer. I always got off late from work. My girlfriend calls around 11 right before I was about to go home. I pull into an empty parking lot and we could talk. She just got out of the shower and told me she was horny. Her mom and sister were home so it wasn’t happening that night. She wanted anal sex which is something I have been fantasizing about since the 7th grade looking at the asses in Italian magazine stands. For a hormones changing kid moving to Italy was the best thing that could happen to me at that time. Anyways I tell her I’ll pick her up so we can buy condoms. This was our first time buying condoms even though we fucked a lot. Early next morning, so fuckin excited, we head off to Wal-Mart and I just grab a random box of Trojan condoms. And it just happened to be I had one of those customers that don’t know how to pay or forgot some shit. So this delayed things. Finally we arrive at her house, no mom or sister there so we had the place to ourselves. I open the box of condoms and find out they are some weird shaped shit. I put it on and I try to stick it in her. I have a hard time getting my head into her pussy so her tight asshole from no anal sex and guinea pig size turds didn’t help. But luckily Trojan supplied me with some lube with the condom. Then the lube goes away, she still wants it and goes to her kitchen and brings back fuckin cooking oil. In my head I was like WTF, then again she shits from there so it has seen worse. Anal sex wasn’t all it was hyped to be, so I just threw the condom on the floor and we just normally.

Title: Re: Awkward Sexual Experiences
Post by: LesbianPUNCH on September 03, 2010, 11:59:28 PM
I was on a vacation with the same girl from above, you know, the brother molesting bitch.  We went with her mother to the worst place in the United States, Dodge City, Kansas, for her mum's 20 year highschool Anniversary.  Anyways, we stay at this bed and breakfast, and while her mom ( and the entire fucking town) is at this rodeo, we decide to fuck in her mom's huge ass bed.  I'm hitting it from the backside when I slip out of vag and into foreign territory (asshole.)  She made a noise of extreme discomfort, but then pulled me in closer.  We tried for a few seconds longer before she decided she didn't like it.

So I pull out, and there is shit in my pubes, on my dick, and I can smell it...It was pretty awful, but I didn't want to make shit awkward, so I wrapped the covers around my cock and cleaned the goods before going back into the comfort zone (vagina.)  I tried to continue, but I went soft when I couldn't shake the smell.  She aksed what was wrong, and I lightheartedly point at a tiny particle of poop in my pubes.  She started balling, ran out of the room, and hid in the bathroom for over an hour, balling. 

After some coaxing, she came out of the bathroom and into my arms.  I held her for an hour... we laughed, we cried, talked about the future.  And then her mom came home from the rodeo, kicked us out of her room, and she slept with shit covered blankets. 
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 04, 2010, 12:28:14 AM
I was on a vacation with the same girl from above, you know, the brother molesting bitch.?  We went with her mother to the worst place in the United States, Dodge City, Kansas, for her mum's 20 year highschool Anniversary.?  Anyways, we stay at this bed and breakfast, and while her mom ( and the entire fucking town) is at this rodeo, we decide to fuck in her mom's huge ass bed.?  I'm hitting it from the backside when I slip out of vag and into foreign territory (asshole.)?  She made a noise of extreme discomfort, but then pulled me in closer.?  We tried for a few seconds longer before she decided she didn't like it.

So I pull out, and there is shit in my pubes, on my dick, and I can smell it...It was pretty awful, but I didn't want to make shit awkward, so I wrapped the covers around my cock and cleaned the goods before going back into the comfort zone (vagina.)?  I tried to continue, but I went soft when I couldn't shake the smell.?  She aksed what was wrong, and I lightheartedly point at a tiny particle of poop in my pubes.?  She started balling, ran out of the room, and hid in the bathroom for over an hour, balling.? 

After some coaxing, she came out of the bathroom and into my arms.?  I held her for an hour... we laughed, we cried, talked about the future.?  And then her mom came home from the rodeo, kicked us out of her room, and she slept with shit covered blankets.? 
I don't think it was a good idea to fuck her after you had shit on your dick.

Title: Re: Awkward Sexual Experiences
Post by: jimi420 on September 04, 2010, 12:48:09 AM
Last weekend my parents left town so I had my girl over so we could get freaky. well she gets drunk and we start to have sex when she just bursts out in tears. i kinda start to slow down to see what's wrong but she says not to stop and she starts to talk about her dead grandma. i mean she was red faced, snot nosed, weird cry mouth, and everything. I kinda felt like i was raping her for a minute. I try to tell her that we can just do it later but she insists that i finish, so i have to finish (which took me another 30 minutes) with her just crying and not putting any effort into it.
Title: Re: Awkward Sexual Experiences
Post by: LesbianPUNCH on September 04, 2010, 01:06:40 AM
Expand Quote
I was on a vacation with the same girl from above, you know, the brother molesting bitch.?  We went with her mother to the worst place in the United States, Dodge City, Kansas, for her mum's 20 year highschool Anniversary.?  Anyways, we stay at this bed and breakfast, and while her mom ( and the entire fucking town) is at this rodeo, we decide to fuck in her mom's huge ass bed.?  I'm hitting it from the backside when I slip out of vag and into foreign territory (asshole.)?  She made a noise of extreme discomfort, but then pulled me in closer.?  We tried for a few seconds longer before she decided she didn't like it.

So I pull out, and there is shit in my pubes, on my dick, and I can smell it...It was pretty awful, but I didn't want to make shit awkward, so I wrapped the covers around my cock and cleaned the goods before going back into the comfort zone (vagina.)?  I tried to continue, but I went soft when I couldn't shake the smell.?  She aksed what was wrong, and I lightheartedly point at a tiny particle of poop in my pubes.?  She started balling, ran out of the room, and hid in the bathroom for over an hour, balling.? 

After some coaxing, she came out of the bathroom and into my arms.?  I held her for an hour... we laughed, we cried, talked about the future.?  And then her mom came home from the rodeo, kicked us out of her room, and she slept with shit covered blankets.? 
[close]
I don't think it was a good idea to fuck her after you had shit on your dick.



I know it wasn't a good idea.  This was years ago.  I was fucking stupid.  What are all of your additional question marks about?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on September 04, 2010, 01:35:48 AM
I met this chick in the beginning of the summer who kind of came off as a bitch plus I found out she had a boyfriend so I paid her no mind. We'd always see each other at bars but would never really do more than exchange a few words so I figured it stayed being that she was taken and a shy chick/stuck up bitch. For the past 3 weeks though we've been fucking almost every night into the wee hours to the point where I'm always feeling like a zombie.

Now, this chick's freaky Peruvian punk side really comes out when she's fucking so one morning, trying to take advantage of that freaky side of hers, I told her I wanted to do some dirty shit to her like nut on her ass. So I'm fucking her from behind, slip the rubber off, and start nutting on her ass. Being as that I'm basically blind without my glasses, I aim a little too low and get it all over her asshole (I think) and on her pussy. It actually got funny for a sec because it shot so hard that my cum bounced off her ass and onto my seats. She starts to freak out a little telling me how I'm an idiot and that she's not on the pill (like I'd really get her pregnant by nutting ON her pussy) and so on. I kinda thought it was funny at first but then she looked really pissed so I got a little shook about the situation. I had to give her a sock to wipe down and was getting a bit nervous and paranoid. It's all good now though, been getting my nut with her ever since.


Russian Vov, do I have a story for you... See you tomorrow babe.
Title: Re: Awkward Sexual Experiences
Post by: Weegee on September 06, 2010, 08:43:38 AM
This girl I know down the street came to my house because she was bored. I was the only one at my house (thank god). We were talking about stuff, somehow got horny and she decided to give me a hand job. We were about a minute into it then I look out the window and they were 3 kids about 12 years old looking through the window. Adding insult to injury THEY WERE MY LITTLE BROTHERS FRIENDS. I closed the blinds and we went off into another room. I took me about 2 minutes to forget the whole thing and get my hard back on. I'm 100% positive they told my little bro.

Edit - This was a week ago.
Title: Re: Awkward Sexual Experiences
Post by: ChileOrDie on September 06, 2010, 08:59:03 AM
Ive been fucking this girl for a couple of months and when were doing it. sometimes i get a lil crazy and start thinking of shocking her idk why it always goes through my mind.  :P
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 06, 2010, 09:33:15 AM
Ive been fucking this girl for a couple of months and when were doing it. sometimes i get a lil crazy and start thinking of shocking her idk why it always goes through my mind.?  :P
Maybe you're into some weird shit. I worked with a girl who's ex-boyfriend was into getting his nipples shocked. ???
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on September 06, 2010, 09:55:27 AM
Expand Quote
Ive been fucking this girl for a couple of months and when were doing it. sometimes i get a lil crazy and start thinking of shocking her idk why it always goes through my mind.?  :P
[close]
Maybe you're into some weird shit. I worked with a girl who's ex-boyfriend was into getting his nipples shocked. ???

I think you two are talking about different things. In which case, Chile, just do it. If she doesn't like it, find a girl who does.
Title: Re: Awkward Sexual Experiences
Post by: spool of cord on September 06, 2010, 10:39:03 AM
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Is it that freaky to cum over a chick? I usually do it with mah girl, cause I've got a hard time bustin with a condom, it just doesn't feel as good by far as rawdoggin it. I should take a std test or whatever, but here in Ukraine they still have the old school way of testing (meaning; they stick a stick in your dick). I'm totally against sticking things into my dick, so I won't have it.

Actually something like that happened to me a little while ago, I had just come over her back, and thought it'd be nice to give her some extra finger action.....when I realized I still had goo-y stuff on my hands....whoops. But she just had her period so I suppose everythings cool.
[close]
It's not that freaky I guess but I had only been fucking her for a few days and we were parked in a kind of public parking lot and I was fucking her hard from behind pushing her into my seat and door so the nutting everywhere was like an ender ender.


hahahaha!
Title: Re: Awkward Sexual Experiences
Post by: Matze on September 06, 2010, 10:57:30 AM
on sunday, my girl and I watched a sasha grey porn, where they did the same stuff that we usually do ... slapping her fce, buttfucking in different positions, fucking her in the mouth like it's her pussy and so on. we came to the point, that we can even do it better, so I started to put her finger in the butt and we had some awesome sex in the shower afterwards ... a couple of orgasms later we watched the shot by kern episode with sasha grey and discussed if she had a bleached pussy. either way there is something totally wrong with us/her or I'm lucky.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on September 06, 2010, 11:18:48 AM
Maybe its the countrymenship, but whenever I read about Matzes sexual exploits I picture a real sweaty dude with a red head yelling nasty german words for genitalia and it's kind of a turn off. Like when you just found a decent looking porn in hd and start to work your way through to lotions number 2 and 3 and all of a sudden, minute 31 or so, a new dude enters who's all red and sweaty and the rest of the porn is close ups of his balls and asshole and you can't rewind the video and your internet just disconnected and you know it's gonna take an our for it to be running again.
Title: Re: Awkward Sexual Experiences
Post by: ChileOrDie on September 06, 2010, 11:48:55 AM
Expand Quote
I met this chick in the beginning of the summer who kind of came off as a bitch plus I found out she had a boyfriend so I paid her no mind. We'd always see each other at bars but would never really do more than exchange a few words so I figured it stayed being that she was taken and a shy chick/stuck up bitch. For the past 3 weeks though we've been fucking almost every night into the wee hours to the point where I'm always feeling like a zombie.

Now, this chick's freaky Peruvian punk side really comes out when she's fucking so one morning, trying to take advantage of that freaky side of hers, I told her I wanted to do some dirty shit to her like nut on her ass. So I'm fucking her from behind, slip the rubber off, and start nutting on her ass. Being as that I'm basically blind without my glasses, I aim a little too low and get it all over her asshole (I think) and on her pussy. It actually got funny for a sec because it shot so hard that my cum bounced off her ass and onto my seats. She starts to freak out a little telling me how I'm an idiot and that she's not on the pill (like I'd really get her pregnant by nutting ON her pussy) and so on. I kinda thought it was funny at first but then she looked really pissed so I got a little shook about the situation. I had to give her a sock to wipe down and was getting a bit nervous and paranoid. It's all good now though, been getting my nut with her ever since.
[close]


Russian Vov, do I have a story for you... See you tomorrow babe.

Thank you saaaucy Ragu next time i will go with my instincts , i dont know i feel like i should do it to satesfy that fantasy.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on September 06, 2010, 12:01:28 PM
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Expand Quote
Ive been fucking this girl for a couple of months and when were doing it. sometimes i get a lil crazy and start thinking of shocking her idk why it always goes through my mind.?  :P
[close]
Maybe you're into some weird shit. I worked with a girl who's ex-boyfriend was into getting his nipples shocked. ???
[close]

I think you two are talking about different things. In which case, Chile, just do it. If she doesn't like it, find a girl who does.
I did that one time.....right before I did it, I straight up took a deep breath and asked her to confirm that she hadn't shit at any recent time prior. Also, one time, this same chick began her period as we were switching positions (her going on top) so that's when she decided she wanted anal. Luckily, no poop but it just felt weird so I let her knob me off til I nutted.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on September 06, 2010, 12:35:41 PM
I was fuckin my girlfriend and she didn't turn the radio off. She like country music (which consist of drinking, break ups, and Jesus). Then this song about Jesus is my savior and God is my life came on. She didn't notice but I did. I felt like I was being watched...I had to turn it off.
Title: Re: Awkward Sexual Experiences
Post by: bentmode on September 06, 2010, 03:33:49 PM
thats not so bad.

ceeymar got his fist hand job at 15, then dudes congratulated him. which do you think is more awkward?
Title: Re: Awkward Sexual Experiences
Post by: Chiguy on September 06, 2010, 06:06:31 PM
A friend told me I could come over to his room and buy some weed, but I guess he forgot to mention the fact that his girl was in there.

Went over to his room in the dorm and knock... No answer... Knock again... No answer

Then the door slowly creeps open, but I see nobody standing in his room. I look behind the door and there's his girlfriend butt ass naked. I promptly did a 180 while she screamed "OH MY GOD" at the top of her lungs. Then my friend asks me did I like his girlfriend's rack.
Title: Re: Awkward Sexual Experiences
Post by: Skwisgaar Skwigelf on September 06, 2010, 06:15:36 PM
Maybe its the countrymenship, but whenever I read about Matzes sexual exploits I picture a real sweaty dude with a red head yelling nasty german words for genitalia and it's kind of a turn off. Like when you just found a decent looking porn in hd and start to work your way through to lotions number 2 and 3 and all of a sudden, minute 31 or so, a new dude enters who's all red and sweaty and the rest of the porn is close ups of his balls and asshole and you can't rewind the video and your internet just disconnected and you know it's gonna take an our for it to be running again.
This actually happened to you, didn't it... hahaha
Title: Re: Awkward Sexual Experiences
Post by: Smell Good on September 06, 2010, 06:31:47 PM
I'm laughing at the "+1 Hidden" guy lurking this thread.
Title: Re: Awkward Sexual Experiences
Post by: Matze on September 07, 2010, 08:26:02 AM
Expand Quote
Maybe its the countrymenship, but whenever I read about Matzes sexual exploits I picture a real sweaty dude with a red head yelling nasty german words for genitalia and it's kind of a turn off. Like when you just found a decent looking porn in hd and start to work your way through to lotions number 2 and 3 and all of a sudden, minute 31 or so, a new dude enters who's all red and sweaty and the rest of the porn is close ups of his balls and asshole and you can't rewind the video and your internet just disconnected and you know it's gonna take an our for it to be running again.
[close]
This actually happened to you, didn't it... hahaha

you fucking irish!
Title: Re: Awkward Sexual Experiences
Post by: Schteven on September 07, 2010, 09:01:43 AM
This one's not as bad as a lot that have been posted, but still....

So I'm helping my gf watch the house of her grandma, (how many dudes hope it'll be a granny fuck story?) cause he grandma is out of town for a couple of days (sorry bros). Apearrently the neighbourhood is kinda sketchy, neighbours might steal shiot and whatever.

In the evening we're starting some nice touchy/feely/getting hot foreplay. At a certain moment my girl starts to get down on me, sucking my dick. I love it when she takes initiative. But after a few minutes she gets a phone call. Her grandma. She has to awnser, cause else grandma will get worried. So after a few things said (i don't know what, they speak russian) my girl goes into sucking my dick and talking on the phone, like making the "hmhm uhu"  sound to grandma. It was kinda akward, but at the same time pretty fucking awesome.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on September 08, 2010, 11:42:21 AM
All of my experiences lately have been more casual and straightforward than awkward lately, so this is the closest I got. Going at it doggy style last night, and just as the men abandon ship I slip out. My mind's completely focused on enjoying their rush to freedom, so when I exited her, my left leg collapsed from it's previously held position, and the ecstasy quickly turned into a charlie horse. She was a doll about it though, but falling apart on the second "date" was a bit embarrassing.
Title: Re: Awkward Sexual Experiences
Post by: macgruber on September 08, 2010, 12:03:54 PM
This one's not as bad as a lot that have been posted, but still....

So I'm helping my gf watch the house of her grandma, (how many dudes hope it'll be a granny fuck story?) cause he grandma is out of town for a couple of days (sorry bros). Apearrently the neighbourhood is kinda sketchy, neighbours might steal shiot and whatever.

In the evening we're starting some nice touchy/feely/getting hot foreplay. At a certain moment my girl starts to get down on me, sucking my dick. I love it when she takes initiative. But after a few minutes she gets a phone call. Her grandma. She has to awnser, cause else grandma will get worried. So after a few things said (i don't know what, they speak russian) my girl goes into sucking my dick and talking on the phone, like making the "hmhm uhu"  sound to grandma. It was kinda akward, but at the same time pretty fucking awesome.

marriage material
Title: Re: Awkward Sexual Experiences
Post by: alrightythen on September 23, 2010, 02:32:46 PM
This girl I know down the street came to my house because she was bored. I was the only one at my house (thank god). We were talking about stuff, somehow got horny and she decided to give me a hand job. We were about a minute into it then I look out the window and they were 3 kids about 12 years old looking through the window. Adding insult to injury THEY WERE MY LITTLE BROTHERS FRIENDS. I closed the blinds and we went off into another room. I took me about 2 minutes to forget the whole thing and get my hard back on. I'm 100% positive they told my little bro.

Edit - This was a week ago.
soo, did they?
Title: Re: Awkward Sexual Experiences
Post by: bo bice on September 30, 2010, 11:06:01 PM
this happened to me a few years back. not that crazy or awkward, but still weird. i was with this girl for a couple months, and our entire relationship consisted of sex and alcohol only.  in fact, the first time we hooked up (and the first time we met), we were both so drunk that the following morning, between the two of us we couldn't figure out how we got to my place, and spent literally three hours searching for my car before finding it. not my proudest moment. and of course I didn't wrap it up. just a night full of good decisions. anyways, a couple weeks later, we're at my house again, and again we're falling-over drunk. we'd been fucking for what seemed like hours and I was getting bored/tired/ready to pass out. i ask here if she's ready to finish, and while still thrusting, she drops her voice an octave and demonically grumbles "Finish Him" and then sorta half-giggled.  through my inebriated state I formed one coherent thought : "did this girl seriously just reference mortal kombat during sex?" what the fuck.  then I ripped her head off and shouted "FATALITY!"  only kidding, but the rest is true. 
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on October 01, 2010, 12:20:54 AM
this happened to me a few years back. not that crazy or awkward, but still weird. i was with this girl for a couple months, and our entire relationship consisted of sex and alcohol only.  in fact, the first time we hooked up (and the first time we met), we were both so drunk that the following morning, between the two of us we couldn't figure out how we got to my place, and spent literally three hours searching for my car before finding it. not my proudest moment. and of course I didn't wrap it up. just a night full of good decisions. anyways, a couple weeks later, we're at my house again, and again we're falling-over drunk. we'd been fucking for what seemed like hours and I was getting bored/tired/ready to pass out. i ask here if she's ready to finish, and while still thrusting, she drops her voice an octave and demonically grumbles "Finish Him" and then sorta half-giggled.  through my inebriated state I formed one coherent thought : "did this girl seriously just reference mortal kombat during sex?" what the fuck.  then I ripped her head off and shouted "FATALITY!"  only kidding, but the rest is true. 

HOLY SHIT that's funny!!  That girl sounds awesome.
Title: Re: Awkward Sexual Experiences
Post by: frisco on October 01, 2010, 12:59:07 AM
This one's not as bad as a lot that have been posted, but still....

So I'm helping my gf watch the house of her grandma, (how many dudes hope it'll be a granny fuck story?) cause he grandma is out of town for a couple of days (sorry bros). Apearrently the neighbourhood is kinda sketchy, neighbours might steal shiot and whatever.

In the evening we're starting some nice touchy/feely/getting hot foreplay. At a certain moment my girl starts to get down on me, sucking my dick. I love it when she takes initiative. But after a few minutes she gets a phone call. Her grandma. She has to awnser, cause else grandma will get worried. So after a few things said (i don't know what, they speak russian) my girl goes into sucking my dick and talking on the phone, like making the "hmhm uhu"  sound to grandma. It was kinda akward, but at the same time pretty fucking awesome.

similar story, my exs phone rang but it was on the end of my bed so she leaned forward to get it, she starts talking to her friend while bent over so i gave her a bit of surprise sex, she was not happy at all, she hung up the phone and was so pissed
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 01, 2010, 05:11:14 AM
My girl was giving me a blowie while she was taking a piss and she choked and sprayed all over my legs. She kinda just smiled at me and finished her job.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on October 01, 2010, 05:22:41 AM
That's weird to me. Not bad, I mean if you're into it that's great. People are into some weird shit.

This isn't that awkward but a rawbertson story just reminded me of this girl who used me for her first beej experienced. In high school, one of my study hall advisors was a supreme weirdo and wanted me to date her daughter that was like 2 years younger than me. I dated the girl for a few weeks and she wanted to do the deed. I'd had a few beej's before so I knew how things went. She on the other hand, had no fucking idea what she was doing and did this lame 'suck the tip slowly' thing for about 40 minutes. It was actually so fucking boring I had to tell her stop trying. Broke it off with her a few days later because you can't date a girl who can't take a dick. Her Mom has since hated me for fucking ever.

So fast forward a few years to present day. A friend of mine from high school met up with the same girl and banged her a few times. I told him how terrible she was at giving head and he mentioned that she knew it. Apparently when I dumped her, she knew it was because she was awful at giving head. He said she's one of those chicks that gags herself and deepthroats insanely hard now. Glad to hear I helped her find her flaws and improve them.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 01, 2010, 07:17:50 AM
That's weird to me. Not bad, I mean if you're into it that's great. People are into some weird shit.
not into it at all. it was her idea to give me a blowie while she was peeing and i wasn't about to pass up a bj.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on October 01, 2010, 08:00:45 AM
That's weird to me. Not bad, I mean if you're into it that's great. People are into some weird shit.

This isn't that awkward but a rawbertson story just reminded me of this girl who used me for her first beej experienced. In high school, one of my study hall advisors was a supreme weirdo and wanted me to date her daughter that was like 2 years younger than me. I dated the girl for a few weeks and she wanted to do the deed. I'd had a few beej's before so I knew how things went. She on the other hand, had no fucking idea what she was doing and did this lame 'suck the tip slowly' thing for about 40 minutes. It was actually so fucking boring I had to tell her stop trying. Broke it off with her a few days later because you can't date a girl who can't take a dick. Her Mom has since hated me for fucking ever.

So fast forward a few years to present day. A friend of mine from high school met up with the same girl and banged her a few times. I told him how terrible she was at giving head and he mentioned that she knew it. Apparently when I dumped her, she knew it was because she was awful at giving head. He said she's one of those chicks that gags herself and deepthroats insanely hard now. Glad to hear I helped her find her flaws and improve them.

I'm usually into the slower, more sensual ones. More relaxing and she's making it all about servicing you, but I can definitely see some problems with that if she's new to the game. That experience reminds me of this dude in high school that was in our group of friends, but no one liked him, yet he had some mystical power with women. Not a handsome kid by any means either. He was dating a notorious slut who I'd assume whose dicksucking skills were on par with the hose of an Oreck vacuum, with those soft little bristles. So he's got it made, but some random girl hits him up to hang out, and goes over her gramndmother's house. She then tells him she's never gone down on a guy before and felt that he'd be good for practice. He complies, and she's not that great. But instead of bouncing, he tells her what to do: swirl your tongue around the top, lick the shaft, don't just take in the tip. Sounded pretty awesome, and then his girlfriend found out and then they had sex. The motherfucker. I know it's not that awkward, my bad.
Title: Re: Awkward Sexual Experiences
Post by: Narcissus on October 01, 2010, 08:19:30 AM
this happened to me a few years back. not that crazy or awkward, but still weird. i was with this girl for a couple months, and our entire relationship consisted of sex and alcohol only.?  in fact, the first time we hooked up (and the first time we met), we were both so drunk that the following morning, between the two of us we couldn't figure out how we got to my place, and spent literally three hours searching for my car before finding it. not my proudest moment. and of course I didn't wrap it up. just a night full of good decisions. anyways, a couple weeks later, we're at my house again, and again we're falling-over drunk. we'd been fucking for what seemed like hours and I was getting bored/tired/ready to pass out. i ask here if she's ready to finish, and while still thrusting, she drops her voice an octave and demonically grumbles "Finish Him" and then sorta half-giggled.?  through my inebriated state I formed one coherent thought : "did this girl seriously just reference mortal kombat during sex?" what the fuck.?  then I ripped her head off and shouted "FATALITY!"?  only kidding, but the rest is true.? 

Dude, if you're done with her, I'd sure like to take a crack at her. Liu Kang that azz. Call her Sonya and shit.
Title: Re: Awkward Sexual Experiences
Post by: Magic Pizza on October 01, 2010, 06:46:04 PM
Expand Quote
this happened to me a few years back. not that crazy or awkward, but still weird. i was with this girl for a couple months, and our entire relationship consisted of sex and alcohol only.?  in fact, the first time we hooked up (and the first time we met), we were both so drunk that the following morning, between the two of us we couldn't figure out how we got to my place, and spent literally three hours searching for my car before finding it. not my proudest moment. and of course I didn't wrap it up. just a night full of good decisions. anyways, a couple weeks later, we're at my house again, and again we're falling-over drunk. we'd been fucking for what seemed like hours and I was getting bored/tired/ready to pass out. i ask here if she's ready to finish, and while still thrusting, she drops her voice an octave and demonically grumbles "Finish Him" and then sorta half-giggled.?  through my inebriated state I formed one coherent thought : "did this girl seriously just reference mortal kombat during sex?" what the fuck.?  then I ripped her head off and shouted "FATALITY!"?  only kidding, but the rest is true.? 
[close]

Dude, if you're done with her, I'd sure like to take a crack at her. Liu Kang that azz. Call her Sonya and shit.

Whatever you do, just remember not to invoke the babality...talk about awkward.
Title: Re: Awkward Sexual Experiences
Post by: TMZ on October 03, 2010, 06:41:47 PM
these stories are soo intriguing!
ok sooooo...
the other day, me and my female friend of 4 years were volunteering, amongst other high schoolers, to decorate for homecoming. a couple hours into it, we decided to rest near a set of stairs. we then began to play wrestle as she tried to remove my glasses. after an estimated 4 minutes of tumbling around the floor, she sat up on top of me and laid her hand on my crotch. i became excited and my fellow class mates were very aware.. :-[ in a sudden act of embarassment, i sat up and began to passionately kiss my best friend. she accepted and we kissed for a decent amount of time until i felt the attention had moved else where. this event has left me in the happiest relationship i've ever had!
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on October 03, 2010, 06:57:55 PM
these stories are soo intriguing!
ok sooooo...
the other day, me and my female friend of 4 years were volunteering, amongst other high schoolers, to decorate for homecoming. a couple hours into it, we decided to rest near a set of stairs. we then began to play wrestle as she tried to remove my glasses. after an estimated 4 minutes of tumbling around the floor, she sat up on top of me and laid her hand on my crotch. i became excited and my fellow class mates were very aware.. :-[ in a sudden act of embarassment, i sat up and began to passionately kiss my best friend. she accepted and we kissed for a decent amount of time until i felt the attention had moved else where. this event has left me in the happiest relationship i've ever had!

That's pretty wild, and something I would always wish would happen to me in high school. Good for you.
Title: Re: Awkward Sexual Experiences
Post by: TMZ on October 03, 2010, 08:01:51 PM
Expand Quote
these stories are soo intriguing!
ok sooooo...
the other day, me and my female friend of 4 years were volunteering, amongst other high schoolers, to decorate for homecoming. a couple hours into it, we decided to rest near a set of stairs. we then began to play wrestle as she tried to remove my glasses. after an estimated 4 minutes of tumbling around the floor, she sat up on top of me and laid her hand on my crotch. i became excited and my fellow class mates were very aware.. :-[ in a sudden act of embarassment, i sat up and began to passionately kiss my best friend. she accepted and we kissed for a decent amount of time until i felt the attention had moved else where. this event has left me in the happiest relationship i've ever had!
[close]

That's pretty wild, and something I would always wish would happen to me in high school. Good for you.

it is very wild saucy! nothing like that has ever happened to me, ever. i'm so glad i'm an awkward cat. thanks bud!
Title: Re: Awkward Sexual Experiences
Post by: cheep on October 05, 2010, 08:19:41 AM
when i was in high school, i had a girlfriend who was best friends with the girl i had dated before her... We were all hanging out at my girks house watching a movie, and she pulls my dick out and starts sucking it.  All of a sudden, she looks over at her friend, who was my ex, and asks if she wants to suck it a little.  Of course she says yes.  So now i have both of these girls sucking on my dick, one sucking one licking the shaft and shit, switching off, rubbing on eachother... And all of a sudden her mom opens the door.  Ive never pulled my pants up so fucking quick.                                                                     another awkward experience happened about 7 years ago as my marrige was falling apart... My wife and i had decided to have an open relationship... Basicly so she could fuck this friend of mine, but fuck it, i took full advantage of it.  We were out at the bar with some friends, and i end up playing a game of pool with this 40 something year old woman.  By the end of the night
Title: Re: Awkward Sexual Experiences
Post by: cheep on October 05, 2010, 08:23:14 AM
By the end of the night shes kissing on me and rubbing my cock at the bar, and the wife was cool, so i took her home with me.  Fucked her all night and she fell asleep in the bed with me.  The next morning, my wife come in the bedroom and sees her laying there naked, and the first thing she says to me is "wow, she has an incredible ass"  she did... Body like a 25 year old
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on October 05, 2010, 08:53:59 AM
^^^^that's awesome

I recently remmebered this story from my freshman yr of college. First off, that year sucked because I was having the complete opposite of a typical freshman college year. When you'd typically to get fucked up all the time and slay random girls, I was standing out in the freezing cold til 2am valet parking rich people's cars. This one friday or saturday night, I get back to my dorm and go to the floor below and meet up with one of my roomates. A bunch of us were just chilling in this common area talking about shit when my roomate and I and this chick I sorta had met before started talking about relationships between the two sexes.
          Long story short, I ended up walking up to this girls room to watch TV and she started hinting at hooking up right away so I said fuck it. I wish I could lie and say I was kind of drunk and this girl was a babe but in fact I wasn't and she was a little thick but I said fuck it cause I'd been on a loooong dryspell. I fingered her a little then tried to get her to beej me but she didnt wanna cuz her roomate was on the other side of the room. I figured fuck it, I'll eat her pussy and maybe she'll be nice and blow me which worked great but eating that pussy was not my best of moments in life. I ended up getting head and nutting on her mouth and all over her hands while she was still under the covers and had to search around in the dark for paper towels to give her so that kind of started the awkwardness. She then cleaned up and got back into bed and tried to cuddle up with me so I did for like 20 minutes for the sake of it.
         It got really awkward when she realized that the whole time she thought I was sleeping, I had in fact been slowly sliding my arm out from beneath her because I was starting to realize how gross this chick really was. So I fully get up and out of bed and the second I step off the bed she pops her head up being like where are you going just spend the night here. I had to make a bullshit excuse like it was too hot in that room but I'd see her the next day and just bounced the fuck outta that room. Went straight for the bathroom and rinsed my mouth out for like 5 minutes. Anytime I'd see her after that, I'd be on the avoiding tip all the way. Also, her hot roomate who was into gay dudes and guidos drunkenly called me out on that night a couple times but I just found it hilarious.
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on October 05, 2010, 11:24:14 AM
I recall when I was like 16 I went bowling with some friends and we all get really fucked up drunk. Drunken bowling = depressingly poor.
So myself and my girl decide to go for a quick one in the disabled toilets as I had previously spotted them as a prime dogging spot.

So I'm lying on this filthy piss ridden toilet floor as she writhing on top of my half erect/half whiskey-dick and shes facing the wall, I'm facing looking over her shoulder at the door. Some father and his kid open the door (which we had drunkenly forgot to lock suffieciently) and is like WHOA! Well...actually he was completely dumbfounded and silent. He closes the door and probably cant fathom the words he is going to tell his son. I keep going as I am getting that drunken false alarm that your just about to come (in other words you can kind of feel your dick again for a split second) and she hasnt even realised what had happened anyway, I tell her to "get off me a second, I gotta check if the door is locked", so slyly I go and lock the door PROPERLY this time, I get her on top of me again, this time on top of the toilet seat, we're fucking for like 10 mins, and I hear this awful cracking noise beneath me, I stand up and low and behold the toilet seat had broken.... Fair enough, Why should I care? Next up, security starts banging at the door, we look at one another in panic. Quickly, quickly, quickly get dressed, fuuuuck.
Sweet, Im dressed, now what the fuck did I do with that condom? I try to think but in the confusion of the angry shouts on the other end of the door, I prepare instead to face the music/overgrown fists of a security guard. I open the door and get all sorts of outraged babble as the man from before stands with his hands by his hips. Naturally at 16 years of age, my first thought is to be like "What!? That's bullshit, we weren't having sex". Poor move son. The security man points out that my trousers are on inside out to and points towards one of my etnies where a bloodied remainder of what I assumed was a condom lay hanging over the edge of my shoe. Needless to say we were quickly removed from the premises where I then had to listen to my girlfriend bitch at me for not telling her someone had walked in.
My only defense was "You didnt tell me you were on your period"
Good times.

Another bad one was with the same girl actually, I used to stay in my grannies house when me parents would go on holidays and shit.
So I would have her house free every friday night when she went to Bingo. So Im again fucking this girl when I think I hear the front door close, I wait a second, and no noises are heard...just keep going. Seconds later my granny opens the door to see her grandsons ass pumping into his underage girlfriend ON HER DINING TABLE may I add. She leaves without a word and we pull up those trousers faster than they came down. I run out and apologise profusely, she laughs it off when my girlfriend leaves, tail between her legs.
Gotta keep in mind though my granny is pretty awesome, she used to grow weed for me.


Title: Re: Awkward Sexual Experiences
Post by: Bobbito on October 05, 2010, 12:35:35 PM
I recall when I was like 16 I went bowling with some friends and we all get really fucked up drunk. Drunken bowling = depressingly poor.
So myself and my girl decide to go for a quick one in the disabled toilets as I had previously spotted them as a prime dogging spot.

So I'm lying on this filthy piss ridden toilet floor as she writhing on top of my half erect/half whiskey-dick and shes facing the wall, I'm facing looking over her shoulder at the door. Some father and his kid open the door (which we had drunkenly forgot to lock suffieciently) and is like WHOA! Well...actually he was completely dumbfounded and silent. He closes the door and probably cant fathom the words he is going to tell his son. I keep going as I am getting that drunken false alarm that your just about to come (in other words you can kind of feel your dick again for a split second) and she hasnt even realised what had happened anyway, I tell her to "get off me a second, I gotta check if the door is locked", so slyly I go and lock the door PROPERLY this time, I get her on top of me again, this time on top of the toilet seat, we're fucking for like 10 mins, and I hear this awful cracking noise beneath me, I stand up and low and behold the toilet seat had broken.... Fair enough, Why should I care? Next up, security starts banging at the door, we look at one another in panic. Quickly, quickly, quickly get dressed, fuuuuck.
Sweet, Im dressed, now what the fuck did I do with that condom? I try to think but in the confusion of the angry shouts on the other end of the door, I prepare instead to face the music/overgrown fists of a security guard. I open the door and get all sorts of outraged babble as the man from before stands with his hands by his hips. Naturally at 16 years of age, my first thought is to be like "What!? That's bullshit, we weren't having sex". Poor move son. The security man points out that my trousers are on inside out to and points towards one of my etnies where a bloodied remainder of what I assumed was a condom lay hanging over the edge of my shoe. Needless to say we were quickly removed from the premises where I then had to listen to my girlfriend bitch at me for not telling her someone had walked in.
My only defense was "You didnt tell me you were on your period"
Good times.

Another bad one was with the same girl actually, I used to stay in my grannies house when me parents would go on holidays and shit.
So I would have her house free every friday night when she went to Bingo. So Im again fucking this girl when I think I hear the front door close, I wait a second, and no noises are heard...just keep going. Seconds later my granny opens the door to see her grandsons ass pumping into his underage girlfriend ON HER DINING TABLE may I add. She leaves without a word and we pull up those trousers faster than they came down. I run out and apologise profusely, she laughs it off when my girlfriend leaves, tail between her legs.
Gotta keep in mind though my granny is pretty awesome, she used to grow weed for me.



The night after I lost my virginity, the same chick and I left a movie early to go fuck in the coed bathroom. I had her in the sink with her thong to the side, almost ready to nut, and there's someone at the door. She leaves first then I follow like 3 seconds later to see a random kid standing at the door looking really confused. Fuck him but whatever I think I still got some later on. Oh and speaking of losing my v card to this chick, we fucked on a gravestone...
Title: Re: Awkward Sexual Experiences
Post by: vihreekerma on October 05, 2010, 12:43:14 PM
she used to grow weed for me.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on October 05, 2010, 01:14:29 PM
I once met two girls at a bar and got invited to their place. We hung out for a while drinking when one of them started talking about sex and shit, threesomes and how she never had an orgasm from sex. I go "o rly" and since she had bigger tits than the other, I groped them and we started making out real awkwardly and I think she tried to give me a dry foot job. Girl 2 fell asleep in the meantime and I was bummed I ruined the threesome vibe.
Then we went back to girl 1's house where she mentions again how she has such a hard time to come from sex rather than masturbation, to which I must've replied with a witty "lol I'm definetely not one to change that" and we ended up never having secks. I passed out happy with my self-irony.
pretty anti climatic story huh? zang.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on October 06, 2010, 12:50:48 PM
I once met two girls at a bar and got invited to their place. We hung out for a while drinking when one of them started talking about sex and shit, threesomes and how she never had an orgasm from sex. I go "o rly" and since she had bigger tits than the other, I groped them and we started making out real awkwardly and I think she tried to give me a dry foot job. Girl 2 fell asleep in the meantime and I was bummed I ruined the threesome vibe.
Then we went back to girl 1's house where she mentions again how she has such a hard time to come from sex rather than masturbation, to which I must've replied with a witty "lol I'm definetely not one to change that" and we ended up never having secks. I passed out happy with my self-irony.
pretty anti climatic story huh? zang.
Im having a hard time coming from this story rather than masturbation.
Title: Re: Awkward Sexual Experiences
Post by: SZA on October 06, 2010, 06:44:15 PM
I recall when I was like 16 I went bowling with some friends and we all get really fucked up drunk. Drunken bowling = depressingly poor.
So myself and my girl decide to go for a quick one in the disabled toilets as I had previously spotted them as a prime dogging spot.

So I'm lying on this filthy piss ridden toilet floor as she writhing on top of my half erect/half whiskey-dick and shes facing the wall, I'm facing looking over her shoulder at the door. Some father and his kid open the door (which we had drunkenly forgot to lock suffieciently) and is like WHOA! Well...actually he was completely dumbfounded and silent. He closes the door and probably cant fathom the words he is going to tell his son. I keep going as I am getting that drunken false alarm that your just about to come (in other words you can kind of feel your dick again for a split second) and she hasnt even realised what had happened anyway, I tell her to "get off me a second, I gotta check if the door is locked", so slyly I go and lock the door PROPERLY this time, I get her on top of me again, this time on top of the toilet seat, we're fucking for like 10 mins, and I hear this awful cracking noise beneath me, I stand up and low and behold the toilet seat had broken.... Fair enough, Why should I care? Next up, security starts banging at the door, we look at one another in panic. Quickly, quickly, quickly get dressed, fuuuuck.
Sweet, Im dressed, now what the fuck did I do with that condom? I try to think but in the confusion of the angry shouts on the other end of the door, I prepare instead to face the music/overgrown fists of a security guard. I open the door and get all sorts of outraged babble as the man from before stands with his hands by his hips. Naturally at 16 years of age, my first thought is to be like "What!? That's bullshit, we weren't having sex". Poor move son. The security man points out that my trousers are on inside out to and points towards one of my etnies where a bloodied remainder of what I assumed was a condom lay hanging over the edge of my shoe. Needless to say we were quickly removed from the premises where I then had to listen to my girlfriend bitch at me for not telling her someone had walked in.
My only defense was "You didnt tell me you were on your period"
Good times.

Another bad one was with the same girl actually, I used to stay in my grannies house when me parents would go on holidays and shit.
So I would have her house free every friday night when she went to Bingo. So Im again fucking this girl when I think I hear the front door close, I wait a second, and no noises are heard...just keep going. Seconds later my granny opens the door to see her grandsons ass pumping into his underage girlfriend ON HER DINING TABLE may I add. She leaves without a word and we pull up those trousers faster than they came down. I run out and apologise profusely, she laughs it off when my girlfriend leaves, tail between her legs.
Gotta keep in mind though my granny is pretty awesome, she used to grow weed for me.




Hold the fuck up. . . . .Oisin?
Title: Re: Awkward Sexual Experiences
Post by: snickers on October 06, 2010, 06:53:48 PM
My girl was giving me a blowie while she was taking a piss and she choked and sprayed all over my legs. She kinda just smiled at me and finished her job.
She's a keeper.
Title: Re: Awkward Sexual Experiences
Post by: CyaLaterByeBye on October 12, 2010, 08:00:30 PM
this happened to me a few years back. not that crazy or awkward, but still weird. i was with this girl for a couple months, and our entire relationship consisted of sex and alcohol only.?  in fact, the first time we hooked up (and the first time we met), we were both so drunk that the following morning, between the two of us we couldn't figure out how we got to my place, and spent literally three hours searching for my car before finding it. not my proudest moment. and of course I didn't wrap it up. just a night full of good decisions. anyways, a couple weeks later, we're at my house again, and again we're falling-over drunk. we'd been fucking for what seemed like hours and I was getting bored/tired/ready to pass out. i ask here if she's ready to finish, and while still thrusting, she drops her voice an octave and demonically grumbles "Finish Him" and then sorta half-giggled.?  through my inebriated state I formed one coherent thought : "did this girl seriously just reference mortal kombat during sex?" what the fuck.?  then I ripped her head off and shouted "FATALITY!"?  only kidding, but the rest is true.? 

The best kind of relationships. My last two have been like that... When it gets too serious it's usually not too hard to break things off.


Good story, that last line had me pissing myself!
Title: Re: Awkward Sexual Experiences
Post by: Jay E-Quails on October 13, 2010, 11:27:43 PM
these stories are soo intriguing!
ok sooooo...
the other day, me and my female friend of 4 years were volunteering, amongst other high schoolers, to decorate for homecoming. a couple hours into it, we decided to rest near a set of stairs. we then began to play wrestle as she tried to remove my glasses. after an estimated 4 minutes of tumbling around the floor, she sat up on top of me and laid her hand on my crotch. i became excited and my fellow class mates were very aware.. :-[ in a sudden act of embarassment, i sat up and began to passionately kiss my best friend. she accepted and we kissed for a decent amount of time until i felt the attention had moved else where. this event has left me in the happiest relationship i've ever had!
I saw you in a teen romance movie
Title: Re: Awkward Sexual Experiences
Post by: finknoos on October 14, 2010, 07:58:06 AM
A few years ago I nailed a girl I met at some bar. Stumbled to her place and thought things were vaguely familiar, but just figured it was one of those Life-repeat dejavu moments. Next morning I realized how I knew the place. A friend of mine pointed out her house and said that's where his new girl lived. A few weeks later both of them met up with me and some people at small diner, and I sat directly across from her. Fast forward to now, they're engaged and she calls me when he's out of town to try to get me over. When I don't she usually breaks into tears and swears we can't ever tell anybody. It's more hillarious than anything actually. She was not good enough to risk a repeat.

Dude thats your mate shes engaged to, tell him to get the fuck outta there!!!
Title: Re: Awkward Sexual Experiences
Post by: jerry seinfeld on October 14, 2010, 11:59:54 AM
Well this one time...I'm not sure how you pronounce it...I believe it's menage a trois......

We decided to wear costumes, I wore my superman suit.

Faster than a speeding bullet.
Title: Re: Awkward Sexual Experiences
Post by: burm on October 15, 2010, 05:43:50 AM
Expand Quote
A few years ago I nailed a girl I met at some bar. Stumbled to her place and thought things were vaguely familiar, but just figured it was one of those Life-repeat dejavu moments. Next morning I realized how I knew the place. A friend of mine pointed out her house and said that's where his new girl lived. A few weeks later both of them met up with me and some people at small diner, and I sat directly across from her. Fast forward to now, they're engaged and she calls me when he's out of town to try to get me over. When I don't she usually breaks into tears and swears we can't ever tell anybody. It's more hillarious than anything actually. She was not good enough to risk a repeat.
[close]

Dude thats your mate shes engaged to, tell him to get the fuck outta there!!!

For sure, if you're his friend, act like it
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on October 15, 2010, 07:38:16 AM
Isn't my job to educate the dude. Like all men, he'll find out for himself if the chick doesn't change her ways. All I can do is my own shit.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on October 15, 2010, 07:40:14 AM
Isn't my job to educate the dude. Like all men, he'll find out for himself if the chick doesn't change her ways. All I can do is my own shit.

If theyre engaged and shes hardcore hitting on you, at least tell him what shes doing, shes a slut cancel the wedding!!

NEVER let your boy marry a ho
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on October 15, 2010, 08:04:19 AM
He's a friend of mine. He's not super close though. I don't encourage this chick, I tell her no when she does. If she does this with me, she does with others too. He'll find out one way or another. I'll talk with him about it this weekend and see how he does with it. Im pretty sure those two aren't making it to the alter aside from this shit.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on November 11, 2010, 11:09:26 AM
I refuse to let this thread linger in purgatory.
Title: Re: Awkward Sexual Experiences
Post by: alrightythen on November 11, 2010, 11:21:39 AM
why thank you, please get some updates, i know some of you out there has had something awkward happen since mid october
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on November 11, 2010, 03:51:17 PM
My girl's 13 year old sister walked in on us fucking in the closet last sunday. all she did was ask why we were in the closet then shut the door when i said "It's someplace new."
Title: Re: Awkward Sexual Experiences
Post by: MrDreamPop on November 11, 2010, 08:33:03 PM
nothing's happened to me, but that is not the case for this guy http://joeljohnson.com/2010/why-im-funny (http://joeljohnson.com/2010/why-im-funny)
Title: Re: Awkward Sexual Experiences
Post by: john04o8 on November 11, 2010, 08:38:27 PM
fuckin' on my grandma's couch
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on November 12, 2010, 12:46:08 AM
had a close call with herpes a few weeks back. I should have known she was a skank when she wanted to fuck in golden gate park. Luckily i had too much liqour to get it up, saved by whiskey dick.
Title: Re: Awkward Sexual Experiences
Post by: TheFreshSC on November 12, 2010, 11:29:34 AM
nothing's happened to me, but that is not the case for this guy http://joeljohnson.com/2010/why-im-funny (http://joeljohnson.com/2010/why-im-funny)

oh man. just.. wow
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on November 12, 2010, 12:40:50 PM
had a close call with herpes a few weeks back. I should have known she was a skank when she wanted to fuck in golden gate park. Luckily i had too much liqour to get it up, saved by whiskey dick.
Sometimes you put your cock in fate's hands and hope she keeps it out of harms way. You sir, are a lucky dude.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on November 12, 2010, 04:07:20 PM
Expand Quote
nothing's happened to me, but that is not the case for this guy http://joeljohnson.com/2010/why-im-funny (http://joeljohnson.com/2010/why-im-funny)
[close]

oh man. just.. wow

Good god...that is an intense story
Title: Re: Awkward Sexual Experiences
Post by: FrenchFriedClownFingers on November 14, 2010, 11:28:34 AM
I told one on here awhile back a bout how my dad walked in on me eating out my gf at the time, he as was all "hey son you want a ooooooooo" and like did this back peddle out of the room, he had came to see if I wanted a slice of pizza but he didnt know I already had a slice.


Then one time much later when i was 17 there was this girl, She was from pennsylvania. I met her on a camping trip. I knew I had to fuck her. She was a bombshell. so anyways I somehow managed to get them all over to my pad for some drinking. She was over with her man, his friend, my 2 friends and my dad, who helped me out with the situation. Anyways we all were getting drunk but not too bad, her bf decides to go pass out in his car, bad idea, cause as soon as he left, she stuck her tongue down my throat and we proceed to tear each others clothes off, what was cool about it was she asked me right in the middle of fucking her if She could put my dick in her ass, that was a first. then she insisted that I duct tape her hands behind her back and yeah needless to say she wound up staying with me for like a week or so just for fucking. the weird part was when she tried to give me a rim job. it felt as if a slug had been well placed on my ass. then she flew back to pa sometime after that and never heard from her again.

the lesson here folks? Silence is golden, But duct Tape is silver
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on November 14, 2010, 01:11:04 PM
Expand Quote
Expand Quote
nothing's happened to me, but that is not the case for this guy http://joeljohnson.com/2010/why-im-funny (http://joeljohnson.com/2010/why-im-funny)
[close]

oh man. just.. wow
[close]

Good god...that is an intense story
fuck. that's a new level of gnarly
Title: Re: Awkward Sexual Experiences
Post by: Smurph on November 14, 2010, 01:36:17 PM
I told one on here awhile back a bout how my dad walked in on me eating out my gf at the time, he as was all "hey son you want a ooooooooo" and like did this back peddle out of the room, he had came to see if I wanted a slice of pizza but he didnt know I already had a slice.


Then one time much later when i was 17 there was this girl, She was from pennsylvania. I met her on a camping trip. I knew I had to fuck her. She was a bombshell. so anyways I somehow managed to get them all over to my pad for some drinking. She was over with her man, his friend, my 2 friends and my dad, who helped me out with the situation. Anyways we all were getting drunk but not too bad, her bf decides to go pass out in his car, bad idea, cause as soon as he left, she stuck her tongue down my throat and we proceed to tear each others clothes off, what was cool about it was she asked me right in the middle of fucking her if She could put my dick in her ass, that was a first. then she insisted that I duct tape her hands behind her back and yeah needless to say she wound up staying with me for like a week or so just for fucking. the weird part was when she tried to give me a rim job. it felt as if a slug had been well placed on my ass. then she flew back to pa sometime after that and never heard from her again.

the lesson here folks? Silence is golden, But duct Tape is silver
I'm not goint to lie. I remember you posting some incoherent bullshit on here about two months ago that for some reason I always remember everytime you post something.

This has now changed, I will now remember this post instead; two straight up hammers in your post.
Title: Re: Awkward Sexual Experiences
Post by: GISM on November 14, 2010, 02:33:20 PM
Fictional but a good read http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html (http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html)
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on November 14, 2010, 03:15:52 PM
Fictional but a good read http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html (http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html)
Really good read, thanks!! Is there something true about the rats in NYC after 9/11?
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on November 16, 2010, 08:21:32 AM
by Chuck Palahniuk

Printed in Playboy magazine
March 2004

Inhale.

Take in as much air as you can.

This story should last about as long as you can hold your breath, and then just a little bit longer. So listen as fast as you can.

A friend of mine, when he was thirteen years old he heard about "pegging." This is when a guy gets banged up the butt with a dildo. Stimulate the prostate gland hard enough, and the rumor is you can have explosive hands-free orgasms. At that age, this friend's a little sex maniac. He's always jonesing for a better way to get his rocks off. He goes out to buy a carrot and some petroleum jelly. To conduct a little private research. Then he pictures how it's going to look at the supermarket checkstand, the lonely carrot and petroleum jelly rolling down the conveyer belt toward the grocery store cashier. All the shoppers waiting in line, watching. Everyone seeing the big evening he has planned.

So, my friend, he buys milk and eggs and sugar and a carrot, all the ingredients for a carrot cake. And Vaseline.

Like he's going home to stick a carrot cake up his butt.

At home, he whittles the carrot into a blunt tool. He slathers it with grease and grinds his ass down on it. Then, nothing. No orgasm. Nothing happens except it hurts.

Then, this kid, his mom yells it's suppertime. She says to come down, right now.

He works the carrot out and stashes the slippery, filthy thing in the dirty clothes under his bed.

After dinner, he goes to find the carrot and it's gone. All his dirty clothes, while he ate dinner, his mom grabbed them all to do laundry. No way could she not find the carrot, carefully shaped with a paring knife from her kitchen, still shiny with lube and stinky.

This friend of mine, he waits months under a black cloud, waiting for his folks to confront him. And they never do. Ever. Even now he's grown up, that invisible carrot hangs over every Christmas dinner, every birthday party. Every Easter egg hunt with his kids, his parents' grandkids, that ghost carrot is hovering over all of them.

That something too awful to name.

People in France have a phrase: "Spirit of the Stairway." In French: Esprit de l'escalier. It means that moment when you find the answer, but it's too late. Say you're at a party and someone insults you. You have to say something. So under pressure, with everybody watching, you say something lame. But the moment you leave the party?As you start down the stairway, then -- magic. You come up with the perfect thing you should've said. The perfect crippling put-down.

That's the Spirit of the Stairway.

The trouble is even the French don't have a phrase for the stupid things you actually do say under pressure. Those stupid, desperate things you actually think or do.

Some deeds are too low to even get a name. Too low to even get talked about.

Looking back, kid-psych experts, school counselors now say that most of the last peak in teen suicide was kids trying to choke while they beat off. Their folks would find them, a towel twisted around the kid's neck, the towel tied to the rod in their bedroom closet, the kid dead. Dead sperm everywhere. Of course the folks cleaned up. They put some pants on their kid. They made it look? better. Intentional at least. The regular kind of sad, teen suicide.

Another friend of mine, a kid from school, his older brother in the Navy said how guys in the Middle East jack off different than we do here. This brother was stationed in some camel country where the public market sells what could be fancy letter openers. Each fancy tool is just a thin rod of polished brass or silver, maybe as long as your hand, with a big tip at one end, either a big metal ball or the kind of fancy carved handle you'd see on a sword. This Navy brother says how Arab guys get their dick hard and then insert this metal rod inside the whole length of their boner. They jack off with the rod inside, and it makes getting off so much better. More intense.

It's this big brother who travels around the world, sending back French phrases. Russian phrases. Helpful jack-off tips.

After this, the little brother, one day he doesn't show up at school. That night, he calls to ask if I'll pick up his homework for the next couple weeks. Because he's in the hospital.

He's got to share a room with old people getting their guts worked on. He says how they all have to share the same television. All he's got for privacy is a curtain. His folks don't come and visit. On the phone, he says how right now his folks could just kill his big brother in the Navy.

On the phone, the kid says how -- the day before -- he was just a little stoned. At home in his bedroom, he was flopped on the bed. He was lighting a candle and flipping through some old porno magazines, getting ready to beat off. This is after he's heard from his Navy brother. That helpful hint about how Arabs beat off. The kid looks around for something that might do the job. A ball-point pen's too big. A pencil's too big and rough. But dripped down the side of the candle, there's a thin, smooth ridge of wax that just might work. With just the tip of one finger, this kid snaps the long ridge of wax off the candle. He rolls it smooth between the palms of his hands. Long and smooth and thin.

Stoned and horny, he slips it down inside, deeper and deeper into the piss slit of his boner. With a good hank of the wax still poking out the top, he gets to work.

Even now, he says those Arab guys are pretty damn smart. They've totally re-invented jacking off. Flat on his back in bed, things are getting so good, this kid can't keep track of the wax. He's one good squeeze from shooting his wad when the wax isn't sticking out anymore.

The thin wax rod, it's slipped inside. All the way inside. So deep inside he can't even feel the lump of it inside his piss tube.

From downstairs, his mom shouts it's suppertime. She says to come down, right now. This wax kid and the carrot kid are different people, but we all live pretty much the same life.

It's after dinner when the kid's guts start to hurt. It's wax so he figured it would just melt inside him and he'd pee it out. Now his back hurts. His kidneys. He can't stand straight.

This kid talking on the phone from his hospital bed, in the background you can hear bells ding, people screaming. Game shows.

The X-rays show the truth, something long and thin, bent double inside his bladder. This long, thin V inside him, it's collecting all the minerals in his piss. It's getting bigger and more rough, coated with crystals of calcium, it's bumping around, ripping up the soft lining of his bladder, blocking his piss from getting out. His kidneys are backed up. What little that leaks out his dick is red with blood.

This kid and his folks, his whole family, them looking at the black X-ray with the doctor and the nurses standing there, the big V of wax glowing white for everybody to see, he has to tell the truth. The way Arabs get off. What his big brother wrote him from the Navy.

On the phone, right now, he starts to cry.

They paid for the bladder operation with his college fund. One stupid mistake, and now he'll never be a lawyer.

Sticking stuff inside yourself. Sticking yourself inside stuff. A candle in your dick or your head in a noose, we knew it was going to be big trouble.

What got me in trouble, I called it Pearl Diving. This meant whacking off underwater, sitting on the bottom at the deep end of my parents' swimming pool. With one deep breath, I'd kick my way to the bottom and slip off my swim trucks. I'd sit down there for two, three, four minutes.

Just from jacking off, I had huge lung capacity. If I had the house to myself, I'd do this all afternoon. After I'd finally pump out my stuff, my sperm, it would hang there in big, fat, milky gobs.

After that was more diving, to catch it all. To collect it and wipe each handful in a towel. That's why it was called Pearl Diving. Even with chlorine, there was my sister to worry about. Or, Christ almighty, my Mom.

That used to be my worst fear in the world: my teenage virgin sister, thinking she's just getting fat, then giving birth to a two-headed person baby. Both heads looking just like me. Me, the father AND the uncle.

In the end, it's never what you worry about that gets you.

The best part of Pearl Diving was the inlet port for the swimming pool filter and the circulation pump. The best part was getting naked and sitting on it.

As the French would say: Who doesn't like getting their butt sucked?

Still, one minute you're just a kid getting off, and the next minute you'll never be a lawyer.

One minute, I'm settling on the pool bottom, and the sky is wavy, light blue through eight feet of water above my head. The world is silent except for the heartbeat in my ears. My yellow-striped swim trunks are looped around my neck for safe keeping, just in case a friend, a neighbor, anybody shows up to ask why I skipped football practice. The steady suck of the pool inlet hole is lapping at me and I'm grinding my skinny white ass around on that feeling.

One minute, I've got enough air, and my dick's in my hand. My folks are gone at their work and my sister's got ballet. Nobody's supposed to be home for hours.

My hand brings me right to getting off, and I stop. I swim up to catch another big breath. I dive down and settle on the bottom.

I do this again and again.

This must be why girls want to sit on your face. The suction is like taking a dump that never ends. My dick hard and getting my butt eaten out, I do not need air. My heartbeat in my ears, I stay under until bright stars of light start worming around in my eyes. My legs straight out, the back of each knee rubbed raw against the concrete bottom. My toes are turning blue, my toes and fingers wrinkled from being so long in the water.

And then I let it happen. The big white gobs start spouting. The pearls.

It's then I need some air. But when I go to kick off against the bottom, I can't. I can't get my feet under me. My ass is stuck.

Emergency paramedics will tell you that every year about 150 people get stuck this way, sucked by a circulation pump. Get your long hair caught, or your ass, and you're going to drown. Every year, tons of people do. Most of them in Florida.

People just don't talk about it. Not even French people talk about EVERYTHING.

Getting one knee up, getting one foot tucked under me, I get to half standing when I feel the tug against my butt. Getting my other foot under me, I kick off against the bottom. I'm kicking free, not touching the concrete, but not getting to the air, either.

Still kicking water, thrashing with both arms, I'm maybe halfway to the surface but not going higher. The heartbeat inside my head getting loud and fast.

The bright sparks of light crossing and criss-crossing my eyes, I turn and look back? but it doesn't make sense. This thick rope, some kind of snake, blue-white and braided with veins has come up out of the pool drain and it's holding onto my butt. Some of the veins are leaking blood, red blood that looks black underwater and drifts away from little rips in the pale skin of the snake. The blood trails away, disappearing in the water, and inside the snake's thin, blue-white skin you can see lumps of some half-digested meal.

That's the only way this makes sense. Some horrible sea monster, a sea serpent, something that's never seen the light of day, it's been hiding in the dark bottom of the pool drain, waiting to eat me.

So? I kick at it, at the slippery, rubbery knotted skin and veins of it, and more of it seems to pull out of the pool drain. It's maybe as long as my leg now, but still holding tight around my butthole. With another kick, I'm an inch closer to getting another breath. Still feeling the snake tug at my ass, I'm an inch closer to my escape.

Knotted inside the snake, you can see corn and peanuts. You can see a long bright-orange ball. It's the kind of horse-pill vitamin my Dad makes me take, to help put on weight. To get a football scholarship. With extra iron and omega-three fatty acids.

It's seeing that vitamin pill that saves my life.

It's not a snake. It's my large intestine, my colon pulled out of me. What doctors call, prolapsed. It's my guts sucked into the drain.

Paramedics will tell you a swimming pool pump pulls 80 gallons of water every minute. That's about 400 pounds of pressure. The big problem is we're all connected together inside. Your ass is just the far end of your mouth. If I let go, the pump keeps working - unraveling my insides -- until it's got my tongue. Imagine taking a 400-pound shit, and you can see how this might turn you inside out.

What I can tell you is your guts don't feel much pain. Not the way your skin feels pain. The stuff you're digesting, doctor's call it fecal matter. Higher up is chyme, pockets of a thin runny mess studded with corn and peanuts and round green peas.

That's all this soup of blood and corn, shit and sperm and peanuts floating around me. Even with my guts unraveling out my ass, me holding onto what's left, even then my first want is to somehow get my swimsuit back on.

God forbid my folks see my dick.

My one hand holding a fist around my ass, my other hand snags my yellow-striped swim trunks and pulls them from around my neck. Still, getting into them is impossible.

You want to feel your intestines, go buy a pack of those lamb-skin condoms. Take one out and unroll it. Pack it with peanut butter. Smear it with petroleum jelly and hold it under water. Then, try to tear it. Try to pull it in half. It's too tough and rubbery. It's so slimy you can't hold on.

A lamb-skin condom, that's just plain old intestine.

You can see what I'm up against.

You let go for a second, and you're gutted.

You swim for the surface, for a breath, and you're gutted.

You don't swim, and you drown.

It's a choice between being dead right now or a minute from right now.

What my folks will find after work is a big naked fetus, curled in on itself. Floating in the cloudy water of their backyard pool. Tethered to the bottom by a thick rope of veins and twisted guts. The opposite of a kid hanging himself to death while he jacks off. This is the baby they brought home from the hospital thirteen years ago. Here's the kid they hoped would snag a football scholarship and get an MBA. Who'd care for them in their old age. Here's all their hopes and dreams. Floating here, naked and dead. All around him, big milky pearls of wasted sperm.

Either that or my folks will find me wrapped in a bloody towel, collapsed halfway from the pool to the kitchen telephone, the ragged, torn scrap of my guts still hanging out the leg of my yellow-striped swim trunks.

What even the French won't talk about.

That big brother in the Navy, he taught us one other good phrase. A Russian phrase. The way we say: "I need that like I need a hole in my head?" Russian people say: "I need that like I need teeth in my asshole?"

Mne eto nado kak zuby v zadnitse

Those stories about how animals caught in a trap will chew off their leg, well, any coyote would tell you a couple bites beats the hell out of being dead.

Hell? even if you're Russian, some day you just might want those teeth.

Otherwise, what you have to do is -- you have to twist around. You hook one elbow behind your knee and pull that leg up into your face. You bite and snap at your own ass. You run out of air, and you will chew through anything to get that next breath.

It's not something you want to tell a girl on the first date. Not if you expect a kiss good night.

If I told you how it tasted, you would never, ever again eat calamari.

It's hard to say what my parents were more disgusted by: how I'd got in trouble or how I'd saved myself. After the hospital, my Mom said, "You didn't know what you were doing, honey. You were in shock." And she learned how to cook poached eggs.

All those people grossed out or feeling sorry for me?

I need that like I need teeth in my asshole.

Nowadays, people always tell me I look too skinny. People at dinner parties get all quiet and pissed off when I don't eat the pot roast they cooked. Pot roast kills me. Baked ham. Anything that hangs around inside my guts for longer than a couple hours, it comes out still food. Home-cooked lima beans or chunk light tuna fish, I'll stand up and find it still sitting there in the toilet.

After you have a radical bowel resectioning, you don't digest meat so great. Most people, you have five feet of large intestine. I'm lucky to have my six inches. So I never got a football scholarship. Never got an MBA. Both my friends, the wax kid and the carrot kid, they grew up, got big, but I've never weighed a pound more than I did that day when I was thirteen.

Another big problem was my folks paid a lot of good money for that swimming pool. In the end my Dad just told the pool guy it was a dog. The family dog fell in and drowned. The dead body got pulled into the pump. Even when the pool guy cracked open the filter casing and fished out a rubbery tube, a watery hank of intestine with a big orange vitamin pill still inside, even then, my Dad just said, "That dog was fucking nuts."

Even from my upstairs bedroom window, you could hear my Dad say, "We couldn't trust that dog alone for a second?"

Then my sister missed her period.

Even after they changed the pool water, after they sold the house and we moved to another state, after my sister's abortion, even then my folks never mentioned it again.

Ever.

That is our invisible carrot.

You. Now you can take a good, deep breath.

I still have not.

End


Title: Re: Awkward Sexual Experiences
Post by: Bobbito on November 16, 2010, 08:39:01 AM
Read the above a while back. I heard it was written by the same dude who wrote the story for Fight Club or something?
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on November 16, 2010, 08:51:38 AM
Yeah, he's a pretty good writer, bit too fond of shock art though
Title: Re: Awkward Sexual Experiences
Post by: nice weather on November 16, 2010, 12:33:44 PM
while reheating it in the kitchen, I would've never thought I'd end up not finishing that fajita wrap.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on November 16, 2010, 05:06:37 PM
As I was reading that, all I could think of was that if I ever have a son, one day I'm going to have to have a conversation about this sort of thing and I don't know how I'll make my kid sit there while I say this crazy shit. But I'd rather weird my son out for a few years than have him dead in a pool trailing his intestines.
Title: Re: Awkward Sexual Experiences
Post by: Lordata on November 16, 2010, 09:56:47 PM
Fictional but a good read http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html (http://miraclejones.blogspot.com/2010/10/how-to-get-laid-for-zero-dollars-and.html)

That was pretty good. The story by Chuck Palahniuk, however, almost made me sick. fuck that was disgusting
Title: Re: Awkward Sexual Experiences
Post by: heckler on November 16, 2010, 10:05:17 PM
I'm not reading any links after reading that Palahniuk story. What the fuck.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on November 17, 2010, 12:00:11 AM
too drunk to do shit.  i dont even know what thread im in, but i just cant believe it.
Title: Re: Awkward Sexual Experiences
Post by: burm on November 19, 2010, 10:15:47 AM
Palahniuk is great. He said that he's been reading that story out loud in public a lot (it was in his book Haunted, which might be made into a movie according to wikipedia) and that every time at least one man (only men) faints, and they all do it at the precise moment when he mentions the corn.
Title: Re: Awkward Sexual Experiences
Post by: Austin on January 01, 2011, 12:02:03 AM
I got Cock Blocked by this bitch.
Title: Re: Awkward Sexual Experiences
Post by: alrightythen on January 01, 2011, 09:44:54 AM
Austin, this is the wrong thread for your random posts
Title: Re: Awkward Sexual Experiences
Post by: Lordata on January 01, 2011, 12:03:39 PM
Austin, this is the wrong thread for your random posts
yeah, shut your shit, worst poster of 2010. I hope we don't get someone worse this new year.

these things are supposed to be longer than a short sentence anyway.
Title: Re: Awkward Sexual Experiences
Post by: GISM on January 04, 2011, 09:39:28 AM
Completely forgot about this til recent. I was sixteen and took this girl to the fair. We do fair shit for a while and leave for the car. Outside the gates is a dark neighborhood without many street lights. Stuff happens and now I'm fingerblasting through the bottom of her short shorts, still walking to the car. Wasn't an awkward experience at all but the way we were walking was.
Title: Re: Awkward Sexual Experiences
Post by: GISM on January 06, 2011, 05:47:41 AM
Double post I guess. In the back of a girl's car. After hanky pank she wants to give head. She's going at it and I'm pushing her head down farther and farther. Suddenly I feel this warm wet sensation. It takes me a minute to snap back and take in the situation: It wasn't me and she puked on my unit. There was a horrifying pause and a silence that stopped time. In the dim light we see it's clear. No smell, no chunks, nothing resembling vomit. We exchange relieved comments of "What the hell is that?" and laugh it off. I start wiping it up with a shirt but she stops me, uses it as lube and keeps going. Trooper.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 06, 2011, 07:38:10 AM
Double post I guess. In the back of a girl's car. After hanky pank she wants to give head. She's going at it and I'm pushing her head down farther and farther. Suddenly I feel this warm wet sensation. It takes me a minute to snap back and take in the situation: It wasn't me and she puked on my unit. There was a horrifying pause and a silence that stopped time. In the dim light we see it's clear. No smell, no chunks, nothing resembling vomit. We exchange relieved comments of "What the hell is that?" and laugh it off. I start wiping it up with a shirt but she stops me, uses it as lube and keeps going. Trooper.

marry her. now.
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on January 06, 2011, 09:50:15 AM
i fucked a chick while watching the room a few weeks back....
Title: Re: Awkward Sexual Experiences
Post by: mandibleclaw on January 06, 2011, 01:01:00 PM
i fucked a chick while watching the room a few weeks back....

were you tearing her apart?  ....lisa?
Title: Re: Awkward Sexual Experiences
Post by: justis14 on January 06, 2011, 05:24:45 PM
through up and then made out with a chick that watched me throw up...












shit was so cash
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on January 06, 2011, 06:12:29 PM
Expand Quote
i fucked a chick while watching the room a few weeks back....
[close]

were you tearing her apart?  ....lisa?

anything for my princess!
Title: Re: Awkward Sexual Experiences
Post by: EricLogan on January 06, 2011, 07:18:38 PM
When I was 5 or 6, while foraging for christmas presents I stumbled upon my dad's Playboy collection in his room on that upper shelf above where your shirt hanger is. Being a good friend, I chose to share the wealth, and next time I saw my buddy, this next door neighbor kid named O'Dell, I told him about said treasures. We snuck into my house and made our way downstairs to my parents room, and fanned out all of the playboys on their bed. O'Dell and I had then went through the selection, and set out our personal favorites, and then for some reason opened the centerfolds, layed them down on the bed, pulled our pants down to our knees and began smearing our limp, sweaty little 6 year old cocks all over the centerfolds. This went on for a little while before the jig was up. My mom came in to witness the ghastly visage. Whilst getting my ass handed to me, my buddy narrowly escaped.

I also gave the back cover of the vhs sleeve for Roger Rabbit the same treatment, but spacifically rubbing my nuts all over Jessica Rabbit.

I think this Playboy scenerio was the first of my many attempts at fucking inanimate things, or maybe this is the first moment I began actually remembering things.
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on January 06, 2011, 07:53:54 PM
When I was 5 or 6, while foraging for christmas presents I stumbled upon my dad's Playboy collection in his room on that upper shelf above where your shirt hanger is. Being a good friend, I chose to share the wealth, and next time I saw my buddy, this next door neighbor kid named O'Dell, I told him about said treasures. We snuck into my house and made our way downstairs to my parents room, and fanned out all of the playboys on their bed. O'Dell and I had then went through the selection, and set out our personal favorites, and then for some reason opened the centerfolds, layed them down on the bed, pulled our pants down to our knees and began smearing our limp, sweaty little 6 year old cocks all over the centerfolds. This went on for a little while before the jig was up. My mom came in to witness the ghastly visage. Whilst getting my ass handed to me, my buddy narrowly escaped.

I also gave the back cover of the vhs sleeve for Roger Rabbit the same treatment, but spacifically rubbing my nuts all over Jessica Rabbit.

I think this Playboy scenerio was the first of my many attempts at fucking inanimate things, or maybe this is the first moment I began actually remembering things.


Aha, Freudian much.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 06, 2011, 08:23:51 PM
Eric Logan speaking up for the child(pervert) in all of us.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 07, 2011, 11:38:36 AM
My first girlfriend made me roar each time after i nutted. The first time was just strange. I was going and just busted and awkwardly looked down and said "roar?" after a while i got used to it and add some showmanship to it but it was just awkward the first time.

My most recent ex didn't tell me she was on her period. imagine my surprise when i pull my dick out and there's blood all over it. That still didn't stop me the other times though.

Another time i was having sex with this girl, and out of nowhere she said "Fuck me Nigger!" I later found out she was dating someone that i knew. we had been fuck buddies for a month before i found this out.



Title: Re: Awkward Sexual Experiences
Post by: gmgscigmgsci on January 07, 2011, 03:48:18 PM
I just remember my tongue stumbling upon the wrong hole during a 69
Title: Re: Awkward Sexual Experiences
Post by: jack burton on January 07, 2011, 05:51:19 PM
^ The vagina?
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on January 07, 2011, 08:15:43 PM
I just remember my tongue stumbling upon the wrong hole during a 69

no such thing...i don't get it.
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on January 10, 2011, 10:24:06 PM
dick hole? i just dont get how you can suck your own dick while trying to 69
Title: Re: Awkward Sexual Experiences
Post by: oldcasual on January 10, 2011, 11:14:46 PM
through up and then made out with a chick that watched me throw up...


This happend once, was talking with her, started hurling into a fountain, someone said there were fish in there, then the next thing I know we're makin out. I need to be a dick more cause I'm always nice and that don't get a man nowheres
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on January 11, 2011, 08:09:08 AM
The girl I was seeing towards the end of summer decided to come to town for her bf's birthday. After some drinks and her bf going home early, we somehow ended up at her buddy's house. To make a long story short, we fucked on some sofa cushions set up on the floor and then I had to nut off into an empty beer bottle. The beer bottle part was the awkward part.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 11, 2011, 08:18:42 AM
The girl I was seeing towards the end of summer decided to come to town for her bf's birthday. After some drinks and her bf going home early, we somehow ended up at her buddy's house. To make a long story short, we fucked on some sofa cushions set up on the floor and then I had to nut off into an empty beer bottle. The beer bottle part was the awkward part.

HAHAHAHAHAHAHAHAHAHA you left that part out earlier. Did you get it all in? 'Cause that'd be some precision gunslinging.
Title: Re: Awkward Sexual Experiences
Post by: Mein Fuhrer! I can walk! on January 11, 2011, 08:22:53 AM
Expand Quote
The girl I was seeing towards the end of summer decided to come to town for her bf's birthday. After some drinks and her bf going home early, we somehow ended up at her buddy's house. To make a long story short, we fucked on some sofa cushions set up on the floor and then I had to nut off into an empty beer bottle. The beer bottle part was the awkward part.
[close]

HAHAHAHAHAHAHAHAHAHA you left that part out earlier. Did you get it all in? 'Cause that'd be some precision gunslinging.

I hope you tried to shoot in from a distance, would multiply the radness of that situation
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on January 11, 2011, 09:31:04 AM
Expand Quote
Expand Quote
The girl I was seeing towards the end of summer decided to come to town for her bf's birthday. After some drinks and her bf going home early, we somehow ended up at her buddy's house. To make a long story short, we fucked on some sofa cushions set up on the floor and then I had to nut off into an empty beer bottle. The beer bottle part was the awkward part.
[close]

HAHAHAHAHAHAHAHAHAHA you left that part out earlier. Did you get it all in? 'Cause that'd be some precision gunslinging.
[close]

I hope you tried to shoot in from a distance, would multiply the radness of that situation
haha most of it went in. This is saying a lot because it was super late at night, I was drunk, and I'm basically blind without my glasses on especially in the dark. That'd be an amazing feat to do it from a distance! Reminds me of another story actually....

I was fucking this other girl from behind, kinda trying to rush the nut because I was gonna be late for work otherwise. This chick loved to get dirty so I told her straight up "I'm nutting on your ass" to which she responded with a moaned and muffled 'yes'. Pull out and (once again, glasses off = Bob blind) aim a little too high and it shoots out to the back of her neck.....then the next one a little lower....then finally get a few shots on her ass. While this is happening, I can't help but start cracking up while she's still bent over not knowing what to do in an effort to not get her hair in the nut. I was poorly containing my laugh for the following 10 minutes while getting dressed and walking out her door. There's so many stories with this girl it's hilarious haha I'll post another one real soon.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 12, 2011, 08:19:25 AM
She sounds like a definite winner? Got a pic of this champion so I can place a face to the story?
Title: Re: Awkward Sexual Experiences
Post by: Jack Klompis on January 12, 2011, 10:08:06 AM
there should be a preteen edition of this thread, cause you know everybody gets a little wierd in their youth......i definitely have multiple memories of making girls touch my dick through my pants on the school bus........and then one time getting in trouble for showing my dick to some girls in a 5th grade game of truth or dare by a their mother, who of course called to tell my parents, wasn't hangin out over there anymore.......
Title: Re: Awkward Sexual Experiences
Post by: TheFreshSC on January 12, 2011, 11:39:02 AM
She sounds like a definite winner? Got a pic of this champion so I can place a face to the story?
Title: Re: Awkward Sexual Experiences
Post by: Magic Pizza on January 12, 2011, 12:19:53 PM
there should be a preteen edition of this thread, cause you know everybody gets a little wierd in their youth......i definitely have multiple memories of making girls touch my dick through my pants on the school bus........and then one time getting in trouble for showing my dick to some girls in a 5th grade game of truth or dare by a their mother, who of course called to tell my parents, wasn't hangin out over there anymore.......

That reminds me of this time when I was maybe 5 or 6, I was in school and I left class to go to the bathroom. When I was in there looking at the mirror I realized that I could pull me pants and underwear down a little bit, then let the shirt I was wearing cover my exposed self (because the shirt went down to my knees almost.)

So for the rest of that day I would flash people when they had their back to me, I think it just made me feel free and liberated, but there was something erotic about it too, because I wanted the other kids to see me, but I just didn't want to get in trouble.
Title: Re: Awkward Sexual Experiences
Post by: BriDen on January 12, 2011, 01:15:26 PM
Expand Quote
there should be a preteen edition of this thread, cause you know everybody gets a little wierd in their youth......i definitely have multiple memories of making girls touch my dick through my pants on the school bus........and then one time getting in trouble for showing my dick to some girls in a 5th grade game of truth or dare by a their mother, who of course called to tell my parents, wasn't hangin out over there anymore.......
[close]

That reminds me of this time when I was maybe 5 or 6, I was in school and I left class to go to the bathroom. When I was in there looking at the mirror I realized that I could pull me pants and underwear down a little bit, then let the shirt I was wearing cover my exposed self (because the shirt went down to my knees almost.)

So for the rest of that day I would flash people when they had their back to me, I think it just made me feel free and liberated, but there was something erotic about it too, because I wanted the other kids to see me, but I just didn't want to get in trouble.

5 or 6? I did that just last week.
Title: Re: Awkward Sexual Experiences
Post by: GISM on March 14, 2011, 05:12:50 AM
...bump. I have nothing to contribute. May this thread never die.
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on March 14, 2011, 08:14:39 AM
I just remember my tongue stumbling upon the wrong hole during a 69

her ear?
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on March 14, 2011, 08:20:16 AM
Alright so...

this chick wanted to fool around in the back of my station wagon (the car i also used for delivering plants for my greenhouse job). We get kissin and move into the back, i folded the seats down.

It was after a grad party so i was not in the best of conditions, ya know.. So I made the terrible decision of going down on her. Her vag wasn't bad, trimmed up and didn't smell like a korean fish market.

Suddenly i have something in my mouth.. what the hell. Its fuzzy and hard - then i remembered I had some dried broom corn in the back of my car for work. I relaxed, pulled that thing out of my mouth.. and kept truckin.

Once again something else in my mouth.. poo chunk perhaps? Gross. I don't know what it was... but I then remembered i cleaned my car up after I delivered that broom corn. There wasn't and plant remainder in my vehicle, it was all poo remainder of her anus. How did it get to her va-jay-jay? I don't know.

Then the greatest thing happened to me.. a cop drove by with his search-light on, seein if anyone was around in our cars. Luckily we didn't get caught, but it gave me a great excuse to kick out the girl who doesn't wipe her poop chute.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on March 14, 2011, 08:31:28 AM
Alright so...

this chick wanted to fool around in the back of my station wagon (the car i also used for delivering plants for my greenhouse job). We get kissin and move into the back, i folded the seats down.

It was after a grad party so i was not in the best of conditions, ya know.. So I made the terrible decision of going down on her. Her vag wasn't bad, trimmed up and didn't smell like a korean fish market.

Suddenly i have something in my mouth.. what the hell. Its fuzzy and hard - then i remembered I had some dried broom corn in the back of my car for work. I relaxed, pulled that thing out of my mouth.. and kept truckin.

Once again something else in my mouth.. poo chunk perhaps? Gross. I don't know what it was... but I then remembered i cleaned my car up after I delivered that broom corn. There wasn't and plant remainder in my vehicle, it was all poo remainder of her anus. How did it get to her va-jay-jay? I don't know.

Then the greatest thing happened to me.. a cop drove by with his search-light on, seein if anyone was around in our cars. Luckily we didn't get caught, but it gave me a great excuse to kick out the girl who doesn't wipe her poop chute.

(http://www.magazine.ucla.edu/depts/quicktakes/evolutionary-disgust.jpg)
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 14, 2011, 09:45:52 AM
You sure you just weren't performing annalingus? Gotta be able to take a few mortor shots if you're gonna run through the trenches.
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on March 14, 2011, 05:38:47 PM
Alright so...

this chick wanted to fool around in the back of my station wagon (the car i also used for delivering plants for my greenhouse job). We get kissin and move into the back, i folded the seats down.

It was after a grad party so i was not in the best of conditions, ya know.. So I made the terrible decision of going down on her. Her vag wasn't bad, trimmed up and didn't smell like a korean fish market.

Suddenly i have something in my mouth.. what the hell. Its fuzzy and hard - then i remembered I had some dried broom corn in the back of my car for work. I relaxed, pulled that thing out of my mouth.. and kept truckin.

Once again something else in my mouth.. poo chunk perhaps? Gross. I don't know what it was... but I then remembered i cleaned my car up after I delivered that broom corn. There wasn't and plant remainder in my vehicle, it was all poo remainder of her anus. How did it get to her va-jay-jay? I don't know.

Then the greatest thing happened to me.. a cop drove by with his search-light on, seein if anyone was around in our cars. Luckily we didn't get caught, but it gave me a great excuse to kick out the girl who doesn't wipe her poop chute.

I call bullshit.
Corn is a shit stereotype.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 14, 2011, 05:54:13 PM
ive been with many vaginas and even explored the asshole and have never ever found anything aside from a string. gnarly, yes, but enough of a warning sign to avoid anything below the clit. chicks are pretty clean usually...you sure it was shit? did it taste like shit?

and along with the tasting like shit subject, you guys ever wonder if maybe it doesnt taste like it smells? sometimes food smells weird and tastes great. never eaten shit, so i guess ill never know.
Title: Re: Awkward Sexual Experiences
Post by: steve on March 14, 2011, 08:39:52 PM
ive been with many vaginas and even explored the asshole and have never ever found anything aside from a string. gnarly, yes, but enough of a warning sign to avoid anything below the clit. chicks are pretty clean usually...you sure it was shit? did it taste like shit?

and along with the tasting like shit subject, you guys ever wonder if maybe it doesnt taste like it smells? sometimes food smells weird and tastes great. never eaten shit, so i guess ill never know.
http://www.youtube.com/watch?v=3LAnmnS0-9g
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 14, 2011, 09:31:55 PM
One time in high school this girl wanted to get down, so we went to my house when my dad wasn't going to be home for a bit. Started goin at it.  Everything was fine and shit and we finished then we got dressed. We walk up stairs and my dad is standing in the kitchen with a shit eating grin on his face. We were embarrassed as fuck so she says an awkward hello, then pretty much runs out. There was about 2 minutes of me just standing in the kitchen with my dad. Him just sitting there eating a fucking apple, me just standing there not knowing what to do with my hands. When he hears her drive off he just stands up shakes his head walks to his room and goes to sleep........never spoke a word of it again.
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 14, 2011, 09:37:03 PM
Another time when I was about 14 my girlfriend (not the same girl as above post) at the time's mom was driving me home from a movie. Said girlfriend was wearing a skirt and whispers in my ear that she wants me to "Fingerfuck" her. I proceed with such request. When we pull up to my house her mom puts the car in park and turns the engine off. Turns around and says "Never disrespect my car like that again (In the angriest voice I have ever heard)......Have a nice night!(In cheery voice)" I never called her again and avoided her at school like the plague. She got pregnant from some dude 2 years later.
Title: Re: Awkward Sexual Experiences
Post by: GISM on March 14, 2011, 09:56:33 PM
^I used to do the same every time I got driven home by my girlfriend's parents when I was 15. I don't know how they never noticed because eau de vagina was definitely lingering by the time I was home. Same girl moved to an apartment. Her parents were never gone and we couldn't hide in the room so we'd be heavy petting and finger banging in the open around the corner from the parents watching tv.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 15, 2011, 09:24:21 AM
ive been with many vaginas and even explored the asshole and have never ever found anything aside from a string. gnarly, yes, but enough of a warning sign to avoid anything below the clit. chicks are pretty clean usually...you sure it was shit? did it taste like shit?

and along with the tasting like shit subject, you guys ever wonder if maybe it doesnt taste like it smells? sometimes food smells weird and tastes great. never eaten shit, so i guess ill never know.
It's not that bad.

Have any of you ever had sex with a girl while she was asleep? She was my girlfriend so it's alright, but one day i woke up with a boner and decided to just go for it. I hope i'm not alone in doing this.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on March 15, 2011, 10:50:21 AM
Expand Quote
ive been with many vaginas and even explored the asshole and have never ever found anything aside from a string. gnarly, yes, but enough of a warning sign to avoid anything below the clit. chicks are pretty clean usually...you sure it was shit? did it taste like shit?

and along with the tasting like shit subject, you guys ever wonder if maybe it doesnt taste like it smells? sometimes food smells weird and tastes great. never eaten shit, so i guess ill never know.
[close]
It's not that bad.

Have any of you ever had sex with a girl while she was asleep? She was my girlfriend so it's alright, but one day i woke up with a boner and decided to just go for it. I hope i'm not alone in doing this.
Your not alone, I've done it a few times.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 15, 2011, 05:05:38 PM
ive never done it. i want to a lot. i dont think my girl would be down but with her it fucking depends on the day. freak on tuesday prude on wednesday ya know? ive definitely woke up to her sucking my dick a few times...that rules except for having to focus on cumming and not peeing.
Title: Re: Awkward Sexual Experiences
Post by: pollutedvision on March 15, 2011, 06:17:40 PM
One time I got really really drunk off Jack Daniels and I was hooking up with two girls, when they pulled off my pants I wasnt hard, so one of them tried to jerk me off and get me hard, It wasnt happening. First time I ever experienced Whiskey dick, embarassing. Good thing I dont know any of you.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 15, 2011, 09:11:27 PM
One time I got really really drunk off Jack Daniels and I was hooking up with two girls, when they pulled off my pants I wasnt hard, so one of them tried to jerk me off and get me hard, It wasnt happening. First time I ever experienced Whiskey dick, embarassing. Good thing I dont know any of you.

Worst time to get whiskey dick, and I get it quite often. You gotta power through that shit when you got two women on your shit homie!
Title: Re: Awkward Sexual Experiences
Post by: tobey on March 15, 2011, 09:33:05 PM
i got one from last weekend

so me and this girl are guess "fuck buddies", we dont hook up we just fuck and then dont talk till the next week. well this weekend my friend and i went to this party in the city on the way back she hit me up and said wanna fuck?

so my friend is wasted and passed out in the car when im driving home with a couple of beers in me, so when i pick her up she notices that she cant sit in the passenger seat. me and her talk and says when are you droppin him off and i said i cant he has to crash at my place. she is bummed but im not.

i park somewhere close to my house and said ight lets do it, she looks at me and says im not fucking you while your friend is in the car, i pull my pants off and as soon as i do that she takes off her shirt and starts sucking my dick while im in the back seat and my friend is in the front seat. she goes down on me for like 5 minutes to get me hard and i look up and my friend is just looking at me in the weirdest/funniest fucking way ever. as soon as i see him i burst out laughing, she stops and saw him noticing us and right away puts her shirt back on and gets out of my car and walks home.

I look at my friend and he looks at me and we both just start laughing extremely hard and went back to my place and drank a couple more beers.
Title: Re: Awkward Sexual Experiences
Post by: skateboardnorth on March 15, 2011, 10:46:00 PM
My friend told me a really awkward one.  He picks me up one day to smoke a joint and seems all messed up.  I ask him what's up and he's like, dude the worst shit happened this weekend, and proceeds to tell me the story.  He was seeing this super hot blonde and finally had the chance to bang her,so they went at it for a bit and he noticed mid way through that the condom he was wearing was GONE.  He didn't know what to do so he banged her for awhile and then went home.  The next day he gets a call from her that was along the lines of "what the fuck!!  I pulled your condom out of my vagina this morning"  She was furious and broke up with him.  I felt bad for him because that situation would have been just as awkward if he had told her what happened during the sex.

Now one of my own:
I was dating this chick for about a month and all we did was fuck when we hung out.  She lived with her family, but had the entire basement apartment to herself.  So one morning after a full night of sex we are both sleeping naked only to wake up with her mom standing at the foot of the bed with the phone, which we didn't hear ring.  So the first time I met her mom I was naked with her daughter.  Later on when they talked she seemed cool about it, she said "at least he's cute".  It was awkward but awesome.

Title: Re: Awkward Sexual Experiences
Post by: fappingking on March 29, 2011, 03:42:31 AM
okay so heres mine

this was when i was like 13 or something anyway i was with my first like pretty serious girlfriend and my parents were out so i was going to sneak back to my house and meet her there she agreed to give me head so i was like FUCK YEAH! Anyway so i get there and the dude that was taking care of me (friend) his mum like freaks out and calls my mum and says that ive gone back to my house and my mum calls me and says get all your shit and your going back to your friends, anyway i didnt end up getting head...that day it was actually a few weeks later when i was high
Title: Re: Awkward Sexual Experiences
Post by: Beeda Weeda on March 29, 2011, 07:55:15 AM
i used to fuck this chick in my last year of college, she was prety much a butterface with real tits that looked like they were fake, and she had daddy issues and loved to fuck. basically she used to sleep at my parents house, i'd sneak her in because you could get into the basement from the garage. I didn't want to introduce her to my parents becuase i didnt really like her and planned on breaking up with her sooner or later. I used to wake up to her crying in the middle of the night about some bullshit I never cared about.
anyways, one night she must have been tired of sleeping at my paretns house and not meeting my parents, so she goes upstairs in the mniddle of the night, and puts her purse  on the kitchen table. I wake up an dmy mom is like who is amanda? she ends up meeting her tha tmorning.
basically I dumped her 3 days later.
Title: Re: Awkward Sexual Experiences
Post by: daddy on March 29, 2011, 08:10:39 AM
i used to fuck this chick in my last year of college, she was prety much a butterface with real tits that looked like they were fake, and she had daddy issues and loved to fuck. basically she used to sleep at my parents house, i'd sneak her in because you could get into the basement from the garage. I didn't want to introduce her to my parents becuase i didnt really like her and planned on breaking up with her sooner or later. I used to wake up to her crying in the middle of the night about some bullshit I never cared about.
anyways, one night she must have been tired of sleeping at my paretns house and not meeting my parents, so she goes upstairs in the mniddle of the night, and puts her purse  on the kitchen table. I wake up an dmy mom is like who is amanda? she ends up meeting her tha tmorning.
basically I dumped her 3 days later.
What a stupid bitch.
Title: Re: Awkward Sexual Experiences
Post by: Beeda Weeda on March 29, 2011, 08:20:59 AM
even my mom was like "what a loser"
Title: Re: Awkward Sexual Experiences
Post by: Foray on March 29, 2011, 09:19:39 AM
Expand Quote
i used to fuck this chick in my last year of college, she was prety much a butterface with real tits that looked like they were fake, and she had daddy issues and loved to fuck. basically she used to sleep at my parents house, i'd sneak her in because you could get into the basement from the garage. I didn't want to introduce her to my parents becuase i didnt really like her and planned on breaking up with her sooner or later. I used to wake up to her crying in the middle of the night about some bullshit I never cared about.
anyways, one night she must have been tired of sleeping at my paretns house and not meeting my parents, so she goes upstairs in the mniddle of the night, and puts her purse  on the kitchen table. I wake up an dmy mom is like who is amanda? she ends up meeting her tha tmorning.
basically I dumped her 3 days later.
[close]
What a stupid bitch.

haha

edit: all I really have to add is that I once bailed halfway through getting top from some junior slut under the stairwell of my dorm building in college.  she lived next door to me.  i moved out shortly. 

(hope my gf doesnt see this lol)
Title: Re: Awkward Sexual Experiences
Post by: Beeda Weeda on March 29, 2011, 11:57:03 AM
my buddy once got drunk as fuck and told me a story about fucking his ex gf, he told me he fucked her, pissed on her tits, and shit on her chest.

I was blown away, still see her around to this day, she's a sexy hot redhead with pill problems.
Title: Re: Awkward Sexual Experiences
Post by: steve_lurkle on March 29, 2011, 12:27:14 PM
I was at my friends apartment for a party and we were all drinking and shit, and there was this girl there that had been definitely dtf all night. So my friend winds up passing out on the floor in his room, so me and this girl thinking he is completely out and not waking up go in there and start fucking on his couch, and I finish off on her face and got some in her eye, but she wasn't pissed or anything, she cleaned up and went home and I went to sleep on the couch. When I woke up the next morning my homie is smiling at me and I ask whats up, all he says is "dude you got it in her fucking eye, that was epic!" and high fives me. I felt oddly disturbed by this.
Title: Re: Awkward Sexual Experiences
Post by: Frank the Rabbit on March 29, 2011, 02:20:49 PM
I was at my friends apartment for a party and we were all drinking and shit, and there was this girl there that had been definitely dtf all night. So my friend winds up passing out on the floor in his room, so me and this girl thinking he is completely out and not waking up go in there and start fucking on his couch, and I finish off on her face and got some in her eye, but she wasn't pissed or anything, she cleaned up and went home and I went to sleep on the couch. When I woke up the next morning my homie is smiling at me and I ask whats up, all he says is "dude you got it in her fucking eye, that was epic!" and high fives me. I felt oddly disturbed by this.
???
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on March 29, 2011, 02:24:03 PM
Cool story bro
Title: Re: Awkward Sexual Experiences
Post by: fappingking on March 29, 2011, 04:50:05 PM
this is my friends one.
i got head listening to gwar.
that is all.
Title: Re: Awkward Sexual Experiences
Post by: William Jefferson Clinton on March 29, 2011, 05:40:20 PM
Not really much for  me to contribute to this thread.lol
Title: Re: Awkward Sexual Experiences
Post by: jildo on March 29, 2011, 05:48:48 PM
I fooled around with my ex girlfriend on some christian rock band lead singer dude's floor one time.

That's awkward enough I'd say.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 29, 2011, 06:00:03 PM
I fooled around with my ex girlfriend on some christian rock band lead singer dude's floor one time.

That's awkward enough I'd say.

(http://lh5.ggpht.com/_oU384Gzw8G4/R4uRswdK-PI/AAAAAAAABC8/gpMFMNilk2E/Scott%20Stapp%20(20).jpg)

"WITTTH LEEEEGGGGGGSSS SPRRREEAADD OPPEEEEEEEEEEEEEENNNNNNNN!! I WIIIIILL FUCK YOU! LAY YOU ON THIS RUG, AND HIT IT FROM THEEEE BAAAAAACKK!"
Title: Re: Awkward Sexual Experiences
Post by: chickengeorge on March 29, 2011, 06:21:25 PM
Expand Quote
I just remember my tongue stumbling upon the wrong hole during a 69
[close]

there is no wrong hole.
you always gotta lick the penny they love that shit spit in a girls ass and theyll love you forever at least in my experiences this has been the case
Title: Re: Awkward Sexual Experiences
Post by: ontheswarm on April 03, 2011, 03:29:09 AM
these are some awesome stories hahaha

ok so i go to this party the other day where the mom is there and is cool with everyone drinking my older friend whos 23 decides to hit on the 50 year old mom and spit some game and i sit back with the homie and just laugh and dont think anything of it i leave and go home and pass out.....turns out after i left he starts making out with her hardcore he goes straight to fingering the ass hole and she says "how'd you know I like that shit?" and hes like whatever he starts to notice a smell and immediately has to stop and go to the bathroom to wash his hand her asshole smelled so fucking bad but hes a little horny fuck and doesn't care and justs wants his nut goes back in the room and starts fucking her but he gets whiskey dick and can't cum and she finally is getting tired and she falls asleep they stop he is like hell no fuck this and just beats off for i think a hour he said and when he finally has to cum jumps on top of her rodeo style wakes her up and just cums all over her tits she goes to the bathroom and dips out low key style turns out she does advertising for the shop i ride for

another story that recently happened to me....I took this girl out to dinner that Ive been fucking for a couple months now were on the way home and shes a little younger and is always horny and she starts rubbing my dick im down whatever so I start rubbing on her vag and shes loving it and is getting all wet but then I start fingering her and I start noticing this smell and its stinking up my whole car biggest turn off for me immediately got soft my hand smelled like the dirtiest vagina like she hadn't showered in a week stopped talking to her because of this I also fingered a girl i met in cali and her shit smelled so bad I couldn't even fuck her the smell was unbarrable

last one I gotta go to sleep so I can get some filming in tomorrow I'm about 14 years old hooking up at my gf at the times house in her room she just got out of the shower prime to say the least shes giving me the old fashion and Im fingering her and I'm bout to lose my virginity and bam the front door opens (forgot to mention my mom and her mom are out at dinner and were supposed to be gone for a while) her mom doesn't like boys in the house when shes not there so she motions for me to run and hide in the closet and I do so I'm like fuck how am I going to get out of here so we plan to just go ahead and I leave when her mom goes to sleep which turned out to be forever anyway my mom won't stop calling me and it's a sunday night so I had school in the morning so I just end up telling her the truth and to just let it be and please don't call her mom and everything will work out and I'll make it home safe......well we all know that of course mom worries but anyway finally after her mom passes out at like 1 am I run down the stairs run out the front door and I'm thinking im home safe I just got my self out a situation as im walking down her street I see my mom's car I walk up to it and shes on the phone with her mom telling her what happened when I fucking made it out safe I had to drive back to her house and all four of us had the biggest talk and it took a couple months for me to be able to come over again that relationship ended shortly after and now she got implants and looks like a fucking orange barbie so maybe things happened for a reason
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on April 03, 2011, 03:40:17 AM
holy crap, use some punctuation for gods sake. that was annoying to read.

you?re annoying.
Title: Re: Awkward Sexual Experiences
Post by: overheated on April 03, 2011, 04:26:27 AM
Expand Quote
I fooled around with my ex girlfriend on some christian rock band lead singer dude's floor one time.

That's awkward enough I'd say.
[close]

(http://lh5.ggpht.com/_oU384Gzw8G4/R4uRswdK-PI/AAAAAAAABC8/gpMFMNilk2E/Scott%20Stapp%20(20).jpg)

"WITTTH LEEEEGGGGGGSSS SPRRREEAADD OPPEEEEEEEEEEEEEENNNNNNNN!! I WIIIIILL FUCK YOU! LAY YOU ON THIS RUG, AND HIT IT FROM THEEEE BAAAAAACKK!"

SLAP brilliance right there.
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on April 03, 2011, 06:52:21 PM
Ok so this happened to me a few months ago. I met this girl off of OKC, we go to this bar and have a drink and she seems chill. Kinda Irish looking chick. We go back to her place and I show her some music for awhile and then we start making out and clothes come off yadayadayada. I guess she must have been kinda fat and lost hella weight because her skin was super droopy and she kinda lay there while i was fucking her. I guess I got her off but she was like putting no effort into it and i was getting sore after half an hour and I'm like will you give me oral? She was like "I don't like to do that" and she tries to give me a handy (she wanted me to wear the condom but I was like fuck that) with her hand upside down and twisted around in the most awkward illogical position ever. She hammers at my dick for a few minutes and I make her stop when my balls start to throb and I'm like I'll do it myself. I've done that before and its usually cool as long as the girl is at least touchin on me or something. By now the music has stopped so I'm basically jackin it while shes sitting there watching in silence. Super fucking awkward. I asked her where i should cum and she said "a condom" but I didn't want to waste another on this frigid bitch so she gave me some tissue. After a few minutes of awkward fapping I accidently on purpose blew my load all over her tits. I know that sounds like a DICK move, but she had it CUMMING!  ;D My balls hurt for like a week after though. I think a chimpanzee would have figured out a proper hand job before she did
Title: Re: Awkward Sexual Experiences
Post by: Mackattack on April 03, 2011, 06:58:38 PM
Chimpanzee never would have tried the Boston Backhand...
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on April 03, 2011, 07:01:55 PM
You did the right thing.
Title: Re: Awkward Sexual Experiences
Post by: ontheswarm on April 03, 2011, 08:28:39 PM
holy crap, use some punctuation for gods sake. that was annoying to read.

you?re annoying.
I know sorry I was about to pass out just wanted to get it over with excuse my laziness
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on April 03, 2011, 08:32:50 PM
I guess she must have been kinda fat and lost hella weight because her skin was super droopy and she kinda lay there while i was fucking her.

i guess you could say she wasn't the most fit specimen.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on April 03, 2011, 08:55:55 PM
You did the right thing.

This.
Title: Re: Awkward Sexual Experiences
Post by: septidons on April 03, 2011, 10:21:26 PM
SUPER DRUNK:

This girl says "You can sleep at my house, but no hanky panky!"
10 minutes later I am attempting to have sex for about 2 hours.
Whiskey dick, so I say "Let's try in the morning."

That was the first time with that girl, pretty fucking hilarious, only time I have had whiskey dick.


GRANDPA:

One time I was having sex totally naked in the summer sun in the middle of the day with my girlfriend when my grandpa walked in the front door. Awkward. He then closed the door, walked around to the other side of the house, and knocked, pretending to have just arrived. So hilarious.

ROLLING STONE:

I also used to date this girl that was super hot, but would only have sex in the missionary position, and would remain silent and not move the whole time. It was fucked up. Had to have been a daddy problem.

HANDJOB:

One time I was getting a hand in the woods on some overgrown back trail miles from nowhere, some guy came walking down the trail, and just walked on by, it was hilarious.

MUSCLE RELAXANTS:

One time this gamey asian chick fed me some pills and tried to seduce me. It didn't work.
Title: Re: Awkward Sexual Experiences
Post by: PTDK on April 03, 2011, 10:37:06 PM
My girlfriend came home the other night from hanging with some friends. She pulls me into our room and says "Our room mate isnt home I want to Fuck." Needless to say we are going at it. Our window is open and she was being super loud. Right when I finish she says "holly shit", I say "wow" then we hear someone on the street just say "Nice" then steps down the sidewalk. We laughed it off. Whatevs.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 04, 2011, 07:39:33 AM
Ok so this happened to me a few months ago. I met this girl off of OKC, we go to this bar and have a drink and she seems chill. Kinda Irish looking chick. We go back to her place and I show her some music for awhile and then we start making out and clothes come off yadayadayada. I guess she must have been kinda fat and lost hella weight because her skin was super droopy and she kinda lay there while i was fucking her. I guess I got her off but she was like putting no effort into it and i was getting sore after half an hour and I'm like will you give me oral? She was like "I don't like to do that" and she tries to give me a handy (she wanted me to wear the condom but I was like fuck that) with her hand upside down and twisted around in the most awkward illogical position ever. She hammers at my dick for a few minutes and I make her stop when my balls start to throb and I'm like I'll do it myself. I've done that before and its usually cool as long as the girl is at least touchin on me or something. By now the music has stopped so I'm basically jackin it while shes sitting there watching in silence. Super fucking awkward. I asked her where i should cum and she said "a condom" but I didn't want to waste another on this frigid bitch so she gave me some tissue. After a few minutes of awkward fapping I accidently on purpose blew my load all over her tits. I know that sounds like a DICK move, but she had it CUMMING!  ;D My balls hurt for like a week after though. I think a chimpanzee would have figured out a proper hand job before she did
You know how long it would take to teach a monkey to jerk you off without peeling it first?
Title: Re: Awkward Sexual Experiences
Post by: Beeda Weeda on April 04, 2011, 01:51:27 PM
SUPER DRUNK:

This girl says "You can sleep at my house, but no hanky panky!"
10 minutes later I am attempting to have sex for about 2 hours.
Whiskey dick, so I say "Let's try in the morning."

That was the first time with that girl, pretty fucking hilarious, only time I have had whiskey dick.


GRANDPA:

One time I was having sex totally naked in the summer sun in the middle of the day with my girlfriend when my grandpa walked in the front door. Awkward. He then closed the door, walked around to the other side of the house, and knocked, pretending to have just arrived. So hilarious.

ROLLING STONE:

I also used to date this girl that was super hot, but would only have sex in the missionary position, and would remain silent and not move the whole time. It was fucked up. Had to have been a daddy problem.

HANDJOB:

One time I was getting a hand in the woods on some overgrown back trail miles from nowhere, some guy came walking down the trail, and just walked on by, it was hilarious.

MUSCLE RELAXANTS:

One time this gamey asian chick fed me some pills and tried to seduce me. It didn't work.

this, my friend, is called "the starfish" may I pray it never happens to you again, you would be doing society a favour by murdering this woman once you have ejecaulated, so she can never do this to another man.
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on April 04, 2011, 02:00:10 PM
This chick started crying while I was fucking her...  I was laughing
Title: Re: Awkward Sexual Experiences
Post by: AllOfTheEverything on April 04, 2011, 02:26:30 PM
Eiffel-Towered a chick with my best friend since preschool. He and I casually laugh about it all the time but man is it awkward when we run into the girl. She was a mutual friend, too. Now she's just "that chick."

Bonus points: I was wearing these sunglasses the entire time, both because I was hammered and because it upped the sleaziness tenfold.

(http://www.esunnies.com.au/images/products/UNS/glasses/porsche/sun/pics/p8480.jpg)
Title: Re: Awkward Sexual Experiences
Post by: StabMasterArson on April 04, 2011, 02:37:16 PM
Quote from: Doogie Howser ? link=topic=42479.msg1418779#msg1418779 date=1301950810
This chick started crying while I was fucking her...?  I was laughing
Like a fucking a virgin. Most overrated thing ever. All they do is laydown and cry, similar to a female with a stab wound.
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on April 04, 2011, 08:18:05 PM
HAHA, well put.  I couldnt stop laughing, continued anyway haha
Title: Re: Awkward Sexual Experiences
Post by: William Jefferson Clinton on April 04, 2011, 08:25:00 PM
What the fuck is up with dudes fingering the chicks? That's gross.  The only thing I want to rub is my dick.
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on April 04, 2011, 08:28:33 PM
Gotta fanger dat pussay boi
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 04, 2011, 08:46:05 PM
A couple years ago I met this girl who was down to jam. We went back to my house and started getting down. All was normal for about the first 20 minutes then she said "Punch me." I keep going and just pretend like she didn't say it when she says again "Punch me in the face!" I ask her if she's sure, and she says "Stop being a pussy and do it!" So I punch the bitch in the face and knock her out. At this point I don't know what to do with her unconscious body, so i keep fucking her. I finish on her stomach and and then start watching Tv, while she's still laying there. She wakes up and says "I didn't mean that hard!" Whoops. 

Title: Re: Awkward Sexual Experiences
Post by: AllOfTheEverything on April 04, 2011, 08:52:24 PM
A couple years ago I met this girl who was down to jam. We went back to my house and started getting down. All was normal for about the first 20 minutes then she said "Punch me." I keep going and just pretend like she didn't say it when she says again "Punch me in the face!" I ask her if she's sure, and she says "Stop being a pussy and do it!" So I punch the bitch in the face and knock her out. At this point I don't know what to do with her unconscious body, so i keep fucking her. I finish on her stomach and and then start watching Tv, while she's still laying there. She wakes up and says "I didn't mean that hard!" Whoops. 

irobot - im allergic to bullshit (http://www.youtube.com/watch?v=O9xRhwmHBBE#)
Title: Re: Awkward Sexual Experiences
Post by: solo on April 05, 2011, 01:28:38 AM

you know how sometimes a girl is really into you but she fucks up somehow and you break things off really really bad, so she goes around trying to hate on your dick or something
yeah.

i got an awk story about a homie haha. he's in college and he fucked some 13 year old high school girl. ain't gon lie she's pretty cute though..
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on April 05, 2011, 03:00:30 AM
Expand Quote

you know how sometimes a girl is really into you but she fucks up somehow and you break things off really really bad, so she goes around trying to hate on your dick or something
[close]
yeah.

i got an awk story about a homie haha. he's in college and he fucked some 13 year old high school girl. ain't gon lie she's pretty cute though..

I knew that ho was gonna get someone in trouble
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on April 05, 2011, 07:34:28 AM
Hahaha saucy!  what happened, I saw what you wrote!

I should have added that I hung a poster over the hole and then when I moved out my dad found it and called me and I totally blamed my sister even though she never moved into my room later or anything

I wrote,

"LUKE PUT A BITCH'S HEAD THROUGH THE WALL WHILE HE FUCKED HER! YEAAAAAAAAAAAAHHHHHH!"

But I was really high, and thought, "Hmm, I don't want to call anyone Luke's copulated with a "bitch." I'm sure he has good taste, I'll delete that." Paranoia shit.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 05, 2011, 09:20:28 AM
Expand Quote
A couple years ago I met this girl who was down to jam. We went back to my house and started getting down. All was normal for about the first 20 minutes then she said "Punch me." I keep going and just pretend like she didn't say it when she says again "Punch me in the face!" I ask her if she's sure, and she says "Stop being a pussy and do it!" So I punch the bitch in the face and knock her out. At this point I don't know what to do with her unconscious body, so i keep fucking her. I finish on her stomach and and then start watching Tv, while she's still laying there. She wakes up and says "I didn't mean that hard!" Whoops. 
[close]

irobot - im allergic to bullshit (http://www.youtube.com/watch?v=O9xRhwmHBBE#)
Don't doubt what a Juggelette will ask you to do.
Title: Re: Awkward Sexual Experiences
Post by: LloydChristmas on April 05, 2011, 10:11:09 AM
Eiffel-Towered a chick with my best friend since preschool. He and I casually laugh about it all the time but man is it awkward when we run into the girl. She was a mutual friend, too. Now she's just "that chick."

Bonus points: I was wearing these sunglasses the entire time, both because I was hammered and because it upped the sleaziness tenfold.

(http://www.esunnies.com.au/images/products/UNS/glasses/porsche/sun/pics/p8480.jpg)
that is sleazy.  if you had a little crusty mustache going at the time that would be the ultimate scum look with the shades
Title: Re: Awkward Sexual Experiences
Post by: Justis on April 05, 2011, 02:09:20 PM
Expand Quote

you know how sometimes a girl is really into you but she fucks up somehow and you break things off really really bad, so she goes around trying to hate on your dick or something
[close]
yeah.

i got an awk story about a homie haha. he's in college and he fucked some 13 year old high school girl. ain't gon lie she's pretty cute though..


dude no
Title: Re: Awkward Sexual Experiences
Post by: Mark on April 06, 2011, 09:32:46 PM
I'm weird and do weird things, but its alright cause when your peter peckers out you do weird things. I used to try to stick my push pop in my girlfriends back door when we'd spoon position. I'd try but I think there's a layer, well like there's the buttcheeks you can go into, but then you get to a safe, the safe is the butthole. And it locks up. So its like you dissappear a little, but the cheeks are just covering but then... I tried a lot. I think at first we would just make whoopie goldberg, but then it was like mission try butt first. Well once she had a stomach ache, but a man on a mission needs to fulfill the mission at any costs, so I starting poking and trying to say hi but it wasnt going... i'm not sure if i got it in but then at one point we stopped and i think she noticed... there were a couple brown smackeroonis on the couch... she was reallllly embarassed and ran to the bathroom. She grabbed some toilet paper and cleaned it up and like we smelled it cause we were doubting it was poop. I had been eating chocolate chip cookies and we thought maybe it was some chocolate but she was like i knew i shouldnt have my stomach and she was kinda mad but like we cleaned it up and I think two seconds later I forgot and had a boner...
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on April 06, 2011, 09:37:28 PM
I have no idea what I just read but please stick around.
Title: Re: Awkward Sexual Experiences
Post by: PFIASB. on April 06, 2011, 09:44:12 PM
Quote from: Mark ? link=topic=42479.msg1420895#msg1420895 date=1302150766
I'm weird and do weird things, but its alright cause when your peter peckers out you do weird things. I used to try to stick my push pop in my girlfriends back door when we'd spoon position. I'd try but I think there's a layer, well like there's the buttcheeks you can go into, but then you get to a safe, the safe is the butthole. And it locks up. So its like you dissappear a little, but the cheeks are just covering but then... I tried a lot. I think at first we would just make whoopie goldberg, but then it was like mission try butt first. Well once she had a stomach ache, but a man on a mission needs to fulfill the mission at any costs, so I starting poking and trying to say hi but it wasnt going... i'm not sure if i got it in but then at one point we stopped and i think she noticed... there were a couple brown smackeroonis on the couch... she was reallllly embarassed and ran to the bathroom. She grabbed some toilet paper and cleaned it up and like we smelled it cause we were doubting it was poop. I had been eating chocolate chip cookies and we thought maybe it was some chocolate but she was like i knew i shouldnt have my stomach and she was kinda mad but like we cleaned it up and I think two seconds later I forgot and had a boner...
trying too hard. be yourself
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on April 07, 2011, 12:57:29 AM
I have no idea what I just read but please stick around.

he already did "stick around".

more weirdness please.
Title: Re: Awkward Sexual Experiences
Post by: GISM on April 25, 2011, 12:24:31 PM
This girl I see semi-regularly is infertile and I can bust inside. Last time she wanted me to snowball and was kinda bummed I wouldn't. Has anyone done that?

(http://www.dvdtimes.co.uk/protectedimage.php?image=KevinGilvear/clerks4.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Mackattack on April 25, 2011, 02:25:30 PM
Once, in a former life.

My name was Robert Earlmyer. I was a vacuum cleaner salesman in Denver, Colorado. Aside from my own gism, my favorite food was grilled tilapia, served on a bed of rice pilaf. My penis was 4.34 inches fully erect.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on April 25, 2011, 04:46:30 PM
Expand Quote
Expand Quote
Hahaha saucy!?  what happened, I saw what you wrote!

I should have added that I hung a poster over the hole and then when I moved out my dad found it and called me and I totally blamed my sister even though she never moved into my room later or anything
[close]

I wrote,

"LUKE PUT A BITCH'S HEAD THROUGH THE WALL WHILE HE FUCKED HER! YEAAAAAAAAAAAAHHHHHH!"

But I was really high, and thought, "Hmm, I don't want to call anyone Luke's copulated with a "bitch." I'm sure he has good taste, I'll delete that." Paranoia shit.
[close]

Oh, I definitely have more than my fair share of "bad decisions"....  The one and only one night stand I have ever had ended up with her asleep and me lying paranoid in bed that if I fell asleep, I would wake up and she would have robbed me.  She may or may not have been....... a carnie.  Oh my god, I actually said it!

Dude-I have that fear every time I think about having a one night stand.
Title: Re: Awkward Sexual Experiences
Post by: Sexy Alf on April 25, 2011, 05:37:15 PM
Quote from: Mark ? link=topic=42479.msg1420895#msg1420895 date=1302150766
Expand Quote
I'm weird and do weird things, but its alright cause when your peter peckers out you do weird things. I used to try to stick my push pop in my girlfriends back door when we'd spoon position. I'd try but I think there's a layer, well like there's the buttcheeks you can go into, but then you get to a safe, the safe is the butthole. And it locks up. So its like you dissappear a little, but the cheeks are just covering but then... I tried a lot. I think at first we would just make whoopie goldberg, but then it was like mission try butt first. Well once she had a stomach ache, but a man on a mission needs to fulfill the mission at any costs, so I starting poking and trying to say hi but it wasnt going... i'm not sure if i got it in but then at one point we stopped and i think she noticed... there were a couple brown smackeroonis on the couch... she was reallllly embarassed and ran to the bathroom. She grabbed some toilet paper and cleaned it up and like we smelled it cause we were doubting it was poop. I had been eating chocolate chip cookies and we thought maybe it was some chocolate but she was like i knew i shouldnt have my stomach and she was kinda mad but like we cleaned it up and I think two seconds later I forgot and had a boner...
[close]
trying too hard. be yourself
Nah, I was amused.
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on May 15, 2011, 10:36:18 PM
bumping this up because I wanna read some good stories
Title: Re: Awkward Sexual Experiences
Post by: sultsult on May 16, 2011, 01:57:36 AM
back in jr high me and my skate buddies always tried to get chicks and I had a nice downstairs scene in my house where it was pretty much separate and I had it to myself, so we would get chicks to come over and my mom was pretty cool.. anyways, my friend had been telling me how this chick who was into him wanted to have a 3 way with us and everything, i was so stoked, but this was most definitely my "awkward phase" chubby, had long hair, round glasses, dressed like and idiot, basic skate rat.. anyways, we ended up having 2 chicks over one night along with like 8 of my friends, so we were all hanging out and eventually got to some private time.. which ended up being my two "better looking" (at the time, what does that even mean in 8th grade)? and my one friend who had "done stuff" and me with these 2 chicks on this futon in the guest room.. the two chicks started making out with my 2 friends immediately and i was stoked, thinkin this was gona be some kinda orgy sitch, so in order to get the mashups goin i yelled out "switch!" however it backfired and the two chicks just switched between my two friends.. so at this point im between my two friends with chicks on top, and my other friend in the room starts jacking it hanging off the side of the bed.. just as one of the chicks got her tittes out one of my other friends tried to come in the room and i quickly shooed him away, but nothing ended up happening for me. not sure whether my friend jacking off finished or not.
Title: Re: Awkward Sexual Experiences
Post by: sultsult on May 16, 2011, 05:38:51 AM
couple more

once i walked into my room and my dad was jacking off to porn on my computer,sitting in my chair... i think it was so his wife wouldnt see porn on their computer.. but it got awkward cause after i left and went upstairs, he didnt come up for a few more minutes, and when he did we had some weird awkward ass "everybody does it" talk.. well more him talking than me

also once i was really drunk at my friends house and this girl i had always liked was there.. i could her here fucking her bf at the time and i got really pissed and ended up calling a hooker from craigslist.. had never done that (and have again to this day) but anyways this chick ends up coming over, straight up in a car with a skinny black pimp, i meet her on the street and bring her into this room i didnt think anyone was staying in.. it was my homies room but he had been sleeping in his moms while she was out of town.. anyways we get down to business and she just smells rank, stinkin up the whole room, the my homey comes in! hes just like what the fuck. but at least i wasnt on his bed, i had chosen the mattress on the floor.. but i had just given this bitch like 130$ so i had to finish. my friend came in one more time before i nutted and it was so fucked.. i had to just make this hooker leave... then my friend was so pissed at my i ended up just walking like 4 miles home.. i think i actually asked the hooker if i could pay them for a ride... but anyways, my friend called my the next day and told me his ipod touch was missing.. that sex ended up costing me like 450$ but somehow i played it so my friends never found out she was a pro.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on May 16, 2011, 06:02:44 AM
Damn dude.?  WTF does it take to get a fucking HBO series about you and Rawb in one house?

fuck HBO, just make it a slap internet series, a new video every week of their crazy antics, id even pay to see that shit
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on May 16, 2011, 08:30:49 AM
I immediately cast Michael Cera as sultsult and The Shermanator as Rawb.  The show will be called "Threesome on Fingerblast Mountain"
hahahahahaha these two are so fitting. Let's get to work on the pilot
Title: Re: Awkward Sexual Experiences
Post by: Lordata on May 16, 2011, 10:34:36 AM
Expand Quote
I immediately cast Michael Cera as sultsult and The Shermanator as Rawb.  The show will be called "Threesome on Fingerblast Mountain"
[close]
hahahahahaha these two are so fitting. Let's get to work on the pilot
It would definitely fill in the lack of original video content between OIAMs. How close do Rawb and Sultsult live? and does one of them need a roommate?
Title: Re: Awkward Sexual Experiences
Post by: sultsult on May 16, 2011, 12:07:54 PM
WA state for me! haha.. do you guys know me from the OG boards, that was my heydey, although most of my awkward sexual experiences happened after those days..
Title: Re: Awkward Sexual Experiences
Post by: dontfearthereefer92 on May 16, 2011, 12:17:03 PM
oh god i think i can contribute to this thread
Title: Re: Awkward Sexual Experiences
Post by: Clayton on May 16, 2011, 04:04:22 PM
I went to a rave a couple years ago. Walked around rolling on E with my shirt off. Went hunting for sluts, made eye contact with one dressed up as Sailor Moon and instantly knew it was on. Without saying a word she came up to me, bent over to the front, touched her toes, got low got low. Thong under the skirt, ass fully out, boner fully emerging. This type of behavior went on for another 5 minutes or so until she was on her knees cupping my boner through my pants with her mouth. She started unbuttoning, but as soon as my inner conscience kicked in and I realized I was about to have my dick out in front of hundreds of people I pussed out and made her stop.

In my defense I humped her twice at later dates. She was 19, still in high school because she failed a grade, had the grammar of a 3rd grader yet fine as shit. I'm looking through my text messages, she spelled out "schedule" as "scedual." Simple things like that prevented me from continuous hump dates.
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on May 16, 2011, 11:05:35 PM
do you have pictures of her in sailor moon outfit
Title: Re: Awkward Sexual Experiences
Post by: rocklobster on May 17, 2011, 10:24:58 AM
do you have pictures of her in sailor moon outfit
Title: Re: Awkward Sexual Experiences
Post by: rocklobster on May 17, 2011, 10:46:17 AM
had a girl at a party ask if she could watch me and my gf. i thought this was code for "i wanna have a three way" so i'm hyped. basically she just sat in the backseat of my car watching my ex girlfriend blow me.  you'd think this would be cool but it was pretty strange.
had a time where i was walking home from a party my freshman year. while walking home i'm passing by this sorority and infront of the living room window there's a chick on her knees with a dude whacking his dick against her face while a ton of people are surrounding the room cheering. like something out of a website.

i've woken up next to multiple people boning and i always run for it. i don't want anything sprayed on me.

digging out a classic....  struggled so hard not to laugh while talking to my girl on the phone....
Title: Re: Awkward Sexual Experiences
Post by: Clayton on May 17, 2011, 04:27:48 PM
do you have pictures of her in sailor moon outfit

No, but she has a few dozen of the most regular pictures of her in her underwear posted on facebook.
(http://i35.photobucket.com/albums/d191/dynamite47/skibatarded.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Cadillac Ranch Dressing on May 17, 2011, 04:35:06 PM
Expand Quote
do you have pictures of her in sailor moon outfit
[close]

No, but she has a few dozen of the most regular pictures of her in her underwear posted on facebook.
(http://i35.photobucket.com/albums/d191/dynamite47/skibatarded.jpg)
illiterate and can fly? looks like a catch to me!
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on May 17, 2011, 04:36:32 PM
Expand Quote
do you have pictures of her in sailor moon outfit
[close]

No, but she has a few dozen of the most regular pictures of her in her underwear posted on facebook.
(http://i35.photobucket.com/albums/d191/dynamite47/skibatarded.jpg)

Yep, she's regular.
Title: Re: Awkward Sexual Experiences
Post by: bentmode on May 17, 2011, 04:50:51 PM
looks healthy though.
Title: Re: Awkward Sexual Experiences
Post by: Eric Harris on May 23, 2011, 07:11:20 PM
does she even have a schedule?
if she attended columbine in 1999 i am the reason for her failing that grade.
Title: Re: Awkward Sexual Experiences
Post by: Sexy Alf on May 23, 2011, 08:57:53 PM
does she even have a schedule?
if she attended columbine in 1999 i am the reason for her failing that grade.
I thought you were dead.
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on May 24, 2011, 05:45:29 AM
When I realized Sexy Alf was sexy
Title: Re: Awkward Sexual Experiences
Post by: Stoeipoes on May 24, 2011, 11:52:40 AM
Quote from: Doogie Howser  link=topic=42479.msg1453089#msg1453089 date=1306241129
When I realized Sexy Alf was sexy

it's that bronze muscled body and that semi erect dick
Title: Re: Awkward Sexual Experiences
Post by: the ragamuffin on May 24, 2011, 12:33:50 PM
Expand Quote
do you have pictures of her in sailor moon outfit
[close]

No, but she has a few dozen of the most regular pictures of her in her underwear posted on facebook.
(http://i35.photobucket.com/albums/d191/dynamite47/skibatarded.jpg)

HAHAHAHAH holy shit what the fuck is going on in this picture? Post More!
Title: Re: Awkward Sexual Experiences
Post by: bentmode on May 24, 2011, 05:02:18 PM
wat, no dylan klebold account?
Title: Re: Awkward Sexual Experiences
Post by: Dylan Klebold on May 24, 2011, 07:56:05 PM
(http://upload.wikimedia.org/wikipedia/en/thumb/0/08/Dylan_Klebold.JPG/200px-Dylan_Klebold.JPG)
Title: Re: Awkward Sexual Experiences
Post by: Dylan Klebold on May 24, 2011, 07:56:45 PM
(http://static.guim.co.uk/sys-images/Guardian/Pix/pictures/2009/10/11/1255284232627/Columbine-High-School-stu-001.jpg)
Title: Re: Awkward Sexual Experiences
Post by: bentmode on May 24, 2011, 08:14:55 PM
LOL
Title: Re: Awkward Sexual Experiences
Post by: Clayton on May 26, 2011, 11:44:05 AM
Expand Quote
Expand Quote
do you have pictures of her in sailor moon outfit
[close]

No, but she has a few dozen of the most regular pictures of her in her underwear posted on facebook.
(http://i35.photobucket.com/albums/d191/dynamite47/skibatarded.jpg)
[close]

HAHAHAHAH holy shit what the fuck is going on in this picture? Post More!

One night I was drunk and tried to get her to come over and do things to my wiener but she didn't wanna make the hour drive. Deleted her from the Facebook the next day, otherwise I would post more. They're so bad they're good. That one was so ridiculous I had to save it to my hd. I have another saved but mostly because it's a pretty good shot of her butt, not for the comedic purposes.
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on May 26, 2011, 12:22:39 PM
Post it. Oh yeah, whats her name? Im adding this bitch
Title: Re: Awkward Sexual Experiences
Post by: Firebert on May 26, 2011, 01:28:59 PM
Me and my longtime woman get drunk and end up 69 rimming each other, it wasn't awkward for me, but she doesn't like talking about it ever.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on May 27, 2011, 02:35:58 AM
Me and my longtime woman get drunk and end up 69 rimming each other, it wasn't awkward for me, but she doesn't like talking about it ever.

i guess that experience left a foul aftertaste...
Title: Re: Awkward Sexual Experiences
Post by: Clayton on May 27, 2011, 10:23:43 AM
Quote from: Doogie Howser  link=topic=42479.msg1454436#msg1454436 date=1306437759
Post it. Oh yeah, whats her name? Im adding this bitch

I thought Doogie Howser's gay?
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on May 27, 2011, 11:59:05 AM
Bitch please. Im gonna brand that hoe ;)
Title: Re: Awkward Sexual Experiences
Post by: tre killa on May 27, 2011, 10:55:57 PM
Quote from: Doogie Howser  link=topic=42479.msg1454989#msg1454989 date=1306522745
Bitch please. Im gonna brand that hoe ;)
Doogie Howser Opening (http://www.youtube.com/watch?v=mrERtikdPus#)
Title: Re: Awkward Sexual Experiences
Post by: burm on May 30, 2011, 03:37:40 AM
Expand Quote
Bitch please. Im gonna brand that hoe ;)
[close]
Doogie Howser Opening (http://www.youtube.com/watch?v=mrERtikdPus#)

This song has been my mobile phone ring tone ever since I  first heard it.
Title: Re: Awkward Sexual Experiences
Post by: Hypemhesh on June 01, 2011, 12:54:36 AM
This story came from when I was in Bali last summer with my Dad, his girlfriend, and my good friend. The trip was about 2 and 1/2 weeks in total, and we went as a surfing vacation trip. Now, after a few nights of just chilling and drinking some delicious bintang (seriously, one of my favorite beers to date), my good friend and I decide to go out and see what we could get into at the clubs.

Now, for those who dont' know, Bali is really fucking far from America, after about 20+ hours worth of traveling, we finally got there. So, it's not usually americans who are in Bali, but Australians.

So we eventually go out and start clubbing at this place called Paddy's and there are literally Australians everywhere. Everything is dirt cheap there so I'm buying beers like it's going out of style. Get pretty tipsy and start dancing with this Aussie chick for a while. Eventually after dancing for a few she asks me to come outside with her. So i go outside and she is talking to her friend about going back to her hotel. I'm just standing there pretty damn drunk at this point thinking it's a waste of time to stay any longer, when, all of a sudden she asks me to come back with her.

I'd like to note that I also had just turned 18 when I landed in Bali, and after asking this chick, she said she was 24 (which she didn't look like at all). I make the mistake of telling her i'm 18 once we get back to the hotel and she isn't down for it at all. So, we just go to the bar and chat and drink more. An hour or two goes by and we're both absolutely hammered stumbling around this hotel. Eventually she gives in and she takes me back to her room. The only problem is that her roommate invited 3 other people to crash there so we're SOL. In my inebiated state i Just say fuck it and take her down to the common area of the hotel (which is all outdoors). So I start fucking the shit out of her all around the pool area and eventually end up on a cabana railing her doggystyle.

Out of the corner of my eye i see this creepy ass guy in the bathroom through the bushes watching us . I tell the girl but she's too drunk to give a fuck so i continue to rail her for a while. Although we eventually moved and the sex went on until dawn and I remember finishing under a stair well.

I go to get a ride back on a motor-bike from some guy at the hotel and he charges me a shit storm because he knows we were fucking. So i'm riding this bike home with the guy who saw us fucking poolside and it was probably the most weird experience ever...
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on June 01, 2011, 01:48:40 AM
This story came from when I was in Bali last summer with my Dad, his girlfriend, and my good friend. The trip was about 2 and 1/2 weeks in total, and we went as a surfing vacation trip. Now, after a few nights of just chilling and drinking some delicious bintang (seriously, one of my favorite beers to date), my good friend and I decide to go out and see what we could get into at the clubs.

Now, for those who dont' know, Bali is really fucking far from America, after about 20+ hours worth of traveling, we finally got there. So, it's not usually americans who are in Bali, but Australians.

So we eventually go out and start clubbing at this place called Paddy's and there are literally Australians everywhere. Everything is dirt cheap there so I'm buying beers like it's going out of style. Get pretty tipsy and start dancing with this Aussie chick for a while. Eventually after dancing for a few she asks me to come outside with her. So i go outside and she is talking to her friend about going back to her hotel. I'm just standing there pretty damn drunk at this point thinking it's a waste of time to stay any longer, when, all of a sudden she asks me to come back with her.

I'd like to note that I also had just turned 18 when I landed in Bali, and after asking this chick, she said she was 24 (which she didn't look like at all). I make the mistake of telling her i'm 18 once we get back to the hotel and she isn't down for it at all. So, we just go to the bar and chat and drink more. An hour or two goes by and we're both absolutely hammered stumbling around this hotel. Eventually she gives in and she takes me back to her room. The only problem is that her roommate invited 3 other people to crash there so we're SOL. In my inebiated state i Just say fuck it and take her down to the common area of the hotel (which is all outdoors). So I start fucking the shit out of her all around the pool area and eventually end up on a cabana railing her doggystyle.

Out of the corner of my eye i see this creepy ass guy in the bathroom through the bushes watching us . I tell the girl but she's too drunk to give a fuck so i continue to rail her for a while. Although we eventually moved and the sex went on until dawn and I remember finishing under a stair well.

I go to get a ride back on a motor-bike from some guy at the hotel and he charges me a shit storm because he knows we were fucking. So i'm riding this bike home with the guy who saw us fucking poolside and it was probably the most weird experience ever...

please tell me that it was called paddys pub and was owned by 3 guys, 1 girl and a fat little old dude.
Title: Re: Awkward Sexual Experiences
Post by: Jack Klompis on June 01, 2011, 09:58:52 AM
the awesomeness of the fucking totally out weighs awkwardness of the ride home, that story is full of success
Title: Re: Awkward Sexual Experiences
Post by: Hypemhesh on June 02, 2011, 10:38:07 PM

please tell me that it was called paddys pub and was owned by 3 guys, 1 girl and a fat little old dude.


Yeah I think it was... Was basically in the heart of all the other clubs in that area. Anyways, I remembered the name of that hotel that i went too. Called Bounty hotel.

Was crazy because i've never seen so many people (95% Australians) raging so hard at like 4am in the morning at this hotel. I guess they also have a foam party too that I went down the day i left. Could've been another good story. Oh well
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on June 02, 2011, 11:08:50 PM
i first took mushrooms at bounty hotel. shit was bonkers.
Title: Re: Awkward Sexual Experiences
Post by: Reev on June 03, 2011, 06:53:54 AM
Seeing as this is Slap I expect the vast majority of you don't have the attention span to read this, but it's probably one of the funniest things I've ever read on the Internet...

Quote
The 3some... explained. sorry it is so long - but you lot did ask. I though as this place has got a bit serious and heavy, I'd finally cheer you up with another of my epic fails. The 3some:

 The first excuse is I had just split with my girlfriend, and being shallow - needed to move on... fast. And I had an all expenses hotel room for two bought and paid for by my company.
 But first - let me explain about Ashley, the victim, uh - I mean woman. She was a friends mum. Back when I used to sleep over at my mates house as a kid - I was 10 and thought she was hot as f**k. I used to w**k obsessively thinking of her. In their bathroom was the laundery basket and I swiped a pair of her knick-knicks. Droped em on my face and proceeded to 'fire the custard cannon' inhaling the mushroomy sent.
 Problem was I was in the friends house who's mum it was, and we were in bunk beads. Russel, the friend below me was "Uh..... what you doin??"
 I forgot he was there...
 "I'm, er, having an Asthma attack. Stop talking you are ruining it... Oh and cover your eyes!"

 The friendship ended when I wiped my arse on his pillow.

 Fast forward 20 years or so, and I am in a hotel in Leeds. Very, very pissed. As I said I was recently single, so invited my mate Bulldog along. For those of you who know Bulldog, I asked all my proper mates but was too short notice. Bulldog fell off his bike as a kid, and has lots of scarring on his head where hair doesn't grow. He looks like he got chewed up by a dog - hence bulldog. I am drinking to forget the choice of idiot I have brought with me - Bulldog eating his normal diet of pills!

 The conferance at the hotel I was staying at (why I was there) - so was rammed with women, and I am hitting on every single one. I was on about my 25th 'f**k off' - then.... "OH MY GOD - is that you... it IS you.... hi yoooooooou"
 Ashley - Russels mum. Time had not been kind to old Ashley.
 She told me about her difficult break up... she said I hadn't aged a bit, but she had as she has liver failure, leaving her skin sallow.
 Me - pissed, told her I used to w**k over her at 11, and stole her panties.
 So I am flirting, getting booglie and being a tw*t.
 She - to my total shock is flirting back.
 So, me, being all sensitive said:
 "How about you come upstairs and f**k me and my mate"
 She said....."OK"
 (didn't expect that)
 .................................................. ......"Seriously??"
 "Yeah - why not" says she
 "f**k yeah" shouts Bulldog
 "Shut up Bulldog" says I

 So then, it turned in to a game of chicken as we walked to the lift.
 "come on then" I said as I started walking
 "OK" she said... following me
 "I'm serious" I said.
 "Me too" she said.
 "I'm not joking" I said
 "Good" she said.
 "Me too" said Bulldog
 "Shut the f**k up bulldog"
 I remember thinking 'Oh s**t you've done it again - say your joking and stop this!'

 By now - we had got to the lift. I had sobered up real fast. I am beginning to think this is a bad idea. It was a joke. After the Banana lady - I leaned that fantasy is better than reality. But I called it, and had way too much pride. You gotta know when to hold em and when to fold em.
 In the lift, with its harsh overhead lighting - she was not pretty, sagging skin and yellow liver failure eyes. In the mirrored walls I could see Bulldong shuffling about with excited tension, playing with himself through his trouser pocket. It was repulsive, right there I should have hit the alarm button and f**ked off.

 So, we get in my room. Of all the things you have read about me, this was by far the most awkward moment to date. My old mate's elderly, liver failing mum, drunk. My junkie mate looking like he is going to have a stroke and grinning like Forrest Gump, touching his **** through his pockets. And me. All looking at each other like a western gun fight is about to start. Nobody actually tells you how these things get going, you just start making random small talk.
 I said "Chilly today isnt it"
 Bulldog: "Huh??"
 Ashley: "what? thats not very sexy"
 I remember this next bit, as it is one of my epic FAILS. I had to say something sexy, and wild, but didn't know what to say - all nervous I honestly said the following.....
 "Uh, yeaaaah..... my dick feels like corn"
 corn... CORN?? what the f**k was I thinking, corn? I panicked and said the first thing t come to mind and it was corn. Lucky for me - she didn't miss a beat and said "Yeah, let me put some butter on it"
 ....and thats how it started

 Bulldog was so amped his head went red with all the scars white, So - I thought, f**k it - get in first. We started kissing. Even that was awful, it was like a hovercraft drove over my face. Bulldog unbuttons his shirt, I get naked in a flash to beat him, go for the kill, bend Ashley over - cos I didn't want to do it face to face as she looked just like my 10 year old mate Russel - but with a vagina.

 I plumb it in, so far so good. I am hammering away. For a short while it feels good and you forget the circumstances. I open my eyes and Bulldog right next to me - looking right in my face. Grinning. I didn't put any music on, so the only sound was like a dog walking through mud, only wetter, and my idiot mate right up in my face. So I whipered:
 "f**k off"
 "What?"
 "f**k - off"
 "f**k yeahhhh"
 "No - f**k off"
 "My go!!"
 "What"
 "Gimme a go"
 "I just started"
 "Im gonna blow - let me go"
 with that he shuffles off in the corner and I can see him out of the corner of my eye getting undressed 'FFLAPP' there was a wet slapping sound, as if someone hit Bulldog, I snap my head around to look... 'f**k MEEEEEE'
 It was Bulldogs ****. It was f**king huge. Like a comedy rubber, foot long, lady slaying monster dick. The noise was as it swung and slapped his thigh!! He then starts wagging it about, trying to get blood in it cos it is too big to just 'wood up' like a normal-un.
 You know that old footage of the girl in Viatnam - running down the street naked, all burned from Napalm and screaming - that is how I felt right there. How the f**k am I supposed to compete with that? I am flapping a sub-standard baby dick and he is packing a monster!! I know us guys are insecure about the size of our cocks, but f**k me!! This ugly, f**king fat person looking idiot, is swinging a giant **** about.

 Now, let me just clear up the size issue. It matters. A lot. Trust me. Want to know how I know? Go into a sex shop. All the dildo's are thick 9+ inches or more of monster ****. Never has a woman gone "Uhh, yeah - do you happen to have a sub-average size dildo?" Would never happen. NEVER HAPPEN. The only time you could by a **** my size, all small and ugly with an awkward kink in the middle would be on a key ring. And it would be a joke.

 "my go" Bulldog says again
 I hadn't realised I had stopped moving. Just standing there, losing my erection while looking at his - and still in mates mum. So I pull out. Something about my idiot mate and his giant **** killed the moment for me.

 Now - you think everyone f**ks like you. You base your basic 'f**k technique' on porn, medium speed regular half second piston-like pumps. Well.... they dont. Bulldong as I now call him is naked but for shoes and socks. Still wagging it like he is going to smash her about the head with it. He closes in behind Ashley... Him grappling the monster with both hands, it so big it would bend in the middle, Flop out and swing around. He'd grab it again. it was like watching a guy try to post a python through a letterbox.
 Then Ashley whent ooOOOOOHHHH s**t yeah - oh yeah.

 Needless to say - she didn't say anything like that with me. I felt sooo s**t. Curse my button mushroom-like ****. I didnt want to be there and my pride had just been flamed.
 Then he started f**king - christ it was awful to see. Grunting and squeels, and hammering away like it was a race, like three hits a second machine gun on auto, frenzy f**k. Bulldog is a big fatty fat, fat. He looked like a giant baby with a monster ****, f**king my mates mum. An image I will never forget - and the most traumatic I have yet to see. All I could think is 'I forgot to make noises! Are you supposed to make noises? He's doing the sex noises and she seems to like it - not only has he a fantastic **** - he does noises!'

 After only about 4 minutes Bulldog starts making loud grunts, pulls out the massive beast, it slaps on her back 'thud' and he then blows his load - all over her back. He then, like cave man, went 'Uunnhhhhhnnnghhhhuuuhhhhhhhhhggghh' and flopped on the bed, like a grizzly bear shot in the ass with a tranquilizer dart.
 I honestly thought, when pulled it all of that out of her - her liver would have shlopped out with it, hanging there like a grey flesh yo-yo.

 So - there I am. My freak mate, naked but for shoes - asleep on a bed. My mates mum bent over expecting me to perform, and me, in a hotel room. I wanted to die.
 Ashley looks over her shoulder at me "Come on baby - f**k me - gimmie that corn"
 I look at her pussy. Bulldog had ruined it. It was huge and stretched out of shape like she had just given birth. I could have stuck my whole hand in her c**t and flipped a coin!!
 How the hell am I going to follow that??
 So I position myself behind her grab her ass, and eyes shut, I am thinking of as many sexy things as I can. Just get hard - ignore whats going on, even morning piss-wood would do. Me trying to f**k her right there was like pushing a marsh mellow into a kebab. I'm as hard as jelly. Then my hand slips......................... Bulldogs Junk is all over her and I have just put my hand in it!
 'AAAAAAAAAAAAAAAAAAHHHHHHHHHHRRRRRRRRRRGH'
 It looks like a badly iced ring doughnut. So I grab her skirt, pretending to massage her ass, and scoop it out of the way. No - nooooo nooooooooooo NO!!
 I have another mans cum on my hand. I was either going to me sick or cry.
 I just stared at it, horrified. I must have been there a while, as she turned around. I didnt even see her get up!!
 She then started to blow my tiny baby **** - and that took my mind off it. Infact, a blowjob will pretty much take my mind off anything. I had restored some pride, as I was now sporting just under 5 inches of solid ****. It might not have been a giant like Bulldog's but you could have prized open a steel door with it.
 So, Ashly bends over and I'm in. It's OK - feels good, I am doing the noises, working away. She is making noises - probably sympathy noises but who cares, I am f**king.

 I was just getting into it, blocking out what I have just seen by remembering the best bits from my porn collection.
 'Bang'
 something hard hit the wall. I was all 'What the f**k was that?' I look about, and it was a shoe. Bulldogs shoe. Did he throw a shoe at me? "Bulldog what the fuuuh....."
 I look over and he is naked - socks and shoes now gone, and he is doing something.
 He has his back to me, but I can see he is up to something, fussing hard doing... something.
 So absorbed at what he was trying to do - I stopped moving again. Nothing prepared me for what I was about to see.

 Bulldog turns around. His **** looked even bigger but horrible! Dark purple and blue, bulging with veins. All swollen, I though it might explode. Around the bottom, he had tied his shoe lace!
 "Bulldog - what the f**k??" - I look at the shoe that hit the wall and, as I expected - no laces.
 "Make shift **** ring" says Bulldog. Standing there - with his **** presented with a big shoe lace bow at the bottom. All the skin where tied was puckered up and white, then bulging twisted viens and engorged. It was grotesque, like a giant purple gherkin.
 How the hell did he get hard again so soon? Must have been 5 minutes...

 So again I am out. Bulldog - eyes bulging, just ramms it in. And then goes f**king nuts.
 f**king like a psycho, angry f**king, grunting and shouting.
 "Uhhhhhhh?..." I am standing there like a tw*t
 Bulldog gets worse and starts making animal noises and biting her neck - Ashley looks scared. He is biting hard - I can see the tooth marks, and hammering so hard I can see AND HEAR his turkey-neck nut sacks mash into her ass.
 I try to grab his attention - and whisper "Bulldog"
 "Nnnagghh ahhhhhh, uuuuugh"
 "Bulldog"
 "GNhhhaarrr, uhh, UUUHHH, Arrrrrr"
 "BULLDOG"

 He looks up - only one eye open like a crazy f**ked up pirate. All red n sweatty with glowing white scars. It spooked the f**k out of me. So I screamed. Like a little girl
 "EEEEEEeeeeeeeeeeeeeehhhh"
 I have no Idea why I screamed - probably fear, but I am sure I had never screamed before. It was loud enough that Ashley stood up
 'Shhhlop' over a foot of Bulldog fell out.
 'What?' said Ashley.
 Me - feeling an even bigger tw*t "Oh...nothing"
 So, as Bulldog was standing there, already, she sat on the edge of the bed and tried to fit the purple monster in her gob.
 I had become a spectator. So - I tried to tell em 'I fold - I'm out, f**k this, you are both f**kin freaks' but what I actually said was "Err... hellooooooo?"
 With that Ashley flopped the giant **** from her mouth. It looked like she had been drinking mayonaise, stood up and tried to kiss me. Right after smoking Bulldog's mutant pole! f**k THAT!! She got close enough that I could smell Bulldog's onion knob stench on her breath! So I pushed her off - harder than I meant, she fell back onto the bed and bounced off, onto the floor, smashing a lamp. Letting out the loudest ***** fart I have ever heard 'Phhhaaaaaaaaaaaaaarrrrrrrrrrrrrrrflp' I am sure it splashed my face.

 Enough was enough. The whole affair was a nightmare. I grabbed my jeans and slept in the car. Nothing like porn. Not even close!

 Never again.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on June 03, 2011, 07:28:39 AM
wow deffinatley worth the read

Quote
So - I tried to tell em 'I fold - I'm out, f**k this, you are both f**kin freaks' but what I actually said was "Err... hellooooooo?"
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on June 03, 2011, 07:30:49 AM
Isn't that corn thing part of a Dane Cook joke?
Title: Re: Awkward Sexual Experiences
Post by: Clayton on June 03, 2011, 02:46:49 PM
Bulldogs the man.
Title: Re: Awkward Sexual Experiences
Post by: Rafiki on June 03, 2011, 03:27:54 PM
Bulldog goes hard in the paint
Title: Re: Awkward Sexual Experiences
Post by: Hypemhesh on June 03, 2011, 03:58:48 PM
Seeing as this is Slap I expect the vast majority of you don't have the attention span to read this, but it's probably one of the funniest things I've ever read on the Internet...

Quote
Expand Quote
The 3some... explained. sorry it is so long - but you lot did ask. I though as this place has got a bit serious and heavy, I'd finally cheer you up with another of my epic fails. The 3some:

 The first excuse is I had just split with my girlfriend, and being shallow - needed to move on... fast. And I had an all expenses hotel room for two bought and paid for by my company.
 But first - let me explain about Ashley, the victim, uh - I mean woman. She was a friends mum. Back when I used to sleep over at my mates house as a kid - I was 10 and thought she was hot as f**k. I used to w**k obsessively thinking of her. In their bathroom was the laundery basket and I swiped a pair of her knick-knicks. Droped em on my face and proceeded to 'fire the custard cannon' inhaling the mushroomy sent.
 Problem was I was in the friends house who's mum it was, and we were in bunk beads. Russel, the friend below me was "Uh..... what you doin??"
 I forgot he was there...
 "I'm, er, having an Asthma attack. Stop talking you are ruining it... Oh and cover your eyes!"

 The friendship ended when I wiped my arse on his pillow.

 Fast forward 20 years or so, and I am in a hotel in Leeds. Very, very pissed. As I said I was recently single, so invited my mate Bulldog along. For those of you who know Bulldog, I asked all my proper mates but was too short notice. Bulldog fell off his bike as a kid, and has lots of scarring on his head where hair doesn't grow. He looks like he got chewed up by a dog - hence bulldog. I am drinking to forget the choice of idiot I have brought with me - Bulldog eating his normal diet of pills!

 The conferance at the hotel I was staying at (why I was there) - so was rammed with women, and I am hitting on every single one. I was on about my 25th 'f**k off' - then.... "OH MY GOD - is that you... it IS you.... hi yoooooooou"
 Ashley - Russels mum. Time had not been kind to old Ashley.
 She told me about her difficult break up... she said I hadn't aged a bit, but she had as she has liver failure, leaving her skin sallow.
 Me - pissed, told her I used to w**k over her at 11, and stole her panties.
 So I am flirting, getting booglie and being a tw*t.
 She - to my total shock is flirting back.
 So, me, being all sensitive said:
 "How about you come upstairs and f**k me and my mate"
 She said....."OK"
 (didn't expect that)
 .................................................. ......"Seriously??"
 "Yeah - why not" says she
 "f**k yeah" shouts Bulldog
 "Shut up Bulldog" says I

 So then, it turned in to a game of chicken as we walked to the lift.
 "come on then" I said as I started walking
 "OK" she said... following me
 "I'm serious" I said.
 "Me too" she said.
 "I'm not joking" I said
 "Good" she said.
 "Me too" said Bulldog
 "Shut the f**k up bulldog"
 I remember thinking 'Oh s**t you've done it again - say your joking and stop this!'

 By now - we had got to the lift. I had sobered up real fast. I am beginning to think this is a bad idea. It was a joke. After the Banana lady - I leaned that fantasy is better than reality. But I called it, and had way too much pride. You gotta know when to hold em and when to fold em.
 In the lift, with its harsh overhead lighting - she was not pretty, sagging skin and yellow liver failure eyes. In the mirrored walls I could see Bulldong shuffling about with excited tension, playing with himself through his trouser pocket. It was repulsive, right there I should have hit the alarm button and f**ked off.

 So, we get in my room. Of all the things you have read about me, this was by far the most awkward moment to date. My old mate's elderly, liver failing mum, drunk. My junkie mate looking like he is going to have a stroke and grinning like Forrest Gump, touching his **** through his pockets. And me. All looking at each other like a western gun fight is about to start. Nobody actually tells you how these things get going, you just start making random small talk.
 I said "Chilly today isnt it"
 Bulldog: "Huh??"
 Ashley: "what? thats not very sexy"
 I remember this next bit, as it is one of my epic FAILS. I had to say something sexy, and wild, but didn't know what to say - all nervous I honestly said the following.....
"Uh, yeaaaah..... my dick feels like corn"
 corn... CORN?? what the f**k was I thinking, corn? I panicked and said the first thing t come to mind and it was corn. Lucky for me - she didn't miss a beat and said "Yeah, let me put some butter on it"

 ....and thats how it started

 Bulldog was so amped his head went red with all the scars white, So - I thought, f**k it - get in first. We started kissing. Even that was awful, it was like a hovercraft drove over my face. Bulldog unbuttons his shirt, I get naked in a flash to beat him, go for the kill, bend Ashley over - cos I didn't want to do it face to face as she looked just like my 10 year old mate Russel - but with a vagina.

 I plumb it in, so far so good. I am hammering away. For a short while it feels good and you forget the circumstances. I open my eyes and Bulldog right next to me - looking right in my face. Grinning. I didn't put any music on, so the only sound was like a dog walking through mud, only wetter, and my idiot mate right up in my face. So I whipered:
 "f**k off"
 "What?"
 "f**k - off"
 "f**k yeahhhh"
 "No - f**k off"
 "My go!!"
 "What"
 "Gimme a go"
 "I just started"
 "Im gonna blow - let me go"
 with that he shuffles off in the corner and I can see him out of the corner of my eye getting undressed 'FFLAPP' there was a wet slapping sound, as if someone hit Bulldog, I snap my head around to look... 'f**k MEEEEEE'
 It was Bulldogs ****. It was f**king huge. Like a comedy rubber, foot long, lady slaying monster dick. The noise was as it swung and slapped his thigh!! He then starts wagging it about, trying to get blood in it cos it is too big to just 'wood up' like a normal-un.
 You know that old footage of the girl in Viatnam - running down the street naked, all burned from Napalm and screaming - that is how I felt right there. How the f**k am I supposed to compete with that? I am flapping a sub-standard baby dick and he is packing a monster!! I know us guys are insecure about the size of our cocks, but f**k me!! This ugly, f**king fat person looking idiot, is swinging a giant **** about.

 Now, let me just clear up the size issue. It matters. A lot. Trust me. Want to know how I know? Go into a sex shop. All the dildo's are thick 9+ inches or more of monster ****. Never has a woman gone "Uhh, yeah - do you happen to have a sub-average size dildo?" Would never happen. NEVER HAPPEN. The only time you could by a **** my size, all small and ugly with an awkward kink in the middle would be on a key ring. And it would be a joke.

 "my go" Bulldog says again
 I hadn't realised I had stopped moving. Just standing there, losing my erection while looking at his - and still in mates mum. So I pull out. Something about my idiot mate and his giant **** killed the moment for me.

 Now - you think everyone f**ks like you. You base your basic 'f**k technique' on porn, medium speed regular half second piston-like pumps. Well.... they dont. Bulldong as I now call him is naked but for shoes and socks. Still wagging it like he is going to smash her about the head with it. He closes in behind Ashley... Him grappling the monster with both hands, it so big it would bend in the middle, Flop out and swing around. He'd grab it again. it was like watching a guy try to post a python through a letterbox.
 Then Ashley whent ooOOOOOHHHH s**t yeah - oh yeah.

 Needless to say - she didn't say anything like that with me. I felt sooo s**t. Curse my button mushroom-like ****. I didnt want to be there and my pride had just been flamed.
 Then he started f**king - christ it was awful to see. Grunting and squeels, and hammering away like it was a race, like three hits a second machine gun on auto, frenzy f**k. Bulldog is a big fatty fat, fat. He looked like a giant baby with a monster ****, f**king my mates mum. An image I will never forget - and the most traumatic I have yet to see. All I could think is 'I forgot to make noises! Are you supposed to make noises? He's doing the sex noises and she seems to like it - not only has he a fantastic **** - he does noises!'

 After only about 4 minutes Bulldog starts making loud grunts, pulls out the massive beast, it slaps on her back 'thud' and he then blows his load - all over her back. He then, like cave man, went 'Uunnhhhhhnnnghhhhuuuhhhhhhhhhggghh' and flopped on the bed, like a grizzly bear shot in the ass with a tranquilizer dart.
 I honestly thought, when pulled it all of that out of her - her liver would have shlopped out with it, hanging there like a grey flesh yo-yo.

 So - there I am. My freak mate, naked but for shoes - asleep on a bed. My mates mum bent over expecting me to perform, and me, in a hotel room. I wanted to die.
 Ashley looks over her shoulder at me "Come on baby - f**k me - gimmie that corn"
 I look at her pussy. Bulldog had ruined it. It was huge and stretched out of shape like she had just given birth. I could have stuck my whole hand in her c**t and flipped a coin!!
 How the hell am I going to follow that??
 So I position myself behind her grab her ass, and eyes shut, I am thinking of as many sexy things as I can. Just get hard - ignore whats going on, even morning piss-wood would do. Me trying to f**k her right there was like pushing a marsh mellow into a kebab. I'm as hard as jelly. Then my hand slips......................... Bulldogs Junk is all over her and I have just put my hand in it!
 'AAAAAAAAAAAAAAAAAAHHHHHHHHHHRRRRRRRRRRGH'
 It looks like a badly iced ring doughnut. So I grab her skirt, pretending to massage her ass, and scoop it out of the way. No - nooooo nooooooooooo NO!!
 I have another mans cum on my hand. I was either going to me sick or cry.
 I just stared at it, horrified. I must have been there a while, as she turned around. I didnt even see her get up!!
 She then started to blow my tiny baby **** - and that took my mind off it. Infact, a blowjob will pretty much take my mind off anything. I had restored some pride, as I was now sporting just under 5 inches of solid ****. It might not have been a giant like Bulldog's but you could have prized open a steel door with it.
 So, Ashly bends over and I'm in. It's OK - feels good, I am doing the noises, working away. She is making noises - probably sympathy noises but who cares, I am f**king.

 I was just getting into it, blocking out what I have just seen by remembering the best bits from my porn collection.
 'Bang'
 something hard hit the wall. I was all 'What the f**k was that?' I look about, and it was a shoe. Bulldogs shoe. Did he throw a shoe at me? "Bulldog what the fuuuh....."
 I look over and he is naked - socks and shoes now gone, and he is doing something.
 He has his back to me, but I can see he is up to something, fussing hard doing... something.
 So absorbed at what he was trying to do - I stopped moving again. Nothing prepared me for what I was about to see.

 Bulldog turns around. His **** looked even bigger but horrible! Dark purple and blue, bulging with veins. All swollen, I though it might explode. Around the bottom, he had tied his shoe lace!
 "Bulldog - what the f**k??" - I look at the shoe that hit the wall and, as I expected - no laces.
 "Make shift **** ring" says Bulldog. Standing there - with his **** presented with a big shoe lace bow at the bottom. All the skin where tied was puckered up and white, then bulging twisted viens and engorged. It was grotesque, like a giant purple gherkin.
 How the hell did he get hard again so soon? Must have been 5 minutes...

 So again I am out. Bulldog - eyes bulging, just ramms it in. And then goes f**king nuts.
 f**king like a psycho, angry f**king, grunting and shouting.
 "Uhhhhhhh?..." I am standing there like a tw*t
 Bulldog gets worse and starts making animal noises and biting her neck - Ashley looks scared. He is biting hard - I can see the tooth marks, and hammering so hard I can see AND HEAR his turkey-neck nut sacks mash into her ass.
 I try to grab his attention - and whisper "Bulldog"
 "Nnnagghh ahhhhhh, uuuuugh"
 "Bulldog"
 "GNhhhaarrr, uhh, UUUHHH, Arrrrrr"
 "BULLDOG"

 He looks up - only one eye open like a crazy f**ked up pirate. All red n sweatty with glowing white scars. It spooked the f**k out of me. So I screamed. Like a little girl
 "EEEEEEeeeeeeeeeeeeeehhhh"
 I have no Idea why I screamed - probably fear, but I am sure I had never screamed before. It was loud enough that Ashley stood up
 'Shhhlop' over a foot of Bulldog fell out.
 'What?' said Ashley.
 Me - feeling an even bigger tw*t "Oh...nothing"
 So, as Bulldog was standing there, already, she sat on the edge of the bed and tried to fit the purple monster in her gob.
 I had become a spectator. So - I tried to tell em 'I fold - I'm out, f**k this, you are both f**kin freaks' but what I actually said was "Err... hellooooooo?"
 With that Ashley flopped the giant **** from her mouth. It looked like she had been drinking mayonaise, stood up and tried to kiss me. Right after smoking Bulldog's mutant pole! f**k THAT!! She got close enough that I could smell Bulldog's onion knob stench on her breath! So I pushed her off - harder than I meant, she fell back onto the bed and bounced off, onto the floor, smashing a lamp. Letting out the loudest ***** fart I have ever heard 'Phhhaaaaaaaaaaaaaarrrrrrrrrrrrrrrflp' I am sure it splashed my face.

 Enough was enough. The whole affair was a nightmare. I grabbed my jeans and slept in the car. Nothing like porn. Not even close!

 Never again.
[close]

Dane cook anyone? 1:40

Head- Harmful if Swallowed- Dane Cook (http://www.youtube.com/watch?v=RUfBqzB-03Y#)

Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 03, 2011, 06:19:57 PM
So is it a Dane Cook joke compilation? Because I don't want to read it if it is.
Title: Re: Awkward Sexual Experiences
Post by: Reev on June 03, 2011, 06:33:54 PM
Unless Dane Cook does jokes about cockrings made from shoelaces, I doubt it.
Title: Re: Awkward Sexual Experiences
Post by: layzieyez on June 05, 2011, 06:39:25 AM
Dane Cock steals from everyone.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 05, 2011, 07:56:49 AM
Between the gargled grammar, asterisks, and abrupt ending, that wasn't really worth the read. Someone post something good for once please.
Title: Re: Awkward Sexual Experiences
Post by: tobey on June 05, 2011, 03:09:04 PM
bulldog is the man
Title: Re: Awkward Sexual Experiences
Post by: Justis on June 10, 2011, 12:19:54 PM
bull dog is indeed the man





okay guys heres how it went,june 7th 2011 and i had gone to my main hook up chicks house for my final swim all summer .....move forward about 2 hours and her parents kick us outta the basement so they can fuck. she rolls me out onto her back porch after some heavy petting my dicks on hard andshe pulls it out, realizing that if someone walks out they would easeily see my dick she again wheelchairs me to the back of her pool perfect privacy,mind you my dick is still hanging out this entire time, we make some more and im finger blasting this girl pretty good shes super wet and says she thinks its about time we fuck, so  i pull her pants all the way down and look at her thinkin how crazy this whole situation is. i finally slide it in raw dog and we fucked for about ten minutes untill we here her mom come outside. i didnt come this night but i still consider it my first time and i also deflowered a girl rawdog so im hyped




so there ya go
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on June 10, 2011, 12:29:37 PM
wait, you fucked her while sitting in a wheelchair?
Title: Re: Awkward Sexual Experiences
Post by: Justis on June 10, 2011, 01:24:21 PM
wait, you fucked her while sitting in a wheelchair?


yeah man


problem?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 10, 2011, 02:47:33 PM
Expand Quote
wait, you fucked her while sitting in a wheelchair?
[close]


yeah man


problem?

(http://i1134.photobucket.com/albums/m613/justiswalton/yerp.jpg)

AWESOME.
Are you a paraplegic or just put out on an injury?
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on June 10, 2011, 02:52:10 PM
him breaking his leg:

me breaking my leg. (http://www.youtube.com/watch?v=axuQ6PVFUOY&feature=channel_video_title#)
Title: Re: Awkward Sexual Experiences
Post by: Doogie Howser Ph.D. on June 10, 2011, 03:32:11 PM
I banged a chick with a broken neck..  I couldnt tell of those were yells of ecstasy or pain..  Im sorry Beth
Title: Re: Awkward Sexual Experiences
Post by: NowhereInLife on June 10, 2011, 08:16:49 PM
yes her step mom was bangin, but i'm not a complete barbarian,i was just trying to make a good impression. regardless i still got punched in the face in the stairwell and shunned by she and her friends later at the party atop said stairs.  dolo at the party i went into the kitchen and grabbed some crepes they were making (yum) and a beer from the tap.  i have no problem just getting back to the basics when the nonsensical is just too too manifest.  and nothing like a female getting violent on you for having conversation with her visiting step mom at dinner, to put one in the mood to be lone wolfin it.  so that's what i was doing. in one room they were playing a wii, and in the main room (where psycho and co had posted up) they were dancing a little and drawing on some canvas on the wall (nothing heavy was drawn that day).  i went back into the kitchen to cop another crepe, this one was more dessert-like...
Title: Re: Awkward Sexual Experiences
Post by: Perro Mojado on June 10, 2011, 08:25:55 PM
yes her step mom was bangin, but i'm not a complete barbarian,i was just trying to make a good impression. regardless i still got punched in the face in the stairwell and shunned by she and her friends later at the party atop said stairs.  dolo at the party i went into the kitchen and grabbed some crepes they were making (yum) and a beer from the tap.  i have no problem just getting back to the basics when the nonsensical is just too too manifest.  and nothing like a female getting violent on you for having conversation with her visiting step mom at dinner, to put one in the mood to be lone wolfin it.  so that's what i was doing. in one room they were playing a wii, and in the main room (where psycho and co had posted up) they were dancing a little and drawing on some canvas on the wall (nothing heavy was drawn that day).  i went back into the kitchen to cop another crepe, this one was more dessert-like...

mmmm i love crepes with nuttella
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on June 10, 2011, 10:05:52 PM
bull dog is indeed the man





okay guys heres how it went,june 7th 2011 and i had gone to my main hook up chicks house for my final swim all summer .....move forward about 2 hours and her parents kick us outta the basement so they can fuck. she rolls me out onto her back porch after some heavy petting my dicks on hard andshe pulls it out, realizing that if someone walks out they would easeily see my dick she again wheelchairs me to the back of her pool perfect privacy,mind you my dick is still hanging out this entire time, we make some more and im finger blasting this girl pretty good shes super wet and says she thinks its about time we fuck, so  i pull her pants all the way down and look at her thinkin how crazy this whole situation is. i finally slide it in raw dog and we fucked for about ten minutes untill we here her mom come outside. i didnt come this night but i still consider it my first time and i also deflowered a girl rawdog so im hyped




so there ya go

that's a good start to a long life of child support.
Title: Re: Awkward Sexual Experiences
Post by: Rafiki on June 10, 2011, 10:41:15 PM
Justis with the wheelchair fuck,Classic brotha
I got down in my wheelchair numerous times when I broke my leg
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on June 11, 2011, 08:41:34 AM
bull dog is indeed the man





okay guys heres how it went,june 7th 2011 and i had gone to my main hook up chicks house for my final swim all summer .....move forward about 2 hours and her parents kick us outta the basement so they can fuck. she rolls me out onto her back porch after some heavy petting my dicks on hard andshe pulls it out, realizing that if someone walks out they would easeily see my dick she again wheelchairs me to the back of her pool perfect privacy,mind you my dick is still hanging out this entire time, we make some more and im finger blasting this girl pretty good shes super wet and says she thinks its about time we fuck, so  i pull her pants all the way down and look at her thinkin how crazy this whole situation is. i finally slide it in raw dog and we fucked for about ten minutes untill we here her mom come outside. i didnt come this night but i still consider it my first time and i also deflowered a girl rawdog so im hyped




so there ya go

Based on what I've seen of your posts, you seem all right for being a young kid. Don't fuck your shit up so early. Don't fuck without a condom, don't fuck crazy girls, and don't fuck girls with iffy looking/smelling vaginas. Lord loves a working man, don't trust whitey, see a doctor and get rid of it. Have fun.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 11, 2011, 08:48:14 AM
yes her step mom was bangin, but i'm not a complete barbarian,i was just trying to make a good impression. regardless i still got punched in the face in the stairwell and shunned by she and her friends later at the party atop said stairs.  dolo at the party i went into the kitchen and grabbed some crepes they were making (yum) and a beer from the tap.  i have no problem just getting back to the basics when the nonsensical is just too too manifest.  and nothing like a female getting violent on you for having conversation with her visiting step mom at dinner, to put one in the mood to be lone wolfin it.  so that's what i was doing. in one room they were playing a wii, and in the main room (where psycho and co had posted up) they were dancing a little and drawing on some canvas on the wall (nothing heavy was drawn that day).  i went back into the kitchen to cop another crepe, this one was more dessert-like...

This sounds interesting, but I', strapped for a clue as to what the fuck is actually going on in here.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on June 11, 2011, 10:06:00 AM
Expand Quote
wait, you fucked her while sitting in a wheelchair?
[close]


yeah man


problem?

pretty much the opposite! congrats.
Title: Re: Awkward Sexual Experiences
Post by: Justis on June 11, 2011, 10:22:27 AM
Expand Quote
Expand Quote
wait, you fucked her while sitting in a wheelchair?
[close]


yeah man


problem?
[close]

pretty much the opposite! congrats.




internet high five
Title: Re: Awkward Sexual Experiences
Post by: Hypemhesh on June 11, 2011, 10:27:14 AM
Expand Quote
yes her step mom was bangin, but i'm not a complete barbarian,i was just trying to make a good impression. regardless i still got punched in the face in the stairwell and shunned by she and her friends later at the party atop said stairs.  dolo at the party i went into the kitchen and grabbed some crepes they were making (yum) and a beer from the tap.  i have no problem just getting back to the basics when the nonsensical is just too too manifest.  and nothing like a female getting violent on you for having conversation with her visiting step mom at dinner, to put one in the mood to be lone wolfin it.  so that's what i was doing. in one room they were playing a wii, and in the main room (where psycho and co had posted up) they were dancing a little and drawing on some canvas on the wall (nothing heavy was drawn that day).  i went back into the kitchen to cop another crepe, this one was more dessert-like...
[close]

This sounds interesting, but I', strapped for a clue as to what the fuck is actually going on in here.

Seems like it's only a 1/3 of the story... I'm really curious to see what other types of crepes will be eaten in this endeavor
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on June 11, 2011, 11:43:52 AM
him breaking his leg:

me breaking my leg. (http://www.youtube.com/watch?v=axuQ6PVFUOY&feature=channel_video_title#)
I literally yelled "Fuck!" when I saw your leg bend. fuck that.

I've been talking to this girl I dated when I was 16 (no she's not a juggalette,) and she's been talking about how she needs a secret fuck buddy. Not one to pass up an opportunity to feel ashamed of myself, I told her I could come over after babysitting my nephews. I drive over to her house and we watch BET for a little bit then I go to her room and lay down on the bed. We start talking about people that we've fucked and she mentions that she's fucked like 2 guys in the past few days. she gets pretty detailed and I start to regret coming over but I'm already there so I might as well go through with it. We start making out and she takes off her pants and says "Is this weird that we're just now fucking and we've known each other for so long?" I tell her it's not and she says that I have to wear a condom (which is cool with me because she's a skank.) The only problem is is that I've never worn a condom in my life. So I tell her to put it on because I'm not really sure how to. She puts it on the head and tells me to do the rest. I do and we start fucking. While we're fucking she says "Oh you're so much better than Dillan," which is a friend of mine she fucked right after we broke up. I ignore it and keep going and she starts to sing "This Place is a Prison," by The Postal Service (It was our song whenever we were dating.) At this point it's kind of hard to focus because she's being so weird. After like 20 minutes her Mom comes home and we have to hurriedly stop. After we put our clothes back on her Mom asks "Oh I'm so glad it's Noah! I thought it would be one of  your ugly boyfriends. I hope you wore a condom." I tried to play cool and said I had to go home and just walked out. She texted me and said "We should do that again ;)" I never replied. Second worst sex I've ever had. 
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on June 11, 2011, 01:15:09 PM
Expand Quote
him breaking his leg:

me breaking my leg. (http://www.youtube.com/watch?v=axuQ6PVFUOY&feature=channel_video_title#)
[close]
I literally yelled "Fuck!" when I saw your leg bend. fuck that.

I've been talking to this girl I dated when I was 16 (no she's not a juggalette,) and she's been talking about how she needs a secret fuck buddy. Not one to pass up an opportunity to feel ashamed of myself, I told her I could come over after babysitting my nephews. I drive over to her house and we watch BET for a little bit then I go to her room and lay down on the bed. We start talking about people that we've fucked and she mentions that she's fucked like 2 guys in the past few days. she gets pretty detailed and I start to regret coming over but I'm already there so I might as well go through with it. We start making out and she takes off her pants and says "Is this weird that we're just now fucking and we've known each other for so long?" I tell her it's not and she says that I have to wear a condom (which is cool with me because she's a skank.) The only problem is is that I've never worn a condom in my life. So I tell her to put it on because I'm not really sure how to. She puts it on the head and tells me to do the rest. I do and we start fucking. While we're fucking she says "Oh you're so much better than Dillan," which is a friend of mine she fucked right after we broke up. I ignore it and keep going and she starts to sing "This Place is a Prison," by The Postal Service (It was our song whenever we were dating.) At this point it's kind of hard to focus because she's being so weird. After like 20 minutes her Mom comes home and we have to hurriedly stop. After we put our clothes back on her Mom asks "Oh I'm so glad it's Noah! I thought it would be one of?  your ugly boyfriends. I hope you wore a condom." I tried to play cool and said I had to go home and just walked out. She texted me and said "We should do that again ;)" I never replied. Second worst sex I've ever had.? 
stopped reading right here
Title: Re: Awkward Sexual Experiences
Post by: steve on June 11, 2011, 03:43:27 PM
not really awkward, well for me anyways...

in 07 i was kicking around NC, just skating and partying under the pretense of trying to figure my life out and look at UNCG. Never happened....

I had been sleeping in my car for a while but through skating, music, bars, and good fortune i was graced with the kindness of the South and offered many places to stay after only a few weeks of kicking it around in one particular city.

The cat who offered me a place to stay was also a Mass transplant and had said that if i washed dishes and mopped the kitchen I could eat, drink, and sleep at his place- no way was i turning this down. His roommate was a shitbag from Jersey City. However, his roommates girlfriend was a great looking "goth" chick. Now, this style of female isn't generally my thing, but a hot slut is a hot slut- Snookie or Morticia Addams....

So as a week or so passes the roommate, Ray, starts to grate my nerves more and more. This leads to me ignoring his presence in his own home and hanging out with his goth girlfriend more and more.

Eventually, well very much with the quickness, we start fucking, Amy and I, that is. Ray would go to his shitty dishwashing job and she would pick me up, buy me lunch, smokes, brews, and drive me to her parents house. We would smoke some buds, maybe she would give me a foot massage with lotion, and a blow job before feeding me dinner and fucking me. She would then drive me to the bar where her dude washed dishes and buy me drinks. things were kosher, Ray seemed to like that i kept her out of trouble.

Well, one day we drive out to Asheville to spend some of her money. It was a cold and shitty day. I was broke and aggrevated. Whilst driving home, down some winding mountain roads, Amy starting sucking my cock. It was great, as road head from a girl with 2 tongue piercings is bound to be. Well, i bust my nut shortly before we pull off the highway. She suggests that we go to the bar where Ray was washing dishes, Las Palmas.

We walk into the bar and Ray is sitting there eating dinner. We approach him and extend greetings. First he thanks me for taking her shopping for the day and tells me to order dinner, on him. I naturally ordered a steak, taters, and PBR. He buys me a tequilla shot.

Amy then leans into him and slaps him with a full on 30 second make out, about 15 minutes after gargling with my jizz.

Kinda felt a little awkward.

Amy has a sister too....
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 11, 2011, 08:34:35 PM
not really awkward, well for me anyways...

in 07 i was kicking around NC, just skating and partying under the pretense of trying to figure my life out and look at UNCG. Never happened....

I had been sleeping in my car for a while but through skating, music, bars, and good fortune i was graced with the kindness of the South and offered many places to stay after only a few weeks of kicking it around in one particular city.

The cat who offered me a place to stay was also a Mass transplant and had said that if i washed dishes and mopped the kitchen I could eat, drink, and sleep at his place- no way was i turning this down. His roommate was a shitbag from Jersey City. However, his roommates girlfriend was a great looking "goth" chick. Now, this style of female isn't generally my thing, but a hot slut is a hot slut- Snookie or Morticia Addams....

So as a week or so passes the roommate, Ray, starts to grate my nerves more and more. This leads to me ignoring his presence in his own home and hanging out with his goth girlfriend more and more.

Eventually, well very much with the quickness, we start fucking, Amy and I, that is. Ray would go to his shitty dishwashing job and she would pick me up, buy me lunch, smokes, brews, and drive me to her parents house. We would smoke some buds, maybe she would give me a foot massage with lotion, and a blow job before feeding me dinner and fucking me. She would then drive me to the bar where her dude washed dishes and buy me drinks. things were kosher, Ray seemed to like that i kept her out of trouble.

Well, one day we drive out to Asheville to spend some of her money. It was a cold and shitty day. I was broke and aggrevated. Whilst driving home, down some winding mountain roads, Amy starting sucking my cock. It was great, as road head from a girl with 2 tongue piercings is bound to be. Well, i bust my nut shortly before we pull off the highway. She suggests that we go to the bar where Ray was washing dishes, Las Palmas.

We walk into the bar and Ray is sitting there eating dinner. We approach him and extend greetings. First he thanks me for taking her shopping for the day and tells me to order dinner, on him. I naturally ordered a steak, taters, and PBR. He buys me a tequilla shot.

Amy then leans into him and slaps him with a full on 30 second make out, about 15 minutes after gargling with my jizz.

Kinda felt a little awkward.

Amy has a sister too....

DON'T LEAVE US HANGING. And Jimi,

Not one to pass up an opportunity to feel ashamed of myself

<3
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on June 12, 2011, 06:28:51 PM
This page is definitely keeping the thread live. Steve & Jimi...well done.
Title: Re: Awkward Sexual Experiences
Post by: augustmoon on June 12, 2011, 07:27:18 PM
rocking an ileostomy for another couple weeks.  staying with my homegirl in NY for the next week, sharing the same bed.  i'm sure "awkward" is going to be an understatement....
Title: Re: Awkward Sexual Experiences
Post by: BraveUlysses on June 12, 2011, 07:32:48 PM
Good for you Justis. Is it illegal or just unethical if some older dude watches some young kids fuck? I don't wanna do it but I'm just curious.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 12, 2011, 08:26:13 PM
Good for you Justis. Is it illegal or just unethical if some older dude watches some young kids fuck? I don't wanna do it but I'm just curious.

Go ahead and watch.










Then tell us how it went from your cellblock computer.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on July 02, 2011, 07:46:29 AM
Alright, so I had a pretty good one happen not too long ago and figured I'd grace the slap awful sexual experiencesthread with it:

     This night started off as most nights do - having a few beers at a friends place then heading to a pub. We were going to this couchsurfing meet up if you've ever heard of that website. So everyone grabs a drink at the bar then settles in at the table with all the couchsurfing people. I soon realize it's just a bunch of boring, awkward individuals so I gaze around the pub looking for ladies to talk to. Spot some, head over. They're both Polish - as most girls here are seeing as how I'm living in Poland. I ask them if I'm interrupting a girls night out or if they mind me joining them for a drink. They tell me I kind of am but since I'm cute to stay - so I do. One of them is really shy and the other one is just eye fucking me the whole time asking inquisitive things such as: Why talk to us of all the other girls here, tell me the most interesting thing about yourself, are you a boob or ass man, etc... My friend then walks up and tries to join but they completely blow him off. There's a bit of silence at this point and she has this strange look on her face so I decide to reciprocate the drilling of questions and ask her what's on her mind. She says It's really bad and she shouldn't say it but if I want her to she will. And I do so she does. She tells me how she was thinking she really wants to watch me fuck her friend if I don't mind. Funny how she asks me this before her friend. Her friend isn't too keen for this on the day she just met a guy so it doesn't happen we just go to some all night club.

     This is where it get's interesting. So maybe the threesome could have happened this night but it didn't, although it did later, for one particular reason. This insanely drunk Canadian guy decides to join us and he's an alright guy so I talk to him for a second. Bad Move. After this I discover he's the most awkward individual I've ever met and won't leave. This results in the girls eventually being over it and deciding it's time to go home. At that point I was pretty over it myself but decide to walk around this cheesy club for a bit and end up bumping into these gay French guys I know who have a french girl friend with them. It was obvious this girl just wanted to fuck and since I was in with her social circle she sides on me. She wasn't really my type - a short little petite girl with frizzy red hair, green eyes, and peculiar glasses. We dance for a bit and then we go for a cigarette. I carry a little notepad around and she flips through it then wants me to draw something on her arm. Seeing as how I'm drunk it's not the greatest thing I've ever drawn, quite bad actually. I think it was an Alien. After that we start making out. Shortly after I start egging her on about just coming back to my place. She's trying to play it off but knows she wants to. Eventually she agrees and we leave to walk back to my place

     The walk was fairly awkward. Neither of us really had anything to say and I definitely started to sober up a little too much. Then we're at my place. All the awkwardness starts now. We start to make out and when I'm taking her clothes off she doesn't even help unbutton a button or unzip a zipper. She told me she had a thing for guys undressing her. There's a little foreplay but not much because I'm not really into her. In fact, I'm pretty sober at this point and it's hard for me to even have sex with this girl. First she blows me and the strange thing is that as she's sucking my dick she lights up a cigarette. Doesn't even ask me if it's okay to smoke in my flat - which it's not but I don't care at this point. She's French so, eh...and for a French girl she was really bad in the sack. For how tiny she was, there was a lot of room in that vagina. I fake cumming to get it over with and then she gets up and puts her clothes on again. Starts saying how she doesn't think it was any good for me and the proof is that I let her put her clothes back on. Truth was, it was horrible for me and I let her put her clothes on because her leaving seemed fabulous. I try to be considerate though and figure she's going to leave anyway so I say something like, "well I didn't figure I had to stop you from putting on your clothes, that it's understood since we just had sex you could stay if you wanted." Another bad choice. So with this undressing fetish of hers she tells me to undress her again and then wants to have sex again. So we do, but it's worse this time and while she's completely controlling everything I'm laying there noticing the odd shapes of freckles on her body. She can tell I don't want it so gets up and does the same thing again. This time I'm not undressing her and I just tell her how I'm not that into her. I was drunk at the bar and now I'm not. She starts crying and then she storms out. I'm relieved and get up to take a piss, grab some lotion, pour a glass of wine, play some porn on the tv, and start jerking off because at this point I really need to get off. Then there's a knock on my door. It's this girl and she says she forgot her scarf. I didn't really think about it and just open the door naked with a  raging boner, porn still playing, lotion and a glass of wine on my table - I live in a studio so everything's just there to see. She sees this and just starts balling. Storms in to grab her scarf and the leaves, slamming the door behind her calling me an asshole.
Title: Re: Awkward Sexual Experiences
Post by: Justis on July 02, 2011, 08:10:44 AM
that was amazing^

Title: Re: Awkward Sexual Experiences
Post by: skate_bored on July 02, 2011, 04:09:03 PM
that was so fucking good.
Title: Re: Awkward Sexual Experiences
Post by: GISM on July 02, 2011, 05:33:07 PM
Got drunk with this girl I've been seeing. Start boning and it's cool and she asks me to choke her. This is new to me but I went with it just pressing my hand on her throat. Wasn't doing much for me and it was hard to balance so after a minute I put my hand back on the bed. Then she starts thrashing around and pushing me away so I stop but she tells me to keep going. Now I feel like I'm wrangling a crocodile and realize I'm play-raping this girl. It was messing with my focus but I was too drunk to be fully weirded out. She must have tired herself out because after a while it went back to non-rapey sex. She was really stoked on it the next day. I woke up feeling really fucking weird because now I know what it looks like to rape someone... Not into it.
Title: Re: Awkward Sexual Experiences
Post by: redhatchet on July 02, 2011, 06:05:27 PM
Shoulda just choked the bitch. ^^^
Title: Re: Awkward Sexual Experiences
Post by: smokecrack on July 03, 2011, 12:36:42 AM
+1 for sexualhelon.

damn that was a story.

GISM, you need to man up and learn how to properly choke a bitch.
Title: Re: Awkward Sexual Experiences
Post by: Matze on July 03, 2011, 03:28:04 AM
Got drunk with this girl I've been seeing. Start boning and it's cool and she asks me to choke her. This is new to me but I went with it just pressing my hand on her throat. Wasn't doing much for me and it was hard to balance so after a minute I put my hand back on the bed. Then she starts thrashing around and pushing me away so I stop but she tells me to keep going. Now I feel like I'm wrangling a crocodile and realize I'm play-raping this girl. It was messing with my focus but I was too drunk to be fully weirded out. She must have tired herself out because after a while it went back to non-rapey sex. She was really stoked on it the next day. I woke up feeling really fucking weird because now I know what it looks like to rape someone... Not into it.

it's always awesome if girls are into that stuff.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on July 03, 2011, 07:24:04 AM
Got drunk with this girl I've been seeing. Start boning and it's cool and she asks me to choke her. This is new to me but I went with it just pressing my hand on her throat. Wasn't doing much for me and it was hard to balance so after a minute I put my hand back on the bed. Then she starts thrashing around and pushing me away so I stop but she tells me to keep going. Now I feel like I'm wrangling a crocodile and realize I'm play-raping this girl. It was messing with my focus but I was too drunk to be fully weirded out. She must have tired herself out because after a while it went back to non-rapey sex. She was really stoked on it the next day. I woke up feeling really fucking weird because now I know what it looks like to rape someone... Not into it.

Remedy to this situation: You stick it in her butt and as soon as you finish run away. Just jolt out the door. If she get's pissed just tell her you were trying to make her fantasy more realistic. Win/win situation.
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on July 03, 2011, 07:43:18 AM
Don't forget to grab her money on the way out.
Title: Re: Awkward Sexual Experiences
Post by: GISM on July 04, 2011, 12:31:03 AM
..
Title: Re: Awkward Sexual Experiences
Post by: Clayton on July 04, 2011, 04:24:27 PM
I worked for a woman who owns her own jewelry company until she moved. She was in her mid fourties, had a couple kids, an ex husband, dating some turkish dude, kind of crazy, and a full blown milf. This woman kept no secrets and would tell me everything that went on in her personal life. It was pretty normal for it to be just me and her while we worked alone in her house, but one day she started telling me she was breaking up with her Turkish boyfriend who was in Turkey at the time. I didn't really think anything of it. The same day she started playing music on her computer which she probably only had a couple times prior. Mostly shitty soft rock that old people seem to like. One of the songs she played was "Sexual Healing" by Marvin Gaye. I thought nothing of it until the next day she did the exact same thing with the same song. Pretty sure that was her way of telling me she wanted to fuck, but my secondhand embarrassment from the fact that her "game" was to play suggestive songs next to me while she went about her daily routine, her ex-husband went crazy on her and pulled a gun, her boyfriend used to tell me crazy Turkish military stories of him and his friend "Psycho," and the fact that my job would be at serious jeopardy if I whipped it out after reading her wrong prevented me from doing anything other than sit at my computer thinking to myself, "this bitch want me to do something?!"

She's two states away but boning this woman 20 years my senior is currently on my bucket list of things to do before I die.

Sorry this stories actually pretty weak now that I wrote it out. Fuck it. Post.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on July 04, 2011, 05:18:01 PM
Should have went for her.
Title: Re: Awkward Sexual Experiences
Post by: smokecrack on July 04, 2011, 05:45:51 PM
..

i read your original post before you removed it.

i ain't dumb.

i caught chu!
Title: Re: Awkward Sexual Experiences
Post by: Kristi Yamaguchi on July 04, 2011, 06:07:29 PM
Expand Quote
wait, you fucked her while sitting in a wheelchair?
[close]


yeah man


problem?
AHHAHAHHAHA SWAG
Title: Re: Awkward Sexual Experiences
Post by: steve on July 04, 2011, 08:18:06 PM
Expand Quote
Got drunk with this girl I've been seeing. Start boning and it's cool and she asks me to choke her. This is new to me but I went with it just pressing my hand on her throat. Wasn't doing much for me and it was hard to balance so after a minute I put my hand back on the bed. Then she starts thrashing around and pushing me away so I stop but she tells me to keep going. Now I feel like I'm wrangling a crocodile and realize I'm play-raping this girl. It was messing with my focus but I was too drunk to be fully weirded out. She must have tired herself out because after a while it went back to non-rapey sex. She was really stoked on it the next day. I woke up feeling really fucking weird because now I know what it looks like to rape someone... Not into it.
[close]

some choking is usually a good fucking time, man!

the last time i choked a girl she told me to stop saying "i'm not into that" and proceeded to let me face fuck her shortly there after....

one night an ex and i gobbled some percs and had drinks. we were fucked up beyond belief. we had actually gone to dinner with my parents earlier in the evening. anyways, seeing as we were ravaged we ended up having really good sex. i was going on and on calling her a "dirty little whore" and "fucking slut" when she asked me hit her. mind you, i was hitting the poon from behind with a hand pulling back her head. So, i gave a weak slap to the cheek. she started fucking me harder, i mean considerably harder. she yells for me to smack her again; which i did. anyways, to make a long story short, we passed out after a few hours of violent fucking.

the next morning her mom asked if she was wasted and fell down the stairs. she had a brutal shiner... giving a girlfriend a voluntary black eye is awkward.
Title: Re: Awkward Sexual Experiences
Post by: Mad Max on July 05, 2011, 01:48:47 AM
+1 for sexualhelon.

damn that was a story.

GISM, you need to man up and learn how to properly choke a bitch.

There's a funny sketch by a female comedian about guy's choking her during sex, but I can't remember her name. Damn...
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on July 05, 2011, 03:35:04 AM
Expand Quote
+1 for sexualhelon.

damn that was a story.

GISM, you need to man up and learn how to properly choke a bitch.
[close]

There's a funny sketch by a female comedian about guy's choking her during sex, but I can't remember her name. Damn...

tis whitney cummings
http://comedians.jokes.com/whitney-cummings/videos/whitney-cummings---copying-porn-moves/ (http://comedians.jokes.com/whitney-cummings/videos/whitney-cummings---copying-porn-moves/)
Title: Re: Awkward Sexual Experiences
Post by: Reev on July 05, 2011, 03:48:21 AM
Pretty apt name for someone copying porn moves.
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on July 05, 2011, 03:58:04 AM
Pretty apt name for someone who's mouth I wouldn't mind fucking.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on July 05, 2011, 05:54:13 AM
After I watched this I went out and bought a shark fin hat then downloaded the main theme from Jaws. Next time I bring a girl back to my place for sexy time I'm going to say I have to pee first, go into the bathroom and replace all my clothes with nothing but a shark fin hat, then hit play for the jaws theme and dim the lights as I emerge. I feel like I should buy a water bed for this.
Title: Re: Awkward Sexual Experiences
Post by: coma on July 05, 2011, 05:59:25 AM
.
Title: Re: Awkward Sexual Experiences
Post by: alrightythen on July 05, 2011, 06:32:58 AM
Expand Quote
..
[close]

i read your original post before you removed it.

i ain't dumb.

i caught chu!
Could you please sum it up for the rest of us. NO SECRETS HERE GISM!!!!
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on July 10, 2011, 02:19:40 PM
I'll break this up because it's pretty long...

So this weekend i've been at NASS estival, which is like action sports in the day and then mainly drum and bass/dubstep in the night. Anyway, i get there on friday and smoke a few doobs, drink some booze and do some MDMA for the first time and then hit up the d&b arena. The MDMA hits me as i get in so i started dancing like it was going out of style and was grinding girls despite my pilly willy. Half way through flux pavillion's set i turn round to see my friend grinding some pretty filthy chick so i gave him 'that' look and started grinding the girls indian friend. After a while he ducks out, but because i was still buzzing i didnt want to stop dancing so i danced with the indian chick even more. Well, when i say dance, it was more like having sex with my trousers on, as she was literally banging my dick from every angle. This got a little awkward when my phone started to ring on vibrate (it was in my pants) and wouldn't stop for what felt like forever, making me look like my penis was having an epileptic fit on this bitch.

After getting off for  while, i give her the sign language for, 'it's hot, lets get out of here' (my clothes are actually still wet with sweat 2 days later), and we proceeded back to her tent where i was informed her gay friend Luke was staying, which i had no problem with. Anyway, we get in and i see a pretty hot looking girl in the dark corner, only for her to answer to Luke a moment later. At this point i realised i was probabaly more fucked than i first thought. I get naked and she starts teasing me saying she'd love to go on top because she's never tried it, but then her bitch cunt friend comes in and kicks us out, so i take her back to my tent.

Instantly she changes from the dick grinding freak into being all nervous, saying, 'I'm no good at sex you should go find someone else...'. Oh yeah, and not at one point in the night was i allowed to touch her vagina with anything but my penis. Seriously. Anyway after listening to her going on about being a bad muslim we get at it, but after a minute she started going, 'IT'S BURNING STOP! IT'S BURNING!', much to my dismay. She then told me a long story about how her doctor told her it burns because nothing has ever been there before, to which i tell her it might help if i could finger her or eat her out, but no no thats horrible, so i tried to fuck her in every position possible, doggy, wheelbarrow etc but every single one made her cunt go up in flames. I eventually convinced her to give me a handjob to finish (no head), during which she felt the need to tell me a story she read about a young boy being kidnapped, raped and murdered. This gave me issues with the old boner, so i had to do it myself whilst holding her tits, like a 12 yea old. She said i couldn't cum on her so i had to turn and cum all over my sleeping mat, which was not what i had in mind when i brought her back, so i kicked her out and she said she wanted to slap me or something along those general lines. Also, during this whole time i almost shit myself multiple times due to free relentless and threw up in my mouth a couple or times whilst fucking her.

Long story short, i scorched an Indian girls vagina with my penis of fire.

Please god dont let me have syphillis...
Title: Re: Awkward Sexual Experiences
Post by: Archie Bunker on July 10, 2011, 02:50:46 PM
did you get thizz dick
Title: Re: Awkward Sexual Experiences
Post by: Reev on July 10, 2011, 02:58:50 PM
Long story short, i scorched an Indian girls vagina with my penis of fire.

Now that's a sig worthy quote if I've ever seen one!
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on July 10, 2011, 05:08:41 PM
grubby mits for the win. that was a good one!
Title: Re: Awkward Sexual Experiences
Post by: frank on July 21, 2011, 03:29:24 PM
i have to bring this back and vent. went to the lady's house today. with in 2 minutes of being in the room i'm in. feelin' good about myself, going strong for like a WHOLE 5 minutes. next thing you know. knock. knock. KNOCK. fuck. had to be like the third time we've been caught. so i grab my jeans, throw them on faster than ever, no boxers. she walks to the door. first thing i hear, "come outside...both of you." i swear my heart jumped out of my chest when i heard those three words. didn't move an inch. next thing you know they're in a full blown shouting match. pretty sure the last thing i heard was "OKAY! we're leaving!!! AGHHH!" so we stick around for a couple minutes to collect our clothes and prep for the awkwardness. so i'm halfway out the house thinking i'm safe. then i look over and her mom is mean mugging me so hard. soo awkward. so i do that little smash my heels down thing to avoid being there any longer. now i'm here, an hour later. blue balls like no other. maybe i should jerk off..
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 22, 2011, 02:37:59 PM
This experience is fresh, as in it happened an hour ago. This is all true.

I went over to my ex girlfriend's house so we could hang out. I wasn't expecting to do anything because I just wasn't feeling it today. Well she opens the door naked and welcomes me in. We go to her room and says she's ready. I say I'm not really diggin it today and that we can just do it tomorrow or something. She gets mad and we just hangout for a bit. Well if there's a naked girl next to you eventually you're going to start getting a boner. So I say "I'm ready for Sex!" and we go at it. 20 minutes in she's like "I want to try something," and gets on top of me and shoves my dick in her ass. This is only the second time I've put it in her butt so I'm still slightly weary of the possibility of shit on my dick. It's going better than expected when she says "I think my ass is leaking." I tell her to get off and check it and it's just blood all over. She starts crying and thinks that she's going to need stitches on her asshole and keeps saying that her mother is never going to forgive her. I walk out of the room to wash the blood off my dingaling. After thoroughly scrubbing I walk back in the room and she's still crying. As i walk towards her I step in something. Without even looking down I already knew what it was. She shit herself. She apologizes and tells me not to tell anyone and I promised I wouldn't. I go back to the bathroom and wash my feet off. By this point she has her clothes back on and is just sitting there. She gets ready for work and I take her and she texts me and says "Let's never do that again."
Title: Re: Awkward Sexual Experiences
Post by: polyethylene on July 22, 2011, 02:57:46 PM
This experience is fresh, as in it happened an hour ago. This is all true.

I went over to my ex girlfriend's house so we could hang out. I wasn't expecting to do anything because I just wasn't feeling it today. Well she opens the door naked and welcomes me in. We go to her room and says she's ready. I say I'm not really diggin it today and that we can just do it tomorrow or something. She gets mad and we just hangout for a bit. Well if there's a naked girl next to you eventually you're going to start getting a boner. So I say "I'm ready for Sex!" and we go at it. 20 minutes in she's like "I want to try something," and gets on top of me and shoves my dick in her ass. This is only the second time I've put it in her butt so I'm still slightly weary of the possibility of shit on my dick. It's going better than expected when she says "I think my ass is leaking." I tell her to get off and check it and it's just blood all over. She starts crying and thinks that she's going to need stitches on her asshole and keeps saying that her mother is never going to forgive her. I walk out of the room to wash the blood off my dingaling. After thoroughly scrubbing I walk back in the room and she's still crying. As i walk towards her I step in something. Without even looking down I already knew what it was. She shit herself. She apologizes and tells me not to tell anyone and I promised I wouldn't. I go back to the bathroom and wash my feet off. By this point she has her clothes back on and is just sitting there. She gets ready for work and I take her and she texts me and says "Let's never do that again."
(http://noob.hu/2010/05/23/trollface1.jpg)
Title: Re: Awkward Sexual Experiences
Post by: BriDen on July 22, 2011, 03:23:41 PM
Juggalettes are a trusting people, sometimes to a fault.
Title: Re: Awkward Sexual Experiences
Post by: Anthony on July 25, 2011, 10:21:28 AM
Awful experience last night, to make a long story short, whiskey dick. Its never happened to me before i was so bummed, she kept calling me an asshole because of it haha that wasnt really helping either.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on July 25, 2011, 10:59:34 AM
Hey Jimi, at least she doesn't shit while giving a blow job
http://efukt.com/20899_Unexpected_Cumshot_Ends_Hilariously_Bad.html (http://efukt.com/20899_Unexpected_Cumshot_Ends_Hilariously_Bad.html)
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 25, 2011, 12:16:22 PM
Hey Jimi, at least she doesn't shit while giving a blow job
http://efukt.com/20899_Unexpected_Cumshot_Ends_Hilariously_Bad.html (http://efukt.com/20899_Unexpected_Cumshot_Ends_Hilariously_Bad.html)
"That's what I do when I puke." She always shits and pukes? Once when I was getting a BJ the girl choked and accidentally pissed all over my legs.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on July 29, 2011, 06:51:47 AM
Pulling from the archives, because I refuse to let this thread go quietly into the night.

I'd talked to a girl that always wanted to "be with a guy and a girl" at the same time. We'll call her Experimental girl. I attempted to cash in on this lottery ticket a few times with no success. It seems that when you can find one part, you can't find the other. Finally I was out with a female friend from high school a few years back, who I'll refer to as "Amanda". I wasn't expecting anything, but Amanda decides to crash at my place. Experimental girl also decides to stay over. With this knowledge I check my drinking just in case...not expecting anything from both, but figuring if I can't get one then I'll get the other. It's 3am, the girls are comfortable with each other and I retire to my room with Experimental girl. While doing the whole heavy petting routine, I ask "Should I bring her in"? Experimental lights up and says yes. Great. Now I need to man up and get this started. So I walk out and Amanda is on the couch watching Nick at Night or something. I sit down, go in for a few kisses (successful) and ask her "Hey, would you want to join in?". Amanda stands up and starts walking straight into the room. The girls see each other and both perk up. They do the softcore porn make out session while I rotate out going down on both of them.

I'm living out the dream. I'm about to cross the finish line, leading the pack, and that gold medal is almost mine. We switch positions and I'm on the bottom, Experimental over my face and Amanda climbs up to fuck me. Amanda is bucking away and moaning. All is grand....until I hear some weird noises from Experimental. I stop to look up, and Experiment is sobbing. Right in the middle of my masterpiece, Experimental is crying her eyes out, mid-oral. Mascara tears running down the wall she's leaning against. Things cease for a minute and Experimental admits that she's jealous and just said she wanted to do a threeway because she thought it'd get my attention.

(http://pawsru.org/flash/src/flash12853_Okay%20Guy%20No%20variant.jpg)

I sit there, not as drunk as the girls, trying to sooth an upset Experimental while Amanda's lady boner dies down. The night ends with the two of them cuddling, me on the side, and some serious disappointment. The next day I'm told by Amanda that she's down anytime, anywhere. Good to know. Experimental has since been phased out of my life due to the glaring scar on my night. Amanda actually finished me off in the living room that night when we went out to "talk".
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on July 29, 2011, 08:19:56 AM
That Amanda is one nice girl.

So I was in Amherst again this past week, and decided to hit up a rotary of women that still live around there that I might be able to stir things up with again. I half-heartedly hit up The Biter, who's the only one who's available. We go out for some drinks and a party back at my old place. Hours later we get back to my kitchen/room, throw on Malcolm in the Middle, and proceed to Funkytown. I had already warned this girl against any further biting, hickies, or anything involving her teeth. She reluctantly agrees. Unfortunately we didn't get to the bonezone due to the a multitude of factors--exhaustion, condom shrinkwrap due to not putting one on in nearly a year, and the fact that her orifice was a cramp space. Whatever, a brain-drain is fine by me. So she slowly rubs her petite, topless, half Italian, half Indian body down my own, stopping here and there to kiss... and bite. Liar. She barraged my neck before I could even realize what was happening, but I wasn't sure if she had bitten hard enough to leave a mark so I let her be.

She sways above me and on me some more, stopping at my nipples this time. Now I like some nipple play, but very light and don't linger too long because there's a job to be taken care of downstairs, and I don't like to be kept waiting. Everything this girl does is the opposite of light. She trapped my nipple at the base, and bit down hard. Clamped down, vicegripped, nearly removed it from my body. I wouldn't hit her had she not also had my dick in her hand. She does this a couple times and I channel some Fez, "Steady old boy, steady... she is a fiesty one." A lifetime later she finally makes her way downstairs, and I'm excited. I hadn't had any sort of penis touching from a woman in.. way too long. And she's on the happy trail now, the point of no return, the end of my dry spell is in sight.

Then she makes another pit stop. Not just a peck or sensual kiss on the way down. She stops. Now think to yourself, where is there to stop and focus on the front of the male anatomy between the nipple and the penis when a woman is sexploring? If you guessed the umbilicus, I have the unfortunate pleasure of saying you are indeed correct. I wasn't sure what she was going to do, hopeful just be playful, kiss it or something, then bounce to the more important matter. Instead, she starts licking it. Thankfully it was dark in the room, or else she would've seen the look of "Are you fucking out of your mind?" on my face. She was licking my navel like a pussy, and I didn't know what to do other than nervously giggle. I was fucking disgusted, I hadn't showered and my lint there is notorious. It would have been cleaner for her to just go down on me. This lasts way too long, and she's looking up at me from time to time with what I assume was a look that said "Yeah.. you like that don't you baby?" No, I don't. Suck my dick already. Then she did, and it was lovely as usual. Big lips, tiny hands = gloryland. I drove her home and took my traditional after-come piss. I took a look in the mirror, and noticed that she left her trademark. No less than four hickies littered my neck. Whatever.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on July 29, 2011, 08:50:11 AM
Big lips, tiny hands = gloryland.

this should be written on a trucker hat along with that redneck-flag. and money would be made.
Title: Re: Awkward Sexual Experiences
Post by: Numeral on July 29, 2011, 12:35:48 PM
whiskey dick's a bitch, the sad part is I knew that I had to stop the drinking if I wanted some, but that day for some reason I was more interested in the drinking than in what could've happened afterwards...
Title: Re: Awkward Sexual Experiences
Post by: I Dont Know3948 on July 30, 2011, 01:37:39 AM
kinda stopped caring about whiskey dick years ago, my usual tactic is to just get the girl in my bed or into her bed and just pass out and fuck her in the morning.
anyways, this story happened when i was probably 14 or 15. Its my birthday, and my girl comes over. this was at a time when we couldnt really get away with fucking in my room while my parents were home. at some point during the day, we go for a walk. we end up at this park down the street from my house. were sitting on this semi secluded bench. she starts rubbing my dick over my pants, and tells me that she didnt wear underwear cause it was birthday. so, i start to finger her. around this point, there randomly starts being a good number of people around the bench we're sitting on (dogwalkers, families, etc.). we're being somewhat discreet, but im already pretty sure that people know whats going on. she unzips my pants and starts giving me head. remember earlier when i said families? i mean FAMILIES. like, LITTLE ass kids. im really nervous about people seeing, but people dont really seem to be paying us much mind, or at least are pretending not to. so i say fuck it and let her go for it. after a while, she stops and just jumps on top. since shes not wearing any underwear and shes wearing a skirt, she doesnt have to do anything but jump on. so, shes now jumping up and down on my pole in a public park in front of at least 10-20 people. i kinda just give up at this point, and fuck the shit out of her. we finish up, nobodys bothered us. i honestly stopped paying attention to people after a couple minutes, but i think they probably just departed quickly when they realized what was going on. anyways, two or three days later, my mom sits me down when i get home from school. turns out, one of her friends was walking her dog through the park and saw us. my poor mother.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on August 01, 2011, 04:03:48 AM
a few years ago with an ex-girlfriend

her: "what do you think about having a threesome"
me: (trying not to sound too eager incase its a trap) "dunno could be fun, who did you have in mind?" (thinking she'd say her best friend beth who was really hot and a dirth bitch)
her: "ooh i dunno, i was thinking either chris or matt"
me: THE FUCK?

soo she got my hopes up only to propose a mmf threesome
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 01, 2011, 04:15:05 AM
The pig roast.
Title: Re: Awkward Sexual Experiences
Post by: Anthony on August 01, 2011, 12:35:02 PM
The pig roast.
Ive never heard that term,Im assuming its the same as the eiffel tower?
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 01, 2011, 12:41:14 PM
Expand Quote
The pig roast.
[close]
Ive never heard that term,Im assuming its the same as the eiffel tower?

(http://www.seriouseats.com/images/20100622-pig-roast-03.2.jpg)
Pretty much.
Title: Re: Awkward Sexual Experiences
Post by: frisco on August 01, 2011, 06:56:55 PM
just got hernia surgery.  but in the few weeks leading up to the surgery, there were a few instances of bringing girls home, and when the clothes come off they go "the fuck is that?!?!?"

by the way, the hernia was right by my junk.

what concerned me more was the girl who didn't say jack shit, as if she were used to this kind of thing.


haha something like this happened with a chick i knew, she was a diabetic and had a tube coming out of her back
Title: Re: Awkward Sexual Experiences
Post by: oyolar on August 01, 2011, 07:44:47 PM
just got hernia surgery.  but in the few weeks leading up to the surgery, there were a few instances of bringing girls home, and when the clothes come off they go "the fuck is that?!?!?"

by the way, the hernia was right by my junk.

what concerned me more was the girl who didn't say jack shit, as if she were used to this kind of thing.


I was unaware that one is allowed to have sex with a hernia.
Title: Re: Awkward Sexual Experiences
Post by: mandibleclaw on August 01, 2011, 07:58:46 PM
Expand Quote
just got hernia surgery.  but in the few weeks leading up to the surgery, there were a few instances of bringing girls home, and when the clothes come off they go "the fuck is that?!?!?"

by the way, the hernia was right by my junk.

what concerned me more was the girl who didn't say jack shit, as if she were used to this kind of thing.

[close]

I was unaware that one is allowed to have sex with a hernia.

fuck the police
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on August 01, 2011, 11:09:59 PM
Expand Quote
Expand Quote
just got hernia surgery.  but in the few weeks leading up to the surgery, there were a few instances of bringing girls home, and when the clothes come off they go "the fuck is that?!?!?"

by the way, the hernia was right by my junk.

what concerned me more was the girl who didn't say jack shit, as if she were used to this kind of thing.

[close]

I was unaware that one is allowed to have sex with a hernia.
[close]

fuck the police

+1
Title: Re: Awkward Sexual Experiences
Post by: GISM on August 03, 2011, 01:51:49 AM
How many people really say the other person's name? I try sometimes and it feels unnatural. I got to start saying my own name.
Title: Re: Awkward Sexual Experiences
Post by: buttpirate on August 03, 2011, 05:50:05 AM
Expand Quote
Expand Quote
The pig roast.
[close]
Ive never heard that term,Im assuming its the same as the eiffel tower?
[close]

(http://www.seriouseats.com/images/20100622-pig-roast-03.2.jpg)
Pretty much.

isn't the term the london bridge? 

during a long dry spell, I was offered an in by a coworker to double team a sales rep that took us out for drinks.  he had her naked in the bed and yelled out for me to waltz on in.  I was still clothed at this time, came in and lay down to make the sandwich...then pussed out and bailed "uhhh think I'll go sleep on the couch"

he didn't end up doing anything with her in the end as she had thrush.  after the next day, we never talked about it again.  she's still our sales rep and comes around several times a year.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 03, 2011, 06:11:36 AM
London Bridge, Eiffel Tower, Pig Roast, Chinese Fingercuffs...etc all the same.
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on August 03, 2011, 08:03:52 AM
I had completely forgotten about this one - or maybe I have posted it here somewhere.

June, 2010, Brussels Belgium.

I'm getting drunk at a hookah bar with the girl I'm couchsurfing with and some of her friends.

I'm aching for a piss, but when I get to the toilets they are out of order, so I let the folks know that I'm just going to pop into the club which is just next door over. I take my slash and can finally breathe again without thinking I'm going to piss in my pants.

I head out and have to walk through the dance floor, when this girl grabs me by the shoulder, pulls me right into her crotch and starts dancing with me. Maybe it was the dizzying lights of the dance floor, but I didn't realise how smashed I actually was. I had originally planned on staying for one song and then making of with the ego-loot she had given me.

Nope, half an hour later and my couchsurfing host finds me:

"Hey! We didn't know where the hell you went"
I'm pretty sure I was so drunk I just grabbed her and started dancing:
"That hookah bar was shite", I yell into her ear.
Too drunk to analyse her face, I cant tell if she is in agreement or not.
She leaves an hour or so later after telling me several times that she was doing so.

So, I'm left with this crazy Finnish girl drinking 12% beers and making fun of people at the bar with her friends.

Have you ever noticed that the more drunk you get, the more convinced you are of your sobriety?

I have only two more memories of the night.

1.) Lying in the middle of a road nonchalantly smoking a cigarette as her friends are laughing hysterically.

2.) Trying to get her back to my hosts place (thank fuck I didnt!) and trying to get her to take me back to her place.
She cant do that, so we end up trying to fuck by some bushes in a public park, I can smell dog shit EVERYWHERE and see it too.

I'm more concerned about my penis though, which is about as solid as water. I try, try, and try some more and she is just lying on her back looking at me in disgust.  Not happening.

I settle with blow job and mid-party I have the mandatory look around, as we are in a public park at 7am.
To my right, about 50 yards away, is an old lady standing by as her dog takes a shit.

Not much of a turn on as I'm laying there clenching my ass cheeks just to get some blood into my dick, -not working anyway since my blood has been so thinned by alocohol- so, selfish as I am, I say nothing about the old lady and let her continue.

I'm still flaccid and when I check a few minutes later, the old woman is stood there with her hands by her hips just staring, a 1000 yard stare at us. Fuck, this is creepy, I tell the girl to stop (I think)

I wake up a few hours later next to two parents and their children sitting as far away as possible from me on a bus stop seat.
I take out my phone and try to check the time with one eye for more focus.
I lost my phone and glasses on the stumble home.

12% beers X hot Finnish women X Irish man = messy




Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 03, 2011, 08:16:38 AM
so where?s the story with you and the irish man?
Title: Re: Awkward Sexual Experiences
Post by: Diogenes on August 03, 2011, 08:43:02 AM
 :D
Title: Re: Awkward Sexual Experiences
Post by: no thanks on August 03, 2011, 09:26:52 AM
This chick started crying while I was fucking her...  I was laughing

You remind me of this really annoying kid i know.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on August 03, 2011, 04:20:59 PM
Expand Quote
Expand Quote
Expand Quote
just got hernia surgery.  but in the few weeks leading up to the surgery, there were a few instances of bringing girls home, and when the clothes come off they go "the fuck is that?!?!?"

by the way, the hernia was right by my junk.

what concerned me more was the girl who didn't say jack shit, as if she were used to this kind of thing.

[close]

I was unaware that one is allowed to have sex with a hernia.
[close]

fuck the police
[close]

+1
Title: Re: Awkward Sexual Experiences
Post by: Baby Gerber on August 04, 2011, 01:15:28 AM
This would be an amazing book.
I would pay plenty for all these stories, it has now fallen into my daily routine to check " things that made u laugh ", and this everyday hahaha
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 04, 2011, 09:56:05 AM
i was at my ex's looking for a quick fuck and she said her mom wouldn't be home for at least an hour so i hurried over all said and done right when i busted on her tits i got up to get a tissue for her and her dad busted in the door. luckily she had a bathroom that connected to a tv room i ran in sprinted out of the house naked got in my car and drove home. so stoked on it being night time so no one saw me going in my house  naked

so you busted on her tits, then her dad busted IN THE DOOR? WHY WOULD HE BUST IN THE DOOR WHEN HE COULD BUST ON HER TITS?
Title: Re: Awkward Sexual Experiences
Post by: DEDBBIS on August 04, 2011, 07:16:27 PM
i was at my ex's looking for a quick fuck and she said her mom wouldn't be home for at least an hour so i hurried over all said and done right when i busted on her tits i got up to get a tissue for her and her dad busted in the door. luckily she had a bathroom that connected to a tv room i ran in sprinted out of the house naked got in my car and drove home. so stoked on it being night time so no one saw me going in my house  naked
If you ran out to your car naked, you must have keestered your keys?
Title: Re: Awkward Sexual Experiences
Post by: immagetchuwet on August 05, 2011, 08:04:19 AM
hahaha nah man i always keep my keys in my car. i live in the most quaint little town
Title: Re: Awkward Sexual Experiences
Post by: svilleantigo on August 05, 2011, 12:30:55 PM
Called a girl the wrong name one time. I was super apologetic... I probably should have just not made a big deal about it and been like "whoops."

bluff it out, pretend it didn't happen. the ensuing insecurity on her part can only lead to more sex.

on the subject: my girlfriend called me someone else's name during sex once while she(.../i) was all fucked on coke. I pushed her off me and told her to go home. she was like nuh-uh, so I tried dragging her out of my place. all the while she was going willy-nilly mike tyson's punch out on my eyes, nose, and mouth area. finally managed to drag her to the door and throw her out. she landed flatback and hit her head, which bought me just enough time to close and lock the door and pass out on the couch in the living room. woke up the next morning with her standing over me staring at me, along with other roommates in the room sharing a wtf expression on their faces, who would later come to tell me she social-engineered her way back into the house at like 8am when another roomie, oblivious to the whole deal, was booting off to work. i'm thinking there was a good chance she probably would've slit my throat, had there not been more folk there to keep an eye out.

not so much sexual as awkward now that i think about it.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 09, 2011, 03:51:33 PM
I've been putting this off for a few days now, but i'll give it a start now. So last week I went on holiday with 80 friends to Malia (a Greek party destination) for 6 nights and ended up with three awkward sexual experiences on nights 1, 2 and 6. I was aiming for one a day, but on the third night this beautiful girl named Gina drugged me without my knowledge and so I spent that night gurning my tits off trying to steal mopeds and the such. On the 4th night I spent ages with some Asian chick who tossed me off for one minute and abruptly stopped, but just as we were going to their hotel to fuck my friend got in a fight so I had to back him. On the 5th I think I was just doing a lot of balloons as well as getting knocked out by one of those rodeo bulls. Sorry if this is written badly or really long, I'm delirious with tiredness.

Anyway...

Night 1

Prelude

So a group of 5 of us hit the strip at around midnight and proceed to get dragged into the many bars on the strips by the promoters outside, 'Come here lads, a headfucker, a fishbowl and 2 shots for 5 euros, what you say?' etc. After getting fucking smashed and fooled into thinking the fine women in the bars actually want to talk to me and don't just get paid to flirt we headed to the clubs as it was about 3am. On arrival to the Zig Zag club my friend (who almost didn't make it out of the hotel he was so fucked) pulled his pants down and went into the girls toilet, presumably to get laid. After we managed to drag him out the security on the streets were having none of it and said they would call the police if he didn't pull his pants up and go back to the hotel. A fine promoter bitch kept tellig him to, 'Fuck off', but when I told him she said leave he would reply, 'Shut up, can't you see i'm talking to the pretty lady', before she would tell him to fuck off again. Next thing I know some rowdy cunt has bowled up and we're trying to tell him to leave it when he sucker punches my friend and weighs him straight up, before tearing off down the strip. I managed to catch my friend and stole him some water but when I went to look for the guy I managed to loose everyone and went into the Banana club.

Sexy Bit

On arrival in the club I see no one I knew and realising I could barely stand I decided I needed something to lean on, so I chose the nearest OK looking girl. This girl was about 23 (I'm 17), short, blonde and a little on the chubby side. In fact, I'm pretty sure it was the girl three in from the right in this photo (found this photo on some Malia photographers page or something)

(http://img268.imageshack.us/img268/6120/22965421871136150811217.jpg)

Anyway, so I'm grinding her whilst simultaneously slumping on a wall whilst her friends giggle away. I would have fell asleep were it not for the viscous grinding of my foreskin, which got so intense I thought she had turned me into a Jew. To avoid the impending ripping of my manhood I signaled that it was too hot and we should leave, so off we trotted. Outside she told me her name was Charmaine and that she was moving to Aiya Napa, which was all very interesting but I was barely conscious, so I needed to fuck her as quick as possible before blacking out. She suggested the beach so we headed down there and quickly got comfy on a sun lounger. Before starting, she told me there were men with torches trying to fine people 900 euros for being naked on the beach but I ignored her and went down on her moist beef chops. What can I say, I hadn't eaten all day. The mutton was alright besides for a couple of unnecessarily long hairs at the top of her vagina that kept going in my mouth, like spiders legs. Thankfully that was over soon enough and I requested a blowjob, as I had noticed she had a tongue piercing, but she said, 'Maybe after if your lucky, now get your dick out'.

Not being one to decline orders I promptly whipped out my painfully average penis and shoved a condom on as fast as possible. She jumped on top and went at it like a dog in heat, seriously I was sweating and I wasn't even doing anything. I have to say this bit was enjoyable, but for some reason whenever I looked up she looked like a fucking pirate in the moonlight, I could have sworn he was missing a couple of teeth. Give her an eye patch and a parrot on her shoulder and I could have been fucking Long John Silver. Do you remember when I mentioned the guys with torches giving fines on the beach? Yeah well what do you know, they came along to ruin my fun. These particular bastards were working in a team of three sprinting along the beach shining their torches trying to find people. They instantly clocked me and starting running over, and being the fucking moron I am, i had decided to get completely naked for no reason, so had to get dressed in about 3 seconds and start running with Jack Sparrow by my side. Because of the speed needed to get away i left the condom on and pulled up a good handful of sand in my pants which gave me a fucking horrible rash on my gooch, I was nearly in tears as I ran from the torch men. Thankfully we made it away and I offered to finish Blackbeard off on a concrete bench under a streetlight but she politely declined and went to sail the seven seas. So I end my tale with me night in my room furiously masturbating into a towel whilst almost crying from my gooch rash, to avoid blue balls in the morning.

Anyway, on to the next night...

I'll write up night 2/6 tomorrow. Sorry for the length again...
Title: Re: Awkward Sexual Experiences
Post by: smokecrack on August 09, 2011, 04:06:13 PM
hahaha, that was an awesome tale ^. you got me hooked and i'm now fiendin for part 2.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on August 09, 2011, 04:10:44 PM
I could have sworn he was missing a couple of teeth.
sure she wasn't a guy?
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 09, 2011, 04:15:53 PM
Expand Quote
I could have sworn he was missing a couple of teeth.
[close]
sure she wasn't a guy?

 meanie  :'(

Smokecrack I have another story a few pages back if you haven't read that, can't remember if it was interesting or not though. Thanks for reading haha
Title: Re: Awkward Sexual Experiences
Post by: Omamori on August 09, 2011, 04:18:01 PM
Sorry  :-*

Please post the rest ASAP, they're enjoyable.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on August 09, 2011, 07:35:27 PM
I'll write up night 2/6 tomorrow. Sorry for the length again...
please don't.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 10, 2011, 05:22:40 PM
As promised (to whoever posted above, just close your eyes). Once again written half asleep, I can't seem to make myself do this in the day. I may include a photo if people request it.

Night Two

Prelude

After reveling in my new found fame as the first boy in our group to get laid in Malia our little group of 5 ventured out into the night again, with them actually asking me where to go to get laid, because I had obviously much more experience than one lucky beat with a pirate the night before. We started the night the same as the last going through bars trying and failing to hit on girls before deciding to go in the strip club. It cost 10 euros to get in and 20 euros for a lap dance, which was all my remaining money for the night, so I decided I would choose wisely. Upon entering a eastern European girl with blonde hair and big fake tits grabbed my arm and asked me for a dance and i complied immediately without getting a second offer. I spent the next ten minutes looking from this chick worthy of a Russian gangster film rubbing herself all over me to my friend next to me whilst pointing at the girl as if he didn't notice her and that I totally didn't pay for this to happen. Then it was over. Just like that she walked away and left me sitting there with a semi erect penis and a tear in my eye.  I then  realised my friend had got the only black stripper in the club and she was tossing him off in the corner like it was going out of fashion. I ran back to the hotel to get another 20 euros and queued up like the horny teenage bastard I am. The moment she was done tossing off my friend I gave her my money and sat down, with my friends all seated nearby to get a good view. Let me say, she was worth the money. Well I thought she was in my drunken state anyway. She was rubbing her ass in my face, tossing me off, rubbing her foot on my dick oh boy I almost bust a load there and went home a happy lad, but instead we got kicked out because we had no more money and went to the clubs.

Sexy Bit

After trawling the clubs for an hour or so with my group looking to me for guidance, which was getting pretty tiring as really I don't have any more idea of what to do than the next guy, we went into the Apollo club and met up with about 50 of our group for a break. I noticed my best friend (a girl) doing her lame hipster dance which involves her shutting her eyes and dragging her arms across her face nearby and starting laughing, which she apparently took as a mating call and started dancing with me.

I must also note at this point we have never got together prior this occasion, barely even hugged. It's always seemed weird with her. Anyway, after a minute of dancing, in which time I moved against a pole dancing stand so I could drunkenly slump a la the night before we started to get off. Realising I could get laid again and wouldn't have to deal with shepherding my friends I signaled to leave. The 'It's too hot in here' signal never fails me. Outside the club she tells me, 'We're doing something terrible', but I have found the best way to deal with girls in situations like this is just ignore them. Success. Moments later we're in my room kissing on my bed. I go down on her for a moment (no beard like the night before, thank god) before she groans, 'You're not one of these guys that take ages to get in the mood are you?'. Why of course not. I rip off my clothes, contemplate a condom before jumping on top of her bareback. We go at it for a minute or two before the guy I'm sharing the room with (not really in my group of friends) comes back.

The name we'll use for this guy is 'Dragon Boy'. Dragon Boy spent the entire week reading Eragon and wearing the same sweaty neon green American Eagle t shirt, day in, day out. At first I put his bed against the door and kept fucking but the wanker must have gathered the strength of a thousand dragons and managed to make his way in anyway, before saying he wanted to read his book. Oh, and also enquiring whether he could get a blowjob or possibly even join in. Not being one to turn people down I looked at the girl to decline and she just sat there. He took that as a no and got into bed to read so we moved into the kitchen, where there was another couple of beds.

Moving past the table I managed to knock a mug off and smash it so tried to pick it up as quickly as possible before I lost my hard on. I did what I could with most of my blood in my genital area before standing up and smashing another. In my mind my spunk filled cock took precedence so i just walked over the china to the bed, cutting my feet deeply in about ten places. We get back at it and I'm fucking her doggy whilst simultaneously covering the sheets in blood from my feet, which looked like they had been in a bukake involving men that spunked knives. After a few more requests from Dragon Boy to join in I'm flipping her over when suddenly I hear a giant wet fart. My heart stopped and my eyes widened as I stared down at her in disbelief. Could that actually have been the infamous queef? I always thought it was a thing of urban myths. 'Oh shit that's never happened before I swear', she murmured. I paused, before remembering what I had came to do and pulled her in. Brrrrpppp. There it was again. And again. And again. Four back to back queefs, all resembling a bum fart, but smelling of vagina. I could barely contain my wretches. My penis had had enough and went to sleep.

I woke up an hour later to find her sucking my dick. Correction, gnawing my dick. She somehow managed to give the most boring and yet most painful blowjob ever. She barely moved but when she did it was just to nibble my bellend. Only the other day did the red marks where the skin had come from my bellend heal. Again remembering about blueballs I livened up and grabbed her head and fucked her face, to which she surprisingly did not mind. After a good few minutes of skull pumping I let go and blew my load whilst falling back only to hear, 'WHAT THE FUCK IT'S IN MY EYE' and see the girl running to the loo. I was so drunk I completely forgot she was in the apartment and so this story ends on an anti climax with me confusedly looking at my bloodied sheets before blacking out.

Night 6 to come...
Title: Re: Awkward Sexual Experiences
Post by: gkn00dlez on August 11, 2011, 01:00:53 AM
I've had sex while skate videos are playing in the background and got caught paying more attention to the tv than to her......numerous times.

Boned my friends sister once. She was 4 years older so I thought I was fucking King Shit. Came to find out she was bat shit crazy and a part time stripper. I got over it and then my homie found out and it brought the weirdness back. Shit still hasn't gone away.

Me and and my friend Mari paid a mutual friend to piss on his girl while she was passed out. Not really awkward, just funny.

Grimcity will find this one funny. Went out drinking with my friend Trey (Gnarly) one night back in like senior year I believe. He was banging this fat chick at the time and I was hanging out with this chick who just so happened to be the girl my homie pissed on. We all 4 pass out in the same giant bed with Mardi Gras beads around our neck. Trey leaves the room with tubby for a bit and gets his and I'm a little bummed this girl is to drunk to think straight. So I get over it and pass out. Wake up in the morning to a very soothing head rub and I get hyped thinking she might be down. I open my eyes and she is still out cold. Instead I have this giant man hand stoking my hair. I turn over and realize i'm the only one awake and that my friend is sleep stroking me. I snap him out of it and we share that mutual "that was awkward" moment and when I turn over I realize the beads I had around my neck are choking out "piss" girl. Her face is pretty much purple and she is still snoring like there is nothing wrong. I had to leave the room because I was laughing so hard and I didn't want to be the asshole that wakes everybody up.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 11, 2011, 01:08:23 AM
Cool, thanks Tucker Max.

Why did you come into this thread? Sorry for telling an awkward sexual story from my point of view, which is the way it happened. I forgot only Tucker Max is allowed to do that...
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 11, 2011, 05:12:33 AM
Boned my friends sister once.
You scoundrel!

She was 4 years older so I thought I was fucking King Shit.
Indeed! Go on!

Came to find out she was bat shit crazy and a part time stripper.
AWESOME

I got over it

(http://i.imgur.com/pR82y.jpg)
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 11, 2011, 06:45:53 AM
You've seriously never heard a queef before? Your style of writing would be better if your experiences matched it, but the style only fits a douchebag-funny level and you're not quite there. I also had no idea what you were saying in your first story, but I think that's more British lingo/slang I'm just a novice to. Either way, what's happened to you has been funny, and I hope your 3rd encounter is the coup de gras.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 11, 2011, 06:58:16 AM
I also have no idea what he's saying most of the time. I don't know what getting "tossed off" means specifically.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on August 11, 2011, 07:05:07 AM
I also have no idea what he's saying most of the time. I don't know what getting "tossed off" means specifically.

handjob
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 11, 2011, 09:12:50 AM
You've seriously never heard a queef before? Your style of writing would be better if your experiences matched it, but the style only fits a douchebag-funny level and you're not quite there. I also had no idea what you were saying in your first story, but I think that's more British lingo/slang I'm just a novice to. Either way, what's happened to you has been funny, and I hope your 3rd encounter is the coup de gras.

I had heard of one,and knew they were real, but as I said I never really thought thought they happened if that makes sense. I thought it was more of something that happens to your friend but never to you. Apologies for the writing style if that is the case, I'm not trying to write it in any particular way, I'm just writing what happened in the way I would tell it in real life. I don't really know how else I could tell the story, unless people just prefer bullet points. And that is frustrating haha, I spent a while reading it over trying to remove all British slang so people would understand, I assumed everything else was just general slang. Thanks for reading anyway haha
Title: Re: Awkward Sexual Experiences
Post by: burm on August 11, 2011, 12:06:04 PM
When you pump air in to a girl's vagina with your limp little whiskey dick, the air has to come out somewhere. So basically, you caused it, not her, and it's nothing for anyone to feel ashamed about.

It's like sticking your dick in someones ass and being all disgusted when it comes out brown.

Oh, and I didn't mean this as disrespect towards your stories, please, do go on.
Title: Re: Awkward Sexual Experiences
Post by: macgruber on August 11, 2011, 12:07:35 PM
yeah queefs happen. just don't laugh when it does. if the queef didn't kill the mood, the laughter will.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 11, 2011, 12:25:35 PM
When you pump air in to a girl's vagina with your limp little whiskey dick, the air has to come out somewhere. So basically, you caused it, not her, and it's nothing for anyone to feel ashamed about.

It's like sticking your dick in someones ass and being all disgusted when it comes out brown.

Oh, and I didn't mean this as disrespect towards your stories, please, do go on.

Haha no disrespect taken, thanks for clearing that up. Obviously she would find it more embarrasing than me, even though I caused it, so I haven't told anyone in real life. Thought it was pretty funny so had to include it. I'll type up the final night in a bit, I think that was overall the most awkward night.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 11, 2011, 05:49:31 PM
i actually liked queefs, they tickle your dick. and if you somehow manage to get a queef while you cum, holy crap, its amazing. bodily fluids everywhere. its fun!
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on August 11, 2011, 07:24:36 PM
i didnt mind your stories, i liked em! keep them coming and keep this thread alive.

Title: Re: Awkward Sexual Experiences
Post by: Tommy on August 11, 2011, 08:13:08 PM
hahah man I havent logged into this website in a long time.....I clicked on this thread first and was fuckin laughing at every story!! you guys are killin it ha
a few years ago i was with my girl (ex girl now!!!) and we went back to her place to fuck around....anyway we got inside and went straight to her room, the whole time i had to piss so bad i felt like my dick was going to explode. so we are on the bed and pretty much getting it on....my dick is like rigid firm cuz i have to piss so bad....and shes just riding on top of me. i turn her over to hit from the back and i was pounding her and shit but still had to piss hella bad so here where it gets kinda fucked up ha ha . i fuckin started to piss while im inside of her and she JUMPS off my dick fast and my hard dick is just spraying piss EVERY WHERE!! we were both wasted but needless to say we were both feelin awkward in the morning haha
Title: Re: Awkward Sexual Experiences
Post by: Omamori on August 11, 2011, 08:33:40 PM
These queef stories remind of something

I was fucking my ex from behind and I laid her down on her back (missionary is the only position she could climax in and it was her favorite)...right when I rammed my dick in her, she queefed. This queef was different that usual, it was like someone blew air on my balls. She chuckled and I just kept fucking her until she climaxed. For some reason the next day I asked her about the strong queef and she told me it was a fart, that's why she laughed. My only though was she farted on my balls.
Title: Re: Awkward Sexual Experiences
Post by: InternetDaddy on August 11, 2011, 08:38:02 PM
hahah man I havent logged into this website in a long time.....I clicked on this thread first and was fuckin laughing at every story!! you guys are killin it ha
a few years ago i was with my girl (ex girl now!!!) and we went back to her place to fuck around....anyway we got inside and went straight to her room, the whole time i had to piss so bad i felt like my dick was going to explode. so we are on the bed and pretty much getting it on....my dick is like rigid firm cuz i have to piss so bad....and shes just riding on top of me. i turn her over to hit from the back and i was pounding her and shit but still had to piss hella bad so here where it gets kinda fucked up ha ha . i fuckin started to piss while im inside of her and she JUMPS off my dick fast and my hard dick is just spraying piss EVERY WHERE!! we were both wasted but needless to say we were both feelin awkward in the morning haha

you can piss when you're hard? I thought that was impossible.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 11, 2011, 09:07:11 PM
Expand Quote
hahah man I havent logged into this website in a long time.....I clicked on this thread first and was fuckin laughing at every story!! you guys are killin it ha
a few years ago i was with my girl (ex girl now!!!) and we went back to her place to fuck around....anyway we got inside and went straight to her room, the whole time i had to piss so bad i felt like my dick was going to explode. so we are on the bed and pretty much getting it on....my dick is like rigid firm cuz i have to piss so bad....and shes just riding on top of me. i turn her over to hit from the back and i was pounding her and shit but still had to piss hella bad so here where it gets kinda fucked up ha ha . i fuckin started to piss while im inside of her and she JUMPS off my dick fast and my hard dick is just spraying piss EVERY WHERE!! we were both wasted but needless to say we were both feelin awkward in the morning haha

[close]
you can piss when you're hard? I thought that was impossible.

Dog.. you've never woken with morning wood and had your welcoming-the-day spray? The "myth" of queefs, pissing when hard.. such boys.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 12, 2011, 04:31:36 AM
Pissing with a boner is your first challenge of the day. If you can work that situation out comfortably, you're on you way to having a swell morning.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on August 12, 2011, 04:33:11 AM
Pissing with a boner is your first challenge of the day. If you can work that situation out comfortably, you're on you way to having a swell morning.

piss in the shower, problem avoided
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on August 12, 2011, 04:52:06 AM
I go for the superman.

(http://vibeweekly.com/newsite/images/stories/Extreme/MorningWood/Superman.gif)
Title: Re: Awkward Sexual Experiences
Post by: Prison Wallet on August 12, 2011, 07:35:22 AM
Expand Quote
Pissing with a boner is your first challenge of the day. If you can work that situation out comfortably, you're on you way to having a swell morning.
[close]

piss in the shower, problem avoided

The real problem is taking a dump with the morning bone. Tucking it down for the after poo pee sucks.

My go-to morning pee is in the back yard where aim isn't an issue.
Title: Re: Awkward Sexual Experiences
Post by: Beeda Weeda on August 12, 2011, 08:17:13 AM
i also prefer to pee outside. its quite primal
Title: Re: Awkward Sexual Experiences
Post by: InternetDaddy on August 12, 2011, 08:23:02 AM
I can't believe I've gone my whole life without pissing with a boner. Shit just seems too hard.

















pun intended.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on August 12, 2011, 09:50:04 AM
i also prefer to pee outside. its quite primal

i probably pee outside at least 5 times a week.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 12, 2011, 01:51:57 PM
Whenever I come home drunk, I'm too filled up to wait until I punch in the garage door code, go up the stairs, take off my shoes to avoid waking anyone up and then get to the bathroom to finally unload. So I go against the wall, and attempt to construct figures like skyscrapers or giant wallflowers with my urine. I tried to get a picture last time but the roll had ended already. One day.
Title: Re: Awkward Sexual Experiences
Post by: pollutedvision on August 12, 2011, 05:17:10 PM
yeah queefs happen. just don't laugh when it does. if the queef didn't kill the mood, the laughter will.


haha wise words man, but sometimes if you both laugh about it, it lightens the mood.
Title: Re: Awkward Sexual Experiences
Post by: Karlos on August 13, 2011, 12:45:52 PM
Expand Quote
yeah queefs happen. just don't laugh when it does. if the queef didn't kill the mood, the laughter will.
[close]


haha wise words man, but sometimes if you both laugh about it, it lightens the mood.

so true. i've realized it's allright to smile though. you can't really be dead serious when having sex
Title: Re: Awkward Sexual Experiences
Post by: pollutedvision on August 13, 2011, 02:36:24 PM
Expand Quote
Expand Quote
yeah queefs happen. just don't laugh when it does. if the queef didn't kill the mood, the laughter will.
[close]


haha wise words man, but sometimes if you both laugh about it, it lightens the mood.
[close]

so true. i've realized it's allright to smile though. you can't really be dead serious when having sex


In Europe I heard they make music with it
Title: Re: Awkward Sexual Experiences
Post by: GISM on August 13, 2011, 05:21:42 PM
I've watched a girl queef on command
Title: Re: Awkward Sexual Experiences
Post by: burm on August 14, 2011, 01:37:34 AM
Yeah, girls can also suck in air and queef it out. The vagina is a mysterious and powerful thing.
Title: Re: Awkward Sexual Experiences
Post by: solo on August 14, 2011, 10:38:01 PM
Bumped into an ex gf, who's a huge slut now, while skating the other night and she suggested we hook up. Said fuck it, cause she has some double d tits, and we meet up today. We go to the cuts to fuck; the top of some stairwell or some shit. We're chillin and decide to rollplay. She was a schoolgirl and I was a tutor. Schooled that bitch. But either way we start making out and I'm fingering her. She's feeling it and, demanding head as extra credit, I whip my dick out. She said she would show me the g spot on guys and started sucking the tip. After a hot minute of that I went for the pussy. Remembering her newly attained slut status, I bust out a condom and swipe that bitch on like a ninja. She starts tripping about it saying she didn't wanna fuck with a condom. I shake my head in disgust and hold her arms down and run that bitch. I'm pretty sure she got off on it as a fantasy of hers or some shit. A few hours later she texted me and told me she was pregnant. It isn't mine though.
Title: Re: Awkward Sexual Experiences
Post by: weedpop on August 15, 2011, 12:34:46 AM
 Sounds like she might have been looking for you to be her baby daddy dude. Good for you for keeping it wrapped.
Title: Re: Awkward Sexual Experiences
Post by: burm on August 15, 2011, 12:54:16 AM
One of the best decisions you'll ever make
Title: Re: Awkward Sexual Experiences
Post by: frisco on August 15, 2011, 01:28:30 AM
post the tits
Title: Re: Awkward Sexual Experiences
Post by: solo on August 15, 2011, 04:20:44 AM
post the tits
sall i still got on the phone
(http://img814.imageshack.us/img814/9948/photo0408r.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 15, 2011, 04:25:07 AM
+1 for the evidence.
Title: Re: Awkward Sexual Experiences
Post by: frisco on August 15, 2011, 04:26:32 AM
fucking gnar that man, right now, because I cant
Title: Re: Awkward Sexual Experiences
Post by: solo on August 15, 2011, 04:32:17 AM
fucking gnar that man, right now, because I cant
i will. ahah this week's gonna be fun

Sounds like she might have been looking for you to be her baby daddy dude. Good for you for keeping it wrapped.
and you're spot on haha
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 15, 2011, 06:42:07 AM
fucking picture is gone. i demand (yes, demand!) a reup.
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on August 15, 2011, 07:08:32 AM
This man's demands must be met.
Title: Re: Awkward Sexual Experiences
Post by: solo on August 15, 2011, 11:40:36 AM
fucking picture is gone. i demand (yes, demand!) a reup.
this is the bitch with giant tits
(http://i55.tinypic.com/25r1bmb.jpg)
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 15, 2011, 12:17:11 PM
She looks like a fun time.
Title: Re: Awkward Sexual Experiences
Post by: Karlos on August 18, 2011, 08:31:55 AM
Bumped into an ex gf, who's a huge slut now, while skating the other night and she suggested we hook up. Said fuck it, cause she has some double d tits, and we meet up today. We go to the cuts to fuck; the top of some stairwell or some shit. We're chillin and decide to rollplay. She was a schoolgirl and I was a tutor. Schooled that bitch. But either way we start making out and I'm fingering her. She's feeling it and, demanding head as extra credit, I whip my dick out. She said she would show me the g spot on guys and started sucking the tip. After a hot minute of that I went for the pussy. Remembering her newly attained slut status, I bust out a condom and swipe that bitch on like a ninja. She starts tripping about it saying she didn't wanna fuck with a condom. I shake my head in disgust and hold her arms down and run that bitch. I'm pretty sure she got off on it as a fantasy of hers or some shit. A few hours later she texted me and told me she was pregnant. It isn't mine though.

g spot for guys is in the ass
Title: Re: Awkward Sexual Experiences
Post by: alrightythen on August 18, 2011, 05:08:56 PM
Fuck yes solo for keeping this thread alive. And also, receive a gnar for the evidence!
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on August 19, 2011, 05:43:04 PM
Now wait until she gets some milk in there and unleash them.
Title: Re: Awkward Sexual Experiences
Post by: solo on August 19, 2011, 06:50:01 PM
Now wait until she gets some milk in there and unleash them.
That would be the business! I'll try and ipod cam it if it goes down ahah
Title: Re: Awkward Sexual Experiences
Post by: Jack Klompis on August 22, 2011, 01:45:36 PM
was gettin brain from this chick like whoa, finger near a nigga asshole like WHOA
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on October 06, 2011, 01:58:06 PM
Realised I never got round to posting what happened on my last night in Malia, it's been a while but i'll try and remember it as best as possible.

I'm finding it hard to remember what happened on what night, but I think this night started with me walking down the strip with lines shaved into my hair, THUG LIFE henna tattoed on my knuckles, fake D&G beater on whilst smoking a cigar. It was the last night and I was a bottle of Jager in and feeling like a don. Anyway skip a few hours and im on some raised platform in a club and dancing with a girl who wouldn't interact with me or look at me, but at the same time wouldn't move away. This seemed good enough odds for me so I continued this awkward barely-touching dance for a while, whilst some other guy tried to get on her bulging-eyed pale-faced immobile friend, who I think was in the begining stages of overdosing on something. I finally managed to meet eyes with the girl I had been dancing with for half an hour or something and
realising it might be my only chance, I signalled for us to leave the club, and before you know it we are outside on a wall playing tounge tennis. However, only under the streetlight did I realise this scottish beauty had sideburns worse than fucking Hagrid. Seriously these things were nearing on her neck. I held back the vomit, let out a solitary tear and went back into the hairy beasts jaws. She kept going on about going to the beach, but knowing my friends would be there, and they would see her sideburns, I told her there was another beach in the opposite direction of the real beach (a complete lie), so we set off into the night. After walking for what felt like miles we stopped on a bench under a streetlight that was definately way out of the Malia resort, where I thought I could move in for the kill and get the job done. However Groundskeeper Willy had other plans and went on an hour long rant about her mum which transitioned into her laying out her entire itinerary of her holiday to me, complete with details of her excursions to  some museums. I could feel my penis sulking away in my pants so I motioned for her to stop talking and for us to go futher, but first had to hide my head because this pakistani girl from my group, who had 'ASAIN PRINCESS' hennad onto her face, was being dragged along the same way by some guy. I probably should have asked her if she was ok, but fuck it, I was sure she could handle herself. We walked even further and eventually stopped behind two cars and sat on a low railing, that was uncomfy as fuck. The sun was starting to come up and people were starting to walk about, so sensing the urgency I stuck my fingers down her pants and was welcomed into the most moist vagina I have ever felt, complete with Loch Ness Monster moans in my ear. Just before my fingers snapped and melted away, she thought she heard a noise and got up to look, and whilst her back was turned I had the drunken genius idea that I should just get my dick out. So I did. And guess what? She just got on without saying a word. Success. So there I was sitting on a railing next to a car in broad daylight with some hairy, but overall quite hot chick bouncing away on my meat pole when a lorry driver pulled up right next to us and just stopped, watching intently. I am almost certain he  had a tug whilst looking right into my soul. The guy was even thoughtful enough to give me a little wink when I looked over. My head snapped back to the chick in terror, and with a pump worthy of Zeus himself, I managed to nut furiously whilst simultaneously throwing her off and walking into the sunrise, with the horny lorry driver cruising at my side. The end.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 06, 2011, 02:22:55 PM
This thread is back with a Vengeance. That was great.
Title: Re: Awkward Sexual Experiences
Post by: trolltoll on October 06, 2011, 02:29:30 PM
beautiful imagery
Title: Re: Awkward Sexual Experiences
Post by: Ludwig Wittgenstein on October 06, 2011, 03:20:06 PM
Is it that freaky to cum over a chick? I usually do it with mah girl, cause I've got a hard time bustin with a condom, it just doesn't feel as good by far as rawdoggin it. I should take a std test or whatever, but here in Ukraine they still have the old school way of testing (meaning; they stick a stick in your dick). I'm totally against sticking things into my dick, so I won't have it.

Actually something like that happened to me a little while ago, I had just come over her back, and thought it'd be nice to give her some extra finger action.....when I realized I still had goo-y stuff on my hands....whoops. But she just had her period so I suppose everythings cool.


I've had the test done. It's actually worse than you think.
Title: Re: Awkward Sexual Experiences
Post by: cringe. on October 06, 2011, 03:43:30 PM
not really a sexual experience, but when i was camping this summer, one night i was feeling a bit restless, so decided, to my unwavering shame, to head to the toilet block to... 'get to know myself better'. Anyway, there I was, sat on a dirty toilet seat, in an empty, boxed cubicle, jerking it, already feeling degraded, and with a roof window reflecting my fervent wrist-work back to my ashamed eyes - when after a few minutes of spanking it to no avail (hey im only human), the fucking toilet block lights all turned off, darkness, like properly black darkness, was my new environment. Now i faced a pretty tough decision; do i degrade myself by unlocking the cubicle, john wayne walking it to the light switch, to re-illuminate my wank-nest, and risk losing my preciously earnt boner.... or do i degrade myself by remaing here in blindness, to try to finish myself off into an invisible tissue? Well the latter possibility proved most simple, and so I was blindly jerking it there for about 5 minutes, full aware of the utter patheticness of my situation, and to a certain extent, my life, hoping, hoping all the while that i'd be able to hit the tissue target when my cannon fired its rocket. In the end my johnson did reach its tissue friend, but the sad thing is, that I buckled my belt, and left the block feeling accomplished for having overcome this summit , when in reality all my sad, awkward endeavour amounted to was lonely desire lust being satisfied in the literal, and moral, darkness of an effective shit-deposit factory. oh well....
Title: Re: Awkward Sexual Experiences
Post by: oyolar on October 06, 2011, 05:31:27 PM
not really a sexual experience, but when i was camping this summer, one night i was feeling a bit restless, so decided, to my unwavering shame, to head to the toilet block to... 'get to know myself better'. Anyway, there I was, sat on a dirty toilet seat, in an empty, boxed cubicle, jerking it, already feeling degraded, and with a roof window reflecting my fervent wrist-work back to my ashamed eyes - when after a few minutes of spanking it to no avail (hey im only human), the fucking toilet block lights all turned off, darkness, like properly black darkness, was my new environment. Now i faced a pretty tough decision; do i degrade myself by unlocking the cubicle, john wayne walking it to the light switch, to re-illuminate my wank-nest, and risk losing my preciously earnt boner.... or do i degrade myself by remaing here in blindness, to try to finish myself off into an invisible tissue? Well the latter possibility proved most simple, and so I was blindly jerking it there for about 5 minutes, full aware of the utter patheticness of my situation, and to a certain extent, my life, hoping, hoping all the while that i'd be able to hit the tissue target when my cannon fired its rocket. In the end my johnson did reach its tissue friend, but the sad thing is, that I buckled my belt, and left the block feeling accomplished for having overcome this summit , when in reality all my sad, awkward endeavour amounted to was lonely desire lust being satisfied in the literal, and moral, darkness of an effective shit-deposit factory. oh well....

I laughed.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on October 06, 2011, 08:32:28 PM
Recently was had to instruct this deliciously firm and succulent college broad on how to properly please a man, and she still couldn't do it right. I didn't nut, and I had to awkwardly tell her... somehthing I forget because I'm drunk. But I had to more or less tell a story to a hot broad about why she couldn't make me come after she asked me to guide her on sucking a dick. It was that bad. It's like that line out of Women, "Her face was the most beautiful thing about her ... I watched the slow movement of her head and body in the moonlight. She wasn't as good at it as some, but it was the very fact of her doing it that was amazing. Just as I was about to come I reached down and buried my hand in that mass of beautiful hair, pulling at it in the moonlight as I came in Katherine's mouth." Unfortunately I didn't experience that last bit. And also unfortunately it wasn't the first time it had happened too. I hooked up with her last attractive friend a week earlier and she was the bee's knees at it. So far my experience is that fat chicks/less attractive chicks really are better at it; such a shame.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on October 06, 2011, 09:19:57 PM
Got a blowjob sitting on the toliet at this skatepark one room bathroom in South Dakota. Reeked of shit, toliet paper everywhere, graffiti, but I finished.  Luckily I never saw her after that because I left the next day for home but she kept trying to add me on facebook..  Weird..  But thats my story
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on October 07, 2011, 11:42:59 AM
So far my experience is that fat chicks/less attractive chicks really are better at it; such a shame.
Because they have to be better at it than the prettier beasts in the heard. Unfortunate, but true my friend.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on October 07, 2011, 12:34:42 PM
Expand Quote
So far my experience is that fat chicks/less attractive chicks really are better at it; such a shame.
[close]
Because they have to be better at it than the prettier beasts in the heard. Unfortunate, but true my friend.

Yes...I'm pretty sure this is a Universal Truth.  The prettiest girls never have to work to get a guy.  We flock to them and they take their pick.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on October 07, 2011, 02:19:36 PM
Expand Quote
Expand Quote
So far my experience is that fat chicks/less attractive chicks really are better at it; such a shame.
[close]
Because they have to be better at it than the prettier beasts in the heard. Unfortunate, but true my friend.
[close]

Yes...I'm pretty sure this is a Universal Truth.  The prettiest girls never have to work to get a guy.  We flock to them and they take their pick.

That's why you have to find a pretty girl and slowly whittle away at her self esteem, slyly at first, then slowly more obviously until the only way she can feel good about herself is by making you feel good. Then, you teach hr how to give you a good blowjob. Yeah, it takes time, but you get the added benefit of destroying a person's sense of worth. And that, my friends, is an invaluable skill worth more than a fatty blowjob.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 15, 2011, 09:30:11 AM
So me and this girl got into this huge fight a week ago and I told her "I wish you were (insert ex girlfriend's name here)." We kept fighting and then she told me to come over to her house so she could kill me. I went over there and we had angry, hateful sex. Right as I bust my nut I yell my ex's name. Revenge has never felt so damn good.
Title: Re: Awkward Sexual Experiences
Post by: planman on October 15, 2011, 02:10:06 PM
I molested a girl when I was 9, let's just leave it at that
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 15, 2011, 03:37:39 PM
I molested a girl when I was 9, let's just leave it at that
/thread
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on October 16, 2011, 11:41:42 AM
Jimi you're my hero.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on October 16, 2011, 07:38:16 PM
I molested a girl when I was 9, let's just leave it at that

Let's not. Spill the beans Antwone Fisher. Just don't make me cry; at least not from sadness.
Title: Re: Awkward Sexual Experiences
Post by: peacepappies on December 18, 2011, 03:00:18 PM
I went to this party last year with a few friends. We were just chilling and smoking in the patio and there was this girl, clearly on E and we had a little conversation (me and my friend). Like an hour later we saw her again in de dance area or whatever you wanne call it. We decided to steal some beers over there and she was down for it, so offcourse i was hyped on her.

Later on she was spacing pretty much but we didnt 'do' anything yet, and i asked her to come home with me and my homie and she agreed. When we arrived home it was me, her and 2 of my friends. One of my friends, george, went to the kitchen instantly and passed out. Me, dean (my other homie) smoked all her weed while she was spacing. I was suggesting to my friend that we should pull a 3some by some signs she didnt notice beacause she was all fucked up. I gave dean the 'fuck-it-lets-do-this' and started kissing her. We ended up fucking the girl, high-fiving eachother (we'd been talking about towerbridging a girl for a while so it had to happen). We also laughed our asses off and the girl was like (really confused): what's so funny? straight up one of the most awkward moment. She also gave us handjobs at the same time shit was pretty weird. We ended up passing out and i had one condom left in the morning and my friend was already up, so i decided to bang her again. Dean was sitting on the couch and George just came in. I have a closet between my bed and the couch with holes in it so they could see it happen for a bit. The girl was on top of me and on the moment I climax'd dean just passed me the joint. One of the best wakeup's in my life.

pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy

ended up banging that girl for a few weeks and then i never saw her again, still owe her some money .

i'm a terrible story-teller and it wasnt really that awkward but trying to keep the thread alive
Title: Re: Awkward Sexual Experiences
Post by: peacepappies on December 18, 2011, 03:02:57 PM
and I just read the whole thread and love all the stories so please keep em coming
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on December 18, 2011, 03:22:01 PM
pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy

What are you waiting for then?
Title: Re: Awkward Sexual Experiences
Post by: fiftyscent on December 18, 2011, 03:27:35 PM
Expand Quote
pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy
[close]

What are you waiting for then?
Title: Re: Awkward Sexual Experiences
Post by: Filip on December 18, 2011, 03:34:02 PM
I puked after sex, two times.. It was because I was drunk, and all that moving, well, it didnt exactly help to my stomach. My girlfriend still laughs about that. Luckily, it was in the toilet, not in the bed or anything.
Title: Re: Awkward Sexual Experiences
Post by: Ripped Laces on December 18, 2011, 03:43:15 PM
and I just read the whole thread and love all the stories so please keep em coming
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on December 18, 2011, 04:53:11 PM
I'm trying to fuck this chick/get my dick sucked while playing Super Mario World, I'll let everyone know how it goes
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 18, 2011, 05:27:16 PM
In the not so distant past I was having a frivolous night with this steady chick of mine, I slid out and went to pop it back in, and she went "Oooh!" and pulled me out of her asshole.. unfortunately. The next morning we were foolin' and I came up from her loins and noticed a shit stain on her back lower right ass cheek. I blocked it from my mind, had her reciprocate cunnilingus with fellatio, then I stole away to her bathroom to sanitate myself--all was good. I borrowed Fear and Loathing and haven't seen her since. I can't connect with the book. I'm more of a drinker than a drug-addled type of dude. Still, she'll never see it again.
Title: Re: Awkward Sexual Experiences
Post by: pappalardospizza on December 18, 2011, 05:37:28 PM
After a night of partying, my friend and I went to get food. This is around finals week and I started making small talk with a girl who was behind me in line. After both of our transactions, I drunk ran after and we talked for about a minute about random stuff like living situations and finals. After this conversation, I commented on her dimples then headed back towards my friend. A week later she wrote a missed connection about me on craigslist. Emails have been passed back and forth and I now have a number.

To be continued after winter break
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 18, 2011, 07:04:50 PM
After a night of partying, my friend and I went to get food. This is around finals week and I started making small talk with a girl who was behind me in line. After both of our transactions, I drunk ran after and we talked for about a minute about random stuff like living situations and finals. After this conversation, I commented on her dimples then headed back towards my friend. A week later she wrote a missed connection about me on craigslist. Emails have been passed back and forth and I now have a number.

To be continued after winter break

wait... RRRRRAAADDDDD?
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on December 19, 2011, 03:10:51 AM
"when life gives you lemons, fuck that girl that you wanted to break up with and go on to the next."
Title: Re: Awkward Sexual Experiences
Post by: essal on December 19, 2011, 07:04:34 AM
So this happened some time ago, when I had been together with a girl for a few years and she is currently my ex, but still a good friend. I have promised her not to tell anyone until when she is getting married, but I never said anything about not posting it on slap. Here goes:

For some reason, she was out drinking and I was at home, since I had work in the morning. She had been calling and texting me all night asking if she could sleep over etc., and I just said no. Around midnight I texted her saying that I was going to sleep now, and that I'd call her in the morning.
A few hours later, I wake up because of some noises outside my window, and I realize that someone was crying pretty loud. So I look out of my window, and see my drunken girlfriend trying to climb the wooden fence. I tell her to meet me at the door and she has no clue about where the door is (except that she had been there a billion times before), so I walk out and get her. Her phone was out of power but she had decided to sleep at my house anyway.
Since she was horny as hell, we started having sex, the awkward type when you are sober and she is shitfaced. It ends with me doing her from behind, and finish up, and we both go straight to sleep after that.

So at 5am, I wake up with her moaning and groaning, and shaking, at first I was thinking she had a seizure or something, but then she started to piss. In my bed. I woke her up and sent her to the bathroom to finish her pissing there, while I rip off the sheets and mattress cover which was all soaked in piss and throw them in the washing machine and hose the mattress down.. Did I mention that this was nasty cumsoaked piss? Yea...

I put on some new sheets, and we go to sleep. The next day I drive her home before I go to work. After work I ate at her place and told her the story, since she had no memory of it. I've never seen anyone be that ashamed before.
Title: Re: Awkward Sexual Experiences
Post by: fiftyscent on December 19, 2011, 12:55:54 PM
Expand Quote
I molested a girl when I was 9, let's just leave it at that
[close]

i'm guilty of this, but I was a bit younger.

yup, me too. playing "house" with the girl next door was always fun back then   ;)
mind you i musta been in 2nd-3rd grade
Title: Re: Awkward Sexual Experiences
Post by: rob2 on December 19, 2011, 03:01:25 PM
So this happened some time ago, when I had been together with a girl for a few years and she is currently my ex, but still a good friend. I have promised her not to tell anyone until when she is getting married, but I never said anything about not posting it on slap. Here goes:

For some reason, she was out drinking and I was at home, since I had work in the morning. She had been calling and texting me all night asking if she could sleep over etc., and I just said no. Around midnight I texted her saying that I was going to sleep now, and that I'd call her in the morning.
A few hours later, I wake up because of some noises outside my window, and I realize that someone was crying pretty loud. So I look out of my window, and see my drunken girlfriend trying to climb the wooden fence. I tell her to meet me at the door and she has no clue about where the door is (except that she had been there a billion times before), so I walk out and get her. Her phone was out of power but she had decided to sleep at my house anyway.
Since she was horny as hell, we started having sex, the awkward type when you are sober and she is shitfaced. It ends with me doing her from behind, and finish up, and we both go straight to sleep after that.

So at 5am, I wake up with her moaning and groaning, and shaking, at first I was thinking she had a seizure or something, but then she started to piss. In my bed. I woke her up and sent her to the bathroom to finish her pissing there, while I rip off the sheets and mattress cover which was all soaked in piss and throw them in the washing machine and hose the mattress down.. Did I mention that this was nasty cumsoaked piss? Yea...

I put on some new sheets, and we go to sleep. The next day I drive her home before I go to work. After work I ate at her place and told her the story, since she had no memory of it. I've never seen anyone be that ashamed before.

If she was moaning, shaking and pissed herself then it was almost definitely a seizure (incontinence is one of the textbook signs of a seizure); seizures are commonly triggered by high alcohol intake aswell.
Title: Re: Awkward Sexual Experiences
Post by: burm on December 21, 2011, 12:15:11 AM
Expand Quote
So this happened some time ago, when I had been together with a girl for a few years and she is currently my ex, but still a good friend. I have promised her not to tell anyone until when she is getting married, but I never said anything about not posting it on slap. Here goes:

For some reason, she was out drinking and I was at home, since I had work in the morning. She had been calling and texting me all night asking if she could sleep over etc., and I just said no. Around midnight I texted her saying that I was going to sleep now, and that I'd call her in the morning.
A few hours later, I wake up because of some noises outside my window, and I realize that someone was crying pretty loud. So I look out of my window, and see my drunken girlfriend trying to climb the wooden fence. I tell her to meet me at the door and she has no clue about where the door is (except that she had been there a billion times before), so I walk out and get her. Her phone was out of power but she had decided to sleep at my house anyway.
Since she was horny as hell, we started having sex, the awkward type when you are sober and she is shitfaced. It ends with me doing her from behind, and finish up, and we both go straight to sleep after that.

So at 5am, I wake up with her moaning and groaning, and shaking, at first I was thinking she had a seizure or something, but then she started to piss. In my bed. I woke her up and sent her to the bathroom to finish her pissing there, while I rip off the sheets and mattress cover which was all soaked in piss and throw them in the washing machine and hose the mattress down.. Did I mention that this was nasty cumsoaked piss? Yea...

I put on some new sheets, and we go to sleep. The next day I drive her home before I go to work. After work I ate at her place and told her the story, since she had no memory of it. I've never seen anyone be that ashamed before.
[close]

If she was moaning, shaking and pissed herself then it was almost definitely a seizure (incontinence is one of the textbook signs of a seizure); seizures are commonly triggered by high alcohol intake aswell.
I'll be sure to use that excuse next time when I mistake my friend closet for the bathroom
Title: Re: Awkward Sexual Experiences
Post by: just one time on January 05, 2012, 03:25:16 AM
Okay, personally, I love this thread. It keeps me entertained while I have nothing else better to do. I was bummed when I saw it wasn't on the first page of the whatever section. So, I decided to try to keep it alive by posting "just one time" and then return to just lurking on slap. So, here's my awkward and painful story (If you just want to read about the terrible foreplay and sex (well, not sex to you guys, but kind of sex to me), go to the 7th paragraph that reads, "I don't know what happened just before but it started off with hugging..."):

Let me get this out of the way, I'm a girl and I'm gay. My best friend had been with her girlfriend for a while now, who's really cool. She insisted that I had to get laid somehow (I hadn't had sex since my first girlfriend of about a year cheated on me and dumped me about 10 months before. I was pretty heartbroken for about 8 months. Yeah, I suck). I'm really shy and not the type to pick up girls so she told me that she wanted to hook me up with her friend (who she said was attractive). I trusted her and she told her friend about me, gave me her number and I texted her for a couple days. She seemed nice so we decided that the four of us (my friend, her girlfriend, and this girl) would meet up the next day to chill somewhere. So that next day I'm told to meet her at BART at four. I'm there for about half an hour, seeing hot girls walk in my direction, hoping it's her. None of them were.

Eventually I hear a voice that's way deeper than mine (I'm a fucking dyke. If you're a feminine lesbian you're voice shouldn't have more bass to it than mine) call my name and I look up to a girl who's taller than me (big turn off), has tons of freckles (ugh), really short red hair cut into some sort of weird bob (ARG) and a really small head (sigh). I'm disappointed, but still act friendly. Her grammar would remind you of someone you would consider white trash. For example, her favorite phrase seemed to be, "Dats sum buuhhllshit." Obviously, I wasn't attracted.

We meet up with my friend and her girlfriend and end up going back to my house (my parents were at work) only to find out that this girl is a complete cock block. She kept following my friend and her girlfriend around my whole house. So my friend takes me aside and tells me, "Come on dude, I know you don't want her, but take one for the team. Go cuddle with her or something, please." So, being the good friend that I am, I let my friend and her girlfriend use my room while I pick out a movie to watch with this girl. We end up cuddling on the couch and she's petting my arm for some reason.

I was relieved when my friend and her girlfriend came out of my room. I thought I was going to have the house to myself; but then my friend told me that they really needed to talk alone and that they couldn't take my date (whatever you want to call her) with them, so she had to stay with me. She told me, "Dude, I owe you so bad. Thank you. But look, just go for it, she's down."

Initially, I had refused to even consider it. But as the sun started to go down and less light filled my house, she started to look better. I figured that there were tons of guys and girls, gay or straight who hook up with people they weren't attracted to just to "get their dicks wet." So I asked her what she was thinking and she said she thought I was cute and she hoped she wasn't a disappointment. I didn't really know what to say, so I just replied with, "Of course not" then laughed awkwardly and looked away. I really should've stopped it there, but since there was a girl in my house that wanted to fuck me, my parents weren't home, and I hadn't gotten laid in almost a year, I decided I should just take what I can get.

I don't know what happened just before but it started off with hugging, then eventually, somehow she started making out me. She tasted like Doritos and sweat. She opened her mouth almost as wide as it would go and shoved it against mine. She repeatedly opened and closed her it like that motion you make with your mouth when you're pretending to be a fish. It kind of looks like this  :-* except it was like she was trying to eat my face. So I pulled away and started kissing her neck instead, which also tasted like sweat and Doritos, but it was better than her terrible mouth; no tongue (as in she was opening her mouth that wide and didn't even attempt to use her tongue, which made it more awkward. But I guess it was lucky for me. I could've ended up with it down my throat for all I know), no teeth clashing, just her salty neck. Sadly, that was short-lived. She started moaning a bit before she pulled my hair to yank me back up to her lips. After a little bit of that I couldn't take it anymore and had her lie down on the kitchen floor. I was on top and I took off her shirt, she took off mine and I got underneath her bra. I started sucking on her nipples, flicking them with my tongue, etc. and she started to go a little nuts before she asked me if we could go to my bedroom.

We walked down the hall and I opened the door. We were both hit with the smell that our friends had created before when they fucked. I opened the window and we continued from where we left off. I was on top of her again, playing with her nipples and was reaching in between her legs when she stopped me and told me she was on her period (I later found out from my friend's girlfriend that she didn't really have her period. She had a yeast infection for about two weeks beforehand. Yeah, what the fuck right? That can really fuck you up. I'm lucky that she didn't let me go down there). I just said, "Oh" and looked at her.

She responded with, "Yeah." We looked at each other for a few more seconds till I broke the stare and gazed at the floor more intently than I had been looking at her. "I'll still fuck you though." I agreed and she got on top of me and started sucking on my neck like a fucking, drooling vacuum cleaner (I ended up with about three different hickeys on the left side of my neck). She took off my bra and tried to do what I did to her before but then stopped and said she didn't really know what to do and that I was the farthest she had ever went with a girl. So I "showed" her again what to do for about half a minute (I was starting to lose patience with this girl) and asked if she knew what to do now. She nodded and rolled me over so she was on top. You know those black clamps that you use to hold stacks of papers together? Yeah, well, it was like that, but with her teeth on my nipple with a slight grinding motion and added suction.

Why didn't I say anything? I really don't know. "Ouch" would have been sufficient. I didn't want to be rude I guess. I know it was stupid of me. Anyway, I was guessing that if she could hardly understand what she was doing to my nipple, she wouldn't be able to focus enough to rub my clit at the same time. I couldn't help thinking, "Fuck it, I've gone through all of this, I have to get off." So I grabbed her hand and guided it towards my zipper. She stopped and smiled at me as she unzipped and pulled off my pants. When she put her hand down there, I came to the surprise realization that I was wet. I don't know how it happened, but it did. I guess my body had decided that after waiting that long, any kind of human sexual contact would be okay.

So she's rubbing my clit, and surprisingly, she's doing a good job. I'm the road to an orgasm. So I decide to give her a little motivation and I start breathing a bit harder. But I guess she took that as, "Bitch, go as fast and hard as you fucking can!" So she did that and the little car on the road to an orgasm made a U-turn. Back to the beginning. I had stopped breathing hard, and I tell her, just go softer. So she does. Again, she's doing a good job and because of that, I can't help breathing harder. So it happens again, she goes fucking elbow grease on me. It was like she was trying to wax a damn car.

So here I am, back to square one again. I realize that talking to her about how to do things is pointless, so I make up my mind to just force myself to not breath hard at all (By the way, no, I don't only breath heavily. I'm a dyke, but not THAT much of a dyke. I don't fucking grunt and practically pant into my partner's ear like a dog. Yes, I'm like most girls, I moan. But I don't like to be that vulnerable with someone I hardly know, so I hold the noises back. I realize I'm getting very personal with strangers on the internet... Oh well) So she's doing pretty good again and in a couple minutes I'm cumming and I really can't control my breathing so out of nowhere, you know what happens. So I shoot up in pain, less than half way through an orgasm and scream, "Ow!" She looks so concerned  and asks if I'm okay and if she hurt me. I just look at her for a second while I'm thinking, "This is fucking pointless" and say, "Yeah, I, uh, finished..."

She goes, "Oh!" and smiles and starts kissing me again while I'm thinking, "Noooo!" So I stop her to look at my clock, it's around five thirty. So I tell her, "Oh no! My stepdad's gonna be home soon." She gets scared, says, "Oh!" and runs to go get her shirt, bra, and shoes while I lean back in relief that she couldn't pick up on my bad acting.

Once we're both dressed, I walk her to BART with my board, hug her goodbye, and skate away as fast as possible. It burned when I peed for the rest of the day and I told my friend's girlfriend that I'm never trusting her with setting me up with a girl ever again.

That was way longer than I expected it to be. But I guess it was worth it since I killed some time in a sleepless night. Anyway, please, please keep posting in this thread! I realize my story isn't nearly as bad or funny as some of the others in here, but that's why I want more stories! Well, I have no life. I'm off to lurk and never post again. If you got this far, thanks for reading.
Title: Re: Awkward Sexual Experiences
Post by: Mein Fuhrer! I can walk! on January 05, 2012, 03:41:59 AM
Truly amazing story.
I love how your friend calls you "dude".
Title: Re: Awkward Sexual Experiences
Post by: finknoos on January 05, 2012, 04:01:37 AM
Heres one i just remembered.

I was at some party, about 15 years old. I was just randomly hooking up with chicks all night (just french kissing and fingering and the like) then i hear were all getting kicked out soon because the parents are coming home, so i gotta find my final chick for the night.
luckily found one just before we have to leave the house, by this time the whole party is just standing in the street in a quite rural area trying to work out how to get home. i was just lying in a ditch getting with this girl, so i failed to notice my friends leave, and they didnt know i was still there because i was lying in a fucking ditch.
Anyways for some reason the chick sees two of her friends called lil and lucy, she then stops kissing me for a second and says "if you wanna carry on you gotta say lil and lucy are the best ever!!" i thought, well lucy is my friend aswell but i hate lil... who am i kidding just say what you need to say to keep getting with her, so i did.
after a while it turns out that the girl i was making out with, was getting a lift home with lil (who happnes to live really close to me, score!!"
lil's mum turns up to pick up lil, me and the girl i was with (i think she was called olivia). lil gets in the front seat and me and olivia get in the back, still making out in the car which was awkward enough because the road was bumpy as a camels back, and we were bumping up and down, knocking teeth together and shit. after about 10 minutes of this she slips her hand down my pants and starts to play with my manhood, loving it. look forward and lil is looking at us making gestures and faces to say "fucking stop that, my mum is right here!!" well im not gonna stop her, that would be straight dumb.
im just sitting there thinking how funny the situation is when olivia rolls down the window and throws up all over the side of the car. lil's mum pulls over to let olivia throw it all up, i just put my boner away (think her mum might have seen it because i was propper sloppy and took at least a minute  to put the snake back in its cave) and decide to have a nap. next thing i know were outside lil's house and her mum asks where i live, i slurr "hhm somewhere round here, dont worry ill find it, THANKS" and just walk off into the night.
get to school a few days later and its all everyones talking about, all the girls thought it was gross (even though i didnt do anything, just got tossed off in a car when someone else and their mum were in the front, not my fault  ;). (although it wasnt very gentlemanly of me to get some hand action then just go to sleep rather than looking after her but i was far too drunk to care) and all the boys thought it was hilarious.
so rather than paying for a taxi home got a free lift and a handy J, not that awkward for me as i was too drunk to feel awkwardness but still an awkward situation none the less
Title: Re: Awkward Sexual Experiences
Post by: finknoos on January 05, 2012, 04:14:03 AM
Truly amazing story.
I love how your friend calls you "dude".

my favourite thing from that story is simply that we have a lesbian skater as a lurker, that night doesn't sound fun though HA
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 05, 2012, 05:05:19 AM
Okay, personally, I love this thread. It keeps me entertained while I have nothing else better to do. I was bummed when I saw it wasn't on the first page of the whatever section. So, I decided to try to keep it alive by posting "just one time" and then return to just lurking on slap. So, here's my awkward and painful story (If you just want to read about the terrible foreplay and sex (well, not sex to you guys, but kind of sex to me), go to the 7th paragraph that reads, "I don't know what happened just before but it started off with hugging..."):

Let me get this out of the way, I'm a girl and I'm gay. My best friend had been with her girlfriend for a while now, who's really cool. She insisted that I had to get laid somehow (I hadn't had sex since my first girlfriend of about a year cheated on me and dumped me about 10 months before. I was pretty heartbroken for about 8 months. Yeah, I suck). I'm really shy and not the type to pick up girls so she told me that she wanted to hook me up with her friend (who she said was attractive). I trusted her and she told her friend about me, gave me her number and I texted her for a couple days. She seemed nice so we decided that the four of us (my friend, her girlfriend, and this girl) would meet up the next day to chill somewhere. So that next day I'm told to meet her at BART at four. I'm there for about half an hour, seeing hot girls walk in my direction, hoping it's her. None of them were.

Eventually I hear a voice that's way deeper than mine (I'm a fucking dyke. If you're a feminine lesbian you're voice shouldn't have more bass to it than mine) call my name and I look up to a girl who's taller than me (big turn off), has tons of freckles (ugh), really short red hair cut into some sort of weird bob (ARG) and a really small head (sigh). I'm disappointed, but still act friendly. Her grammar would remind you of someone you would consider white trash. For example, her favorite phrase seemed to be, "Dats sum buuhhllshit." Obviously, I wasn't attracted.

We meet up with my friend and her girlfriend and end up going back to my house (my parents were at work) only to find out that this girl is a complete cock block. She kept following my friend and her girlfriend around my whole house. So my friend takes me aside and tells me, "Come on dude, I know you don't want her, but take one for the team. Go cuddle with her or something, please." So, being the good friend that I am, I let my friend and her girlfriend use my room while I pick out a movie to watch with this girl. We end up cuddling on the couch and she's petting my arm for some reason.

I was relieved when my friend and her girlfriend came out of my room. I thought I was going to have the house to myself; but then my friend told me that they really needed to talk alone and that they couldn't take my date (whatever you want to call her) with them, so she had to stay with me. She told me, "Dude, I owe you so bad. Thank you. But look, just go for it, she's down."

Initially, I had refused to even consider it. But as the sun started to go down and less light filled my house, she started to look better. I figured that there were tons of guys and girls, gay or straight who hook up with people they weren't attracted to just to "get their dicks wet." So I asked her what she was thinking and she said she thought I was cute and she hoped she wasn't a disappointment. I didn't really know what to say, so I just replied with, "Of course not" then laughed awkwardly and looked away. I really should've stopped it there, but since there was a girl in my house that wanted to fuck me, my parents weren't home, and I hadn't gotten laid in almost a year, I decided I should just take what I can get.

I don't know what happened just before but it started off with hugging, then eventually, somehow she started making out me. She tasted like Doritos and sweat. She opened her mouth almost as wide as it would go and shoved it against mine. She repeatedly opened and closed her it like that motion you make with your mouth when you're pretending to be a fish. It kind of looks like this  :-* except it was like she was trying to eat my face. So I pulled away and started kissing her neck instead, which also tasted like sweat and Doritos, but it was better than her terrible mouth; no tongue (as in she was opening her mouth that wide and didn't even attempt to use her tongue, which made it more awkward. But I guess it was lucky for me. I could've ended up with it down my throat for all I know), no teeth clashing, just her salty neck. Sadly, that was short-lived. She started moaning a bit before she pulled my hair to yank me back up to her lips. After a little bit of that I couldn't take it anymore and had her lie down on the kitchen floor. I was on top and I took off her shirt, she took off mine and I got underneath her bra. I started sucking on her nipples, flicking them with my tongue, etc. and she started to go a little nuts before she asked me if we could go to my bedroom.

We walked down the hall and I opened the door. We were both hit with the smell that our friends had created before when they fucked. I opened the window and we continued from where we left off. I was on top of her again, playing with her nipples and was reaching in between her legs when she stopped me and told me she was on her period (I later found out from my friend's girlfriend that she didn't really have her period. She had a yeast infection for about two weeks beforehand. Yeah, what the fuck right? That can really fuck you up. I'm lucky that she didn't let me go down there). I just said, "Oh" and looked at her.

She responded with, "Yeah." We looked at each other for a few more seconds till I broke the stare and gazed at the floor more intently than I had been looking at her. "I'll still fuck you though." I agreed and she got on top of me and started sucking on my neck like a fucking, drooling vacuum cleaner (I ended up with about three different hickeys on the left side of my neck). She took off my bra and tried to do what I did to her before but then stopped and said she didn't really know what to do and that I was the farthest she had ever went with a girl. So I "showed" her again what to do for about half a minute (I was starting to lose patience with this girl) and asked if she knew what to do now. She nodded and rolled me over so she was on top. You know those black clamps that you use to hold stacks of papers together? Yeah, well, it was like that, but with her teeth on my nipple with a slight grinding motion and added suction.

Why didn't I say anything? I really don't know. "Ouch" would have been sufficient. I didn't want to be rude I guess. I know it was stupid of me. Anyway, I was guessing that if she could hardly understand what she was doing to my nipple, she wouldn't be able to focus enough to rub my clit at the same time. I couldn't help thinking, "Fuck it, I've gone through all of this, I have to get off." So I grabbed her hand and guided it towards my zipper. She stopped and smiled at me as she unzipped and pulled off my pants. When she put her hand down there, I came to the surprise realization that I was wet. I don't know how it happened, but it did. I guess my body had decided that after waiting that long, any kind of human sexual contact would be okay.

So she's rubbing my clit, and surprisingly, she's doing a good job. I'm the road to an orgasm. So I decide to give her a little motivation and I start breathing a bit harder. But I guess she took that as, "Bitch, go as fast and hard as you fucking can!" So she did that and the little car on the road to an orgasm made a U-turn. Back to the beginning. I had stopped breathing hard, and I tell her, just go softer. So she does. Again, she's doing a good job and because of that, I can't help breathing harder. So it happens again, she goes fucking elbow grease on me. It was like she was trying to wax a damn car.

So here I am, back to square one again. I realize that talking to her about how to do things is pointless, so I make up my mind to just force myself to not breath hard at all (By the way, no, I don't only breath heavily. I'm a dyke, but not THAT much of a dyke. I don't fucking grunt and practically pant into my partner's ear like a dog. Yes, I'm like most girls, I moan. But I don't like to be that vulnerable with someone I hardly know, so I hold the noises back. I realize I'm getting very personal with strangers on the internet... Oh well) So she's doing pretty good again and in a couple minutes I'm cumming and I really can't control my breathing so out of nowhere, you know what happens. So I shoot up in pain, less than half way through an orgasm and scream, "Ow!" She looks so concerned  and asks if I'm okay and if she hurt me. I just look at her for a second while I'm thinking, "This is fucking pointless" and say, "Yeah, I, uh, finished..."

She goes, "Oh!" and smiles and starts kissing me again while I'm thinking, "Noooo!" So I stop her to look at my clock, it's around five thirty. So I tell her, "Oh no! My stepdad's gonna be home soon." She gets scared, says, "Oh!" and runs to go get her shirt, bra, and shoes while I lean back in relief that she couldn't pick up on my bad acting.

Once we're both dressed, I walk her to BART with my board, hug her goodbye, and skate away as fast as possible. It burned when I peed for the rest of the day and I told my friend's girlfriend that I'm never trusting her with setting me up with a girl ever again.

That was way longer than I expected it to be. But I guess it was worth it since I killed some time in a sleepless night. Anyway, please, please keep posting in this thread! I realize my story isn't nearly as bad or funny as some of the others in here, but that's why I want more stories! Well, I have no life. I'm off to lurk and never post again. If you got this far, thanks for reading.

(http://i.imgur.com/CQycU.gif)
Title: Re: Awkward Sexual Experiences
Post by: nice weather on January 05, 2012, 01:22:29 PM
That story made me never want to sleep with a yeast infected 7" lesbian brute ever again.


On a different note, a while ago I hooked up with a girl after a night of heavy drinking. Seeing as I didn't remember any of it, I wanted to make the best of the forthcoming hookups with her and tried to exercise grateful and altruistic love.
Sadly I was recovering from an std scare where I mistook an ingrown hair for penile cancer, so my thrust and general libido were off and I couldn't bring myself to ejaculate. We continued to consume our lust, but no seed would show.
Soon enough my testicles and prostate were overwhelmed and crossed their tiny arms in front of their chests, shaking their veiny heads in disbelief. I travelled back in time and space to a land where blue balls reigned and cheap vodka and vomit drenched carpets were as omnipresent as the knowledge of the whereabouts of the secret tape at the mall.

As my date with the girl continued I tried to hide my growing discomfort and we walked to grab coffee and watch dogs in a park. At every corner I would tell her she should go ahead so I could tie my shoes, just so I could fall down on my knees and hold my aching procreators. Then I would lean with my back against the wall and sweat, just to wipe it off again, get up and walk on with a smile on my face.
"Fancy a hot chocolate ma'am? - ha ha ha"

Back at my place I let the girl in on my painful condition and persuaded her to join me for some stricly medical relief sex. I pumped in missionary - 6,7,8 - sweat on my forehead, 11....12! then finally!

The next day my scrotum was still sore and fragile and as I pulled out after the next time we had sex the condom was filled with blood. I lay down and stared at the ceiling for a while until the girl left. I wasn't sure if the blood was actually on the inside of the condom, so I grabbed it from the trash, knotted it up and put it in my mouth.
The doctor I saw sent me to get an ultrasound of my prostate that was gonna get executed by a former soviet doctor. In preparation for the exam I had to give myself an enema 2 hours before the appointment, which meant that I had to get up at 6am to put stuff in my butt lying on a towel on the bathroom floor. The shit I took shortly after was furious but oddly comforting. I cleaned myself up nicely for the doctor and set out.
When I got to his office yet another heinous dump had miraculously accumulated. The doctor noticed and gave me a very stern look over the rim of his glasses and sent me to the washroom.
Afterwards I shamefully curled up sideways on the examination bed like I was told and before inserting the device the doctor asked me to speak up in case I felt too much discomfort, pain or pleasure. I opened my eyes very wide and stared at the wall in front of me.


Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 05, 2012, 01:40:30 PM
This thread has been blessed. I now go forth in life, a man of faith. Thank you.


How many different way are there to convince a red-headed minx to relinquish her grip, and instead, wet her whistle as well as my loin-quarters, without being blatantly crass? Because I needed Cyrano to help coax her down below New Year's Eve. Or a jimmy hat.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 06, 2012, 02:18:57 AM
that thread made a better comeback than Patrick Swayze?s cancer.
Title: Re: Awkward Sexual Experiences
Post by: apad88 on January 06, 2012, 02:36:56 AM
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pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy
[close]

What are you waiting for then?
[close]

Title: Re: Awkward Sexual Experiences
Post by: Stoeipoes on January 09, 2012, 06:35:32 AM
I went to this party last year with a few friends. We were just chilling and smoking in the patio and there was this girl, clearly on E and we had a little conversation (me and my friend). Like an hour later we saw her again in de dance area or whatever you wanne call it. We decided to steal some beers over there and she was down for it, so offcourse i was hyped on her.

Later on she was spacing pretty much but we didnt 'do' anything yet, and i asked her to come home with me and my homie and she agreed. When we arrived home it was me, her and 2 of my friends. One of my friends, george, went to the kitchen instantly and passed out. Me, dean (my other homie) smoked all her weed while she was spacing. I was suggesting to my friend that we should pull a 3some by some signs she didnt notice beacause she was all fucked up. I gave dean the 'fuck-it-lets-do-this' and started kissing her. We ended up fucking the girl, high-fiving eachother (we'd been talking about towerbridging a girl for a while so it had to happen). We also laughed our asses off and the girl was like (really confused): what's so funny? straight up one of the most awkward moment. She also gave us handjobs at the same time shit was pretty weird. We ended up passing out and i had one condom left in the morning and my friend was already up, so i decided to bang her again. Dean was sitting on the couch and George just came in. I have a closet between my bed and the couch with holes in it so they could see it happen for a bit. The girl was on top of me and on the moment I climax'd dean just passed me the joint. One of the best wakeup's in my life.

pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy

ended up banging that girl for a few weeks and then i never saw her again, still owe her some money .

i'm a terrible story-teller and it wasnt really that awkward but trying to keep the thread alive

hahaha wallem. photo!
Title: Re: Awkward Sexual Experiences
Post by: Useful Idiot on January 09, 2012, 07:31:17 AM
About 10 years ago I hooked up with this Vietnamese chick. Met at the bar, both wasted, english wasn't her first language so I swooped in creeper style.

Went home and we're fucking and I'm out of breath in like 2 minutes. She starts laughing at me, doing that little heh heh thing and covering her mouth and pointing like most Asians do.

I quit smoking the next day.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 09, 2012, 08:01:36 AM
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pretty funny cause i still have the picture on my computer that my friend is fingering her with a big smile and a thumbs-up straight-out-of-the-pussy
[close]

What are you waiting for then?
[close]

[close]
Post them.
Title: Re: Awkward Sexual Experiences
Post by: peacepappies on January 11, 2012, 08:43:35 AM
there ya go
Title: Re: Awkward Sexual Experiences
Post by: coma on January 11, 2012, 08:48:41 AM
.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 11, 2012, 08:54:05 AM
how he cannot smile in that moment is beyond me.
Title: Re: Awkward Sexual Experiences
Post by: opgefokte kamper on January 11, 2012, 09:03:46 AM
wennig te laagge mee die knoest
Title: Re: Awkward Sexual Experiences
Post by: frank on January 11, 2012, 10:23:24 AM
almost laid my girlfriend in a pile of cat shit the other day.. STILL GOT A NUT. SO?!
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 11, 2012, 11:19:01 AM
No one will ever care about anything you say on here untill you post more pictures of your girlfriend
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on January 11, 2012, 02:46:44 PM
No one will ever care about anything you say on here untill you post more pictures of your girlfriend
Title: Re: Awkward Sexual Experiences
Post by: MFS on January 11, 2012, 03:12:13 PM
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No one will ever care about anything you say on here untill you post more pictures of your girlfriend
[close]
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 11, 2012, 04:47:18 PM
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No one will ever care about anything you say on here untill you post more pictures of your girlfriend
[close]
[close]
Title: Re: Awkward Sexual Experiences
Post by: frank on January 11, 2012, 06:20:48 PM
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No one will ever care about anything you say on here untill you post more pictures of your girlfriend
[close]
[close]
[close]
Title: Re: Awkward Sexual Experiences
Post by: steve on January 15, 2012, 12:56:12 PM
i went to Cambodia for a few weeks this past month. I'd gotten a grant through university to hang out in the country, visit Wats, and talk with monks. All expenses were paid and i got a fat stipend. Only catch was that i had to go with 4 other students, 5 years younger, and a professor.

NYE was my first night on Phnom Pendh. The kids i was with had all just turned 21 and never traveled so far to have even have crossed the USA. They were insistent on staying in a bar 3 doors away from the hotel. I was good with that so i hoped in a tuk tuk and went to the FCC with this 42 year old former merchant marine who i called State Department and was in the city doing some work building water filtration systems. We kicked it in the FCC, which isn't really too cool but was hopping that night, for most of the night, til about 1am. State Department started asking every girl over for a drink. This one girl from Manchester comes over and drinks a few with us. She was out with some pudgy married Khmer guy who she worked with and he ended up leaving as soon as she sat on my lap and stuck her tongue down my throat.

So we make out for quite a while before we head over to the Heart of Darkness. Once in this club we keep making out and i started trying to finger bang her in the corner. Since the Heart of Darkness is known for being more notorious for picking up hostess girls than many other bars, the girls working there kept pulling my hand out of her skirt. We kept trying anyways. State Department was also trying to get some and failed.

We get ready to leave and the girl, who State Department told me is named Sophie, rides with us. She ends up getting out at the hotel with me. I asked her what she was doing. I'd been pretty much blacked out drunk with jet lag on top of it and hadn't realized she was still there. She said she was coming to my room. I warned that i had a young gay dude for a roommate and she laughed. So we head up to the room around 330am. She looks around and says "damn, we should have gone to my flat. It's too late though" and goes over to my bed while i take a piss. I come out and she is lying there naked. She says "come fuck me." Meanwhile there's this kid snoozing, well hopefully snoozing in the bed 3 feet away. I end up railing this girl for quite some time. I've got to keep clamping my hand over her mouth because she's screaming "fuck me harder" and "come on, come on, come in me." the room was rocking and a lamp fell over. the kid in the bed next to mine didn't move once. I ended up passing out and woke up when she left. Homeboy never said a thing to me over the next 2 weeks.
Title: Re: Awkward Sexual Experiences
Post by: PBODY on January 15, 2012, 01:39:17 PM
passed out with my dick in this girls mouth
Title: Re: Awkward Sexual Experiences
Post by: No mongz on January 16, 2012, 10:03:34 AM
I lost my virginity in a 5x5 bathroom to some bustdown girl and kept smacking my head on the wall
Then her friend walked in and her parents came home and I skated home fast as fuck
Blue balls :/
Title: Re: Awkward Sexual Experiences
Post by: Tufty on January 16, 2012, 10:53:31 AM
 A girl tried to molest me when i was 12. I didnt realise that at the time but only few years later. She was around 17-18 years old.


It felt awkward and it stil feels like that.
Title: Re: Awkward Sexual Experiences
Post by: apad88 on January 16, 2012, 11:39:43 AM
I lost my virginity in a 5x5 bathroom to some bustdown girl and kept smacking my head on the wall
Then her friend walked in and her parents came home and I skated home fast as fuck
Blue balls :/
does it really count if you didn't bust a nut?
Title: Re: Awkward Sexual Experiences
Post by: poopmonkey on January 16, 2012, 12:03:09 PM
i think not
Title: Re: Awkward Sexual Experiences
Post by: augustmoon on January 16, 2012, 12:37:03 PM
i lost a condom inside of a girl once.  neither of us knew it at the time, but she came up to me a couple days later and said "...i'm not upset or anything, but i just want you to know that my body just rejected a condom".  she was not a very good liar; i could tell she was very upset about it, and obviously thought it was my fault or that i knew and didn't tell her or something.  i was visiting her from out of town at the time, and she made the last couple days of my stay a living hell.  never talked to her again after that.

another time i was fucking this girl from behind on a rickety old futon.  all the screws were loose, and it was swaying around all over the place.  anyway, i'm going at it like nodoby's business, and i guess, unbenownst to me, i must have slipped out of her vag and gone straight to the hilt up her ass in one swoop.  i heard a weird suction sound followed by a blood curdling death yodel that still haunts me to this day.  she jumped up and sprinted to the bathroom where she locked herself in for a good 3 hours convinced i tried to murder her with my dick.  she was in there panicking because her asshole wouldn't un-dialate and she thought i had broken it and that she'd have to go to the hospital.  it took me weeks to finally convince her that it was a complete accident.  the combination of the rickety futon, body fluids, and ferocity of the act somehow created the perfect storm that led to the anal deflowering of such an epic nature. 
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 16, 2012, 12:54:55 PM
another time i was fucking this girl from behind on a rickety old futon.  all the screws were loose, and it was swaying around all over the place.  anyway, i'm going at it like nodoby's business, and i guess, unbenownst to me, i must have slipped out of her vag and gone straight to the hilt up her ass in one swoop.  i heard a weird suction sound followed by a blood curdling death yodel that still haunts me to this day.  she jumped up and sprinted to the bathroom where she locked herself in for a good 3 hours convinced i tried to murder her with my dick.  she was in there panicking because her asshole wouldn't un-dialate and she thought i had broken it and that she'd have to go to the hospital.  it took me weeks to finally convince her that it was a complete accident.  the combination of the rickety futon, body fluids, and ferocity of the act somehow created the perfect storm that led to the anal deflowering of such an epic nature. 
Did she write you a thank you card?

As for losing a condom inside a lady, just look her square in the eye and say "I never put one on in the first place. That must belong to someone else." and don't waiver at all.
Title: Re: Awkward Sexual Experiences
Post by: Justis on January 16, 2012, 01:04:13 PM
A girl tried to molest me when i was 12. I didnt realise that at the time but only few years later. She was around 17-18 years old.


It felt awkward and it stil feels like that.


you should try to fuck her now
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 16, 2012, 01:11:35 PM
i lost a condom inside of a girl once.  neither of us knew it at the time, but she came up to me a couple days later and said "...i'm not upset or anything, but i just want you to know that my body just rejected a condom".  she was not a very good liar; i could tell she was very upset about it, and obviously thought it was my fault or that i knew and didn't tell her or something.  i was visiting her from out of town at the time, and she made the last couple days of my stay a living hell.  never talked to her again after that.

How'd you forget about the condom? Am I the only one who checks to see how full I can get the jimmy hat once finished?

another time i was fucking this girl from behind on a rickety old futon.  all the screws were loose, and it was swaying around all over the place.  anyway, i'm going at it like nodoby's business, and i guess, unbenownst to me, i must have slipped out of her vag and gone straight to the hilt up her ass in one swoop.  i heard a weird suction sound followed by a blood curdling death yodel that still haunts me to this day.  she jumped up and sprinted to the bathroom where she locked herself in for a good 3 hours convinced i tried to murder her with my dick.  she was in there panicking because her asshole wouldn't un-dialate and she thought i had broken it and that she'd have to go to the hospital.  it took me weeks to finally convince her that it was a complete accident.  the combination of the rickety futon, body fluids, and ferocity of the act somehow created the perfect storm that led to the anal deflowering of such an epic nature. 

i was fucking this girl doggystyle on a rickety old futon.  it was bouncing all over the place, and we started to get a little out of rhythm.  somehow my dick slipped out of her pussy and went all the way up her ass without me realizing it.  she let out this death yodel and ran and locked herself in the bathroom for hours.  she was freaking out because the sudden shock caused her asshole to stay dialated open.  anyway, this chick just about fucking killed me.  she thought i did it on purpose, and it took months to finally convince her otherwise.  i did think it was pretty funny though. 

Thought I recognized you.
Title: Re: Awkward Sexual Experiences
Post by: augustmoon on January 16, 2012, 06:19:10 PM
lol, thats totally a different person....its a big crazy world, could just be a coincidence... ;D

and about the condom, i did check afterward, but i didn't let her know i couldn't find it.  i thought it was just lost under her bed or something with all the others; at the time i wasn't too worried about it


Title: Re: Awkward Sexual Experiences
Post by: oyolar on January 16, 2012, 06:35:46 PM
Expand Quote
i lost a condom inside of a girl once.  neither of us knew it at the time, but she came up to me a couple days later and said "...i'm not upset or anything, but i just want you to know that my body just rejected a condom".  she was not a very good liar; i could tell she was very upset about it, and obviously thought it was my fault or that i knew and didn't tell her or something.  i was visiting her from out of town at the time, and she made the last couple days of my stay a living hell.  never talked to her again after that.
[close]

How'd you forget about the condom? Am I the only one who checks to see how full I can get the jimmy hat once finished?




No you are not.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 17, 2012, 02:17:26 AM
So this girl I haven't seen in 4 years messaged me on facebook the other day. We were talking and she gave me her number. We've been talking and shit and she mentions that she has two kids and she's engaged to a guy that beats her and shit. I tell her she needs a mental escape from him since she can't leave him physically. I go over there a few days ago and she gives me about 5 beers and a bottle of Disarono. the next day she texts me and says he beat her for "drinking" all the alcohol. I feel like a pile of shit and go over when he's at work to console her. One thing leads to another and we end up getting freaky. Towards the end we hear footsteps. It was dude's father (he lives upstairs). He knocks on the door of the room and asks what the ruckus is. I have to hurriedly put my clothes on and hide in the closet. She gets dressed and opens the door to talk to him and convinces him he was hearing things. It took a half hour for him to go back to bed. Then I got the fuck out, after I finished. Turns out her fiance has murdered 10 people, is in a mexican gang, and hates black people. Living on the edge!
Title: Re: Awkward Sexual Experiences
Post by: finknoos on January 17, 2012, 02:29:13 AM
So this girl I haven't seen in 4 years messaged me on facebook the other day. We were talking and she gave me her number. We've been talking and shit and she mentions that she has two kids and she's engaged to a guy that beats her and shit. I tell her she needs a mental escape from him since she can't leave him physically. I go over there a few days ago and she gives me about 5 beers and a bottle of Disarono. the next day she texts me and says he beat her for "drinking" all the alcohol. I feel like a pile of shit and go over when he's at work to console her. One thing leads to another and we end up getting freaky. Towards the end we hear footsteps. It was dude's father (he lives upstairs). He knocks on the door of the room and asks what the ruckus is. I have to hurriedly put my clothes on and hide in the closet. She gets dressed and opens the door to talk to him and convinces him he was hearing things. It took a half hour for him to go back to bed. Then I got the fuck out, after I finished. Turns out her fiance has murdered 10 people, is in a mexican gang, and hates black people. Living on the edge!

fuck, that could have gone alot worse. hells yeah jimi
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 17, 2012, 02:38:05 AM
If I end up dead, I want a slap pals shoe in my memory.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 17, 2012, 03:09:14 AM
you better hit up some juggalos, they might know how to paint your face white.
Title: Re: Awkward Sexual Experiences
Post by: chockfullofthat on January 17, 2012, 11:34:17 AM
So I went to a whorehouse this weekend.  Well whore would be singular in this instance.  So anyway...It had come to my attention through the spotful eye of my friend that there was a 24 hour strip club in the town I had moved to.  It looked especially dingy and I hoped I would never have to set foot there.  Flash forward to this weekend.  I have three friends over for some drinks...Paul, Brad, Tim.  Paul wants to get wasted because he's not around his gf for once so he brings a bottle of patron.  Lots of beers, weed, and tequila later we decide to go to a bar.  I'm driving very nearly blacked out at this point...although it's a very close drive so I decide it's ok.  We close the bar out and go back to my apartment.  I pretty much pass out. 

Then I'm woken and told by Paul that we should go to that strip club.  I try to resist but pretty soon we're all heading there with Paul driving.  The place looks closed but the sign is on and there is no cars in the parking lot.  I need a drink of water so I go in first while they pound a beer in the parking lot.  I open the door and there's no music, it's very dim and super sketchy.  I decide to wait for everyone.  We get in there and some fat slut comes out wearing a hoody and says that they are in fact open.  We're in a small room, confused as to why there isn't a room with a stripper pole and some other stripper shit.  We ask wtf this place is and she says it's for private dances only.  She says it's 50 bucks each and there would be a private room for both of us.  We all look at each other trying to figure out what to do.  The alcohol kept me and Tim optimistic at this point so we say fuck it let's see what this is all about.  I was told my credit card was rejected and I tried to sign over a check from Brad to her, which didn't work.  I guess another credit card worked, however, Brad had no money so Tim paid for him.   

I assumed incorrectly that there was going to be other, somewhat attractive women in the place and we'd each get a lap dance a get out of there.  While we are each sitting in our seperate rooms it became obvious that there was only one fat bitch there and she was going to be doing all the private dancing.  After inspecting the room a bit I realize there is a lube bottle and some towels.  I decide that this chick is going to attempt to jerk off me and my friends one after the other.  I'm not psyched.  She came to each room and attempted to get more money from each of us.  Paul made the right choice and said fuck no and went back to the car and drank the rest of the beers.  No one realized this until after and no one was as smart.  When she came to get more money from me I was still under the impression that there could be more women in there.  In my drunken state I gave her 60 more dollars.  After realizing there would be no hotter woman I passed out on some disgusting bed.  My friend Tim is freaking out about the whole situation.  He is pacing around the room and keeps leaving and going back to his room, his inner demons having their way with him.  He decides to give her 50 bucks and she jerks him off.  Next she goes to Brad's room after he knows she just jerked off Tim.  He is broke so he doesn't get a handy so he just jerks it while playing with her tits as fast as he possibly can.  She tells him that I'm passed out and he wakes me up and we get the fuck out of there. 

We wake up the next day fucking pissed.  I'm 110 dollars poorer with no sign of my iPhone all for a nap in a whorehouse.  I was convinced I had been robbed.  Paul lost 50 dollars and could laugh at us the most.  Brad jerked off in the same room as a fat bitch and owed Tim 50 dollars.  Tim spent 100 dollars for his first prostitution expereince and felt disgusted with himself.  He had to go to work at TGIF til 2 am that same day too.  I eventually found my iPhone and spent the rest of the day laughing at Brad.  We blame Paul.  Fuck that place.
Title: Re: Awkward Sexual Experiences
Post by: Rockin Robbin on January 17, 2012, 11:58:35 AM
Holy shit that sucks.
Title: Re: Awkward Sexual Experiences
Post by: Omamori on January 17, 2012, 12:00:12 PM
So this girl I haven't seen in 4 years messaged me on facebook the other day. We were talking and she gave me her number. We've been talking and shit and she mentions that she has two kids and she's engaged to a guy that beats her and shit. I tell her she needs a mental escape from him since she can't leave him physically. I go over there a few days ago and she gives me about 5 beers and a bottle of Disarono. the next day she texts me and says he beat her for "drinking" all the alcohol. I feel like a pile of shit and go over when he's at work to console her. One thing leads to another and we end up getting freaky. Towards the end we hear footsteps. It was dude's father (he lives upstairs). He knocks on the door of the room and asks what the ruckus is. I have to hurriedly put my clothes on and hide in the closet. She gets dressed and opens the door to talk to him and convinces him he was hearing things. It took a half hour for him to go back to bed. Then I got the fuck out, after I finished. Turns out her fiance has murdered 10 people, is in a mexican gang, and hates black people. Living on the edge!
Feel sorry for her and the kids. I dont even know if it's safe to report the abuse....sucks you cant do anything.
Title: Re: Awkward Sexual Experiences
Post by: Zurg on January 17, 2012, 12:07:12 PM
see if you can get him to make an account
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 17, 2012, 12:08:20 PM
Expand Quote
So this girl I haven't seen in 4 years messaged me on facebook the other day. We were talking and she gave me her number. We've been talking and shit and she mentions that she has two kids and she's engaged to a guy that beats her and shit. I tell her she needs a mental escape from him since she can't leave him physically. I go over there a few days ago and she gives me about 5 beers and a bottle of Disarono. the next day she texts me and says he beat her for "drinking" all the alcohol. I feel like a pile of shit and go over when he's at work to console her. One thing leads to another and we end up getting freaky. Towards the end we hear footsteps. It was dude's father (he lives upstairs). He knocks on the door of the room and asks what the ruckus is. I have to hurriedly put my clothes on and hide in the closet. She gets dressed and opens the door to talk to him and convinces him he was hearing things. It took a half hour for him to go back to bed. Then I got the fuck out, after I finished. Turns out her fiance has murdered 10 people, is in a mexican gang, and hates black people. Living on the edge!
[close]
Feel sorry for her and the kids. I dont even know if it's safe to report the abuse....sucks you cant do anything.
It's terrible dude. We used to be really close and shit and then I started doing drugs and left her behind. I can't stand to think of the shit she has to go through on a daily basis. I guess he told her he's gotten away with murder before and if he needs to he'll do it again. that's life I guess.

see if you can get him to make an account
Just noticed this. I've never spoken to the dude, she's not even allowed to talk to me so that'd be near impossible.

Title: Re: Awkward Sexual Experiences
Post by: Rockin Robbin on January 17, 2012, 12:37:21 PM
Oh, some chick was giving me head a few weeks ago, and I busted in her mouth and it came out her nose. No idea how that happened, but if I can figure out the science behind it, I'll do it everytime.
Title: Re: Awkward Sexual Experiences
Post by: Unbridled Technical Precision on January 17, 2012, 12:39:34 PM
Oh, some chick was giving me head a few weeks ago, and I busted in her mouth and it came out her nose. No idea how that happened, but if I can figure out the science behind it, I'll do it everytime.

lies
Title: Re: Awkward Sexual Experiences
Post by: Rockin Robbin on January 17, 2012, 12:46:17 PM
Expand Quote
Oh, some chick was giving me head a few weeks ago, and I busted in her mouth and it came out her nose. No idea how that happened, but if I can figure out the science behind it, I'll do it everytime.
[close]

lies

Nope. I was lying on my back and she was bending over me. I warned her of what was coming but she took no heed. Apparently I caught her off guard and she coughed and it came out her nose.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 17, 2012, 02:14:40 PM
I believe you. A girl refused to let me unload while she was in full deepthroat mode because it had happened to her in the past. She let me go with just the tip though.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 17, 2012, 04:03:16 PM
It's absolutely possible. Happened one time with my ex lady. Trust me, it does happen.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 17, 2012, 07:14:59 PM
Donkey, we are brothas from anotha motha i swear.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on January 17, 2012, 08:06:14 PM
holy shit jimi, you're the man
Title: Re: Awkward Sexual Experiences
Post by: pancake man on January 18, 2012, 07:41:41 AM
Oh, some chick was giving me head a few weeks ago, and I busted in her mouth and it came out her nose. No idea how that happened, but if I can figure out the science behind it, I'll do it everytime.
We call it the Alaskan Snow Dragon
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 18, 2012, 08:05:59 AM
Donkey, we are brothas from anotha motha i swear.
DOOD!
Title: Re: Awkward Sexual Experiences
Post by: StabMasterArson on January 18, 2012, 11:04:50 AM
How are we going to know if/when Jimi gets murdered?
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 18, 2012, 11:29:31 AM
A dove will land on your windowsill and it will shed one single tear.

Jimi, try not to get killed quite yet. I know you like sticking your dick in crazy situations, but please try to wait until after we send you to the gathering of the juggalos before you get murdered.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on January 18, 2012, 04:53:06 PM
A dove will land on your windowsill and it will shed one single tear.

Jimi, try not to get killed quite yet. I know you like sticking your dick in crazy situations, but please try to wait until after we send you to the gathering of the juggalos before you get murdered.

and make sure you post some nudes.
Title: Re: Awkward Sexual Experiences
Post by: Harem on January 18, 2012, 05:15:29 PM
Had sex with a deaf girl the other week  :-\
Title: Re: Awkward Sexual Experiences
Post by: oyolar on January 18, 2012, 07:06:42 PM
Had sex with a deaf girl the other week  :-\

Keep going...
Title: Re: Awkward Sexual Experiences
Post by: crackrazor on January 18, 2012, 08:22:18 PM
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Had sex with a deaf girl the other week  :-\
[close]

Keep going...
Title: Re: Awkward Sexual Experiences
Post by: pancake man on January 18, 2012, 11:15:30 PM
I swear I know some of the chicks Bobbito and Saucy are talking about in these stories

Back in high school me and my friend Eddie would pick up two thirties and hit up these group of girls we aptly titled "The Whiskey Dick Squad". We discovered these girls were notorious sluts after feeding them beers and we exploited this to fullest, so after a night of drinking I take one of the girls down stairs to the basement and eddie takes the girl that lives at the house up to her room. My girl is wet as hell and I'm elbow deep in this pussy when I hear from behind me "Jack, it's 3 am, where's my daughter and what are you doing?" Like a deer caught in the headlights all I can do is stammer and blurt out "Uh... I'll go get her..." I book it up stairs and barge into the room where I discover my friend getting his dick sucked, but at this point it didn't matter. "Eddie, we're getting the fuck outta here... now." Unknowingly to me this is a blessing in disguise for him cause this chick cannot get his dick hard. He tried pulling out all the stops and uttered a line that is now classic in our group of friends "Talk dirty to me." As time went on these girls were found out by more and more guys and not so slowly lived up to their name of the Whiskey Dick Squad
Title: Re: Awkward Sexual Experiences
Post by: Rockin Robbin on January 19, 2012, 11:30:39 PM
Had sex with a deaf girl the other week  :-\

I'm on pins and needles, story man. now.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on January 20, 2012, 12:02:54 PM
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Had sex with a deaf girl the other week  :-\
[close]

I'm on pins and needles, story man. now.
[close]

I've never slept with a deaf girl, but my old roommate did.  He used to have the most LOUD sex with her and would call her the most vile shit imaginable when he was fucking her from behind because she could read his lips.  She said she could tell he was noisy because she could feel the vibration from him shouting.  He eventually got her to the point of saying shit when they were fucking and it was pretty funny because she had that whole manner of speaking that deaf people had.  When I first met her I was skeptical, because she seemed a little TOO good at lip reading so I smashed a glass bottle behind her when we were leaving a bar and nothing, she was pretty deaf.

+1
Title: Re: Awkward Sexual Experiences
Post by: steve on January 20, 2012, 02:12:59 PM
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Had sex with a deaf girl the other week  :-\
[close]

I'm on pins and needles, story man. now.
[close]

I've never slept with a deaf girl, but my old roommate did.  He used to have the most LOUD sex with her and would call her the most vile shit imaginable when he was fucking her from behind because she could read his lips.  She said she could tell he was noisy because she could feel the vibration from him shouting.  He eventually got her to the point of saying shit when they were fucking and it was pretty funny because she had that whole manner of speaking that deaf people had.  When I first met her I was skeptical, because she seemed a little TOO good at lip reading so I smashed a glass bottle behind her when we were leaving a bar and nothing, she was pretty deaf.
[close]

i was wondering about her deaf moans. those noises must have been kinda gnar
Title: Re: Awkward Sexual Experiences
Post by: Cadillac Ranch Dressing on January 20, 2012, 11:22:03 PM
Dude, they were super gnar.  It sounded like someone trying to play that marshmallow game, "Chubbybunny", but screaming.  That is the the best way I can describe deaf person sex moans.
Hahahaha.
Title: Re: Awkward Sexual Experiences
Post by: Harem on January 22, 2012, 02:29:49 AM
Oh man, definitely the most awkward thing that's ever happened to me. I was to fucking drunk to notice she was deaf until way after. I don't even remember meeting her in the club. I remember sitting down on her bed and she disappeared for a bit returning with a glass of water, by the time I'd gotten to her place and when she had come back from wherever she was, I guess I sobered up a bit. I didn't release until she was on top of me that she was deaf, she starting wailing really hard, I asked her if she was okay, no response, she started to ride a lot harder. So hard that I was like fuck it and just blew my load. She kept going, I told her I'm done, she didn't hear me and kept going. Her eyes were closed and she was going so hard, I couldn't even push her off, she kept going away pounding at my limp cock. I kept trying to push her off but she was literally stuck on me pounding away. I was like 'Uhh, I'm finished? I guess I was still half hard, and she didn't feel me blow (I filled up the condom!). It really started to hurt, so I finally got her off me by pinching her nipples, she cries out 'AHHHHH BEEEEEE MOOOOORE GEAAANTLLEE'. Pointed to the bathroom, gathered my shit and got the fuck out of there.

Not a very exciting story. I never want to have sex again.
Title: Re: Awkward Sexual Experiences
Post by: Truancy on January 22, 2012, 09:05:56 AM
It really started to hurt, so I finally got her off me by pinching her nipples, she cries out 'AHHHHH BEEEEEE MOOOOORE GEAAANTLLEE'.

slap gnar x1000

you're a god
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on January 22, 2012, 10:26:56 AM
Oh man, definitely the most awkward thing that's ever happened to me. I was to fucking drunk to notice she was deaf until way after. I don't even remember meeting her in the club. I remember sitting down on her bed and she disappeared for a bit returning with a glass of water, by the time I'd gotten to her place and when she had come back from wherever she was, I guess I sobered up a bit. I didn't release until she was on top of me that she was deaf, she starting wailing really hard, I asked her if she was okay, no response, she started to ride a lot harder. So hard that I was like fuck it and just blew my load. She kept going, I told her I'm done, she didn't hear me and kept going. Her eyes were closed and she was going so hard, I couldn't even push her off, she kept going away pounding at my limp cock. I kept trying to push her off but she was literally stuck on me pounding away. I was like 'Uhh, I'm finished? I guess I was still half hard, and she didn't feel me blow (I filled up the condom!). It really started to hurt, so I finally got her off me by pinching her nipples, she cries out 'AHHHHH BEEEEEE MOOOOORE GEAAANTLLEE'. Pointed to the bathroom, gathered my shit and got the fuck out of there.

Not a very exciting story. I never want to have sex again.

you are one of my main heroes after hearing that
Title: Re: Awkward Sexual Experiences
Post by: DMH on January 22, 2012, 12:03:49 PM
When I go home for breaks, I don't really have a good place to stay, but my brother very graciously offers his bed to me for a few days at a time each time I return. My girlfriend is from approximately the same area as me, so she came to my house for Thanksgiving this year. We'd been drinking with my family pretty much all day, and when we were worn out from the pleasantries, we retired to that bed for some action. We were rolling around, making out, progressing. Then, for no reason at all, my grandma walks in the room. She just says, "Oh!" and walks out. My girlfriend and I laugh about it, and my grandma later says, "I'd be concerned if you guys weren't doing that."

A month later, however, my girlfriend is back over during Christmas break, with just her and my immediate family. After another long day, we go back to that room and try again. I'm a little nervous after the grandma thing, so my peen isn't responding as well as I'd hope, but I eventually got it going. But as soon as I broke penetration, that fucking door opens and my brother just says, "God damnit" and leaves. Mind you, my bare ass was in motion and my girlfriend's boobs were out and about. The next time I see my brother, all he can say to us is "sinners."
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 22, 2012, 02:27:30 PM
it must be tough living in a country without doorlocks.
Title: Re: Awkward Sexual Experiences
Post by: Patey on January 24, 2012, 11:14:41 AM
gotta keep this shit on the front page

well, one time i was bangin my ex-bitch in the shower from behind and i gave her a good pump and she smacked her forehead off the wall. i thought it was pretty funny, she though it was.... well she wasnt thinking shit other than "ow my fuckin head"

same bitch, shower again, shes giving me head this time and she fuckin pukes cause she has the weakest gag reflex ever. good thing it was in the shower so it didnt really matter i guess, but it stunk pretty bad hahaha. yeah thats pretty awkward. she finished though!


annnnd one time i was fuckin a girl at a party while my buddy fucked her friend as well. we were in the same room, which had two beds, and we were going at it like all night while this party went on. anyway, the party winds down but a new group of drunk idiots show up and like 5 of them come in the room while me and my boy are gettin down with these chicks under the sheets. in their drunken state, these dummies barrel in and start like talking to us and laughing it up like nothings going on. we didnt even know these fools. dude like sits on the end of the bed im in and he's just like "hey so whats up guys?"... like dude get out, im tryna get some here.


keep this thread alive!
Title: Re: Awkward Sexual Experiences
Post by: Anthony on January 24, 2012, 01:40:41 PM

well, one time i was bangin my ex-bitch in the shower from behind and i gave her a good pump and she smacked her forehead off the wall. i thought it was pretty funny, she though it was.... well she wasnt thinking shit other than "ow my fuckin head"

haha kinda reminds me of my new years, me and some girl were in a bathroom, i picked here up and put her on the counter top and she smacked the back of her head off the mirror. we both just laughed it off then proceeded.
Title: Re: Awkward Sexual Experiences
Post by: jcd on January 26, 2012, 02:11:47 PM
This one was back in high school:

This girl my homie was seeing wanted me to get with her friend Sara. We invite their crew to a party, and they show up fucking wasted with a 60oz of jager. Not much time goes by before we're all blackout drunk and they're asking me to come back to their friend's parents house. I go along with Sara, and 3 other chicks who sneak me into her room because her parents are home.
We're all lying on the bed, when Sara starts puking all over it.

The 3 friends who were with us and I end up migrating to the floor. Sara is passed out on a bed soaked in her own vomit, and i end up hooking up with one of the others on the floor. In pure disgust at the smell of puke, and the 2 people fucking beside her, one of the friends ended up grabbing her shit and running out of the house without saying anything. I wake up to a disoriented looking Sara looking down at her friend and I both still ass naked.  Realizing things may get a little awkward (for them) I decided to get out of there

They tried to sneak me out as quietly as I came in. Too bad her entire family (grandparents included) were all sitting in the room at the bottom of the stairs as i was leaving. Sara and I never spoke again, but i did hook up with the friend a few more times
Title: Re: Awkward Sexual Experiences
Post by: pappalardospizza on January 26, 2012, 02:27:48 PM
I met this girl at a warehouse party. Ended up back at her place. She said she just moved in to the place and we ended up having mutual friends. We bang. She ends up telling me her roommate and boyfriend are coming back so I should head out. I left and threw the condom in the outside stair banister end because the top of it is knocked off for some reason and I'm still drunk.

Fast forward two months

My friend and his girlfriend move to the city. Not until I realize his address and am walking into the building, I realized that my friend's girlfriend was said roommate to the girl I was banging. For some reason she moved out shortly after I banged. Meaning; if I stayed around that night I would've ran into my friend and his girlfriend coming home.

Fast forward again and the two are now broken up and his ex girlfriend has started hanging with my friends and I. I end up at this apartment frequently and nobody knows that I've banged on that couch and put a used condom in the banister.


Title: Re: Awkward Sexual Experiences
Post by: degobra on January 26, 2012, 06:35:51 PM
nice gal gave me a bj and then tried to kiss me afterwards i pulled away and the look on her face was so priceless it was like anger and heartbreak all at once. i guess that's not super awkward likes some of these though.
Title: Re: Awkward Sexual Experiences
Post by: happenstance on January 26, 2012, 06:49:16 PM
nice gal gave me a bj and then tried to kiss me afterwards i pulled away and the look on her face was so priceless it was like anger and heartbreak all at once. i guess that's not super awkward likes some of these though.
You are blowing it on this one.
           edit:^ No pun intended.
Title: Re: Awkward Sexual Experiences
Post by: Tufty on January 26, 2012, 08:47:55 PM
 One time i picked up a girl in a bar and went to eat something. At the fast food i went into the wc to take a dump. I was a little bit drunk and i remember i was embarrased to be taking a dump at a fast food while a girl was waiting for me, so i tried to make it fast to seem like i was peeing. So after the lunch we went home.
We fucked for some time and then when we were finished she opened the lights and there was a brown stain on the sheets forming a line. No one was talking, i think she thought she did it but i said it was me and i told her how it happened. She laughed and i thought i was stupid so i laughed too. I washed the sheets, though, at my home and brought them back to her. We hanged out for some time after that. Cool girl.

 After that i ve been traumatized, i am more careful when wiping my ass and i always go to the wc and wipe my ass before going to bed with a lady.
Title: Re: Awkward Sexual Experiences
Post by: commie on January 26, 2012, 09:29:06 PM
I threw a party at my place a few years back, and I was trying to fuck my gf in my room (door doesn't have a lock). Everyone walked in at one point or another. I guess my ass was out, so that's mostly what they saw. A couple of those people were my bosses from work, so it was kind of weird.

Another time, I was trying to fuck a girl drunk and as soon as I got naked I felt like I had to throw up. I couldn't make it to the bathroom on time, and threw up all over the floor.
Title: Re: Awkward Sexual Experiences
Post by: degobra on January 26, 2012, 11:58:52 PM
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nice gal gave me a bj and then tried to kiss me afterwards i pulled away and the look on her face was so priceless it was like anger and heartbreak all at once. i guess that's not super awkward likes some of these though.
[close]
You are blowing it on this one.
           edit:^ No pun intended.

haha nahh i know everyone's okay with it all my homies laugh about it and its not a big deal, just something about it just has STD all over it. If we would have done the deed after id probably let her but you know gotta be cold to dem hoes!
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on January 27, 2012, 12:13:55 AM

same bitch, shower again, shes giving me head this time and she fuckin pukes cause she has the weakest gag reflex ever. good thing it was in the shower so it didnt really matter i guess, but it stunk pretty bad hahaha. yeah thats pretty awkward. she finished though!

damn shorty is a trooper
Title: Re: Awkward Sexual Experiences
Post by: sametelt on January 27, 2012, 02:29:51 AM
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nice gal gave me a bj and then tried to kiss me afterwards i pulled away and the look on her face was so priceless it was like anger and heartbreak all at once. i guess that's not super awkward likes some of these though.
[close]
You are blowing it on this one.
           edit:^ No pun intended.
[close]
something about it just has STD all over it.

You're worried she might catch an STD from your dick and transfer it back to you again?
Title: Re: Awkward Sexual Experiences
Post by: Hobochilli on January 27, 2012, 03:05:56 AM
One time at bandcamp, there was a girl who suck a flute up her pussy.
Title: Re: Awkward Sexual Experiences
Post by: Facehead on January 27, 2012, 03:11:49 AM
One time at bandcamp, there was a girl who suck a flute up her pussy.

How is that awkward, was it your flute?
Title: Re: Awkward Sexual Experiences
Post by: finknoos on January 27, 2012, 03:18:41 AM
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One time at bandcamp, there was a girl who suck a flute up her pussy.
[close]

How is that awkward, was it your flute?

(http://i0.kym-cdn.com/entries/icons/original/000/000/554/facepalm.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Facehead on January 27, 2012, 03:55:56 AM
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One time at bandcamp, there was a girl who suck a flute up her pussy.
[close]

How is that awkward, was it your flute?
[close]

(http://i0.kym-cdn.com/entries/icons/original/000/000/554/facepalm.jpg)

(http://i0.kym-cdn.com/entries/icons/original/000/000/554/facepalm.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 27, 2012, 06:29:08 AM
I never posted about the armenian chick that I mentioned in August. Nothing super weird, but I did end up banging her a few times. The first time a double flawless victory. Second time was where things got weird, which is odd because that was the soberest of the times. I dropped by there after work to visit. Ended up about 20 minutes into the session on her sectional in her living room before she says she wants to be on top. I roll over and for some reason, she stands straight up on the couch, wobbles for a second or two, and falls over backwards onto her coffee table.

She was a complete champ about it though. Got right up, looked at her half broken coffee table and just said she hated it anyway, and got back to work. I didn't question it. After finishing up later on, she said she must've just stood up too fast and gotten light headed. I told her my first thought was "How do I explain a naked chick laying on a broken coffee table to the EMTs/Police". She wasn't too stoked. We had a few more hook ups and then she went to Connecticut for work for a month or two. It was for the best.
Title: Re: Awkward Sexual Experiences
Post by: frank on January 27, 2012, 09:46:04 AM
this one time, i was like....
(http://30.media.tumblr.com/tumblr_lxtfy5dUoe1r7l9umo1_500.png)
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on January 27, 2012, 09:48:14 AM
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One time at bandcamp, there was a girl who suck a flute up her pussy.
[close]

How is that awkward, was it your flute?
[close]

(http://i0.kym-cdn.com/entries/icons/original/000/000/554/facepalm.jpg)
[close]

(http://i0.kym-cdn.com/entries/icons/original/000/000/554/facepalm.jpg)

hahahaha
Title: Re: Awkward Sexual Experiences
Post by: Karlos on January 28, 2012, 06:24:35 AM
more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on January 28, 2012, 03:47:54 PM
more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it

thats more disgusting than funny or awkward. sounds like something marlyn manson would do to a stripper
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on January 28, 2012, 06:27:14 PM
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more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it
[close]

thats more disgusting than funny or awkward. sounds like something marlyn manson would do to a stripper

I don't really think it's disgusting at all.  I bang my lady on her period pretty much everytime it comes around.  It just means you can't get too freaky and you hafta shower right after (or just bang in the shower).  Otherwise it's no big deal.
Title: Re: Awkward Sexual Experiences
Post by: kenspliffeyjr on January 28, 2012, 06:34:21 PM
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more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it
[close]

thats more disgusting than funny or awkward. sounds like something marlyn manson would do to a stripper
[close]

I don't really think it's disgusting at all.  I bang my lady on her period pretty much everytime it comes around.  It just means you can't get too freaky and you hafta shower right after (or just bang in the shower).  Otherwise it's no big deal.


My girl has an I.U.D. which means no periods and it's fucking awesome
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on January 28, 2012, 08:41:26 PM
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more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it
[close]

thats more disgusting than funny or awkward. sounds like something marlyn manson would do to a stripper
[close]

I don't really think it's disgusting at all.  I bang my lady on her period pretty much everytime it comes around.  It just means you can't get too freaky and you hafta shower right after (or just bang in the shower).  Otherwise it's no big deal.
[close]


My girl has an I.U.D. which means no periods and it's fucking awesome

keep her
Title: Re: Awkward Sexual Experiences
Post by: kenspliffeyjr on January 29, 2012, 02:04:58 PM
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more funny, than awkward but asking a girl if i could pull out her tampon. bloody cock but was worth it
[close]

thats more disgusting than funny or awkward. sounds like something marlyn manson would do to a stripper
[close]

I don't really think it's disgusting at all.  I bang my lady on her period pretty much everytime it comes around.  It just means you can't get too freaky and you hafta shower right after (or just bang in the shower).  Otherwise it's no big deal.
[close]


My girl has an I.U.D. which means no periods and it's fucking awesome
[close]

keep her

That's the plan, I don't know why every girl doesn't get one it's a godsend.
Title: Re: Awkward Sexual Experiences
Post by: Facehead on January 29, 2012, 04:50:38 PM
Not about me but ...

Buddy was having a party at his own house, he's drunk. At some point he creeps into his room with his girl. Later we see him all drunk and happy and he's got some blood on his nose.
Title: Re: Awkward Sexual Experiences
Post by: apad88 on January 29, 2012, 05:37:15 PM
Not about me but ...

Buddy was having a party at his own house, he's drunk. At some point he creeps into his room with his girl. Later we see him all drunk and happy and he's got some blood on his nose.
haha gross.
Title: Re: Awkward Sexual Experiences
Post by: StabMasterArson on January 30, 2012, 12:09:09 PM
if you havent been bloody after sex at least one time, you're doing it wrong.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 30, 2012, 12:19:17 PM
thats one thing i really learned as well: if you decide to finger a girl, dont use that finger where you bit half of your nail off and have sharp edges.
Title: Re: Awkward Sexual Experiences
Post by: Random Matt on January 30, 2012, 09:48:03 PM
I had a few classes with this girl and we would flirt, but I had a girlfriend so nothing happened during that school year.  When the girlfriend and I broke up I called the girl from class to meet me at a bar.  At the bar there was a lot of sexual tension and whiskey.  Somehow we got a ride to her place and we made out in the back seat the whole time.  We get to her room, clothes come off, nipples get sucked, and then I'm on top missionary-style.  After awhile I get a little tired and suggest we switch to her on top.  She obliges and a minute into the position change I get queasy and throw up on our groins.  I tried, but she didn't want to continue after the clean-up.
Title: Re: Awkward Sexual Experiences
Post by: Unbridled Technical Precision on January 31, 2012, 07:33:42 PM
I had a few classes with this girl and we would flirt, but I had a girlfriend so nothing happened during that school year.  When the girlfriend and I broke up I called the girl from class to meet me at a bar.  At the bar there was a lot of sexual tension and whiskey.  Somehow we got a ride to her place and we made out in the back seat the whole time.  We get to her room, clothes come off, nipples get sucked, and then I'm on top missionary-style.  After awhile I get a little tired and suggest we switch to her on top.  She obliges and a minute into the position change I get queasy and throw up on our groins.  I tried, but she didn't want to continue after the clean-up.

(https://encrypted-tbn1.google.com/images?q=tbn:ANd9GcQEU4MKhdB7wHViXmkERoZbktg5g23HFE2mGTUUfYCu5Z3u_hG1)

Title: Re: Awkward Sexual Experiences
Post by: No mongz on February 01, 2012, 09:54:47 AM
A few months ago when I was dating a freshmen girl because I'm a really cool sophomore, we were in her basement making out under blankets  and she said "just take them off" so I pushed down my pants her put her hand on it and she kind of yelped and got up and told me she ment my glasses.
It was pretty akward until we broke up.
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on February 01, 2012, 10:33:49 AM
A few months ago when I was dating a freshmen girl because I'm a really cool sophomore, we were in her basement making out under blankets  and she said "just take them off" so I pushed down my pants her put her hand on it and she kind of yelped and got up and told me she ment my glasses.
It was pretty akward until we broke up.


but did you get any that night?
Title: Re: Awkward Sexual Experiences
Post by: No mongz on February 01, 2012, 12:26:16 PM
Na I blew it
Title: Re: Awkward Sexual Experiences
Post by: BuddyPal on February 01, 2012, 01:47:07 PM
on her face hopefully
Title: Re: Awkward Sexual Experiences
Post by: Justis on February 01, 2012, 03:42:53 PM
i havnt got any of these lately. theres a drought
Title: Re: Awkward Sexual Experiences
Post by: S.E. on February 01, 2012, 09:23:48 PM
m
Title: Re: Awkward Sexual Experiences
Post by: Bagger Vance on February 01, 2012, 10:27:01 PM
So for my birthday last summer I had a birthday party/ house warming thing at the house i had just moved into. I had all my friends come and my girlfriend wanted her dumb slut friend to come. I was against the slut coming because she is everything evil but she came anyway. I had just moved into this house so there wasn't any couches and none of my roommates had moved in yet so there were no beds in the house except mine. My friend Tom thought ahead and brought his own mattress with him and I told him he could put it on my bedroom floor and sleep there because my room was the only clean part of the house because all the other rooms were getting dirty from the party. So I get birthday wasted and start trying to convince my girlfriend and slut into a threesome but shit doesn't workout. My friend Tom starts asking me whatsup with slut and I tell him to go for it but just wear a condom because she's dirty and I give him a condom. So the parties pretty much over so me, my girlfriend, Tom, Slut and this random kid who none of us are really friends with but was drunk and needed a place to sleep head to my room. Random kid goes on my couch and falls asleep, tom and slut get on his mattress and me and my girl get in my bed. the lights go out and me and my girl hear tom and slut start going at it so we start fucking too. I tried to fuck for a little but whiskey dick was rampant and my birthday drunk drowsiness kicked in so I passed out. I wake up soaking wet and with one of the worst headaches of my life. Im still drunk and confused as fuck as to why I'm wet. I look down to see if I pissed myself but I was good. I look over at my girlfriend and see the biggest fucking piss puddle on a bed the world has ever known. I swear she might have pissed, chugged some water, then pissed again. So I jump up from bed and slam my head on the book shelve hanging above it which I didn't know about because it was my first night sleeping there. The banging of my head wakes everyone up, except my girlfriend, to me standing on my bed drenched in piss. They all start laughing at me but I quickly snitch my girl out and she wakes up to her realizing she pissed herself and the three people who slept in my room laughing at her. Bitch was embarrassed to say the least. so after the whole piss thing is cleaned my friend tells me how he fucked slut once with the condom then went in for round two bare dicked. I told him he should get checked out because I was dead serious about her being a dirty slut. At first he thought I was fucking with him but he went and got checked out anyway. She gave him chlamydia. So thank god my threesome plans fell through. Ill take waking up in a piss puddle to waking up with the clam any day.

After typing this story out I realize it isn't really an awkward sexual experience but fuck it. I'll post it anyway.
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on February 01, 2012, 10:42:29 PM
that was actually kinda funny. dude salty as fuck tho for catching chlamydia. he came back for seconds and paid the price lmao
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on February 01, 2012, 11:09:05 PM
your friend did not give any fuck that day, give him my props.
Title: Re: Awkward Sexual Experiences
Post by: No mongz on February 02, 2012, 01:29:52 PM
So for my birthday last summer I had a birthday party/ house warming thing at the house i had just moved into. I had all my friends come and my girlfriend wanted her dumb slut friend to come. I was against the slut coming because she is everything evil but she came anyway. I had just moved into this house so there wasn't any couches and none of my roommates had moved in yet so there were no beds in the house except mine. My friend Tom thought ahead and brought his own mattress with him and I told him he could put it on my bedroom floor and sleep there because my room was the only clean part of the house because all the other rooms were getting dirty from the party. So I get birthday wasted and start trying to convince my girlfriend and slut into a threesome but shit doesn't workout. My friend Tom starts asking me whatsup with slut and I tell him to go for it but just wear a condom because she's dirty and I give him a condom. So the parties pretty much over so me, my girlfriend, Tom, Slut and this random kid who none of us are really friends with but was drunk and needed a place to sleep head to my room. Random kid goes on my couch and falls asleep, tom and slut get on his mattress and me and my girl get in my bed. the lights go out and me and my girl hear tom and slut start going at it so we start fucking too. I tried to fuck for a little but whiskey dick was rampant and my birthday drunk drowsiness kicked in so I passed out. I wake up soaking wet and with one of the worst headaches of my life. Im still drunk and confused as fuck as to why I'm wet. I look down to see if I pissed myself but I was good. I look over at my girlfriend and see the biggest fucking piss puddle on a bed the world has ever known. I swear she might have pissed, chugged some water, then pissed again. So I jump up from bed and slam my head on the book shelve hanging above it which I didn't know about because it was my first night sleeping there. The banging of my head wakes everyone up, except my girlfriend, to me standing on my bed drenched in piss. They all start laughing at me but I quickly snitch my girl out and she wakes up to her realizing she pissed herself and the three people who slept in my room laughing at her. Bitch was embarrassed to say the least. so after the whole piss thing is cleaned my friend tells me how he fucked slut once with the condom then went in for round two bare dicked. I told him he should get checked out because I was dead serious about her being a dirty slut. At first he thought I was fucking with him but he went and got checked out anyway. She gave him chlamydia. So thank god my threesome plans fell through. Ill take waking up in a piss puddle to waking up with the clam any day.

After typing this story out I realize it isn't really an awkward sexual experience but fuck it. I'll post it anyway.
Is this what growing up is like?
Title: Re: Awkward Sexual Experiences
Post by: sfa on February 02, 2012, 04:16:51 PM
Expand Quote
So for my birthday last summer I had a birthday party/ house warming thing at the house i had just moved into. I had all my friends come and my girlfriend wanted her dumb slut friend to come. I was against the slut coming because she is everything evil but she came anyway. I had just moved into this house so there wasn't any couches and none of my roommates had moved in yet so there were no beds in the house except mine. My friend Tom thought ahead and brought his own mattress with him and I told him he could put it on my bedroom floor and sleep there because my room was the only clean part of the house because all the other rooms were getting dirty from the party. So I get birthday wasted and start trying to convince my girlfriend and slut into a threesome but shit doesn't workout. My friend Tom starts asking me whatsup with slut and I tell him to go for it but just wear a condom because she's dirty and I give him a condom. So the parties pretty much over so me, my girlfriend, Tom, Slut and this random kid who none of us are really friends with but was drunk and needed a place to sleep head to my room. Random kid goes on my couch and falls asleep, tom and slut get on his mattress and me and my girl get in my bed. the lights go out and me and my girl hear tom and slut start going at it so we start fucking too. I tried to fuck for a little but whiskey dick was rampant and my birthday drunk drowsiness kicked in so I passed out. I wake up soaking wet and with one of the worst headaches of my life. Im still drunk and confused as fuck as to why I'm wet. I look down to see if I pissed myself but I was good. I look over at my girlfriend and see the biggest fucking piss puddle on a bed the world has ever known. I swear she might have pissed, chugged some water, then pissed again. So I jump up from bed and slam my head on the book shelve hanging above it which I didn't know about because it was my first night sleeping there. The banging of my head wakes everyone up, except my girlfriend, to me standing on my bed drenched in piss. They all start laughing at me but I quickly snitch my girl out and she wakes up to her realizing she pissed herself and the three people who slept in my room laughing at her. Bitch was embarrassed to say the least. so after the whole piss thing is cleaned my friend tells me how he fucked slut once with the condom then went in for round two bare dicked. I told him he should get checked out because I was dead serious about her being a dirty slut. At first he thought I was fucking with him but he went and got checked out anyway. She gave him chlamydia. So thank god my threesome plans fell through. Ill take waking up in a piss puddle to waking up with the clam any day.

After typing this story out I realize it isn't really an awkward sexual experience but fuck it. I'll post it anyway.
[close]
Is this what growing up is like?

hahahahahah!

sadly yes.

and great story man!
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 02, 2012, 07:15:28 PM
god i hope i dont have any STDs....
Title: Re: Awkward Sexual Experiences
Post by: Patey on February 02, 2012, 07:33:41 PM
i've never been checked  :-\
Title: Re: Awkward Sexual Experiences
Post by: happenstance on February 02, 2012, 08:07:34 PM
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on February 02, 2012, 11:13:15 PM
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.


or not...
Title: Re: Awkward Sexual Experiences
Post by: happenstance on February 02, 2012, 11:20:35 PM
Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]


or not...
Fair enough.

Edit: Dammit! The point was to convince these guys to do it! I didn't get my first test until maybe 4 years ago. I used to get stressed out on it and now I never worry. I have been tested 3 times and it becomes less of a stressful ordeal every time.
Title: Re: Awkward Sexual Experiences
Post by: MaryhillVibe on February 02, 2012, 11:32:17 PM
Expand Quote
Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]


or not...
[close]
Fair enough.

Edit: Dammit! The point was to convince these guys to do it! I didn't get my first test until maybe 4 years ago. I used to get stressed out on it and now I never worry. I have been tested 3 times and it becomes less of a stressful ordeal every time.

I get tested all the time, it makes sense, I mean why wouldnt you?
Title: Re: Awkward Sexual Experiences
Post by: Bagger Vance on February 03, 2012, 01:06:12 AM
glad you guys liked my story  :) haha. But for real get tested if you have any suspicion that you have something. Even if the girl says she's clean she may not be because they are usually too embarrassed to say if they do. alot of places will do it for free so you might as well. sorry for my PSA. luckily my friend only got the clam, its like the common cold of STDs
Title: Re: Awkward Sexual Experiences
Post by: Hobochilli on February 03, 2012, 02:07:25 AM
Remember a thing that happend many years ago after reading Baggers story.
So i was home visiting my folks over christmas.
On christmas day i was out meeting up with old friends having a great time.
So i run in to an old girlfriend also vistiting her folks and we really start to get hammered.
After a while we decide to catch up on old times more private so we take a cab to my parents house, by now we are both wasted beyond oblivion.
I remember that we fucked for a bit in my old bedroom but i guess we both passed out.
Woke up the next morning and felt that the bed was soaking wet, so i checked myself.
I was fine, so i woke her up and yes, it was her.
My parents had left to visit some uncle or something so i went down to washthe sheets and put new ones in.
I Went back to sleep in my brothers old room while she went for a shower, she woke me up with a nice bj.
I forgave her after that.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on February 03, 2012, 06:55:45 AM
Not about me but ...

Buddy was having a party at his own house, he's drunk. At some point he creeps into his room with his girl. Later we see him all drunk and happy and he's got some blood on his nose.
A kid I go to school with apparently had the nickname "The Joker" for this very same reason.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on February 03, 2012, 07:09:36 AM
Expand Quote
Expand Quote
Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]


or not...
[close]
Fair enough.

Edit: Dammit! The point was to convince these guys to do it! I didn't get my first test until maybe 4 years ago. I used to get stressed out on it and now I never worry. I have been tested 3 times and it becomes less of a stressful ordeal every time.
[close]

I get tested all the time, it makes sense, I mean why wouldnt you?

I went to get tested last June, it's somewhat long and not sexually awkward in the classical sense, but this is what happened:

   I went to my medical center in early June for a respiratory issue and was prescribed antibiotics. They told me to call if I was still experiencing issues. A week passes by, I'm still congested so I call, get checked out + X-Rays in case of bronchitis, and am prescribed steroids. At this juncture they also schedule me for a yearly check-up two weeks later, at which point they'll ask me how I've been with the respiratory stuff unless it worsened and had to come in sooner. Those first two times were with the same doctor.

   Two weeks later I go in, I'm breathing just fine, and the new doctor comes in. He asked me how I was doing, I replied I was feeling better, but then he said my X-rays worried him; it looked like mild lung disease. A blank canvas stretches over my eyes as I ask him how that's possible, and he quizzes me on how I feel, what my symptoms were like, a bunch of those types of questions. Five minutes later he's relieved that I'm feeling well, and said something along the lines of the oxygenation in my cells in the X-Ray disprove any form of disease anyway. He also didn't know when this X-Ray was taken, and was under the impression that I had it done yesterday. I don't know how he was unaware of that fact; I'm pretty sure I saw the date on the scan or the folder it came in. Either way, I'm so confused at this point that I don't know if I should be pissed off yet because I was just so relieved. Then we get on with the usual check-up shit.

   A few minutes into it, I decide to just brave it and ask for a STD test. He pauses and asks if I'm been sexually active lately and reply that I haven't been. He then asks me if I'm worried about a certain individual, and I mull it over and reply with a shrugging, "Naahh." He starts to chuckle and asks, "What do you want to get tested for then?" My face turns to stone and I tell him, very slowly, "Peace.. Of.. Mind.." He straightens up and starts typing, while I'm thinking that I must be on some suburban localized version of Punk'd, or Indian version of Doctor Ben is just here to fuck with me. After some minutes of typing, he asks, "And you want to get tested for HIV?," to which I reply "Yes" before I can let anything abusive formulate in my head to do to him. Of course I want to get fucking tested for HIV, most STDs pop up within six months of the last sexual encounter, that shit can hide for years! A little bit later he brings up a situation to me and we have this conversation:

Dr: "Sooo.. I'm not sure if your health plan covers this, so I'm just going to put down that you have an Unspecified Venereal Disease."
Me: "Why, so it'll be cheaper?"
Dr: "Yes."
Me: "How long is it going to say in my records that I have an 'Unspecified Venereal Disease?'"
Dr: He waves his hand at the screen as if shooing a fly, "Oh, I'll get rid of it once the test results come in, so about two weeks."
Me: "I don't want that in my records, at all. So how about I call my insurance company to see if they cover it, and reschedule for a test." All the while I'm thinking, 'I know I can get this done at a free clinic. What the fuck is this nonsense?'
Dr: He chuckles to himself again and says, "Yeah, [more chuckling] that's probably a good idea." And deletes the request.

Annnd I haven't looked into it since. There was also some shit about getting tested for food allergies, but I've written enough. This doctor is a fuckhead.
Title: Re: Awkward Sexual Experiences
Post by: MaryhillVibe on February 03, 2012, 08:38:59 AM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]


or not...
[close]
Fair enough.

Edit: Dammit! The point was to convince these guys to do it! I didn't get my first test until maybe 4 years ago. I used to get stressed out on it and now I never worry. I have been tested 3 times and it becomes less of a stressful ordeal every time.
[close]

I get tested all the time, it makes sense, I mean why wouldnt you?
[close]

I went to get tested last June, it's somewhat long and not sexually awkward in the classical sense, but this is what happened:

 ?  I went to my medical center in early June for a respiratory issue and was prescribed antibiotics. They told me to call if I was still experiencing issues. A week passes by, I'm still congested so I call, get checked out + X-Rays in case of bronchitis, and am prescribed steroids. At this juncture they also schedule me for a yearly check-up two weeks later, at which point they'll ask me how I've been with the respiratory stuff unless it worsened and had to come in sooner. Those first two times were with the same doctor.

 ?  Two weeks later I go in, I'm breathing just fine, and the new doctor comes in. He asked me how I was doing, I replied I was feeling better, but then he said my X-rays worried him; it looked like mild lung disease. A blank canvas stretches over my eyes as I ask him how that's possible, and he quizzes me on how I feel, what my symptoms were like, a bunch of those types of questions. Five minutes later he's relieved that I'm feeling well, and said something along the lines of the oxygenation in my cells in the X-Ray disprove any form of disease anyway. He also didn't know when this X-Ray was taken, and was under the impression that I had it done yesterday. I don't know how he was unaware of that fact; I'm pretty sure I saw the date on the scan or the folder it came in. Either way, I'm so confused at this point that I don't know if I should be pissed off yet because I was just so relieved. Then we get on with the usual check-up shit.

 ?  A few minutes into it, I decide to just brave it and ask for a STD test. He pauses and asks if I'm been sexually active lately and reply that I haven't been. He then asks me if I'm worried about a certain individual, and I mull it over and reply with a shrugging, "Naahh." He starts to chuckle and asks, "What do you want to get tested for then?" My face turns to stone and I tell him, very slowly, "Peace.. Of.. Mind.." He straightens up and starts typing, while I'm thinking that I must be on some suburban localized version of Punk'd, or Indian version of Doctor Ben is just here to fuck with me. After some minutes of typing, he asks, "And you want to get tested for HIV?," to which I reply "Yes" before I can let anything abusive formulate in my head to do to him. Of course I want to get fucking tested for HIV, most STDs pop up within six months of the last sexual encounter, that shit can hide for years! A little bit later he brings up a situation to me and we have this conversation:

Dr: "Sooo.. I'm not sure if your health plan covers this, so I'm just going to put down that you have an Unspecified Venereal Disease."
Me: "Why, so it'll be cheaper?"
Dr: "Yes."
Me: "How long is it going to say in my records that I have an 'Unspecified Venereal Disease?'"
Dr: He waves his hand at the screen as if shooing a fly, "Oh, I'll get rid of it once the test results come in, so about two weeks."
Me: "I don't want that in my records, at all. So how about I call my insurance company to see if they cover it, and reschedule for a test." All the while I'm thinking, 'I know I can get this done at a free clinic. What the fuck is this nonsense?'
Dr: He chuckles to himself again and says, "Yeah, [more chuckling] that's probably a good idea." And deletes the request.

Annnd I haven't looked into it since. There was also some shit about getting tested for food allergies, but I've written enough. This doctor is a fuckhead.

That is totally fucked, but I have heard so many similar stories from friends that it barely surpises me any more.

Go to the free clinic, there they have experience giving medical help t those who need it, for there own good. most GPs are self agrandising cunts.
Title: Re: Awkward Sexual Experiences
Post by: rob2 on February 03, 2012, 10:36:05 AM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]


or not...
[close]
Fair enough.

Edit: Dammit! The point was to convince these guys to do it! I didn't get my first test until maybe 4 years ago. I used to get stressed out on it and now I never worry. I have been tested 3 times and it becomes less of a stressful ordeal every time.
[close]

I get tested all the time, it makes sense, I mean why wouldnt you?
[close]

I went to get tested last June, it's somewhat long and not sexually awkward in the classical sense, but this is what happened:

 ?  I went to my medical center in early June for a respiratory issue and was prescribed antibiotics. They told me to call if I was still experiencing issues. A week passes by, I'm still congested so I call, get checked out + X-Rays in case of bronchitis, and am prescribed steroids. At this juncture they also schedule me for a yearly check-up two weeks later, at which point they'll ask me how I've been with the respiratory stuff unless it worsened and had to come in sooner. Those first two times were with the same doctor.

 ?  Two weeks later I go in, I'm breathing just fine, and the new doctor comes in. He asked me how I was doing, I replied I was feeling better, but then he said my X-rays worried him; it looked like mild lung disease. A blank canvas stretches over my eyes as I ask him how that's possible, and he quizzes me on how I feel, what my symptoms were like, a bunch of those types of questions. Five minutes later he's relieved that I'm feeling well, and said something along the lines of the oxygenation in my cells in the X-Ray disprove any form of disease anyway. He also didn't know when this X-Ray was taken, and was under the impression that I had it done yesterday. I don't know how he was unaware of that fact; I'm pretty sure I saw the date on the scan or the folder it came in. Either way, I'm so confused at this point that I don't know if I should be pissed off yet because I was just so relieved. Then we get on with the usual check-up shit.

 ?  A few minutes into it, I decide to just brave it and ask for a STD test. He pauses and asks if I'm been sexually active lately and reply that I haven't been. He then asks me if I'm worried about a certain individual, and I mull it over and reply with a shrugging, "Naahh." He starts to chuckle and asks, "What do you want to get tested for then?" My face turns to stone and I tell him, very slowly, "Peace.. Of.. Mind.." He straightens up and starts typing, while I'm thinking that I must be on some suburban localized version of Punk'd, or Indian version of Doctor Ben is just here to fuck with me. After some minutes of typing, he asks, "And you want to get tested for HIV?," to which I reply "Yes" before I can let anything abusive formulate in my head to do to him. Of course I want to get fucking tested for HIV, most STDs pop up within six months of the last sexual encounter, that shit can hide for years! A little bit later he brings up a situation to me and we have this conversation:

Dr: "Sooo.. I'm not sure if your health plan covers this, so I'm just going to put down that you have an Unspecified Venereal Disease."
Me: "Why, so it'll be cheaper?"
Dr: "Yes."
Me: "How long is it going to say in my records that I have an 'Unspecified Venereal Disease?'"
Dr: He waves his hand at the screen as if shooing a fly, "Oh, I'll get rid of it once the test results come in, so about two weeks."
Me: "I don't want that in my records, at all. So how about I call my insurance company to see if they cover it, and reschedule for a test." All the while I'm thinking, 'I know I can get this done at a free clinic. What the fuck is this nonsense?'
Dr: He chuckles to himself again and says, "Yeah, [more chuckling] that's probably a good idea." And deletes the request.

Annnd I haven't looked into it since. There was also some shit about getting tested for food allergies, but I've written enough. This doctor is a fuckhead.
[close]

That is totally fucked, but I have heard so many similar stories from friends that it barely surpises me any more.

Go to the free clinic, there they have experience giving medical help t those who need it, for there own good. most GPs are self agrandising cunts.

I don't know what the xray chat was about but its a legal requirement to gain specific consent for an HIV test so thats why he said that. (not that I don't believe he was being odd -  a large proportion of doctors are borderline autistic)

So I don't go off topic here's a story:

Stayed in friends little sister's room after a party - managed to break her bed having sex in it, girlfreind then pissed about 5Litres in the night, completely soaked the entire mattress and all the toys beneath it. I don't think Ive ever felt worse in the morning, still can't look the sister in the eye.
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on February 03, 2012, 02:40:29 PM
Back in 1999-2000 I was a radio/radar journeyman in the Air Force and was temporarily stationed in Germany.  Being 20 in Germany with $50 a day per diem, plus a regular paycheck and my lodging taken care of means lots of us were getting drunk regularly.  One of these nights I was at the bar on base waiting for some homies to finish up at work when this American girl came up to me and had this little conversation with me:

Girl- Are you married?

Me- No

Girl- Engaged?

Me- No

Girl- Dating anyone?

Me- Uhhh... no.

Girl- Alright, well you're coming with me.

She was an average looking girl and when you're a kid and have no strings attached, you know not to turn anything down.  We walked across the street to the hotel all of us were staying in and this is when I noticed how wasted she was.  She had the whole "one leg is lighter than the other" walk going on.  We made it up to her room and she told me she had to go to the bathroom first.  At this point, I wasn't expecting much because she was pretty drunk and I was expecting her to go throw up or something. 

Before she got to the bathroom, her leg bumped the bed and she tipped over and faceplanted hard right into the edge of a dresser.  I said, "Oh shit!" and then really started to panic when I rolled her over and she was knocked out.  I lightly patted her face and kept saying, "Wake up!" to her and when she came to, she opened her mouth and just spit out a shit load of blood and 3-4 teeth.  I didn't know what to do because I didn't know if Germany had 911 or anything like that, not only that, but people saw us leave together and my hands were beat to shit from fucking around with radios, safety wire and working in a shitty environment.  Someone would think I hit her and she was way to wasted to remember.  I went through her purse and found a bunch of phone numbers and finally got someone to answer and it ended up being her supervisor.  Her boss finally got there and I was about to apologize when her boss said, "Jesus, again?" 

Apparently this girl got wasted a lot and always had bad shit happen.  Thankfully I was in the clear.  A few days later I saw her leaving her room with this fatass lip and a bunch of stitches.  I started laughing and she looked at me like I was an asshole when I realized she didn't remember me being there. 

this is great hahaga
Title: Re: Awkward Sexual Experiences
Post by: kenspliffeyjr on February 03, 2012, 05:34:59 PM
The nosebleed/hickey story reminds me of one, I get bloody noses fairly often and the first time that I hooked up with my now girlfriend as soon we started getting down I get one and start to bleed all over her, but I just got up pinched my nose till it stopped and got back to business. It was just weird sitting there both naked with my nose bleeding and my blood all over her. When it was done we got back down to business and it was all good, it has happened a few times since then but now we just laugh
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on February 03, 2012, 07:09:00 PM
this has got to be an awkward one

http://www.daftporn.com/?p=play&Id=115 (http://www.daftporn.com/?p=play&Id=115)
Title: Re: Awkward Sexual Experiences
Post by: No mongz on February 04, 2012, 06:23:58 PM
this has got to be an awkward one

http://www.daftporn.com/?p=play&Id=115 (http://www.daftporn.com/?p=play&Id=115)

It froze my computer
It's a trap!
Title: Re: Awkward Sexual Experiences
Post by: Patey on February 09, 2012, 05:41:54 PM
one time i used to date a bitch that would never let me blow in her mouth. i was gettin head one time and i just said fuck it and let her loose without giving any warning.

she basically choked almost to the point of puking and got hella pissed at me but i gave her an innocent "oops"  :-\ look and she forgave me.


not awkward for me but probably unenjoyable for her. i win.


gotta keep this thread alive


Title: Re: Awkward Sexual Experiences
Post by: chillout on February 09, 2012, 06:35:11 PM
one time i used to date a bitch that would never let me blow in her mouth. i was gettin head one time and i just said fuck it and let her loose without giving any warning.

she basically choked almost to the point of puking and got hella pissed at me but i gave her an innocent "oops"?  :-\ look and she forgave me.


not awkward for me but probably unenjoyable for her. i win.


gotta keep this thread alive




i had a girl who never wanted me to blow in her mouth. one day i convinced her and she took the first shot in the mouth and immediately pulled away. the next shot blasted up her nose. she was not hyped
Title: Re: Awkward Sexual Experiences
Post by: lampshade on February 10, 2012, 04:05:48 AM
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.

My University did it for free at the health center.  On day my friend and I decided to go for it.  That cotton swab thing is scary.  They also had a giant bowl of condoms you could take for free. 
Title: Re: Awkward Sexual Experiences
Post by: Patey on February 10, 2012, 11:16:44 AM
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You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]

My University did it for free at the health center.  On day my friend and I decided to go for it.  That cotton swab thing is scary.  They also had a giant bowl of condoms you could take for free. 

the main reason i dont want to get tested is because the idea of having a stick jammed down my shaft frightens the shit out of me..

isnt there another way? fuck. i know you can get piss tested and blood tested for certain things but it definitely doesnt cover all the bases.
Title: Re: Awkward Sexual Experiences
Post by: Zurg on February 10, 2012, 11:26:35 AM
i hear they dont use the swab anymore. or not as often at least
Title: Re: Awkward Sexual Experiences
Post by: burm on February 10, 2012, 11:54:38 AM
i hear they dont use the swab anymore. or not as often at least

I think this is the case. They still do it, but it's not as necessary anymore, piss tests have come a long way.

But I can say the thought of the q-tip up the pee-hole is a lot scarier than it actually is. I mean, it's very scary, but it's not as bad/painful as you'd think. I can't really remember it feeling like anything much.
Title: Re: Awkward Sexual Experiences
Post by: happenstance on February 10, 2012, 12:47:23 PM
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Expand Quote
You guys should do it. There are tons of places that test for free and you will have a weight lifted off your shoulders.
[close]

My University did it for free at the health center.?  On day my friend and I decided to go for it.?  That cotton swab thing is scary.?  They also had a giant bowl of condoms you could take for free.? 
[close]

the main reason i dont want to get tested is because the idea of having a stick jammed down my shaft frightens the shit out of me..

isnt there another way? fuck. i know you can get piss tested and blood tested for certain things but it definitely doesnt cover all the bases.
The only ways I have been tested are by a swab in the mouth and a blood test. I am sure you can find a place that uses one of those methods or another less frightening one.
Title: Re: Awkward Sexual Experiences
Post by: Patey on February 10, 2012, 01:04:47 PM
yeah i am definitely gonna look around. i'm 23 and have never been tested, so i'd say its time.

i just dont wanna waltz into the doc's office asking for a test and when he pulls out the swab and tells me to drop em', i get freaked out and bail. that would be hella embarassing.


all this being said, i have never had suspicions of anything, nor do i have any symptoms. i know that doesnt mean i am clean, but just sayin.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on February 12, 2012, 09:50:35 PM
not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.
Title: Re: Awkward Sexual Experiences
Post by: jeremyrandall on February 12, 2012, 10:06:02 PM
not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.

probably cause you just told her you have a tiny dick
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on February 12, 2012, 10:48:19 PM
not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.

I would have fucked you right then and there if I was that chick
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on February 12, 2012, 10:57:02 PM
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not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.
[close]

probably cause you just told her you have a tiny dick
That was the joke! bitch knew I was packin heat.
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on February 13, 2012, 02:27:28 PM
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not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.
[close]

probably cause you just told her you have a tiny dick
[close]
That was the joke! bitch knew I was packin heat.
Looks like the cold front moved in anyways

(http://newnation.sg/wp-content/uploads/ba-dum-tss.jpg)
Title: Re: Awkward Sexual Experiences
Post by: macgruber on February 13, 2012, 03:39:50 PM
not an experience just a failed pickup line.

I was making out with this girl in my car about a month back and we had the radio on. There was a snow advisory and the weatherman said "Be ready for 2 inches of snow tonight" and I told her "you should be ready for two inches tonight". She couldn't stop laughing, I thought it'd work.

man that's awesome
Title: Re: Awkward Sexual Experiences
Post by: Facehead on February 13, 2012, 03:47:44 PM
While back ... I was interested in this one girl, saw her a few times. Eventually things go well and we are in bed making out. Not long after her pleasantly large boobs get exposed, she says, "Tell me you love me."

I ignored her, then she said it again. I was so creeped out I just slowed everything down and left.

I passed up on some free sexy time, but I'm pretty sure I narrowly escaped a major vortex.
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on February 13, 2012, 04:59:06 PM
since love is such a loaded word I NEVER use it. Chicks seem to dig it when I say I'm fond of them
Title: Re: Awkward Sexual Experiences
Post by: Citizen on Patron on February 15, 2012, 07:12:43 AM
My ex-girlfriend threw up on me a couple times from gagging while giving me head. One of the times she threw up right when my brother walked in the living room...





Throw up in your butt crack isn't pleasant.

Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on March 01, 2012, 11:44:17 PM
back when i had my first girlfriend that i did the baby-snuggle with, she surprised me with some fine lingerie at some point. of course, this improved our hoizontal monster mash quite a lot.

after some time i asked her where she got the lingerie from.

she told me its from her mom, her wedding lingerie.
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on March 02, 2012, 12:05:30 AM
was throat fucking this girl and she did that same-time cough/sneeze shit and slung the nastiest loogy straight into my pubic hairs. allllllll up in there too. nigga had to stop, grab this lil rag i found, whip it off and get back to it. she already would get rosy cheeks on the regular but her shit looked like a tomato for the next 10 minutes, lol. i was truly kinda grossed out tho, the flem was pretty thick
Title: Re: Awkward Sexual Experiences
Post by: finknoos on March 02, 2012, 04:27:45 AM
was throat fucking this girl and she did that same-time cough/sneeze shit and slung the nastiest loogy straight into my pubic hairs. allllllll up in there too. nigga had to stop, grab this lil rag i found, whip it off and get back to it. she already would get rosy cheeks on the regular but her shit looked like a tomato for the next 10 minutes, lol. i was truly kinda grossed out tho, the flem was pretty thick

(http://cdn.funnycorner.net/funny-pictures/3844/funny_cat_pictures_163.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on March 02, 2012, 08:30:13 AM
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My ex-girlfriend threw up on me a couple times from gagging while giving me head. One of the times she threw up right when my brother walked in the living room...





Throw up in your butt crack isn't pleasant.


[close]

Man, this isn't about sex, but my ex-wife threw up on me on her birthday.  I was the DD so she could go out and drink with her friends and when we left she seemed fine, she was in heels and she only had a little wobble, but she was walking ok and not even slurring.  She stayed up the whole way home, got in bed just fine and then she woke up in the middle of the night and threw up all over my neck and chest.  Fuck, I was so mad, but I didn't flip on her.  I just cleaned myself up, stripped the sheets and slept on the couch.  She was pretty embarrassed the next day and I couldn't stop giving her shit about it.
You and the Mrs split up? Shit, I'm clueless man. When did that happen?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 02, 2012, 08:52:27 AM
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Expand Quote
My ex-girlfriend threw up on me a couple times from gagging while giving me head. One of the times she threw up right when my brother walked in the living room...





Throw up in your butt crack isn't pleasant.


[close]

Man, this isn't about sex, but my ex-wife threw up on me on her birthday.  I was the DD so she could go out and drink with her friends and when we left she seemed fine, she was in heels and she only had a little wobble, but she was walking ok and not even slurring.  She stayed up the whole way home, got in bed just fine and then she woke up in the middle of the night and threw up all over my neck and chest.  Fuck, I was so mad, but I didn't flip on her.  I just cleaned myself up, stripped the sheets and slept on the couch.  She was pretty embarrassed the next day and I couldn't stop giving her shit about it.
[close]
You and the Mrs split up? Shit, I'm clueless man. When did that happen?

I think he means his first wife.
Title: Re: Awkward Sexual Experiences
Post by: Lance on March 02, 2012, 10:16:36 AM
I was bangin this chick steady for a while when I was 18, I was all fucked up on mushrooms 1 night and we just went at it and it was the wierdest sex ever, like trying to shove a clam in a quarter slot, anyway she was saying wierd shit and had she had no idea i was tripping face, so I couldnt finish and made her leave.  I never spoke to her again...Present day, she now works 3 doors down from where I work and I have to see her walk by twice a day we made eye contact and it was the most awkward shit ive expeirenced in a while...A friend of mine knows her husband, guess shes married with 3 kids now.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 02, 2012, 10:26:24 AM
I was bangin this chick steady for a while when I was 18, I was all fucked up on mushrooms 1 night and we just went at it and it was the wierdest sex ever, like trying to shove a clam in a quarter slot, anyway she was saying wierd shit and had she had no idea i was tripping face, so I couldnt finish and made her leave.  I never spoke to her again...Present day, she now works 3 doors down from where I work and I have to see her walk by twice a day we made eye contact and it was the most awkward shit ive expeirenced in a while...A friend of mine knows her husband, guess shes married with 3 kids now.

Scisorring? Que?
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on March 02, 2012, 10:40:22 AM
Not awkward but funny..
I was banging in my car with my ex like 2 months ago. My car is one of those small cars with just 2 doors, so if someone needs to go seat in the backseat you have to pull one stick located in the front seat (not the drive one).
When we finished I went to the drive seat, she is in the one beside me trying to put the backrest back how it was..couldn't, so I pull the stick the other way too heavily and the upper part hit her square in the face. I started laughing like and idiot, she got all mad.
Title: Re: Awkward Sexual Experiences
Post by: Cockaigne on March 03, 2012, 12:23:03 PM
So yeah. This just happend when i was skating around the city today. I got hit on by a perverted spanish dude of about 40.

Actually I just moved to this city, and i was just cruising around with two non-skater friends. As i was rolling around these two guys just disappeared into some shop, but i didn't know. As I was lost, without friends and without money, there was nothing to do but skating around. At a certain moment i was stanting at some corner, when a dude on his bike passed me, smiled and said something i couldn't quite hear. So i asked, "whats did you say?", after which he said the same thing which again i didn't understand. He spoke with a lisp, a dirty spanish lisp.

So he told me he just thought i was good looking guy, and he enjoyed that. I'm not homophobic in any way, so i told him thankyou, expecting he was a decent gay. I spoke with him about just moving into the city, and just some random shit. He was kinda obviously gay for me, and told him he didn't have a chance and he should know. We discussed intimacy in the streets, whether its apropriate to kiss in the streets and such. So he actually seemed decent.

But not much later he started talking about partying and stuff. "Are you interested in partying? In fucking girls? Using xtc? Cocaine?". Actually i am very interested in these topic, so i listened to what he had to say. The dirt told me he knew a lot of girls, and could take care of women for me. Actually promising me to have beautiful women for me in his house. I'd be able to come by, have sex and drugs, under the condition I'd be "his" one day in the week. He promised me to buy me presents, get me two grammes of coke, just for free. Also i was offered a thousand euros to show him my dick.

So y'know....i wasn't feeling it. I had told him I was thirsty from smoking and hundry and poor. He could have been a good loverboy and offer something to drink. He just said "money is no issue"/dirty smile. But he never came through with his presents or promises. I don't know. It sucks. I could have been some rich dudes sex slave....or have thousand euros. I'm still kind of in doubt about the whole thing. But there's one thing to say, it was akward.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 03, 2012, 01:36:08 PM
this girl tongue punched my butthole the other night then tried to makeout with me after she swallowed my load. She was a trooper for doing it but I just can't do that shit.
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 22, 2012, 10:45:14 AM
I was getting down with my girl on the couch the other evening. I was about to cum and she told me to blow it on her tits, so I pull out and start jerkin to finish off. I look down half way through and realize I am not actually cumming. I was having an orgasm but not cumming. Afterwards she's like "Uh....did you just fake an orgasm." It took me a while to convince her I didn't then we just kept going.....guess it is possible for dudes to have multiple orgasms. She later tells me it was the most confusing thing in her life, and in hindsight if I was an outside party looking in I am sure it would have been hilarious to see a dude who thinks he is cumming on this girls tits and later realizes he wasn't.
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 22, 2012, 10:56:04 AM
That is pretty weird, dude.

I HEARD an awkward sexual experience this morning!  My upstairs neighbors were fucking loudly and in the middle of it they started arguing about him calling her a dirty bitch.  AWESOME

Maybe they were role playing a role play.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on March 22, 2012, 05:57:47 PM
I'm not sure if I've posted this before, I should have but I don't remember it so anyways, its not nearly as crazy as most shit in here, but I'm a lil suburban bitch who is sheltered as fuck.

I drive a delivery truck usually.sometimes I stop at the only rest stop on my run off the freeway.I eat my lunch or take a nap, its actually really nice, in the forest and everything.

 One time last year(I think) I pull in, and there's a small RV parked on the side, not in the stalls but on the side of the forest/edge of the pavement.an elderly man in the front seat is waving me over from the moment I pull in. I park and look over and he is still doing it. (There are other trucks and buses, other people walking/having a small picnic. I thought it was strange that he waited till I was there if he was in need of help, but I couldn't just ignore him so I walked over. As I am walking I see him scurry into the back of the rv. I stand outside for a second and he opens the sidedoor, and stands at the top of the stairs and says "come on in". Immediately became curiously horny, jk I asked "why would I do that?"He said "I want to suck your cock" in those exact words. I was shocked at his openness, and said no thanks and walked back to my truck. I still wanted to nap but had a 'hard' time falling asleep, and would keep looking over at the RV and if the guy was in the front seat, he was staring at me constantly.I also kept seeing a little wiry dude who looked like flea on crack(probably was him) pacing around the parking lot multiple times. I see rustling in the bushes and flea is there, peeking out at me. He saw me looking, and did the fist to mouth "I'm sucking cock" motion repeatedly at me. I shook my head no. He went back in the bushes. I decide I'm not gonna be able to sleep now and decide to leave. As I am the side door of the RV opens and the old original guy and a disgusting other obese old man, in what looked like a wife beater drenched in cooking oil and sweatpants get out. Creeped me out knowing that other dude was in there the whole time. I don't know what they had planned for me, but at least now I know where the gay casual hookup spot is.
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on March 22, 2012, 10:21:13 PM
Seriously, I would have left right there when he asked to suck your dick.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on March 22, 2012, 10:50:01 PM
i barely ever get enough hours at work, or sleep very much. so getting paid to sleep was high up on my priority list, and i'd been busted sleeping on the side of the road before, so this was the only spot i was sure was safe. i even went back one or two more times and did sleep, though it was never the same. the same camper was in the same spot one of those times, but i just ignored it. plus im in a locked truck, in a half full parking lot. if he was so determined to break the window, pull my pants down and suck my cock in front of a bunch of families, i'd probably force myself to cum out of respect for that kind of dedication.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on March 23, 2012, 06:42:52 AM
I HEARD an awkward sexual experience this morning!  My upstairs neighbors were fucking loudly and in the middle of it they started arguing about him calling her a dirty bitch.  AWESOME
Oh no way. I've been there. I don't usually get into verbally degrading a chick during the act, but one girl I used to hook up with in college kept telling me to call her a slut and a whore...do the slapping thing. Sure, I'll play ball. I learned that you can call her "dirty slut, dirty whore, bad girl...etc"every degrading thing in existence....EXCEPT calling her bitch. You know that scene from the Exorcist when the girls head spin completely around with a demonic look? I got that. I also received a complete and full lecture on how unnecessary it was to refer to her as "bitch".

After that, she flipped back into game mode, finished me off and then cooked me manicotti for dinner. We don't talk anymore.
Title: Re: Awkward Sexual Experiences
Post by: chillout on March 23, 2012, 07:52:31 AM
my first night in college me and my roommate ended up hanging out with these girls. i had drank a little and my roommate hadnt at all, and both these girls were pretty wasted so i wasnt really trying to get it in. me and the two girls go out for a smoke and on the way back one of them sprints to our room. me and the other girl continued to walk up the stairs. When i get to the room the girl im with goes over by my roommate and i hear a noise coming from my room so i go check it out. the girl who sprinted up, jumped out from under my covers, and screams "would you fuck me, id fuck me" with the scariest devil face ive ever seen. i just kinda played it of and we watched 5 minutes of a tv before she passed out and i carried her back to her room
Title: Re: Awkward Sexual Experiences
Post by: Bobbito on March 25, 2012, 11:16:09 PM
a couple months ago I was getting down with this chick I had known for years but never chilled with until she moved pretty close to where I live. First night I fucked her was probably the sickest. I think it was the 2nd or 3rd time we fucked that turned sour. the sex was awesome, fucking her from behind against her bed standing and everything, talking dirty, all that good shit. After I nut, I go to slip the rubber off and realize its all torn up. Right then and there I started to think about my life and that I'm gonna become a father now and instantly became sober but still kinda out of it because I had just blown a really mean nut. Worst part was I was 3 or 4 tall cans deep too so I was in heaven for like 15-20 minutes and then ended up with a bad situation. Luckily, she used to work at a free clinic so she had plan b on deck and took it asap. I cured my issues with half a Newport and then passed out.

Here's where it gets nasty....I'm texting with her like 4 days later. A couple hours go by between texts and I get one saying "OMG the nastiest thing just happened to me!". I thought maybe she found a spider or cockroach in her apartment or something but then she tells me "your condom just fell out of me". Since that day, I realized trying to wife that was futile and that I should just casually fuck her because not having a dependable nut, especially during winter, sucks. Last time we slept together was a couple days before Christmas and have only seen each other like 5 times strictly because we have a lot of mutual friends so its inevitable.

Also, as a sidenote, she had this weird fucking tendency that pissed me off. She would sometimes (especially when drunk which would happen after like 3 beers) use this stupid baby voice that was a huuuuuge turnoff. I told all my friends and they laughed about it but I simply just couldn't. I felt like I was laying next to a 10 yr old when she did that. bleeehhhhhh.


best thread ever btw!!
Title: Re: Awkward Sexual Experiences
Post by: frisco on March 26, 2012, 01:42:35 AM
Recently I went home with this chick who was roommates with a chick from my old highschool. Didnt start out well. We get out of the cab, shes wasted as shit, im leaning over paying the cab driver and she yells "PIGGYBACK" and jumps on my back, mind you it was pouring rain, I lost my balance and both of us went down backwards into a wooden fence. The noise was ridiculous, the loudest hollow thud, pretty sure she was concussed but she was just laughing. Long story short she passed out in bed, I waited it out and got it done in the am, pretty haggard actually, had scrapes all over my elbow
Title: Re: Awkward Sexual Experiences
Post by: buttpirate on March 26, 2012, 02:11:08 AM
Recently I went home with this chick who was roommates with a chick from my old highschool. Didnt start out well. We get out of the cab, shes wasted as shit, im leaning over paying the cab driver and she yells "PIGGYBACK" and jumps on my back, mind you it was pouring rain, I lost my balance and both of us went down backwards into a wooden fence. The noise was ridiculous, the loudest hollow thud, pretty sure she was concussed but she was just laughing. Long story short she passed out in bed, I waited it out and got it done in the am, pretty haggard actually, had scrapes all over my elbow

that's not awkward.  unless you got it done while she was passed out and she woke up midway.


I got a semi-bj in a club toilet one new years.  I was so drunk that I couldnt get it up, whiskey dicking hard.  the random girl passed out with my soft cock in her mouth after ten minutes of trying, I had to pick her up and carry her out and panties were still in the toilet bowl.  everyone waiting to take a shite after had a good upskirt look as I walked out.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 26, 2012, 07:48:04 AM
I had my first experience with whiskey dick... so disappointing...
Title: Re: Awkward Sexual Experiences
Post by: oyolar on March 26, 2012, 09:10:17 AM
I had my first experience with whiskey dick... so disappointing...

Did you expect it to be awesome?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 26, 2012, 09:20:46 AM
a couple months ago I was getting down with this chick I had known for years but never chilled with until she moved pretty close to where I live. First night I fucked her was probably the sickest. I think it was the 2nd or 3rd time we fucked that turned sour. the sex was awesome, fucking her from behind against her bed standing and everything, talking dirty, all that good shit. After I nut, I go to slip the rubber off and realize its all torn up. Right then and there I started to think about my life and that I'm gonna become a father now and instantly became sober but still kinda out of it because I had just blown a really mean nut. Worst part was I was 3 or 4 tall cans deep too so I was in heaven for like 15-20 minutes and then ended up with a bad situation. Luckily, she used to work at a free clinic so she had plan b on deck and took it asap. I cured my issues with half a Newport and then passed out.

Here's where it gets nasty....I'm texting with her like 4 days later. A couple hours go by between texts and I get one saying "OMG the nastiest thing just happened to me!". I thought maybe she found a spider or cockroach in her apartment or something but then she tells me "your condom just fell out of me". Since that day, I realized trying to wife that was futile and that I should just casually fuck her because not having a dependable nut, especially during winter, sucks. Last time we slept together was a couple days before Christmas and have only seen each other like 5 times strictly because we have a lot of mutual friends so its inevitable.

Also, as a sidenote, she had this weird fucking tendency that pissed me off. She would sometimes (especially when drunk which would happen after like 3 beers) use this stupid baby voice that was a huuuuuge turnoff. I told all my friends and they laughed about it but I simply just couldn't. I felt like I was laying next to a 10 yr old when she did that. bleeehhhhhh.


best thread ever btw!!

You didn't tell me. Hmph.
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on March 26, 2012, 09:55:19 AM
Expand Quote
I was getting down with my girl on the couch the other evening. I was about to cum and she told me to blow it on her tits, so I pull out and start jerkin to finish off. I look down half way through and realize I am not actually cumming. I was having an orgasm but not cumming. Afterwards she's like "Uh....did you just fake an orgasm." It took me a while to convince her I didn't then we just kept going.....guess it is possible for dudes to have multiple orgasms. She later tells me it was the most confusing thing in her life, and in hindsight if I was an outside party looking in I am sure it would have been hilarious to see a dude who thinks he is cumming on this girls tits and later realizes he wasn't.
[close]

that's happened to me more than once, actually.  i think a medication i take fucks with my kit like that.

Busting placebo nuts...
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 26, 2012, 01:37:25 PM
Expand Quote
Expand Quote
I was getting down with my girl on the couch the other evening. I was about to cum and she told me to blow it on her tits, so I pull out and start jerkin to finish off. I look down half way through and realize I am not actually cumming. I was having an orgasm but not cumming. Afterwards she's like "Uh....did you just fake an orgasm." It took me a while to convince her I didn't then we just kept going.....guess it is possible for dudes to have multiple orgasms. She later tells me it was the most confusing thing in her life, and in hindsight if I was an outside party looking in I am sure it would have been hilarious to see a dude who thinks he is cumming on this girls tits and later realizes he wasn't.
[close]

that's happened to me more than once, actually.  i think a medication i take fucks with my kit like that.
[close]

Busting placebo nuts...


Happened again this weekend. Gonna go see a doctor just in case.
Title: Re: Awkward Sexual Experiences
Post by: Monty Burns on March 26, 2012, 04:44:31 PM
I had my first experience with whiskey dick... so disappointing...

Never happend to me ( knock on wood )  guess my hornyness outwinns my drunkness everytime
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on March 26, 2012, 06:47:32 PM
Expand Quote
Expand Quote
I was getting down with my girl on the couch the other evening. I was about to cum and she told me to blow it on her tits, so I pull out and start jerkin to finish off. I look down half way through and realize I am not actually cumming. I was having an orgasm but not cumming. Afterwards she's like "Uh....did you just fake an orgasm." It took me a while to convince her I didn't then we just kept going.....guess it is possible for dudes to have multiple orgasms. She later tells me it was the most confusing thing in her life, and in hindsight if I was an outside party looking in I am sure it would have been hilarious to see a dude who thinks he is cumming on this girls tits and later realizes he wasn't.
[close]

that's happened to me more than once, actually.  i think a medication i take fucks with my kit like that.
[close]

Dry heaves....

Busting placebo nuts...

Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on March 27, 2012, 02:55:38 AM
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I had my first experience with whiskey dick... so disappointing...
[close]

Never happend to me ( knock on wood )  guess my hornyness outwinns my drunkness everytime

amazing.
Title: Re: Awkward Sexual Experiences
Post by: InternetDaddy on March 27, 2012, 02:33:53 PM
I didn't have a placebo nut, but I almost wish I did.

I got back home for Spring Break two weeks ago. I went straight to my girlfriend's place, and she gives me head pretty much right away, which was rad. Everything was going great until I'm about to nut, and it's just the weirdest sensation. Like, normally you can feel it kind of work its way up and out, but this time there were two "dry heaves" and then these three big solid globs came out, one after the other. The only way I can really describe them is "cum rocks." They were fairly hard, completely solid, and disturbingly large. My dick hurt for like a day afterwards, too. I looked it up online, and the most likely reason was that I was dehydrated. Now I really focus on staying hydrated, that shit was awful.
Title: Re: Awkward Sexual Experiences
Post by: burm on March 27, 2012, 10:27:11 PM
I didn't have a placebo nut, but I almost wish I did.

I got back home for Spring Break two weeks ago. I went straight to my girlfriend's place, and she gives me head pretty much right away, which was rad. Everything was going great until I'm about to nut, and it's just the weirdest sensation. Like, normally you can feel it kind of work its way up and out, but this time there were two "dry heaves" and then these three big solid globs came out, one after the other. The only way I can really describe them is "cum rocks." They were fairly hard, completely solid, and disturbingly large. My dick hurt for like a day afterwards, too. I looked it up online, and the most likely reason was that I was dehydrated. Now I really focus on staying hydrated, that shit was awful.

Also, protein. If you've had a lot of protein, and haven't cummed in a while, it can start coagulating. Or just the latter, since you always have some protein in it. So basically, you need to jack it more!
Title: Re: Awkward Sexual Experiences
Post by: PTDK on March 28, 2012, 07:41:52 AM
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I didn't have a placebo nut, but I almost wish I did.

I got back home for Spring Break two weeks ago. I went straight to my girlfriend's place, and she gives me head pretty much right away, which was rad. Everything was going great until I'm about to nut, and it's just the weirdest sensation. Like, normally you can feel it kind of work its way up and out, but this time there were two "dry heaves" and then these three big solid globs came out, one after the other. The only way I can really describe them is "cum rocks." They were fairly hard, completely solid, and disturbingly large. My dick hurt for like a day afterwards, too. I looked it up online, and the most likely reason was that I was dehydrated. Now I really focus on staying hydrated, that shit was awful.
[close]

Also, protein. If you've had a lot of protein, and haven't cummed in a while, it can start coagulating. Or just the latter, since you always have some protein in it. So basically, you need to jack it more!

Coagulated Cum would be an awesome metal band name.

(http://i41.tinypic.com/2pyz11e.jpg)

This happened last night. Broke in the new table then woke up to find this on it...haha.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on March 28, 2012, 07:53:47 AM
Of all  the stories I've posted in here this has to be the awkwardest. On saturday some slut with a boyfriend invites me over to watch 'friends with benefits' and whilst im on my way she sends me loads of texts like 'what are we going to do if we get bored of the film ;)'. Anyway, I get there and have to end up eating dinner with her mother, which was already awkward because I just fucking ate so every bite of the pizza felt like I was deepthroating Ron Jermy, but what made it more awkward was how her mum wouldn't shut up about watching porn and who she's fucked. She also said she'd rip my dick off if she saw me fucking her daughter, but didn't mind if she didn't see. Anyway she goes out to suck some old man dick in the local pub so we get down to watching the movie and... the fucking bitch fell asleep. Yes you read that right. I sat there and watch Friends with Benefits whilst trying to wake this bitch up for like an hour and a half. Weirdest part is she still keeps texting me, the cheek.  ???

Nothing to see here folks
Title: Re: Awkward Sexual Experiences
Post by: ivegotlevitation on March 28, 2012, 07:56:16 AM
I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on March 28, 2012, 08:00:32 AM
I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.

Think of dead people. Unless you're a necrophiliac. Actually you'd probably be fucking a dead person in that case anyway so fuck it, keep thinking of dead people. 
Title: Re: Awkward Sexual Experiences
Post by: Lance on March 28, 2012, 08:07:42 AM
I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
i had this issue when i was younger.  fuck with the TV on...works wonders
Title: Re: Awkward Sexual Experiences
Post by: steve on March 28, 2012, 08:17:43 AM
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I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
[close]
i had this issue when i was younger.  fuck with the TV on...works wonders

see, it takes me fucking forever to bust a nut. TV just makes me more distracted.

 The girl i'm fucking now can go forever. Woke me up the other night and said "i'm awake. i don't want you to go to bed. round 4?" I was like damn. started smashing and she is dripping wet. so i flip her over and start slapping against her ass. I end up getting off too. So i pass out and she wakes me up again at 7am because she is leaving for work. She says "you've got 2 minutes. start fucking me now" I've got heart burn like a motherfucker from drinking JD all night, I'm ripping stank bombs from mixing the booze with hummus for dinner, and I'm trying to fucking sleep. I open my eyes, look around, and think to myself "fuck, what am I getting myself into?" We ended up fucking for a half or so. I had to pass out when she left though and I'm feeling old. hahah, I'm good with a couple sessions a week, you know? 4x in 14 hours just ain't where i'm at right now. i like to sleep.

I don't know if this is a good one to get into. Good in bed=crazy in the head... meh, i'll see how it goes
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 28, 2012, 08:21:54 AM
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I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
[close]
i had this issue when i was younger.� fuck with the TV on...works wonders

"When I have sex, I'm always thinking about the pavement so I can avoid premature ejaculation."

Modest Mouse - All Night Diner (http://www.youtube.com/watch?v=uc5uHEF_kzE#)


First times are like that though. Don't worry about it.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on March 28, 2012, 10:18:51 AM
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I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
[close]
i had this issue when i was younger.  fuck with the TV on...works wonders
[close]

see, it takes me fucking forever to bust a nut. TV just makes me more distracted.

 The girl i'm fucking now can go forever. Woke me up the other night and said "i'm awake. i don't want you to go to bed. round 4?" I was like damn. started smashing and she is dripping wet. so i flip her over and start slapping against her ass. I end up getting off too. So i pass out and she wakes me up again at 7am because she is leaving for work. She says "you've got 2 minutes. start fucking me now" I've got heart burn like a motherfucker from drinking JD all night, I'm ripping stank bombs from mixing the booze with hummus for dinner, and I'm trying to fucking sleep. I open my eyes, look around, and think to myself "fuck, what am I getting myself into?" We ended up fucking for a half or so. I had to pass out when she left though and I'm feeling old. hahah, I'm good with a couple sessions a week, you know? 4x in 14 hours just ain't where i'm at right now. i like to sleep.

I don't know if this is a good one to get into. Good in bed=crazy in the head... meh, i'll see how it goes

Not all chicks that are good in the sack are crazy, but surely, almost ALL crazy ones are good in the bed. Kinda like all hatchbacks aren't station wagons....eh fuck it, you get the point.

My tolerance for crazy has actually grown wider throughout the years, so my advice to you, sir, is to blast through it until you're dealing with more drama than decent sex. Keep in mind though, I'm a complete idiot. Good luck on your future endeavors Steve.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on March 28, 2012, 11:56:13 AM
if he is anything like me, i guess its a nice combination of dry spell + crazy available woman.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on March 28, 2012, 11:57:28 AM
Donkey Lips- you actually grew more accepting of the crazy?  That's unusual.  Do you have a reason?
Probably desensitized from the ex-girlfriend that tried drugging me. That was a whole lot of crazy for one tiny girl.
Title: Re: Awkward Sexual Experiences
Post by: steve on March 28, 2012, 03:49:47 PM
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I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
[close]
i had this issue when i was younger.  fuck with the TV on...works wonders
[close]

see, it takes me fucking forever to bust a nut. TV just makes me more distracted.

 The girl i'm fucking now can go forever. Woke me up the other night and said "i'm awake. i don't want you to go to bed. round 4?" I was like damn. started smashing and she is dripping wet. so i flip her over and start slapping against her ass. I end up getting off too. So i pass out and she wakes me up again at 7am because she is leaving for work. She says "you've got 2 minutes. start fucking me now" I've got heart burn like a motherfucker from drinking JD all night, I'm ripping stank bombs from mixing the booze with hummus for dinner, and I'm trying to fucking sleep. I open my eyes, look around, and think to myself "fuck, what am I getting myself into?" We ended up fucking for a half or so. I had to pass out when she left though and I'm feeling old. hahah, I'm good with a couple sessions a week, you know? 4x in 14 hours just ain't where i'm at right now. i like to sleep.

I don't know if this is a good one to get into. Good in bed=crazy in the head... meh, i'll see how it goes
[close]

Not all chicks that are good in the sack are crazy, but surely, almost ALL crazy ones are good in the bed. Kinda like all hatchbacks aren't station wagons....eh fuck it, you get the point.

My tolerance for crazy has actually grown wider throughout the years, so my advice to you, sir, is to blast through it until you're dealing with more drama than decent sex. Keep in mind though, I'm a complete idiot. Good luck on your future endeavors Steve.

haha, man, my tolerance for crazy has dropped considerably. I'm an empathic guy and used to think "ah, with some help or love, she'll be alright" FUCK THAT. if someone needs to be fixed, i'm all set with doing it. I've dated some chicks who ride under the crazy train. Trying to get knocked up, lying about psychiatric conditions/medication, shit like that.

 I'm an intense person and do well with direction, I can't have anyone fucking with that. Because I'm a nice guy I attract the crazies. I used to find myself attracted to them too, thinking they were more interesting and genuine than other girls. I'm all about making eye contact when i talk with anyone and am generally very open and sincere in conversation and expression, unstable people feel safe in my company. I've been learning the signs of what i don't want to deal with and I'm doing alright with it. I get laid far less often, but i don't generally have the headaches. It's alright. Of course there is the standard of what and how much you are willing to deal with. It takes time to figure it out.

This one, well, i'll see how it goes. I don't think she's too batty but at the first sign, i'm out. I hate that "i love you" shit. fucking a
Title: Re: Awkward Sexual Experiences
Post by: steve on March 28, 2012, 04:34:08 PM
Thanks, brother.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 28, 2012, 06:50:07 PM
man after a 2 year relationship that felt like i was in jail and dating my mother, ive finally realized that the first sign of either is going to have me completely over it. right now ive got this younger girl (21 to my 25) who for the past few months has strictly only been to my room when we are wasted. she never bugs me, anytime we text its jokes and fun, and shes by far the best thing ive ever been in bed with. this already has me set on never getting stuck with a crazy again.

as for awkward, during fucking the other night i pulled out and was going to eat her out before defiling her some more and she queefed pretty close to my face. it was pretty awkward but we were wasted and laughed it off.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on April 01, 2012, 05:47:15 PM
I feel like as I've grown older I give less of a fuck, therefore, situations that should be awkward don't really affect me as much. However, there's definitely things that are fucking awkward for anyone. As of late, it's like 70/30 for me on being able to cum. I guess that's better of a problem then not being able to get it up. It's usually one night stand things too and it's not really like I care about the girl it's more like I just wanna get off myself and then end up being like, "fuck it". Getting old man...I need to eat more pineapple or some shit.

Anyway, I should add a legitimate awkward sexual experience of mine. There was this one time that I was fucking this girl for what seemed like a decent amount of time and then I started going whiskey dick and she said, "if you don't get it up I'm gonna punch you in the face". About 2 minutes later she punched me in the face.
Title: Re: Awkward Sexual Experiences
Post by: Clayton on April 10, 2012, 11:57:08 PM
Maybe 6 months ago I went out with the girl I'm currently boning and her friends. A couple of them weren't big drinkers so they kept pawning their sugary creeper drinks off to me. Ended up getting blackout drunk and puking in the parking lot. Went home with the girl I came with and we boned anyway. It had to have been pretty rough/sloppy because at one point I pull out my dick and the rubber broke, (fortunately I didn't bust and she took the plan b pill the next day anyway.)
A couple days later I'm at her house again and at some point she's sitting on my face/I'm going down (up?) on her. Before I realize what the hell's going on I feel something in my mouth. I take it out and it's the tip of the rubber. I place it aside slightly grossed out, yet continue to smash.
Title: Re: Awkward Sexual Experiences
Post by: Numeral on April 11, 2012, 12:04:14 PM
Maybe 6 months ago I went out with the girl I'm currently boning and her friends. A couple of them weren't big drinkers so they kept pawning their sugary creeper drinks off to me. Ended up getting blackout drunk and puking in the parking lot. Went home with the girl I came with and we boned anyway. It had to have been pretty rough/sloppy because at one point I pull out my dick and the rubber broke, (fortunately I didn't bust and she took the plan b pill the next day anyway.)
A couple days later I'm at her house again and at some point she's sitting on my face/I'm going down (up?) on her. Before I realize what the hell's going on I feel something in my mouth. I take it out and it's the tip of the rubber. I place it aside slightly grossed out, yet continue to smash.



that's the spirit, like a true champ!
Title: Re: Awkward Sexual Experiences
Post by: Citizen on Patron on April 17, 2012, 12:12:06 AM
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Donkey Lips- you actually grew more accepting of the crazy??  That's unusual.?  Do you have a reason?
[close]
Probably desensitized from the ex-girlfriend that tried drugging me. That was a whole lot of crazy for one tiny girl.

Dude I was drugged at the bar one time and like 20 mins before I blacked out my ex just happened to show up. I was sitting with her cause I was all bummed and shit and then woke up in the hospital with my friend next to me all scared. The doctor asked me if anyone bought me drinks because I had rehiponole or what ever in my system. One bitch comes to mind... that fuckin slut.


Anyways I was at this chicks house one time with some people I didn't know. I drank like 10 shots of Jim Beam and drank around 4 or 5 beers and started making out with the chick who owned the house. We go to her room and start fucking with the lights off and after I busted I got up to go to the bathroom. I turned the light on and looked down at my dick and I was covered in blood. Right when I was looking down someone comes in through the other door cause it's a shared bathroom between the rooms and I just was just standing there with blood all over my dick and legs and stomach haha. The girl just kinda backed up and closed the door with out saying anything, so I washed my dick and shit and took a piss and got dressed. When I got back out to the living room where everybody was, the chick I fucked was sitting on the couch with a red face and as soon as she saw me she her eyes got real big and lip motioned "I'm sorry" haha. Everyone was like "Dude! Did you kill someone with your dick?!" It was pretty gnarly.
Title: Re: Awkward Sexual Experiences
Post by: McBrandt on April 19, 2012, 11:56:59 AM
Is it common for old guys 30+ to not be able to finish a lot of the time? If so, it's good to know I'm not alone. It sucks going from bareback to having to wear rubbers again. You get the thinnest ones you can, but they still numb your shit up.

Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 19, 2012, 09:43:09 PM
A few months ago, maybe a half year ago I was at home taking a massive dook. As I sat there unleashing the Salisbury Steak I had finished a few hours before I recieved a text from a fuck buddy saying "Wanna smoke a cig?" which was our code for "Let's smoke a cig then go fuck". So I wiped my ass pretty thoroughly and headed on over. We get done smoking and journey inside to her bedroom. We get to going and for the life of me I just can't cum. So in order to get me off she starts sucking my balls but then she moved on down to my asshole and started licking it, to her surprise there was a dingleberry left over and she got a tongue full. She promptly sprang up and shouted "What the fuck!" I responded with "I guess you eat pieces of shit". She then told me to get out and I didn't hear from her for about 3 months. It wasn't awkward so much for me as it was for her.
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on April 19, 2012, 11:07:24 PM
Man id give her props for doing what she did
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on April 20, 2012, 12:19:53 AM
+1.
Title: Re: Awkward Sexual Experiences
Post by: finknoos on April 20, 2012, 02:52:49 AM
Quote
I responded with "I guess you eat pieces of shit".

priceless
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 20, 2012, 07:59:20 AM
Man id give her props for doing what she did
I took her out to dinner to make up for it. She's a trooper.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on April 20, 2012, 08:20:20 AM
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Man id give her props for doing what she did
[close]
I took her out to dinner to make up for it. She's a trooper.
[close]

Pooper trooper?  It's corny, but it works.
OH THE PUNSANITY!!
Title: Re: Awkward Sexual Experiences
Post by: nice weather on April 20, 2012, 02:40:01 PM
please stop
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on April 20, 2012, 08:47:44 PM
if you've never had a girl lick your butthole then you've never orgasmed to the fullest.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on May 01, 2012, 09:25:30 PM
I had sex with this girl and then she flipped over and we started going at it doggy style. I look down and there's this piece of fuzz right at the top of her butthole. I giggled then wouldn't tell her why.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on May 02, 2012, 05:22:27 AM
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I had sex for the first time a few weeks ago and lasted about a minute. maybe this should've gone in the real confessions thread. either way, it was awkward.
[close]
i had this issue when i was younger.� fuck with the TV on...works wonders
[close]

"When I have sex, I'm always thinking about the pavement so I can avoid premature ejaculation."


Haha some shit like that happened to me too the first time..
I had in mind this passage from Irvine welsh Trainspotting novel the whole time:
"Dianne sensed his extreme excitement. Renton stopped feeling her and tried to imagine that he was shagging Margaret Thatcher, Paul Daniels, Wallace Mercer, Jimmy Savile and other turn-offs, in order to bring himself off the boil."

..And further phrases..with that in mind it was an awesome time even in its EXTREME awkwardness
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on May 02, 2012, 10:37:16 PM
not really awkward just creepy. I had sex with this girl last night and drove back home. When I woke up this morning she was on my computer in my house. It's been a while since I've had a stalker so I was kind of flattered.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on May 02, 2012, 11:34:35 PM
amazing.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on May 04, 2012, 02:12:10 PM
not really awkward just creepy. I had sex with this girl last night and drove back home. When I woke up this morning she was on my computer in my house. It's been a while since I've had a stalker so I was kind of flattered.

this is awesome! never had a stalker chick either but i'd be into it for the experience.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on May 04, 2012, 05:37:42 PM
Yeah Jimi...I'm pretty sure you fucked a ghost.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on May 04, 2012, 08:21:32 PM
The day after the computer incident she was asleep on my couch when I woke up. Taking her stalker game to a new level. I think I'd rather fuck a ghost than a stalker. At least after the ghost's unfinished business is done it leaves. this bitch ain't ever gonna leave!
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on May 05, 2012, 01:12:05 AM
You just answered your own question. You gotta make her a ghost..
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on May 05, 2012, 08:34:11 AM
I could totally make it look like a suicide. That bitch is suicidal anyway. I'm the only black guy she knows though so the police will automatically come to my house.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on May 05, 2012, 09:52:17 AM
If she's this persistent in life, think about that shit when she dies. She'll haunt the fuck out of you. Well, she basically is already. But at least physics apply to her while she's alive. If you kill her, she can just float right through walls, Jimi.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on May 05, 2012, 09:56:41 AM
Then there goes the rest of my sex life. She'd just pop through walls and scare the girl away! But then I guess I could manipulate her ghost into doing my dirty work. I think I'm going to have to kill her.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on May 05, 2012, 12:35:10 PM
if shes down to have sex with you and also stalking you then maybe you should see what else you can get out of her. tell her that when you get home from work you want your bed made, kitchen cleaned, and a beer cracked. chicks like her are usually down to do whatever it takes, so you might as well milk it for a while.
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on May 05, 2012, 04:50:40 PM
Tell her you want your asshole licked, but make sure you've got a nice dingleberry in there.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on May 05, 2012, 06:57:11 PM

if shes down to have sex with you and also stalking you then maybe you should see what else you can get out of her. tell her that when you get home from work you want your bed made, kitchen cleaned, and a beer cracked. chicks like her are usually down to do whatever it takes, so you might as well milk it for a while.
She already cooks and buys me food. I think she thinks I have feelings for her, but she's trippin.

Tell her you want your asshole licked, but make sure you've got a nice dingleberry in there.

It's the same bitch so you'd think she wouldn't want me after licking my shit.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on May 06, 2012, 04:21:49 AM
eat lots of mexican food, beans and stuff. make her toss your salad again. shart in her face. post story here.
Title: Re: Awkward Sexual Experiences
Post by: ATYPICALSLAPPOSTER on May 06, 2012, 12:32:33 PM
im really a virgin in high school but I will pretend like I had an awkward sexual expereince
Title: Re: Awkward Sexual Experiences
Post by: Bug on May 06, 2012, 05:07:05 PM
the only sexual experience you've had is the one you are a product of. Zing!
Title: Re: Awkward Sexual Experiences
Post by: ttching! on May 17, 2012, 11:40:20 AM
I've had a few, but these two are the ones I'll share:

Took home a cute punk rock chick one time.  To my surprise, underneath the purple mohawk, spiked collar, and leather vest an elusive 'squirter' was hiding.  True to her punk nature though, she suggested we lay down a towel and do it again after she flooded my bed on the first round.  I obliged.  She then soaked the towel too.

Got taken home by a girl one night. Almost immediately after we finished our business, she bluntly told me that I could either go home or sleep on the couch in the hallway. I elected to go home, and as I was getting dressed, noticed that my jimi-hat had come off during our activities, presumably inside her. Since she'd gone from orgasming to cold bitch in 4.2 seconds, I decided not to mention it and left.
Title: Re: Awkward Sexual Experiences
Post by: commie on May 17, 2012, 01:12:27 PM
The girl I'm seeing right now is way too loud in bed. She basically screams "fuck me" and stuff like that on top of her lungs every time. It's not necessarily a bad thing, but she has lots of neighbors. I feel awkward when I run into her neighbors. She doesn't think too much of it.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on May 17, 2012, 04:42:03 PM
The girl I'm seeing right now is way too loud in bed. She basically screams "fuck me" and stuff like that on top of her lungs every time. It's not necessarily a bad thing, but she has lots of neighbors. I feel awkward when I run into her neighbors. She doesn't think too much of it.

im with a loud girl right now too and its pretty fun to cover her mouth while i fuck her. ive had my friend who lives directly underneath me say he has heard me smacking her ass haha.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on May 18, 2012, 12:30:00 PM
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The girl I'm seeing right now is way too loud in bed. She basically screams "fuck me" and stuff like that on top of her lungs every time. It's not necessarily a bad thing, but she has lots of neighbors. I feel awkward when I run into her neighbors. She doesn't think too much of it.
[close]

im with a loud girl right now too and its pretty fun to cover her mouth while i fuck her. ive had my friend who lives directly underneath me say he has heard me smacking her ass haha.

Some chicks love it when you get all aggressive/dominant and cover their mouth.
Title: Re: Awkward Sexual Experiences
Post by: DaSk8D00D on May 18, 2012, 06:38:01 PM
hahaha damn she was actually BLEEDING? goddamn that nigga bit into dem thighs like they was some chicken wangs!
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on May 18, 2012, 10:53:57 PM
He did now did he not!
Title: Re: Awkward Sexual Experiences
Post by: gkn00dlez on May 18, 2012, 11:11:25 PM
This happened a few days ago to a homie and it simply trumps any stories of my own.

My friends apartment is that spot everyone goes to after they leave the bar at 4 am because there is always free booze and crazy happenings. It's on the second floor of a big house that has been converted into apartments. His cousin was in town from Florida and wound up scoring this mangy looking chick from the bar and getting her back to the house. They went straight from the front door right into the room he was crashing in to get down to business. About an hour and a half goes by and me and some people are out on the balcony (which is directly out the front door) when this girl comes lurking out. She was carrying her shoes like a scene from a bad party movie and she looked very surprised to see we were still up. But she bummed a cigarette off of me, joined the conversation and was being a pretty fucking cool chick. Turns out they fucked, he smoked her out, then he passed out and she was ready to dip. She says bye to everyone and starts to squeeze by to get downstairs. Now, the wood on the barrier for the balcony is just rotted to all hell and when this chick squeezes past me she leans on the balcony in the worst spot, it snaps, and she falls one story down to the fucking ground. We all snap back to reality and rush down to help her out. We call an ambulance and it turns out she broke her arm in three places, cracked two ribs, fucked her knee up and busted her face. We felt legitimately bad for this girl, until we found out that she tried to jet with the homies wallet and iphone. After she landed they just fell out of her purse and someone pointed out that she had two phones and a mans leather wallet. The ambulance hauled her away, we gave the paramedics her purse, minus some makeup that my friend's girl decided to keep, and walked upstairs and tried to wrap our head around the fact that this slag almost robbed this dude. Best part is the whole time this was going down he never woke up and still doesn't know he almost got robbed.
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on May 18, 2012, 11:59:21 PM
This happened a few days ago to a homie and it simply trumps any stories of my own.

My friends apartment is that spot everyone goes to after they leave the bar at 4 am because there is always free booze and crazy happenings. It's on the second floor of a big house that has been converted into apartments. His cousin was in town from Florida and wound up scoring this mangy looking chick from the bar and getting her back to the house. They went straight from the front door right into the room he was crashing in to get down to business. About an hour and a half goes by and me and some people are out on the balcony (which is directly out the front door) when this girl comes lurking out. She was carrying her shoes like a scene from a bad party movie and she looked very surprised to see we were still up. But she bummed a cigarette off of me, joined the conversation and was being a pretty fucking cool chick. Turns out they fucked, he smoked her out, then he passed out and she was ready to dip. She says bye to everyone and starts to squeeze by to get downstairs. Now, the wood on the barrier for the balcony is just rotted to all hell and when this chick squeezes past me she leans on the balcony in the worst spot, it snaps, and she falls one story down to the fucking ground. We all snap back to reality and rush down to help her out. We call an ambulance and it turns out she broke her arm in three places, cracked two ribs, fucked her knee up and busted her face. We felt legitimately bad for this girl, until we found out that she tried to jet with the homies wallet and iphone. After she landed they just fell out of her purse and someone pointed out that she had two phones and a mans leather wallet. The ambulance hauled her away, we gave the paramedics her purse, minus some makeup that my friend's girl decided to keep, and walked upstairs and tried to wrap our head around the fact that this slag almost robbed this dude. Best part is the whole time this was going down he never woke up and still doesn't know he almost got robbed.

Reading this while drunk on a Friday just made my night more awesome. This thread is sickkkkk.
Title: Re: Awkward Sexual Experiences
Post by: TheNAC on May 23, 2012, 10:48:05 PM
I'm about to lose my virginity in a few hours... I've been sucked up plenty, but it's been a while since I have had a sexual encounter. I'm expecting an awkward story. Any tips to make it maybe a little less awkward?
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on May 23, 2012, 10:53:31 PM
I'm about to lose my virginity in a few hours... I've been sucked up plenty, but it's been a while since I have had a sexual encounter. I'm expecting an awkward story. Any tips to make it maybe a little less awkward?

show up wearing a animal mask. and nothing but that.

if she is nervous too, you can make her feel less tense by using one of these, always good for a laugh.

(http://www.weirdpalace.com/img/fun/unusual-condoms/unusual-condoms03.jpg)

or if she is more of a classy girl, come in a tux.

(http://www.weirdpalace.com/img/fun/unusual-condoms/unusual-condoms14.jpg)
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on May 23, 2012, 11:02:20 PM
Get in a reverse 69 and fart right in her face, it will clear out the awkwardness.  Your smooth sailing from then on out.
Title: Re: Awkward Sexual Experiences
Post by: TheNAC on May 23, 2012, 11:17:01 PM
Expand Quote
I'm about to lose my virginity in a few hours... I've been sucked up plenty, but it's been a while since I have had a sexual encounter. I'm expecting an awkward story. Any tips to make it maybe a little less awkward?
[close]


or if she is more of a classy girl, come in a tux.

(http://www.weirdpalace.com/img/fun/unusual-condoms/unusual-condoms14.jpg)
Ahaa, it works on two levels. That's great. No, she's slutty and she's 20 (I'm 17) and she's coming to my house and she's bringing condoms lol.
Backwards 69 to face fart doesn't sound that great for anyone hahaa. I'll ask if she's down. I told her not to dress bummy though, I thought that was tight.
Title: Re: Awkward Sexual Experiences
Post by: backagain on May 24, 2012, 01:55:33 AM
I'm about to lose my virginity in a few hours... I've been sucked up plenty, but it's been a while since I have had a sexual encounter. I'm expecting an awkward story. Any tips to make it maybe a little less awkward?
Explain you're a virgin. Then proceed to ask how you're going to fit your balls in as well. When she tells you they don't go in there, ask her if she wants them in her ass instead. When she says no, eat out her belly button until she agrees.
Title: Re: Awkward Sexual Experiences
Post by: chockfullofthat on May 24, 2012, 09:15:06 AM
When I read reverse 69 I thought about two people with their asses on the back of eachother's head.  That shit sounds stupid.
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on May 24, 2012, 07:48:06 PM
Maybe i didnt word it properly, I meant YOUR ass in HER face.
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on May 24, 2012, 08:25:45 PM
Joe Dirt (2001) - Live Gator Farm (http://www.youtube.com/watch?v=pX1fqf0BZvU#ws)
Title: Re: Awkward Sexual Experiences
Post by: TheNAC on May 27, 2012, 01:33:16 AM
Expand Quote
I'm about to lose my virginity in a few hours... I've been sucked up plenty, but it's been a while since I have had a sexual encounter. I'm expecting an awkward story. Any tips to make it maybe a little less awkward?
[close]
Explain you're a virgin. Then proceed to ask how you're going to fit your balls in as well. When she tells you they don't go in there, ask her if she wants them in her ass instead. When she says no, eat out her belly button until she agrees.
Wait.... You mean.... You're not supposed to put your balls in her butt?
Title: Re: Awkward Sexual Experiences
Post by: TheNAC on May 27, 2012, 01:36:49 AM
So how'd it go?  Did you bust out the NAC?
Thanks for asking! It was pretty dope. Her body wasn't that great naked, so I felt less uncomfortable for some reason haha. All kinds of NBDs for me, I tried hitting the nac, but that one wasn't going. The run up was sketching me out
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on May 27, 2012, 03:20:12 PM
http://www.miamiherald.com/2012/05/26/2818832/naked-man-shot-killed-on-macarthur.html (http://www.miamiherald.com/2012/05/26/2818832/naked-man-shot-killed-on-macarthur.html)
Title: Re: Awkward Sexual Experiences
Post by: ice nine on May 28, 2012, 01:10:20 AM
http://www.miamiherald.com/2012/05/26/2818832/naked-man-shot-killed-on-macarthur.html (http://www.miamiherald.com/2012/05/26/2818832/naked-man-shot-killed-on-macarthur.html)
5 bucks says its bill o'reilly
Title: Re: Awkward Sexual Experiences
Post by: wiggitywiggity on June 01, 2012, 10:45:43 AM
Not too awkward, more psyched after the fact. Here goes

I believe it was Cinco de Mayo last year, so there's a party at my house. My ex was drinking tequila while I had some beers, she getting much drunker than myself. After a few hours or so, I'm basically over the whole thing so i retreat to my bedroom to chill. She ends up going with my cousin (my roommate) to drive some friends home. By this point, I decide sex is futile and opt to sleep. An hour later, I'm woken up by her drunken presence and she makes it clear she wants to do it. I'm reluctant at this point considering our blood alcohol difference but after a bit, I give in. We get into it, when she decides she wants to be on top. She basically throws me off the bed and I proceed to slam my scalp off a 2 inch corner sticking out from my window en route to the floor. I feel my head all wet, head to the bathroom and turn on the light, finding my face is completely covered in blood down to my crotch. I jump into the shower, she joins, sobers up a bit, my head stops bleeding and we complete the original task at hand.

My fanciest sex injury
Title: Re: Awkward Sexual Experiences
Post by: Fairy Boy on August 15, 2012, 07:48:24 PM
This happened to a female friend recently:

She was hanging out with this guy for the first or second time, thought she liked him. They got real drunk, she crashes at his pad but nothing happens. Theyre spooning and as shes falling asleep hes got his hand all over her face, trying to get fingers in her mouth or fishhook her or some shit. She ignores it and manages to fall asleep.

A few hours later, she's half-awake in bed, and notices he is making some movements and noises behind her. Dude is jerking off right behind her! Shes fullt clothed,  he grabs her butt and tits a bit to get off, and she pretends to still be asleep. In her words, 'at least he got out of bed to finish instead of shooting me in the back'. She never saw him again, but he doesn't know she was awake.

Last week her phone broke and lost all the numbers, so when I texted her and got a 'whos this?' I said 'the dude who jerked off behind you. want to try that again?'. She believed me. I don't have many smart friends. 
Title: Re: Awkward Sexual Experiences
Post by: Strike A Pose on August 15, 2012, 10:17:42 PM
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!
Title: Re: Awkward Sexual Experiences
Post by: Fairy Boy on August 16, 2012, 03:18:59 PM
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!

Almost as bad as catching a leg cramp while holding a modestly priced bottle of champagne, amiright?
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on August 16, 2012, 08:03:09 PM
Expand Quote
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!
[close]

Almost as bad as catching a leg cramp while holding a modestly priced bottle of champagne, amiright?
Pump the fucking breaks.

Are there people who drink and fuck at the same time?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 17, 2012, 12:44:41 AM
Expand Quote
Expand Quote
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!
[close]

Almost as bad as catching a leg cramp while holding a modestly priced bottle of champagne, amiright?
[close]
Pump the fucking breaks.

Are there people who drink and fuck at the same time?

He was talking about his signature. And you're that surprised people drink while they fuck?
Title: Re: Awkward Sexual Experiences
Post by: tag_king on August 17, 2012, 06:55:49 AM
Expand Quote
Expand Quote
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!
[close]

Almost as bad as catching a leg cramp while holding a modestly priced bottle of champagne, amiright?
[close]
Pump the fucking breaks.

Are there people who drink and fuck at the same time?

During a very Bukowski influenced time in my life, I would usually have a magnum of wine next to the bed. I would take some quick swig breaks and get right back into it. It was also nice to have a big gulp after the deed was done. Fucking and drinking wine at the same time equals a hangover worthy of the act that caused it, thats for sure.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 17, 2012, 07:33:27 AM
Expand Quote
Expand Quote
Expand Quote
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!
[close]

Almost as bad as catching a leg cramp while holding a modestly priced bottle of champagne, amiright?
[close]
Pump the fucking breaks.

Are there people who drink and fuck at the same time?
[close]

During a very Bukowski influenced time in my life, I would usually have a magnum of wine next to the bed. I would take some quick swig breaks and get right back into it. It was also nice to have a big gulp after the deed was done. Fucking and drinking wine at the same time equals a hangover worthy of the act that caused it, thats for sure.
I've done the wine on the bedside table. Never a hangover, but often woken up with purple gums. I've since switched to sex gatorade. It's important to keep hydrated.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on August 17, 2012, 08:37:47 AM
Catching a leg cramp while finishing the job is always a terrible experience!

Holler if u hear me!

Masturbation isn't a sport. Just pay for some nobbers behind the chippy already before you break yourself permanently or end up like David Caradine.
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on August 17, 2012, 08:41:45 AM
this was definately one of the worst of my life.. i musta been like 15 at the time, me and my girlfriwend at the time went to a shindig at our buddies house as his folks were out of town.. typical high school shit

me and this girl wander looking for somewhere to sneak away to etc long story short we end up getting jiggy in the upstairs bathroom, shits gettin frisky so i go down on her super enthusiastically, a couple minutes in i get a mad twitch in my knee.. my left leg fucking jerks out from under me and my toes jet head on into the front of the toilet bowl.. i make a stupid fuckin uuargh kinda sound and double back in pain..

now looking back judging by her view of thinks she must have definately thought i fucking jizzed my shorts HAHA

ever tried explaining that you wernt spaffing, just nursing your broken toes from a china throne to a climax denied teenage girl? trust me its not worth the embarrasment...

 fucking blew that one hard!
Title: Re: Awkward Sexual Experiences
Post by: Patey on August 17, 2012, 10:17:09 AM
at the very least you were rewarded with a decent story to tell your slap friends

kudos
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on August 18, 2012, 11:04:25 PM
I sharted jerking off one time, fully nude and that shit was fully on my twisty ass computer chair
Title: Re: Awkward Sexual Experiences
Post by: shouldn't on August 19, 2012, 03:09:57 AM
met a lady. exchanged numbers. she starts blowing my shit up. went to hangout at her friend's, walked into the wrong house. scared a random lady to death and, left just before the police showed up. had her come over a few days later. very attractive, seemed  really mature. looked about 20. ended up being under-age. had to do it anyway. she had the flappy curtains of an old lady... shocker! still had to do it. got queefed on multiple times. this girl desperately needed to bleach her butt-hole. used a pack of rubbers. watched television for an hour or two, drove her home after getting fed up with racial slurs & the word 'yolo'. no calls were exchanged since. i guess this doesn't exactly qualify for the thread but, it was awkward & a sexual experience.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on August 19, 2012, 12:25:53 PM
your shortbreathed writing style more than makes up for the paralyzingly boring stoy.
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on August 19, 2012, 09:26:05 PM
met a lady. exchanged numbers. she starts blowing my shit up. went to hangout at her friend's, walked into the wrong house. scared a random lady to death and, left just before the police showed up. had her come over a few days later. very attractive, seemed  really mature. looked about 20. ended up being under-age. had to do it anyway. she had the flappy curtains of an old lady... shocker! still had to do it. got queefed on multiple times. this girl desperately needed to bleach her butt-hole. used a pack of rubbers. watched television for an hour or two, drove her home after getting fed up with racial slurs & the word 'yolo'. no calls were exchanged since. i guess this doesn't exactly qualify for the thread but, it was awkward & a sexual experience.
...Do you live in southern ohio? My friend's skeezy little sister sounds the same way...he says he's caught her doing shit like this a few times.
Title: Re: Awkward Sexual Experiences
Post by: Patey on August 19, 2012, 09:50:31 PM
met a lady. exchanged numbers. she starts blowing my shit up. went to hangout at her friend's, walked into the wrong house. scared a random lady to death and, left just before the police showed up. had her come over a few days later. very attractive, seemed  really mature. looked about 20. ended up being under-age. had to do it anyway. she had the flappy curtains of an old lady... shocker! still had to do it. got queefed on multiple times. this girl desperately needed to bleach her butt-hole. used a pack of rubbers. watched television for an hour or two, drove her home after getting fed up with racial slurs & the word 'yolo'. no calls were exchanged since. i guess this doesn't exactly qualify for the thread but, it was awkward & a sexual experience.

how does one seem mature but use the word yolo?
Title: Re: Awkward Sexual Experiences
Post by: HairyCunt on August 20, 2012, 11:17:42 AM
No means yes? Three no's means no?  Do you just try to jam it in? What if you get a blow job before?

You know what I mean? No means no is like D.A.R.E. , just say no works in the classroom, but reality has a lot more grey area.  I'm not talking about holding someone up in an alley at knife point or drugging them obviously.   
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on August 20, 2012, 02:57:50 PM
anytime a girl starts crying during/afterwards is awkward. My girlfriend has done this 3 times now and I just say fuck it and keep going.
Title: Re: Awkward Sexual Experiences
Post by: HairyCunt on August 20, 2012, 03:02:39 PM
anytime a girl starts crying during/afterwards is awkward. My girlfriend has done this 3 times now and I just say fuck it and keep going.

LOL!
Title: Re: Awkward Sexual Experiences
Post by: solo on August 20, 2012, 03:53:46 PM
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.
Title: Re: Awkward Sexual Experiences
Post by: Fongstarr. on August 20, 2012, 04:09:15 PM
This dude at some party told us this story back in my college days. Said he'd used to get drunk with this girl that was an FTF and they would just use each other to practice sexual moves. One of her weaknesses was sucking dick and I guess she would just suck dude off for practice. The only catch would be is that he had to tell her when he was about to nut cause she wasn't down with having baby batter in her mouth. So about a couple of shots in at a party, they go over homeboys pad at like 2am and she gets in her chickenhead stance and continues to give dude head. I guess he was tired but who could turn down a blowjob. Anyways.....long story short, he's so tired that he forgets to tell the girl that he's cumming and just explodes in girls mouth and I guess as a sudden reaction, she just spits it all out on his legs. Literally after that, he just falls asleep on his bed with his pants at his ankles with nut everywhere. Said he woke up all stiff from the baby glue.
Title: Re: Awkward Sexual Experiences
Post by: PTDK on August 21, 2012, 12:50:52 PM
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.

What the fuck did I just read...?
Title: Re: Awkward Sexual Experiences
Post by: ollienorth on August 21, 2012, 07:31:57 PM
Expand Quote
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.
[close]

What the fuck did I just read...?

that, my friend, is how people get herpes
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on August 21, 2012, 10:23:33 PM
Expand Quote
Expand Quote
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.
[close]

What the fuck did I just read...?
[close]

that, my friend, is how people get herpes

haha I know this guy. He did some other shit like this recently
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on August 21, 2012, 10:28:38 PM
Expand Quote
Expand Quote
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.
[close]

What the fuck did I just read...?
[close]

that, my herpe, is why people have friends
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on August 21, 2012, 10:43:36 PM
I felt really dirty just reading that story.
Title: Re: Awkward Sexual Experiences
Post by: poopmonkey on August 22, 2012, 05:40:16 AM
met a girl in this club in the town where i live. she's 26 and i'm 23. she wasn't that goodlooking but fuck it, i was drunk and horny. got her number and ended up inviting her over to my place about a week later. she made it clear she was definitely dtf and wasn't looking for anything serious. she shows up to my house, fortunately i left all the lights off. we get going in the livingroom and she goes down on me on the couch. she gags a couple of times but i didn't think much of it. so i;m sitting there slightly enjoying the scene when she lets out a puke over my dick and leg.. i laugh, she's hella ashamed, says she had dinner at some nasty fast food place. still fucked her twice that night. Met up at her place the next week, she leaves the lights on the whole time which wasn;t a good thing. she's all like "oh my god you're gonna fuck me so much tonight" and all i;m thinking is "... nope, i'm not". afterwards i tell her i'll be calling it quits. stole a 6pack of coke from her fridge and got the hell out of there.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 22, 2012, 08:10:19 AM
How common is stealing among you guys if you know you'll never see the chick again? One chick turned me down because there was a love triangle involving her friend and she felt wrong. She went into her room and I snuck out, stealing a pint of Ben & Jerry's Schweddy Balls along the way. Fast Forward a year later and she came to visit, was a shitty houseguest so I kicked her out at 3 AM, and I'm pretty sure she stole my free drink token. Not that she'd be able to use it anywhere, but that was a free beer. Ultimate cunt.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 22, 2012, 09:06:18 AM
How common is stealing among you guys if you know you'll never see the chick again? One chick turned me down because there was a love triangle involving her friend and she felt wrong. She went into her room and I snuck out, stealing a pint of Ben & Jerry's Schweddy Balls along the way. Fast Forward a year later and she came to visit, was a shitty houseguest so I kicked her out at 3 AM, and I'm pretty sure she stole my free drink token. Not that she'd be able to use it anywhere, but that was a free beer. Ultimate cunt.
I used to do this a lot. A girl I used to hook up with in college, I would always take food from her fridge after the deed was done. It started with just grabbing a beer for the walk back to my dorm. It quickly evolved into taking leftover meals and at one point, I took a full box of Cinnamon Toast Crunch, because who isn't going to steal that delicious cereal. She didn't find out until she came to my dorm and saw a bunch of her tupperware dishes there. She wasn't stoked. She had been accusing her roommate of stealing food for weeks.

This sort of thing became a tradition. At one point a few of my friends also developed a kind of competition in which taking home mementos from one nighter's became common. The most I'd gotten was a cordless phone from a girl's apartment. Scumbag me took the phone and just left the base. I can only imagine how long this girl must have searched her apartment to find the missing phone. Somehow I ended up with a sombrero once too. I have no memory of how that happened. It's probably better that way.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 22, 2012, 10:07:21 AM
Somehow I ended up with a sombrero once too. I have no memory of how that happened. It's probably better that way.
did you wear it on your real or your "lower" head?
Title: Re: Awkward Sexual Experiences
Post by: oyolar on August 22, 2012, 10:30:13 AM
Expand Quote
How common is stealing among you guys if you know you'll never see the chick again? One chick turned me down because there was a love triangle involving her friend and she felt wrong. She went into her room and I snuck out, stealing a pint of Ben & Jerry's Schweddy Balls along the way. Fast Forward a year later and she came to visit, was a shitty houseguest so I kicked her out at 3 AM, and I'm pretty sure she stole my free drink token. Not that she'd be able to use it anywhere, but that was a free beer. Ultimate cunt.
[close]
I used to do this a lot. A girl I used to hook up with in college, I would always take food from her fridge after the deed was done. It started with just grabbing a beer for the walk back to my dorm. It quickly evolved into taking leftover meals and at one point, I took a full box of Cinnamon Toast Crunch, because who isn't going to steal that delicious cereal. She didn't find out until she came to my dorm and saw a bunch of her tupperware dishes there. She wasn't stoked. She had been accusing her roommate of stealing food for weeks.

This sort of thing became a tradition. At one point a few of my friends also developed a kind of competition in which taking home mementos from one nighter's became common. The most I'd gotten was a cordless phone from a girl's apartment. Scumbag me took the phone and just left the base. I can only imagine how long this girl must have searched her apartment to find the missing phone. Somehow I ended up with a sombrero once too. I have no memory of how that happened. It's probably better that way.

I don't know why, but I laughed so hard at this post.
Title: Re: Awkward Sexual Experiences
Post by: cancelled on August 22, 2012, 12:48:36 PM
ok, so im at this bar drinking with buds yaknow, having a grand ol time, when i see this burst of light come from the door.  and please bear in mind its like 1 am.  anyways, that burst of light turned out to be one of the most people ladies id ever laid my dreamy little eyes on.  She was wearing a very form fitting skirt, which ended half way before her fit little knees.  her glutes super tight and plump with great hips leading to her tiny little waist.  her breasts,  from the moment i saw her i could tell they were real bouncing around her half buttoned.  i see her and immediately get a boner, and refer to the "waist band trick."  i stand from my chair and approach this beautiful vixen with three little words i learned from some sitcom "how you doin?" she, taken aback by my forwardability lets out a little giggle, "teeheee," she squeaks.  "wanna get outta here, doll?" i ask.  "heeeheee, lets go you wolfman."  we race out the door and into a cab. "step on it!!" i command.  blah blah blah long story short i take her to my place rip the clothes off her 12/10 body, rip mine off and we hop into the 69 position.  shes just surping on my cock with her angel lips, her great proportioned soft but firm breasts resting on my ribs.  i throw her off of me and begin to fuck the shit out of her.  she begins to moan like a dying wildebeast having an orgasm.  not once, not twice, but thrice i make her pussy squirt like blastoise.  she screaming flailing around.  "finishhhhh in myyyy mouthhhh" she cries.  i whip my cock out and explode in her mouth with my ectoplasm.  "wowwwwwwww" we say in unison.  "that was the best ive ever been fucked..."      did i mention the part she was a 12/10???
Title: Re: Awkward Sexual Experiences
Post by: the snake on August 22, 2012, 12:55:36 PM
^^fake
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on August 22, 2012, 04:57:43 PM
i still got kind of hard reading it....
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on August 22, 2012, 06:09:57 PM
i emptied an entire fruit bowl into my backpack once
Title: Re: Awkward Sexual Experiences
Post by: brycickle on August 22, 2012, 06:49:35 PM
Bowls are like pennies Hate. Fruit on the other hand is priceless.
Title: Re: Awkward Sexual Experiences
Post by: solo on August 23, 2012, 12:16:55 AM
Expand Quote
Expand Quote
Expand Quote
okay...

been on some trips recently so i've got some stories....

hotel room. fancy pantsy old ass hotel that costs *money* but seems haunted at night. anyways. it's me and my skate niggas and we're mobbin with one of my homies bitches. she's driving. anyways, we roll up one of the hotel rooms and are drinking. then one of my homies busts out some coke. fools start doing lines and bumps cept for me and someone else. eventually i give in and do some... at this point we're pretty turnt up and decide to explore the halls, etc. everyone goes, even the bitch. so what happens is we ditch her and all run back to the hotel room. somehow she gets there first and is half on the floor snorting coke off the table.. dumb bitch.... anyways, my boy tells her he's gonna take her to the other room to take care of her and runs her shit. during this time we take her car and get food at a 24 hr safeway. coked out and drunk we get back to the room and munch. we all assumed that she was getting railed. we were correct. as we're eating 200 dollars worth of food, he comes back in and tags out another of my homies. he goes down with a grin and comes back all sweaty. it's my turn. i bring some coke for her and she snorts it off my dick... i see hella handprints on ass too.. straight running a train on this bitch... i rubber up and fuck her while watching the most boring movie ever.. i get out of there after i'm done without saying a word haha and walk through the haunted ass hallway back to homebase. tag in my other homie and he goes down with some coke. makes that bitch take a shower llolol and calls us while she's in it. anyways, we're all taking turns in the shower then after go outside and smoke a cigarette. we get a call from the homie who's been with her last. he tells us that she's in the shower and that the movie on is boring as fuck haha. we tell him that he shoulda gone in the shower with her (by this time it's about 7:30am). he says shes out! and clicks the phone. bout 20 minutes later we see this boy running through the halls (bout the 3rd floor) from the ground level and all swore it was a ghost hahaha. he comes outside and my homie who's bitch it was goes in and finish business. so we ran a train on my homie's girl (~26?) and then chilled in the jacuzzi, area sized pool, jacuzzi #2, then steamroom after lol while my homie gets his. oh yeah, then we got continental breakfast. trying to remember the rest of the day... but it's irrelevant. oh yeah!! the crazy bitch.. we all get our shit from the hotel rooms after and get in her car. she drives us to the park but is trippin cause she lost her phone that night. we tell her that we don't have it and she drives off, but then drives back around and throws a beer can at us. lol. never seen that bitch again after that night.
[close]

What the fuck did I just read...?
[close]

that, my friend, is how people get herpes
[close]

haha I know this guy. He did some other shit like this recently
hey, so what about that time you and your homeboy touched dicks inside of that anarchist girls mouth. lolololol
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 23, 2012, 01:19:14 AM
did i mention the part she was a 12/10???

so, was she 12 or 10 years old?
Title: Re: Awkward Sexual Experiences
Post by: Clayton on September 16, 2012, 12:54:30 AM
While lying down jerking off in bed I've almost accidentally shot a load directly into my face on two separate occasions. Luckily they shot diagonal and soiled the pillow both times. I can't be the only dude on here that's had a close call like that. Real Confessions anyone?
Title: Re: Awkward Sexual Experiences
Post by: FART BOY on September 16, 2012, 01:38:21 AM
While lying down jerking off in bed I've almost accidentally shot a load directly into my face on two separate occasions. Luckily they shot diagonal and soiled the pillow both times. I can't be the only dude on here that's had a close call like that. Real Confessions anyone?

Guilty
Title: Re: Awkward Sexual Experiences
Post by: jack burton on September 16, 2012, 11:16:56 AM
Expand Quote
While lying down jerking off in bed I've almost accidentally shot a load directly into my face on two separate occasions. Luckily they shot diagonal and soiled the pillow both times. I can't be the only dude on here that's had a close call like that. Real Confessions anyone?
[close]

Guilty
Title: Re: Awkward Sexual Experiences
Post by: Jackie Joyner Kersee on September 16, 2012, 11:25:43 AM
what the fuck, you guys lay down while jerking off? You stare at the ceiling fan or what?
Title: Re: Awkward Sexual Experiences
Post by: ice nine on September 16, 2012, 12:39:59 PM
lay in bed staring at a 52" plasma buddy while shooting plasma all over mine own face
Title: Re: Awkward Sexual Experiences
Post by: no fun on September 16, 2012, 01:25:11 PM
lay in bed staring at a 52" plasma buddy while shooting plasma all over mine own face
you have a tv on your ceiling?!
Title: Re: Awkward Sexual Experiences
Post by: cringe. on September 16, 2012, 02:22:27 PM
Expand Quote
Expand Quote
While lying down jerking off in bed I've almost accidentally shot a load directly into my face on two separate occasions. Luckily they shot diagonal and soiled the pillow both times. I can't be the only dude on here that's had a close call like that. Real Confessions anyone?
[close]

Guilty
[close]
apparently my friend did this and only found out where his seed had landed when he later drank from the cup on the shelf behind him... lol
Title: Re: Awkward Sexual Experiences
Post by: brycickle on September 16, 2012, 04:25:17 PM
Expand Quote
lay in bed staring at a 52" plasma buddy while shooting plasma all over mine own face
[close]
you have a tv on your ceiling?!
The more startling part is that he has blood fluid in his semen.
Title: Re: Awkward Sexual Experiences
Post by: ROCKxADIO420 on September 17, 2012, 10:06:31 AM
(http://25.media.tumblr.com/tumblr_lkuoulAOwI1qa8u4to1_400.gif)
Title: Re: Awkward Sexual Experiences
Post by: crackrazor on September 17, 2012, 11:13:50 AM
fuck. cannot unsee.
Title: Re: Awkward Sexual Experiences
Post by: BRIX SKWIKZ on September 17, 2012, 11:28:51 AM
Vegan Black Metal Chef Episode 2 - Easy Meal Ideas of The Ages (http://www.youtube.com/watch?v=Jy2my_diH6A#)
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on September 17, 2012, 06:29:35 PM
Earning your RedWings is always an awkward situation when the girl sees you smiling with her blood covering your face.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on September 18, 2012, 07:44:17 AM
Anyone want to paint themselves blue and make some memories?

(http://24.media.tumblr.com/tumblr_maaya5AN0b1qzogkuo1_500.jpg)
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on September 18, 2012, 07:23:16 PM
I'll be damned if after reading those stories I don't steal the next box of Cinnamon Toast Crunch I see out of a girls pantry.
Title: Re: Awkward Sexual Experiences
Post by: HairyCunt on September 21, 2012, 01:07:11 PM
I'll be damned if after reading those stories I don't steal the next box of Cinnamon Toast Crunch I see out of a girls pantry.

She's gonna be fat.
Title: Re: Awkward Sexual Experiences
Post by: LamontOne on September 26, 2012, 03:43:49 AM
This happened to my friend but every saturday morning he goes over to this chicks house to fuck her while her parents are working. So after he does the deed he takes of his condom ties it up but doesnt want to put it in the bin incase her parents see it or something, so he puts it in his pocket to put it in the bin outside. So later that day he goes and gets a haircut and when he goes to grab his wallet, the condom flings out across the hairdressers and lands directly in the middle of the store with everyone seeing it. So he quickly runs and grabs it and still has to pay for the hair cut by card so i guess he is awkardly standing there while everyone is thinking what the fuck just happened. He told me he went to the same hairdressers like a couple of months later, he has heaps of other funny sex stories
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on September 26, 2012, 03:51:18 AM
This happened to my friend but every saturday morning he goes over to this chicks house to fuck her while her parents are working. So after he does the deed he takes of his condom ties it up but doesnt want to put it in the bin incase her parents see it or something, so he puts it in his pocket to put it in the bin outside. So later that day he goes and gets a haircut and when he goes to grab his wallet, the condom flings out across the hairdressers and lands directly in the middle of the store with everyone seeing it. So he quickly runs and grabs it and still has to pay for the hair cut by card so i guess he is awkardly standing there while everyone is thinking what the fuck just happened. He told me he went to the same hairdressers like a couple of months later, he has heaps of other funny sex stories

Sounds like a right bonkers mate

Title: Re: Awkward Sexual Experiences
Post by: LamontOne on September 26, 2012, 05:58:12 AM
Expand Quote
This happened to my friend but every saturday morning he goes over to this chicks house to fuck her while her parents are working. So after he does the deed he takes of his condom ties it up but doesnt want to put it in the bin incase her parents see it or something, so he puts it in his pocket to put it in the bin outside. So later that day he goes and gets a haircut and when he goes to grab his wallet, the condom flings out across the hairdressers and lands directly in the middle of the store with everyone seeing it. So he quickly runs and grabs it and still has to pay for the hair cut by card so i guess he is awkardly standing there while everyone is thinking what the fuck just happened. He told me he went to the same hairdressers like a couple of months later, he has heaps of other funny sex stories
[close]

Sounds like a right bonkers mate


Nah legit man.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on October 01, 2012, 09:55:39 AM
Anyone want to paint themselves blue and make some memories?

(http://24.media.tumblr.com/tumblr_maaya5AN0b1qzogkuo1_500.jpg)

Same girl. Seems like she'd be magic for this thread...

Beyonce Heat Rush - My Uncle RUINED MY HAUL VIDEO :( (http://www.youtube.com/watch?feature=player_embedded&v=qUl_vAJlSZU#ws)
Title: Re: Awkward Sexual Experiences
Post by: solo on October 01, 2012, 12:06:24 PM
this girl gets on my nerves...


her personality is just so fucking one sided to what she thinks that it's impossible to get through to her for anything other than what she wants to hear.


anyways, she's pretty bad (sexy and all thick in the right places) and her pussy was nice.
we fucked before in her shower.

anyways, i'm trying to maneuver a quick heem sesh in her room right now and she's telling me that she's "trapped in her feelings" right now. and when i asked about what happened to chilling, she didn't even really read it and kind of just answered me as if she didn't understand me. (this bitch won't answer the phone, but she'll answer texts. fucking new generation..)

that's that shit i don't like. the annoyingness of bitches who think their philosophy is all encompassing and can be used to control dudes. lol.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on October 01, 2012, 03:08:47 PM
this girl gets on my nerves...


her personality is just so fucking one sided to what she thinks that it's impossible to get through to her for anything other than what she wants to hear.


anyways, she's pretty bad (sexy and all thick in the right places) and her pussy was nice.
we fucked before in her shower.

anyways, i'm trying to maneuver a quick heem sesh in her room right now and she's telling me that she's "trapped in her feelings" right now. and when i asked about what happened to chilling, she didn't even really read it and kind of just answered me as if she didn't understand me. (this bitch won't answer the phone, but she'll answer texts. fucking new generation..)

that's that shit i don't like. the annoyingness of bitches who think their philosophy is all encompassing and can be used to control dudes. lol.
Magnolia | Tom Cruise | Frank T.J. Mackie | Respect The Cock Tame The Cunt Scene [HD] (http://www.youtube.com/watch?v=bbanWHx5AFQ#ws)
Title: Re: Awkward Sexual Experiences
Post by: Homeless Prostitute on October 02, 2012, 02:27:52 AM
Pocket called my dad during sex.
At home now trying to avoid eye contact.
Title: Re: Awkward Sexual Experiences
Post by: dankradschwag on October 02, 2012, 08:21:59 AM
dude, your dad is probably proud of you.
Title: Re: Awkward Sexual Experiences
Post by: cancelled on October 02, 2012, 09:46:34 AM
nice, your girl wouldnt let you take off your pants?
Title: Re: Awkward Sexual Experiences
Post by: steve on October 02, 2012, 04:02:01 PM
hahhahah
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on October 02, 2012, 11:42:33 PM
nice, your girl wouldnt let you take off your pants?
+1
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on October 02, 2012, 11:48:51 PM
Pocket called my dad during sex.
At home now trying to avoid eye contact.

it is called the "no pants dance" for a reason.
Title: Re: Awkward Sexual Experiences
Post by: Jejenhausen on October 03, 2012, 02:03:13 AM
it was the pocket, the 'back' one
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on October 03, 2012, 02:01:39 PM
I was thinking the dude was fucking just wearing a fanny pack....
Title: Re: Awkward Sexual Experiences
Post by: era on October 03, 2012, 02:22:26 PM
this girl gets on my nerves...


her personality is just so fucking one sided to what she thinks that it's impossible to get through to her for anything other than what she wants to hear.


anyways, she's pretty bad (sexy and all thick in the right places) and her pussy was nice.
we fucked before in her shower.

anyways, i'm trying to maneuver a quick heem sesh in her room right now and she's telling me that she's "trapped in her feelings" right now. and when i asked about what happened to chilling, she didn't even really read it and kind of just answered me as if she didn't understand me. (this bitch won't answer the phone, but she'll answer texts. fucking new generation..)

that's that shit i don't like. the annoyingness of bitches who think their philosophy is all encompassing and can be used to control dudes. lol.

DUDE!  I fucking feel you man.  That shit is the worst.
Title: Re: Awkward Sexual Experiences
Post by: weedpop on October 03, 2012, 02:24:10 PM
it was the pocket, the 'back' one

You keep your phone inside your ass?
Title: Re: Awkward Sexual Experiences
Post by: oyolar on October 03, 2012, 08:15:58 PM
Expand Quote
it was the pocket, the 'back' one
[close]

You keep your phone inside your ass?

You don't?
Title: Re: Awkward Sexual Experiences
Post by: Jejenhausen on October 04, 2012, 05:35:41 AM
its so all my mobile facebook posts are from 'the deep south'
Title: Re: Awkward Sexual Experiences
Post by: Clayton on October 06, 2012, 11:46:47 PM
Someone mentioned pocket dialing dad during sex, reminded me of a time maybe 5 years ago...

Girlfriend spent the night, she was a regular at the time and I lived with my parents at the time but they never cared. Our house has paper thin walls and my bed used to be directly above my parents. Anytime we'd bone at night we would normally go across the hall to my brother's old room to do it, (he moved out years prior.)

In the morning I hear my mom yell from downstairs that her and my step-dad we're leaving somewhere. A few minutes go by and after peering out our front window to make sure their cars are gone I go back into my room with my girl. I took it as a good excuse to fuck as loud as possible. We had probably a good 15 minute fuck session with her moaning, bed springs squeaking, me repeatedly spanking her ass louder than hell, etc. When we're done we're both exhausted so I put on some thin basketball shorts, dick probably still visible, and went downstairs to get some water. As I make it to the bottom of the stairs I look into the kitchen and my step-dad is chilling there looking fucking pissed. He doesn't make eye contact and just leaves out into the garage.

I realized later there was a tree half covering the view of his car from the window I peered out of earlier, and since I wasn't wearing my glasses and his car was green, it just blended in to me when I looked. I told my girlfriend and she was super embarrassed but all we could really do was laugh about and try not to make eye contact with my step-dad. To this day hes never said a word about that morning. Thank god.
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on October 07, 2012, 05:30:25 AM
While lying down jerking off in bed I've almost accidentally shot a load directly into my face on two separate occasions. Luckily they shot diagonal and soiled the pillow both times. I can't be the only dude on here that's had a close call like that. Real Confessions anyone?

yeah i have come pretty close a couple of times.... i once had morning wood and somehow managed to piss right in my face, straight to the eyeball, fucking sucked because i didn't want to have a shower.
Title: Re: Awkward Sexual Experiences
Post by: Frank on October 07, 2012, 12:39:26 PM
i think dads are pissed because they are jealous son actually gets to bone some hot young chick. not because you're too loud or anything. if they can't hear you they can pretend you don't have any sex at all and it makes them less bitter about their sexless adulthood. just a theory...
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on October 07, 2012, 02:14:34 PM
Being asked about my religious beliefs while making out.
See ya.
Title: Re: Awkward Sexual Experiences
Post by: Neverlaid4lyfe on October 07, 2012, 02:43:08 PM
Grandpops walked in on me giving a girl a butt massage
Title: Re: Awkward Sexual Experiences
Post by: crackrazor on October 07, 2012, 03:44:03 PM
   I met this Filipino chick at an art show, she gave me her number and we'd text every once and a while. Then one night she calls me and she's all drunk and fingerblasting her self. I'm down, so we go meet up at a bar and get tanked for a while. Eventually she invites me back to her house. We get there and it's pitch black. She leads me down to the basement and we play Super Nintendo for a while. After a while we start going at it, and she's dumb freaky. Shit like putting my hand on her neck while we're fucking and telling me to choke her. After the banging I pass out, only to wake up the next morning in this dank basement that just reeks of vagina. I quickly get dressed and walk up the basement stairs. I open the door, and I walk in on a full on Filipino family gathering. Her grand parents are there, her parents, tons of kids and a bunch of old people. There are also crosses on the wall and a HUGE painting of jesus. They all stare or glare at me in silence and I just walk out. Worst walk of shame I've had thus far.
Title: Re: Awkward Sexual Experiences
Post by: scorpion1001 on October 07, 2012, 07:56:29 PM
you just reminded me of a good one!

a few years back i went to my girl's place (at the time) to get it in since her mom was out.  i sneak out incognito and manage to avoid her mom coming home from work, until i take a few steps outside her building and realize i left my phone.  i had to walk right back up to her apartment and ring for my cell, with her mom staring me right in the face as i walked off in silence.
Title: Re: Awkward Sexual Experiences
Post by: Dontfearthereefer on October 07, 2012, 08:13:40 PM
this thread kills it, i don't have anything of any value to input, i must be blowing it by having normal sexual experiences
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on October 08, 2012, 03:57:12 AM
Due to popular demand, I will be posting my real life porno double blowjob story in the next day or so. Its only gay if balls touch right?
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on October 08, 2012, 04:07:42 AM
Due to popular demand, I will be posting my real life porno double blowjob story in the next day or so. Its only gay if balls touch right?

Oh wow, sounds like some good start of the week reading..
Title: Re: Awkward Sexual Experiences
Post by: Matze on October 08, 2012, 04:32:41 AM
Being asked about my religious beliefs while making out.
See ya.

haha, feeling you.

Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on October 08, 2012, 04:36:56 AM
Expand Quote
Being asked about my religious beliefs while making out.
See ya.
[close]

haha, feeling you.


ask her if she is christian, then "nail her to the cross".
Title: Re: Awkward Sexual Experiences
Post by: pica on October 08, 2012, 05:01:54 AM
Being asked about my religious beliefs while making out.
See ya.

"Herpes!" would have been the correct answer.
Title: Re: Awkward Sexual Experiences
Post by: hankmasterflex on October 08, 2012, 05:24:04 AM
banging in the local grimey pizza joint's bathroom
banging on my friends living room couch surrounded by 9 people sleeping on the floor
handjob while my girl was driving and a friend in the backseat (multiple times)

nothing super craze.
Title: Re: Awkward Sexual Experiences
Post by: steve on October 08, 2012, 03:40:42 PM
Expand Quote
Expand Quote
Being asked about my religious beliefs while making out.
See ya.
[close]

haha, feeling you.

[close]

ask her if she is christian, then "nail her to the cross".

i was once having hard sex with this girl I'd just met and she kept loudly moaning "oh my god. Jesus. oh my god" so I stopped mid thrust and asked "do you always pray when getting fucked?"
Title: Re: Awkward Sexual Experiences
Post by: essal on November 06, 2012, 03:03:50 PM
I was out drinking with my battle buddy from the army, and he wanted to wingman for me since he already had a girlfriend and thought that would be cool. While he is probably the best battle buddy, he is a really shitty wingman. I have a pretty bushy beard, and he finds these "classy" girls which basically don't like beards... At all... EVER.
Another skate buddy comes along, and we decide to ditch my battle buddy, the girls he invited and some other random dudes, to hang out with some other guys that skate.

We walk into this place, and buy beer. My buddy talks to a girl at the bar, while catch up with the other guys. The girl comes over to me, and seems pretty interested. Since I was drunk, I thought she was pretty attractive and sweet (she was swedish). So after a few minutes she said "so you did want to fuck right?" and I say of course.
We walk to her place, fuck and then I fall asleep (WHY DIDN'T I BAIL AND STEAL SOME FUNNY SHIT???).

So I wake up the next morning. She is fucking ugly, as in the worst I have ever done. She wakes up and we talk for a while, turns out I lied about my age (claimed I was 28 or 29, I'm 24), what my job was (I have no clue about what I said, I study) and some other shit. So this was turning out great.. Then I asked her what my buddy had talk to her about earlier last night; Basically he had walked over to her, and told her that "my buddy said that you were hot and that he wanted to fuck you".
The expression on my face probably made her realize that this wasn't very true. I left without saying anything else.

On the positive side, she did not complain about my beard hurting her, and from now on I can only do hotter females.
And my buddy actually gets me laid when he is wingman'ing.
Title: Re: Awkward Sexual Experiences
Post by: Fairy Boy on November 06, 2012, 06:39:24 PM
banging in the local grimey pizza joint's bathroom
banging on my friends living room couch surrounded by 9 people sleeping on the floor
handjob while my girl was driving and a friend in the backseat (multiple times)

nothing super craze.


how the fuck does that work? bench front seat, buddy napping on a road trip? If I was the friend I'd make her crash before I let that go down.
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on November 06, 2012, 08:07:11 PM
Expand Quote
banging in the local grimey pizza joint's bathroom
banging on my friends living room couch surrounded by 9 people sleeping on the floor
handjob while my girl was driving and a friend in the backseat (multiple times)

nothing super craze.

[close]

how the fuck does that work? bench front seat, buddy napping on a road trip? If I was the friend I'd make her crash before I let that go down.

(http://thumbs.dreamstime.com/thumblarge_385/12390665513RDXmp.jpg)
Title: Re: Awkward Sexual Experiences
Post by: BARACKOBAMA on November 07, 2012, 10:49:07 PM
so me and this girl have been pretty tight for like two years now, one of those situations where dude is madly in love with the girl but ol girl is not really havin it like that. so over the summer we're kickin it alot because we both stayed on campus and shit, i drunkenly profess my love on several occations and subtly put in some friendzone elimination work.

so Das racist comes in to town and hes got this rapper from Houston, Fat Tony with him, I know some peeps who are cool with the dude from high school and me and girl end up smokin and drinkin wit Heems and fat tony. by now shes drunk as shit and super impressed by my ostensible connections. for a moment I was that Nigga.

so we're chillin at her crib and its like 4am. we in the same bed and shit and we get on some cuddle game, i should note that up to this point i was on the bitch route as a cuddle buddy for some time. but all of a sudden jesus comes down and gives me an in. she takes my hand and puts it over her left tit. oh glorius left tit that had been the forbidden kingdom for so long...at this point im activated all systems are go and ima get whats mine. I proceed to go from neck down to navel and make the most crucial error any man has made in history. i go from naval up to lips (i often do this to build anticipation in the girl) but this time it was a fatal error. full boner and all i hear the most crushing words a man could hear
"I cant kiss you,ahh this is too weird now"
i blew it. and then returned to cuddling like a bitch fully erect penis and all. I dont talk to this girl much anymore...
Title: Re: Awkward Sexual Experiences
Post by: Matze on November 08, 2012, 04:07:47 AM
barack, in about 10 years I want to do your daughter. she's hot
Title: Re: Awkward Sexual Experiences
Post by: buttpirate on November 08, 2012, 06:29:09 AM
so me and this girl have been pretty tight for like two years now, one of those situations where dude is madly in love with the girl but ol girl is not really havin it like that. so over the summer we're kickin it alot because we both stayed on campus and shit, i drunkenly profess my love on several occations and subtly put in some friendzone elimination work.

so Das racist comes in to town and hes got this rapper from Houston, Fat Tony with him, I know some peeps who are cool with the dude from high school and me and girl end up smokin and drinkin wit Heems and fat tony. by now shes drunk as shit and super impressed by my ostensible connections. for a moment I was that Nigga.

so we're chillin at her crib and its like 4am. we in the same bed and shit and we get on some cuddle game, i should note that up to this point i was on the bitch route as a cuddle buddy for some time. but all of a sudden jesus comes down and gives me an in. she takes my hand and puts it over her left tit. oh glorius left tit that had been the forbidden kingdom for so long...at this point im activated all systems are go and ima get whats mine. I proceed to go from neck down to navel and make the most crucial error any man has made in history. i go from naval up to lips (i often do this to build anticipation in the girl) but this time it was a fatal error. full boner and all i hear the most crushing words a man could hear
"I cant kiss you,ahh this is too weird now"
i blew it. and then returned to cuddling like a bitch fully erect penis and all. I dont talk to this girl much anymore...

"cuddle buddy"?  you have zero chance of having sex with this girl, no not never
Title: Re: Awkward Sexual Experiences
Post by: BARACKOBAMA on November 08, 2012, 07:23:58 AM
barack, in about 10 years I want to do your daughter. she's hot

permission granted, as long as you're American
Title: Re: Awkward Sexual Experiences
Post by: HairyCunt on November 08, 2012, 11:12:55 PM
barack, in about 10 years I want to do your daughter. she's hot

You must be sad that they took the bestiality section off of motherless.com.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on November 09, 2012, 11:51:50 AM
A couple days ago my girlfriend and I were just watching Harry Potter and the Deathly Hallows pt 1 and out of nowhere she says "I want to sit on your face". I decline because I was really into the movie to which she just takes her pants off and plants her ass on my face. I start going at it because there's no way I can see the movie with her asshole blocking my eyes. Not 5 minutes into it and my dad walks into the room. She freezes up and just continues to sit there. I shove her bodily off my face onto the floor. I look at my dad and say "So... what's for dinner?" eh.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on November 09, 2012, 12:34:04 PM
Hahaha. Classic jimi.
Title: Re: Awkward Sexual Experiences
Post by: malibu hamish on November 09, 2012, 01:13:25 PM
im not going to be able to top that one jimi but heres my story.

I was at this party and my friends girlfriend comes up to me and starts telling me how sheher friend wants to get down so i proceed to go talk to her. ONe thing leads to another and we go out to her car. While im fucking her i happen to look out the window and see some dude sitting with his front door open staring right at me. I have this petrified look on my face and the girl asks "whats wrong?" to which i reply some creepy fucker is watching she looks over and didnt seem to care one bit. Busted all over her car, went back to the party and continued drinking without her.


The dude was lurking really hard in his doorway.
Title: Re: Awkward Sexual Experiences
Post by: cancelled on November 09, 2012, 01:18:23 PM
my friends girlfriend


damn, your a fucking tool
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on November 09, 2012, 03:58:22 PM
Expand Quote
my friends girlfriend
[close]


damn, your a fucking tool
do you mean a real friend or just a dude  you've known and have kicked it with a couple times?
Title: Re: Awkward Sexual Experiences
Post by: weedpop on November 09, 2012, 04:47:02 PM
I thought the awkward part of the story would be trying to decide whether or not to fuck your friend's slutty girlfriend. I guess "the Illusion" has no qualms about such things.
Title: Re: Awkward Sexual Experiences
Post by: malibu hamish on November 09, 2012, 06:06:28 PM
I thought the awkward part of the story would be trying to decide whether or not to fuck your friend's slutty girlfriend. I guess "the Illusion" has no qualms about such things.
I must have miss typed. it was my friends girlfriends freind
Title: Re: Awkward Sexual Experiences
Post by: A.J.K. on November 10, 2012, 11:09:15 AM
Expand Quote
I thought the awkward part of the story would be trying to decide whether or not to fuck your friend's slutty girlfriend. I guess "the Illusion" has no qualms about such things.
[close]
I must have miss typed. it was my friends girlfriends freind

(http://i536.photobucket.com/albums/ff326/Ychapin/flashing/OTHER/backpedal.gif)
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on November 13, 2012, 10:01:59 AM
Expand Quote
so me and this girl have been pretty tight for like two years now, one of those situations where dude is madly in love with the girl but ol girl is not really havin it like that. so over the summer we're kickin it alot because we both stayed on campus and shit, i drunkenly profess my love on several occations and subtly put in some friendzone elimination work.

so Das racist comes in to town and hes got this rapper from Houston, Fat Tony with him, I know some peeps who are cool with the dude from high school and me and girl end up smokin and drinkin wit Heems and fat tony. by now shes drunk as shit and super impressed by my ostensible connections. for a moment I was that Nigga.

so we're chillin at her crib and its like 4am. we in the same bed and shit and we get on some cuddle game, i should note that up to this point i was on the bitch route as a cuddle buddy for some time. but all of a sudden jesus comes down and gives me an in. she takes my hand and puts it over her left tit. oh glorius left tit that had been the forbidden kingdom for so long...at this point im activated all systems are go and ima get whats mine. I proceed to go from neck down to navel and make the most crucial error any man has made in history. i go from naval up to lips (i often do this to build anticipation in the girl) but this time it was a fatal error. full boner and all i hear the most crushing words a man could hear
"I cant kiss you,ahh this is too weird now"
i blew it. and then returned to cuddling like a bitch fully erect penis and all. I dont talk to this girl much anymore...
[close]

"cuddle buddy"?  you have zero chance of having sex with this girl, no not never

At least he's touching an actual girl, Right? That's still kind of a win.
Title: Re: Awkward Sexual Experiences
Post by: malibu hamish on November 13, 2012, 07:55:47 PM
Expand Quote
Expand Quote
so me and this girl have been pretty tight for like two years now, one of those situations where dude is madly in love with the girl but ol girl is not really havin it like that. so over the summer we're kickin it alot because we both stayed on campus and shit, i drunkenly profess my love on several occations and subtly put in some friendzone elimination work.

so Das racist comes in to town and hes got this rapper from Houston, Fat Tony with him, I know some peeps who are cool with the dude from high school and me and girl end up smokin and drinkin wit Heems and fat tony. by now shes drunk as shit and super impressed by my ostensible connections. for a moment I was that Nigga.

so we're chillin at her crib and its like 4am. we in the same bed and shit and we get on some cuddle game, i should note that up to this point i was on the bitch route as a cuddle buddy for some time. but all of a sudden jesus comes down and gives me an in. she takes my hand and puts it over her left tit. oh glorius left tit that had been the forbidden kingdom for so long...at this point im activated all systems are go and ima get whats mine. I proceed to go from neck down to navel and make the most crucial error any man has made in history. i go from naval up to lips (i often do this to build anticipation in the girl) but this time it was a fatal error. full boner and all i hear the most crushing words a man could hear
"I cant kiss you,ahh this is too weird now"
i blew it. and then returned to cuddling like a bitch fully erect penis and all. I dont talk to this girl much anymore...
[close]

"cuddle buddy"?  you have zero chance of having sex with this girl, no not never
[close]

At least he's touching an actual girl, Right? That's still kind of a win.
has there been stories of those weird mannequin people?
Title: Re: Awkward Sexual Experiences
Post by: nice weather on December 01, 2012, 07:49:41 AM
yea the vitamin c should get the job done, not to worry
Title: Re: Awkward Sexual Experiences
Post by: The Human Condom on December 01, 2012, 06:30:17 PM
Did you ever get tested solo?  Do you have a venereal?
Title: Re: Awkward Sexual Experiences
Post by: crackrazor on December 01, 2012, 09:36:16 PM
yea the vitamin c should get the job done, not to worry
Title: Re: Awkward Sexual Experiences
Post by: Goblinshark on December 01, 2012, 09:46:30 PM
Did you ever get tested solo?  Do you have a venereal?

I know this guy, he fucks with high school girls
Title: Re: Awkward Sexual Experiences
Post by: Chris Hansen is back on December 02, 2012, 12:11:51 AM
What the fuck, man. I'm right here.
Title: Re: Awkward Sexual Experiences
Post by: Jackie Joyner Kersee on December 02, 2012, 01:35:55 AM
What the fuck, man. I'm right here.

The Boondocks - To Catch A Predator (http://www.youtube.com/watch?v=SDqZc6rY6Is#)
Title: Re: Awkward Sexual Experiences
Post by: solo on December 02, 2012, 04:22:47 AM
Expand Quote
Did you ever get tested solo?  Do you have a venereal?
[close]

I know this guy, he fucks with high school girls
human condom..

i have yet to get tested.


factoring in some the math of there being 3 girls that i've definitely gone in uncondomed with...... and adding the possibility of what girl could have what based on how freely people fornicate these days leads me to....... not want to think about it any more... i think i'm good though. it's been a while and everything's normal lol.


and goblinbabydicks


the girl from the story was 22

and the other girl i dated for a while with the car was 20

oh, and the first girl i heemed was some bakery prodigy 19 year old


you make it seem so bad eric -_-
for the record, the girl who i brought over to the house the day i was painting has been out of high school for a while..
Title: Re: Awkward Sexual Experiences
Post by: Alan on December 02, 2012, 05:59:46 AM
lol.


Oh yeah, lols for days.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 02, 2012, 09:12:42 AM
oh, and the first girl i heemed was some bakery prodigy 19 year old

I want to hear about this. And is there a video of her baking?
Title: Re: Awkward Sexual Experiences
Post by: solo on December 02, 2012, 12:22:03 PM
Expand Quote
oh, and the first girl i heemed was some bakery prodigy 19 year old
[close]

I want to hear about this. And is there a video of her baking?
yeah i setup a hidden camera and filmed her fisheye when we'd have crazy sessions in the bakery. we'd make a real mess of the place after hours.

cake batter and genital juices everywhere.

Title: Re: Awkward Sexual Experiences
Post by: ice nine on December 02, 2012, 01:07:25 PM
U also did a hit and run u piece of shit
Title: Re: Awkward Sexual Experiences
Post by: solo on December 03, 2012, 03:01:24 AM
U also did a hit and run u piece of shit
fuck, hit and run is a dick move....

there was so much going on that i sort of blocked that part out .....

hope it's all good by now ...
Title: Re: Awkward Sexual Experiences
Post by: dkn on December 05, 2012, 07:18:32 AM
i was about to lose my virginity

too nervous to buy condoms over the counter

so i went to a bathroom vending machine

things get heated and she opens up my purchase

...it turned out to be lube >_<
Title: Re: Awkward Sexual Experiences
Post by: dkn on December 05, 2012, 07:21:00 AM
and once i dated a girl for two years

for valentines day she cooked me dinner

i chopped the habaneros cause i love spicy food

after i clean up the table i'm greeted by lingerie and candles

i start fingering her and she starts crying...

had i washed my hands maybe we would still be together
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 05, 2012, 10:34:02 AM
and once i dated a girl for two years

for valentines day she cooked me dinner

i chopped the habaneros cause i love spicy food

after i clean up the table i'm greeted by lingerie and candles

i start fingering her and she starts crying...

had i washed my hands maybe we would still be together
my god dude. That's harsh.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on December 05, 2012, 10:41:09 AM
new post in awkward sexual experiences. okay.

its jimi. oh god oh god oh god i am excited.

he just responds to something.

disappointment, thy name be jimi.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 05, 2012, 11:01:55 AM
new post in awkward sexual experiences. okay.

its jimi. oh god oh god oh god i am excited.

he just responds to something.

disappointment, thy name be jimi.
Sorry to disappoint. I've had a dry spell as of late. Here's an oldie

When I was 17 I was dating this girl I'd had a thing for for a few years. She came over early one morning to pick me up for school. I sleep naked so she came in my room and there I was in all my black glory. She shimmies into the bed and we start making out and shit. That's when I take off her clothes and I lose my virginity. I've watched an absurd amount of porn so I wanted to try everything. I flipped her over and started going doggy on her and I look out my window and across the street at a home for mentally challenged people I see 4 of them just watching. I don't think she noticed but I did. I finished up and we left and as I walked out the door of my house they all just stared at me. I lost my virginity in front of mentally challenged people.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on December 05, 2012, 11:25:29 AM
moar.
Title: Re: Awkward Sexual Experiences
Post by: captainfalcon69 on December 05, 2012, 12:09:23 PM
holy fuck jimi i wish i could gnar u

==

I dont have any awkward experiences per say, but i got one good out of the ordinary story.

i used to work at a baskin robbins and there was a walkin freezer where we kept the ice cream, ya whatevs.
and i ended up taking this one chick's virginity that worked there sometime before this.
A few weeks later i talk her into having sex in the freezer for shits and gigs. took forever for her to give in lol but ya.

keep in mind this place was always dead as fuck, with no managers around at night, and whenever someone walked in the place had a ringer/buzzer thing to let us kno. the freezer door was open b/c fuck having sex with it closed i aint an eskimo

So yeah we get started with her grabbing some shelves where the ice cream was, wearing these thick gloves the store had haha. once i was plowin away the cold didnt phase me too much, idk how she felt haha

but yeah finished up, management never said anything, win
Title: Re: Awkward Sexual Experiences
Post by: steve on December 05, 2012, 08:03:38 PM
i've only slept with 3 girls since last november. It's like I'm a virgin again.

This summer I was awarded a residency at a local University to write poetry for 1 week. It happened to be the week of my 27th birthday. There was a girl, Lilly, also in residency while celebrating her 21st birthday. We had a romping round of birthday sex. Well, her suite mate was a delightful Pakistani, who claimed to be a former heroin user and couldn't handle being around people drinking. She wasn't thrilled about Lilly and I drinking all night and then fucking. We were loud to the point where Sarah Pakinstani packed her bags, quit the residency, and sent a scathing message to the program director that she couldn't sleep or get anything done when she wanted to puke because people were fucking all night.

Later this summer, my friend from school asked me to help move her into the apartment she is now living in for grad school. I agreed, we'd had a crush on one another during the 2 years we've been friends, but she's always had a boyfriend and, well she's 6 years younger than I. So, anyhow, shit was kinda weird putting the bed together and smoking bowls, but we're cool. We moved her stuff into the house and had yet to meet her roommates. We go out to the bars and start drinking heady beers and smoking bowls. By the time we are walking back to her pad, we're making out. Back at the house, we still haven't met her roomies, head up to her spot, and start fucking. this girl was pretty loud and I was healthy this summer to the point were I could fuck for hours, so, we stayed up banging the bed against the wall. The roommate in the next room slammed his door and walked out of the house at some point. We woke the next day, at some breakfast, and introduced ourselves. they ask, "how long have you been together?" she says "we're not. my boyfriend is still at home." to make matters more interesting, this girl tells me how small her dudes dick is and how low his balls drop. I actually kind of like the guy, so this awkward as fuck. Especially, when I'm getting a coffee in town a few days later and he says "Steve! thanks for moving her in! I appreciate it" giving me a hug.

This past weekend, I hooked up with a girl I've known for years. It wasn't really very good, she laid there and let me rail away. Might as well have been using a rowing machine. So, again, she's unbelievable loud. I'm thinking to myself "damn, i'm not even into this. chill out." but i keep on keeping on. What was weird is that she rents a room from a married couple, who are cool, but whose room is the next over and who had to work at 8am. So here we are, getting it on, with this girl moaning away, and the people she lives with are trying to sleep after going to a hall and oates concert. The awkward part is when I try to sneak out of the house in the AM and both of them are sitting on the couch looking like they hadn't slept at all. They didn't wish me good bye.

Well, I lied, because I also got laid last NYE when I was in Cambodia.

I was at the FCC with this dude I called State Department. He is a little older and had money to blow so every group of white broads who walked by, he offered drinks to them. After hours, this British girl and a Khmer dude end up hanging out with us. We're drinking and bullshitting. I'm making up stories about why I was there and this girl, Sophie, starts getting into me. Around 2am she said "where's my new years kiss?" sits on my lap, and starts making out with me (her Khmer escort had left by this time). At about 330am we hop in a tuk-tuk, score some green, and head to the Heart of Darkness. We're in there drinking whisky shots, getting pummeled. We're dancing and dry humping and I'm trying to finger blast her on the floor and this Khmer hookers keep pulling my hand from under her skirt. We decide to peace out and call up my man Borei for a tuk tuk back the Golden Gate Hotel. I told her I had a roomie but she insisted we go to my spot. We get up to the room and she says "oh, fuck me, maybe we shoulda gone to my spot." I take a shit and when I exit the commode she's completely naked on top of my bed. I'm standing there, eyes going back and forth between her and the dude sleeping, absolutely wasted snoring, in the bed 3 feet away from mine. Sophie says "well, are you gonna fuck me or what?" I drop trou and with my freshly wiped bottom, hop into the bed and start fucking. I had some mean whisky dick and she starts screaming "FUCK ME BLOODY HARDER." This goes on for a spell, I fucked her doggy, legs up the head board, and I tried the pooper, but I was pretty wiped out with jet lag (It was my first full night in the Kingdom) and stopped. The next morning she was gone and I had a bed full of hair pins. I took the kid I shared a room with out for lunch and was worried he'd be pissed. The little fucker didn't say a thing!
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 05, 2012, 08:27:28 PM
Man, ain't nobody trying to sleep after a Hall and Oates show. They were partying for sure!
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on December 23, 2012, 06:17:19 PM
I have period blood all over my bed
Title: Re: Awkward Sexual Experiences
Post by: brycickle on December 23, 2012, 06:20:56 PM
YOU'RE NOT THE DAD!!!!
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on December 24, 2012, 01:10:33 AM
it finally started, huh?
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on December 24, 2012, 12:13:28 PM
i've only slept with 3 girls since last november. It's like I'm a virgin again.
no
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on January 03, 2013, 01:15:06 PM
i was about to lose my virginity

too nervous to buy condoms over the counter

so i went to a bathroom vending machine

things get heated and she opens up my purchase

...it turned out to be lube >_<

Exact same thing happened the first time I tried to buy them, still got one of the packets left (think it's pina colada) - saved it all these years as a souvenir of my idiocy
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 03, 2013, 01:50:37 PM
I may have a few...

Fuckin my ex girlfriend, shit is going soo nice, chick is sooo fucking wet.  In my head I am thinking, "Yeahhhh, you like that don't ya, bitch."  We go to switch positions and their is a river of blood all over my dick, balls, and pubes.  It was like someone dumped a can of red paint on my junk.  I scream and blackout.  (jk, but I did scream).  She was super embarrassed about the whole thing.  Kinda funny now that i think back on it.  Super gross though.

Bangin this Goth chick, decent looking, nice body, too much makeup.  Here is the kicker though.  She has epilepsy.  Like the seizure shit.  So, the whole time I am railing her, I am thinking, fuckkkk, what if she has a seizure.  Imagine, I have to like call an ambulance and she is just like there ass propped up foaming at the mouth, with me and my dick in my hand.  Shit wouldve been the worst.  She takes meds for it, but late at night and after drankin, she is more prone to have them.  So, suffice to say, it wasn't my best performance.  Also, the meds made her pussy not the wettest.  I don't know why, researched it though, and people with epilepsy have said the same thing.  So, I had to work at that shit for awhile to get her going.  I am to lazy for that.  I just want to nut.  All in all, it wasn't the most enjoyable sex of my life.

I have a couple more if any of you want to read, but yeah, whatevs.   This thread is gold for the record.
Title: Re: Awkward Sexual Experiences
Post by: chockfullofthat on January 03, 2013, 02:03:39 PM
I may have a few...

Fuckin my ex girlfriend, shit is going soo nice, chick is sooo fucking wet.?  In my head I am thinking, "Yeahhhh, you like that don't ya, bitch."?  We go to switch positions and their is a river of blood all over my dick, balls, and pubes.?  It was like someone dumped a can of red paint on my junk.?  I scream and blackout.?  (jk, but I did scream).?  She was super embarrassed about the whole thing.?  Kinda funny now that i think back on it.?  Super gross though.

Bangin this Goth chick, decent looking, nice body, too much makeup.?  Here is the kicker though.?  She has epilepsy.?  Like the seizure shit.?  So, the whole time I am railing her, I am thinking, fuckkkk, what if she has a seizure.?  Imagine, I have to like call an ambulance and she is just like there ass propped up foaming at the mouth, with me and my dick in my hand.?  Shit wouldve been the worst.?  She takes meds for it, but late at night and after drankin, she is more prone to have them.?  So, suffice to say, it wasn't my best performance.?  Also, the meds made her pussy not the wettest.?  I don't know why, researched it though, and people with epilepsy have said the same thing.?  So, I had to work at that shit for awhile to get her going.?  I am to lazy for that.?  I just want to nut.?  All in all, it wasn't the most enjoyable sex of my life.

I have a couple more if any of you want to read, but yeah, whatevs.?  ? This thread is gold for the record.

Period blood is only bad if you decide it is, or has aids in it, and maybe that Goth chick should invest in a large bottle of lubricant.  Also, r u like 16 or sumthin?...jklol
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 03, 2013, 02:39:00 PM
And you don't foam at the mouth when you have a seizure.
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 03, 2013, 02:49:34 PM
^^ it is possible to foam at the mouth when having a seizure.  Yes, it is over dramatized in movies, but it is possible.  Get your shit straight. 

Also, chuckfullofthat, I am 24, and every experience I have had with period blood has been unpleasant as fuck.  I don't know what sort of blood fetish shit you are into, but I do not fucks with that. 
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 03, 2013, 03:02:55 PM
I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 03, 2013, 04:29:22 PM
^^ it is possible to foam at the mouth when having a seizure.  Yes, it is over dramatized in movies, but it is possible.  Get your shit straight. 

Also, chuckfullofthat, I am 24, and every experience I have had with period blood has been unpleasant as fuck.  I don't know what sort of blood fetish shit you are into, but I do not fucks with that. 
Sure it's possible, but it's far from typical. I'm a national registry EMT. My shit is probably straighter than yours.
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 03, 2013, 05:00:00 PM
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^^ it is possible to foam at the mouth when having a seizure.  Yes, it is over dramatized in movies, but it is possible.  Get your shit straight. 

Also, chuckfullofthat, I am 24, and every experience I have had with period blood has been unpleasant as fuck.  I don't know what sort of blood fetish shit you are into, but I do not fucks with that. 
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Sure it's possible, but it's far from typical. I'm a national registry EMT. My shit is probably straighter than yours.

Touche.  I have my Masters in Clinical Psych, preparing to get my doctorate in the near future.  With Epilepsy being a psychological disorder, my shit isn't that askew.  Your shit is most likely straighter in this subject matter though.   
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 03, 2013, 05:00:26 PM
I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.

That fucking upset me. lol
Title: Re: Awkward Sexual Experiences
Post by: steve on January 03, 2013, 05:26:15 PM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 03, 2013, 05:59:39 PM
tried to bang my girl in the parking garage at the va hospital next to ft miley on new years eve day. she got a random period and got blood all over my car. sucked. we walked around after and i think i saw greg carroll with his family.

later that night i got to stick it in her butt, in a friend of a friends bed. but then my cum leaked out everywhere cause we were too wasted to deal with the post-coital clean up. sorry dude. this was after i threw up in said dude's garbage can in the room. again, sorry dude.
You should have told him all about it. Something makes me think he isn't completely new to situations like this.
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 04, 2013, 06:58:31 AM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.

Dude, it is blood on ur tongue.  Like viscous period blood on your tongue.  Poop would be terrible, but like fuck.  They are both horrendous.  You are killing me bro. fuck lol
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on January 04, 2013, 07:34:13 AM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
[close]

Dude, it is blood on ur tongue.?  Like viscous period blood on your tongue.?  Poop would be terrible, but like fuck.?  They are both horrendous.?  You are killing me bro. fuck lol

Na im definately with Steve on this one. Tounging poo would be way worse! I mis-timed an oral sesh with my fiance once and got a taste of the menstrual martini.. its not awful! obviously it aint nice, im not gonna be dipping tampons in my water like some kinda vampire teabag.. but its not that bad.. whereas the thought of even tasting a hint of jobby makes me gag
Title: Re: Awkward Sexual Experiences
Post by: Merked on January 04, 2013, 08:20:28 AM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
[close]

Dude, it is blood on ur tongue.?  Like viscous period blood on your tongue.?  Poop would be terrible, but like fuck.?  They are both horrendous.?  You are killing me bro. fuck lol
[close]

Na im definately with Steve on this one. Tounging poo would be way worse! I mis-timed an oral sesh with my fiance once and got a taste of the menstrual martini.. its not awful! obviously it aint nice, im not gonna be dipping tampons in my water like some kinda vampire teabag.. but its not that bad.. whereas the thought of even tasting a hint of jobby makes me gag

Had me fucking dieing at work.  LOL. 
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on January 04, 2013, 12:42:41 PM
Well, got caught jerking off by my fiance. I asked if he'd do it for me and laughed my ass off when he walked out of the room.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on January 04, 2013, 01:42:25 PM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
[close]

Dude, it is blood on ur tongue.?  Like viscous period blood on your tongue.?  Poop would be terrible, but like fuck.?  They are both horrendous.?  You are killing me bro. fuck lol
[close]

Na im definately with Steve on this one. Tounging poo would be way worse! I mis-timed an oral sesh with my fiance once and got a taste of the menstrual martini.. its not awful! obviously it aint nice, im not gonna be dipping tampons in my water like some kinda vampire teabag.. but its not that bad.. whereas the thought of even tasting a hint of jobby makes me gag
I honestly like the taste of blood. Though, I don't know if menstrual blood taste different because it's not really blood. One thing is for sure, in no way could I ever imagine enjoying the taste of shit.
Title: Re: Awkward Sexual Experiences
Post by: steve on January 04, 2013, 03:19:08 PM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
[close]


so what's that like?  Is it like eating a stale chocolate chip?  Were you doing some deep mining or was it right by the door?

deep mining, hah!

Although I've been with some ladies who like the chute cleaned, I haven't tasted the turd.

Menstrual fluid just isn't that gnarly. Think about the smell of shit on your finger after a heinous wipe and that should be enough. I knew this girl Amy in NC who wanted me to shit on her chest and despite being wasted I couldn't bring the boston pancake to Greensboro.
Title: Re: Awkward Sexual Experiences
Post by: chockfullofthat on January 04, 2013, 06:59:08 PM
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I think I told this but I ate my gf's pussy a few days before her period was supposed to start.instead it started in my mouth. I knew she'd freak out and feel embarassed so I kept goin but there was some thick thick dark viscous blood, I lost my rhythm and she looked down and it was all over.
[close]

That fucking upset me. lol
[close]

getting your red wings! Hells Angels are all about it. I think tantric tradition might be interested as well.

I don't know, none of that bothers me all that much. I'm not saying that it's particularly nice but it's not like getting poop on your tongue.
[close]


so what's that like?  Is it like eating a stale chocolate chip?  Were you doing some deep mining or was it right by the door?
[close]

deep mining, hah!

Although I've been with some ladies who like the chute cleaned, I haven't tasted the turd.

Menstrual fluid just isn't that gnarly. Think about the smell of shit on your finger after a heinous wipe and that should be enough. I knew this girl Amy in NC who wanted me to shit on her chest and despite being wasted I couldn't bring the boston pancake to Greensboro.

Damn dude.  WHAT THE FUCK.  HAHAHAHA.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on January 04, 2013, 07:05:09 PM
Did you actually try? I could see myself wasted agreeing to it and not being able to deliver.
Title: Re: Awkward Sexual Experiences
Post by: steve on January 04, 2013, 09:11:09 PM
Did you actually try? I could see myself wasted agreeing to it and not being able to deliver.

Nah, man. I got into some weird shit while I was down there, but decimating the chest of a girl with anal spray from PBR, spicy papusas, and Cook-Out trays (religious themed fast food) was not an option. I had a bad track record at that time in that, because I was such a grimy dirtbag, after a girl hooked up with me, I'd lose all respect and stop talking with her.  Amy was different thought... I slept on the couch of the house her junky boyfriend lived at, she bought fed me 2x/day, gave road head, foot massages with lotion, bought cases of beer, and dressed like Betty Paige. The first time we screwed was in front of her parents McMansion, in my car. The next day I looked down at my junk and saw two black and blue marks. I freaked out for a bit until realizing they were bruises from her lip rings. each side of her vag was pierced. tongue, nipples, and clit too.
Just way too classy to poop on... ;D
Title: Re: Awkward Sexual Experiences
Post by: yukaton on January 04, 2013, 11:05:48 PM
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Did you actually try? I could see myself wasted agreeing to it and not being able to deliver.
[close]

Nah, man. I got into some weird shit while I was down there, but decimating the chest of a girl with anal spray from PBR, spicy papusas, and Cook-Out trays (religious themed fast food) was not an option. I had a bad track record at that time in that, because I was such a grimy dirtbag, after a girl hooked up with me, I'd lose all respect and stop talking with her.  Amy was different thought... I slept on the couch of the house her junky boyfriend lived at, she bought fed me 2x/day, gave road head, foot massages with lotion, bought cases of beer, and dressed like Betty Paige. The first time we screwed was in front of her parents McMansion, in my car. The next day I looked down at my junk and saw two black and blue marks. I freaked out for a bit until realizing they were bruises from her lip rings. each side of her vag was pierced. tongue, nipples, and clit too.
Just way too classy to poop on... ;D
Sure shes no porta potty but tell me you don't shit on porcelain everyday
Title: Re: Awkward Sexual Experiences
Post by: steve on January 05, 2013, 07:39:48 PM
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Did you actually try? I could see myself wasted agreeing to it and not being able to deliver.
[close]

Nah, man. I got into some weird shit while I was down there, but decimating the chest of a girl with anal spray from PBR, spicy papusas, and Cook-Out trays (religious themed fast food) was not an option. I had a bad track record at that time in that, because I was such a grimy dirtbag, after a girl hooked up with me, I'd lose all respect and stop talking with her.  Amy was different thought... I slept on the couch of the house her junky boyfriend lived at, she bought fed me 2x/day, gave road head, foot massages with lotion, bought cases of beer, and dressed like Betty Paige. The first time we screwed was in front of her parents McMansion, in my car. The next day I looked down at my junk and saw two black and blue marks. I freaked out for a bit until realizing they were bruises from her lip rings. each side of her vag was pierced. tongue, nipples, and clit too.
Just way too classy to poop on... ;D
[close]
Sure shes no porta potty but tell me you don't shit on porcelain everyday

bahaha she was pale as fuck, but i try not to shit in the porcelain, not on it.
Title: Re: Awkward Sexual Experiences
Post by: Gomez on January 21, 2013, 03:29:59 AM
lurked this thread since the beginning but only posting now to keep it from being lost:

so i'm hitting it with a non lubricated condom (hers, not mine; why do those things exist?) and had to stop after a while because at a certain point, after she claimed to have came, she dried up and it was too painful for her. for me, it was more so just like... not great. my dick was a little sore after, but in the moment i was more concerned about not going to class blue balled. i was racking my brain for every turn on i could think of that i have so i could finish asap but she called time of death before i had the chance. no blue balls though somehow, i've yet to actually ever have them.

that's the most awkward part of the story, but it continues to later that night:
she came over to my house and we drank and smoked. we went to my room and she starts giving me head but i end up having to take a piss not long into it, from the alcohol and weed, but i wasn't sure she'd be down for me to go take a piss and then suck my dick some more, so i decided to tough it out for a while. unfortunately, the urge to piss grew exponentially, so i couldn't fully enjoy it. here's where the awkwardness comes in: after a while she's ready to fuck so i break to take a piss, come back, hit it raw... and bust within like 10 minutes. the contrast between the feeling of raw compared to the earlier struggle sex, and to the struggle bj, and combined with my body being more sensitive from being high, i just couldn't hang. it was less awkward than the earlier situation since i had intoxication to soften the blow, and also the fact that she finished earlier and i didn't. the latter fact makes this memory one of my favorites, shit is like poetic justice.
Title: Re: Awkward Sexual Experiences
Post by: dingo on January 21, 2013, 04:55:06 AM
Im a long time lurker also, this thread has given me so much time to give some back, I have a couple of good stories but this one is always a good talking point. this is how the events unfold.

I live in Brisbane, Australia.  This happened about April 2011, was just before i turned 20.One night me and a few mates decide to hit the city. No big deal have some beers get drunk. I actually remember this night going exceptionally well and kissed some random 40 yr old in the casino. So we were all pretty confident after that and decide to hit the backpacker bar up, Notorious for cheap drinks and loose foreign pussy. I ended up meeting an American girl from some Southern state. She was nothing too special but bought me drinks and spent the rest of the night hooking up with her but didnt take her home because i was living with my parents. But i ended up getting her number.

At the time I met her I was on a bit of a lucky streak with pussy so i never pursued. She kept wanting to hang but I just flaked her off for better things.
Until about 6 weeks later my lucky streak well ran dry and I got horny. I ended up texting her and inviting her out to the beach. First time i saw her since the night i met her, so went to the beach with her and another American girl. Nothing happened just general chit chat, and I wasnt overly happy with how she looked sober and in a bikini, but ya gotta do what ya gotta do.
The next night me and a buddy decided to go out to the city and go drinking and she texted me that night saying she was there, i met up with her and she was drunk as was I. My friend was talking to some girls he knew who invited us all over to theres for drinks and spa including my American girl so I though why not. We jump in a cab on the way there and they called and flaked us so I said to my friend and the girl lets go to mine. This was my mistake. I lived with my parents and my dads friend was also staying with us.

We get home, my mate goes to bed pretty much straight away and the girl walks to my bed, so I was like fuck yeah its on. Everyone else is asleep. I get her into bed, kissing her up her neck. ya know being the romantic cunt to get them horny. I started fingering her after a bit she says stop, IM ON MY PERIOD,
the room was dark so i used my phone to look at my fingers, i had no blood on them. I was drunk and horny, and very stupid. so kept going, she kept putting up resistance about it and i kept saying its ok. next thing she jumps on me and slides my dick into her raw. I pumped her for about 10 seconds and thought fuck this and put a condom on.
So we starting fucking in the dark for prob bout half hour or so. I made her cum then I came. I was happy got some pussy all good.
Soon as i came she gets up and goes to the bath room and im stiing in the dark with the dom still on being stoked. A few months before i fucked a chick and never made such a puddle on the mattress from her cuming and feeling my bed i though i had done the same.
So i turn the light on to admire my penis thrusting skills. I stood in absolute horror. me bedroom looked like a murder scene.

I had the biggest puddle of blood soaked through three sheets onto my mattress. my parents had just put thousands of dollars of new white carpet in the house. And now there was a blood trail on it from my bedroom to the bathroom that had leaked out of her front bum.
Where she had stood up to hop out of the bed looked like someone had been stabbed on the floor and now the aroma of clotty period blood takes over and im freaking out becuase my parents will be up in a few hours.
Im covered in blood and feeling so sick, she comes back to the room just apologising saying shes going home. i lay there waiting for the cab she said she called with her to get her the fuck out of my house, i fall asleep wake up at about 5am she is still in my bed.
I grab my bed sheets wrap them in a bag and go wake my mate who is asleep upstairs. i say you gotta drive her to the train station.

So i have this bag on my back full of period blooded sheets and clothes, and my friend or the girl doesnt know how to get to the train station so i have to show them. just as we were leaving about 5.30 am my parents and dads friend wake up and come downstairs, next thing i know they catch me leaving and ask who is this and try having a conversation with her. As i they are talking to her while im trying to scurry her out of the house. i notice she has blood all over her clothes and down her legs. i freak out grab her and leave. the car ride smelt worst than a dead body . my mate knew straight away that she was bleeding and drove with all the windows down on a cold winter to help mask the smell. i kick her out at the train station covered in blood and stinks, she is so embarrassed i couldnt give a fuck.

I get my bag full of soiled goods and throw my good sheets and clothes in the bin and the corner store, theres no way they were washinf out. I get home there is still blood everywhere and downstairs stinks.
I dont know how to fix this so I do what any self respecting male does and tells his mother he just fucked a chick on her period and his room looks like a scene from csi.  i scrub the floors and flip my mattress over so the blood is on the other side(which is still like it now) get three portable fans and put them all on high to air out my bedroom. now i had to get out of the house me and my mate go to the beach so i can wash the blood off me due to me still not having a shower.
I get home that night and noticed mum and cleaned the floors with carpet cleaner and cleaned the bathroom of her bloody gash.

My mum is cool and sometimes jokes about it to me still, but she still asks me where her nice white sheets are. I told her i took them to a friends house and left them there they got lost. She made me buy her new ones. My room stunk of absolute worst violent smell of blood and shame for weeks

and yes i fucked her again, prob about another 15 times. That is maybe the most awkward part, and there is more awkward stories following because of her, she has pretty much put me off American girls till I get proved otherwise
Title: Re: Awkward Sexual Experiences
Post by: Nick on January 21, 2013, 06:51:33 AM
lurked this thread since the beginning but only posting now to keep it from being lost:

so i'm hitting it with a non lubricated condom (hers, not mine; why do those things exist?) and had to stop after a while because at a certain point, after she claimed to have came, she dried up and it was too painful for her. for me, it was more so just like... not great. my dick was a little sore after, but in the moment i was more concerned about not going to class blue balled. i was racking my brain for every turn on i could think of that i have so i could finish asap but she called time of death before i had the chance. no blue balls though somehow, i've yet to actually ever have them.

that's the most awkward part of the story, but it continues to later that night:
she came over to my house and we drank and smoked. we went to my room and she starts giving me head but i end up having to take a piss not long into it, from the alcohol and weed, but i wasn't sure she'd be down for me to go take a piss and then suck my dick some more, so i decided to tough it out for a while. unfortunately, the urge to piss grew exponentially, so i couldn't fully enjoy it. here's where the awkwardness comes in: after a while she's ready to fuck so i break to take a piss, come back, hit it raw... and bust within like 10 minutes. the contrast between the feeling of raw compared to the earlier struggle sex, and to the struggle bj, and combined with my body being more sensitive from being high, i just couldn't hang. it was less awkward than the earlier situation since i had intoxication to soften the blow, and also the fact that she finished earlier and i didn't. the latter fact makes this memory one of my favorites, shit is like poetic justice.
ddddaaaaaammmnnnn   :D
Title: Re: Awkward Sexual Experiences
Post by: Matze on January 21, 2013, 07:59:29 AM
best read when I'm at work.
Title: Re: Awkward Sexual Experiences
Post by: steve on January 21, 2013, 10:02:28 AM
Im a long time lurker also, this thread has given me so much time to give some back, I have a couple of good stories but this one is always a good talking point. this is how the events unfold.

I live in Brisbane, Australia.  This happened about April 2011, was just before i turned 20.One night me and a few mates decide to hit the city. No big deal have some beers get drunk. I actually remember this night going exceptionally well and kissed some random 40 yr old in the casino. So we were all pretty confident after that and decide to hit the backpacker bar up, Notorious for cheap drinks and loose foreign pussy. I ended up meeting an American girl from some Southern state. She was nothing too special but bought me drinks and spent the rest of the night hooking up with her but didnt take her home because i was living with my parents. But i ended up getting her number.

At the time I met her I was on a bit of a lucky streak with pussy so i never pursued. She kept wanting to hang but I just flaked her off for better things.
Until about 6 weeks later my lucky streak well ran dry and I got horny. I ended up texting her and inviting her out to the beach. First time i saw her since the night i met her, so went to the beach with her and another American girl. Nothing happened just general chit chat, and I wasnt overly happy with how she looked sober and in a bikini, but ya gotta do what ya gotta do.
The next night me and a buddy decided to go out to the city and go drinking and she texted me that night saying she was there, i met up with her and she was drunk as was I. My friend was talking to some girls he knew who invited us all over to theres for drinks and spa including my American girl so I though why not. We jump in a cab on the way there and they called and flaked us so I said to my friend and the girl lets go to mine. This was my mistake. I lived with my parents and my dads friend was also staying with us.

We get home, my mate goes to bed pretty much straight away and the girl walks to my bed, so I was like fuck yeah its on. Everyone else is asleep. I get her into bed, kissing her up her neck. ya know being the romantic cunt to get them horny. I started fingering her after a bit she says stop, IM ON MY PERIOD,
the room was dark so i used my phone to look at my fingers, i had no blood on them. I was drunk and horny, and very stupid. so kept going, she kept putting up resistance about it and i kept saying its ok. next thing she jumps on me and slides my dick into her raw. I pumped her for about 10 seconds and thought fuck this and put a condom on.
So we starting fucking in the dark for prob bout half hour or so. I made her cum then I came. I was happy got some pussy all good.
Soon as i came she gets up and goes to the bath room and im stiing in the dark with the dom still on being stoked. A few months before i fucked a chick and never made such a puddle on the mattress from her cuming and feeling my bed i though i had done the same.
So i turn the light on to admire my penis thrusting skills. I stood in absolute horror. me bedroom looked like a murder scene.

I had the biggest puddle of blood soaked through three sheets onto my mattress. my parents had just put thousands of dollars of new white carpet in the house. And now there was a blood trail on it from my bedroom to the bathroom that had leaked out of her front bum.
Where she had stood up to hop out of the bed looked like someone had been stabbed on the floor and now the aroma of clotty period blood takes over and im freaking out becuase my parents will be up in a few hours.
Im covered in blood and feeling so sick, she comes back to the room just apologising saying shes going home. i lay there waiting for the cab she said she called with her to get her the fuck out of my house, i fall asleep wake up at about 5am she is still in my bed.
I grab my bed sheets wrap them in a bag and go wake my mate who is asleep upstairs. i say you gotta drive her to the train station.

So i have this bag on my back full of period blooded sheets and clothes, and my friend or the girl doesnt know how to get to the train station so i have to show them. just as we were leaving about 5.30 am my parents and dads friend wake up and come downstairs, next thing i know they catch me leaving and ask who is this and try having a conversation with her. As i they are talking to her while im trying to scurry her out of the house. i notice she has blood all over her clothes and down her legs. i freak out grab her and leave. the car ride smelt worst than a dead body . my mate knew straight away that she was bleeding and drove with all the windows down on a cold winter to help mask the smell. i kick her out at the train station covered in blood and stinks, she is so embarrassed i couldnt give a fuck.

I get my bag full of soiled goods and throw my good sheets and clothes in the bin and the corner store, theres no way they were washinf out. I get home there is still blood everywhere and downstairs stinks.
I dont know how to fix this so I do what any self respecting male does and tells his mother he just fucked a chick on her period and his room looks like a scene from csi.  i scrub the floors and flip my mattress over so the blood is on the other side(which is still like it now) get three portable fans and put them all on high to air out my bedroom. now i had to get out of the house me and my mate go to the beach so i can wash the blood off me due to me still not having a shower.
I get home that night and noticed mum and cleaned the floors with carpet cleaner and cleaned the bathroom of her bloody gash.

My mum is cool and sometimes jokes about it to me still, but she still asks me where her nice white sheets are. I told her i took them to a friends house and left them there they got lost. She made me buy her new ones. My room stunk of absolute worst violent smell of blood and shame for weeks

and yes i fucked her again, prob about another 15 times. That is maybe the most awkward part, and there is more awkward stories following because of her, she has pretty much put me off American girls till I get proved otherwise

awesome story, dude!

I don't know if I've posted this in here but here it goes...

Years back, maybe 2009 or 08, when I was working in group homes, most of my coworkers were young women who, like me, weren't in school. So, we'd get together after work, get wasted, tell stories about the crazy kids we worked with, and fuck. In my first few years working there I got laid a lot. Anyhow, most of the girls I met were bat shit nutty. I became a firm believer in "good in bed, crazy in the head."

I'd starting hooking up with this girl Alainna. She was unhealthily thin, worked out too much, had huuuuge fake tits, and drank hard. She would binge for weeks, stop drinking, get some Bible verse tattooed, and a week later start getting wasted again. I spent a good summer hitting it. Although she was a headache, she and her older, drunker sister, had a place, plenty of booze, etc. Shit got real hectic sometimes. Her sister once walked into the bedroom when Alainna was passed out on the living room floor, naked, and crawled into bed with me, rubbing her nakedness all over me. Walked into the shower with me once as well.

We would be going at it and she would start yelling shit like "no! I'm not going to let you make me come. punch me in the face!" The situations just got more and more disastrous. Late night phone calls would ring from 2-6am and, at many points, I had to shut my phone off. Mind you, I still had to work with this girl.

If I didn't hear from her for a while I'd assume it was because she either went off the deep end or was back in church. It'd been a long time, maybe 6 months, and i get a message from her saying that she wanted to return to me a Gorilla Biscuits hoodie that I'd owned since middle school. I agreed to retrieve it. At this time, she was living with her mom, who was a Christ-Nazi. Alainna had put on some serious poundage but still had this cute freckled Irish face, blue eyes, and long, curly black hair. It didn't take much for her to coerce me into coming upstairs. We get up there, she locks the door of her room, and we start banging. It was ok until she started saying "I miss you. I really love you. I'm sorry." Either way, I keep going with it until falling asleep.

Sometime later her mom UNLOCKS the fucking bedroom door and yells "WHO IS THIS MAN IN MY HOUSE! WE'RE GOING TO CHURCH! YOU'RE GOING TO HELL." I jump out of bed and try to get dressed, Alainna then gets up, pushes her mom out of the door way, slams the door, and blocks it with her dresser, leaving me stuck between hell and high water. Right there, she starts trying to blow me. I sat there in one of the most uncomfortable positions I'd ever experienced, waiting for her mom to go to church.

Making it even worse were the messages I'd get from her sister in weeks ensuing this debacle which read to the effect of "you should really talk with her. She's going through a lot." "Don't be an asshole." "blah blah blah"

Never got my hoody back.
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on January 21, 2013, 10:33:05 AM
Just when I thought this thread had gone stale, too.
Title: Re: Awkward Sexual Experiences
Post by: Dirty Daventry on January 21, 2013, 01:52:00 PM
Expand Quote
Im a long time lurker also, this thread has given me so much time to give some back, I have a couple of good stories but this one is always a good talking point. this is how the events unfold.

I live in Brisbane, Australia.  This happened about April 2011, was just before i turned 20.One night me and a few mates decide to hit the city. No big deal have some beers get drunk. I actually remember this night going exceptionally well and kissed some random 40 yr old in the casino. So we were all pretty confident after that and decide to hit the backpacker bar up, Notorious for cheap drinks and loose foreign pussy. I ended up meeting an American girl from some Southern state. She was nothing too special but bought me drinks and spent the rest of the night hooking up with her but didnt take her home because i was living with my parents. But i ended up getting her number.

At the time I met her I was on a bit of a lucky streak with pussy so i never pursued. She kept wanting to hang but I just flaked her off for better things.
Until about 6 weeks later my lucky streak well ran dry and I got horny. I ended up texting her and inviting her out to the beach. First time i saw her since the night i met her, so went to the beach with her and another American girl. Nothing happened just general chit chat, and I wasnt overly happy with how she looked sober and in a bikini, but ya gotta do what ya gotta do.
The next night me and a buddy decided to go out to the city and go drinking and she texted me that night saying she was there, i met up with her and she was drunk as was I. My friend was talking to some girls he knew who invited us all over to theres for drinks and spa including my American girl so I though why not. We jump in a cab on the way there and they called and flaked us so I said to my friend and the girl lets go to mine. This was my mistake. I lived with my parents and my dads friend was also staying with us.

We get home, my mate goes to bed pretty much straight away and the girl walks to my bed, so I was like fuck yeah its on. Everyone else is asleep. I get her into bed, kissing her up her neck. ya know being the romantic cunt to get them horny. I started fingering her after a bit she says stop, IM ON MY PERIOD,
the room was dark so i used my phone to look at my fingers, i had no blood on them. I was drunk and horny, and very stupid. so kept going, she kept putting up resistance about it and i kept saying its ok. next thing she jumps on me and slides my dick into her raw. I pumped her for about 10 seconds and thought fuck this and put a condom on.
So we starting fucking in the dark for prob bout half hour or so. I made her cum then I came. I was happy got some pussy all good.
Soon as i came she gets up and goes to the bath room and im stiing in the dark with the dom still on being stoked. A few months before i fucked a chick and never made such a puddle on the mattress from her cuming and feeling my bed i though i had done the same.
So i turn the light on to admire my penis thrusting skills. I stood in absolute horror. me bedroom looked like a murder scene.

I had the biggest puddle of blood soaked through three sheets onto my mattress. my parents had just put thousands of dollars of new white carpet in the house. And now there was a blood trail on it from my bedroom to the bathroom that had leaked out of her front bum.
Where she had stood up to hop out of the bed looked like someone had been stabbed on the floor and now the aroma of clotty period blood takes over and im freaking out becuase my parents will be up in a few hours.
Im covered in blood and feeling so sick, she comes back to the room just apologising saying shes going home. i lay there waiting for the cab she said she called with her to get her the fuck out of my house, i fall asleep wake up at about 5am she is still in my bed.
I grab my bed sheets wrap them in a bag and go wake my mate who is asleep upstairs. i say you gotta drive her to the train station.

So i have this bag on my back full of period blooded sheets and clothes, and my friend or the girl doesnt know how to get to the train station so i have to show them. just as we were leaving about 5.30 am my parents and dads friend wake up and come downstairs, next thing i know they catch me leaving and ask who is this and try having a conversation with her. As i they are talking to her while im trying to scurry her out of the house. i notice she has blood all over her clothes and down her legs. i freak out grab her and leave. the car ride smelt worst than a dead body . my mate knew straight away that she was bleeding and drove with all the windows down on a cold winter to help mask the smell. i kick her out at the train station covered in blood and stinks, she is so embarrassed i couldnt give a fuck.

I get my bag full of soiled goods and throw my good sheets and clothes in the bin and the corner store, theres no way they were washinf out. I get home there is still blood everywhere and downstairs stinks.
I dont know how to fix this so I do what any self respecting male does and tells his mother he just fucked a chick on her period and his room looks like a scene from csi.  i scrub the floors and flip my mattress over so the blood is on the other side(which is still like it now) get three portable fans and put them all on high to air out my bedroom. now i had to get out of the house me and my mate go to the beach so i can wash the blood off me due to me still not having a shower.
I get home that night and noticed mum and cleaned the floors with carpet cleaner and cleaned the bathroom of her bloody gash.

My mum is cool and sometimes jokes about it to me still, but she still asks me where her nice white sheets are. I told her i took them to a friends house and left them there they got lost. She made me buy her new ones. My room stunk of absolute worst violent smell of blood and shame for weeks

and yes i fucked her again, prob about another 15 times. That is maybe the most awkward part, and there is more awkward stories following because of her, she has pretty much put me off American girls till I get proved otherwise
[close]

awesome story, dude!

I don't know if I've posted this in here but here it goes...

Years back, maybe 2009 or 08, when I was working in group homes, most of my coworkers were young women who, like me, weren't in school. So, we'd get together after work, get wasted, tell stories about the crazy kids we worked with, and fuck. In my first few years working there I got laid a lot. Anyhow, most of the girls I met were bat shit nutty. I became a firm believer in "good in bed, crazy in the head."

I'd starting hooking up with this girl Alainna. She was unhealthily thin, worked out too much, had huuuuge fake tits, and drank hard. She would binge for weeks, stop drinking, get some Bible verse tattooed, and a week later start getting wasted again. I spent a good summer hitting it. Although she was a headache, she and her older, drunker sister, had a place, plenty of booze, etc. Shit got real hectic sometimes. Her sister once walked into the bedroom when Alainna was passed out on the living room floor, naked, and crawled into bed with me, rubbing her nakedness all over me. Walked into the shower with me once as well.

We would be going at it and she would start yelling shit like "no! I'm not going to let you make me come. punch me in the face!" The situations just got more and more disastrous. Late night phone calls would ring from 2-6am and, at many points, I had to shut my phone off. Mind you, I still had to work with this girl.

If I didn't hear from her for a while I'd assume it was because she either went off the deep end or was back in church. It'd been a long time, maybe 6 months, and i get a message from her saying that she wanted to return to me a Gorilla Biscuits hoodie that I'd owned since middle school. I agreed to retrieve it. At this time, she was living with her mom, who was a Christ-Nazi. Alainna had put on some serious poundage but still had this cute freckled Irish face, blue eyes, and long, curly black hair. It didn't take much for her to coerce me into coming upstairs. We get up there, she locks the door of her room, and we start banging. It was ok until she started saying "I miss you. I really love you. I'm sorry." Either way, I keep going with it until falling asleep.

Sometime later her mom UNLOCKS the fucking bedroom door and yells "WHO IS THIS MAN IN MY HOUSE! WE'RE GOING TO CHURCH! YOU'RE GOING TO HELL." I jump out of bed and try to get dressed, Alainna then gets up, pushes her mom out of the door way, slams the door, and blocks it with her dresser, leaving me stuck between hell and high water. Right there, she starts trying to blow me. I sat there in one of the most uncomfortable positions I'd ever experienced, waiting for her mom to go to church.

Making it even worse were the messages I'd get from her sister in weeks ensuing this debacle which read to the effect of "you should really talk with her. She's going through a lot." "Don't be an asshole." "blah blah blah"

Never got my hoody back.

Haha what the fuck? was "YOURE GOING TO HELL" directed at you or her?
Title: Re: Awkward Sexual Experiences
Post by: oyolar on January 21, 2013, 07:23:38 PM
So steve, did you let her keep blowing you while her mom was out there?
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 21, 2013, 08:28:52 PM
Having sex with a white girl while watching Roots on Martin Luther King Jr. day. That's part of what he fought for, right?
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 21, 2013, 08:37:21 PM
Part? No, that was his main thrust. So to speak.
Title: Re: Awkward Sexual Experiences
Post by: Elijah Chandler on January 22, 2013, 08:23:52 PM
like any noob slap poster i'm 14 and one time my sister walked on me and my girlfriend making out and her giving me a hand job while i was still trying to finger her but my sister walked in and had a look of shock and utter disgust. since that i have decided to only get it on when a door is locked. not much of a story but i fucking hate my sister for ruining every love moment i have ever had.

Title: Re: Awkward Sexual Experiences
Post by: just one post on January 22, 2013, 09:01:29 PM
This was the strangest hookup I have ever had.

So I was 18 and a random girl started I had on facebook started messaging me saying her and her friend wanted to hang out, This was strange itself because she was some girl I met years ago and never talked to. So I assume they are just fucking with me and just kinda go along with it. The next day her friend messaged me asking if I wanted to go watch a movie. I was stoked as she seemed pretty hot and I wasn't getting laid much. Anyway so I meet her at the movie theater around and keep in mind this is my first time meeting her. She comes up and asks if I am "john" and yea bla bla pretty awkward. So we go in I cant remember what it was we saw but we go get our seats. Shes must have been 19 or got a boot because she just took a bottle of rum she took took out of her bag. And we start drinking in the back after maybe 30 mins we decided to leave and walk back to her place. We smoke a joint on the walk back and finish right around when we get there. She gives me a smoke and says she will be a second and to come in when im done. The smoke she bummed me was one of those djarum ones. At this point I cant believe my luck I totally thought I was getting fucked with and instead she buys me rum, smokes weed with me and a djarum, plus im going to get laid so Im fucking stoked. I go in a we start messing around a bit I didnt have a condom but we fucked anyway as soon as she got on top of me she asked "So your clean right?" anyway we fuck for a while and I have a hard time getting off so we just keep fucking and fucking. So she goes from being wet and great to drying right up but I still want to get off so Im still going at it. I feel this little pain on my dick, nothing to bad but it hurt figured it wasnt happening and just kinda rolled over and fell asleep. The next morning my dick hurts like nothing else and where im sleeping is covered in blood. I check my dick having no idea what happened and I tore the skin that holds the hood on. I get up and freak out because nothing like this has ever happened before and I had only gotten laid a few times so I didnt really know what was going on. She wakes up has a bunch of blood all over her and starts apologizing. "I didnt know I was on my period, I guess that means Im not pregnant" I storm out of there trying to hid my dick pains and the blood on my shirt with my hoodie. I could masturbate or have sex for about a month before it healed. 
Title: Re: Awkward Sexual Experiences
Post by: Unbridled Technical Precision on January 22, 2013, 09:16:19 PM
gnarly, and from the mysterious one post bandit no less...
Title: Re: Awkward Sexual Experiences
Post by: Dontfearthereefer on January 22, 2013, 10:19:28 PM
my sister caught me banging two of her fat friends on seperate occasions, fuck it sucked
Title: Re: Awkward Sexual Experiences
Post by: PAWL on January 22, 2013, 10:30:15 PM
lurked this thread since the beginning but only posting now to keep it from being lost:

so i'm hitting it with a non lubricated condom (hers, not mine; why do those things exist?) and had to stop after a while because at a certain point, after she claimed to have came, she dried up and it was too painful for her. for me, it was more so just like... not great. my dick was a little sore after, but in the moment i was more concerned about not going to class blue balled. i was racking my brain for every turn on i could think of that i have so i could finish asap but she called time of death before i had the chance. no blue balls though somehow, i've yet to actually ever have them.

that's the most awkward part of the story, but it continues to later that night:
she came over to my house and we drank and smoked. we went to my room and she starts giving me head but i end up having to take a piss not long into it, from the alcohol and weed, but i wasn't sure she'd be down for me to go take a piss and then suck my dick some more, so i decided to tough it out for a while. unfortunately, the urge to piss grew exponentially, so i couldn't fully enjoy it. here's where the awkwardness comes in: after a while she's ready to fuck so i break to take a piss, come back, hit it raw... and bust within like 10 minutes. the contrast between the feeling of raw compared to the earlier struggle sex, and to the struggle bj, and combined with my body being more sensitive from being high, i just couldn't hang. it was less awkward than the earlier situation since i had intoxication to soften the blow, and also the fact that she finished earlier and i didn't. the latter fact makes this memory one of my favorites, shit is like poetic justice.

c'mon yo. thats just some shit that happens sometimes. bring the poop stories
Title: Re: Awkward Sexual Experiences
Post by: chickengeorge on January 30, 2013, 12:57:45 PM
me and this girl were just about best friends for quite sometime so we were always getting fucked up together which of coarse led to banging a whole bunch but we just remained friends and stopped banging moved on to other people and shit well one day she decides to tell me she tired of every guy she talks to not wanting to be with her because of something so i ask what was wrong with her and she says you probably already know this but i have herpes! i was like what in the flying fuck no i dont and how could you do that to one of your best friends but thankfully i only got chlamydia from her and no herpes but i had no clue she was such a whore one of my other friends banged her way after me and said she was banging 5 dudes a night in morgantown and when he did it her bird was so beat she had a permahole sorry about the punctuation and shit i feel like thats the least part that matters in these stories
Title: Re: Awkward Sexual Experiences
Post by: chickengeorge on January 30, 2013, 01:00:44 PM
eating bloody pussy is always awkward too especially when your beards already red and it dyes it darker
Title: Re: Awkward Sexual Experiences
Post by: SqueezeThePulp on January 30, 2013, 01:39:38 PM
eating bloody pussy is always awkward too especially when your beards already red and it dyes it darker

sig'd.
Title: Re: Awkward Sexual Experiences
Post by: essal on January 30, 2013, 02:54:35 PM
eating bloody pussy is always awkward too especially when your beards already red and it dyes it darker
isn't that why you have beards? free beard rides for all ladies.

and ladies love free beard rides.
Title: Re: Awkward Sexual Experiences
Post by: Dontfearthereefer on January 30, 2013, 07:32:36 PM
i feel like eating bloody vagina would be like that awkward moment before a nosebleed, you get that shitty taste in the black of your trout

buddy of mine got a lap dance once and came back with period blood all over his pants.
Title: Re: Awkward Sexual Experiences
Post by: dingo on February 03, 2013, 04:09:52 PM
not quite a sexual experience, but was pretty awkward and belongs here.
while ago now and decided I should go to the clinic and get piss and blood test and all that cause id had some unprotected sex with questionable girls. While I was there, there was the hottest chick. like a 10/10 but when she is in the clinic to get her cunt tested there is something that drops her down ya know to like a 9 or something. But yea she was hot and was a weird feeling cause I would not sure if I would tap because shes at the clinic.

But anyway bout an hour later after the tests I was at a food court about 10 min drive away, I glance up and there she was. she was no joke a 10/10 so theres heaps of dudes checking her out.  Then she glances at me. We have the most awkward eye to eye contact that lasted forever. because she knows where i have been and i know where she had been only an hour earlier.
Spoiler alert, all tests can back negative.
Title: Re: Awkward Sexual Experiences
Post by: wallieD on February 03, 2013, 05:32:04 PM
not quite a sexual experience, but was pretty awkward and belongs here.
while ago now and decided I should go to the clinic and get piss and blood test and all that cause id had some unprotected sex with questionable girls. While I was there, there was the hottest chick. like a 10/10 but when she is in the clinic to get her cunt tested there is something that drops her down ya know to like a 9 or something. But yea she was hot and was a weird feeling cause I would not sure if I would tap because shes at the clinic.

But anyway bout an hour later after the tests I was at a food court about 10 min drive away, I glance up and there she was. she was no joke a 10/10 so theres heaps of dudes checking her out.  Then she glances at me. We have the most awkward eye to eye contact that lasted forever. because she knows where i have been and i know where she had been only an hour earlier.
Spoiler alert, all tests can back negative.
maybe you could have celebrated by showing each other your test results. get it on worry free

this doesn't belong here either, but i'm bummed knowing of a couple people who have std's and they're still fucking multiple people. this girl i don't really know who is a friend of my friends.. liked me and she was good looking but i turned it down..a few months later i heard she has hpv and herpes. fuckkk i don't know if she did at the time, but i'm glad i dodged that either way. you can't just out them on something so personal but it pisses me off..protected sex or not i don't know. "HPV is a sexually transmitted virus that infects up to 75 percent of sexually active American women " whattt?... i don't know how std statistics can be accurate, but it sounds like half of us will get an std at some point in our lives. i don't think i could knowingly sleep with anyone..i don't know how people can do that
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on February 04, 2013, 03:28:59 AM
Expand Quote
not quite a sexual experience, but was pretty awkward and belongs here.
while ago now and decided I should go to the clinic and get piss and blood test and all that cause id had some unprotected sex with questionable girls. While I was there, there was the hottest chick. like a 10/10 but when she is in the clinic to get her cunt tested there is something that drops her down ya know to like a 9 or something. But yea she was hot and was a weird feeling cause I would not sure if I would tap because shes at the clinic.

But anyway bout an hour later after the tests I was at a food court about 10 min drive away, I glance up and there she was. she was no joke a 10/10 so theres heaps of dudes checking her out.  Then she glances at me. We have the most awkward eye to eye contact that lasted forever. because she knows where i have been and i know where she had been only an hour earlier.
Spoiler alert, all tests can back negative.
[close]
maybe you could have celebrated by showing each other your test results. get it on worry free

this doesn't belong here either, but i'm bummed knowing of a couple people who have std's and they're still fucking multiple people. this girl i don't really know who is a friend of my friends.. liked me and she was good looking but i turned it down..a few months later i heard she has hpv and herpes. fuckkk i don't know if she did at the time, but i'm glad i dodged that either way. you can't just out them on something so personal but it pisses me off..protected sex or not i don't know. "HPV is a sexually transmitted virus that infects up to 75 percent of sexually active American women " whattt?... i don't know how std statistics can be accurate, but it sounds like half of us will get an std at some point in our lives. i don't think i could knowingly sleep with anyone..i don't know how people can do that

just unknowingly sleep wit them.. problem solved
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on February 06, 2013, 06:28:42 AM
Mundungus nailed it. Just let you're inner Mr. Hyde come out and party at night.
Title: Re: Awkward Sexual Experiences
Post by: RaptorJesus on February 07, 2013, 11:45:37 AM
i used magnums for the first time the other night

needless to say all i could see was jereme rogers damn face, cause often they still rip....
Title: Re: Awkward Sexual Experiences
Post by: Merked on February 07, 2013, 01:37:27 PM
i used magnums for the first time the other night

needless to say all i could see was jereme rogers damn face, cause often they still rip....

LOL
Title: Re: Awkward Sexual Experiences
Post by: king_in_the_north on February 10, 2013, 03:05:39 PM
Expand Quote
eating bloody pussy is always awkward too especially when your beards already red and it dyes it darker
[close]

sig'd.
Dang, beat me to it
Title: Re: Awkward Sexual Experiences
Post by: RerouteTheDoubt on February 10, 2013, 06:16:49 PM
Not really awkward  But kinda funny Not sure if this has ever happened to anyone else...
While living in the city at a skate house a few years back, I would invite girls over from my home town an hour away to come up & party
This one girl who I was good friends with But never really hooked up with, came up and one of the guys I lived with was super thirsty and wanted her and I said go for it..So he proceeded to get her wasted and watnot and they ended up going back to his room..
So b4 the homie trys to fuck her, he sets up a camera Without her knowing, So he could record their event..
While getting it on, She yelled out my name instead of his..
@ first he was cool bout it, laughed it off & even showed me the tape..But then a few days later hated me for it..
Lol moral of the story, these guys out here got bitch tendencies!

 
Title: Re: Awkward Sexual Experiences
Post by: backagain on February 11, 2013, 10:01:13 AM
Not really awkward  But kinda funny Not sure if this has ever happened to anyone else...
While living in the city at a skate house a few years back, I would invite girls over from my home town an hour away to come up & party
This one girl who I was good friends with But never really hooked up with, came up and one of the guys I lived with was super thirsty and wanted her and I said go for it..So he proceeded to get her wasted and watnot and they ended up going back to his room..
So b4 the homie trys to fuck her, he sets up a camera Without her knowing, So he could record their event..
While getting it on, She yelled out my name instead of his..
@ first he was cool bout it, laughed it off & even showed me the tape..But then a few days later hated me for it..
Lol moral of the story, these guys out here got bitch tendencies!

 
Amazing. Stories like this only reach the level of myth. The fact that you have video confirmation is sick! 
Title: Re: Awkward Sexual Experiences
Post by: essal on February 11, 2013, 10:13:12 AM
where is the video?
Title: Re: Awkward Sexual Experiences
Post by: Merked on February 11, 2013, 10:13:57 AM
where is the video?
Title: Re: Awkward Sexual Experiences
Post by: king_in_the_north on February 11, 2013, 03:43:06 PM
Not really awkward  But kinda funny Not sure if this has ever happened to anyone else...
While living in the city at a skate house a few years back, I would invite girls over from my home town an hour away to come up & party
This one girl who I was good friends with But never really hooked up with, came up and one of the guys I lived with was super thirsty and wanted her and I said go for it..So he proceeded to get her wasted and watnot and they ended up going back to his room..
So b4 the homie trys to fuck her, he sets up a camera Without her knowing, So he could record their event..
While getting it on, She yelled out my name instead of his..
@ first he was cool bout it, laughed it off & even showed me the tape..But then a few days later hated me for it..
Lol moral of the story, these guys out here got bitch tendencies!

 
Ive gotten the wrong name job before. What's weird is it happened twice during the session, Carlos and Peter
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 11, 2013, 05:33:49 PM
post the video
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on February 12, 2013, 06:55:51 AM
why you no video?
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on February 12, 2013, 08:02:58 AM
Uh. Has anyone been called by the chick's dad's name before?
Title: Re: Awkward Sexual Experiences
Post by: sametelt on February 12, 2013, 08:08:20 AM
wat.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on February 12, 2013, 08:11:02 AM
Just wondering. Could have been a different Peter.
Title: Re: Awkward Sexual Experiences
Post by: Deucifer on February 12, 2013, 04:41:55 PM
Kind of long, but hopefully worth it:
Alright so the story starts with me being wasted going to a buddies show at this shitty little dive bar/ club, not the most popular spot in town. So as I continue to get hammered to deal with all the shitty hip-hop, I see this (to me at the time) fine little brunette thing dancing with her friends. I see her in the hallway to the bathroom, pull my standard "hey your attractive, lemme get that number" to which she surprisingly complied (not the best line/ move FYI) anyways, talked to her a bit then dipped out. Next day she hits me up "hey, wanna hang out tonight?" so I'm thinking, damn some easy poon right here but was weary because my level of intoxication from the night before definitely gave me a case of hazy-memories concerning her attractiveness. I throw all caution to the wind and say fuck it, I'll see what's up. She offers to bring a bottle of my choosing so naturally I oblige.

So she comes over about 1130pm, and we all know any co-ed visits past 11 only means one thing, with a bottle in hand. Man am I surprised. At the door is not the fine little brunette wasted me remembers but a mediocre-at-best, frumpy little 30 something (I was 21 at the time) brunette, needless to say I was a little disappoint. However, the gentleman/ scumbag in me is not gonna turn away a woman with a bottle of jack looking to bone. I knew I needed to be drunk for this one, so I let her in and we start drinking/ talking whatever, she's kinda cool but not really, sort of a fake "ballin"/ hip-hop vibe and had maybe had a bit too much fun drug-wise. About 4am I'm thinking "shit I gotta work tomorrow, better get this done" so I take her to bed and boy let me tell ya she was a dirty girl, she just wanted to be fucked and spanked with as much strength and vigor as I could muster. Now let me take this opportunity to say that she had brought her dog over, a stupid little chihuahua or some shit, which she would periodically give commands to in between the moaning/screaming and demanding a harder spanking. weird.

The next morning I wake up an hour and a half late for work. FUCK. So I'm freaking out "gotta get outta here c'mon lets go!!!" get dressed, rushing out the door as she says "oh my dog shit on your floor" I take a quick glance, don't see anything except a couple leafs from the tree outside "nah nah its just a leaf, whatever I GOTTA GET THE FUCK OUTTA HERE!" so we part ways. upon returning home, indeed her dog had shit on my floor. Bummed. Then, either that day or the next, around 11pm she hits me up "hey, want me to put you to bed?" I'm slightly buzzed about to pass out and think "eh she's not that hot/ her dog shit on my floor. But... I wouldn't mind getting my rocks off and she owes me for the dog shit" so again I say fuck it, c'mon over. She comes over, I'm already down to my boxers so we get right down to it. She says "I like feeling naughty, I like being punished, what are you gonna make me do?" I respond with "suck my dick" or some form of the like. She responds with a "wanna fuck my face?" like a giddy school girl I start the dirty deed. Having never committed such an act, I was quite excited and she was pretty into it, gagging/ choking/ tearing up like music to my ears. So I begin to think this girl is pretty nasty I wonder what I can get away with right now, So I start to bust pull it out of her mouth then spread the rest of my DNA paste across her face and in her hair, a NBD for myself. To my surprise she was not very pleased. "You don't just fucking do that to someone and not say anything GODDAMMIT!!" I'm thinking "jesus I was just defiling your mouth hole, you would think a little baby batter wouldn't be a big deal" so she gets up, starts cleaning herself up in the bathroom and I'm just chillin in the bed smug look on my face like "hehe last time your dog shits on my floor bitch!" shes getting all huffy puffy like "do you drink everyday?!" "it smells like shit in here!" no shit woman, your dogs crap was sitting on my studio apartment carpet for 8 hours plus. Well knowing she was not happy one bit I say "well, I guess you can crash here if you want" she responds with a "no thanks, I'm going to go home" as I show her to the door I let her know "by the way, your dog did shit on my floor" "see I told...." I shut the door, locked it, goodbye.

Upon review of this story, it's maybe less "awkward" and more just me being a dick with low standards. Either way, I think I'll just leave this here.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 12, 2013, 05:23:41 PM
good story. anytime you have a girl you dont know over your house it can get awkward.  i once hooked up with a girl 2 nights in a row, pretty similar to your story as far as her daddy issue bedroom actions, although she was actually pretty hot. after the second night she basically thought she was my girlfriend and when i didnt reply to a text for like 30 minutes (at work, mind you), she FLIPPED and raged me out super hard and i had to break things off. i still see her around pretty often, its been about 4 years and im sure i could have it any time if i was single/drunk/horny. shes pretty crazy.

side story: i had met the above girl a few times when i was 14 and then re-connected drunk at the bar by my house at around 22. thats 8 years, basically we dont know eachother at all. she walks home with me after the re-meeting at the bar and of course we bang. im drunk and dont remember much, i just knew we had fucked.  when we wake up she says "thanks a lot for making me cry last night" and i was like whoaaa what the fuck happened?? She says "yeah you shoved your dick in my ass on accident and made me cry. i made you stop and you passed out." and then the best part, "if you wanted to stick it in my ass all you had to do was tell me. i have lube in my purse". classy girl.
Title: Re: Awkward Sexual Experiences
Post by: RerouteTheDoubt on February 12, 2013, 09:30:04 PM
hahahaah Trust me You guys don't wanna see the video..I cringed when I did Cuz the kid is super hairy...Like homies ass/gooch/groin area is a fucking jungle no lie no homo..
Title: Re: Awkward Sexual Experiences
Post by: camel filters on February 12, 2013, 10:19:13 PM
hahahaah Trust me You guys don't wanna see the video..I cringed when I did Cuz the kid is super hairy...Like homies ass/gooch/groin area is a fucking jungle no lie no homo..
pm please.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 13, 2013, 05:29:46 PM
hahahaah Trust me You guys don't wanna see the video..I cringed when I did Cuz the kid is super hairy...Like homies ass/gooch/groin area is a fucking jungle no lie no homo..

never has the guy been my focus. post it.
Title: Re: Awkward Sexual Experiences
Post by: DBrown901 on February 13, 2013, 06:05:08 PM
Well, I hooked up with this girl I used to talk to one day randomly after school. She told me that she would only give me head if I ate her out first. I was like "Sure. I've eaten pussy before. How bad could it be?" Well, when the time came for me to do the deed, I pulled her underwear off and went down. Within seconds of being down there, I caught the scent of dead fucking fish. I gagged uncontrollably. She got embarrassed and started crying. I looked at her and told her "You need to go. Now." And that's how I became the fresh prince of Bel-Air.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on February 13, 2013, 10:42:31 PM
you sure didnt become the prince of fresh air.
Title: Re: Awkward Sexual Experiences
Post by: hong kong blues on February 14, 2013, 02:58:51 AM
a chick I had a one off with wanted me to eat her out, but she was a whore so I made her suck my dick instead. the condom broke earlier however she still wanted sex. i refused to go raw dog and made her suck my johnson until sunrise. she then told me it was her first time giving head but i told her not to worry. the way I see it at least she got plenty of practice that night.
Title: Re: Awkward Sexual Experiences
Post by: DBrown901 on February 14, 2013, 05:10:43 PM
(http://2damnfunny.com/wp-content/uploads/2012/12/Kif-I-have-Made-It-With-A-Women-Inform-The-Men.jpg)
Title: Re: Awkward Sexual Experiences
Post by: backagain on February 14, 2013, 06:16:09 PM
I'm expecting a flood of new stories tomorrow gentlemen. Don't disappoint me.  ;D
Title: Re: Awkward Sexual Experiences
Post by: Monty Burns on February 14, 2013, 07:05:38 PM
a chick I had a one off with wanted me to eat her out, but she was a whore so I made her suck my dick instead. the condom broke earlier however she still wanted sex. i refused to go raw dog and made her suck my johnson until sunrise. she then told me it was her first time giving head but i told her not to worry. the way I see it at least she got plenty of practice that night.

What was the awkward part here ??  sounds more like you are trying to brag about picking up prostitues who dont have any experiance in giving blowjobs . And if a girl was blowing you to sunrise you might need to check your dick out , if a girl was blowing you from
anywhere around midnight to 6 am it sounds like you have erectile dysfunction or something worse .
Title: Re: Awkward Sexual Experiences
Post by: DBrown901 on February 14, 2013, 08:00:20 PM
you sure didnt become the prince of fresh air.
(http://assets0.ordienetworks.com/images/GifGuide/clapping/seinfeld.gif)
Title: Re: Awkward Sexual Experiences
Post by: brycickle on February 14, 2013, 08:52:46 PM
I'm expecting a flood of new stories tomorrow gentlemen. Don't disappoint me.  ;D
I don't know if this counts. I took my girl out for dinner and drink. We get home and I'm ready to go. She passes out. Not really awkward though, because we've been together for six years. I get to catch up on some solo drinking I've been meaning to do.
Title: Re: Awkward Sexual Experiences
Post by: kingpinuser on February 17, 2013, 10:03:55 AM
When i was 23, so 8 years ago, My buddies and i went out in a small city about an hour from where we are from. Get to the Bar/Club kinda deal and I'm already fucked out of my tree from drinking most of the day and the drive to the city. Get inside and the first girl i see is small and has short dark hair (my type) she grabs me and yep i got my night set. After more shots and beer we end up back at her place, she keeps telling me to be quiet and blah blah blah. Get to her room downstairs and go at it, she looks awesome naked so stoked at this point. Wake up to sober me and I'm pretty pumped on how cute this girl is but what the hell is all this noise up stairs. Ask her if that's her roommates, she tells me its her parents, at this point I'm bummed cause I hate dealing with parents of adults living at home. So I ask her if she's in university or just working, Nope she tells me she still in High School and got into the bar with a fake ID. At this point I'm fucking bummed at the situation and asking if there is another way out of this basement to avoid up stairs, plus how far away I am from anywhere I know and any other info I need. So long story short...have to go up stairs, sit at the kitchen table, eat breakfast with the Family, make up a lame excuse about how my buddies left me and your daughter found me and was nice enough to let me crash at this house. The Dad is eying me the whole time knowing I banged his 17 year old daughter, then the mom drives me to a spot in the city where my buddies could meet up with me as the house was located outside of the city and I had no clue where to go or how the fuck we even got to the house the night before.

Also with the girl I have been with for over 3 years now, we were banging after a drunk night out and I slipped up on a pump and entered her ass with out warning. She got up went to the bathroom and nearly passed the fuck out and was so white when she came out. She looked it up online and her body went into a state of shock, happens to some girls I guess.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 17, 2013, 05:55:43 PM
Also with the girl I have been with for over 3 years now, we were banging after a drunk night out and I slipped up on a pump and entered her ass with out warning. She got up went to the bathroom and nearly passed the fuck out and was so white when she came out. She looked it up online and her body went into a state of shock, happens to some girls I guess.

i've been there before. we were drunk and figured it would be okay to try it without lube. needless to say i get head deep and she yelps cries and barely makes it to the bathroom. she came back pale as a ghost, completely in a daze. she said it bled for three days. unfortunately she has not agreed to let me try again, even with lube.
Title: Re: Awkward Sexual Experiences
Post by: chillout on February 17, 2013, 07:51:01 PM
When i was 23, so 8 years ago, My buddies and i went out in a small city about an hour from where we are from. Get to the Bar/Club kinda deal and I'm already fucked out of my tree from drinking most of the day and the drive to the city. Get inside and the first girl i see is small and has short dark hair (my type) she grabs me and yep i got my night set. After more shots and beer we end up back at her place, she keeps telling me to be quiet and blah blah blah. Get to her room downstairs and go at it, she looks awesome naked so stoked at this point. Wake up to sober me and I'm pretty pumped on how cute this girl is but what the hell is all this noise up stairs. Ask her if that's her roommates, she tells me its her parents, at this point I'm bummed cause I hate dealing with parents of adults living at home. So I ask her if she's in university or just working, Nope she tells me she still in High School and got into the bar with a fake ID. At this point I'm fucking bummed at the situation and asking if there is another way out of this basement to avoid up stairs, plus how far away I am from anywhere I know and any other info I need. So long story short...have to go up stairs, sit at the kitchen table, eat breakfast with the Family, make up a lame excuse about how my buddies left me and your daughter found me and was nice enough to let me crash at this house. The Dad is eying me the whole time knowing I banged his 17 year old daughter, then the mom drives me to a spot in the city where my buddies could meet up with me as the house was located outside of the city and I had no clue where to go or how the fuck we even got to the house the night before.

Also with the girl I have been with for over 3 years now, we were banging after a drunk night out and I slipped up on a pump and entered her ass with out warning. She got up went to the bathroom and nearly passed the fuck out and was so white when she came out. She looked it up online and her body went into a state of shock, happens to some girls I guess.


i want to be you
Title: Re: Awkward Sexual Experiences
Post by: Brian Carroll on February 18, 2013, 12:43:59 AM
One night i was over friends house when i was in highschool. It was around 15 people there, all homies, drinkiing. This One chick there, my friend was talking about trying to fuck her earlier in night. so i wasn't expecting anything for a girl that night being she was the only canidate. She is super attractive, were all hanging drinking. My friend talking to her some but u can tell she isnt really interested. This girl is real good looking and gets hit on all the time by random dudes. I was just talking to her normally with no intentions. That happen to completely work in my favor because she like the fact im not interested. It was the most perfect accidental Neg. She brings me downstairs for some reason that i dont remember and i kinda thinking somethings up with how obvious she acting now (thanks to the good ol love potion no9) We are talking downstairs for a little and then start making out so i make am going up her shirt before but she stops me and says lets find a room upstairs. so we go upstairs to the closest room on the top of the stairs not wasting time. im making out with her into the room not looking at my surroundings and laying down on the bed. The bed is the house owners little brothers dumb red nascar bed thats fit for a dog and im over 6ft. So we go to the bed next to it in the room that ones cool and were messing around butt naked havent penetrated yet. Then my friend who wanted to bone her walks in! and since it all happened so fast in the basement and to upstairs he had no idea. He was a little bummed but took the brighter side of it were was siked for me in the morning but sadly i didnt have a condom and she wasnt into having sex afteer him walking in and she said we will hang tomorrow. So tomorrow comes around she has about the same people over her crib. I knew i was set for the night had plenty of beer and her to look forward to so i just got wasted. And i did just that got real shitty. I woke up in the morning, in her bed next to her but i woke up think im so sweaty or something then it kinda clicks in my head. Totally pissed her bed. Somehow she didnt know yet and she got out of her bed went to the bathroom. i ditched my pissed briefs  just under her fucking bed and went commando.  She fucking comes back in i help her make her bed and she totally never knew. we leave to go get bagels and im piecing my night together by hearing her talk about it and stuff i rememrber/put together that i eneded up with the whiskey dick(thanks to the good ol love potion no9) im so bummed i blew it, i dont remember much, i pissed in her bed and she doesnt know yet but i bet will probably find out when she goes home to a still there stagnent piss covered by the sheets. So i kinda am at this point leave it to a lost cause and drop her off and go home expecting something horrible in my future from when she finds out or something. That next week was a very odd one. My mind was expecting anything, Not only did i not bone her but i fucking pissed in her bed. Nothing is ever said she goes to college im thinking maybe she doesnt know or didnt say anything. But im bummed i could of boned this beautigul chick and its just been blocked so hard. She comes back in the summer about a year later again im at another little party with her and she doesnt seem to weird im thinking it went over smoothly. Sweet dreams. she probably has no idea. She asks me to race her towards these woods and then when we get there she just really wanted to be private and kiss me. At this point everything i thought i lost by pissing in her bed now was never lost and its all out on the table for me to slay her hopefully, finally. i take her inside were hanign a little then she disappears. Im like WTF BAD she should be warming by penis with her vagina right now i cant blow this. So i look around for her for a little then she finally shows up and takes me into a empty room. She is telling me how she just threw up and thats where she was. I was grossed out and didnt wanna kiss her with that mouth and naturally i would probably wait until the next day to do. But this was a different case this was a Needle in the haystack i found lost and found again. I cant loose this so i say" Damn, Ill get you a glass of water" i do that she is reluctant to do things afterwords i eventually win her over and fuck the night away so happily and blissful knowing the underdog situation i thought i was in. Eventually i came on her tits claiming the property i just fought for very proudly. We were going for awhile and when we started it was already late that now it was getting light out. She decides to go home, gives me a ride and i have sweet dreams in my piss free bed accomplished. One of her friends i said something about the throw up mouth onetime afterwords. If only they knew.
Title: Re: Awkward Sexual Experiences
Post by: IanBZHD on February 18, 2013, 07:28:45 AM
girl ive been talking to for like 2 months wont make out with me, only closed mouth kiss. Thus, leading to nothing more then a few awkward kisses and no action.

has anyone had this happen? its like she has no desire what-so-ever to do anything.

and i've been around my fair share of loose women, but this is just weird.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on February 18, 2013, 02:26:51 PM
Yeah, that shit used to happen to me all the time when I was 12.
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on February 18, 2013, 04:24:29 PM
girl ive been talking to for like 2 months wont make out with me, only closed mouth kiss. Thus, leading to nothing more then a few awkward kisses and no action.

has anyone had this happen? its like she has no desire what-so-ever to do anything.

and i've been around my fair share of loose women, but this is just weird.

Is she religious?
Is she a virgin?
Has she been fucked over in the past?
Is she twelve?

Serious note: Maybe she really likes you and wants to take things slow. I know that I have progressed slowly with physical emotions before if I am really happy about somebody and don't want to get things confused. Just play it cool though if you're psyched on her. Don't let it ALL rely on physical actions but don't let her just screw you over and play with you.
Title: Re: Awkward Sexual Experiences
Post by: sufodiv on February 18, 2013, 04:34:14 PM
girl ive been talking to for like 2 months wont make out with me, only closed mouth kiss. Thus, leading to nothing more then a few awkward kisses and no action.

has anyone had this happen? its like she has no desire what-so-ever to do anything.

and i've been around my fair share of loose women, but this is just weird.

HA
Title: Re: Awkward Sexual Experiences
Post by: Tale Crab on February 18, 2013, 05:03:03 PM
Whip out ya cock and de jaw will drop.
Title: Re: Awkward Sexual Experiences
Post by: wallieD on February 18, 2013, 07:23:32 PM
maybe she's hiding something. maybe she gotta dick
Title: Re: Awkward Sexual Experiences
Post by: Wall of Nausea on February 18, 2013, 08:24:04 PM
one time. my hand told me I couldn't have sex with it.... AWKWARD
Title: Re: Awkward Sexual Experiences
Post by: IanBZHD on February 19, 2013, 10:14:53 AM
Expand Quote
girl ive been talking to for like 2 months wont make out with me, only closed mouth kiss. Thus, leading to nothing more then a few awkward kisses and no action.

has anyone had this happen? its like she has no desire what-so-ever to do anything.

and i've been around my fair share of loose women, but this is just weird.
[close]

Is she religious?
Is she a virgin?
Has she been fucked over in the past?
Is she twelve?

Serious note: Maybe she really likes you and wants to take things slow. I know that I have progressed slowly with physical emotions before if I am really happy about somebody and don't want to get things confused. Just play it cool though if you're psyched on her. Don't let it ALL rely on physical actions but don't let her just screw you over and play with you.

No
No
No
Not 12.

Im 21 btw, i guess at this age i just expect most ladies to be down for the cause or say fuck off. Not somewhere in between.
Title: Re: Awkward Sexual Experiences
Post by: Merked on February 19, 2013, 10:46:13 AM
When i was 23, so 8 years ago, My buddies and i went out in a small city about an hour from where we are from. Get to the Bar/Club kinda deal and I'm already fucked out of my tree from drinking most of the day and the drive to the city. Get inside and the first girl i see is small and has short dark hair (my type) she grabs me and yep i got my night set. After more shots and beer we end up back at her place, she keeps telling me to be quiet and blah blah blah. Get to her room downstairs and go at it, she looks awesome naked so stoked at this point. Wake up to sober me and I'm pretty pumped on how cute this girl is but what the hell is all this noise up stairs. Ask her if that's her roommates, she tells me its her parents, at this point I'm bummed cause I hate dealing with parents of adults living at home. So I ask her if she's in university or just working, Nope she tells me she still in High School and got into the bar with a fake ID. At this point I'm fucking bummed at the situation and asking if there is another way out of this basement to avoid up stairs, plus how far away I am from anywhere I know and any other info I need. So long story short...have to go up stairs, sit at the kitchen table, eat breakfast with the Family, make up a lame excuse about how my buddies left me and your daughter found me and was nice enough to let me crash at this house. The Dad is eying me the whole time knowing I banged his 17 year old daughter, then the mom drives me to a spot in the city where my buddies could meet up with me as the house was located outside of the city and I had no clue where to go or how the fuck we even got to the house the night before.

Also with the girl I have been with for over 3 years now, we were banging after a drunk night out and I slipped up on a pump and entered her ass with out warning. She got up went to the bathroom and nearly passed the fuck out and was so white when she came out. She looked it up online and her body went into a state of shock, happens to some girls I guess.


You are a God amongst men.
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on March 06, 2013, 06:01:54 PM
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 06, 2013, 06:28:02 PM
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.

so the problem im gathering is you have trouble getting off from a blow job? its tough man, especially as a chronic masturbator. I think that you have to dedicate some time to training one girl to do exactly what you want.
Title: Re: Awkward Sexual Experiences
Post by: 69 on March 06, 2013, 07:08:06 PM
Long time reader and?  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.

bad story
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on March 06, 2013, 07:14:09 PM
Expand Quote
Long time reader and� first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.
[close]

so the problem im gathering is you have trouble getting off from a blow job? its tough man, especially as a chronic masturbator. I think that you have to dedicate some time to training one girl to do exactly what you want.

I know what you mean, man. I think the thing is that no one knows how to treat themself better than themself right? But obviously you can't suck your own dick. Trust me, there are girls who get that shit right and then some where you just have to lay there psyching yourself out with the fact that your dick is in some girls mouth. I'm older, been there done that with most sexual encounters, and the odds of pushing the boundaries on a one night stand are slim. It helps out tons for me if I didn't jerk off the night before - we're talking the difference in being the energizer bunny and cumming fairly easily but still lasting a bit. What sucks is when you stop yourself to keep going then it fucks you up.
Title: Re: Awkward Sexual Experiences
Post by: GarglesCmen on March 06, 2013, 10:33:30 PM
I was going in to penetrate this one girl and I full on shoved my dick into the mattress pretty hard and passed out on my bed. One of the worst nights of my life.
Title: Re: Awkward Sexual Experiences
Post by: Tracer on March 06, 2013, 11:37:16 PM
Next thing im boner up screaming HEELP amongst 40-50 people searching for her best friend
Title: Re: Awkward Sexual Experiences
Post by: steve on March 07, 2013, 11:59:56 AM
Expand Quote
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.
[close]

so the problem im gathering is you have trouble getting off from a blow job? its tough man, especially as a chronic masturbator. I think that you have to dedicate some time to training one girl to do exactly what you want.

i've only had a few good ones, in a relative sense. i'd rather j.o. onto some boobs most of the time. unless, that is, if i'm driving.
Title: Re: Awkward Sexual Experiences
Post by: Dole on March 09, 2013, 05:37:42 PM
Yeah I got couple of awkward moments of those kind. In high school I was at bar and hooked up with this chick from my school. She was like a straight A- student but had also a nice body and all. I got pretty hammered and at some point she asked if i would come to her place. It was a fucking long walk (at least it felt like it) but the idea of getting laid kept me going. Finally at her's and i'm having the greatest urge to take shit. It was this little ass apartment with one room and paper-thin walls and my ass is exploding. I didn't want to ruin the sure to come fucking so i tried to put the water running and all but it was terrible (she didn't even have a stereo or some). I couldn't take a proper shit because she was already lying on the bed basically behind the paperish bathroom wall. I just decided to hold it in and got to bed. So the fucking part was soon on and it started nice. I thought I had my other primary urges under control while doin missionary and she's moaning and all but then she  wildly grabs my cheeks and starts groping them with as i thrust and i was thinking "fuck no!" but too late. I passed the gas with a great hot rod sound and felt like the whole building woke up because it was so quiet. We stopped for a second and the chick stares me straight into the eyes and somehow i started laughing and continued plowing and she was game. Finished the deed and took a nice dump after. Never talked to her again after that night but sex was ok.
Title: Re: Awkward Sexual Experiences
Post by: sultsult on March 09, 2013, 08:42:08 PM
Yeah I got couple of awkward moments of those kind. In high school I was at bar and hooked up with this chick from my school. She was like a straight A- student but had also a nice body and all. I got pretty hammered and at some point she asked if i would come to her place. It was a fucking long walk (at least it felt like it) but the idea of getting laid kept me going. Finally at her's and i'm having the greatest urge to take shit. It was this little ass apartment with one room and paper-thin walls and my ass is exploding. I didn't want to ruin the sure to come fucking so i tried to put the water running and all but it was terrible (she didn't even have a stereo or some). I couldn't take a proper shit because she was already lying on the bed basically behind the paperish bathroom wall. I just decided to hold it in and got to bed. So the fucking part was soon on and it started nice. I thought I had my other primary urges under control while doin missionary and she's moaning and all but then she  wildly grabs my cheeks and starts groping them with as i thrust and i was thinking "fuck no!" but too late. I passed the gas with a great hot rod sound and felt like the whole building woke up because it was so quiet. We stopped for a second and the chick stares me straight into the eyes and somehow i started laughing and continued plowing and she was game. Finished the deed and took a nice dump after. Never talked to her again after that night but sex was ok.

haha nice first post dude.. i hate having to take a shit when i am at a chicks place.. luckily i am on a med that constipates me so i can usually squeeze out a quick hard one in the time it takes to piss usually, so she isnt the wiser (i hope).. this is also helpful at parties.
Title: Re: Awkward Sexual Experiences
Post by: Strike A Pose on March 09, 2013, 09:16:19 PM
Expand Quote
girl ive been talking to for like 2 months wont make out with me, only closed mouth kiss. Thus, leading to nothing more then a few awkward kisses and no action.

has anyone had this happen? its like she has no desire what-so-ever to do anything.

and i've been around my fair share of loose women, but this is just weird.
[close]

Is she religious?
Is she a virgin?
Has she been fucked over in the past?
Is she twelve?

Serious note: Maybe she really likes you and wants to take things slow. I know that I have progressed slowly with physical emotions before if I am really happy about somebody and don't want to get things confused. Just play it cool though if you're psyched on her. Don't let it ALL rely on physical actions but don't let her just screw you over and play with you.

Serious bullshit.

If a girl doesn't want to get down that means she doesn't "really" like you.

Simple as that!
Title: Re: Awkward Sexual Experiences
Post by: vulc on March 09, 2013, 10:02:26 PM
smoked some H and tubgirl'd myself. shit was cash
Title: Re: Awkward Sexual Experiences
Post by: smokecrack on March 10, 2013, 01:10:47 AM
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.

hold on bro's, i think i figured this one out:

are you modestly implying that most girls have failed at giving you toe-curling, splooge-tastic bj's because you have a huge dangus?

if you've ever had to buy a black n gold box of condoms, then i feel ya, man.

try to be patient and go at their speed. you don't want to forcibly insert too much meat for these young thangs to handle, ya know?

(or maybe try to find a skeezer who specializes in gargantuan dong. i dunno.)
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on March 10, 2013, 10:12:24 AM
Expand Quote
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.
[close]

hold on bro's, i think i figured this one out:

are you modestly implying that most girls have failed at giving you toe-curling, splooge-tastic bj's because you have a huge dangus?

if you've ever had to buy a black n gold box of condoms, then i feel ya, man.

try to be patient and go at their speed. you don't want to forcibly insert too much meat for these young thangs to handle, ya know?

(or maybe try to find a skeezer who specializes in gargantuan dong. i dunno.)

Ha I wish that was the case but I'd say I'm just average.. but then again I've only analyzed my own dick
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on March 10, 2013, 10:18:20 AM
Spend more time in locker rooms
Title: Re: Awkward Sexual Experiences
Post by: 1978 on March 10, 2013, 05:56:13 PM
Expand Quote
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.
[close]

so the problem im gathering is you have trouble getting off from a blow job? its tough man, especially as a chronic masturbator. I think that you have to dedicate some time to training one girl to do exactly what you want.

I have had this problem too.  But after going to Thailand i was amazed. They jack you off better than you could ever do yourself.

Or just get the girl to lick your ass while you jack yourself off.
Title: Re: Awkward Sexual Experiences
Post by: oyolar on March 10, 2013, 07:53:19 PM
Spend more time in locker rooms on Slap.
Title: Re: Awkward Sexual Experiences
Post by: micky682 on March 13, 2013, 06:46:15 PM
Please don't ever let this thread down, all I do every study hall is read them stories. Keep 'em cumming. (See what I did there)
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 13, 2013, 07:22:17 PM
I have had this problem too.  But after going to Thailand i was amazed. They jack you off better than you could ever do yourself.

Or just get the girl to lick your ass while you jack yourself off.

post of the day. we need a post of the day thread. im gonna go jack off now.
Title: Re: Awkward Sexual Experiences
Post by: No mongz on March 15, 2013, 10:40:08 PM
a chick I had a one off with wanted me to eat her out, but she was a whore so I made her suck my dick instead. the condom broke earlier however she still wanted sex. i refused to go raw dog and made her suck my johnson until sunrise. she then told me it was her first time giving head but i told her not to worry. the way I see it at least she got plenty of practice that night.
Laaame
Title: Re: Awkward Sexual Experiences
Post by: Strike A Pose on March 15, 2013, 11:52:33 PM
FUCK CONDOMS!

RAW ONLY!
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on March 17, 2013, 11:09:47 AM
Expand Quote
I have had this problem too.  But after going to Thailand i was amazed. They jack you off better than you could ever do yourself.

Or just get the girl to lick your ass while you jack yourself off.
[close]

post of the day. we need a post of the day thread. im gonna go jack off now.

This is true. About the butthole, I guess most guys have to get comfortable with a girl before they ask that favor.


Story from the other night though: 

Thursday night I go down to one of the local spots with some friends and end up running into this girl I had actually met there on a Thursday night maybe a month or two ago. The first night I met her was a wild night as I ended up getting a bit wasted and made out with maybe four girls but actually got 6 numbers so I couldn't figure out who was who the next day. However, I remembered here because I saved her in my phone as cha cha woman or something easily memorable. Well, long story short, I texted her a bit but for some reason we never made it happen. Jump forward to this past Wednesday night and there we are again - talking and making out in the same bar. It wasn't going to work out that night seeing as how we had both caught rides there with our friends so we say let's do tomorrow. Tomorrow comes and she's telling me that my friends and I should come to her b-day shindig at this shitty bar which we tried to but since there was a line we were over it. I shoot her a text saying what's up and then my friends and I head to some girl's party in Tarzana who's "instagram famous" basically for posting all these ass shaking photos. That party actually ended up being pretty bogus but we made some funny Vine videos and there was indeed some ass shaking. Anyway, I drunk text this girl once we're heading back around 2 or 3 am and she say she's down to come over so I drop the homies off and head back to the crib. She get's there basically at the same time as me and everything's pretty normal including the sex. Here's the weird thing though - after we have sex she doesn't stick around which is a good thing I'd say. We bid ado and I let her out then I go back into my room to grab the condom off the dresser and throw it away but it's gone. There was just a big puddle of jizz there like she had dumped it out or something. I was thinking maybe she was courteous and threw it away or something but I couldn't find it in the trash and she didn't go to the bathroom/flush the toilet before she left. This girl fucking took the used condom with her. Fuckin' weird man.

Title: Re: Awkward Sexual Experiences
Post by: ontheswarm on March 17, 2013, 11:20:08 AM
Expand Quote
Expand Quote
I have had this problem too.  But after going to Thailand i was amazed. They jack you off better than you could ever do yourself.

Or just get the girl to lick your ass while you jack yourself off.
[close]

post of the day. we need a post of the day thread. im gonna go jack off now.
[close]

This is true. About the butthole, I guess most guys have to get comfortable with a girl before they ask that favor.


Story from the other night though: 

Thursday night I go down to one of the local spots with some friends and end up running into this girl I had actually met there on a Thursday night maybe a month or two ago. The first night I met her was a wild night as I ended up getting a bit wasted and made out with maybe four girls but actually got 6 numbers so I couldn't figure out who was who the next day. However, I remembered here because I saved her in my phone as cha cha woman or something easily memorable. Well, long story short, I texted her a bit but for some reason we never made it happen. Jump forward to this past Wednesday night and there we are again - talking and making out in the same bar. It wasn't going to work out that night seeing as how we had both caught rides there with our friends so we say let's do tomorrow. Tomorrow comes and she's telling me that my friends and I should come to her b-day shindig at this shitty bar which we tried to but since there was a line we were over it. I shoot her a text saying what's up and then my friends and I head to some girl's party in Tarzana who's "instagram famous" basically for posting all these ass shaking photos. That party actually ended up being pretty bogus but we made some funny Vine videos and there was indeed some ass shaking. Anyway, I drunk text this girl once we're heading back around 2 or 3 am and she say she's down to come over so I drop the homies off and head back to the crib. She get's there basically at the same time as me and everything's pretty normal including the sex. Here's the weird thing though - after we have sex she doesn't stick around which is a good thing I'd say. We bid ado and I let her out then I go back into my room to grab the condom off the dresser and throw it away but it's gone. There was just a big puddle of jizz there like she had dumped it out or something. I was thinking maybe she was courteous and threw it away or something but I couldn't find it in the trash and she didn't go to the bathroom/flush the toilet before she left. This girl fucking took the used condom with her. Fuckin' weird man.


That is fucking weird man hahah. I used to live pretty close to Tarzana. I miss the valley.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 17, 2013, 11:21:36 AM
does it count as cheating if you just piss in a girl's mouth?
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on March 17, 2013, 11:22:25 AM
Expand Quote
Expand Quote
Expand Quote
I have had this problem too.  But after going to Thailand i was amazed. They jack you off better than you could ever do yourself.

Or just get the girl to lick your ass while you jack yourself off.
[close]

post of the day. we need a post of the day thread. im gonna go jack off now.
[close]

You used to live in the valley and you miss it? Why? And where do you live now?

This is true. About the butthole, I guess most guys have to get comfortable with a girl before they ask that favor.


Story from the other night though: 

Thursday night I go down to one of the local spots with some friends and end up running into this girl I had actually met there on a Thursday night maybe a month or two ago. The first night I met her was a wild night as I ended up getting a bit wasted and made out with maybe four girls but actually got 6 numbers so I couldn't figure out who was who the next day. However, I remembered here because I saved her in my phone as cha cha woman or something easily memorable. Well, long story short, I texted her a bit but for some reason we never made it happen. Jump forward to this past Wednesday night and there we are again - talking and making out in the same bar. It wasn't going to work out that night seeing as how we had both caught rides there with our friends so we say let's do tomorrow. Tomorrow comes and she's telling me that my friends and I should come to her b-day shindig at this shitty bar which we tried to but since there was a line we were over it. I shoot her a text saying what's up and then my friends and I head to some girl's party in Tarzana who's "instagram famous" basically for posting all these ass shaking photos. That party actually ended up being pretty bogus but we made some funny Vine videos and there was indeed some ass shaking. Anyway, I drunk text this girl once we're heading back around 2 or 3 am and she say she's down to come over so I drop the homies off and head back to the crib. She get's there basically at the same time as me and everything's pretty normal including the sex. Here's the weird thing though - after we have sex she doesn't stick around which is a good thing I'd say. We bid ado and I let her out then I go back into my room to grab the condom off the dresser and throw it away but it's gone. There was just a big puddle of jizz there like she had dumped it out or something. I was thinking maybe she was courteous and threw it away or something but I couldn't find it in the trash and she didn't go to the bathroom/flush the toilet before she left. This girl fucking took the used condom with her. Fuckin' weird man.


[close]
That is fucking weird man hahah. I used to live pretty close to Tarzana. I miss the valley.
Title: Re: Awkward Sexual Experiences
Post by: EnjoiSanJose on March 17, 2013, 12:14:39 PM
that bitch probably took that condom so she could get pregnant and your baby.
Title: Re: Awkward Sexual Experiences
Post by: Made In China on March 17, 2013, 01:54:34 PM
that bitch probably took that condom so she could get pregnant and your baby.
But he said she dumped the jizz out?
Title: Re: Awkward Sexual Experiences
Post by: Mat on March 17, 2013, 02:02:21 PM
Expand Quote
that bitch probably took that condom so she could get pregnant and your baby.
[close]
But he said she dumped the jizz out?

she probably does that with all the dudes she hooks up with, and will have them hanging on her wall in her apt. just walls covered with hundreds of empty used rubbers
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on March 17, 2013, 02:54:59 PM
Haha yeah, that's the only reason I could think of doing it is if you were trying to get pregnant by some dude but it's not like I'm some celebrity and the girl doesn't even know my last name. Maybe she did it on accident but she totally dumped the load out of the condom on my dresser - it was just a gnarly jizz puddle sitting there. Perhaps she did that by accident but I know I sat it down facing up. She probably is really mathematical - tacks them to the days on the calendar and at the end of the year tallies up the best day, best week, best month.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 17, 2013, 04:10:15 PM
ive never really worn condoms (a few times when it was with my first couple girlfriends). i always have wondered what the protocol is for cumming with the condom. do you bust inside her? rip the condom off porno style and blast wherever shes begging? hmm.

side note: i got tested last year and luckily didnt catch anything! its very awkward getting tested, it was this pretty overweight and slightly hood black nurse chick and she was like "yep the doctors gonna stick it in your penis and its gonna hurt. you should be wearing condoms!" well i was nervous as fuck, sweating and all, but then the doctor comes in and says they can do it all by blood and urine now (whew!) so i was off the hook for that whole thing. pretty sure the free clinics do the swab, but luckily i have health insurance and paid to get it done at the doctor.
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on March 17, 2013, 05:38:55 PM
ive never really worn condoms (a few times when it was with my first couple girlfriends). i always have wondered what the protocol is for cumming with the condom. do you bust inside her?

Depends. I usually go to the bathroom and dispose of it myself after busting in a condom. My one friend apparently fills it with water afterwards to make sure that there were no small holes hiding.
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on March 17, 2013, 07:28:14 PM
The damage is already done though....no?
Title: Re: Awkward Sexual Experiences
Post by: Jackburton on March 17, 2013, 10:58:22 PM
The damage is already done though....no?

Plan b.
Title: Re: Awkward Sexual Experiences
Post by: EnjoiSanJose on March 18, 2013, 01:11:52 AM
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that bitch probably took that condom so she could get pregnant and your baby.
[close]
But he said she dumped the jizz out?
well. Fuck
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on March 18, 2013, 01:23:48 AM
does it count as cheating if you just piss in a girl's mouth?

magnificent. simply magnificent.
Title: Re: Awkward Sexual Experiences
Post by: SKATE DAD on March 18, 2013, 08:06:49 PM
Pfffft bunch a pussies. Come on Jeremy. No busting in a girl even WITH a condom?! Ridiculous. I fucking hate pulling out. Why fuck if I'm just gonna pull out and jerk off last minute? Cumming inside a girl is literally what we were born for. That's what your entire evolutionary path has led you to. I refuse to pull out and cum on evolution's face!

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So basically I'm scared shitless of ever busting inside a girl ever again.  I mean I bought her the Plan B pill...which obviously worked cause she's not pregnant.  But no way I'm ever busting a nut in her anytime soon.
[close]
the abortion pill saves lives, homie. plan B is a good thing.
[close]
yeah my ex girlfriend after we broke up i was jonsing i called her up at least 3 seperate times and we fcuked.... she was tellin me to bust inside her, but i pulled out anyway just because we were broke up, and then after she says" well its probably godo you did that anyway cause i think i fucked up one of my pills". what a dumb ass.
[close]
see, she was trying to get you back and lock you down on a permanent basis.
[close]

Yeah cause Rawb is such a great catch. A real reliable father-type.

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one time she yelled "JUST COME IN ME ALREADY" i promptly pulled out, put my boxers and shorts back on, walked out and slept in the living room. was just really weird to be demanded of my come. her and i never spoke again after the next day haha.
[close]

Man none of those really seem awkward to me. Especially the last one. I suppose it would be when you're 17. But now, hoo boy I tell ya. That's some hot shit. Go with it homey.
[close]
What!! making eye contact with your bestfriend's girl while shes taking baby gravy on the tongue is super awkward!
[close]

Wouldn't be awkward until I pulled my dick out and started wanking while watching it.
Title: Re: Awkward Sexual Experiences
Post by: JB on March 27, 2013, 12:04:19 PM
last night a made some home made salsa and chopped up a jalapeno and a habanero pepper to spice it up. normally ill wear gloves when i cut hot peppers, but since i was only using 2 i didnt bother with the gloves. anyway, a few hours later my girlfriend and i went to bed and started fooling around. i started to finger her and after about 5 seconds she started breathing weird and moaning. so i started thinking in my head "what did i do? she never comes this easily." then she yelled "ITS BURNING! ITS BURNING!!!!" she had to get up and rub some kind of cream on her vag to make the burning stop.

moral of the story, wear gloves when you cut peppers. and if you dont, dont stick you fingers in your girlfriends vagina until the next day.
Title: Re: Awkward Sexual Experiences
Post by: paraquat on March 27, 2013, 01:34:45 PM
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that bitch probably took that condom so she could get pregnant and your baby.
[close]
But he said she dumped the jizz out?
[close]

she probably does that with all the dudes she hooks up with, and will have them hanging on her wall in her apt. just walls covered with hundreds of empty used rubbers
(http://24.media.tumblr.com/a456607eda273aefcdece251c648566c/tumblr_mh320wCACt1rittzto1_500.png)
Title: Re: Awkward Sexual Experiences
Post by: 1978 on March 27, 2013, 04:41:32 PM
^^^ ive seen that movie. cant remember what its called though.
Title: Re: Awkward Sexual Experiences
Post by: 69 on March 27, 2013, 08:03:08 PM
whats it called!!!!!!!!!!!!!!!?
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on March 27, 2013, 08:48:52 PM
ive never really worn condoms (a few times when it was with my first couple girlfriends). i always have wondered what the protocol is for cumming with the condom. do you bust inside her? rip the condom off porno style and blast wherever shes begging? hmm.

side note: i got tested last year and luckily didnt catch anything! its very awkward getting tested, it was this pretty overweight and slightly hood black nurse chick and she was like "yep the doctors gonna stick it in your penis and its gonna hurt. you should be wearing condoms!" well i was nervous as fuck, sweating and all, but then the doctor comes in and says they can do it all by blood and urine now (whew!) so i was off the hook for that whole thing. pretty sure the free clinics do the swab, but luckily i have health insurance and paid to get it done at the doctor.

I had this Indian guy fondle my penis for some time. He asked my if I liked the Dallas Cowboys and then he stuck a popsicle stick in my urethra and twisted it... It hurt very much. I have hpv.
Title: Re: Awkward Sexual Experiences
Post by: JB on March 28, 2013, 11:23:19 AM
Long time reader and  first time poster for this thread (I think)

In high school/college I was in a relationship with this girl I went to high school with. One night I get home wasted and she comes over drunk as well. We start hooking up on the side of my house and she starts giving me an old fashioned. Bored, drunk, and starting to get a hurt penis from incorrect handling, I calmly said, "It's easier if you put your mouth on it." With little hesitation she starts going down on me. This being her first time, I was kind of blown away at how willing she was. Time passes and she is blowing me on my back patio in the middle of the night. I start getting bored AGAIN because she is awful at this as well. In result, I rub one out and she rubs my back. Looking back now it is really weird that it resulted in this but oh well.

Fast forward a few years and I have still not gotten a successful BJ. After seeing several other girls through out the years, many have claimed they're, "..really good at giving head." All of which were failures.. till recently. I started seeing this girl I met through a friend. We hook up twice and I got freaked out when she went down on me. Close to explosion and nervous about ruining her sheets/reputation with me, I went to the bathroom. After explaining my history with BJs she understands and expresses sympathy for me being lets say.. genetically different. Progressively we start boning and mid-way through she says she has to stop because I'm hurting her.

she wont let you bust in her mouth? or are you worried that if you do, she'll get pissed?

my first girlfriend gave me my first BJ, and she was terrible at it. and made it clear before she even put her mouth on it that if i came in her mouth, shed kill me. and any time she would do it after that, id have to stop her after a few minutes because id feel bad for making her give me head while i wasnt getting any enjoyment from it.

the first time i got one from a different chick (who is my current girlfriend) i was like blown away. she could suck it so good my hands would start tingling. anyway, the first time she gave me head i stopped her right before i was going to cum and she kinda got bummed out. i told her that i didnt want to cum in her mouth (because from all my previous bj experience, this was a big no no) and she just said "why? you dont want to finish?" that was pretty much her giving me the go ahead to cum in her mouth, and it makes getting good head great head.

it just depends on the girl. most likely if shes down to suck dick, and shes good enough to get you off, then she probably wants you to get off. if you dont or try to hold it in, she might think shes not doing a good enough job and get upset. id just let her know when youre close, that way if she doesnt want you to bust in her mouth, she'll stop before its too late.
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on March 28, 2013, 10:50:46 PM
fuck that even if she doesn't want the cum i will still bust off more shots than a semi automatic jammy.
Title: Re: Awkward Sexual Experiences
Post by: toque on March 29, 2013, 03:43:26 AM
fuck that even if she doesn't want the cum i will still bust off more shots than a semi automatic jammy.

I remember Pete saying something about "...WERE ROCKIN WITH KOOL MIKE UNTIL FURTHER NOTICE" quite a while ago and as far as I'm concerned everybody should still be rocking with you
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on March 29, 2013, 09:10:43 AM
Let me put it this way, if someone is going to put their mouth on your penis, they want to get you off with it.

which means feel free to
bust off more shots than a semi automatic jammy.
Title: Re: Awkward Sexual Experiences
Post by: EricF on March 29, 2013, 09:42:07 AM
my freshman year of college I got really drunk and fucked some girl with a trust fund. I found out that night that there is such a thing as getting too drunk and not being able to bust. We fucked three time and she kept giving me dome but no luck. She ended up getting pissed because I was getting so bored and leaving. Normally it'd be whatever but she lived on the same floor as me and this happened at the beginning of the year so I was forced to see her all too frequently.

A couple weeks back I picked up a chick I saw from class at a bar in downtown SF. Things were going great till I looked down and saw blood all over my sheets.
Title: Re: Awkward Sexual Experiences
Post by: pancake man on March 30, 2013, 08:45:08 AM
Not an awkward story, but I figure it should go here anyway. Hookin up with this chick last night with music in the background and Slob On My Knob shuffles into the mix. Without missing a beat the girl looks at me and says "welp can't argue with the music" and goes to town on my dick. Probably the funniest exchange of events to date
Title: Re: Awkward Sexual Experiences
Post by: Andrefosho on March 30, 2013, 01:28:26 PM
Not an awkward story, but I figure it should go here anyway. Hookin up with this chick last night with music in the background and Slob On My Knob shuffles into the mix. Without missing a beat the girl looks at me and says "welp can't argue with the music" and goes to town on my dick. Probably the funniest exchange of events to date
Maaan, I salute you.
Title: Re: Awkward Sexual Experiences
Post by: NickDagger on March 30, 2013, 02:30:10 PM
Guys this thread is really great but could we PLEASE start adding some pix of the girls?

Or any nudes/pix you have of girls with descriptions about them?


PLZ N THNX


(http://i.imgur.com/t0kLc0c.gif)
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on March 30, 2013, 07:29:34 PM
my freshman year of college I got really drunk and fucked some girl with a trust fund. I found out that night that there is such a thing as getting too drunk and not being able to bust. We fucked three time and she kept giving me dome but no luck. She ended up getting pissed because I was getting so bored and leaving. Normally it'd be whatever but she lived on the same floor as me and this happened at the beginning of the year so I was forced to see her all too frequently.

i would have tried to keep something going, at least once more to make sure your reputation isnt tarnished!

i love getting too drunk to bust, if its a girl who can get your liquor dick rock hard for hours without ever cumming then its usually a pretty strong attraction from my experience. get that same thing going a few times and she will do anything you ask because she feels like she is not enough. makes for a great girlfriend. trust me :)
Title: Re: Awkward Sexual Experiences
Post by: max power on March 30, 2013, 09:40:39 PM
Guys this thread is really great but could we PLEASE start adding some pix of the girls?

Or any nudes/pix you have of girls with descriptions about them?


PLZ N THNX


(http://i.imgur.com/t0kLc0c.gif)
dudes gotta bate
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on March 31, 2013, 10:34:17 PM
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fuck that even if she doesn't want the cum i will still bust off more shots than a semi automatic jammy.
[close]

I remember Pete saying something about "...WERE ROCKIN WITH KOOL MIKE UNTIL FURTHER NOTICE" quite a while ago and as far as I'm concerned everybody should still be rocking with you

thanks dawg me and PETE is always doin our thang
Title: Re: Awkward Sexual Experiences
Post by: Made In China on April 04, 2013, 05:59:40 PM
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that bitch probably took that condom so she could get pregnant and your baby.
[close]
But he said she dumped the jizz out?
[close]

she probably does that with all the dudes she hooks up with, and will have them hanging on her wall in her apt. just walls covered with hundreds of empty used rubbers
[close]
(http://24.media.tumblr.com/a456607eda273aefcdece251c648566c/tumblr_mh320wCACt1rittzto1_500.png)
ayo what movie is this from
Title: Re: Awkward Sexual Experiences
Post by: 69 on April 04, 2013, 07:13:25 PM
yeah^^^
Title: Re: Awkward Sexual Experiences
Post by: Dole on April 06, 2013, 02:54:28 PM
Guys this thread is really great but could we PLEASE start adding some pix of the girls?

Or any nudes/pix you have of girls with descriptions about them?


PLZ N THNX


(http://i.imgur.com/t0kLc0c.gif)

Pretty bummed that I've lost total of three phones including pics of some really awkward/funny sexual encounters. So if you've found a phone(s) that have nude photos of some chicks please post them and I'll check em out and tell what's what.
Title: Re: Awkward Sexual Experiences
Post by: Dole on April 06, 2013, 04:09:56 PM
This one thing got me into two separate awkward situations.

Yeah so I was at this party while in college and there was this chick who was some kind of secretary at the student's union. She was pretty cute and petite but pretty hammered and kinda redneckish but still definitely worth it. So i did some cognac and beer and in no time i was fooling around with her. She took me soon to some room and started by saing " i can't fuck you because we don't have a condom but if you'll lick my pussy i'll suck your dick". I was kinda let down cause intercourse is the only proper way to bust a nut while drunk. So we got it going and she was so horny, moaning and all and in no time she's riding my dick. I'm feeling a little like in control again and took over the situation by talking her into some ass-fucking. It was fun and busted my nut and eventually left the party when another chick called and asked to come to her place. I passed out immediately at her's and woke up in the morning when she was sucking my dick. I just enjoyed it a while but then she asked why dick tastes so funny. I almost panicked when i remembered that i had't washed my dick after ass-fucking the other girl at the party. So I just told that i accidentally put the boxers on that i was wearing skating the other day or something. Don't know what she thought about it but sucked my dick again (maybe just to find out if it always tastes like shit).

The other thing happened at the school with the "secretary". We were hanging out at this coffee room with bunch of homies and one dude just started to tease this secretary girl about some sexual shit, can't remember exactly what but something pretty normal and harmless) but i think she thought that i have told them about our little encounter the other night and went from all pale to lobster in a second and rushed off. Never talked to her again.
Title: Re: Awkward Sexual Experiences
Post by: Unbridled Technical Precision on April 06, 2013, 06:38:05 PM
you are a nasty dude dole
Title: Re: Awkward Sexual Experiences
Post by: Dole on April 06, 2013, 06:55:42 PM
you are a nasty dude dole

Nah i think it was just something that happened no harm intended. Lots of shit goes down and i've come to notice that chicks are more and more nowdays into some kinky shit. At least i've learned to wash my dick. :)
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on April 06, 2013, 10:22:42 PM
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you are a nasty dude dole
[close]

Nah i think it was just something that happened no harm intended. Lots of shit goes down and i've come to notice that chicks are more and more nowdays into some kinky shit. At least i've learned to wash my dick. :)

Pun Intended
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on April 08, 2013, 11:22:15 AM
Has any chick ever tried to do stuff with your butt? It can't be just me.
Title: Re: Awkward Sexual Experiences
Post by: Fongstarr. on April 08, 2013, 11:52:56 AM
That scenario that Dole described happened to this girl I know but from a female perspective. She said one night she was going out with her friends and her man wanted to fuck before she did to get his nut on. They did it and she is on the pill and her boyfriend apparently nutted inside her. She went out after that and went to some club, got hammered and went to her friends place to some house party. Apparently this other guy was crushing on her hard and she said she couldn't fuck him, so he suggested that he could just eat her out. He does and that is when she realized that there was probably some cum residue inside her shit. Dude practically licked her man's cum the whole time. 
Title: Re: Awkward Sexual Experiences
Post by: Merked on April 08, 2013, 12:06:41 PM
That scenario that Dole described happened to this girl I know but from a female perspective. She said one night she was going out with her friends and her man wanted to fuck before she did to get his nut on. They did it and she is on the pill and her boyfriend apparently nutted inside her. She went out after that and went to some club, got hammered and went to her friends place to some house party. Apparently this other guy was crushing on her hard and she said she couldn't fuck him, so he suggested that he could just eat her out. He does and that is when she realized that there was probably some cum residue inside her shit. Dude practically licked her man's cum the whole time. 

Fuckk dude, that shit nasty.
Title: Re: Awkward Sexual Experiences
Post by: ConnyMas on April 08, 2013, 03:03:52 PM
Dealt with a fairly nasty situation a few weeks ago, not quite on Dole's level though. 

We where having a party at my place, and a girl I'd hooked up with a few times before was over.  As the party started winding down, we went back to my room and started getting at it.  She had never given me head before, but was pretty drunk so after some foreplay I was able to convince her.  As she started to go down on me I felt a large amount of something wet on my weiner, but didn't think much of it, figuring it was just spit.  By the time she finally put her mouth on it, she let out a gnarly scream.  Turns out she'd gotten a bloody nose and was so drunk she hadn't realized it until she put her mouth on my dick and tasted it.  I jumped up and flipped on the lights and I was fucking covered in blood, from my stomach to my legs.  My sheets where pretty much ruined too.
Title: Re: Awkward Sexual Experiences
Post by: jack burton on April 08, 2013, 03:09:26 PM
^ This rules.
Title: Re: Awkward Sexual Experiences
Post by: pancake man on April 08, 2013, 04:51:48 PM
Blood, nature's lubricant
Title: Re: Awkward Sexual Experiences
Post by: Dirty Larry on April 08, 2013, 05:43:14 PM
Thought I'd sign up and contribute seeing as I've extracted much joy from this thread...

About six years ago I worked for an after hours alcohol delivery company making drops around town. This had it's perks and every so often you'd get a bored lady ordering who would make it obvious they were down to get down. Anyhow, this Spanish lady about early 30's makes an order towards the end of the night, appears friendly and then phones back appearing even more friendly and invites me back after I finish. Sounding good ( she was fairly attractive for her age) I head back round there with a bottle of champagne. She was on the phone at the time shouting at someone who she later said was her publisher, she invited me in and was generally pretty strange... conversation didn't really flow, couldn't really tell what was going to happen, she offered to cook me some food which was nice. Ate something like tomatoes, eggs and bread. Oh and she also accused me of doing coke as I kept on having to piss from drinking a load of water while at work. And then just as I thought nothing would arise she pretty much jumped on me and was grinding against me. Seemed she wasn't too into kissing, she had her top off and possessed a fairly nice pair but with two huge scars under each which was a bit off putting. Anyway seemed she wasn't too into me touching her below either as I could get pretty close but not under knickers. She finished by tossing me off over her tits which she seemed perfectly happy with as was I to just get the whole thing to fucking finish to be honest. She finished by seeing me out and dancing round the hallway of her communal flats half naked while I made a bee-line to my car.

Amusing points to note - On her last visit to the bathroom she'd managed to leave the tap on and had completely flooded the tiny thing in about two inched of water which she found just before I left and was pretty pissed off about. And I also managed to pick up a ?60 fine leaving her house with a congestion fine after it just kicked in, in the morning. (Fucking Boris Johnson). Awkward and expensive.
Title: Re: Awkward Sexual Experiences
Post by: yungnol on April 08, 2013, 11:06:44 PM
So I started this new job last night draining and cleaning hot tubs at this spa and I was pretty unsure about how it was going to go. So like an hour or two into working I was moving this mat I had in the hallway back into one of the hot tub rooms. There was a couple in the room next to it and you gotta open and close the doors real quiet so you dont bother people and I'm right next to this room and the people are fucking and the chick is super loud. Next thing I hear is the dude say "You just squirted!?" Wasn't what I was expecting my first day of work to be but I guess I shouldve seen it coming getting a hot tub cleaner job
Title: Re: Awkward Sexual Experiences
Post by: lee fernandez on April 09, 2013, 03:07:52 PM
long time reader first time poster, my stories nothing to crazy but ill share anyway. had borrowed my dads laptop to listen to music in my room with my girlfriend, she was on her period at the time but we got too horny and just proceeded to bone but with a condom on due to the potentially bloody shaft. finished up and sure enough when i pulled out the condom was pretty well covered in blood, didnt think much of it and threw it in the trash can in my room. later dad texts me when im out asking where his laptop is and i say oh its in my room just go and grab it, only then remembering it was on the floor no more then a foot away from the bloody cum filled condom sitting nicely on top of the trash.
pretty grim, and akward when i got home later
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on April 11, 2013, 12:06:41 AM
I'm not sure if this was the first time I'd been to Bangkok or one of the several times after but I know it was the first time I'd gotten a hooker.  The fact that I was staying on Khao Sahn road in itself proves that I was naive to Bangkok but it's a good place to get your bearings started I suppose. Walking up and down the road everyday mingling with the peddlers along with the flux of Scandinavian tourists was a decent introduction to the backpacking route which allowed me to hook up with a few Nordic beauties and get a tug job from some seedy massage parlor just a stones throw away from my guest house.

Over the week that I was there I'd gone to get a few massages which resulted in a couple of unexpected handjobs - let me tell you if you think no girl can do it better than you personally give a few spots in Bangkok a go. These massage parlors that do it are fairly obvious although it will start off like a normal massage and it's still the masseuse's choice whether or not they go for it. If they decide to they'll feel up your thighs with the obvious intention of arousing the old sailor the slap it around like a whiffle ball asking if you want more. Most of the time I said now which resulted in the remainder of the massage being an angry one. But this isn't where the awkward sexual experience occurs for me....

I had seen the same Tuk-Tuk driver out on Khao Sahn almost every day that I was there and every time I saw him he would try to convince me into going to a ping pong show to which each time I'd decline - not really my thing although I have been to one. One night, however, I come out from this massage spot right across the street from my guest house still wearing a bath robe with the oil residue left on and greasy hair. This was probably the most expensive massage I got in Bangkok actually as it was full on legit with a sauna after to boot. So there's this guy there and he's pestering me about a ping pong show again to which I say something along the lines of, "you know, at this point and time I'd be a lot more interested in a hooker vs ping pong balls being shot out of a vagina" then his eyes light up. He tells me he can take me to this place free of charge with 30+ girls lined up to choose from free of charge. There's a bit where I contemplate then agree to hop in his tuk-tuk and away we go. The guy seems so happy the whole way there trying to make small talk with me but I'm not really interested in that. Finally we get where this place is and it reminds me of a Casino when the tuk-tuk guy walks me in then introduces me to the head honcho.

He takes me to this 2-way mirror where the other side is a room filled with 30+ girls lined up. The guy asks me what I'm most interested in the tells me, "this girl has the tightest pussy, this girl has the tightest butt hall, this girl gives the best blow jobs" etc.... I pick the blowjob girl in the green dress and she leads me up the stairs past all these seedy old men and one of the girls that passes us shrieks, "oooooh, lucky!". Once we enter the room it gets a bit weird to me but basically once I got to the 2 way mirror I felt really seedy. This room is completely mirrored, filled with chains and every sex toy you could imagine. This Thai girl doesn't speak any English at all and drops the teddy then showers in front of me. She takes off my clothes and is staring me in the eyes the whole time letting out these weird moans. It seems like all she can say is "sucky sucky" or "fucky fucky" and I knew I couldn't fuck this girl so I just say sucky sucky. She seems really surprised and then points to her pussy and says, "fucky fucky" to which I shake my head no and then she points to her butt hole and says "fucky fucky" and I shake my head now then point to my dick and say sucky sucky.  She ends up just giving me head but is trying to look me in the eyes the whole time so I turn away but every way I turn she locks eyes with me in through the mirrors in this mirrored room. At one point I just look straight up and she starts sucking my dick sideways so she can lock eyes with me through the mirror on the ceiling. I cum in her face then she takes a shower in front of me again, wipes me off with the towel, and leaves the room.

Super weird experience...
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on April 11, 2013, 12:22:53 AM
I'm not sure if this was the first time I'd been to Bangkok or one of the several times after but I know it was the first time I'd gotten a hooker.  The fact that I was staying on Khao Sahn road in itself proves that I was naive to Bangkok but it's a good place to get your bearings started I suppose. Walking up and down the road everyday mingling with the peddlers along with the flux of Scandinavian tourists was a decent introduction to the backpacking route which allowed me to hook up with a few Nordic beauties and get a tug job from some seedy massage parlor just a stones throw away from my guest house.

Over the week that I was there I'd gone to get a few massages which resulted in a couple of unexpected handjobs - let me tell you if you think no girl can do it better than you personally give a few spots in Bangkok a go. These massage parlors that do it are fairly obvious although it will start off like a normal massage and it's still the masseuse's choice whether or not they go for it. If they decide to they'll feel up your thighs with the obvious intention of arousing the old sailor the slap it around like a whiffle ball asking if you want more. Most of the time I said now which resulted in the remainder of the massage being an angry one. But this isn't where the awkward sexual experience occurs for me....

I had seen the same Tuk-Tuk driver out on Khao Sahn almost every day that I was there and every time I saw him he would try to convince me into going to a ping pong show to which each time I'd decline - not really my thing although I have been to one. One night, however, I come out from this massage spot right across the street from my guest house still wearing a bath robe with the oil residue left on and greasy hair. This was probably the most expensive massage I got in Bangkok actually as it was full on legit with a sauna after to boot. So there's this guy there and he's pestering me about a ping pong show again to which I say something along the lines of, "you know, at this point and time I'd be a lot more interested in a hooker vs ping pong balls being shot out of a vagina" then his eyes light up. He tells me he can take me to this place free of charge with 30+ girls lined up to choose from free of charge. There's a bit where I contemplate then agree to hop in his tuk-tuk and away we go. The guy seems so happy the whole way there trying to make small talk with me but I'm not really interested in that. Finally we get where this place is and it reminds me of a Casino when the tuk-tuk guy walks me in then introduces me to the head honcho.

He takes me to this 2-way mirror where the other side is a room filled with 30+ girls lined up. The guy asks me what I'm most interested in the tells me, "this girl has the tightest pussy, this girl has the tightest butt hall, this girl gives the best blow jobs" etc.... I pick the blowjob girl in the green dress and she leads me up the stairs past all these seedy old men and one of the girls that passes us shrieks, "oooooh, lucky!". Once we enter the room it gets a bit weird to me but basically once I got to the 2 way mirror I felt really seedy. This room is completely mirrored, filled with chains and every sex toy you could imagine. This Thai girl doesn't speak any English at all and drops the teddy then showers in front of me. She takes off my clothes and is staring me in the eyes the whole time letting out these weird moans. It seems like all she can say is "sucky sucky" or "fucky fucky" and I knew I couldn't fuck this girl so I just say sucky sucky. She seems really surprised and then points to her pussy and says, "fucky fucky" to which I shake my head no and then she points to her butt hole and says "fucky fucky" and I shake my head now then point to my dick and say sucky sucky.  She ends up just giving me head but is trying to look me in the eyes the whole time so I turn away but every way I turn she locks eyes with me in through the mirrors in this mirrored room. At one point I just look straight up and she starts sucking my dick sideways so she can lock eyes with me through the mirror on the ceiling. I cum in her face then she takes a shower in front of me again, wipes me off with the towel, and leaves the room.

Super weird experience...

i woulda felt mad awkward knowing theres dudes behind those mirrors jerkin off and filmin me
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on April 11, 2013, 11:22:40 AM
Different room man.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on April 11, 2013, 01:35:50 PM
Always go for the butt, always.
Title: Re: Awkward Sexual Experiences
Post by: Fongstarr. on April 11, 2013, 04:54:44 PM
Expand Quote
I'm not sure if this was the first time I'd been to Bangkok or one of the several times after but I know it was the first time I'd gotten a hooker.?  The fact that I was staying on Khao Sahn road in itself proves that I was naive to Bangkok but it's a good place to get your bearings started I suppose. Walking up and down the road everyday mingling with the peddlers along with the flux of Scandinavian tourists was a decent introduction to the backpacking route which allowed me to hook up with a few Nordic beauties and get a tug job from some seedy massage parlor just a stones throw away from my guest house.

Over the week that I was there I'd gone to get a few massages which resulted in a couple of unexpected handjobs - let me tell you if you think no girl can do it better than you personally give a few spots in Bangkok a go. These massage parlors that do it are fairly obvious although it will start off like a normal massage and it's still the masseuse's choice whether or not they go for it. If they decide to they'll feel up your thighs with the obvious intention of arousing the old sailor the slap it around like a whiffle ball asking if you want more. Most of the time I said now which resulted in the remainder of the massage being an angry one. But this isn't where the awkward sexual experience occurs for me....

I had seen the same Tuk-Tuk driver out on Khao Sahn almost every day that I was there and every time I saw him he would try to convince me into going to a ping pong show to which each time I'd decline - not really my thing although I have been to one. One night, however, I come out from this massage spot right across the street from my guest house still wearing a bath robe with the oil residue left on and greasy hair. This was probably the most expensive massage I got in Bangkok actually as it was full on legit with a sauna after to boot. So there's this guy there and he's pestering me about a ping pong show again to which I say something along the lines of, "you know, at this point and time I'd be a lot more interested in a hooker vs ping pong balls being shot out of a vagina" then his eyes light up. He tells me he can take me to this place free of charge with 30+ girls lined up to choose from free of charge. There's a bit where I contemplate then agree to hop in his tuk-tuk and away we go. The guy seems so happy the whole way there trying to make small talk with me but I'm not really interested in that. Finally we get where this place is and it reminds me of a Casino when the tuk-tuk guy walks me in then introduces me to the head honcho.

He takes me to this 2-way mirror where the other side is a room filled with 30+ girls lined up. The guy asks me what I'm most interested in the tells me, "this girl has the tightest pussy, this girl has the tightest butt hall, this girl gives the best blow jobs" etc.... I pick the blowjob girl in the green dress and she leads me up the stairs past all these seedy old men and one of the girls that passes us shrieks, "oooooh, lucky!". Once we enter the room it gets a bit weird to me but basically once I got to the 2 way mirror I felt really seedy. This room is completely mirrored, filled with chains and every sex toy you could imagine. This Thai girl doesn't speak any English at all and drops the teddy then showers in front of me. She takes off my clothes and is staring me in the eyes the whole time letting out these weird moans. It seems like all she can say is "sucky sucky" or "fucky fucky" and I knew I couldn't fuck this girl so I just say sucky sucky. She seems really surprised and then points to her pussy and says, "fucky fucky" to which I shake my head no and then she points to her butt hole and says "fucky fucky" and I shake my head now then point to my dick and say sucky sucky.?  She ends up just giving me head but is trying to look me in the eyes the whole time so I turn away but every way I turn she locks eyes with me in through the mirrors in this mirrored room. At one point I just look straight up and she starts sucking my dick sideways so she can lock eyes with me through the mirror on the ceiling. I cum in her face then she takes a shower in front of me again, wipes me off with the towel, and leaves the room.

Super weird experience...
[close]

i woulda felt mad awkward knowing theres dudes behind those mirrors jerkin off and filmin me

Haha. For real. Seems like a place where you can get 2 jobs going at one time. Shit, for all you know, there is an internet camera which making money wolrdwide.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on April 11, 2013, 05:00:35 PM
id be down. ive watched so much porn and never stumbled across any videos of american guys being tricked into fucking with a secret room full of people watching or video taping for the internet. if it does exist, im fine with it because it sure isnt gonna be easy to find.

side note, somewhat related: it blows my mind how much porn ive watched, amateur and not, and still never come across a girl i know.
Title: Re: Awkward Sexual Experiences
Post by: Dontfearthereefer on April 11, 2013, 10:11:23 PM
i moved out at 18 and have lived on my own since, i've been seeing this chick that still lives at home and the fact that her dad was downstairs totally ruined my game, Trying to be quiet and lay it down proper is impossible. anytime you fuck with parents in the houses it's an awkward sexual experience
Title: Re: Awkward Sexual Experiences
Post by: Hate_Then_Skate on April 11, 2013, 11:39:11 PM
Thought I'd sign up and contribute seeing as I've extracted much joy from this thread...

About six years ago I worked for an after hours alcohol delivery company making drops around town. This had it's perks and every so often you'd get a bored lady ordering who would make it obvious they were down to get down. Anyhow, this Spanish lady about early 30's makes an order towards the end of the night, appears friendly and then phones back appearing even more friendly and invites me back after I finish. Sounding good ( she was fairly attractive for her age) I head back round there with a bottle of champagne. She was on the phone at the time shouting at someone who she later said was her publisher, she invited me in and was generally pretty strange... conversation didn't really flow, couldn't really tell what was going to happen, she offered to cook me some food which was nice. Ate something like tomatoes, eggs and bread. Oh and she also accused me of doing coke as I kept on having to piss from drinking a load of water while at work. And then just as I thought nothing would arise she pretty much jumped on me and was grinding against me. Seemed she wasn't too into kissing(didn't want you to notice adam's apple), she had her top off and possessed a fairly nice pair but with two huge scars under each (cause they were fake, estrogen didn't work for him) which was a bit off putting. Anyway seemed she wasn't too into me touching her below either (didn't want you to touch her penis) as I could get pretty close but not under knickers. She finished by tossing me off over her tits which she seemed perfectly happy with as was I to just get the whole thing to fucking finish to be honest. She finished by seeing me out and dancing round the hallway of her communal flats half naked while I made a bee-line to my car.

Amusing points to note - On her last visit to the bathroom she'd managed to leave the tap on and had completely flooded the tiny thing in about two inched of water which she found just before I left and was pretty pissed off about. And I also managed to pick up a ?60 fine leaving her house with a congestion fine after it just kicked in, in the morning. (Fucking Boris Johnson). Awkward and expensive.

So, you banged a tranny?
Title: Re: Awkward Sexual Experiences
Post by: stab on April 12, 2013, 09:07:39 AM
A girl I know through a few friends basically scooped me up and brought me back to her apartment a couple weeks ago.  She took me to her room where she keeps her extremely anxious dog locked up all day.  We proceed to go at it and the whole time the dog is constantly jumping on the bed trying to literally join in.  I'm pretty sure I caught a few ball licks.  The next morning I woke up to find the heel off of my one of my shoes completely chewed apart.

Also that morning I realized the girl had really crazy scars on her shoulders which I at first assumed were signals that she was a freak (she was) but she later told me that she has cancer and they were surgical scars. Also that she couldn't get pregnant because of the medicine she was on (phew).

About a week later I was at a bar with Mandible Claw and she walks by.  Come to find out he had hooked up with her a bunch a few years ago. 

Title: Re: Awkward Sexual Experiences
Post by: Alan on April 12, 2013, 10:51:43 AM
I realized the girl had really crazy scars on her shoulders

First thing that came to mind was that the scars were the result of the dog trying to mount her...
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on April 13, 2013, 06:35:02 PM
A girl I know through a few friends basically scooped me up and brought me back to her apartment a couple weeks ago.  She took me to her room where she keeps her extremely anxious dog locked up all day.  We proceed to go at it and the whole time the dog is constantly jumping on the bed trying to literally join in.  I'm pretty sure I caught a few ball licks.  The next morning I woke up to find the heel off of my one of my shoes completely chewed apart.

Also that morning I realized the girl had really crazy scars on her shoulders which I at first assumed were signals that she was a freak (she was) but she later told me that she has cancer and they were surgical scars. Also that she couldn't get pregnant because of the medicine she was on (phew).

About a week later I was at a bar with Mandible Claw and she walks by.  Come to find out he had hooked up with her a bunch a few years ago. 



I think we can all agree on two things:
1. Mandible claw does some nice editing
2. Mandible claw's ejaculate is HIGHLY carcinogenic.
Title: Re: Awkward Sexual Experiences
Post by: Dole on April 13, 2013, 07:56:29 PM
Seems like I got tons of these. Couple of years back I was trying to get a cab after bar and this chick came out of nowhere and asked where i was going and was I willing to split it. I was down to it for the money but the chick was decent looking too.  So we got into cab and she was grabbing my cock after two minutes and so we went to her place which was about 2-3 miles from mine. It was pretty clear what it was going to be so we hit it pretty instantly. She was wild from the get go and insisted that i'd have to cum in her mouth and that i should smack her ass harder and harder. After a hard smacking 30 minutes my hands started to hurt but chick was on fire, the apartment door opened. The chick slipped in a matter of second to check it. Heard she was arguing some dude and they went to other room. I was losing my boner and thought it was time split. Then the chick came back and was looking pretty scary and said "it's my ex and he's having a baseball bat, u should leave". I took my stuff pretty fucking quick and ran out simultaneously stuffing boxers to jeans' back pockets. When I got out i noticed my wallet was still inside so i threw few little stones on the window and she luckily threw my wallet down. This sounds pretty corny but it started to rain while i was walking home though i wasn't pissed enough already. The chick texted me while i was walking and asked would i like to go for a coffee or something tomorrow. I didn't.

Title: Re: Awkward Sexual Experiences
Post by: StabMasterArson on April 13, 2013, 08:43:05 PM
So about 3 months ago I was at a local bar for a party my friends throw once a month. This older women comes up and starts talking to me asking me where she knows me from and how I look a lot like james dean. blah blah blah, we walk home to my house and she asks if i've got more to drink. So I make her a drink and we talk for a minute or two before she scoots over to me and just removes my dick from my pants while starring directly into my eyes like she was trying to cast a spell on me. I didnt need a spell, i just needed moisture via mouth, vag or butt. didnt care. that goes on for a minute but i urged her to go upstairs in case a roommate came home. The mouth quickly turned to the vag and it was going fine until it starts to feel a bit different. I sent a hand down to investigate and it returned all bloodied up. I lost my shit, this gypsy women was bleeding all over my Egyptian cotton. I started yelling at her "you're over 40 fucking years old and you cant tell when youre fucking bleeding" She got very defensive and started yelling back like it was my fault. Then she said quite possibly the dumbest thing I ever heard come out of a girls mouth..... "MY TRUE LOVE IS OUT THERE, YOURE GOING TO DIE ALONE, YOU LITTLE FUCKING KID". My anger shortly turned to laughter when i heard that. I replied with something along the lines of "you're forty something years old and fishing for young dick at a bar". We went back and fourth for a minute, and then ended up finishing. The damage was already done, and the boner wasn't going anywhere.

I saved her number, called back a few weeks later when I knew it wasnt shark week. She ended up licking my butt and taking it in hers. She ended up telling me all about her mother and how great she was. Showed me pics of them and everything. That following monday, he mother started working at the property manager I worked for. She was a fucking dinosaur.

More recently I texted to see what was up with some butt. She replied "sorry, I have a new rockstar boyfriend. We are in London. Booty calls are now off the table"

whatever. she still owes me sheets.
Title: Re: Awkward Sexual Experiences
Post by: police state on April 13, 2013, 10:02:57 PM
sounds like you smoothed things over quite well.. ^ this is the awkward sex thread, haha
Title: Re: Awkward Sexual Experiences
Post by: Tracer on April 13, 2013, 10:07:56 PM
So about 3 months ago I was at a local bar for a party my friends throw once a month. This older women comes up and starts talking to me asking me where she knows me from and how I look a lot like james dean. blah blah blah, we walk home to my house and she asks if i've got more to drink. So I make her a drink and we talk for a minute or two before she scoots over to me and just removes my dick from my pants while starring directly into my eyes like she was trying to cast a spell on me. I didnt need a spell, i just needed moisture via mouth, vag or butt. didnt care. that goes on for a minute but i urged her to go upstairs in case a roommate came home. The mouth quickly turned to the vag and it was going fine until it starts to feel a bit different. I sent a hand down to investigate and it returned all bloodied up. I lost my shit, this gypsy women was bleeding all over my Egyptian cotton. I started yelling at her "you're over 40 fucking years old and you cant tell when youre fucking bleeding" She got very defensive and started yelling back like it was my fault. Then she said quite possibly the dumbest thing I ever heard come out of a girls mouth..... "MY TRUE LOVE IS OUT THERE, YOURE GOING TO DIE ALONE, YOU LITTLE FUCKING KID". My anger shortly turned to laughter when i heard that. I replied with something along the lines of "you're forty something years old and fishing for young dick at a bar". We went back and fourth for a minute, and then ended up finishing. The damage was already done, and the boner wasn't going anywhere.

I saved her number, called back a few weeks later when I knew it wasnt shark week. She ended up licking my butt and taking it in hers. She ended up telling me all about her mother and how great she was. Showed me pics of them and everything. That following monday, he mother started working at the property manager I worked for. She was a fucking dinosaur.

More recently I texted to see what was up with some butt. She replied "sorry, I have a new rockstar boyfriend. We are in London. Booty calls are now off the table"

whatever. she still owes me sheets.
Strong post, but why are you calling back a cougar that was bleeding all over your bed? Fukkin RED FLAG unless you're 30 years old yourself most responses won't suffice
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on April 14, 2013, 12:37:25 AM
So about 3 months ago I was at a local bar for a party my friends throw once a month. This older women comes up and starts talking to me asking me where she knows me from and how I look a lot like james dean. blah blah blah, we walk home to my house and she asks if i've got more to drink. So I make her a drink and we talk for a minute or two before she scoots over to me and just removes my dick from my pants while starring directly into my eyes like she was trying to cast a spell on me. I didnt need a spell, i just needed moisture via mouth, vag or butt. didnt care. that goes on for a minute but i urged her to go upstairs in case a roommate came home. The mouth quickly turned to the vag and it was going fine until it starts to feel a bit different. I sent a hand down to investigate and it returned all bloodied up. I lost my shit, this gypsy women was bleeding all over my Egyptian cotton. I started yelling at her "you're over 40 fucking years old and you cant tell when youre fucking bleeding" She got very defensive and started yelling back like it was my fault. Then she said quite possibly the dumbest thing I ever heard come out of a girls mouth..... "MY TRUE LOVE IS OUT THERE, YOURE GOING TO DIE ALONE, YOU LITTLE FUCKING KID". My anger shortly turned to laughter when i heard that. I replied with something along the lines of "you're forty something years old and fishing for young dick at a bar". We went back and fourth for a minute, and then ended up finishing. The damage was already done, and the boner wasn't going anywhere.

I saved her number, called back a few weeks later when I knew it wasnt shark week. She ended up licking my butt and taking it in hers. She ended up telling me all about her mother and how great she was. Showed me pics of them and everything. That following monday, he mother started working at the property manager I worked for. She was a fucking dinosaur.

More recently I texted to see what was up with some butt. She replied "sorry, I have a new rockstar boyfriend. We are in London. Booty calls are now off the table"

whatever. she still owes me sheets.

Ten bucks says it was London, Ontario. Also, had difficulty breaking the 420 rep to gnar you.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on April 14, 2013, 11:43:23 AM
Stab, I'm very impressed at the level of which you were able to give no fucks.
Title: Re: Awkward Sexual Experiences
Post by: stab on April 14, 2013, 10:02:40 PM
Here's another weird one.
My friend's band was playing a show where mostly younger college kids hang out because the place will generally sell beer under-21.  A girl about my age starts staring at me and we end up drinking beers and talking for a while. Her and her other v attractive girlfriend and I leave together and they proceed to drive me around party/bar-hopping while simultaneously smoking me out and buying me beer, essentially rendering me blacked out and supremely confident. We all end up back at homegirl's apartment and I'm feeling like a 3-some is imminent (!).  I start making out with the one girl while her other friend is outside on the phone or something.  Outside girl slides out at some point and the other girl and I start going at it in her room. She was definitely on the freakier/rougher end of the spectrum and at one point pulls out some weird sex toy to use on herself.  I assume we bang for a while and pass out but the next thing I remember is waking up to her screaming at me and driving me home.....
*important caveat*
Growing up I had the strange habit of sleepwalking when I fell asleep in a new place.  This would happen at friends' houses I'd sleepover at as well as on family vacations in hotels.  By college when drinking had come into play and I was living in a dorm there would be numerous occasions where I would wake up in weird stairwells, and other floors, often close to naked and urinating on various objects (my older brother has this same problem).

So it turns out that I had drank enough and been in a weird enough location/situation that I did just that, and the various object this time happened to be this poor girl's face.

She ended up texting me the next day telling me that her "pussy still hurt" and we ended up banging/semi-dating for the next two months.  She got really clingy and I dumped her via text on the way to a Radiohead show in Tampa. I still see her around town from time to time and she is actually really cool and one night actually successfully played wingwomen for me.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on April 15, 2013, 12:10:22 AM
why would u ever dump someone via a text? what the fuck is wrong with you?
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on April 15, 2013, 12:57:51 AM
why would u ever dump someone via a text? what the fuck is wrong with you?

hahhah your'e on some bitch shit ice nine, fuck them bitches feelings.
Title: Re: Awkward Sexual Experiences
Post by: stab on April 15, 2013, 07:12:40 AM
why would u ever dump someone via a text? what the fuck is wrong with you?
What part of "she started getting clingy" and "I peed on her face while sleepwalking" do you not understand?
Title: Re: Awkward Sexual Experiences
Post by: steve on April 15, 2013, 08:32:34 AM
Here's another weird one.
My friend's band was playing a show where mostly younger college kids hang out because the place will generally sell beer under-21.  A girl about my age starts staring at me and we end up drinking beers and talking for a while. Her and her other v attractive girlfriend and I leave together and they proceed to drive me around party/bar-hopping while simultaneously smoking me out and buying me beer, essentially rendering me blacked out and supremely confident. We all end up back at homegirl's apartment and I'm feeling like a 3-some is imminent (!).  I start making out with the one girl while her other friend is outside on the phone or something.  Outside girl slides out at some point and the other girl and I start going at it in her room. She was definitely on the freakier/rougher end of the spectrum and at one point pulls out some weird sex toy to use on herself.  I assume we bang for a while and pass out but the next thing I remember is waking up to her screaming at me and driving me home.....
*important caveat*
Growing up I had the strange habit of sleepwalking when I fell asleep in a new place.  This would happen at friends' houses I'd sleepover at as well as on family vacations in hotels.  By college when drinking had come into play and I was living in a dorm there would be numerous occasions where I would wake up in weird stairwells, and other floors, often close to naked and urinating on various objects (my older brother has this same problem).

So it turns out that I had drank enough and been in a weird enough location/situation that I did just that, and the various object this time happened to be this poor girl's face.

She ended up texting me the next day telling me that her "pussy still hurt" and we ended up banging/semi-dating for the next two months.  She got really clingy and I dumped her via text on the way to a Radiohead show in Tampa. I still see her around town from time to time and she is actually really cool and one night actually successfully played wingwomen for me.

man, sometimes I miss doing shit like this.

why would u ever dump someone via a text? what the fuck is wrong with you?

i had a habit of ending contact without even a text message. I hate dumping girls. Looking back, other than just straight up not talking to her anymore, the worst I pulled was the summer I graduated from high school. I thought I was a baller hippy hahaha and at the summer camp I worked at I started hooking up with this chick who wasn't particularly good looking but wasn't so bad either, a 5 on the physical plane but liked to party, so she was a 7 most of the time, you know what I'm saying?

Anyhow, after maybe 3 weeks of straight raw fucking in my van she started trying to say "I love you" during sex. I may have been a fool of an 18 year old but I wasn't feeling that, I was looking for a straight up cum dumpster. So I slow down contact but seeing as we worked together I was faced with seeing her everyday. I tried to ignore, I tried to say "no."

Her best friend had died in a wreck earlier in the year and was constantly torn up by it.

After work my buds are shooting hoops and I'm ollieing over the tennis nets when she comes over and starts buddying up to me. I look at her and say "are you seriously drinking before driving home? After what happened to Jessica this year? That's fucked up" She began crying and ran away. Didn't speak to me for the remainder of the summer.

I'd left town and gotten into some shit for a while after that summer and ran into her when I was back around. She asked me to come over her place and I did. After sitting there smoking bowls to the face for a few hours I put on a pink floyd bootleg and we get into her bed. Ever been so high that it's just awkward to be in bed next to someone? I was. She starts jerking me off and my dick remains flaccid. She starts licking my neck and I'm not moving, like a dead man. She then says "Ooh, this music makes me feel like a prostitute in New York City." Deep in my mind I'm thinking "what the fuck is this bitch talking about? Pink Floyd and hookers? Is she making a reference to the Wall?" I'm still not moving, mind you I'm in the height of my tripping days, perpetually bugged, and she is trying to go to town. She then says "My sister told me she can fit a cucumber in her pussy," proceeds to pull a huge green cuke from under the pillow, lick, and "wanna try it to me?" Something in me finally snaps, I sit up, say nothing, get dressed, and walk out.

I forgot about this until now. what the fuck!
Title: Re: Awkward Sexual Experiences
Post by: Greg Ostertag on April 15, 2013, 03:58:25 PM

huge green cuke
Title: Re: Awkward Sexual Experiences
Post by: Made In China on April 15, 2013, 06:41:26 PM
Fuck dude I probably would've just went along with it
Title: Re: Awkward Sexual Experiences
Post by: Justis on April 15, 2013, 07:29:20 PM
Fuck dude I probably would've just went along with it
Sames
Title: Re: Awkward Sexual Experiences
Post by: NickDagger on April 15, 2013, 08:47:03 PM
The mouth quickly turned to the vag and it was going fine until it starts to feel a bit different. I sent a hand down to investigate

I lol'd.
Title: Re: Awkward Sexual Experiences
Post by: PAWL on April 15, 2013, 08:53:02 PM
I thought I was a baller hippy
Title: Re: Awkward Sexual Experiences
Post by: NickDagger on April 15, 2013, 08:53:43 PM

huge green cuke

lol
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on April 23, 2013, 02:04:48 PM
Expand Quote

huge green cuke
[close]

lol
Title: Re: Awkward Sexual Experiences
Post by: ChewyPoo on April 23, 2013, 05:14:02 PM
I got a couple I guess i could share.
Got a blow job at a long time ago gfs house whilst she went down on me two of her friends were in the room and she was going at it, they were putting makeup and shit on and i made eye contact with one cause my head wasnt under the sheets and she just did some eyebrows up shit at me.

The second was on nye 11 going on 12. This flat that my friends lived in was gnarly hardly got cleaned up until it absolutely had too people always in and out. Basically a squatting.
Anyway started drinking early afternoon wine in a goon sack six beers and a pack of smokes everything was going good skating the backyard ramp we progressively get drunker. Then my friend tries to drop in off the top of the wash house into the ramp just full on eats shit slams straight to the bottom and blew out his shoulder dislocating it. Paramedics come i was explaining what happened to them while he's getting gassed  and im drunk as shit holding a half empty goon sack. Skip forward hours and hours probably to like dawn im leaving a seperate flat by myself and as im walking down the street i see some lady walking by herself something took over and i started walking with her, she's probably in her late 30's early 40's absolute dog shit. Like I cant even describe it aswell as some of you could she was greasy and wearing jeans with those faux diamond s ond the ass I didnt care said we could go back to this flat everybody was passed out went to this spareroom ended half fucking with 3/4 of a boner go at it for awhile fell asleep, i wake up drunk and tried to facefuck her but she turned over gave me a terrible blowjob flipped her over jacked off all over her.  Went upstairs to get something to wipe it off with got back she used homies towel. Turns out she had a 10 year old son, she had these shitting fucking rose tattos almost looked home made. It was so digusting i never told my friends just asked one of them for a gnarly anti anxiety pill that pretty much knocks you out. Anyway thats my story so far and seemed far worse after it happened than how i typed it.

[EDIT} i was 17 at the time
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on April 23, 2013, 05:23:57 PM
I got a couple I guess i could share.
Got a blow job at a long time ago gfs house whilst she went down on me two of her friends were in the room and she was going at it, they were putting makeup and shit on and i made eye contact with one cause my head wasnt under the sheets and she just did some eyebrows up shit at me.

The second was on nye 11 going on 12. This flat that my friends lived in was gnarly hardly got cleaned up until it absolutely had too people always in and out. Basically a squatting.
Anyway started drinking early afternoon wine in a goon sack six beers and a pack of smokes everything was going good skating the backyard ramp we progressively get drunker. Then my friend tries to drop in off the top of the wash house into the ramp just full on eats shit slams straight to the bottom and blew out his shoulder dislocating it. Paramedics come i was explaining what happened to them while he's getting gassed  and im drunk as shit holding a half empty goon sack. Skip forward hours and hours probably to like dawn im leaving a seperate flat by myself and as im walking down the street i see some lady walking by herself something took over and i started walking with her, she's probably in her late 30's early 40's absolute dog shit. Like I cant even describe it aswell as some of you could she was greasy and wearing jeans with those faux diamond s ond the ass I didnt care said we could go back to this flat everybody was passed out went to this spareroom ended half fucking with 3/4 of a boner go at it for awhile fell asleep, i wake up drunk and tried to facefuck her but she turned over gave me a terrible blowjob flipped her over jacked off all over her.  Went upstairs to get something to wipe it off with got back she used homies towel. Turns out she had a 10 year old son, she had these shitting fucking rose tattos almost looked home made. It was so digusting i never told my friends just asked one of them for a gnarly anti anxiety pill that pretty much knocks you out. Anyway thats my story so far and seemed far worse after it happened than how i typed it.

I wish I could focus more on your stories rather than these clusterfucks of sentences.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on April 23, 2013, 06:02:06 PM
Fuck dude I probably would've just went along with it

100%. especially if im too fucked to get hard, thats when i try to play it off by making them do weird shit to themselves/go down on them for an hour and hope i get hard eventually.


great stories on this page guys. !!
Title: Re: Awkward Sexual Experiences
Post by: steve on April 23, 2013, 09:29:39 PM
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Fuck dude I probably would've just went along with it
[close]

100%. especially if im too fucked to get hard, thats when i try to play it off by making them do weird shit to themselves/go down on them for an hour and hope i get hard eventually.


great stories on this page guys. !!

it wasn't even that i was too fucked to get hard. shit was too weird from all the doses and weed, i didn't need some skank with conical pierced nipples talking about feeling like a hooker while listening to pink floyd and messing with a giant cucumber.


I've got this one story that I can't post in entirety for a few reasons but the best part was what happened a few years later...

I'm at a back yard bonfire, drinking keg beer, everyone was pretty wasted, smoking oolies and shit like that. I wasn't getting down on it, in fact I wasn't even smoking at that point, but the beer was free so i kept chilling. Shit started getting really weird when my homie gobbles a 10 strip of paper (mind you he'd just started funeral college and was working as an apprentice so he was always wearing a full suit) and shortly there after starts rolling on the pavement.

Anyhow, the kid that gave him the strip comes over to me and says "hey man, remember me? I just got out of prison. I was in for 2 years" I'm like "yeah, man, how's it going?" and have no idea who this clown with throat tattoos and shit is. He then says "Hey, man, that time I robbed you, I'm sorry about that. you know, i didn't even want to do it, but you know." and his identity hits me like a steaming sack of shit bricks- yes, he'd robbed me of a quarter in high school, it sucked. BUT, at this party all I could think was BAHAHAHA I don't give a shit about a quarter you piece of trash. When you were locked up, your baby mama met me at a beach party and sucked my dick in the motherfucking Atlantic Ocean. A night later she called me to come over the apartment. She sucked my dick again. With another girl in the bed. When she was going down on the other girl she said "ahh, are you gonna do something, or what?" so i fucked her. when she told me you broke her ribs, i fucked her again. She sucked my dick while I drank henny on the toilet. While you were in prison...I sucked on her tits and got shot in the face with breast milk and it tasted pretty sweet, actually. Go fuck yourself Instead, I said "hey, dude, let bygones be bygones."
Title: Re: Awkward Sexual Experiences
Post by: ice nine on April 24, 2013, 12:49:30 AM
^r u an atl twin?

that was funny as hell tho, ur really a sketchy dude
Title: Re: Awkward Sexual Experiences
Post by: stab on April 24, 2013, 08:29:17 AM
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Fuck dude I probably would've just went along with it
[close]

100%. especially if im too fucked to get hard, thats when i try to play it off by making them do weird shit to themselves/go down on them for an hour and hope i get hard eventually.


great stories on this page guys. !!
[close]

it wasn't even that i was too fucked to get hard. shit was too weird from all the doses and weed, i didn't need some skank with conical pierced nipples talking about feeling like a hooker while listening to pink floyd and messing with a giant cucumber.


I've got this one story that I can't post in entirety for a few reasons but the best part was what happened a few years later...

I'm at a back yard bonfire, drinking keg beer, everyone was pretty wasted, smoking oolies and shit like that. I wasn't getting down on it, in fact I wasn't even smoking at that point, but the beer was free so i kept chilling. Shit started getting really weird when my homie gobbles a 10 strip of paper (mind you he'd just started funeral college and was working as an apprentice so he was always wearing a full suit) and shortly there after starts rolling on the pavement.

Anyhow, the kid that gave him the strip comes over to me and says "hey man, remember me? I just got out of prison. I was in for 2 years" I'm like "yeah, man, how's it going?" and have no idea who this clown with throat tattoos and shit is. He then says "Hey, man, that time I robbed you, I'm sorry about that. you know, i didn't even want to do it, but you know." and his identity hits me like a steaming sack of shit bricks- yes, he'd robbed me of a quarter in high school, it sucked. BUT, at this party all I could think was BAHAHAHA I don't give a shit about a quarter you piece of trash. When you were locked up, your baby mama met me at a beach party and sucked my dick in the motherfucking Atlantic Ocean. A night later she called me to come over the apartment. She sucked my dick again. With another girl in the bed. When she was going down on the other girl she said "ahh, are you gonna do something, or what?" so i fucked her. when she told me you broke her ribs, i fucked her again. She sucked my dick while I drank henny on the toilet. While you were in prison...I sucked on her tits and got shot in the face with breast milk and it tasted pretty sweet, actually. Go fuck yourself Instead, I said "hey, dude, let bygones be bygones."
killing it
Title: Re: Awkward Sexual Experiences
Post by: king_in_the_north on April 24, 2013, 09:28:45 AM
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Fuck dude I probably would've just went along with it
[close]

100%. especially if im too fucked to get hard, thats when i try to play it off by making them do weird shit to themselves/go down on them for an hour and hope i get hard eventually.


great stories on this page guys. !!
[close]

it wasn't even that i was too fucked to get hard. shit was too weird from all the doses and weed, i didn't need some skank with conical pierced nipples talking about feeling like a hooker while listening to pink floyd and messing with a giant cucumber.


I've got this one story that I can't post in entirety for a few reasons but the best part was what happened a few years later...

I'm at a back yard bonfire, drinking keg beer, everyone was pretty wasted, smoking oolies and shit like that. I wasn't getting down on it, in fact I wasn't even smoking at that point, but the beer was free so i kept chilling. Shit started getting really weird when my homie gobbles a 10 strip of paper (mind you he'd just started funeral college and was working as an apprentice so he was always wearing a full suit) and shortly there after starts rolling on the pavement.

Anyhow, the kid that gave him the strip comes over to me and says "hey man, remember me? I just got out of prison. I was in for 2 years" I'm like "yeah, man, how's it going?" and have no idea who this clown with throat tattoos and shit is. He then says "Hey, man, that time I robbed you, I'm sorry about that. you know, i didn't even want to do it, but you know." and his identity hits me like a steaming sack of shit bricks- yes, he'd robbed me of a quarter in high school, it sucked. BUT, at this party all I could think was BAHAHAHA I don't give a shit about a quarter you piece of trash. When you were locked up, your baby mama met me at a beach party and sucked my dick in the motherfucking Atlantic Ocean. A night later she called me to come over the apartment. She sucked my dick again. With another girl in the bed. When she was going down on the other girl she said "ahh, are you gonna do something, or what?" so i fucked her. when she told me you broke her ribs, i fucked her again. She sucked my dick while I drank henny on the toilet. While you were in prison...I sucked on her tits and got shot in the face with breast milk and it tasted pretty sweet, actually. Go fuck yourself Instead, I said "hey, dude, let bygones be bygones."
[close]
killing it
quite possibly one of the greatest things I have ever read
Title: Re: Awkward Sexual Experiences
Post by: steve on April 24, 2013, 10:11:52 AM
^r u an atl twin?

that was funny as hell tho, ur really a sketchy dude

19-24 was rough. These days I'm just a low key dude who rides a bike, skates, doesn't eat meat, and does a ton of yoga.

Title: Re: Awkward Sexual Experiences
Post by: skate_bored on April 24, 2013, 05:07:14 PM
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^r u an atl twin?

that was funny as hell tho, ur really a sketchy dude
[close]

19-24 was rough. These days I'm just a low key dude who rides a bike, skates, doesn't eat meat, and does a ton of yoga.



keep posting. this thread is yours.
Title: Re: Awkward Sexual Experiences
Post by: steve on April 24, 2013, 08:30:15 PM
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^r u an atl twin?

that was funny as hell tho, ur really a sketchy dude
[close]

19-24 was rough. These days I'm just a low key dude who rides a bike, skates, doesn't eat meat, and does a ton of yoga.


[close]


keep posting. this thread is yours.

this one isn't sexual on my part....

So, one afternoon I'm at my homie's house, it's pretty early about noon or so. He worked the overnight shift at a convenience store and I'd met up around 8am to skate and smoke before going back to his crib to keep getting down. When we walked in, it was the usual, his mom sitting on her bed with a handle of vodka and an ashtray full of butts spilling onto the comforter. We went into his room to watch Fear and Loathing in Las Vegas, which was a staple of the time, and blaze. After a while, his Ma starts banging on the door, screaming "XXXXXXXX!!!! (can't say his name due to his having a really great career right now) OPEN THE FUCKING DOOR. I TOLD YOU NO SMOKING IN THERE" Now, mind you, we called this lady TFB aka The Fat Bitch. She's since had state funded lypo, but this bitch weighed in at least 350. She was always sitting up in the bed with her vodka, slinging klonapin to kiddies, looking like jabba the hut and throwing ashtrays around. But she bangs on the door hard enough so that it opens and lumbers through the cloud of smoke to sit on the bed. She says "Ya know, Steve, you're kinda cute. I always wanted to fuck Dan. What are you up to?" I'm 18 and have no idea what to do, so i hit my pipe and say nothing. She then asks for a hit and takes the pipe from my hands. She takes a whack, empties the bowl onto the floor, sticks the pipe into her pants, and says  "come get it, big boy." I'm thinking "what the fuck. I just spent a hundred dollars on this pipe. It's ruined." The beast starts moving the thing around in her pants and moaning. We left her there and went to skate.

FUCK, this thread is bringing back repressed memories!!! hahahah enjoy that shit!
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on April 24, 2013, 08:35:48 PM
I'm guessing you grew up in the midwest?
Title: Re: Awkward Sexual Experiences
Post by: steve on April 24, 2013, 08:50:59 PM
I'm guessing you grew up in the midwest?

no, not even close. i grew up in a small city outside of Boston where every member of the city council and school committee is also a real estate agent who profits off of low income housing, which, for a myriad of reasons, brings/fosters a lot of crazy drug use to town. At one time, there were a ton of jobs in the factories and mills, now they're all closed and there is nothing to do but take drugs, live at home, go to the bar, and waste the unemployment/SSI/disability check.

I ran into a dude I hadn't seen in 11 years a few nights ago and he said "you know the first thing that struck me when i came back here? it was all the broken TVs on the side of the road. Broken TVs and syringes."
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on April 24, 2013, 09:14:20 PM
Damn sounds like a little slice of heaven. You turned out pretty good though!
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on April 25, 2013, 10:56:11 AM
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Fuck dude I probably would've just went along with it
[close]

100%. especially if im too fucked to get hard, thats when i try to play it off by making them do weird shit to themselves/go down on them for an hour and hope i get hard eventually.


great stories on this page guys. !!
[close]

it wasn't even that i was too fucked to get hard. shit was too weird from all the doses and weed, i didn't need some skank with conical pierced nipples talking about feeling like a hooker while listening to pink floyd and messing with a giant cucumber.


I've got this one story that I can't post in entirety for a few reasons but the best part was what happened a few years later...

I'm at a back yard bonfire, drinking keg beer, everyone was pretty wasted, smoking oolies and shit like that. I wasn't getting down on it, in fact I wasn't even smoking at that point, but the beer was free so i kept chilling. Shit started getting really weird when my homie gobbles a 10 strip of paper (mind you he'd just started funeral college and was working as an apprentice so he was always wearing a full suit) and shortly there after starts rolling on the pavement.

Anyhow, the kid that gave him the strip comes over to me and says "hey man, remember me? I just got out of prison. I was in for 2 years" I'm like "yeah, man, how's it going?" and have no idea who this clown with throat tattoos and shit is. He then says "Hey, man, that time I robbed you, I'm sorry about that. you know, i didn't even want to do it, but you know." and his identity hits me like a steaming sack of shit bricks- yes, he'd robbed me of a quarter in high school, it sucked. BUT, at this party all I could think was BAHAHAHA I don't give a shit about a quarter you piece of trash. When you were locked up, your baby mama met me at a beach party and sucked my dick in the motherfucking Atlantic Ocean. A night later she called me to come over the apartment. She sucked my dick again. With another girl in the bed. When she was going down on the other girl she said "ahh, are you gonna do something, or what?" so i fucked her. when she told me you broke her ribs, i fucked her again. She sucked my dick while I drank henny on the toilet. While you were in prison...I sucked on her tits and got shot in the face with breast milk and it tasted pretty sweet, actually. Go fuck yourself Instead, I said "hey, dude, let bygones be bygones."
[close]
killing it
[close]
quite possibly one of the greatest things I have ever read

Bro you got a blumpkin!  Well, kinda..  But you fucking rule at life and stuff, so keep killing it and sharing these stories!
Title: Re: Awkward Sexual Experiences
Post by: Made In China on April 25, 2013, 04:18:53 PM
I want to believe that pipe story is fake. It's way too good to be real.
Title: Re: Awkward Sexual Experiences
Post by: 69 on April 25, 2013, 09:28:05 PM
great thread boys
Title: Re: Awkward Sexual Experiences
Post by: steve on April 26, 2013, 02:37:14 PM
I want to believe that pipe story is fake. It's way too good to be real.

no, dude. the story is too real. That lady was out of control. I've got a few more stories that'd blow you away. That house was like something out of Gummo.
Title: Re: Awkward Sexual Experiences
Post by: Andrew on April 26, 2013, 03:48:50 PM
(http://24.media.tumblr.com/ff507f30e654b62e2b9291370ff2fba5/tumblr_mgq92iPPA71rctbkxo1_r1_500.gif)

Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on April 27, 2013, 05:57:54 PM
So i'm up late and decided to check out craigslist. I've never used it before (or any other internet pussy site), but i've replied to a whole load of W4M posts so hopefully some weird shit happens and I can write some stories, haven't contributed to this thread for a couple of years now. Wish me luck...

Anyone had any experiences with it before?
Title: Re: Awkward Sexual Experiences
Post by: SqueezeThePulp on April 27, 2013, 06:11:59 PM
So i'm up late and decided to check out craigslist. I've never used it before (or any other internet pussy site), but i've replied to a whole load of W4M posts so hopefully some weird shit happens and I can write some stories, haven't contributed to this thread for a couple of years now. Wish me luck...

Anyone had any experiences with it before?
been there done that, at least 90% percent of them are spam/hookers, which is all fine and dandy, if that's what your into. If you really wanna bust a nut in somewhere other than the palm of your own hand through craigslist, I suggest m4m, but it's a strong cup of tea I tell you what... :-X
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on April 27, 2013, 06:20:02 PM
Expand Quote
So i'm up late and decided to check out craigslist. I've never used it before (or any other internet pussy site), but i've replied to a whole load of W4M posts so hopefully some weird shit happens and I can write some stories, haven't contributed to this thread for a couple of years now. Wish me luck...

Anyone had any experiences with it before?
[close]
been there done that, at least 90% percent of them are spam/hookers, which is all fine and dandy, if that's what your into. If you really wanna bust a nut in somewhere other than the palm of your own hand through craigslist, I suggest m4m, but it's a strong cup of tea I tell you what... :-X

I figured they weren't all genuine which is why I sent a load haha. I'm not desperate for a nut (got a fuck buddy), i'm more hoping for some crazy sex stories to laugh about when I'm old and grey. I'm 19 so my main goal is to bang a chick around 30...
Title: Re: Awkward Sexual Experiences
Post by: pancake man on April 27, 2013, 07:07:29 PM
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I'm guessing you grew up in the midwest?
[close]

no, not even close. i grew up in a small city outside of Boston where every member of the city council and school committee is also a real estate agent who profits off of low income housing, which, for a myriad of reasons, brings/fosters a lot of crazy drug use to town. At one time, there were a ton of jobs in the factories and mills, now they're all closed and there is nothing to do but take drugs, live at home, go to the bar, and waste the unemployment/SSI/disability check.

I ran into a dude I hadn't seen in 11 years a few nights ago and he said "you know the first thing that struck me when i came back here? it was all the broken TVs on the side of the road. Broken TVs and syringes."

This screams south shore or right outside of Worcester, fuck almost as depressing as Pittsfield
Title: Re: Awkward Sexual Experiences
Post by: Big Bush on April 27, 2013, 08:54:42 PM
steve, you must be from lowell there is no other place around or close to boston i can think of. Maybe lynn but I'm hoping lowell for you're sake.
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on April 27, 2013, 09:25:55 PM
the KOOLEST MIKE is worried fam, i fucked the shit out this girl 2 nights ago than this morning i went to take a leak and noticed i got these little red dots just below my knob with like one or two on the knob, yo what the fuck, i been doin the google and haven't found too much, someone tell me what the fucks up, do i got the STD's? someone tell me sumthin, do i just go to a normal doctor or some special dick doctor? yo
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on April 28, 2013, 02:26:57 AM
What like around your pubes? Doesn't sound good man, just go to the doctor. Remember to think about stephen hawking if the doctors hot (happened to me). Are you sure it's not a physical injury though? Could be a friction burn. I thought I had an STD when my bellend looked all fucked up once, but it just because the chick was terrible at blowjobs and scraped me up
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on April 28, 2013, 02:31:51 AM
What like around your pubes? Doesn't sound good man, just go to the doctor. Remember to think about stephen hawking if the doctors hot (happened to me). Are you sure it's not a physical injury though? Could be a friction burn. I thought I had an STD when my bellend looked all fucked up once, but it just because the chick was terrible at blowjobs and scraped me up
[/quote


hmmm she did blow me for like an hour and there was a bit of scrapeage, lol i fell asleep thru that shit and woke up and she was stil going, but they aint anywhere near the pubes they are on my shlong just bellow my head if ya know what im sayin and than a couple  on my knob, i did jerk off this mornin aswell, im hoping to fuck it got somethin to do wit that, like i work this litlle motherfucka red raw or some shit
Title: Re: Awkward Sexual Experiences
Post by: twitchflip on April 28, 2013, 04:05:24 AM
sounds like it could be a yeast infection, dude. either way, consult your doctor and get tested. ask for both urinal and blood tests and cover all the bases. good luck
Title: Re: Awkward Sexual Experiences
Post by: LambShank on April 28, 2013, 07:18:55 AM
there's a story that i've been waiting to post for a while but it never feels like the right time. i'll bust it out today in celebration of my one year anniversary with the girl its about.
my girlfriend is an actress (plays and stuff, not movies) and called me one night around eight o'clock to pick her up from a rehearsal. niether of us had any money on our person so there wasnt much to do, so i drove down to the beach to hang out until we though something up. we hung out in the car for a while since it was february and cold on the jersey shore so push came to shove and we started banging in my front seat with her on top and myself sitting just as though i were driving and i was checking the rearview mirror every minute or so to make sure we were alone. around nine fifteen i was feeling good, definitely the longest id ever lasted at that point, and i was holding her from the bottom. things were feeling wetter than usual but i disregarded it as and figured it was from how long things had been going for. a few minutes later i checked the rearview and this was when i saw a blacked out car with some extra bright lights cruise by extra slowly. i've always been paranoid of cops and suddenly had a huge pit in my stomach. the car slowed down, turned on its lights and k turned right behind us as i threw my girlfriend off of me and we scrambled to get our clothes back on. 
in our mad dash to get dressed she had put on her pants and my thrasher sweatshirt that was ten sizes too big for her and left me with just shoes, socks and jeans due to my lack of foresight and habit of wearing sweatshirts without a shirt underneath. here i am, shirtless and out of breath, when an officer comes and knocks on my window. we talk for a while and he was actually pretty cool and didnt give us any trouble, just told us to get out of there and not be such idiots in the future and half jokingly asked my girl if i was holding her against her will. we collected ourselves and headed over to my friends house to hang out for a while and on the way out i realized that there was some dark brown grime all over my hands. i washed it off and brought my lady home. when i got home and turned my car off the interior lights came on and i got up to notice an enormous bloodstain on my front seat, and another on the back of my pants from sitting on it all night.
turns out she had her period while we were fucking just before the cop came. i guess this isnt as awkward as a lot of other stories but i kind of thought it was worth sharing.
 
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on April 28, 2013, 10:12:05 AM
Update for my 21st century pussy project: 3 girls replied so far, one isn't a looker (haven't replied yet and feel bad), another one is hot but a muslim (hard mode?) and the final one is hot, in her mid 20s, a dom and most likely going to murder me
Title: Re: Awkward Sexual Experiences
Post by: Harem on April 28, 2013, 05:04:41 PM


This would've been 2 years ago. I remember going back to this girls house who was really into classical style music. I impressed her with my knowledge of Igor Stravinsky and she made reference to this all night. We get back to her place and she remembers she left her house key at her friends house. Not a issue, her housemate will let us in. Average dude wearing a Angry Birds t-shirt. We get to her room, and get into it straight away before she asks if she can could slip into the shower quickly, I say sure. By this time I needed to take the biggest shit. I'm talking like shitting out a cement block. I use the only toilet in the house, which is a couple of meters away from the bathroom she was in. I don't know why I did this, but I decided to take a shit with the seat still down. Like there was no reason for me to do it, I was just like 'fuck it'. Being drunk as fuck I thought I'd be a good idea to wrap my hands in toilet paper and then proceed to smear it all over the seat, so it was covered. I didn't know this girl, I was never going to see her again? I literally get back to her room just as she is about to walk out and pretend I'm going through her record collection. We fuck for the next 20 minutes, and the whole time I'm thinking how funny it would be if she needed to use the toilet and see what was in there and blame her house mate. Went back to the toilet to see my art work. Holy shit that smell (Dhal & Spinach curry the night before will do that) Ended up taking a packet of Mozzarella cheese from her fridge, and eating it as I walked to find a cab.

Title: Re: Awkward Sexual Experiences
Post by: steve on April 28, 2013, 07:01:54 PM
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I'm guessing you grew up in the midwest?
[close]

no, not even close. i grew up in a small city outside of Boston where every member of the city council and school committee is also a real estate agent who profits off of low income housing, which, for a myriad of reasons, brings/fosters a lot of crazy drug use to town. At one time, there were a ton of jobs in the factories and mills, now they're all closed and there is nothing to do but take drugs, live at home, go to the bar, and waste the unemployment/SSI/disability check.

I ran into a dude I hadn't seen in 11 years a few nights ago and he said "you know the first thing that struck me when i came back here? it was all the broken TVs on the side of the road. Broken TVs and syringes."
[close]

This screams south shore or right outside of Worcester, fuck almost as depressing as Pittsfield

508, homie.

Pittsfield sucks too. I lived in North Adams 10 years ago, and visit often. Fuck, it's a shitty area to live in. At least out there, though, you've got the mountains. down here all i've got is the taunton river.
Title: Re: Awkward Sexual Experiences
Post by: Filip on April 29, 2013, 01:10:49 AM


This would've been 2 years ago. I remember going back to this girls house who was really into classical style music. I impressed her with my knowledge of Igor Stravinsky and she made reference to this all night. We get back to her place and she remembers she left her house key at her friends house. Not a issue, her housemate will let us in. Average dude wearing a Angry Birds t-shirt. We get to her room, and get into it straight away before she asks if she can could slip into the shower quickly, I say sure. By this time I needed to take the biggest shit. I'm talking like shitting out a cement block. I use the only toilet in the house, which is a couple of meters away from the bathroom she was in. I don't know why I did this, but I decided to take a shit with the seat still down. Like there was no reason for me to do it, I was just like 'fuck it'. Being drunk as fuck I thought I'd be a good idea to wrap my hands in toilet paper and then proceed to smear it all over the seat, so it was covered. I didn't know this girl, I was never going to see her again? I literally get back to her room just as she is about to walk out and pretend I'm going through her record collection. We fuck for the next 20 minutes, and the whole time I'm thinking how funny it would be if she needed to use the toilet and see what was in there and blame her house mate. Went back to the toilet to see my art work. Holy shit that smell (Dhal & Spinach curry the night before will do that) Ended up taking a packet of Mozzarella cheese from her fridge, and eating it as I walked to find a cab.



Dude, seriously, fuck you.
Title: Re: Awkward Sexual Experiences
Post by: Harem on April 29, 2013, 01:19:41 AM
Were you the banal ass dude with the Angry Birds shirt who probably posts on the Game of Thrones IMDB forum and gets turned on by the underpass scene in Irreversible?
Title: Re: Awkward Sexual Experiences
Post by: Andrefosho on April 29, 2013, 02:38:01 PM


This would've been 2 years ago. I remember going back to this girls house who was really into classical style music. I impressed her with my knowledge of Igor Stravinsky and she made reference to this all night. We get back to her place and she remembers she left her house key at her friends house. Not a issue, her housemate will let us in. Average dude wearing a Angry Birds t-shirt. We get to her room, and get into it straight away before she asks if she can could slip into the shower quickly, I say sure. By this time I needed to take the biggest shit. I'm talking like shitting out a cement block. I use the only toilet in the house, which is a couple of meters away from the bathroom she was in. I don't know why I did this, but I decided to take a shit with the seat still down. Like there was no reason for me to do it, I was just like 'fuck it'. Being drunk as fuck I thought I'd be a good idea to wrap my hands in toilet paper and then proceed to smear it all over the seat, so it was covered. I didn't know this girl, I was never going to see her again? I literally get back to her room just as she is about to walk out and pretend I'm going through her record collection. We fuck for the next 20 minutes, and the whole time I'm thinking how funny it would be if she needed to use the toilet and see what was in there and blame her house mate. Went back to the toilet to see my art work. Holy shit that smell (Dhal & Spinach curry the night before will do that) Ended up taking a packet of Mozzarella cheese from her fridge, and eating it as I walked to find a cab.



Ruthless, can't believe it's for real.
Title: Re: Awkward Sexual Experiences
Post by: pancake man on April 29, 2013, 04:14:30 PM
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I'm guessing you grew up in the midwest?
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no, not even close. i grew up in a small city outside of Boston where every member of the city council and school committee is also a real estate agent who profits off of low income housing, which, for a myriad of reasons, brings/fosters a lot of crazy drug use to town. At one time, there were a ton of jobs in the factories and mills, now they're all closed and there is nothing to do but take drugs, live at home, go to the bar, and waste the unemployment/SSI/disability check.

I ran into a dude I hadn't seen in 11 years a few nights ago and he said "you know the first thing that struck me when i came back here? it was all the broken TVs on the side of the road. Broken TVs and syringes."
[close]

This screams south shore or right outside of Worcester, fuck almost as depressing as Pittsfield

508, homie.

Pittsfield sucks too. I lived in North Adams 10 years ago, and visit often. Fuck, it's a shitty area to live in. At least out there, though, you've got the mountains. down here all i've got is the taunton river.
[close]

MCLA? Also Northampton right here, and yeah these mountains rock
Title: Re: Awkward Sexual Experiences
Post by: steve on April 29, 2013, 06:07:29 PM
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I'm guessing you grew up in the midwest?
[close]

no, not even close. i grew up in a small city outside of Boston where every member of the city council and school committee is also a real estate agent who profits off of low income housing, which, for a myriad of reasons, brings/fosters a lot of crazy drug use to town. At one time, there were a ton of jobs in the factories and mills, now they're all closed and there is nothing to do but take drugs, live at home, go to the bar, and waste the unemployment/SSI/disability check.

I ran into a dude I hadn't seen in 11 years a few nights ago and he said "you know the first thing that struck me when i came back here? it was all the broken TVs on the side of the road. Broken TVs and syringes."
[close]

This screams south shore or right outside of Worcester, fuck almost as depressing as Pittsfield

508, homie.

Pittsfield sucks too. I lived in North Adams 10 years ago, and visit often. Fuck, it's a shitty area to live in. At least out there, though, you've got the mountains. down here all i've got is the taunton river.
[close]
[close]

MCLA? Also Northampton right here, and yeah these mountains rock

hahah yep. MCLA. I was there for a bit in 03. I remember a banking building in Pittsfield, at the bottom of a hill, i think, that had angled ironed ledges around a fair portion of the building. Shit was sick! I've got people who are still up there, so i get out when i can. That NoHo park is awesome. One of my favces.
Title: Re: Awkward Sexual Experiences
Post by: NickDagger on April 29, 2013, 08:15:23 PM
Update for my 21st century pussy project: 3 girls replied so far, one isn't a looker (haven't replied yet and feel bad), another one is hot but a muslim (hard mode?) and the final one is hot, in her mid 20s, a dom and most likely going to murder me

Can you post their pictures?

Please fuck the muslim.

(http://i.imgur.com/UVYIKNe.gif)
Title: Re: Awkward Sexual Experiences
Post by: Dole on May 06, 2013, 07:48:37 PM
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Update for my 21st century pussy project: 3 girls replied so far, one isn't a looker (haven't replied yet and feel bad), another one is hot but a muslim (hard mode?) and the final one is hot, in her mid 20s, a dom and most likely going to murder me
[close]

Can you post their pictures?

Please fuck the muslim.

(http://i.imgur.com/UVYIKNe.gif)

Go for the dom and describe us how she made you squeal like a pig. If you make that kind of an effort and finally man up for the task, make it count! 
Title: Re: Awkward Sexual Experiences
Post by: Hairy Ballsagna on May 11, 2013, 11:53:24 PM
Update for my 21st century pussy project: 3 girls replied so far, one isn't a looker (haven't replied yet and feel bad), another one is hot but a muslim (hard mode?) and the final one is hot, in her mid 20s, a dom and most likely going to murder me

This is exactly what the teachers at my christian school said secular society was like.
Title: Re: Awkward Sexual Experiences
Post by: Will Easley on May 12, 2013, 12:04:17 AM
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Update for my 21st century pussy project: 3 girls replied so far, one isn't a looker (haven't replied yet and feel bad), another one is hot but a muslim (hard mode?) and the final one is hot, in her mid 20s, a dom and most likely going to murder me
[close]

Can you post their pictures?

Please fuck the muslim.

(http://i.imgur.com/UVYIKNe.gif)
[close]

Go for the dom and describe us how she made you squeal like a pig. If you make that kind of an effort and finally man up for the task, make it count! 

lmao this nigga said the muslim girl was on Hard Mode! If you look at the two in their extreme forms, I'd say go for the muslim because you'll learn alot from the challenge & if you rise to it, it may be much more rewarding in the end. The other girl may be on some crazy shit & you know never know how that can turn out, lol.

BUT it couldnt hurt to at least go on first dates with both of em. wade the waters a little bit before diving in, lol
Title: Re: Awkward Sexual Experiences
Post by: Dole on July 02, 2013, 12:44:46 AM
This happened last friday. I'm not really even feeling the awkwardness but I guess it had some. So at friday  I went 200miles away for my grandfather's funeral and got hammered that night (the ceremony was at saturday). We were at bar and some fitness chick started hitting on me. Eventually she came to our table to sit with her boyfriend and some of her friend. We let her to stay because of kinda cute girl friend. The girl was totally fuckable but i was kinda bummed that she had boyfriend so i told her I wasn't interested and kept it cool. The night went on and after the bars closed we went to a park across the street for a joint and the chick mysteriously appeared. After about a blurry hour I was there alone with the chick and ended up banging her on the grass. I don't even know how many saw us and i really don't care. Not going to that town for a while. The awkward part is that she asked if i wanted to come to her place to sleep over. I asked about her boyfriend and she was like "let's get him to sleep on a sofa, he don't mind". I mean what the fuck is up with that? Would it be acool moment to let a chick suck your dick at a hangoverish morning while her boyfriend makes coffee at next room. (Couldn't go through with that because of the "How relatioships work"-thread.)
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on July 02, 2013, 12:22:54 PM
girlfriend has friend over to stay with us for weekend. friday night, things almost get weird. after a saturday morning hangover fuck, she tells me she wants to have a threesome, but definitely not with her friend. That part makes sense, and I nervously except because even though I'm not very interested in the idea (sorry dudes), itd be dumb to turn down the experience. saturday night, low and behold, things get weird. I know we said no to the friend staying, but once all 3 of us were hammered, thinks kinda took off. In retrospect, I should have known to stop it but, I was too drunk to say no.

After about 10 minutes of whatever, my girlfriend storms out the room. I quickly jump off the friend, and chase after my girlfriend. Blow out arguement, I go out for a smoke, the other friend comes out and says I just lost my best friend wah wah wah. Bitch, I maybe just lost mine. I go back in. girlfriend is passed out. I thank god for that and lay down. other girl sleeps on the tile in the kitchen.

In the morning, my girlfriend is pissed. I don't say much, cause I'm not that stupid, but she basically starts packing her shit up to move out. I sit on the bed, fairly distraught, but eventually she sits down next to me to tell me what her game plan about moving out is. I listen. within minutes, we're fucking, which transitions to me eating her out, with her trying her hardest not to cum while nearly yelling at me, which then transitions back to what is probably the best sex of my life.

thats the story of my first (and definitely last) 3some, how i discovered a minor fetish, and how i fell even more in love with this bat shit crazy girl. celebrating an anniversary tomorrow.



what a fucking bitch, i fucking hate women and their cuntish attitudes.... what was it about, did you pay a little too much attention to her friend...tell her it was her dumbass idea
Title: Re: Awkward Sexual Experiences
Post by: KOOL MIKE on July 02, 2013, 12:40:27 PM
alcohol is evil
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on July 02, 2013, 09:21:19 PM
I got head in a Mexican restaurant parking lot.  Nice white family walks by. Made eye-contact. Didn't tell her. Stared and she kept going.
Title: Re: Awkward Sexual Experiences
Post by: gaunting on July 02, 2013, 10:12:10 PM
Not an experience of mine per say, but my friend and his wife (also a close friend) are in a poly amorous relationship with another couple. It is very weird, I'm open to people expressing themselves and whatever, but it's just too damn weird, not to mention, the other couple is downright creepy, they give me an uneasy feeling, I could never be involved in something like that.
Title: Re: Awkward Sexual Experiences
Post by: iSk84thechicas on July 04, 2013, 06:12:48 PM
Fucking my ex girlfriend in my living room, we got up and noticed that she left a big red stain of period blood on the couch.  We flipped it over and continued.  Didn't think twice.
Title: Re: Awkward Sexual Experiences
Post by: chillout on July 04, 2013, 10:44:26 PM
Fucking my ex girlfriend in my living room, we got up and noticed that she left a big red stain of period blood on the couch.?  We flipped it over and continued.?  Didn't think twice.

so you got both sides of the cushion bloody? i smell some holes in this story
Title: Re: Awkward Sexual Experiences
Post by: iSk84thechicas on July 04, 2013, 10:58:07 PM
Let me make it clear... I was fucking her missionary. We stopped to start doggy style... She left the blood on HER SIDE.  We flipped over the part she was on, and we continued fucking.....
Title: Re: Awkward Sexual Experiences
Post by: Chinaskis underpants on July 04, 2013, 11:27:23 PM
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Fucking my ex girlfriend in my living room, we got up and noticed that she left a big red stain of period blood on the couch.?  We flipped it over and continued.?  Didn't think twice.
[close]

so you got both sides of the cushion bloody? i smell some holes in this story

bloody smelly holes
Title: Re: Awkward Sexual Experiences
Post by: iSk84thechicas on July 05, 2013, 06:39:17 AM
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Fucking my ex girlfriend in my living room, we got up and noticed that she left a big red stain of period blood on the couch.?  We flipped it over and continued.?  Didn't think twice.
[close]

so you got both sides of the cushion bloody? i smell some holes in this story
[close]

bloody smelly holes

lawl, I just corrected. Bad punctuation
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on July 05, 2013, 07:12:50 AM
girlfriend has friend over to stay with us for weekend. friday night, things almost get weird. after a saturday morning hangover fuck, she tells me she wants to have a threesome, but definitely not with her friend. That part makes sense, and I nervously except because even though I'm not very interested in the idea (sorry dudes), itd be dumb to turn down the experience. saturday night, low and behold, things get weird. I know we said no to the friend staying, but once all 3 of us were hammered, thinks kinda took off. In retrospect, I should have known to stop it but, I was too drunk to say no.

After about 10 minutes of whatever, my girlfriend storms out the room. I quickly jump off the friend, and chase after my girlfriend. Blow out arguement, I go out for a smoke, the other friend comes out and says I just lost my best friend wah wah wah. Bitch, I maybe just lost mine. I go back in. girlfriend is passed out. I thank god for that and lay down. other girl sleeps on the tile in the kitchen.

In the morning, my girlfriend is pissed. I don't say much, cause I'm not that stupid, but she basically starts packing her shit up to move out. I sit on the bed, fairly distraught, but eventually she sits down next to me to tell me what her game plan about moving out is. I listen. within minutes, we're fucking, which transitions to me eating her out, with her trying her hardest not to cum while nearly yelling at me, which then transitions back to what is probably the best sex of my life.

thats the story of my first (and definitely last) 3some, how i discovered a minor fetish, and how i fell even more in love with this bat shit crazy girl. celebrating an anniversary tomorrow.


My first threesome was an awkward situation like that but didn't have the blow-out ending. My girlfriend at the time had brought up the idea of bringing home a chick to play with in front of me. The hard exterior of me was saying "Sure...I guess that would be cool if it happened. We'll see when it does.", but the soft inside of me was screaming "HO-LEE SHIT! WE GON' HAVE A THREE WAAAYY".

A few months later, a friend of mine we'll refer to as Kim, was in town and needed a place to hang for a few hours while she waited for some people to meet her. She and my girlfriend played Mario Kart for a few hours while I kept serving them drinks. Around 3:00 AM, we all realize her friends ditched her and she's crashing with us. I go to bed with the girlfriend and Kim stays out in the living room. Girlfriend says "Ask her if she wants to join" and of course I go running into the living room to ask Kim friend if she's down. She doesn't say a word - just gets up, walks into the bedroom and starts making out with my girlfriend. All systems go.

Fast forwarding to the awkward part - I took turns going down on them and they both gave me head. I had been careful to pay more attention to my girlfriend up to this point, to make sure that she didn't spiral into some jealous episode. Girlfriend is on top of me straddling my face, Kim goes from giving me head to straight riding me. The girlfriend turned around to see that and just starts crying. I have no idea what to do, so...I just stay the course and keep the tongue work up while Kim goes to town on me.

Eventually things worked their way back into a less awkward spot and my girlfriend stopped crying. I focused a little more on the girlfriend and things finished in a good place, but the next morning, I could see some dark streaks down the wall next to my bed. Those were the mascara marks from her crying against the wall. I didn't know whether to clean those off the wall right away or keep them there as a trophy of my achievement. It was pretty weird but doesn't matter. Got two girls.
Title: Re: Awkward Sexual Experiences
Post by: iSk84thechicas on July 05, 2013, 04:32:56 PM
I got head in a Mexican restaurant parking lot.  Nice white family walks by. Made eye-contact. Didn't tell her. Stared and she kept going.

You. are. my. hero. period.
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on July 09, 2013, 05:49:00 AM
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girlfriend has friend over to stay with us for weekend. friday night, things almost get weird. after a saturday morning hangover fuck, she tells me she wants to have a threesome, but definitely not with her friend. That part makes sense, and I nervously except because even though I'm not very interested in the idea (sorry dudes), itd be dumb to turn down the experience. saturday night, low and behold, things get weird. I know we said no to the friend staying, but once all 3 of us were hammered, thinks kinda took off. In retrospect, I should have known to stop it but, I was too drunk to say no.

After about 10 minutes of whatever, my girlfriend storms out the room. I quickly jump off the friend, and chase after my girlfriend. Blow out arguement, I go out for a smoke, the other friend comes out and says I just lost my best friend wah wah wah. Bitch, I maybe just lost mine. I go back in. girlfriend is passed out. I thank god for that and lay down. other girl sleeps on the tile in the kitchen.

In the morning, my girlfriend is pissed. I don't say much, cause I'm not that stupid, but she basically starts packing her shit up to move out. I sit on the bed, fairly distraught, but eventually she sits down next to me to tell me what her game plan about moving out is. I listen. within minutes, we're fucking, which transitions to me eating her out, with her trying her hardest not to cum while nearly yelling at me, which then transitions back to what is probably the best sex of my life.

thats the story of my first (and definitely last) 3some, how i discovered a minor fetish, and how i fell even more in love with this bat shit crazy girl. celebrating an anniversary tomorrow.

[close]

My first threesome was an awkward situation like that but didn't have the blow-out ending. My girlfriend at the time had brought up the idea of bringing home a chick to play with in front of me. The hard exterior of me was saying "Sure...I guess that would be cool if it happened. We'll see when it does.", but the soft inside of me was screaming "HO-LEE SHIT! WE GON' HAVE A THREE WAAAYY".

A few months later, a friend of mine we'll refer to as Kim, was in town and needed a place to hang for a few hours while she waited for some people to meet her. She and my girlfriend played Mario Kart for a few hours while I kept serving them drinks. Around 3:00 AM, we all realize her friends ditched her and she's crashing with us. I go to bed with the girlfriend and Kim stays out in the living room. Girlfriend says "Ask her if she wants to join" and of course I go running into the living room to ask Kim friend if she's down. She doesn't say a word - just gets up, walks into the bedroom and starts making out with my girlfriend. All systems go.

Fast forwarding to the awkward part - I took turns going down on them and they both gave me head. I had been careful to pay more attention to my girlfriend up to this point, to make sure that she didn't spiral into some jealous episode. Girlfriend is on top of me straddling my face, Kim goes from giving me head to straight riding me. The girlfriend turned around to see that and just starts crying. I have no idea what to do, so...I just stay the course and keep the tongue work up while Kim goes to town on me.

Eventually things worked their way back into a less awkward spot and my girlfriend stopped crying. I focused a little more on the girlfriend and things finished in a good place, but the next morning, I could see some dark streaks down the wall next to my bed. Those were the mascara marks from her crying against the wall. I didn't know whether to clean those off the wall right away or keep them there as a trophy of my achievement. It was pretty weird but doesn't matter. Got two girls.

just laughed loud as fuck at work and now am getting some really strange looks from coworkers.. well played sir! whatever became of the trophy tearstain?
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 09, 2013, 02:21:50 PM
My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on July 09, 2013, 02:34:52 PM
That. Is. Amazing.
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on July 09, 2013, 03:07:30 PM
My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.

haha, I think your girlfriend has the awkward end of that deal. Having to continually look into that doctors eyes after that seems horrible.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 09, 2013, 04:37:44 PM
I would invest in a white coat and a name tag that says "Jimi-Urination Ellicitationologist". When you see her physician next time, just go right up to him and re-introduce yourself (w/firm handshake and unbreaking eye-contact)
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on July 09, 2013, 04:44:28 PM
My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.

Porn =/= Real Life
Title: Re: Awkward Sexual Experiences
Post by: Mundungus on July 09, 2013, 04:45:08 PM
My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.

You are disgusting and I like it.
Title: Re: Awkward Sexual Experiences
Post by: wiggitywiggity on July 17, 2013, 04:44:30 PM
Bravo fellas, so many good mini novels here. I posted one experience prior, figured I could contribute once again. This one is a real palm to face moment of my existence.

So in January of 2012, my former girlfriend broke up with me, on her 21st birthday no less! Yeah that was fun taking care of my new ex girlfriend while she's drunk and sick. But I digress.

The few months that followed had me not caring for female interaction naturally. I end up meeting this really cool chick while out with my roommates and proceed to have a good time, score her digits and we hang out the following week. I had a lot of fun with her; casual hooking up, crashing keg parties and just having great adventures around Boston. Really diggin' what we have going on.

One day, I hit her up and she invites me to a free concert on campus and we proceed with the good times: drinkin', gettin' some pleasant grindin' with a half decent live act, no complaints. We work our way around town back to her place and start hooking up pretty hard and it's clear she's down for my sidepipe. I tell her straight up "I purposefully didn't bring a condom because I'm really into you and didn't want to screw things up by rushing" and she's very flattered and I'm psyched because she was definitely girlfriend material for myself.

The next day, I wake up and she walks me to the train but on the way sorta breaks what we have going on, saying she doesn't want to lead me on and yada yadaa, and we go our seperate ways with no new sexual experiences for myself (let alone awkward). MOTHERFUCK!! If i knew this was going to follow the night before, I woulda brought a whole goddamn pack of condoms. This happened while I was running on my 4th month of my dry streak so I was straight bummed. Literally cock blocked myself looking for greener pastures.

(http://upload.wikimedia.org/wikipedia/commons/thumb/3/3b/Paris_Tuileries_Garden_Facepalm_statue.jpg/300px-Paris_Tuileries_Garden_Facepalm_statue.jpg)
Title: Re: Awkward Sexual Experiences
Post by: pica on July 17, 2013, 10:54:33 PM
^no experience in this one, except this

Tom Lehrer- Be Prepared (http://www.youtube.com/watch?v=fSwjuz_-yao#)

Title: Re: Awkward Sexual Experiences
Post by: JB on July 18, 2013, 09:41:44 AM
My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.

this is one of the best stories ive heard on here. bravo!
how long were you going at it before he caught you?
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 18, 2013, 10:50:45 AM
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My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.
[close]

this is one of the best stories ive heard on here. bravo!
how long were you going at it before he caught you?
Not too long, maybe like 5 minutes or a bit more. I guess it's better the doctor than her family because they were there also.
Title: Re: Awkward Sexual Experiences
Post by: The Human Condom on July 18, 2013, 02:48:48 PM
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My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.
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this is one of the best stories ive heard on here. bravo!
how long were you going at it before he caught you?
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Not too long, maybe like 5 minutes or a bit more. I guess it's better the doctor than her family because they were there also.

Do you think the doc snitched to her family about what he saw, Jimi?
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 18, 2013, 08:12:32 PM
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My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.
[close]

this is one of the best stories ive heard on here. bravo!
how long were you going at it before he caught you?
[close]
Not too long, maybe like 5 minutes or a bit more. I guess it's better the doctor than her family because they were there also.
[close]

Do you think the doc snitched to her family about what he saw, Jimi?
I hope he filed this under Doctor-Patient confidentiality and just tried to pretend it didn't happen.
Title: Re: Awkward Sexual Experiences
Post by: Will Easley on July 18, 2013, 09:49:58 PM
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My girlfriend is in the hospital from a car crash. Both knees are bound up in those giant boots they give people with fucked up legs. The doctor needed her to pee (idk why, but whatever), positions a bedpan under her butt and leaves the room so she can have privacy, at which point my girlfriend says "Eat me out, that always makes me have to pee". I'm a bit apprehensive since we're in a hospital but then my mind thinks "When else will a situation like this occur?" so I go for it. As I'm doing it the doctor comes back in the room to check and see if she's pissed or not and just sees me going to town on her. I'm kicked out of the hospital for the day and now I'm kind of nervous to go back there.
[close]

this is one of the best stories ive heard on here. bravo!
how long were you going at it before he caught you?
[close]
Not too long, maybe like 5 minutes or a bit more. I guess it's better the doctor than her family because they were there also.
[close]

Do you think the doc snitched to her family about what he saw, Jimi?
[close]
I hope he filed this under Doctor-Patient confidentiality and just tried to pretend it didn't happen.


lol that's some heavy shit man you get nothing but respect from me. Eating a girl out thru a bedpan just so she can pee...That's love right there!
Title: Re: Awkward Sexual Experiences
Post by: foureyedjim on July 18, 2013, 10:30:15 PM
I got head in a Mexican restaurant parking lot.  Nice white family walks by. Made eye-contact. Didn't tell her. Stared and she kept going.

haha similar situation with me
me an an ex going reverse cowgirl at the park at night.  It was on a bench near the bathroom so we didn't see the lady walking her tiny lil dog until she walk around the corner of the bathroom and we just sorta stopped and stared at her with both our pants at our ankles speechless.
we were pretty much over it after that.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on July 19, 2013, 09:42:05 PM
The wreck happened 2 saturdays ago so there's no way I could break up with someone who's laid up and can't walk.
Title: Re: Awkward Sexual Experiences
Post by: lampshade on July 20, 2013, 03:15:57 AM
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I got head in a Mexican restaurant parking lot.  Nice white family walks by. Made eye-contact. Didn't tell her. Stared and she kept going.
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haha similar situation with me
me an an ex going reverse cowgirl at the park at night.  It was on a bench near the bathroom so we didn't see the lady walking her tiny lil dog until she walk around the corner of the bathroom and we just sorta stopped and stared at her with both our pants at our ankles speechless.
we were pretty much over it after that.

Similar situation, but from the other side.  My wife, dog and I were hiking out in the middle of nowhere VA a few months ago and the trail opens up into a little field.  Sure enough, some chick is just riding a dude.  This is at 11am.  We just looked away and kept walking.   
Title: Re: Awkward Sexual Experiences
Post by: brycickle on July 20, 2013, 06:14:59 PM
The wreck happened 2 saturdays ago so there's no way I could break up with someone who's laid up and can't walk.
Especially if she's still good to go like that.
Title: Re: Awkward Sexual Experiences
Post by: Dole on August 22, 2013, 07:51:59 PM
I was at the bar one night and met a chick who wanted to go somewhere. She was also from another town so we had to take a hotel room for the night. She was fucking horny (at least i thought so) and wanted to take a shower and give me a massage and all that teasing. So after couple of hours i ended up begging to let me fuck her. Finally, after like 4hrs of teasing she said "you can jerk off while i watch and finger myself". I was kinda bummed for not getting to fuck but I just wanted to nut and sleep. So she laid there on her back and fingered and I was just jerking off there. She was moaning and just when I'm about to nut she says "c'mon fuck me!". She had teased me the whole night and just as i'm about to cum she says that. I was pretty pissed but gave her a few thrusts and nutted. I took my dick out and she was like "what the fuck are you doing, keep going". I stood up and said "nah you wanted to finger yourself so go ahead, I gotta go."
She was pretty fucking upset but first: Who the fuck wants a four hour foreplay after a night at the bar. And second I had to quickly make an excuse for cumming in 2 seconds. We didn't talk for the next ten minutes at all and I just got dressed and got out.
Title: Re: Awkward Sexual Experiences
Post by: Monty Burns on August 22, 2013, 08:01:59 PM
The wreck happened 2 saturdays ago so there's no way I could break up with someone who's laid up and can't walk.

thats the perfect time to break up with somebody . The accident plus the break up will make her hit rock bottom , but she will come back , become stronger from this whole incident and write a brilliant country western album that will make her a instant hit world wide . She will become very rich and date J Depp . All to show you that you were wrong , which will make her happy

dont you want her to be happy ?  man thats selfish of you jimi , why dont you think of her happiness ?
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on August 22, 2013, 08:16:06 PM
The wreck happened 2 saturdays ago so there's no way I could break up with someone who's laid up and can't walk.

Sounds like a Costanza situation on an episode of Seinfeld. 
Title: Re: Awkward Sexual Experiences
Post by: arthurspooner on August 25, 2013, 05:09:29 PM
My girlfriend at the time was home from school for the summer, and we were at her house alone one night. So we start going to town, and it's late at night, and we hear someone come home.  We keep going until we can tell who is home, and it's her brother.  He came home from the bar and he brought a dude back with him.  They have rooms right next to each other, and it's not hard to hear what's going on.  They start going at it, and the dude he brought home says,, "Touch my dingle, and i'm sure to tingle." I could hear him easily and I just start cracking up mid intercourse.  My girlfriend gets pissed.  I'm just laying on the bed, naked, and laughing.
Title: Re: Awkward Sexual Experiences
Post by: Kinch on August 26, 2013, 12:48:43 AM
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The wreck happened 2 saturdays ago so there's no way I could break up with someone who's laid up and can't walk.
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Sounds like a Costanza situation on an episode of Seinfeld. 

My mind just read that in his voice thanks to this.
Title: Re: Awkward Sexual Experiences
Post by: Grubby Mits on August 28, 2013, 02:25:39 PM
Completely forgot to post the results from my craigslist mission I posted a while ago. Anyway here it is, in it's entirety. I know some of you hated these long stories when I was posting them a few years ago, so this goes out to the people with a little patience. I call this one 'Casual Encounters'

After sending out a load of emails in reply to craigslist ads in the ?Casual Encounters: W4M? I got a few responses back. These replies mainly told me to go to another website to get the supposed ad poster?s details and enter my credit card details ('But don't worry! They've never charged me - it's just for security :p'). Undeterred, I kept going and eventually had a handful of leads, of which some turned out to be fishy. For example one 'girl' I was speaking to briefly dropped into conversation that she would have a sub eat the cream pie after I fucked her. 'Am I alright with this?? I didn't need to think about that long though because she said before I could meet 'her' I would have to meet him and 'feed him my cum'. I know sperm is full of nutrients, but I?m not running some sort of sperm kitchen for the needy.

In the end I settled on a girl who was the same age as me (19) and only lived a few miles away. Her original ad was something a long the lines of 'cute girl seeks white male for NSA fun, must be 420 friendly'. After a few emails I had her number and we had arranged to meet in a week. However, a few days later I was skating this park in the evening and she happened to be in the area (we were already texting), so I met her on a bench.

Let me paint a picture for you - she was about 5'5 (I'm 6'2), brown wavy hair, nose ring, big fur coat and a face that looked like it did look good at one time, before she drank ten pints of Stella and got hit in the face with a frying pan. A solid 5.5 out of 10. For the sake of the story we'll call her Lucy. Definitely the least attractive out of all the girls I?ve ever put it in, but fuck it - I'd come this far and there was no way I was backing out now. I came to get a job done, and that's what I'd do.

As it turns out, she didn't want to fuck that night, she just happened to be nearby because she was out taking a break from doing artwork by smoking a zoot. Tomorrow was the final day of her three day art exam, at the end of which she had to turn in all her work for the year, so she just wanted to meet briefly before she went home to get more work done. The time was about nine and she showed me a timetable on her phone that started at 9:30 and went all the way to 3:30 am of work she had to get done.

Anyway, we smoked a zoot and then suddenly she wanted to learn to skate. We went into the now dark skate park and I held onto her as she rolled down the little flat bank. She was holding on tight to me so her face was right below mine, if this was any other situation I'd be thinking 'I can definitely fuck this chick', but that was already a given - so instead I was thinking 'I can definitely fuck this chick tonight and get this over and done with'. We sit down on the grind box and she goes to roll another zoot but realises she has no baccy left, so she invites me back to hers to get some quickly.

We walk a mile back to her house just chatting shit about what were up to in life etc, avoiding the issue of the sex, which was weird since that what was what we were mainly speaking about online. It was funny. Anyway we get into her house and I walk into the kitchen and start talking to her mum about the TV show she is watching about hoarders. Her mum is much hotter than her (9 out of 10) and is very bohemian. I forget about the chick I came with and get caught up trying to subtly flirt with her mum (her dad is in the other room), before Lucy tells me to come back outside and her mum tells me 'to give her daughter a chance to shine tomorrow in her exam' in a thick maldovian accent.

We go back outside into this little cove made by some massive tree stump and smoke another zoot under the stars. I'm weighing up the option of beating her there and getting my clothes all dirty as we smoke yet another zoot. I look over at her, and she looks like a little chipmunk, her eyes have gone all squinty and as she's grinning, her cheeks look like hamsters when they stash food in them. I'm thinking how funny the whole situation is when she get's a text saying her mums gone to bed, so we go back inside to her kitchen.

She rolls another zoot (420 friendly, remember?) and puts on some trance music. At this point I?m really high and she makes me some banana nesquick milkshake, which tastes like heaven. I'm zoning out hard for which seems like an hour as we keep smoking, at one point I thought I was going to whitey, so I pretended to be really focused on Matishayu - Jerusalem (which she was playing on youtube) so I didn't have to acknowledge her existence and throw up on myself. Would I still be able to fuck her if I whiteyed in her kitchen? Would that make the story even better? Before I could find out, we went upstairs to watch Family Guy.

So there Lucy and I are, spooning on her sofa high as fuck watching peter get called a big fat phony. It's probably about 11.30, 2 hours after she was meant to start doing her vital artwork. We're doing the classic flirty 'gently playing with each others hands' game, but I've got a short attention span so I start trying to crack her knuckles, which she hates. I whisper for her to 'relax' as I do it anyway. That?s as rapey as this story gets, luckily for me, this 5.5 stunner was gagging for for a pork weiner.

I lead her next door in to her brother?s room (how the fuck am I meant to know the layout of her house?), and we settle in for dinner. The way she was chomping at my face, you'd think she hadn't eaten in weeks. She was pressing her face into mine and I could feel my teeth grind against hers. I?m already pretty disgusted with myself, so I try to get things moving faster. As I go to stick a finger inside of her, she pushes me away, telling me she hasn?t shaved. My appetite is fading by the second, but I liken myself to a journalist in a war zone and get back to work, telling her it?s cool.

Very soon I find myself doing a bit of the old in and out, but my mind is wandering onto more important things (?Is kebab elite still open? Did I leave my skate tool at the park? Should I be wearing a condom??). To get myself back onto track I pull my dick out from banging her doggy style and stick a finger up her ass. Just like that. She doesn?t seem to mind ? so I stick another one up. I?ve never done it before and half expected to feel the end of tomorrow?s turd, but it was surprisingly clean.

She?s backing in to my fingers and suddenly my excitement is back, I?ve never fucked a girl in the ass before and this was feeling to be my lucky night. Like a gleeful young boy, I pull my fingers out, and whistling a tune, get in position to replace them with the real thing. Suddenly, I hear ?What the fuck are you doing?? from down by the pillows, ?Getting ready to fuck you in the ass..?? I replied. Nope. She then told me she just thought I was ?exploring? and she didn?t like anal. Why was she backing into my fingers? Was I imagining it? Is that what explorers do?

I felt done with the whole affair, but needed to bust a nut before I left so I let her suck me off. Big mistake. For some reason she seemed to think switching between ?soft, sloppy and slow? and ?teeth grinding bat out of hell? would somehow be pleasurable for me. Every time I got comfortable (and tried to positively reinforce the behavior by saying canned porn lines like ?yeah just like that) she would flip it and I?d have to physically restrain her head from gnawing my poor bell end off.

In the end I had to wank myself off (how very sad) whilst feeling her tits and imagining them as something more arousing (a water balloon, for example). I finally managed to make myself cum and collapsed with pure relief. Instantly she got to work licking the cum off me and I lay there contemplating what I?d done. You know that feeling when you?re watching porn and as soon as you cum you look at the screen and think ?What the fuck am I watching??. Yeah it was like that, but real.

With that spermy finish, my first craigslist encounter had come to an end. I got dressed and prepared to skate home in the middle of the night, but not before I made sure to remind her that she hadn?t done any of her work for her exam. In one evening I ruined this poor girls art A Level and stuck two fingers up her ass. Not bad.



As a little follow up story, she messaged me a while ago asking if I wanted to come over for a sleepover. I hadn't wanked all day so I instinctively replied 'Tonight?' and she said that was cool, but suddenly my brain kicked in and I knocked one out real quick (word of advice - before you make any decision about sex/relationships crank one out so you can think clearly). As soon as I was done I sent her another message saying 'On second thoughts I can't be bothered to go out tonight, sorry', thus saving my poor poor bellend from more torture.

If anyones interested I can keep writing, had a funny car head experience the other day and will be fucking the girl over the next few days.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on August 28, 2013, 02:37:00 PM
why yes, please do go on.

"I?m not running some sort of sperm kitchen for the needy." should be printed on a shirt.
Title: Re: Awkward Sexual Experiences
Post by: essal on August 28, 2013, 02:38:24 PM
5.5/10 would read again, at some point if I really want to read.
Title: Re: Awkward Sexual Experiences
Post by: crackrazor on August 28, 2013, 03:06:34 PM
Yeah, more please.
Title: Re: Awkward Sexual Experiences
Post by: pica on August 28, 2013, 03:57:27 PM
keep going, you made me laugh out loud a few times. definitly gonna bring it up on the daily "whats new on the internet" - morning routine at the shop.

Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on August 29, 2013, 07:24:02 AM
I'll be keeping an eye on you from now on. Make sure you give me something to look at.  ;)
Title: Re: Awkward Sexual Experiences
Post by: Merked on August 29, 2013, 07:46:28 AM
Grubby, def do go on.  Funny shit homie.

Post pics of the girls if you can to add depth to the stories.

And, also, because I am curious.
Title: Re: Awkward Sexual Experiences
Post by: IanBZHD on August 29, 2013, 08:21:28 AM
shit, that was a great story!^ keep 'em long, and as always, pictures are always appreciated! ;)
Title: Re: Awkward Sexual Experiences
Post by: Alan on August 29, 2013, 08:28:48 AM
Def worthy of an internet high five.
Title: Re: Awkward Sexual Experiences
Post by: poopmonkey on August 30, 2013, 05:00:34 PM
Awesome stuff grubby mitts! The classic "teach me how to skate" flirting technique usually turns me off big time though. It's so obvious and unflattering for the girl. Fuck that.
Title: Re: Awkward Sexual Experiences
Post by: Dole on September 15, 2013, 03:55:13 PM
I was planning to get a haircut for like 4 months and last wednesday my friend hooked me up with a barber girl who cuts at her place for 10 bucks. So i went there and her sister was there too. It was pretty mellow, i smoked a spliff and she did the haircut. We chilled down a bit and the chicks were like "what are u up now?". I was having a day off next day so i was down for couple of beers. Felt fucking stupid with a new haircut but the barber's sister gave me good fuck after couple of beers at their place. There wasn't anything awkward about it and that made me feel awkward. When I left she said that i should come and get a haircut again soon. Nice thing though i won't be doing it cause the haircut sucked.
Title: Re: Awkward Sexual Experiences
Post by: JB on September 16, 2013, 07:31:08 AM
she doesnt want you to come over get a haircut, she wants you to come over and fuck. get it in man. fuck what your hair looks like. 
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on September 16, 2013, 08:22:45 AM
she doesnt want you to come over get a haircut, she wants you to come over and fuck. get it in man. fuck what your hair looks like. 

DO YOU REALLY THINK SO? YOU READ BETWEEN THE LINES LIKE A BOSS.
Title: Re: Awkward Sexual Experiences
Post by: JB on September 16, 2013, 08:59:20 AM
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she doesnt want you to come over get a haircut, she wants you to come over and fuck. get it in man. fuck what your hair looks like. 
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DO YOU REALLY THINK SO? YOU READ BETWEEN THE LINES LIKE A BOSS.

(http://api.ning.com/files/02Um8Cdpy-iFDzqbfKCObL2b8cgdlMlcrL5k0qQJ45yq8bLBLIDNtwut7H2Vo8a3wPwFhN6gIa2UG9kfkTR3Hq*pFzptyFDF/slimthug.jpg)

call me sarge.
Title: Re: Awkward Sexual Experiences
Post by: The Claw on September 16, 2013, 09:31:26 PM
So when I was in the 8th grade I went to a private school (parents choice, I'm not religious) and I'd sat next to this girl in my social studies class all year. I'd known this girl since like 3rd grade but never really talked to her. As the year went on we became really close and I soon found out she wasn't like the rest of the goody christian girls that went to this school. She was just as horny as I was! Near the end of the year we were sitting on the stairs after school just talking about how she'd never been fingered or given head or done anything besides make out. Suddenly it clicked in my brain that this is my chance, I seize the opportunity and lean in to start making out with her. After a few minutes of some exciting young teen make out time I decide to stick my hang down her pants. She let me play with her for a little while before she realized we were out in the open. We then came up with the idea to go in her mom's classroom (her mom was a teacher at this school) and do stuff in the storage closet while moms in a meeting. We start making out in the storage closet and one thing leads to another and her pants are off and I'm fingering her while shes giving me a bj. Right as I was about to come we hear the classroom door open and our hearts go from beating 1000 miles an hour to a dead stop. She quickly puts her pants back on and tells me not to make a sound. She goes into the class room and then texts me that it's her sister that came in the room. Her sisters a total christian bitch and would freak out if a random dude just came running out of the closet with a hard on and would tell on us for sure. I end up waiting in the closet silently with the worst blue balls of my life for an hour and a half. Her sister finally leaves and I run out of the room. She later repaid for my blue balls by finishing what she had started behind a dumpster in the back of Fred Myers. What I would give to be 14 again........
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on September 16, 2013, 09:39:42 PM
You know nothing of blue balls. I'm black and my balls are bluer than yours were that day. I'm gonna watch hours of the dirtiest porn I can find right now.
Title: Re: Awkward Sexual Experiences
Post by: DJSoftspot on September 17, 2013, 06:14:36 AM
So when I was in the 8th grade I went to a private school (parents choice, I'm not religious) and I'd sat next to this girl in my social studies class all year. I'd known this girl since like 3rd grade but never really talked to her. As the year went on we became really close and I soon found out she wasn't like the rest of the goody christian girls that went to this school. She was just as horny as I was! Near the end of the year we were sitting on the stairs after school just talking about how she'd never been fingered or given head or done anything besides make out. Suddenly it clicked in my brain that this is my chance, I seize the opportunity and lean in to start making out with her. After a few minutes of some exciting young teen make out time I decide to stick my hang down her pants. She let me play with her for a little while before she realized we were out in the open. We then came up with the idea to go in her mom's classroom (her mom was a teacher at this school) and do stuff in the storage closet while moms in a meeting. We start making out in the storage closet and one thing leads to another and her pants are off and I'm fingering her while shes giving me a bj. Right as I was about to come we hear the classroom door open and our hearts go from beating 1000 miles an hour to a dead stop. She quickly puts her pants back on and tells me not to make a sound. She goes into the class room and then texts me that it's her sister that came in the room. Her sisters a total christian bitch and would freak out if a random dude just came running out of the closet with a hard on and would tell on us for sure. I end up waiting in the closet silently with the worst blue balls of my life for an hour and a half. Her sister finally leaves and I run out of the room. She later repaid for my blue balls by finishing what she had started behind a dumpster in the back of Fred Myers. What I would give to be 14 again........

Who chooses what school they go to in eight grade, dipshit?
Title: Re: Awkward Sexual Experiences
Post by: Monty Burns on September 17, 2013, 08:54:41 AM
I was planning to get a haircut for like 4 months and last wednesday my friend hooked me up with a barber girl who cuts at her place for 10 bucks. So i went there and her sister was there too. It was pretty mellow, i smoked a spliff and she did the haircut. We chilled down a bit and the chicks were like "what are u up now?". I was having a day off next day so i was down for couple of beers. Felt fucking stupid with a new haircut but the barber's sister gave me good fuck after couple of beers at their place. There wasn't anything awkward about it and that made me feel awkward. When I left she said that i should come and get a haircut again soon. Nice thing though i won't be doing it cause the haircut sucked.

Short version .  Nothing awkward about it at all , I just want to brag to a bunch of people online how I had sex and Im so cool that I worry more about my hair then fucking that girl again
Title: Re: Awkward Sexual Experiences
Post by: excitableboy on September 17, 2013, 10:37:02 AM
Keep the stories coming Grubby Mits.

This was on my local news channel about a week ago. Not me, but somewhat appropriate for this thread maybe. Sorry if posted already.
http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht (http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht)

Edit: Fucking in a downtown canal.
Title: Re: Awkward Sexual Experiences
Post by: SEAN PABLO on September 17, 2013, 08:36:28 PM
there are in love so its okay ^
Title: Re: Awkward Sexual Experiences
Post by: Matze on September 18, 2013, 12:24:49 AM
unfortunately I have nothing to contribute, but I can gnar everyone with a good story.
Title: Re: Awkward Sexual Experiences
Post by: Owen on September 18, 2013, 03:58:45 AM
Hooking up with a chick from craigslist and not using a rubber is fucking game!
Title: Re: Awkward Sexual Experiences
Post by: twitchflip on September 18, 2013, 04:33:54 AM
Hooking up with a chick from craigslist and not using a rubber is fucking game!
non-refundable ticket on the herptrain
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on September 18, 2013, 05:24:48 AM
Not really awkward but, eh, kind of...

Long story short: I hooked up with this Austrian girl in Berlin and ended up staying with her for a week. Overall, she was pretty amazing in bed but it's sort of like she thinks dude's buttholes are the same as vaginas. Every time we hooked up she would wet her fingers and go for the butthole - she was even super into tossing salad. Yep, that was the only slightly awkward thing about that though.
Title: Re: Awkward Sexual Experiences
Post by: Alan on September 18, 2013, 05:26:36 AM
Maybe she mistook you for the Gipper?
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on September 18, 2013, 06:18:13 AM
PM me her name, i have a pretty awesome feeling that i know who you are talking about.

did she smell her finger afterwards and rate your smell on a scale from 1-10 while singing songs from "sounds of music"?
Title: Re: Awkward Sexual Experiences
Post by: Jejenhausen on September 18, 2013, 06:25:23 AM
HAHAHAHA amazing
Title: Re: Awkward Sexual Experiences
Post by: Matze on September 18, 2013, 09:58:43 AM
http://www.youtube.com/watch?v=bJRSvwhoq_4
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on September 18, 2013, 07:41:15 PM
PM me her name, i have a pretty awesome feeling that i know who you are talking about.

did she smell her finger afterwards and rate your smell on a scale from 1-10 while singing songs from "sounds of music"?
Sounds like my college boyfriend  ::)
Title: Re: Awkward Sexual Experiences
Post by: DISTANT RUMOURS on September 19, 2013, 03:06:03 AM
Keep the stories coming Grubby Mits.

This was on my local news channel about a week ago. Not me, but somewhat appropriate for this thread maybe. Sorry if posted already.
http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht (http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht)

Edit: Fucking in a downtown canal.

Yeah they showed that here as well. They had guts... :-)


Well here is a story, not really mine, but I was there when it happened.

Here we go:
Around halloween a lot of kids in Belgium have a week off from school. So a few years ago I was in college and we were going to celebrate halloween at a good friend's house. His parents were gone for the weekend and he decided to throw a party. The guy is really into pot and stuff and he decided to go buy some in Holland, which is only 25 minutes away for us. I don't smoke or drink, but a lot of my friends do, so they were all pretty psyched. Dude is a great guy overall and kept whining about how he hoped that some chick would come to his party. He had a huge crush on her but she was kind of shy and playing hard to get.

Allright around 9 pm people start to come in and the party started to go down. Dudes were getting high chicks were getting drunk. A friend and me were the straight edge dudes, so we were the only sober dudes and we were just laughing at the stupidy going down. It was awesome.

About an hour into the party this chick drops by. My friend (who's parents the house belonged to) runs up to me and says "That's the girl I was talking about!". After 5 minutes I saw an akward interaction between two people that both seemed "down to fuck" but were holding the boat off. He was just being a wimp and she was acting that it was not gonna happen, but you could tell she wanted it anyway.

My friend was constantly around her, he was high, and she was getting tipsy. Tipsy became drunk. And drunk became wasted... She started to get pretty horny... and started kissing my friend.

After a while I saw both of them going upstairs and yelled "FINALLY" at them. She winked at me and pulled him upstairs. My friend also said to keep an eye out in the hallway so no one would catch them while they got down to business.  

As promised, he was a good friend, I was keeping an eye out for him. When one of a sudden I hear the dude screaming. Not just regular screaming, like life threatening screams.

"Aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaah my dick, what have you done to me dick!!! what have you done!!!! heeeeeeeeeeeeeeeeeeeeeeelp meeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee!!!!!!!!!!!!!!!!!! heeeeeeeeeeeeeeeeeelppppp!!!"


Dropped my drink and I rushed in there, flipped they lights on...

And it was just like a fucking murder scene. The sheets, the bed, the wallpaper the carpet... literally EVERYTHING was covered in blood. Not just drops, but I mean, it looked sprayed on.

I looked at my friend and his underwear was soaked with blood and there was blood running down his legs.

My friend kept screaming and running around. Making the bloodstains even worse.
The chick was crying and covering her face with her hands. When she looked up her mouth was covered in blood as well...

I started tripping out and asked what happend while we rushed to my car... I seriously thought she bit off his dick.
While driving to the hospital, things got clear:

The chick was so wasted that she was horny but she didn't really know what she was doing. While she was giving him head and was jerking him off. She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....


Afterwards, the doctor explained that blood runs to your dong when you get a boner, and it literally sprays out because of the pressure...
Dude ended up getting circumsized the same night...

Last year, 7 years later. They got married, they have two kids, and they lived happily ever after...





Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on September 19, 2013, 03:18:43 AM
Expand Quote
Keep the stories coming Grubby Mits.

This was on my local news channel about a week ago. Not me, but somewhat appropriate for this thread maybe. Sorry if posted already.
http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht (http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht)

Edit: Fucking in a downtown canal.
[close]

Yeah they showed that here as well. They had guts... :-)


Well here is a story, not really mine, but I was there when it happened.

Here we go:
Around halloween a lot of kids in Belgium have a week off from school. So a few years ago I was in college and we were going to celebrate halloween at a good friend's house. His parents were gone for the weekend and he decided to throw a party. The guy is really into pot and stuff and he decided to go buy some in Holland, which is only 25 minutes away for us. I don't smoke or drink, but a lot of my friends do, so they were all pretty psyched. Dude is a great guy overall and kept whining about how he hoped that some chick would come to his party. He had a huge crush on her but she was kind of shy and playing hard to get.

Allright around 9 pm people start to come in and the party started to go down. Dudes were getting high chicks were getting drunk. A friend and me were the straight edge dudes, so we were the only sober dudes and we were just laughing at the stupidy going down. It was awesome.

About an hour into the party this chick drops by. My friend (who's parents the house belonged to) runs up to me and says "That's the girl I was talking about!". After 5 minutes I saw an akward interaction between two people that both seemed "down to fuck" but were holding the boat off. He was just being a wimp and she was acting that it was not gonna happen, but you could tell she wanted it anyway.

My friend was constantly around her, he was high, and she was getting tipsy. Tipsy became drunk. And drunk became wasted... She started to get pretty horny... and started kissing my friend.

After a while I saw both of them going upstairs and yelled "FINALLY" at them. She winked at me and pulled him upstairs. My friend also said to keep an eye out in the hallway so no one would catch them while they got down to business.  

As promised, he was a good friend, I was keeping an eye out for him. When one of a sudden I hear the dude screaming. Not just regular screaming, like life threatening screams.

"Aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaah my dick, what have you done to me dick!!! what have you done!!!! heeeeeeeeeeeeeeeeeeeeeeelp meeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee!!!!!!!!!!!!!!!!!! heeeeeeeeeeeeeeeeeelppppp!!!"


Dropped my drink and I rushed in there, flipped they lights on...

And it was just like a fucking murder scene. The sheets, the bed, the wallpaper the carpet... literally EVERYTHING was covered in blood. Not just drops, but I mean, it looked sprayed on.

I looked at my friend and his underwear was soaked with blood and there was blood running down his legs.

My friend kept screaming and running around. Making the bloodstains even worse.
The chick was crying and covering her face with her hands. When she looked up her mouth was covered in blood as well...

I started tripping out and asked what happend while we rushed to my car... I seriously thought she bit off his dick.
While driving to the hospital, things got clear:

The chick was so wasted that she was horny but she didn't really know what she was doing. While she was giving him head and was jerking him off. She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....


Afterwards, the doctor explained that blood runs to your dong when you get a boner, and it literally sprays out because of the pressure...
Dude ended up getting circumsized the same night...

Last year, 7 years later. They got married, they have two kids, and they lived happily ever after...


Amazing story, I wonder if their children will ever know about it.
Sometimes I wonder about my parents adventures being young and stuff.
Title: Re: Awkward Sexual Experiences
Post by: Sk.A.T.A.N on September 19, 2013, 03:20:13 AM
^^
(http://images3.wikia.nocookie.net/__cb20130820154203/theevilliouschronicles/images/8/8a/Meme-well-that-escalated-quickly.jpg)

Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on September 19, 2013, 03:25:54 AM
i guess they made a blood pact that night.
Title: Re: Awkward Sexual Experiences
Post by: DISTANT RUMOURS on September 19, 2013, 03:46:33 AM
Dude kinda looked like your avatar.
Title: Re: Awkward Sexual Experiences
Post by: twitchflip on September 19, 2013, 04:06:09 AM
She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....
I believe the phrase is snapping your banjo string
Title: Re: Awkward Sexual Experiences
Post by: DISTANT RUMOURS on September 19, 2013, 04:30:59 AM
Damn, that description definitely fits the act.
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on September 19, 2013, 04:57:03 AM
Expand Quote
Sometimes I wonder about my parents adventures being young and stuff.
[close]
WTF?  You are a freak.
Why? I have a hard time thinking that my parents or any parents for that matter would have this kind of story, even if it's obvious that my parents as well as any parents must have a lot of stories likes that. I find it funny to think about them in those kind of situation. It's not about the sexual part of it, it's more about the awkwardness of some situations.
Title: Re: Awkward Sexual Experiences
Post by: Matze on September 19, 2013, 07:59:18 AM
actually, that's kinda cute.
Title: Re: Awkward Sexual Experiences
Post by: yep yep on September 19, 2013, 09:52:46 AM
Expand Quote
Keep the stories coming Grubby Mits.

This was on my local news channel about a week ago. Not me, but somewhat appropriate for this thread maybe. Sorry if posted already.
http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht (http://www.omroepwest.nl/nieuws/06-09-2013/natte-vrijpartij-delftse-gracht)

Edit: Fucking in a downtown canal.
[close]

Yeah they showed that here as well. They had guts... :-)


Well here is a story, not really mine, but I was there when it happened.

Here we go:
Around halloween a lot of kids in Belgium have a week off from school. So a few years ago I was in college and we were going to celebrate halloween at a good friend's house. His parents were gone for the weekend and he decided to throw a party. The guy is really into pot and stuff and he decided to go buy some in Holland, which is only 25 minutes away for us. I don't smoke or drink, but a lot of my friends do, so they were all pretty psyched. Dude is a great guy overall and kept whining about how he hoped that some chick would come to his party. He had a huge crush on her but she was kind of shy and playing hard to get.

Allright around 9 pm people start to come in and the party started to go down. Dudes were getting high chicks were getting drunk. A friend and me were the straight edge dudes, so we were the only sober dudes and we were just laughing at the stupidy going down. It was awesome.

About an hour into the party this chick drops by. My friend (who's parents the house belonged to) runs up to me and says "That's the girl I was talking about!". After 5 minutes I saw an akward interaction between two people that both seemed "down to fuck" but were holding the boat off. He was just being a wimp and she was acting that it was not gonna happen, but you could tell she wanted it anyway.

My friend was constantly around her, he was high, and she was getting tipsy. Tipsy became drunk. And drunk became wasted... She started to get pretty horny... and started kissing my friend.

After a while I saw both of them going upstairs and yelled "FINALLY" at them. She winked at me and pulled him upstairs. My friend also said to keep an eye out in the hallway so no one would catch them while they got down to business.  

As promised, he was a good friend, I was keeping an eye out for him. When one of a sudden I hear the dude screaming. Not just regular screaming, like life threatening screams.

"Aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaah my dick, what have you done to me dick!!! what have you done!!!! heeeeeeeeeeeeeeeeeeeeeeelp meeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee!!!!!!!!!!!!!!!!!! heeeeeeeeeeeeeeeeeelppppp!!!"


Dropped my drink and I rushed in there, flipped they lights on...

And it was just like a fucking murder scene. The sheets, the bed, the wallpaper the carpet... literally EVERYTHING was covered in blood. Not just drops, but I mean, it looked sprayed on.

I looked at my friend and his underwear was soaked with blood and there was blood running down his legs.

My friend kept screaming and running around. Making the bloodstains even worse.
The chick was crying and covering her face with her hands. When she looked up her mouth was covered in blood as well...

I started tripping out and asked what happend while we rushed to my car... I seriously thought she bit off his dick.
While driving to the hospital, things got clear:

The chick was so wasted that she was horny but she didn't really know what she was doing. While she was giving him head and was jerking him off. She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....


Afterwards, the doctor explained that blood runs to your dong when you get a boner, and it literally sprays out because of the pressure...
Dude ended up getting circumsized the same night...

Last year, 7 years later. They got married, they have two kids, and they lived happily ever after...







BEST STORY EVER
Title: Re: Awkward Sexual Experiences
Post by: The Human Condom on September 21, 2013, 02:38:22 PM
Last night, I was working downtown as an usher at the Bassnectar show.  Some girl strips off what little clothing she already had on and gets completely naked right in front of me.  I walk up to her and tell her to put her clothes back on.  She gets in my face and of course I can't hear shit.  She runs off streaking into the crowd and ended up punching a female coworker in the jaw. 
Also, I later found a twenty dollar bill and my boss let me keep it.
Title: Re: Awkward Sexual Experiences
Post by: Merked on September 22, 2013, 06:27:56 AM
Last night, I was working downtown as an usher at the Bassnectar show.  Some girl strips off what little clothing she already had on and gets completely naked right in front of me.  I walk up to her and tell her to put her clothes back on.  She gets in my face and of course I can't hear shit.  She runs off streaking into the crowd and ended up punching a female coworker in the jaw. 
Also, I later found a twenty dollar bill and my boss let me keep it.

I don't know why this story made me laugh so much.  Lol.  Sounds like a good night Condom.
Title: Re: Awkward Sexual Experiences
Post by: Made In China on September 22, 2013, 08:30:06 PM
Expand Quote
Expand Quote
Sometimes I wonder about my parents adventures being young and stuff.
[close]
WTF??  You are a freak.
[close]
Why? I have a hard time thinking that my parents or any parents for that matter would have this kind of story, even if it's obvious that my parents as well as any parents must have a lot of stories likes that. I find it funny to think about them in those kind of situation. It's not about the sexual part of it, it's more about the awkwardness of some situations.
PLEASE TELL ME THE PART ABOUT THEM GETTING MARRIED WASN'T MADE UP!!! IF THAT WAS ME I'D TELL THAT STORY TO MY KIDS EVERYDAY
Title: Re: Awkward Sexual Experiences
Post by: The Claw on October 13, 2013, 10:26:01 PM
we need some new ones in this thread.
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on October 14, 2013, 09:47:44 PM
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her



Title: Re: Awkward Sexual Experiences
Post by: ice nine on October 14, 2013, 10:18:15 PM
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her





wow ur a immature prick, get fucked
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on October 14, 2013, 10:30:03 PM
Expand Quote
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her




[close]

wow ur a immature prick, get fucked

Lol it's all good, but hey, this ain't the "break up" thread, it's the "awkward sexual experiences" thread and this was definitely awkward at the time
Title: Re: Awkward Sexual Experiences
Post by: Phil McCrackin on October 14, 2013, 10:42:01 PM
fuk u kanye
Title: Re: Awkward Sexual Experiences
Post by: Beer Keg Peg Leg on October 15, 2013, 12:11:56 AM
sounds like she was a dookie in the puss nigga
Title: Re: Awkward Sexual Experiences
Post by: Hobochilli on October 15, 2013, 05:39:08 AM
Expand Quote
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her




[close]

wow ur a immature prick, get fucked
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on October 15, 2013, 06:16:27 AM
I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work,

If she didn't mention that you need suspenders for your condom, you should probably have kept her.  Next time, just use smaller condoms, it's less conspicuous.
Title: Re: Awkward Sexual Experiences
Post by: JB on October 15, 2013, 06:27:40 AM
Expand Quote
Expand Quote
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her




[close]

wow ur a immature prick, get fucked
[close]

Lol it's all good, but hey, this ain't the "break up" thread, it's the "awkward sexual experiences" thread and this was definitely awkward at the time


wow, compared to you i must be dirty as fuck if getting some dried blood on a condom is awkward. i mean i fuck my girl on her period and lick her asshole. on purpose too.

or youre just a wuss. one or the other.
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on October 15, 2013, 06:36:00 AM
Expand Quote
Expand Quote
Expand Quote
So last year I was hanging with my former girl and we're just chilling in my room messing around with things getting more heated with every moments pass, as we're about to fuck she excuses herself to use the bathroom and comes back less than 5 minutes later, then the second she comes back I get the urge to take a piss myself and I then make my way to the bathroom

I'm not even 3 feet to the door and a disgusting, pungent odor smacks me in the face, it's like someone had tied a turd to a string and dangled it directly in front of my nose, I build up the strength to walk inside the bathroom and immediately turn on the air conditioning and I see shit residue around the toilet bowl then it begins to dawn on me that this girl just blew my fucking bathroom up, now I know everybody takes shits but be a fucking adult and be discreet about it, I have a nice can of air freshener right by the sink and a double flush isn't taboo or anything furthermore how could a fucking human being do so much damage THAT fast??? She literally was gone no longer than 5 minutes! So I take my leak as quick as possible to get myself out of there and am having second thoughts on getting in this girl's pussy as I head back to my room, but then I open the door and she's on my bed giving me the look while being seductive as fuck so I kind of just shrug it off and say fuck it...if only the madness had stopped there...

I bite the bullet and just decide to make it a quickie due to the circumstances, I strap on a condom since she told me she had been off the pill for the last few days or something and proceed to get to work, I finish up and pull out to find some kind of dark brown/clay colored substance on the condom that is currently on my dick. With knowledge of this chick dropping a bomb in my bathroom I had guessed somehow, some way I had come into contact with shit regardless of only being in missionary the entire time. I then give intense, alternating glares between my girl and the substance in question.

At this point I'm in shock, catatonic with my mouth agape and make my feet move to walk through my house (with my family also present in the household), butt ass naked to look in the mirror and get my fucking thoughts together on what the fuck is going on, all while my girl is in my bedroom repeatedly saying "What??? What's wrong???" I take it off my dick and see it's a very dark red and that it's most likely dried blood, but with everything going on that night, shit/dried blood/fresh blood was all the same, I was utterly disgusted

I walk back to my room and although I can't even remember how, I got her out of my house without letting her know that I was aware she took an elephant sized dump at my house, she leaves and I was stuck on how suck a fine chick could make me find her utterly unattractive in all of 20 minutes...

She ends up telling me the next day that missing the pill for a certain amount of time can cause leftover period blood residue shit to show up but honestly I was just kinda over the whole relationship, we broke up like the next week because she was just really, really boring, and I knew I was going to break up with her but the way it happened was kinda unexpected, she was texting me at like 3 am how I seemed distant for the past few days and I kinda just went into it via text, I did bring up the random blood on my dick incident as the straw that broke the camel's back but I never told her how I knew she took a giant shit in my house and all this other junk

She was/is a nice girl and if word got out that she got broken up with because her shits were so heinous it would be the end of her




[close]

wow ur a immature prick, get fucked
[close]

Lol it's all good, but hey, this ain't the "break up" thread, it's the "awkward sexual experiences" thread and this was definitely awkward at the time
[close]


wow, compared to you i must be dirty as fuck if getting some dried blood on a condom is awkward. i mean i fuck my girl on her period and lick her asshole. on purpose too.

or youre just a wuss. one or the other.

It really wasn't that bad, especially now that I know what it was and everything, at the moment I was thinking it was shit which I definitely don't vibe with
Title: Re: Awkward Sexual Experiences
Post by: The Claw on October 15, 2013, 04:46:09 PM
The first time I had sex I didn't know you were "supposed" to stop after you came. I had been going for a good twenty minutes and then i came with out pulling out or breaking my stride. I figured since i had a condom on and it felt super good i might as well keep going. I kept going for another twenty minutes or so and this girl was down for every position and didn't want to stop either. I came again while still inside her and after a little more humping decided to stop. I pulled my dick out to see the condom was broke and I had released two  excited virgin loads into this girl. I didn't tell her i came twice and I also didn't tell her the condom broke. I wasn't really worried because she was kinda a skank and I was sure she was on the pill and also she probably had a stock closet of plan b pills at her house. She came over again two days later and we did the same thing. I miss being young dumb and full cum.
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on October 16, 2013, 03:31:24 PM
If anyones interested I can keep writing, had a funny car head experience the other day and will be fucking the girl over the next few days.

Let's hear it.
Title: Re: Awkward Sexual Experiences
Post by: Gertrude Stein on October 16, 2013, 05:05:40 PM
I was with a teacher at a bar in New York playing it as cool possible

Was drunk enough to propose a night cap on the roof

Soon enough this petite blonde teaching lil kids the next day

after like an hour of savage of sex

just bent me over and rimmed me for like a half hour.

I thnk she was fingering herself at the same time and

I did not know what to do. It was weird kissing her goodbye

at the subway with her lil elementary school outfit and

attache. COuldnt believe those lips would b instructing

lil city kids all day. I realized life was fuct. N that I should

enjoy it by any means necessary. I bin. Its chillin now.

Title: Re: Awkward Sexual Experiences
Post by: Made In China on October 16, 2013, 07:05:51 PM
Dude above me should get some kind of writing award.
Title: Re: Awkward Sexual Experiences
Post by: few123456789 on October 16, 2013, 10:37:35 PM
Dude above me should get some kind of writing award.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on October 25, 2013, 03:24:49 AM
I'm in Ukraine right now - Kiev to be exact - and the other night I had sex with a genuine alcoholic. The women here are all fucking gorgeous and this one's no exception but aside from looks she really wasn't my type. She's a friend of a friend so I stayed with her for a few days and made the mistake of having sex on the first night.  It was alright at first and I was pretty drunk too but she chain smokes like no other - if I had to guess at least 3 packs a day but probably more since it's literally one after the other ALL day. The first day I got there I arrived at 8am and she was already drinking and offered me a beer at well so I took it thinking, "when in Rome" but after I took a nap for a few hours then woke up and she was still drinking. I think maybe I had another glass of wine but kept it tame so I could save myself for that night after that so we just hung out for a bit then went to a movie in this film festival where she fell asleep before it even started. After that we went out for drinks again then headed back to hers which resulted in some odd sexual conversations followed by drunken sex. Afterwards she was saying things like, "I don't want you to ever put clothes on again" and "I want to rape you again in the morning". She then dragged me to her bedroom but was pretty well pushing me out of the bed in her sleep so I went to sleep in the living room. The next morning I woke up at 7am to this girl smoking cigarettes and blowing smoke in my face with a glass of wine in her hand just watching me sleep. Shit was weird.
Title: Re: Awkward Sexual Experiences
Post by: Matze on October 25, 2013, 06:42:40 AM
this sounds like good times. nothing awkward right there.
Title: Re: Awkward Sexual Experiences
Post by: redhatchet on October 25, 2013, 09:06:16 AM
Was with an (ex)girlfriend, and I can't remember exactly the chain of events but we basically had a talk and decided we were going to break up. I was probably 19 at the time, her 18 or so. But us being horny youngsters decided we would have going away sex.

This was not the best idea for emotional teenager(s). We are getting it on as usual, I definitely have learned a few things since but it's getting close to the end. This particular girlfriend was on all this gnarly effective birth control so I would raw dog and cum inside her everytime. Damn do I miss that... Anyways, she's on top but bent over with her chest pressed on mine. I finish inside her and I notice something is off. She is making a noise, very quietly at first. And it all clicks. She's crying. Not blubbery mess tears but quietly crying. So here I am, completely naked, soaking in my own man fluids inside my now EX-girlfriends pudding as she lay crying on top of me and I am at a loss of what to do. So I basically give her the bro back pat until she stops. And we kissed and that was that. Not much compared to some of the shit in here haha. Filthy animals.
Title: Re: Awkward Sexual Experiences
Post by: JB on October 25, 2013, 12:33:58 PM
Was with an (ex)girlfriend, and I can't remember exactly the chain of events but we basically had a talk and decided we were going to break up. I was probably 19 at the time, her 18 or so. But us being horny youngsters decided we would have going away sex.

This was not the best idea for emotional teenager(s). We are getting it on as usual, I definitely have learned a few things since but it's getting close to the end. This particular girlfriend was on all this gnarly effective birth control so I would raw dog and cum inside her everytime. Damn do I miss that... Anyways, she's on top but bent over with her chest pressed on mine. I finish inside her and I notice something is off. She is making a noise, very quietly at first. And it all clicks. She's crying. Not blubbery mess tears but quietly crying. So here I am, completely naked, soaking in my own man fluids inside my now EX-girlfriends pudding as she lay crying on top of me and I am at a loss of what to do. So I basically give her the bro back pat until she stops. And we kissed and that was that. Not much compared to some of the shit in here haha. Filthy animals.

the whole idea of going away sex has me giggling at my desk. its like you know its going to end with the girl crying, but what dude is going to turn that down?

"i dont like you enough to date you anymore, but lets fuck one more time. doesnt that sound good?"

i dont know why, but i find this hilarious.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on October 26, 2013, 04:47:35 AM
Expand Quote
She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....
[close]
I believe the phrase is snapping your banjo string
I've done this a few times and its not fun. If it keeps happening the doctor said you have a choice of circumcision or cutting a V out of the string and stitching until it heals with a scar that will be more tear resistant. Luckily mine scarred enough not to require further medical intervention.
Title: Re: Awkward Sexual Experiences
Post by: trannies and mannies on October 26, 2013, 08:13:43 PM
unfortunately I have nothing to contribute, but I can gnar everyone with a good story.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on October 27, 2013, 02:33:24 PM
I'm in Ukraine right now - Kiev to be exact - and the other night I had sex with a genuine alcoholic. The women here are all fucking gorgeous and this one's no exception but aside from looks she really wasn't my type. She's a friend of a friend so I stayed with her for a few days and made the mistake of having sex on the first night.  It was alright at first and I was pretty drunk too but she chain smokes like no other - if I had to guess at least 3 packs a day but probably more since it's literally one after the other ALL day. The first day I got there I arrived at 8am and she was already drinking and offered me a beer at well so I took it thinking, "when in Rome" but after I took a nap for a few hours then woke up and she was still drinking. I think maybe I had another glass of wine but kept it tame so I could save myself for that night after that so we just hung out for a bit then went to a movie in this film festival where she fell asleep before it even started. After that we went out for drinks again then headed back to hers which resulted in some odd sexual conversations followed by drunken sex. Afterwards she was saying things like, "I don't want you to ever put clothes on again" and "I want to rape you again in the morning". She then dragged me to her bedroom but was pretty well pushing me out of the bed in her sleep so I went to sleep in the living room. The next morning I woke up at 7am to this girl smoking cigarettes and blowing smoke in my face with a glass of wine in her hand just watching me sleep. Shit was weird.

That's not weird. That's Ukraine.
Title: Re: Awkward Sexual Experiences
Post by: LambShank on December 28, 2013, 09:56:52 PM
Just posting to try to bump this thread but I went into a sex shop for the first time today. It was creepier yet cleaner than I had originally expected. The dude working reminded me of Jeff Albertson (Comic Book Guy) from the Simpsons if he were really into the Denver Broncos and Lord of the Rings. There was also a wall full of very very expensive butt plugs, didn't see that coming.

Sorry if this wasn't the great piece of literature you were expecting, I'm just trying to keep one of slap's funniest/most interesting/horrifying threads from fading into obscurity.
Title: Re: Awkward Sexual Experiences
Post by: InternetDaddy on December 28, 2013, 10:26:55 PM
I had met this lady off OKCupid like two or three months after my lady and I broke up. We got drinks the first night and had a really cool conversation about GoT and cartoons and shit. She wasn't super cute, and was 4 years older than me, but it wasn't bugging me. We made out in her car like teenagers and she said "I promised myself I wouldn't fuck you on the first date, but I'm off work tomorrow and you should come over." Being a person who possesses a penis, I agreed. Fast forward to the next day, I'm in her room, she's psyched on me and I'm psyched on sex. We go at it for a while, and I tell her (truthfully), "it's always super hard for me to finish with a condom, so this might not work out," to which she replies "well just take it off then!" At first I am psyched, but then I ask the fateful question: "are you sure?" "Oh yeah, it's totally fine, I have a couple plan B pills in my nightstand just in case."

"Oh jesus," I think, "she just keeps those on deck!? Is this a regular occurrence?"

But, again as an owner of a penis, I whipped it off and went back at it, and ended up blasting on her face. (Later on I convinced myself I had AIDS and got tested, clean thankfully). We boned like 5 more times over the next few weeks and then I stopped returning her texts.
Not the best story, but a little awkward and very scary after the fact.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 28, 2013, 10:51:40 PM
Had sex with my ex girlfriends mom like a month ago in Aspen. It was awkward because they both made the same noises when cumming..
Title: Re: Awkward Sexual Experiences
Post by: Anti-Hetro on December 28, 2013, 11:10:56 PM
Expand Quote
I'm in Ukraine right now - Kiev to be exact - and the other night I had sex with a genuine alcoholic. The women here are all fucking gorgeous and this one's no exception but aside from looks she really wasn't my type. She's a friend of a friend so I stayed with her for a few days and made the mistake of having sex on the first night.  It was alright at first and I was pretty drunk too but she chain smokes like no other - if I had to guess at least 3 packs a day but probably more since it's literally one after the other ALL day. The first day I got there I arrived at 8am and she was already drinking and offered me a beer at well so I took it thinking, "when in Rome" but after I took a nap for a few hours then woke up and she was still drinking. I think maybe I had another glass of wine but kept it tame so I could save myself for that night after that so we just hung out for a bit then went to a movie in this film festival where she fell asleep before it even started. After that we went out for drinks again then headed back to hers which resulted in some odd sexual conversations followed by drunken sex. Afterwards she was saying things like, "I don't want you to ever put clothes on again" and "I want to rape you again in the morning". She then dragged me to her bedroom but was pretty well pushing me out of the bed in her sleep so I went to sleep in the living room. The next morning I woke up at 7am to this girl smoking cigarettes and blowing smoke in my face with a glass of wine in her hand just watching me sleep. Shit was weird.
[close]

That's not weird. That's Ukraine.

http://www.youtube.com/watch?v=fzLtF_PxbYw
Title: Re: Awkward Sexual Experiences
Post by: peacepappies on December 29, 2013, 05:06:05 PM
I just moved to a new city a year ago and i hooked up with this girl who' s pretty good-looking, yet pretty annoying. (the reason i only fucked her when i was drunk/wasted). So this one night my best friend and me were fucking drunk and this girl is texting me theres some people hanging out at her house and i can come over if i want (this is like 4 in the morning). So on the way over there we meet this dude who sells weed and wants to sell us some. I'm an occasional smoker but my friend doesnt smoke really, but he's so wasted he's like yo give me 20 euros of weed, which is a shitload. So we arrive at the girls house and we continue drinking and hanging out with the people over there. My friend is like yo we should smoke the biggest pure joint ever and im agreeing since im already really wasted. So we roll and smoke the joint and my friend is so fucking high he starts bursting out in laughter like 10 minutes straight, which makes me also laugh like crazy. We roll another big joint (2nd and last one) and he gets even more high. A little bit later everybodys going to sleep, me with the girl and my friend just on the floor, still high as a kite. So i start fucking the girl on this 2person matress which is laying on the ground while my friend is 2 feet away on the floor giggling all the time, which makes me giggle also like a fucking 15 y/o schoolboy, fucking stupid. Keep in mind the girl is still okay with all this. My friend stops giggling so i just assume hes a sleep and i start banging this girl pretty hard. after a while we change positions and i just look over to check if my homie is still passed out and i swear to god he's laying on the edge of the matress like some hipster girl posing for a picture hanging over a balcony looking at me, it wasnt that awkward but suddenly he bursts out in laughing so fucking loud and i crack up to, still with my dick in the girl. This lasts for about 3 minutes, then he quits laughing while i go to sleep and i finish up.

ill post some more shit tomorrow
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on December 29, 2013, 06:08:49 PM

ill post some more shit tomorrow

looking forward to it
Title: Re: Awkward Sexual Experiences
Post by: JB on December 29, 2013, 06:13:59 PM
Just posting to try to bump this thread but I went into a sex shop for the first time today. It was creepier yet cleaner than I had originally expected. The dude working reminded me of Jeff Albertson (Comic Book Guy) from the Simpsons if he were really into the Denver Broncos and Lord of the Rings. There was also a wall full of very very expensive butt plugs, didn't see that coming.

Sorry if this wasn't the great piece of literature you were expecting, I'm just trying to keep one of slap's funniest/most interesting/horrifying threads from fading into obscurity.

Stoked on this thread.

Sex stores always have the potential for being hilarious. My girlfriend and I go every once in a while and the last time we were there was both the weirdest and most enjoyable times I've been. We were looking at toys and the girl working there, this black chick with dreads wanders over to us. Every other time we would just whisper to each other, never spoke to the people working there except at checkout. Well this girl comes up asking a bunch of questions and starts opening up about herself. The best story's she told us is that she was once at a festival in downtown Detroit and he glass butt plug fell out, but she kicked it way before anyone noticed. The other is that her ex boyfriend called her because the girl he fucked ass was bleeding and he didn't know what do to. She asked him if they used lube and he said he didn't have any so he used crisco. I bought my girlfriend a vibrator and we left laughing.
Title: Re: Awkward Sexual Experiences
Post by: dickcakes on December 29, 2013, 09:22:23 PM
chrissy spit on my head she touch it in miami
Title: Re: Awkward Sexual Experiences
Post by: oyolar on December 29, 2013, 10:36:19 PM
Expand Quote
Expand Quote
She jerked sooooooooooooooooo hard that she ripped the skin that's sitting between your knob and the shaft. Yeah... that part....
[close]
I believe the phrase is snapping your banjo string
[close]
I've done this a few times and its not fun. If it keeps happening the doctor said you have a choice of circumcision or cutting a V out of the string and stitching until it heals with a scar that will be more tear resistant. Luckily mine scarred enough not to require further medical intervention.

This sounds like the worst thing ever.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 30, 2013, 03:01:14 PM
Had sex with my ex girlfriend mom like a month ago in Aspen. It was awkward because they both made the same noises when cumming..

Necessito mucho mas detail.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 09:08:19 AM
Expand Quote
Had sex with my ex girlfriend mom like a month ago in Aspen. It was awkward because they both made the same noises when cumming..
[close]

Necessito mucho mas detail.

Well I ran into her on the street and we decided to go out for drink, we talked about her daughter (my ex) over margaritas. We had like three each then left the bar. We decided to go back to her nice ass condo and continue our buzz, so we stopped and got a bottle of patron on the way.
When we go there she gave me like 8 xanax and some percs I popped two xannies and made a drink. She's a hot ass older woman straight up model status she has these nice big perfect breast that are real, I made a comment about them and she was like giggling and she was wearing a skimpy long dress,we started to get closer to each other to the point where were drinking and she's on my lap. I start to feel her up and brought those beauties out and started sucking on them. We made out and I asked for a blow job because she was so horny I knew she would . She went down on me for like 5 minutes then I put it in her and started going for it really rough.  I wanted to show this older hot milf OF MY EX GIRLFRIEND a good time. She was screaming and at times she couldn't even breathe and like I was saying in the post before she made these cute noises when she was about to cum just like me ex girlfriend did. She fell asleep like right after and I grabbed my coat and was about to dip out after I wrote her a nice note. Before I left I went into the bathroom and checked out all her pills, she had like bottles and bottles of really good shit. I ended up taking like 10 80mg oxy's 50 xanax bars, and a shit load of other goods. She would never notice she had like so god damn much. I caught the taxi home and a week later my ex messaged me saying"Hey I head you ran into my mom! miss you love you" and I replied "yeah we had a couple drinks and talked about you for hours she's a really FUN mom"..This story is true. I swear on my ball sack and my little sisters.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on December 31, 2013, 09:41:16 AM
you shouldnt swear on your sisters ballsack.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 10:30:37 AM
you shouldnt swear on your sisters ballsack.

If she had one I would.

Nice joke tho LOL
Title: Re: Awkward Sexual Experiences
Post by: Lance on December 31, 2013, 10:53:30 AM
Expand Quote
Expand Quote
Had sex with my ex girlfriend mom like a month ago in Aspen. It was awkward because they both made the same noises when cumming..
[close]

Necessito mucho mas detail.
[close]

Well I ran into her on the street and we decided to go out for drink, we talked about her daughter (my ex) over margaritas. We had like three each then left the bar. We decided to go back to her nice ass condo and continue our buzz, so we stopped and got a bottle of patron on the way.
When we go there she gave me like 8 xanax and some percs I popped two xannies and made a drink. She's a hot ass older woman straight up model status she has these nice big perfect breast that are real, I made a comment about them and she was like giggling and she was wearing a skimpy long dress,we started to get closer to each other to the point where were drinking and she's on my lap. I start to feel her up and brought those beauties out and started sucking on them. We made out and I asked for a blow job because she was so horny I knew she would . She went down on me for like 5 minutes then I put it in her and started going for it really rough.  I wanted to show this older hot milf OF MY EX GIRLFRIEND a good time. She was screaming and at times she couldn't even breathe and like I was saying in the post before she made these cute noises when she was about to cum just like me ex girlfriend did. She fell asleep like right after and I grabbed my coat and was about to dip out after I wrote her a nice note. Before I left I went into the bathroom and checked out all her pills, she had like bottles and bottles of really good shit. I ended up taking like 10 80mg oxy's 50 xanax bars, and a shit load of other goods. She would never notice she had like so god damn much. I caught the taxi home and a week later my ex messaged me saying"Hey I head you ran into my mom! miss you love you" and I replied "yeah we had a couple drinks and talked about you for hours she's a really FUN mom"..This story is true. I swear on my ball sack and my little sisters.

Everyone give this man a +1 please, job well done
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 31, 2013, 11:27:44 AM
I need to see pictures of both of them.  Then I will shower with gnars.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 12:01:33 PM
I need to see pictures of both of them.  Then I will shower with gnars.


K I will, I'm just scared someone might know them on slap and tell my ex that I fucked her beautiful mom.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 31, 2013, 12:06:11 PM
You can pm them to me if it'll make you feel better.  No, they won't leave Slap.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on December 31, 2013, 12:24:59 PM
You can pm them to me if it'll make you feel better.  No, they won't leave Slap.

^^

Story left me wanting more, thanks for living up to it.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 31, 2013, 01:08:13 PM
That's her mom.. Not the hottest milf ever but..whatever I was confused and very drunk have a dick, and very few people get to pull this off.

Gnars for days.
Title: Re: Awkward Sexual Experiences
Post by: king_in_the_north on December 31, 2013, 01:08:22 PM
backing this dude
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 01:16:14 PM
I will show you her titties also but i'm done for now haha.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 01:20:07 PM
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That's her mom.. Not the hottest milf ever but..whatever I was confused and very drunk have a dick, and very few people get to pull this off.
[close]

Gnars for days.

Haha thanks dudes. I do love both of them they're very generous people and helped me out a lot and treated me like a prince. So yeah I am guilty a little but, you're right it's a good asshole story to tell. I've told girls and they were like "HOW COULD YOU" when I tell homies they think it's dope. IDK
Title: Re: Awkward Sexual Experiences
Post by: Merked on December 31, 2013, 01:28:55 PM
I will show you her titties also but i'm done for now haha.

I am living vicariously through you through the internet right now.

Gnared fur sure
Title: Re: Awkward Sexual Experiences
Post by: EPetrov on December 31, 2013, 03:21:02 PM
Poorlatino, were you also drunk while writing the story??
jus kiddin  :-X
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on December 31, 2013, 03:31:04 PM
It's people like that I look up to.
Title: Re: Awkward Sexual Experiences
Post by: Spike Hawke on December 31, 2013, 04:00:10 PM
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That's her mom.. Not the hottest milf ever but..whatever I was confused and very drunk have a dick, and very few people get to pull this off.
[close]

Gnars for days.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on December 31, 2013, 06:31:05 PM
Poorlatino, were you also drunk while writing the story??
jus kiddin  :-X

Not quite, I had a beer while I was typing it.
Title: Re: Awkward Sexual Experiences
Post by: Made In China on December 31, 2013, 08:23:29 PM
I will show you her titties also but i'm done for now haha.
I'm holding you to this!
Title: Re: Awkward Sexual Experiences
Post by: tobey on December 31, 2013, 09:05:01 PM
this happened to me and my friend freshman year of highschool. For some reason we both i think just got camera phones and we were all about them well one day at like the end of the year we just started taking pictures of our teachers butts (they were all women), one was only cute and the rest were kinda like jokes. we started taking pictures of our math teacher that day and we were so loud about it she knew something was up. So a couple minutes later my friend got his phone taken away by our math teacher. next class i got called down the the principals office and they looked through his phone and saw my name cause we would just send each other pictures of our teachers butts. well little did i know my friend got called down and he was in the principals office with all of our teachers. he said all of them were crying and were saying "why would you do this to us" so we both got suspended for the remaining of the school year which was like 2 weeks, we had to take our finals during the summer. They were going to bring us up on sexual harassment chargers but my friends mom threaten them with a lawyer cause they went in our phones with out permission. still talk to this kid today and we just laugh about it. thats all i got not as good as the other stories in here but its something
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 01, 2014, 12:11:51 AM
were u hiding in a port o potty? or was it peepholes
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 01, 2014, 12:16:27 AM
^ na we just took the pictures in class that we had that day, we werent sneaky about it just, we were just dumb kids
Title: Re: Awkward Sexual Experiences
Post by: dask8d00d on January 01, 2014, 12:31:43 AM
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I need to see pictures of both of them.  Then I will shower with gnars.
[close]


K I will, I'm just scared someone might know them on slap and tell my ex that I fucked her beautiful mom.

man you would be surprised...
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 12:59:30 AM
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I need to see pictures of both of them.  Then I will shower with gnars.
[close]


K I will, I'm just scared someone might know them on slap and tell my ex that I fucked her beautiful mom.
[close]

man you would be surprised...

Yeah I'm really sketched out about it.. I'm just gonna take down the pictures tomorrow night.
Title: Re: Awkward Sexual Experiences
Post by: dask8d00d on January 01, 2014, 09:30:20 AM
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I need to see pictures of both of them.  Then I will shower with gnars.
[close]


K I will, I'm just scared someone might know them on slap and tell my ex that I fucked her beautiful mom.
[close]

man you would be surprised...
[close]

Yeah I'm really sketched out about it.. I'm just gonna take down the pictures tomorrow night.


hahaha trust me some lurker on here told a girl that I posted about her in the OkCupid thread & she tried to air me out on instagram by screenshotting my post & lying about what actually happened (it was shitty date because her attitude sucked). not that i really gave a fuck at first just because I didn't like her anyways, but I started talking to this other chick who actually seems really cool only to find out that she's actually friends with the first girl. I told her about the shitty date with the first one & we laughed about it but then once I found out they happened to be friends I checked the instagram post where the first chick was tryna stunt on me & she liked it. I dunno if she put 2 and 2 together yet but its gonna be a weird situation if we end up dating.

Moral of the story: Never let the internet get too real for you, lol.
Title: Re: Awkward Sexual Experiences
Post by: excitableboy on January 01, 2014, 10:28:44 AM
Obviously would gnar you if I could, poorlatino. But all I can say is: HOW? You must be one attractive fellow.
Title: Re: Awkward Sexual Experiences
Post by: Pippen on January 01, 2014, 11:09:26 AM
Obviously would gnar you if I could, poorlatino. But all I can say is: HOW? You must be one attractive fellow.

post a fit!
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 11:18:32 AM
Obviously would gnar you if I could, poorlatino. But all I can say is: HOW? You must be one attractive fellow.

Haha not quite but here's a picture of me, there's more in the "post a picture of yourself thread" really recent too..

I had a rep of 2, three days ago. Now i'm at 20. I guess I know how Slap works now.

and honestly i'm not even in great shape or anything, I till this day don't understand how I've gotten the women I have.
must be my Mexican charm..
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 11:22:18 AM
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I need to see pictures of both of them.  Then I will shower with gnars.
[close]


K I will, I'm just scared someone might know them on slap and tell my ex that I fucked her beautiful mom.
[close]

man you would be surprised...
[close]

Yeah I'm really sketched out about it.. I'm just gonna take down the pictures tomorrow night.
[close]


hahaha trust me some lurker on here told a girl that I posted about her in the OkCupid thread & she tried to air me out on instagram by screenshotting my post & lying about what actually happened (it was shitty date because her attitude sucked). not that i really gave a fuck at first just because I didn't like her anyways, but I started talking to this other chick who actually seems really cool only to find out that she's actually friends with the first girl. I told her about the shitty date with the first one & we laughed about it but then once I found out they happened to be friends I checked the instagram post where the first chick was tryna stunt on me & she liked it. I dunno if she put 2 and 2 together yet but its gonna be a weird situation if we end up dating.

Moral of the story: Never let the internet get too real for you, lol.

Fuck man..Shit just got way real too.  I deleted the pictures dudes but if you missed out or want to see them again for a fap session let me know just PM me.

She lives in L.A and has a lot of skateboarder friends, don't wanna take the chance to have her hate me for the rest of her life. Cause when I see her from time to time we still hook up, it's hard not to with each other.
Title: Re: Awkward Sexual Experiences
Post by: excitableboy on January 01, 2014, 11:56:45 AM
Well I just checked you out like a homo and, while I can appreciate the downplay, I can see why you do well.
I would probably kill a puppy to get with either of those women, but then that is probably a big part of the reason why I don't. That and the fact I don't look like a broke Strokes member.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 12:07:49 PM
Well I just checked you out like a homo and, while I can appreciate the downplay, I can see why you do well.
I would probably kill a puppy to get with either of those women, but then that is probably a big part of the reason why I don't. That and the fact I don't look like a broke Strokes member.

Haha at least you're funny..

Title: Re: Awkward Sexual Experiences
Post by: EPetrov on January 01, 2014, 12:23:35 PM
Honestly I'm kinda disappointed in the maybe you made her seem way hotter in the story.
All 3 of you are gonna end up on maury
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 12:59:05 PM
Honestly I'm kinda disappointed in the maybe you made her seem way hotter in the story.
All 3 of you are gonna end up on maury

Let me know when you have sex with your ex girlfriends mom. I'd love to see her picture.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 01, 2014, 12:59:58 PM
Sorry I keep deleting them I just know one of her homies has to lurk slap.. P.M me
Title: Re: Awkward Sexual Experiences
Post by: IanBZHD on January 01, 2014, 08:26:13 PM
Sorry I keep deleting them I just know one of her homies has to lurk slap.. P.M me
PM'd gotta see what all the fuss is about!
Title: Re: Awkward Sexual Experiences
Post by: work lurk on January 01, 2014, 09:40:14 PM
thread had me laughing all night, so I thought it was only appropriate that I post my story.

I was kinda interested in my buddies next door neighbor years ago, she was nice, kinda quirky and cute in a nerdy way. Anyway's, after a night of drinking she invites me over to her place and I know it's on. I walk in the door and the place immediately just smells gross. She proceeds to show me her 4 rats, one of which has one eye and is on the verge of death (her words) I understand where the disgusting smell is from. I don't mind any of this so far, but it doesn't exactly put one in the mood. We finally get to her bedroom and start making out and it's getting pretty hot and heavy, then all of a sudden she stops me and says "before we go any further I have to show you my soul box" pretty weird, but whatever I'm not going to be rude. She opens up this wooden box that has all sorts of weird shit in it, a picture of the dead kid in Stand By Me, fake toy handguns, magazine clippings of old Macauly Caulkin photos, poems ex boyfriends wrote her, just weird shit. She took out everything in there and it explained it's significance to me which ended up taking like 45 minutes and I really didn't give a fuck about any of it. Finally she pulls out a condom from the box and asks me if I'm ready. At this point I'm really not in the mood and kinda weirded out, but I just invested a lot of time trying to bone this chick, so why give up now? she tells me to put the condom on and just lays down flat waiting for me to enter her. I jack myself off, get semi hard and put it in. She says nothing, does nothing, makes no noise, just lays their looking bored and kinda scared. I'm obviously not feeling it and know I'm not going to bust, but I'm waiting for a good time to fake a nut and planning on how to get out of there as politely and fast as possible. Then out of know where she full on butt trumpet farts while I'm doing her missionary. Again, I know things happen and human anatomy doesn't shame me, but this was just the straw that broke the camels back in boring, weird sex. I pretended not to hear it, pumped a few more times and faked my nut. After about 3 minutes of awkward pillow talk I made up a lie that I needed to make sure my buddy wasn't too drunk and wen't back to my friends house.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on January 02, 2014, 07:18:02 AM
You were lucky. She was a witch. If you'd have busted in that condom, it would have been your soul in the box and she'd have a new rat.
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on January 02, 2014, 03:21:51 PM
(http://theandrewmiller.com/wp-content/uploads/2013/10/enhanced-buzz-14954-1296670473-11.jpg)
 s'good with a tit pic though?
Title: Re: Awkward Sexual Experiences
Post by: swimmons3 on January 04, 2014, 09:46:44 PM
SO as far as i have read there are no stories of broken Dicks. Wasn't sure it was possible until my dick broke getting ridden ridiculously ridden. Went to an employee party where, because i had mad promo, everything was free. IPAs are my choice so i was relatively hammered and she was drinking on my tab.Little did i know that she had been into me for a while. We go to my buddy's house where the drunken two of us are getting relatively serious. Too many friends are walking through to continue there so we roll to her house. Conveniently we have condoms, always, and after my first bust, roll to the second. Like most, second shot drunk, happens to survive longer. So intensity increasing we continue. She turns out to be a needer of the serous pounding. One out one in and a horrible crash. Felt like my shit had broken off! Turns out it had actually broken. Blue for two weeks. Don't worry, it can happen and it is not permanent! However super ill advised. Beware kinky can fuck you up!
Title: Re: Awkward Sexual Experiences
Post by: sweat stains on January 04, 2014, 10:05:13 PM
SO as far as i have read there are no stories of broken Dicks. Wasn't sure it was possible until my dick broke getting ridden ridiculously ridden. Went to an employee party where, because i had mad promo, everything was free. IPAs are my choice so i was relatively hammered and she was drinking on my tab.Little did i know that she had been into me for a while. We go to my buddy's house where the drunken two of us are getting relatively serious. Too many friends are walking through to continue there so we roll to her house. Conveniently we have condoms, always, and after my first bust, roll to the second. Like most, second shot drunk, happens to survive longer. So intensity increasing we continue. She turns out to be a needer of the serous pounding. One out one in and a horrible crash. Felt like my shit had broken off! Turns out it had actually broken. Blue for two weeks. Don't worry, it can happen and it is not permanent! However super ill advised. Beware kinky can fuck you up!
Your first post on a skateboarding forum is a short story on how you broke your dick... Why?
Title: Re: Awkward Sexual Experiences
Post by: cornholio on January 05, 2014, 12:24:51 AM
So I went out on a date with this Philippino girl and we went and got Pho and I like to put a lotta sriracha sauce in it and after we ate we went to her apartment and I went down on her and after a minute she started say "ouch! holy shit what the fuck" and gets up and runs into her bathroom and jumps in the shower and I hear her yelling "Sriracha sauce in my vagina!" Apparently I went down on her too soon after eating a lotta hot sauce. kinda awkward.
Title: Re: Awkward Sexual Experiences
Post by: nice weather on January 05, 2014, 03:08:31 AM
Your first post on a skateboarding forum is a short story on how you broke your dick... Why?
leave
Title: Re: Awkward Sexual Experiences
Post by: JB on January 05, 2014, 12:02:14 PM
So I went out on a date with this Philippino girl and we went and got Pho and I like to put a lotta sriracha sauce in it and after we ate we went to her apartment and I went down on her and after a minute she started say "ouch! holy shit what the fuck" and gets up and runs into her bathroom and jumps in the shower and I hear her yelling "Sriracha sauce in my vagina!" Apparently I went down on her too soon after eating a lotta hot sauce. kinda awkward.

I fingered my girlfriend a few hours after cutting up a habanero pepper and she ran to the bathroom screaming. The vagina doesn't tolerate spice very well I guess.
Title: Re: Awkward Sexual Experiences
Post by: Tufty on January 05, 2014, 01:12:03 PM
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I'm in Ukraine right now - Kiev to be exact - and the other night I had sex with a genuine alcoholic. The women here are all fucking gorgeous and this one's no exception but aside from looks she really wasn't my type. She's a friend of a friend so I stayed with her for a few days and made the mistake of having sex on the first night.  It was alright at first and I was pretty drunk too but she chain smokes like no other - if I had to guess at least 3 packs a day but probably more since it's literally one after the other ALL day. The first day I got there I arrived at 8am and she was already drinking and offered me a beer at well so I took it thinking, "when in Rome" but after I took a nap for a few hours then woke up and she was still drinking. I think maybe I had another glass of wine but kept it tame so I could save myself for that night after that so we just hung out for a bit then went to a movie in this film festival where she fell asleep before it even started. After that we went out for drinks again then headed back to hers which resulted in some odd sexual conversations followed by drunken sex. Afterwards she was saying things like, "I don't want you to ever put clothes on again" and "I want to rape you again in the morning". She then dragged me to her bedroom but was pretty well pushing me out of the bed in her sleep so I went to sleep in the living room. The next morning I woke up at 7am to this girl smoking cigarettes and blowing smoke in my face with a glass of wine in her hand just watching me sleep. Shit was weird.
[close]

That's not weird. That's Ukraine.
Girls from former soviet union countries are bat crazy and alcoholics. A friend of mine had a girlfriend from latvia and had many stories about things happening there. One time he went at a party in latvia with his girlfriend and it was a big house full with alcohol, drugs and people. Everyone was totally wasted and people would start fucking in front of everyone. My friend was sitting at a sofa dead wasted, he told us that he was so wasted that he stood there looking around and couldnt move. Then a girl unzips him and starts rubbing his dick, then she just hops on it fuckin like crazy. His girlfriend dead wasted too sees that after a while and she slaps the girl and gets my friend outta there...

 His girlfriend had her 2 female friends visit her and we would hung out. One of them liked me and another homie and one night we started a drinking contest at the spot where we were skating. We got wasted and she started blowing some of us behind a dumpster while people were passing by. Then she wanted to come at my place but she was so drunk that she fell unconscious and an ambulance came to take her. I guess we won the contest.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on January 05, 2014, 01:50:21 PM
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I'm in Ukraine right now - Kiev to be exact - and the other night I had sex with a genuine alcoholic. The women here are all fucking gorgeous and this one's no exception but aside from looks she really wasn't my type. She's a friend of a friend so I stayed with her for a few days and made the mistake of having sex on the first night.  It was alright at first and I was pretty drunk too but she chain smokes like no other - if I had to guess at least 3 packs a day but probably more since it's literally one after the other ALL day. The first day I got there I arrived at 8am and she was already drinking and offered me a beer at well so I took it thinking, "when in Rome" but after I took a nap for a few hours then woke up and she was still drinking. I think maybe I had another glass of wine but kept it tame so I could save myself for that night after that so we just hung out for a bit then went to a movie in this film festival where she fell asleep before it even started. After that we went out for drinks again then headed back to hers which resulted in some odd sexual conversations followed by drunken sex. Afterwards she was saying things like, "I don't want you to ever put clothes on again" and "I want to rape you again in the morning". She then dragged me to her bedroom but was pretty well pushing me out of the bed in her sleep so I went to sleep in the living room. The next morning I woke up at 7am to this girl smoking cigarettes and blowing smoke in my face with a glass of wine in her hand just watching me sleep. Shit was weird.
[close]

That's not weird. That's Ukraine.
[close]
Girls from former soviet union countries are bat crazy and alcoholics. A friend of mine had a girlfriend from latvia and had many stories about things happening there. One time he went at a party in latvia with his girlfriend and it was a big house full with alcohol, drugs and people. Everyone was totally wasted and people would start fucking in front of everyone. My friend was sitting at a sofa dead wasted, he told us that he was so wasted that he stood there looking around and couldnt move. Then a girl unzips him and starts rubbing his dick, then she just hops on it fuckin like crazy. His girlfriend dead wasted too sees that after a while and she slaps the girl and gets my friend outta there...

 His girlfriend had her 2 female friends visit her and we would hung out. One of them liked me and another homie and one night we started a drinking contest at the spot where we were skating. We got wasted and she started blowing some of us behind a dumpster while people were passing by. Then she wanted to come at my place but she was so drunk that she fell unconscious and an ambulance came to take her. I guess we won the contest.

Shhhieeet hopefully Ryanair got Latvia in the game.
Title: Re: Awkward Sexual Experiences
Post by: dickthreats on January 05, 2014, 04:28:53 PM
fuck yeah russia
Title: Re: Awkward Sexual Experiences
Post by: thegaper on January 05, 2014, 04:31:41 PM
I literally have at least 30 awkward sexual experiences.

So it all starts at the young ripe age of 19 when I have my first gf after finally overcoming my social awkwardness. So we had been talking for a few years and were good friends and after about a week of finally going out, my perverted internet porn addicted self decides its time to stick my dick in a girls butt. Being a young girl and eager to please and experiment, this young lady willingly gives me the ole brown eye to do with as I please. I forgo the condom and from what I remember failed to inspect the cavernous butt hole with fingers prior to entering with my dick. All was going as expected until mid way through I begin to smell something going a foul. I decided to pull out and in the darkness have difficulty seeing anything, but I feel a weight on my dick almost like a midget is standing on it. I run to the bathroom and to my regret find not just a little brown stain on the head of my cock but its as if her shit had literally made a mold of itself around my cock. If I had stood out in the sun I could have let the shit dry and made a replica out of my cock with her shit. Needless to say I did not do this and hopped into the shower immediately, only to have the drain plugged with shit and having to stomp on it with my foot to get it down. I don't even remember if I told her what happened, im a nice guy so I probably said I had to piss or shit or something in the bathroom. Deep down inside I am sure she knew.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 05, 2014, 05:14:10 PM
I literally have at least 30 awkward sexual experiences.

So it all starts at the young ripe age of 19 when I have my first gf after finally overcoming my social awkwardness. So we had been talking for a few years and were good friends and after about a week of finally going out, my perverted internet porn addicted self decides its time to stick my dick in a girls butt. Being a young girl and eager to please and experiment, this young lady willingly gives me the ole brown eye to do with as I please. I forgo the condom and from what I remember failed to inspect the cavernous butt hole with fingers prior to entering with my dick. All was going as expected until mid way through I begin to smell something going a foul. I decided to pull out and in the darkness have difficulty seeing anything, but I feel a weight on my dick almost like a midget is standing on it. I run to the bathroom and to my regret find not just a little brown stain on the head of my cock but its as if her shit had literally made a mold of itself around my cock. If I had stood out in the sun I could have let the shit dry and made a replica out of my cock with her shit. Needless to say I did not do this and hopped into the shower immediately, only to have the drain plugged with shit and having to stomp on it with my foot to get it down. I don't even remember if I told her what happened, im a nice guy so I probably said I had to piss or shit or something in the bathroom. Deep down inside I am sure she knew.


Judging by your username, I'd say she did.
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on January 05, 2014, 05:22:38 PM
I literally have at least 30 awkward sexual experiences.

So it all starts at the young ripe age of 19 when I have my first gf after finally overcoming my social awkwardness. So we had been talking for a few years and were good friends and after about a week of finally going out, my perverted internet porn addicted self decides its time to stick my dick in a girls butt. Being a young girl and eager to please and experiment, this young lady willingly gives me the ole brown eye to do with as I please. I forgo the condom and from what I remember failed to inspect the cavernous butt hole with fingers prior to entering with my dick. All was going as expected until mid way through I begin to smell something going a foul. I decided to pull out and in the darkness have difficulty seeing anything, but I feel a weight on my dick almost like a midget is standing on it. I run to the bathroom and to my regret find not just a little brown stain on the head of my cock but its as if her shit had literally made a mold of itself around my cock. If I had stood out in the sun I could have let the shit dry and made a replica out of my cock with her shit. Needless to say I did not do this and hopped into the shower immediately, only to have the drain plugged with shit and having to stomp on it with my foot to get it down. I don't even remember if I told her what happened, im a nice guy so I probably said I had to piss or shit or something in the bathroom. Deep down inside I am sure she knew.


While I question the validity of this post due to the fact that you claimed to have the drain clogged with shit, I do value that your first post to Slap was in the Awkward Sexual Experiences thread.
Title: Re: Awkward Sexual Experiences
Post by: okdad on January 05, 2014, 06:31:45 PM
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So I went out on a date with this Philippino girl and we went and got Pho and I like to put a lotta sriracha sauce in it and after we ate we went to her apartment and I went down on her and after a minute she started say "ouch! holy shit what the fuck" and gets up and runs into her bathroom and jumps in the shower and I hear her yelling "Sriracha sauce in my vagina!" Apparently I went down on her too soon after eating a lotta hot sauce. kinda awkward.
[close]

I fingered my girlfriend a few hours after cutting up a habanero pepper and she ran to the bathroom screaming. The vagina doesn't tolerate spice very well I guess.
I don't think any mucus membrane does. I'm sure if you touched your eyes after that you wouldn't be too stoked either.
Title: Re: Awkward Sexual Experiences
Post by: Wizard Fight on January 06, 2014, 02:22:55 AM
The last sex I have with anyone I've dated is always  very bad somehow.
Title: Re: Awkward Sexual Experiences
Post by: S.E. on January 06, 2014, 03:08:02 AM
The last sex I have with anyone I've dated is always  very bad somehow.

I feel like once you get the feeling it could be the last time you have sex with that person it's immediately unsatisfying. 
Title: Re: Awkward Sexual Experiences
Post by: DISTANT RUMOURS on January 06, 2014, 04:37:34 AM
not a bad one, but akward... sure:

When I was around 19, I was playing in a bunch of bands. When I look back, all of the those bands sucked balls... but I guess some people actually liked it. One of those people was a punk girl. She had crazy hair going on, and she dressed in a really weird way. She added me on myspace (yes it's been a while) and just started to post hearts on every photo. And every show we used to play, she was there.

One night we were playing another show, and of course she was there again. I was setting up my amp and she was staring at me again. She dressed kinda weird but there was no denying that she was fucking hot. Underneath that weird makeup and clothes was a beautiful girl.

The promotor gives us our cue, we go on stage and we start playing. The girl comes up front and starts staring at me again. She moves right into front of me, stares into my eyes and starts lipping "fuck me" while she opens the buttons of her shirt.

I felt super akward and didn't really know how to react. I wasn't really experienced with girls back then. I was psyched and scared at the same time. So I look into the crowd and started rocking out, trying to be cool. When I tried looking at her again... she was gone.

After the show I felt pretty bad, but I didn't see her around anymore. Maybe I had hurt her feelings? Would I ever see her again?

The dudes start drinking and me and the singer were loading our shit into the van. We were almost done when the singer's phone rang, and he walked away to talk to his girlfriend.

So... I was alone putting the gear in the van, when I suddenly feel a tap on my shoulder.

I look behind me and it was the punk girl, and instead of finally saying something to me, she immediately started kissing me while she rubs my pants. Like I said, she was hot as fuck so I went along with it. I was standing there, keys in hand and locked the van.

She pulls me behind an old building, unzips my pants and starts sucking my dick. At this point we still haven't said a single thing to eachother... She had a pierced tongue and she gave me an amazing blowjob. She really put some work into it and she really didn't back down when people were passing us by. She was moaning and going for it like a champ. She started jacking me off and I blew my load in her mouth. And the only thing she said to me all night was "More... Please, I want more..."

I said I couldn't, she zipped me up, gave me a kiss turned away and just left. And I was like "What the fuck did just happen?". I felt violated and awesome at the same time.

After that, every time we played a show, she was there and we always ended up having amazing sex after the shows. We also started to date after a while and she was actually really smart and cool. Man... she was without any doubt the horniest girl I've EVER dated, she'd ask for the kinkiest and weirdest stuff but it was always amazing. Kind of a nympho so of course I wasn't the only dude handling her business. So we broke up.

It's been years since I've seen her in real life, but sometimes she just sends me a bunch of nudes out of the blue...

Awesome chick.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 06, 2014, 04:46:03 AM
not a bad one, but akward... sure:

When I was around 19, I was playing in a bunch of bands. When I look back, all of the those bands sucked balls... but I guess some people actually liked it. One of those people was a punk girl. She had crazy hair going on, and she dressed in a really weird way. She added me on myspace (yes it's been a while) and just started to post hearts on every photo. And every show we used to play, she was there.

One night we were playing another show, and of course she was there again. I was setting up my amp and she was staring at me again. She dressed kinda weird but there was no denying that she was fucking hot. Underneath that weird makeup and clothes was a beautiful girl.

The promotor gives us our cue, we go on stage and we start playing. The girl comes up front and starts staring at me again. She moves right into front of me, stares into my eyes and starts lipping "fuck me" while she opens the buttons of her shirt.

I felt super akward and didn't really know how to react. I wasn't really experienced with girls back then. I was psyched and scared at the same time. So I look into the crowd and started rocking out, trying to be cool. When I tried looking at her again... she was gone.

After the show I felt pretty bad, but I didn't see her around anymore. Maybe I had hurt her feelings? Would I ever see her again?

The dudes start drinking and me and the singer were loading our shit into the van. We were almost done when the singer's phone rang, and he walked away to talk to his girlfriend.

So... I was alone putting the gear in the van, when I suddenly feel a tap on my shoulder.

I look behind me and it was the punk girl, and instead of finally saying something to me, she immediately started kissing me while she rubs my pants. Like I said, she was hot as fuck so I went along with it. I was standing there, keys in hand and locked the van.

She pulls me behind an old building, unzips my pants and starts sucking my dick. At this point we still haven't said a single thing to eachother... She had a pierced tongue and she gave me an amazing blowjob. She really put some work into it and she really didn't back down when people were passing us by. She was moaning and going for it like a champ. She started jacking me off and I blew my load in her mouth. And the only thing she said to me all night was "More... Please, I want more..."

I said I couldn't, she zipped me up, gave me a kiss turned away and just left. And I was like "What the fuck did just happen?". I felt violated and awesome at the same time.

After that, every time we played a show, she was there and we always ended up having amazing sex after the shows. We also started to date after a while and she was actually really smart and cool. Man... she was without any doubt the horniest girl I've EVER dated, she'd ask for the kinkiest and weirdest stuff but it was always amazing. Kind of a nympho so of course I wasn't the only dude handling her business. So we broke up.

It's been years since I've seen her in real life, but sometimes she just sends me a bunch of nudes out of the blue...

Awesome chick.
Post the nudes. Crop her face out if you feel it's necessary.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 06, 2014, 10:54:50 AM
she was 100% sexually abused as a child
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 06, 2014, 11:23:17 AM
she was 100% sexually abused as a child
Title: Re: Awkward Sexual Experiences
Post by: InternetDaddy on January 06, 2014, 02:49:10 PM
Expand Quote
not a bad one, but akward... sure:

When I was around 19, I was playing in a bunch of bands. When I look back, all of the those bands sucked balls... but I guess some people actually liked it. One of those people was a punk girl. She had crazy hair going on, and she dressed in a really weird way. She added me on myspace (yes it's been a while) and just started to post hearts on every photo. And every show we used to play, she was there.

One night we were playing another show, and of course she was there again. I was setting up my amp and she was staring at me again. She dressed kinda weird but there was no denying that she was fucking hot. Underneath that weird makeup and clothes was a beautiful girl.

The promotor gives us our cue, we go on stage and we start playing. The girl comes up front and starts staring at me again. She moves right into front of me, stares into my eyes and starts lipping "fuck me" while she opens the buttons of her shirt.

I felt super akward and didn't really know how to react. I wasn't really experienced with girls back then. I was psyched and scared at the same time. So I look into the crowd and started rocking out, trying to be cool. When I tried looking at her again... she was gone.

After the show I felt pretty bad, but I didn't see her around anymore. Maybe I had hurt her feelings? Would I ever see her again?

The dudes start drinking and me and the singer were loading our shit into the van. We were almost done when the singer's phone rang, and he walked away to talk to his girlfriend.

So... I was alone putting the gear in the van, when I suddenly feel a tap on my shoulder.

I look behind me and it was the punk girl, and instead of finally saying something to me, she immediately started kissing me while she rubs my pants. Like I said, she was hot as fuck so I went along with it. I was standing there, keys in hand and locked the van.

She pulls me behind an old building, unzips my pants and starts sucking my dick. At this point we still haven't said a single thing to eachother... She had a pierced tongue and she gave me an amazing blowjob. She really put some work into it and she really didn't back down when people were passing us by. She was moaning and going for it like a champ. She started jacking me off and I blew my load in her mouth. And the only thing she said to me all night was "More... Please, I want more..."

I said I couldn't, she zipped me up, gave me a kiss turned away and just left. And I was like "What the fuck did just happen?". I felt violated and awesome at the same time.

After that, every time we played a show, she was there and we always ended up having amazing sex after the shows. We also started to date after a while and she was actually really smart and cool. Man... she was without any doubt the horniest girl I've EVER dated, she'd ask for the kinkiest and weirdest stuff but it was always amazing. Kind of a nympho so of course I wasn't the only dude handling her business. So we broke up.

It's been years since I've seen her in real life, but sometimes she just sends me a bunch of nudes out of the blue...

Awesome chick.
[close]
Post the nudes. Crop her face out if you feel it's necessary.
Title: Re: Awkward Sexual Experiences
Post by: JerrySeinfeld on January 06, 2014, 03:42:26 PM
post them nudies
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on January 06, 2014, 05:58:29 PM
Expand Quote
The last sex I have with anyone I've dated is always  very bad somehow.
[close]

I feel like once you get the feeling it could be the last time you have sex with that person it's immediately unsatisfying. 

That happens..
Title: Re: Awkward Sexual Experiences
Post by: peacepappies on January 07, 2014, 06:10:18 AM
i was fucking this girl a while ago and while i was doing her doggy she was starting to finger herself in the ass. I didnt fuck her in the ass tho'.

1. has this happened to any of you?
2. should i have fucked her in the ass?
3. should i have made this broad do the dishes? (mind i was fucking her in the kitchen with her head almost in the sink)
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on January 07, 2014, 11:30:09 AM
i was fucking this girl a while ago and while i was doing her doggy she was starting to finger herself in the ass. I didnt fuck her in the ass tho'.

1. has this happened to any of you?
2. should i have fucked her in the ass?
3. should i have made this broad do the dishes? (mind i was fucking her in the kitchen with her head almost in the sink)
3
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 07, 2014, 12:58:42 PM
2 and 3 are the correct answers.
Title: Re: Awkward Sexual Experiences
Post by: iSk84thechicas on January 19, 2014, 06:15:49 AM
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Expand Quote
ive been with many vaginas and even explored the asshole and have never ever found anything aside from a string. gnarly, yes, but enough of a warning sign to avoid anything below the clit. chicks are pretty clean usually...you sure it was shit? did it taste like shit?

and along with the tasting like shit subject, you guys ever wonder if maybe it doesnt taste like it smells? sometimes food smells weird and tastes great. never eaten shit, so i guess ill never know.
[close]
It's not that bad.

Have any of you ever had sex with a girl while she was asleep? She was my girlfriend so it's alright, but one day i woke up with a boner and decided to just go for it. I hope i'm not alone in doing this.
[close]
Your not alone, I've done it a few times.

Sleeping over with a former big breasted Spanish cougar I used to bone. (She was 43 and I was 23 back then)  She used to smoke the fattest joints and drink alize before we fucked.  One night in between sessions(about 2 30ish)  She was laying on the side. She kept directing me to her pussy instead of her ass in a soft voice.(she hated it in her ass like most women do without the lube) i THOUGHT SHE WAS AWAKE She was moaning silently. She had a fat ass and it felt good when i was pumping her. I busted a fat nut inside of her.  Then fucked her again in the same position(Spoon) (the fat ass felt too nice bra ;) Then A few seconds later she started grabbing my cock to put me back inside of her. Suddenly she said "wait...somethings wrong I feel really wet" and went to the bathroom to clean up. So I guess she was alseep while I was fucking her, (Or semi passed out high and talking to me in that state) and woke up to my cum dripping out of her pussy.... Oh yea and she was on the pill and that was 2 years ago so no worries
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 19, 2014, 02:29:08 PM
iSk84thesenoras
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on January 19, 2014, 04:57:18 PM
Eating ass is what separates the boys from the men..  What yall know about some butt fun?
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on January 19, 2014, 05:00:54 PM
Eating ass is what separates the boys from the men..  What yall know about some butt fun?
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on February 13, 2014, 05:27:07 AM
Expand Quote
Expand Quote
not a bad one, but akward... sure:

When I was around 19, I was playing in a bunch of bands. When I look back, all of the those bands sucked balls... but I guess some people actually liked it. One of those people was a punk girl. She had crazy hair going on, and she dressed in a really weird way. She added me on myspace (yes it's been a while) and just started to post hearts on every photo. And every show we used to play, she was there.

One night we were playing another show, and of course she was there again. I was setting up my amp and she was staring at me again. She dressed kinda weird but there was no denying that she was fucking hot. Underneath that weird makeup and clothes was a beautiful girl.

The promotor gives us our cue, we go on stage and we start playing. The girl comes up front and starts staring at me again. She moves right into front of me, stares into my eyes and starts lipping "fuck me" while she opens the buttons of her shirt.

I felt super akward and didn't really know how to react. I wasn't really experienced with girls back then. I was psyched and scared at the same time. So I look into the crowd and started rocking out, trying to be cool. When I tried looking at her again... she was gone.

After the show I felt pretty bad, but I didn't see her around anymore. Maybe I had hurt her feelings? Would I ever see her again?

The dudes start drinking and me and the singer were loading our shit into the van. We were almost done when the singer's phone rang, and he walked away to talk to his girlfriend.

So... I was alone putting the gear in the van, when I suddenly feel a tap on my shoulder.

I look behind me and it was the punk girl, and instead of finally saying something to me, she immediately started kissing me while she rubs my pants. Like I said, she was hot as fuck so I went along with it. I was standing there, keys in hand and locked the van.

She pulls me behind an old building, unzips my pants and starts sucking my dick. At this point we still haven't said a single thing to eachother... She had a pierced tongue and she gave me an amazing blowjob. She really put some work into it and she really didn't back down when people were passing us by. She was moaning and going for it like a champ. She started jacking me off and I blew my load in her mouth. And the only thing she said to me all night was "More... Please, I want more..."

I said I couldn't, she zipped me up, gave me a kiss turned away and just left. And I was like "What the fuck did just happen?". I felt violated and awesome at the same time.

After that, every time we played a show, she was there and we always ended up having amazing sex after the shows. We also started to date after a while and she was actually really smart and cool. Man... she was without any doubt the horniest girl I've EVER dated, she'd ask for the kinkiest and weirdest stuff but it was always amazing. Kind of a nympho so of course I wasn't the only dude handling her business. So we broke up.

It's been years since I've seen her in real life, but sometimes she just sends me a bunch of nudes out of the blue...

Awesome chick.
[close]
Post the nudes. Crop her face out if you feel it's necessary.
[close]

Really though.. how bout them Nudes??
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 13, 2014, 05:30:52 AM
i was jerking it fantasizing about fucking some kid i met at a skatepark. making out with my pillow and everything. then randomly everything got really awkward cuz i couldn't think about him anymore and was forced to think about my mother for no reason at all. i guess it turns out that kid has a roxicet problem or some shit anyways and i would not fuck him cuz i don't want herpes.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on February 13, 2014, 06:07:09 AM
i was fucking this girl a while ago and while i was doing her doggy she was starting to finger herself in the ass. I didnt fuck her in the ass tho'.

1. has this happened to any of you?
2. should i have fucked her in the ass?
3. should i have made this broad do the dishes? (mind i was fucking her in the kitchen with her head almost in the sink)
Yes, yes and definitely yes. Women are better at multi tasking.
Title: Re: Awkward Sexual Experiences
Post by: The Claw on February 15, 2014, 11:22:52 PM
When I was 15 this chick gave me a bj on top of this air conditioner unit thing behind fred myers. I had to pee so fucking bad that I made her stop because I was about to pee in her mouth. I jumped off and started peeing in the corner with a super boner. Then I climbed back up and asked her to keep going but she wasn't sure if age would be licking pee and I told her it wasn't a big deal that I was done peeing so she was just like ok and kept going for it. I miss those days.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on February 16, 2014, 04:03:26 PM
When I was 15 this chick gave me a bj on top of this air conditioner unit thing behind fred myers. I had to pee so fucking bad that I made her stop because I was about to pee in her mouth. I jumped off and started peeing in the corner with a super boner. Then I climbed back up and asked her to keep going but she wasn't sure if age would be licking pee and I told her it wasn't a big deal that I was done peeing so she was just like ok and kept going for it. I miss those days.
shoulda peed on her, shit is pretty cool
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 16, 2014, 06:18:03 PM
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When I was 15 this chick gave me a bj on top of this air conditioner unit thing behind fred myers. I had to pee so fucking bad that I made her stop because I was about to pee in her mouth. I jumped off and started peeing in the corner with a super boner. Then I climbed back up and asked her to keep going but she wasn't sure if age would be licking pee and I told her it wasn't a big deal that I was done peeing so she was just like ok and kept going for it. I miss those days.
[close]
shoulda peed on her, shit is pretty cool

it really is pretty cool. i've done it a couple times in the shower only, and its always fun. not really even sexual.

in other news my girlfriend and i figured out that she can squirt a while back and last week it was my birthday and she actually had sex with me. she thought it was gonna happen and pissed allllll over me and i came immediately. i dont care if its piss or cum, hot warm liquid on your balls while inside of a pussy feels great.
Title: Re: Awkward Sexual Experiences
Post by: Exposure on February 16, 2014, 06:54:55 PM
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shoulda peed on her, shit is pretty cool
[close]

it really is pretty cool. i've done it a couple times in the shower only, and its always fun. not really even sexual.


best part
Title: Re: Awkward Sexual Experiences
Post by: The Claw on February 16, 2014, 11:35:04 PM
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Expand Quote
When I was 15 this chick gave me a bj on top of this air conditioner unit thing behind fred myers. I had to pee so fucking bad that I made her stop because I was about to pee in her mouth. I jumped off and started peeing in the corner with a super boner. Then I climbed back up and asked her to keep going but she wasn't sure if age would be licking pee and I told her it wasn't a big deal that I was done peeing so she was just like ok and kept going for it. I miss those days.
[close]
shoulda peed on her, shit is pretty cool
[close]

it really is pretty cool. i've done it a couple times in the shower only, and its always fun. not really even sexual.

in other news my girlfriend and i figured out that she can squirt a while back and last week it was my birthday and she actually had sex with me. she thought it was gonna happen and pissed allllll over me and i came immediately. i dont care if its piss or cum, hot warm liquid on your balls while inside of a pussy feels great.

haha I'll keep that in mind.

So this wasn't sexual but it adds onto that story and it was akward. Last year whenI was a senior in high school I worked at Red Robin for a while (it sucked so much but whatever) and probably 4 or 5 months into me working there I walk in one day and see this girl in the whole getup with name tag and everything. After the behind Fred myers deal she let me do many others things to her while she was under the impression that I was taking her to homecoming, i didn't. That gesture ended all sexual communication and she hated me for a few months and then shit gets back to normal and we were friends by the end of the school year. THis was in 9th grade and i left that school and never saw her again until she got hired at Red Robin. I said hi to her and was generally excited to see her because she had grown into a pretty good looking girl. There was an akward vibe and I couldn't figure out why. So i went about my bussing business while she was being trained to be a host and I didn't let it bother me too much. That night I got home and when I was laying in bed I remembered all of the stuff we did and in all the god awful places they happened. I completely forgot about her and it took a few hours for those memories to even register.

The next time I saw her at work we got off at the same time and I bought her dinner as a kind gesture. We got to talking and I got comfortable enough to ask if she remembered all those times we hooked up in the weirdest places. She said ya and she wasn't sure if I hated her for some weird reason. I obviously didn't and then we continued to talk for an hour about our sexual encounters with each other and how we really felt about it at the time. It was all funny and we were laughing about how nervous she was to get eaten out or to give a bj.

After RR closes we head out to her car to smoke her new E-cig (I don't know how I feel about those things but I didn't want to leave) and we start talking about her Ex boyfriend. The school we both went to was a christian school, she was so christian she let her ex fuck her in the butt multiple times before they ever did regular intercourse because she thought she would still be a virgin in god's eyes. I didn't know what to say at this point because I had heard stories of this but I didn't think anyone was really that stupid, or willing to admit it to someone they haven't seen in 3 years. So she just goes on talking about her sex life and if I remember where her birthmarks are, just fucking teasing me at this point. I had a boner that I was trying to conceal and just as I was about to make a move she decides it's time for her to drive back home and she'd see me tomorrow.
Not even a thank you for dinner.
Title: Re: Awkward Sexual Experiences
Post by: Frank on February 17, 2014, 02:13:02 AM
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Expand Quote

shoulda peed on her, shit is pretty cool
[close]

it really is pretty cool. i've done it a couple times in the shower only, and its always fun. not really even sexual.

[close]

best part

Dave Chappelle Piss On You R Kelly Cover] Very Funny! (http://www.youtube.com/watch?v=h5sX24usBvQ#)
Title: Re: Awkward Sexual Experiences
Post by: Exposure on February 18, 2014, 10:17:30 PM
Figured it was time to get this one out here.

 I'm going to start with the concept of the drunk booty call girl. I'm not talking about a regular booty call, drunk is the operative word here. You know, the type of girl that you're on the very brink of being attracted to in a sober mind state but once you are fully encapsulated by the beer gogs, the strange shape of her body turns into a curvy blur and the minute details of her face that keep you dissatisfied in the daylight are overlooked. That girl. Mine was named Sara.
   
 Me and Sara were friends, but she always wanted to hook up and I never saw her like that, until I had the liquor in me. We had fooled around a few times before, but had never gone all the way because most of the time for me to get intoxicated enough to want to hook up with her I would also be suffering from a condition most would call "whiskey dick". But she was persistent, one of those chicks that would actually take advantage of you if you were blacked out to the point of no return.

  It was my good homie's birthday party a few summers ago, and it started out like a normal night. Casual shotgunning with the homies, beer pong, and everyone was turnin' up to my get buck playlist (which consisted of vast amounts of Gucci Mane.) This is where things take a turn for the worst. I'm out of beer and a friend is offering me infinite amounts of Juarez tequila because he brought like 3 handles of it. Now, I'm not sure if you guys are familiar with this specific brand of tequila, but it ain't no Jose Cuervo yummy tasty add some lime and salt and it will be fun college girl on spring break tequila. I'm talkin bottom shelf poison. The type of shit you just take a whiff of and you suddenly feel like death is all around you. But, at this point I'm a healthy 6 on the 1-10 scale and my night is nowhere close to over. I brave the drink of death, near puking with almost every gulp, but we all know after awhile once you get fucked up enough it doesn't matter what you're drinking anymore because your taste buds have been abused and numbed to the point of no return.

  Fast forward about an hour (at this point in time my sense of time was starting to not exist), and I'm beer pong partners with Sara. We are killin' our opponents which is leading to many flirtatious gestures such as hugs, ass grabbing and even public bouts of kissing, (at this point in time any fucks that I had left to give were long gone and never to be seen again). I think to myself "Do I really want to go down this path?". Something I had failed to mention previously was that I NEVER drink tequila unless it's the most dire of circumstances. One thing that I had forgotten about being tequila wasted was that it makes me ridiculously DTF, so the answer to the question I had asked myself was "fuck everything I'm goin' in."

 Me and Sara get comfy on the couch and start making out and shit all while all our friends are still around partying their asses off. She says it's a bit early (no idea what time it actually was), and that she'd like to get a bit more intoxicated before things get serious. I take this opportunity to down some more alcohol and this is the point where all consciousness or memory goes bye bye for the night.

  I wake up the next morning at my other friends apartment on the floor with my pants unzipped and my shirt right next to me covered in what seemed to be alcohol vomit. With a very bad hangover and still being reasonably inebriated, I stumble into my friends room to ask him what the fuck happened last night. The first thing he says is "Sara still here?". At this point I figured I misheard him due to my blood alcohol content and I ask "what are you talking about?". He was like "Uh... Sara. You brought her back last night. Is she still here or did she leave early? Confused, horrified, and still pretty wasted, I go on to inform him that I do not recall anything about what happened after a certain point the night before and that he needs to tell me everything he remembers.

He goes on to tell me that our homie whose bday it was started kicking people out the night before so me and my other friend headed back to his place. He said I kept mumbling some shit about how I was gonna hook up with her but she was nowhere to be seen at this point so apparently we went to get some food. He told me I was telling him that she was gonna meet us at his place and apparently I promised her a burger from burger king before we get there. He also informs me when we get to burger king, I order 2 burgers and devour both instantaneously, he then asks me "what about Sara's burger?" and I respond with a slurred, but prompt "the fuck are you talking about?", (this is quite indicative of my mind set at the time). According to him, we get back to his place, Sara shows up, he goes to bed and assumes the worst about me and her.

  After hearing all of this I'm pretty stressed at the idea that I hooked up with this chick especially since no condom was found on scene so who knows what could have happened. I hit her up via text message asking her what happened last night because I remembered nothing, she then goes on to inform me that when she got there we started fooling around and then she gave me a bj (I have no clue how I didn't have whiskey dick at this point, the tequila must have went straight to my dick). This bj however, did not end on a normal note. Apparently without warning I bust and right at that exact moment I simultaneously projectile vomit hot deadly Juarez liquid puke all over and proceed to pass out. I've never ejected 2 different fluids out of my body from 2 different places before at the same time, but I'm assuming it's a pretty interesting sensation. She went back home right afterwards and left me pants down, belly up with a puke pile and a ruined shirt all around me.

  Needless to say, this must have been quite uncomfortable/ awkward for her at the time, but I'm almost happy I was too blacked out to recall any aspect of that experience whatsoever. We're still friends but she lives on the east coast now so I rarely ever see her, sometimes we'll text and I'll jokingly bring this up to her and we'll have a good laugh.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on February 18, 2014, 11:01:45 PM
incredible
Title: Re: Awkward Sexual Experiences
Post by: Merked on February 19, 2014, 07:08:02 AM
Exposure, next time you'll have to drop a deuce right as you nut along with the vomit.  The trifecta of bodily ejections.  Get on it.

Also, great story.
Title: Re: Awkward Sexual Experiences
Post by: JB on February 19, 2014, 08:57:22 AM
incredible
Title: Re: Awkward Sexual Experiences
Post by: get gnarly on February 21, 2014, 11:08:37 AM
I'd say a majority of my sexual experiences have been awkward in some way either due to being drunk or where they took place but this last one is the first one I believe is thread worthy.

So I pick up this cute Indian chick whom I have hooked up with in the past but never fucked. We go back to my house and do the small talk/picking a movie to not watch on Netflix bullshit. We finally lay down and start to hook up and I'm pretty psyched-she's super enthusiastic and starts taking her clothes off and shit. Nice tits, nice ass, and she's wearing these dope underwear.

The awkwardness starts, at least in my mind, when I take off the underwear to find the weirdest bush I had ever seen. It was as if she shaved all her pubes except for right around her vagina and they were about an inch and a half long. It looked like one of those troll dolls' hair.

(http://img1.etsystatic.com/000/0/6814543/il_570xN.322257301.jpg)

So I'm a little disillusioned by this weird bush but I try to keep things going smoothly. I start to finger her and the smell is unleashed like opening a tin of sardines. Just gross fuckin stink. Once again I try to keep going and go to fuck her but her pussy is way too small and it's not gonna happen.

Being the generous lover I am, and also stupid as fuck, I begin to go down on her when the real awkward shit ensues. I'm eating out this nasty ass cunt and her weird muff which is covered in her stanky juices goes up my nostrils. The smell and taste of this Indian cuisine causes me to start to almost puke. I start gagging and burping without the burps coming out of my mouth. These throaty belches are super loud and she starts to stop moaning and moving. I continue to almost vomit for a few more minutes with constant throat burps making their way up from my stomach. Eventually it was too much and I let her suck my dick for a few minutes til I came.

Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on February 21, 2014, 12:12:32 PM
Exposure, next time you'll have to drop a deuce right as you nut along with the vomit.  The trifecta of bodily ejections.  Get on it.

Also, great story.

throw in some tears too, therefore it'll make your nose run and  then you'll have your shit firing on all cylinders homey
Title: Re: Awkward Sexual Experiences
Post by: shark tits on February 21, 2014, 12:42:54 PM
not wicked awkward but there was this whore from 'the bottoms' called big bertha. she came to a kookout we were having via found credit card and picked me out and said 'he's a fine man, i'm gonna give him whatever he wants. for free.'
i was stoked, banging her w/ a finger in the rear on the corner of state and ivanhoe. people were taking photos, stopping in traffic but we were technically in a backyard and baton rouge is real cool about drunk stuff so no cops.
so i never really 'sobered up' in those days but i got soberer and halfassed regretted my exhibitionism w/ big bertha. then my friends find her by a circle K and get a laugh at my expense. we had drunken escapades and one day after getting a wake up 40 i wanted a morning blowjob. we went to my squat which was a screened in porch of a vacant home. my dick is in her mouth when the landlord shows up to find us on the porch couch like that.
'are you here to see the place?'
'um, no. no we are not here to see the place. sorry.'
'you got 10 seconds to get the fuck outta here.'
so i got a good chuckle out of that but it prolly was awkward for the poor property owner/realtor.
seen her one other time at okasha's trying to get in people's cars. the cops fuck w/ me over an open 4loko and ask if we know her. going off her LSU shirt i said 'i think she's a student'.
cop goes 'i didn't know they offered a class in sucking dick!'
i laughed but i'm thinking 'oh you know, that's my old lady.'
Title: Re: Awkward Sexual Experiences
Post by: skate on February 21, 2014, 01:15:15 PM
some of these stories
(http://i1254.photobucket.com/albums/hh618/simplyRo_/antonio-banderas-gif_zpsfd3f4656.gif) (http://s1254.photobucket.com/user/simplyRo_/media/antonio-banderas-gif_zpsfd3f4656.gif.html)
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on February 21, 2014, 05:56:44 PM
I promised her a burger from burger king before we get there.

Clutch.
Title: Re: Awkward Sexual Experiences
Post by: chillout on February 21, 2014, 08:10:06 PM
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I promised her a burger from burger king before we get there.
[close]

Clutch.

haha I cant even count the number of times ive promised to buy a girl food while blacked out, then just maxed out at the restaurant completely forgetting the girl wanted to eat
Title: Re: Awkward Sexual Experiences
Post by: toque on February 22, 2014, 02:53:13 AM
incredible

Bruh is a storyteller for real. 
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 22, 2014, 05:20:28 AM
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
Title: Re: Awkward Sexual Experiences
Post by: okdad on February 22, 2014, 07:23:43 AM
not wicked awkward but there was this whore from 'the bottoms' called big bertha. she came to a kookout we were having via found credit card and picked me out and said 'he's a fine man, i'm gonna give him whatever he wants. for free.'
i was stoked, banging her w/ a finger in the rear on the corner of state and ivanhoe. people were taking photos, stopping in traffic but we were technically in a backyard and baton rouge is real cool about drunk stuff so no cops.
so i never really 'sobered up' in those days but i got soberer and halfassed regretted my exhibitionism w/ big bertha. then my friends find her by a circle K and get a laugh at my expense. we had drunken escapades and one day after getting a wake up 40 i wanted a morning blowjob. we went to my squat which was a screened in porch of a vacant home. my dick is in her mouth when the landlord shows up to find us on the porch couch like that.
'are you here to see the place?'
'um, no. no we are not here to see the place. sorry.'
'you got 10 seconds to get the fuck outta here.'
so i got a good chuckle out of that but it prolly was awkward for the poor property owner/realtor.
seen her one other time at okasha's trying to get in people's cars. the cops fuck w/ me over an open 4loko and ask if we know her. going off her LSU shirt i said 'i think she's a student'.
cop goes 'i didn't know they offered a class in sucking dick!'
i laughed but i'm thinking 'oh you know, that's my old lady.'
(http://s.pikabu.ru/images/big_size_comm/2014-02_2/13918498725166.jpg)
Title: Re: Awkward Sexual Experiences
Post by: castillo's curls on February 22, 2014, 08:59:42 AM
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Exposure, next time you'll have to drop a deuce right as you nut along with the vomit.  The trifecta of bodily ejections.  Get on it.

Also, great story.
[close]

throw in some tears too, therefore it'll make your nose run and  then you'll have your shit firing on all cylinders homey

haha, holy shit
Title: Re: Awkward Sexual Experiences
Post by: SqueezeThePulp on February 22, 2014, 06:21:49 PM
so i met a bigger black girl through tinder, and we ended up meeting at her dorm. Made small talk/watched a movie, and then i went down on her after some awkwardness cuz im terrible with girls, and she sucked my dick, but due to me being dead inside/her not being that attractive i couldnt stay hard to fuck her. So i just ended up eating her pussy for like an hour while she was screaming my name and having multiple orgasms. She told me i gave her the best head she's ever had. It was my first time too haha. Not much of a story but whatever.
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on February 22, 2014, 10:32:11 PM
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Exposure, next time you'll have to drop a deuce right as you nut along with the vomit.  The trifecta of bodily ejections.  Get on it.

Also, great story.
[close]

throw in some tears too, therefore it'll make your nose run and  then you'll have your shit firing on all cylinders homey
[close]

haha, holy shit

A friend of mine also vomited while taking a piss but he was still conscious.
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on February 23, 2014, 12:21:02 AM
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 23, 2014, 02:14:09 AM
Expand Quote
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
[close]

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man

she dumped me actually. a long time ago. she had big hooters and a tight vajeen.

last time i had a girl spend the night she wanted to fuck me but i had this nasty grizzly beard and couldn't get into making out with her (even though she didn't seem to mind the gristle). anyways, she slept in my bed and i couldn't pass out and got horny in the middle of the night and started trying to kiss her again and she didn't wake up. the next day she did get naked for me though and let me suck on her tits. her nipples were like devil horns. i never got to fuck her.
Title: Re: Awkward Sexual Experiences
Post by: Jim and Dan on February 23, 2014, 08:23:26 AM
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i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
[close]

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man
[close]

she dumped me actually. a long time ago. she had big hooters and a tight vajeen.

last time i had a girl spend the night she wanted to fuck me but i had this nasty grizzly beard and couldn't get into making out with her (even though she didn't seem to mind the gristle). anyways, she slept in my bed and i couldn't pass out and got horny in the middle of the night and started trying to kiss her again and she didn't wake up. the next day she did get naked for me though and let me suck on her tits. her nipples were like devil horns. i never got to fuck her.

(http://i206.photobucket.com/albums/bb257/jatexeira/gifs/puke.gif)

Rusty reminds me of a certain somebody who shall remain nameless...

If you're from the NH/MA area, you may know who'm I refer to...
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 23, 2014, 08:07:23 PM
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Expand Quote
Expand Quote
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
[close]

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man
[close]

she dumped me actually. a long time ago. she had big hooters and a tight vajeen.

last time i had a girl spend the night she wanted to fuck me but i had this nasty grizzly beard and couldn't get into making out with her (even though she didn't seem to mind the gristle). anyways, she slept in my bed and i couldn't pass out and got horny in the middle of the night and started trying to kiss her again and she didn't wake up. the next day she did get naked for me though and let me suck on her tits. her nipples were like devil horns. i never got to fuck her.
[close]

(http://i206.photobucket.com/albums/bb257/jatexeira/gifs/puke.gif)

Rusty reminds me of a certain somebody who shall remain nameless...

If you're from the NH/MA area, you may know who'm I refer to...
well alright den bro. you want a cookie or something den?
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on February 23, 2014, 09:09:40 PM
I think I'm turning into Dennis Reynolds
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on February 23, 2014, 10:01:36 PM
I think I'm turning into Dennis Reynolds

That's like a quality.
Title: Re: Awkward Sexual Experiences
Post by: Flume on February 23, 2014, 10:33:10 PM
ok, so im at this bar drinking with buds yaknow, having a grand ol time, when i see this burst of light come from the door.  and please bear in mind its like 1 am.  anyways, that burst of light turned out to be one of the most people ladies id ever laid my dreamy little eyes on.  She was wearing a very form fitting skirt, which ended half way before her fit little knees.  her glutes super tight and plump with great hips leading to her tiny little waist.  her breasts,  from the moment i saw her i could tell they were real bouncing around her half buttoned.  i see her and immediately get a boner, and refer to the "waist band trick."  i stand from my chair and approach this beautiful vixen with three little words i learned from some sitcom "how you doin?" she, taken aback by my forwardability lets out a little giggle, "teeheee," she squeaks.  "wanna get outta here, doll?" i ask.  "heeeheee, lets go you wolfman."  we race out the door and into a cab. "step on it!!" i command.  blah blah blah long story short i take her to my place rip the clothes off her 12/10 body, rip mine off and we hop into the 69 position.  shes just surping on my cock with her angel lips, her great proportioned soft but firm breasts resting on my ribs.  i throw her off of me and begin to fuck the shit out of her.  she begins to moan like a dying wildebeast having an orgasm.  not once, not twice, but thrice i make her pussy squirt like blastoise.  she screaming flailing around.  "finishhhhh in myyyy mouthhhh" she cries.  i whip my cock out and explode in her mouth with my ectoplasm.  "wowwwwwwww" we say in unison.  "that was the best ive ever been fucked..."      did i mention the part she was a 12/10???

hell ya []D[]/\/\[]D
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 24, 2014, 05:37:33 AM
Expand Quote
I think I'm turning into Dennis Reynolds
[close]

That's like a quality.

Dennis. That's a mean boy name. Are you mean?
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on February 24, 2014, 04:24:00 PM
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Expand Quote
Expand Quote
Expand Quote
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
[close]

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man
[close]

she dumped me actually. a long time ago. she had big hooters and a tight vajeen.

last time i had a girl spend the night she wanted to fuck me but i had this nasty grizzly beard and couldn't get into making out with her (even though she didn't seem to mind the gristle). anyways, she slept in my bed and i couldn't pass out and got horny in the middle of the night and started trying to kiss her again and she didn't wake up. the next day she did get naked for me though and let me suck on her tits. her nipples were like devil horns. i never got to fuck her.
[close]

(http://i206.photobucket.com/albums/bb257/jatexeira/gifs/puke.gif)

Rusty reminds me of a certain somebody who shall remain nameless...

If you're from the NH/MA area, you may know who'm I refer to...
[close]
well alright den bro. you want a cookie or something den?

https://www.youtube.com/watch?v=cW-wTkUBBeo

He's being ridiculous right now
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on February 24, 2014, 04:48:28 PM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Expand Quote
i was in a tent fucking my hot girlfriend on a bunch of mushrooms and her older brother came around the back of the tent while i was sucking her tits and started flipping out at us. he was like "if i hear you kissing one more time i'm coming in there and whupping his ass". he was also on mushrooms.
[close]

The fact you had to tell random fools on the internet that she's hot has me suspecting that she isn't

BUT in the case that she actually is hot, then that's fantastic for you man
[close]

she dumped me actually. a long time ago. she had big hooters and a tight vajeen.

last time i had a girl spend the night she wanted to fuck me but i had this nasty grizzly beard and couldn't get into making out with her (even though she didn't seem to mind the gristle). anyways, she slept in my bed and i couldn't pass out and got horny in the middle of the night and started trying to kiss her again and she didn't wake up. the next day she did get naked for me though and let me suck on her tits. her nipples were like devil horns. i never got to fuck her.
[close]

(http://i206.photobucket.com/albums/bb257/jatexeira/gifs/puke.gif)

Rusty reminds me of a certain somebody who shall remain nameless...

If you're from the NH/MA area, you may know who'm I refer to...
[close]
well alright den bro. you want a cookie or something den?
[close]

https://www.youtube.com/watch?v=cW-wTkUBBeo

He's being ridiculous right now
I'm just so Ricky Riccardo- Ridiculose.
Title: Re: Awkward Sexual Experiences
Post by: the on March 12, 2014, 04:59:21 AM
Few months ago I told my then girlfriend that I would be buying tickets to travel around china the next day. She wasn`t too happy about this at all because A)She couldnt come B)Few of her friends traveled there, didnt like it and always told her how shit and dirty China is and C)Pretty sure she just straight up didn`t like Chinese people.

That night we ended up back at mine. Usual shit we start cuddling and kissing. Eventually we get down to business missionary position and from what I could gather she was quite into it. Moaning, breathing changed, sweating e.t.c . but maybe im clueless and dont know any better. Anyway, in the middle of all this she tries to say something but shes all short on breath so its hard for her. I dont think twice and keep on keeping on . She continues to try and form a sentence and eventually manages while breathing heavily in between the words. ``Dont.... go... to.... China``, she says while locking eyes with me....

Not knowing how to respond and just simply baffled by the situation I kinda lose focus and rhythm and start slowing down. I say something along the lines of ``The fuck?? can we talk about this later???``

I try and get back into it but at that point I realize im kinda over it. She doesn`t stop there. She continues to tell me that im likely to get food poisoning and waste money on random shit....

so there I am inside a girl talking about how sanitary China is and how much the visa and travel insurance would cost.
We get into a curb your enthusiasm-esque argument where we both are talking over each other while im still inside her.

I pull out and roll over and have a laugh to my self at what just happened. We both fall asleep and have another go in the morning, argument free.


I didn`t end up going to China due to some other reasons and dumped her couple of weeks later.



Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 16, 2014, 05:11:59 PM
Me and my girlfriend of two year just broke up so Ive been on the prowl for rebound pussy. I hit up this girl who lives a few blocks away from me and tell her to drop by. Luckily my parents went out of town for spring break so I had the whole house to myself and I was planning on fucking all over the place. She comes by and I pop in Harry Potter and The Chamber of Secrets and after a few minutes we start kissing and touching but when I go to finger her she stops me and tells me she just had surgery because she had a miscarriage and they had to take something to do with fetal growth out or something idk so we couldnt fuck because she had stiches on her pussy. Im bummed because I already have a boner and everything so she decides just to give me some mouth. Well i guess sucking dick gets her worked up and decides her stiches arent important. We start going at it and maybe 20 minutes in she starts complaining about pain. I feel like im the shit and that my dick is big but no, her stiches ripped and she was bleeding all over the place. She freaks out, calls her mom to pick her up and take her to the hospital to maybe get new stiches and she makes me come along. I had to sit with her mom staring daggers at me and I wanted to fade into the background. She hasnt texted me since, which is a bummer because her head was on point.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on March 16, 2014, 05:30:02 PM
Me and my girlfriend of two year just broke up so Ive been on the prowl for rebound pussy. I hit up this girl who lives a few blocks away from me and tell her to drop by. Luckily my parents went out of town for spring break so I had the whole house to myself and I was planning on fucking all over the place. She comes by and I pop in Harry Potter and The Chamber of Secrets and after a few minutes we start kissing and touching but when I go to finger her she stops me and tells me she just had surgery because she had a miscarriage and they had to take something to do with fetal growth out or something idk so we couldnt fuck because she had stiches on her pussy. Im bummed because I already have a boner and everything so she decides just to give me some mouth. Well i guess sucking dick gets her worked up and decides her stiches arent important. We start going at it and maybe 20 minutes in she starts complaining about pain. I feel like im the shit and that my dick is big but no, her stiches ripped and she was bleeding all over the place. She freaks out, calls her mom to pick her up and take her to the hospital to maybe get new stiches and she makes me come along. I had to sit with her mom staring daggers at me and I wanted to fade into the background. She hasnt texted me since, which is a bummer because her head was on point.

i woulda tried to get some scripts out the deal
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on March 16, 2014, 06:09:26 PM
Me and my girlfriend of two year just broke up so Ive been on the prowl for rebound pussy. I hit up this girl who lives a few blocks away from me and tell her to drop by. Luckily my parents went out of town for spring break so I had the whole house to myself and I was planning on fucking all over the place. She comes by and I pop in Harry Potter and The Chamber of Secrets and after a few minutes we start kissing and touching but when I go to finger her she stops me and tells me she just had surgery because she had a miscarriage and they had to take something to do with fetal growth out or something idk so we couldnt fuck because she had stiches on her pussy. Im bummed because I already have a boner and everything so she decides just to give me some mouth. Well i guess sucking dick gets her worked up and decides her stiches arent important. We start going at it and maybe 20 minutes in she starts complaining about pain. I feel like im the shit and that my dick is big but no, her stiches ripped and she was bleeding all over the place. She freaks out, calls her mom to pick her up and take her to the hospital to maybe get new stiches and she makes me come along. I had to sit with her mom staring daggers at me and I wanted to fade into the background. She hasnt texted me since, which is a bummer because her head was on point.


(http://gifrific.com/wp-content/uploads/2012/08/no-words-homer-into-brush.gif)
Title: Re: Awkward Sexual Experiences
Post by: JB on March 16, 2014, 08:27:53 PM
Me and my girlfriend of two year just broke up so Ive been on the prowl for rebound pussy. I hit up this girl who lives a few blocks away from me and tell her to drop by. Luckily my parents went out of town for spring break so I had the whole house to myself and I was planning on fucking all over the place. She comes by and I pop in Harry Potter and The Chamber of Secrets and after a few minutes we start kissing and touching but when I go to finger her she stops me and tells me she just had surgery because she had a miscarriage and they had to take something to do with fetal growth out or something idk so we couldnt fuck because she had stiches on her pussy. Im bummed because I already have a boner and everything so she decides just to give me some mouth. Well i guess sucking dick gets her worked up and decides her stiches arent important. We start going at it and maybe 20 minutes in she starts complaining about pain. I feel like im the shit and that my dick is big but no, her stiches ripped and she was bleeding all over the place. She freaks out, calls her mom to pick her up and take her to the hospital to maybe get new stiches and she makes me come along. I had to sit with her mom staring daggers at me and I wanted to fade into the background. She hasnt texted me since, which is a bummer because her head was on point.



Amazing. +1
Title: Re: Awkward Sexual Experiences
Post by: jack burton on March 16, 2014, 08:41:01 PM
Jimi I love you.
Title: Re: Awkward Sexual Experiences
Post by: scorpion1001 on March 16, 2014, 08:53:17 PM
Jimi I love you.
said it for me too
Title: Re: Awkward Sexual Experiences
Post by: captainfalcon69 on March 16, 2014, 08:57:14 PM
Jimi I love you.
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on March 17, 2014, 11:12:01 AM
hahahahahaahaha whatttt theeee fuckkkkk sonnnnn
Title: Re: Awkward Sexual Experiences
Post by: ttching! on March 17, 2014, 12:15:28 PM
Jimi, was it the same hospital where the doctor busted you going down on your girlfriend with the broken leg?
Title: Re: Awkward Sexual Experiences
Post by: JB on March 17, 2014, 12:42:17 PM
Jimi, was it the same hospital where the doctor busted you going down on your girlfriend with the broken leg?


fuck, that was Jimi too? i think that story and the last one he posted were the only ones from this thread that i actually had to tell people about because they were so good.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on March 17, 2014, 02:47:07 PM
Expand Quote
Jimi, was it the same hospital where the doctor busted you going down on your girlfriend with the broken leg?
[close]


fuck, that was Jimi too? i think that story and the last one he posted were the only ones from this thread that i actually had to tell people about because they were so good.
same hospital, different doctor. After they put new stiches in the doctor came out and told her mother and I that she cant have any sexual activity for at least two weeks. The doctor made direct eye contact with me multiple times. My entire sexual history is a joke
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on March 17, 2014, 04:19:57 PM
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Expand Quote
Jimi, was it the same hospital where the doctor busted you going down on your girlfriend with the broken leg?
[close]


fuck, that was Jimi too? i think that story and the last one he posted were the only ones from this thread that i actually had to tell people about because they were so good.
[close]
same hospital, different doctor. After they put new stiches in the doctor came out and told her mother and I that she cant have any sexual activity for at least two weeks. The doctor made direct eye contact with me multiple times. My entire sexual history is a joke

Well, like a good joke, it has brought smiles and laughter to many that were fortunate enough to have read it.  Thank you for sharing.  The broken leg story was so good.
Title: Re: Awkward Sexual Experiences
Post by: Radgasm on March 17, 2014, 07:37:05 PM
Expand Quote
Me and my girlfriend of two year just broke up so Ive been on the prowl for rebound pussy. I hit up this girl who lives a few blocks away from me and tell her to drop by. Luckily my parents went out of town for spring break so I had the whole house to myself and I was planning on fucking all over the place. She comes by and I pop in Harry Potter and The Chamber of Secrets and after a few minutes we start kissing and touching but when I go to finger her she stops me and tells me she just had surgery because she had a miscarriage and they had to take something to do with fetal growth out or something idk so we couldnt fuck because she had stiches on her pussy. Im bummed because I already have a boner and everything so she decides just to give me some mouth. Well i guess sucking dick gets her worked up and decides her stiches arent important. We start going at it and maybe 20 minutes in she starts complaining about pain. I feel like im the shit and that my dick is big but no, her stiches ripped and she was bleeding all over the place. She freaks out, calls her mom to pick her up and take her to the hospital to maybe get new stiches and she makes me come along. I had to sit with her mom staring daggers at me and I wanted to fade into the background. She hasnt texted me since, which is a bummer because her head was on point.

[close]

(http://gifrific.com/wp-content/uploads/2012/08/no-words-homer-into-brush.gif)

so good!!!
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on March 17, 2014, 10:10:11 PM
jimi always comes through with the best stories in this thread holy shit
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on April 15, 2014, 12:19:42 PM
had drunk sex with a high school cheerleader on a ping-pong table last weekend... the only awkward part was finding out later my friend had been trying to bone her all night...  :(
Title: Re: Awkward Sexual Experiences
Post by: DISTANT RUMOURS on April 15, 2014, 02:25:19 PM
1)

I met this chick years ago on myspace. She was this fake redhead with small tits but an ass to die for.
I only talked to her on myspace and after a while we met up.

Within 15 minutes she was giving me head behind the busstop. It was awesome.

After a while we started dating and this chick was kinky as hell.

One night we went to a hip hop party at some big club. the place was packed and we were dancing in the crowd.
She starts grinding me, and my dick gets hard. She's wearing high heels and a short skirt.
She notices my dick is hard and "whispers, be right back in my ear". after 5 minutes she comes back and starts grinding again.
She puts my hand under her skirt and I notice that she took off her panties.

So this chick is dancing right in front of me with no panties on. We go to the lounge area and she sits on my lap, with one hand she unzips my pants and starts riding me. The place was packed, I was super embarrassed and shy, but she just didn't care. She sat with her face away from me, and just worked it. After a while I came super hard, but I think no one noticed... and she didn't care anyway if anyone did.

So I zip up, order drinks, and she walks back to the dance floor.
Cum was dripping all on the floor. So a couple of hundred people danced in cum.

Awesome.


2)

The chick was into fucking in public places. For our 6 months, we went to a fancy restaurant and we got some table in the corner of the room. It was actually a very romantic setting. She was drinking wine and getting tipsy. So she got horny and she was rubbing my dick with her feet. At first I could resist, and I was like, "come on Sara, not here!" but man, the girl was hot as hell so I just gave up. I got hard as fuck and she noticed right away. She immediately moved her chair and sat right next to me, and started jacking me off under the table.

When I came, she was holding this crystal wine glass, so I came into the glass.
She moved back across the table, looked in my eyes, and started drinking cum from the glass like nothing happened.

That was probably the coolest image I've ever seen.

3)

AGAIN, public place. We went for late night walk into the fields where I live. And she had a thing with cornfields. So she got horny and pulled me into the cornfield, after 2 minutes we were fucking like crazy. It was dark and I couldn't see shit and she wanted it doggy.
So I made that pussy wet and stuck it in. After a while she sat on top of me and went for it like hell. After a while she jumps up and starts crying " aaaaaaaaaaargh! fucking hell you dick!!!" I was freaking ou and didn't know what happend, tok my mobile phone and her legs were dripping with blood. I stuck in her ass without noticing and she was fucking PISSED. She punched me in the face and I was pissed because I didn't do it on purpose...

Didn't talk for 2 weeks when I one of a sudden I get an email with an attached video. It was her fingering herself and after a while she stuck a dildo in her ass. That she stops and says "I've been practicing..." and blow a kiss to the webcam. I was stunned and fucking horny. I called her up and begged her to come over. But she was at school and could only come over the next day.

The next day she shows up at the door, she acts like tha perfect daughter in law, and my parents are happy that she's back. We go up stairs and within 5 minutes were fucking. She gets on top and sticks my dick in her ass. Rides it till I come like crazy and we cuddled for hours after that.

Best sex ever, hands down.

after a while shit went downhill, she went to college and met some meathead there...

She also has like 3 kids now and she STILL super hot... fucking lucky bastard that got her to marry him.


Title: Re: Awkward Sexual Experiences
Post by: Lance on April 15, 2014, 02:36:13 PM
1)

I met this chick years ago on myspace. She was this fake redhead with small tits but an ass to die for.
I only talked to her on myspace and after a while we met up.

Within 15 minutes she was giving me head behind the busstop. It was awesome.

After a while we started dating and this chick was kinky as hell.

One night we went to a hip hop party at some big club. the place was packed and we were dancing in the crowd.
She starts grinding me, and my dick gets hard. She's wearing high heels and a short skirt.
She notices my dick is hard and "whispers, be right back in my ear". after 5 minutes she comes back and starts grinding again.
She puts my hand under her skirt and I notice that she took off her panties.

So this chick is dancing right in front of me with no panties on. We go to the lounge area and she sits on my lap, with one hand she unzips my pants and starts riding me. The place was packed, I was super embarrassed and shy, but she just didn't care. She sat with her face away from me, and just worked it. After a while I came super hard, but I think no one noticed... and she didn't care anyway if anyone did.

So I zip up, order drinks, and she walks back to the dance floor.
Cum was dripping all on the floor. So a couple of hundred people danced in cum.

Awesome.


2)

The chick was into fucking in public places. For our 6 months, we went to a fancy restaurant and we got some table in the corner of the room. It was actually a very romantic setting. She was drinking wine and getting tipsy. So she got horny and she was rubbing my dick with her feet. At first I could resist, and I was like, "come on Sara, not here!" but man, the girl was hot as hell so I just gave up. I got hard as fuck and she noticed right away. She immediately moved her chair and sat right next to me, and started jacking me off under the table.

When I came, she was holding this crystal wine glass, so I came into the glass.
She moved back across the table, looked in my eyes, and started drinking cum from the glass like nothing happened.

That was probably the coolest image I've ever seen.

3)

AGAIN, public place. We went for late night walk into the fields where I live. And she had a thing with cornfields. So she got horny and pulled me into the cornfield, after 2 minutes we were fucking like crazy. It was dark and I couldn't see shit and she wanted it doggy.
So I made that pussy wet and stuck it in. After a while she sat on top of me and went for it like hell. After a while she jumps up and starts crying " aaaaaaaaaaargh! fucking hell you dick!!!" I was freaking ou and didn't know what happend, tok my mobile phone and her legs were dripping with blood. I stuck in her ass without noticing and she was fucking PISSED. She punched me in the face and I was pissed because I didn't do it on purpose...

Didn't talk for 2 weeks when I one of a sudden I get an email with an attached video. It was her fingering herself and after a while she stuck a dildo in her ass. That she stops and says "I've been practicing..." and blow a kiss to the webcam. I was stunned and fucking horny. I called her up and begged her to come over. But she was at school and could only come over the next day.

The next day she shows up at the door, she acts like tha perfect daughter in law, and my parents are happy that she's back. We go up stairs and within 5 minutes were fucking. She gets on top and sticks my dick in her ass. Rides it till I come like crazy and we cuddled for hours after that.

Best sex ever, hands down.

after a while shit went downhill, she went to college and met some meathead there...

She also has like 3 kids now and she STILL super hot... fucking lucky bastard that got her to marry him.



You Sir are a God Damn Street Poet.  Thank you
Title: Re: Awkward Sexual Experiences
Post by: ice nine on April 15, 2014, 02:57:03 PM
ya but that shit seems extremely fake, i aint buying it. unless there are pix
Title: Re: Awkward Sexual Experiences
Post by: Chris Hansen is back on April 15, 2014, 04:35:48 PM
^Ditto.

I was just waiting for...

>spaghetti everywhere.
Title: Re: Awkward Sexual Experiences
Post by: PumpkinEsc0bar on April 15, 2014, 04:43:12 PM
Haven't had sex in like a year and a half.

Nothing more awkward than that
Title: Re: Awkward Sexual Experiences
Post by: Kanye Omari West on April 15, 2014, 08:19:03 PM
Expand Quote
1)

I met this chick years ago on myspace. She was this fake redhead with small tits but an ass to die for.
I only talked to her on myspace and after a while we met up.

Within 15 minutes she was giving me head behind the busstop. It was awesome.

After a while we started dating and this chick was kinky as hell.

One night we went to a hip hop party at some big club. the place was packed and we were dancing in the crowd.
She starts grinding me, and my dick gets hard. She's wearing high heels and a short skirt.
She notices my dick is hard and "whispers, be right back in my ear". after 5 minutes she comes back and starts grinding again.
She puts my hand under her skirt and I notice that she took off her panties.

So this chick is dancing right in front of me with no panties on. We go to the lounge area and she sits on my lap, with one hand she unzips my pants and starts riding me. The place was packed, I was super embarrassed and shy, but she just didn't care. She sat with her face away from me, and just worked it. After a while I came super hard, but I think no one noticed... and she didn't care anyway if anyone did.

So I zip up, order drinks, and she walks back to the dance floor.
Cum was dripping all on the floor. So a couple of hundred people danced in cum.

Awesome.


2)

The chick was into fucking in public places. For our 6 months, we went to a fancy restaurant and we got some table in the corner of the room. It was actually a very romantic setting. She was drinking wine and getting tipsy. So she got horny and she was rubbing my dick with her feet. At first I could resist, and I was like, "come on Sara, not here!" but man, the girl was hot as hell so I just gave up. I got hard as fuck and she noticed right away. She immediately moved her chair and sat right next to me, and started jacking me off under the table.

When I came, she was holding this crystal wine glass, so I came into the glass.
She moved back across the table, looked in my eyes, and started drinking cum from the glass like nothing happened.

That was probably the coolest image I've ever seen.

3)

AGAIN, public place. We went for late night walk into the fields where I live. And she had a thing with cornfields. So she got horny and pulled me into the cornfield, after 2 minutes we were fucking like crazy. It was dark and I couldn't see shit and she wanted it doggy.
So I made that pussy wet and stuck it in. After a while she sat on top of me and went for it like hell. After a while she jumps up and starts crying " aaaaaaaaaaargh! fucking hell you dick!!!" I was freaking ou and didn't know what happend, tok my mobile phone and her legs were dripping with blood. I stuck in her ass without noticing and she was fucking PISSED. She punched me in the face and I was pissed because I didn't do it on purpose...

Didn't talk for 2 weeks when I one of a sudden I get an email with an attached video. It was her fingering herself and after a while she stuck a dildo in her ass. That she stops and says "I've been practicing..." and blow a kiss to the webcam. I was stunned and fucking horny. I called her up and begged her to come over. But she was at school and could only come over the next day.

The next day she shows up at the door, she acts like tha perfect daughter in law, and my parents are happy that she's back. We go up stairs and within 5 minutes were fucking. She gets on top and sticks my dick in her ass. Rides it till I come like crazy and we cuddled for hours after that.

Best sex ever, hands down.

after a while shit went downhill, she went to college and met some meathead there...

She also has like 3 kids now and she STILL super hot... fucking lucky bastard that got her to marry him.



[close]
You Sir are a God Damn Street Poet.  Thank you
Title: Re: Awkward Sexual Experiences
Post by: Matze on April 16, 2014, 01:07:59 AM
got to remember to gnar you for the rest of the week.
Title: Re: Awkward Sexual Experiences
Post by: JB on April 16, 2014, 09:22:54 AM
@DISTANT RUMOURS


(http://rack.3.mshcdn.com/media/ZgkyMDEzLzA3LzI0LzM1L2dlb3JnZWNsYXBwLmFmNTY0LmdpZgpwCXRodW1iCTg1MHg1OTA-CmUJanBn/cd52959a/f3f/george-clapping.jpg)
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on April 16, 2014, 05:10:44 PM
The perfect cap to that story has to be a photo of this creator of dreams.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on June 26, 2014, 02:06:43 AM
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on June 26, 2014, 02:37:35 AM
Damn, that sucks dude. I could only imagine something like that. I could only imagine.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on June 26, 2014, 02:55:02 AM
This thread should make you realize a lot of what your missing isn't something you want to experience. I really don't think you'd want to be vomited on, then have to sit there for a half hour consoling the girl hidden under her blanket crying from embarrassment as you wonder how you are going to deal with the shirt situation.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on June 26, 2014, 02:59:19 AM
My search history says I wouldn't mind.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on June 26, 2014, 03:15:57 AM
well, we all have our kinks I suppose. Fantasy and reality are often two very different things though. I'm sure there are plenty of girls down for the "fuck my throat until I puke" thing, its probably better you get that one done on them intentionally then it randomly and suddenly happening without warning all over you. Consent is sexy.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on June 26, 2014, 06:25:07 AM
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
I witnessed the very same thing a few weeks ago. There is a summertime bar on the top floor of a parking garage near me and after a few pints we walked down stairs to leave and saw a guy with his back facing us and assumed he was taking a piss. When we got closer we noticed the girl squatting in front of him blowing him and just as we noticed this she leans away and pukes then gets straight back on his dick and sure enough gags and vomits again. Gotta respect her determination but it was broad daylight, three in the afternoon in full view of all and sundry and she tried to complete the deed with vomit breath and chunks next to her and most likely in her hair. Romantic.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on June 26, 2014, 07:04:47 AM
You should switch subjects at school and start teaching Sex Ed.
Title: Re: Awkward Sexual Experiences
Post by: JB on June 26, 2014, 08:20:07 AM
Expand Quote
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
[close]
I witnessed the very same thing a few weeks ago. There is a summertime bar on the top floor of a parking garage near me and after a few pints we walked down stairs to leave and saw a guy with his back facing us and assumed he was taking a piss. When we got closer we noticed the girl squatting in front of him blowing him and just as we noticed this she leans away and pukes then gets straight back on his dick and sure enough gags and vomits again. Gotta respect her determination but it was broad daylight, three in the afternoon in full view of all and sundry and she tried to complete the deed with vomit breath and chunks next to her and most likely in her hair. Romantic.


thats something youll remember for the rest of your life.
Title: Re: Awkward Sexual Experiences
Post by: layzieyez on June 26, 2014, 09:08:53 AM
1)

I met this chick years ago on myspace. She was this fake redhead with small tits but an ass to die for.
I only talked to her on myspace and after a while we met up.

Within 15 minutes she was giving me head behind the busstop. It was awesome.

After a while we started dating and this chick was kinky as hell.

One night we went to a hip hop party at some big club. the place was packed and we were dancing in the crowd.
She starts grinding me, and my dick gets hard. She's wearing high heels and a short skirt.
She notices my dick is hard and "whispers, be right back in my ear". after 5 minutes she comes back and starts grinding again.
She puts my hand under her skirt and I notice that she took off her panties.

So this chick is dancing right in front of me with no panties on. We go to the lounge area and she sits on my lap, with one hand she unzips my pants and starts riding me. The place was packed, I was super embarrassed and shy, but she just didn't care. She sat with her face away from me, and just worked it. After a while I came super hard, but I think no one noticed... and she didn't care anyway if anyone did.

So I zip up, order drinks, and she walks back to the dance floor.
Cum was dripping all on the floor. So a couple of hundred people danced in cum.

Awesome.


2)

The chick was into fucking in public places. For our 6 months, we went to a fancy restaurant and we got some table in the corner of the room. It was actually a very romantic setting. She was drinking wine and getting tipsy. So she got horny and she was rubbing my dick with her feet. At first I could resist, and I was like, "come on Sara, not here!" but man, the girl was hot as hell so I just gave up. I got hard as fuck and she noticed right away. She immediately moved her chair and sat right next to me, and started jacking me off under the table.

When I came, she was holding this crystal wine glass, so I came into the glass.
She moved back across the table, looked in my eyes, and started drinking cum from the glass like nothing happened.

That was probably the coolest image I've ever seen.

3)

AGAIN, public place. We went for late night walk into the fields where I live. And she had a thing with cornfields. So she got horny and pulled me into the cornfield, after 2 minutes we were fucking like crazy. It was dark and I couldn't see shit and she wanted it doggy.
So I made that pussy wet and stuck it in. After a while she sat on top of me and went for it like hell. After a while she jumps up and starts crying " aaaaaaaaaaargh! fucking hell you dick!!!" I was freaking ou and didn't know what happend, tok my mobile phone and her legs were dripping with blood. I stuck in her ass without noticing and she was fucking PISSED. She punched me in the face and I was pissed because I didn't do it on purpose...

Didn't talk for 2 weeks when I one of a sudden I get an email with an attached video. It was her fingering herself and after a while she stuck a dildo in her ass. That she stops and says "I've been practicing..." and blow a kiss to the webcam. I was stunned and fucking horny. I called her up and begged her to come over. But she was at school and could only come over the next day.

The next day she shows up at the door, she acts like tha perfect daughter in law, and my parents are happy that she's back. We go up stairs and within 5 minutes were fucking. She gets on top and sticks my dick in her ass. Rides it till I come like crazy and we cuddled for hours after that.

Best sex ever, hands down.

after a while shit went downhill, she went to college and met some meathead there...

She also has like 3 kids now and she STILL super hot... fucking lucky bastard that got her to marry him.



I think some of your readership would appreciate a photo or two since our capacity for imagination is limited.  Thank you.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on June 26, 2014, 10:48:04 AM
Expand Quote
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
[close]
I witnessed the very same thing a few weeks ago. There is a summertime bar on the top floor of a parking garage near me and after a few pints we walked down stairs to leave and saw a guy with his back facing us and assumed he was taking a piss. When we got closer we noticed the girl squatting in front of him blowing him and just as we noticed this she leans away and pukes then gets straight back on his dick and sure enough gags and vomits again. Gotta respect her determination but it was broad daylight, three in the afternoon in full view of all and sundry and she tried to complete the deed with vomit breath and chunks next to her and most likely in her hair. Romantic.
Yeah, my girl tried to keep going too, but I lost my boner, and that's when she lost it. Luckily we were in her bedroom.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on June 26, 2014, 10:53:36 AM
Expand Quote
Expand Quote
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
[close]
I witnessed the very same thing a few weeks ago. There is a summertime bar on the top floor of a parking garage near me and after a few pints we walked down stairs to leave and saw a guy with his back facing us and assumed he was taking a piss. When we got closer we noticed the girl squatting in front of him blowing him and just as we noticed this she leans away and pukes then gets straight back on his dick and sure enough gags and vomits again. Gotta respect her determination but it was broad daylight, three in the afternoon in full view of all and sundry and she tried to complete the deed with vomit breath and chunks next to her and most likely in her hair. Romantic.
[close]
Yeah, my girl tried to keep going too, but I lost my boner, and that's when she lost it. Luckily we were in her bedroom.
Boners and vomit are like oil and water, just don't mix.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on June 26, 2014, 11:45:55 AM
Boners and vomit are like oil and water, just don't mix.

Unless you mix them with soap alcohol in order to create favorable chemistry.
Title: Re: Awkward Sexual Experiences
Post by: Random Matt on June 26, 2014, 03:09:01 PM
Gip, you got a Roman shower.

(http://i1.ytimg.com/vi/nRXrKrvEz9U/mqdefault.jpg)
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on June 26, 2014, 03:14:25 PM
Expand Quote
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
[close]
Yeah, my girl tried to keep going too, but I lost my boner, and that's when she lost it. Luckily we were in her bedroom.

at least you weren't in your classroom!   ;)

the girl crying thing is the worst, but it usually comes from a decent story. ive had at least 3 girls cry while my dick was inside them for one reason or another. the other night my girlfriend got drunk and super emotional and was going on and on about babies. its been 2.5 years of dating and ive never cum inside her for a million reasons but we were having pretty passionate drunk sex and she was begging me to cum inside her. i had already jerked off twice that day so figured i'd be shooting blanks, plus like i said i was drunk, so i did it. felt awesome but i dont think i finished cumming before she was crying hysterically. for 45 minutes. she went and did the accident pill the next morning and im sure its all good now. my way to make it even on the $50 pill was to buy chinese food for dinner...little did she know i was already planning on getting chinese food for us that night.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on June 26, 2014, 03:56:27 PM
^lol ur cold hearted with the chinese food
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on June 26, 2014, 04:26:41 PM
^lol ur cold hearted with the chinese food

hehehe
Title: Re: Awkward Sexual Experiences
Post by: MostlyLurkin' on June 26, 2014, 05:29:11 PM
Expand Quote
Expand Quote
So, I got vomited on tonight by a girl whose deep throat game wasn't as on point as she apparently thought. We were hooking up before going out, and my shirt was ruined. I had to wear my jacket and keep it zupped up for the rest of the night.
[close]
Yeah, my girl tried to keep going too, but I lost my boner, and that's when she lost it. Luckily we were in her bedroom.
[close]

at least you weren't in your classroom!   ;)

the girl crying thing is the worst, but it usually comes from a decent story. ive had at least 3 girls cry while my dick was inside them for one reason or another. the other night my girlfriend got drunk and super emotional and was going on and on about babies. its been 2.5 years of dating and ive never cum inside her for a million reasons but we were having pretty passionate drunk sex and she was begging me to cum inside her. i had already jerked off twice that day so figured i'd be shooting blanks, plus like i said i was drunk, so i did it. felt awesome but i dont think i finished cumming before she was crying hysterically. for 45 minutes. she went and did the accident pill the next morning and im sure its all good now. my way to make it even on the $50 pill was to buy chinese food for dinner...little did she know i was already planning on getting chinese food for us that night.

Haha! Classic.
Title: Re: Awkward Sexual Experiences
Post by: Iceman on June 27, 2014, 09:48:32 AM
never read this thread before. just read the last 2 pages. damn distant & jimi, you're killing it!

was at the hotel bar after a wedding recently and for some reason the mother of the bride (married), her sister (also married), and her sister's daughters were all up on me. like a family competition of sorts. long story short, i avoided the girls because they weren't even 20 yet, and even though the elder two's husbands were right there, they were still being flirty and even aggressive with it. so at one point i whisper into the mother of the teenage girls ear to meet me in the dark hallway by the bathrooms in 5 min. sure enough she shows and without speaking a word we go right at it. i lift the front of her dress up and bang her against the wall for a quickie. then i tell her to take her time going back to the bar so i can be there for a few minutes first to avoid suspicion. funny thing, her husband didn't know and he seemed to really like me. he invited me to stay with them if i ever find myself on the left coast.
Title: Re: Awkward Sexual Experiences
Post by: redhatchet on June 27, 2014, 11:11:32 AM
never read this thread before. just read the last 2 pages. damn distant & jimi, you're killing it!

was at the hotel bar after a wedding recently and for some reason the mother of the bride (married), her sister (also married), and her sister's daughters were all up on me. like a family competition of sorts. long story short, i avoided the girls because they weren't even 20 yet, and even though the elder two's husbands were right there, they were still being flirty and even aggressive with it. so at one point i whisper into the mother of the teenage girls ear to meet me in the dark hallway by the bathrooms in 5 min. sure enough she shows and without speaking a word we go right at it. i lift the front of her dress up and bang her against the wall for a quickie. then i tell her to take her time going back to the bar so i can be there for a few minutes first to avoid suspicion. funny thing, her husband didn't know and he seemed to really like me. he invited me to stay with them if i ever find myself on the left coast.

Legendary.

Got a blowjob in the back seat of my car last night, and I'm almost positive as I finished she swallowed it. Then proceeded to puke in her mouth and swallow it. She gagged a couple more times and I opened the car door to make sure she didn't spew in my car, but luckily she was fine. Couple sips of water and she was all good to go. Gave her a hug. She was a trooper.
Title: Re: Awkward Sexual Experiences
Post by: JB on June 27, 2014, 12:05:07 PM
Expand Quote
never read this thread before. just read the last 2 pages. damn distant & jimi, you're killing it!

was at the hotel bar after a wedding recently and for some reason the mother of the bride (married), her sister (also married), and her sister's daughters were all up on me. like a family competition of sorts. long story short, i avoided the girls because they weren't even 20 yet, and even though the elder two's husbands were right there, they were still being flirty and even aggressive with it. so at one point i whisper into the mother of the teenage girls ear to meet me in the dark hallway by the bathrooms in 5 min. sure enough she shows and without speaking a word we go right at it. i lift the front of her dress up and bang her against the wall for a quickie. then i tell her to take her time going back to the bar so i can be there for a few minutes first to avoid suspicion. funny thing, her husband didn't know and he seemed to really like me. he invited me to stay with them if i ever find myself on the left coast.
[close]

Legendary.

Got a blowjob in the back seat of my car last night, and I'm almost positive as I finished she swallowed it. Then proceeded to puke in her mouth and swallow it. She gagged a couple more times and I opened the car door to make sure she didn't spew in my car, but luckily she was fine. Couple sips of water and she was all good to go. Gave her a hug. She was a trooper.


nice!

question for you guys. do most girls let you cum in their mouths, and do they usually swallow it?

ive only been with two girls, both have been girlfriends. first one didnt suck dick at all. i got her to once, but i had to try to nicely ask her and right before she did she said "i dont like giving head. it kind of grosses me out and i know im not very good at it. but ill try." im not heartless, so after hearing that, there was no way i could enjoy it and went soft after about a minute. my girlfriend now gives amazing head. the first time she did it i stopped her when i felt like i was going to cum and she said "what? you dont like it?" and i said "no, it feels amazing. i just dont want to cum in your mouth" because all i could think of was "you cum in my mouth and ill kill you". she said "why not? dont you want to get off?" i think then she knew that i had never had a good blowjob before, and went to town on me. i came in her mouth and she swallowed it down like a pro. no gag, no hesitation and thats how its always been with her. since ive only been with two girls who were total opposites in the BJ department, ive always wondered what most other girls do when they give head. it always seems like swallowing is such a big deal, but it doesnt phase my girlfriend at all, so i dont know why its always talked about like its a big deal.


edit: my first girlfriend said to me right before she put her mouth on my dick "if you cum in my mouth, ill kill you and we will never do this again". thats why i had that thought the first time my current girlfriend gave me head.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on June 27, 2014, 12:19:28 PM
my ex said she didnt mind and swallowed the first couple times, but after that she would start aiming my dick anywhere but at her. one time while finishing laying down i jizzed all the way onto my face. it wasnt awkard though. it was when she would whine and complain that she was bad at it and have temper tantrums if i didnt cum. that was the worst, so much pressure to perform and then u cant even enjoy it, i ended up just telling her i didnt want them anymore because it was such an ordeal, it was stupid
Title: Re: Awkward Sexual Experiences
Post by: EricF on June 27, 2014, 12:49:43 PM
When I was 16 I went to a small house party at my buddy's place. You know the deal: parents are out of town, someone gets shitty vodka, things get weird. When the night was over I passed out on the couch at 3am, woke up at 11 or something. I got up to go make a pot of coffee and and see who's still around and when I walked into the kitchen in bare feet I stepped into something cold and wet. I look down and my foot is on top of a used rubber. Never found out whose it was, but there were only like 4 of us left minus the girls. Havent talked to any of them since.
Title: Re: Awkward Sexual Experiences
Post by: Iceman on June 27, 2014, 03:08:23 PM
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never read this thread before. just read the last 2 pages. damn distant & jimi, you're killing it!

was at the hotel bar after a wedding recently and for some reason the mother of the bride (married), her sister (also married), and her sister's daughters were all up on me. like a family competition of sorts. long story short, i avoided the girls because they weren't even 20 yet, and even though the elder two's husbands were right there, they were still being flirty and even aggressive with it. so at one point i whisper into the mother of the teenage girls ear to meet me in the dark hallway by the bathrooms in 5 min. sure enough she shows and without speaking a word we go right at it. i lift the front of her dress up and bang her against the wall for a quickie. then i tell her to take her time going back to the bar so i can be there for a few minutes first to avoid suspicion. funny thing, her husband didn't know and he seemed to really like me. he invited me to stay with them if i ever find myself on the left coast.
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Legendary.

Got a blowjob in the back seat of my car last night, and I'm almost positive as I finished she swallowed it. Then proceeded to puke in her mouth and swallow it. She gagged a couple more times and I opened the car door to make sure she didn't spew in my car, but luckily she was fine. Couple sips of water and she was all good to go. Gave her a hug. She was a trooper.
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nice!

question for you guys. do most girls let you cum in their mouths, and do they usually swallow it?

ive only been with two girls, both have been girlfriends. first one didnt suck dick at all. i got her to once, but i had to try to nicely ask her and right before she did she said "i dont like giving head. it kind of grosses me out and i know im not very good at it. but ill try." im not heartless, so after hearing that, there was no way i could enjoy it and went soft after about a minute. my girlfriend now gives amazing head. the first time she did it i stopped her when i felt like i was going to cum and she said "what? you dont like it?" and i said "no, it feels amazing. i just dont want to cum in your mouth" because all i could think of was "you cum in my mouth and ill kill you". she said "why not? dont you want to get off?" i think then she knew that i had never had a good blowjob before, and went to town on me. i came in her mouth and she swallowed it down like a pro. no gag, no hesitation and thats how its always been with her. since ive only been with two girls who were total opposites in the BJ department, ive always wondered what most other girls do when they give head. it always seems like swallowing is such a big deal, but it doesnt phase my girlfriend at all, so i dont know why its always talked about like its a big deal.


edit: my first girlfriend said to me right before she put her mouth on my dick "if you cum in my mouth, ill kill you and we will never do this again". thats why i had that thought the first time my current girlfriend gave me head.

in my experience, most girls will swallow, but i definitely get the vibe that some of them are only doing it to impress so they can lock you down. however, i'm kind of the opposite of you in that i have chosen to be single most of my adult life, because, honestly, i'm kind of a slut. which, i guess says something about some of the girls i have been with as well. so we probably target different types of ladies. some of the more monogamous pals might have more relevant info for you.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on June 27, 2014, 04:03:16 PM
In my experience if they'll suck it, they'll swallow too. Im a huge pervert and horny bastard but somehow end up with long term girlfriends. they all will do whatever you want to get you to like them and stick around and after 2-3 years its pretty much up to them what you get and when you get it. you spend the next 50 years trying not to resent them or cheat. then you die.  :-\

stay single.
Title: Re: Awkward Sexual Experiences
Post by: scorpion1001 on June 27, 2014, 09:25:45 PM
JB marry that woman. I've been banging my ex for a few months now and that woman takes it upon herself like its her god-given duty to give me a BJ every time we fuck. she legitimately does it for her own pleasure
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on June 29, 2014, 04:29:43 PM
I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on June 29, 2014, 06:47:11 PM
I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.

That's oddsome.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on June 30, 2014, 01:21:02 AM
we were an hour up a mountain on a dirt road and came upon a girl changing on the side of the road today. awkward for her only tho!!!
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on July 03, 2014, 12:08:08 PM
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I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.
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That's oddsome.
I've had that happen once, but I was 17 and the girl took it upon herself to hoover it down when I gave her the warning. I guess I didn't know that was even an option.

Most girls (in my experience) swallow. I've only had a handful of girls that I've ever been with that even hesitated at it, and only one of them flat-out refused, but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on July 03, 2014, 10:00:51 PM
but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.

weird? next time you blow a load i dare you to taste some of your own cum. now, would you rather get a little bit of that on your face or shotgun a whole load down your throat? ::)
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on July 04, 2014, 05:43:56 AM
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but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.
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weird? next time you blow a load i dare you to taste some of your own cum. now, would you rather get a little bit of that on your face or shotgun a whole load down your throat? ::)
I hate decisions.
Title: Re: Awkward Sexual Experiences
Post by: PumpkinEsc0bar on July 04, 2014, 07:08:08 AM
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I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.
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That's oddsome.
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I've had that happen once, but I was 17 and the girl took it upon herself to hoover it down when I gave her the warning. I guess I didn't know that was even an option.

Most girls (in my experience) swallow. I've only had a handful of girls that I've ever been with that even hesitated at it, and only one of them flat-out refused, but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.



I used to hook up with this girl, had sex a few times without a condom. Obviously she wouldn't let me finish inside her so I'd pull out but she wouldn't let me finish on her or anywhere close, had to like.. run to the bathroom or like blow it in the garbage can. I feel like that's fucked up idk she was Asian and really picky about everything
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on July 04, 2014, 07:59:48 AM
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I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.
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damn thats cold haha

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I've had that happen once, but I was 17 and the girl took it upon herself to hoover it down when I gave her the warning. I guess I didn't know that was even an option.

Most girls (in my experience) swallow. I've only had a handful of girls that I've ever been with that even hesitated at it, and only one of them flat-out refused, but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.
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I used to hook up with this girl, had sex a few times without a condom. Obviously she wouldn't let me finish inside her so I'd pull out but she wouldn't let me finish on her or anywhere close, had to like.. run to the bathroom or like blow it in the garbage can. I feel like that's fucked up idk she was Asian and really picky about everything

That's oddsome.
Title: Re: Awkward Sexual Experiences
Post by: scorpion1001 on July 04, 2014, 05:15:36 PM
i'd just use the condom at that point rather than deal with that stupidity
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on July 05, 2014, 07:22:12 AM
Or have her finish you off manually with your dick outside a window,....

She may have accepted that..
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 09, 2014, 09:48:59 AM
So let me set the scene for you guys.  It's a Saturday night, closing in on 1 am and here I am, sitting on the bed of a girl I had spent the last few hours chatting up.  As she does whatever pre-hookup ritual it is that girls do in the bathroom, I sit back in gleeful anticipation of the delightful sensations that I'm about to experience on and around my penis.  A few minutes go by, and she enters the room, a bit of a defected look on her face.  After a moment of silence, she informs she is just finishing her period, but had thought it would be over by now.  She then proceeds to do one of the most selfless things a human female can do when on her period and proceeded to go downtown.  2 minutes.  That's about how long the enjoyment of the fellatio lasted.  All of a sudden every good sensation turned to pain, I became extremely nauseous, vision fading...  I jolt up in the bed and quickly realize something has a hold of my balls.  I twist again and she releases them from her iron grip and sits back confused. 
"What the fuck was that?", I manage to whimper. 
"You didn't like it?", she replied confused. 
At this point I've now jumped rolled off the bed to collect my things. "No, why would any guy every like having his balls destroyed?"
She went on to explain how the only guy she had ever been with was really into some masochistic shit and she just assumed most guys were like that. 


This other time I fingered a girl at an Incubus concert and this incredibly convincing David Bowie look-a-like was creepily taking pictures of us hooking up. 
Title: Re: Awkward Sexual Experiences
Post by: ttching! on July 09, 2014, 10:06:37 AM
This other time I fingered a girl at an Incubus concert and this incredibly convincing David Bowie look-a-like was creepily taking pictures of us hooking up.

Looks like he creepily posted them on the internet as well.
(http://31.media.tumblr.com/e19a1632a308e3edb17feb3e60d23e89/tumblr_mr174x5MDc1qi6jgyo1_500.jpg)
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 09, 2014, 10:44:06 AM
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This other time I fingered a girl at an Incubus concert and this incredibly convincing David Bowie look-a-like was creepily taking pictures of us hooking up.
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Looks like he creepily posted them on the internet as well.
(http://31.media.tumblr.com/e19a1632a308e3edb17feb3e60d23e89/tumblr_mr174x5MDc1qi6jgyo1_500.jpg)

Wow that kid actually looks like a really rapey version of me
Title: Re: Awkward Sexual Experiences
Post by: SHAWN COMBOVER on July 09, 2014, 01:50:24 PM
put did you put her in a choke hold?
Title: Re: Awkward Sexual Experiences
Post by: Jim and Dan on July 09, 2014, 03:30:17 PM
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This other time I fingered a girl at an Incubus concert and this incredibly convincing David Bowie look-a-like was creepily taking pictures of us hooking up.
[close]

Looks like he creepily posted them on the internet as well.
(http://31.media.tumblr.com/e19a1632a308e3edb17feb3e60d23e89/tumblr_mr174x5MDc1qi6jgyo1_500.jpg)
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Wow that kid actually looks like a really rapey version of me

What in the godless fuck is going on here?

So much shit happening in this picture, it's literally an observational overload!

Is this what happens now in the "souper kewl EDM scene" or during like a David Guetta set?

What do you tell your friends? "Bro, I totes fingered this chick during the Kaskade set while peaking in the modified k-hole"...

That kid looks like a damn trailer park rapist, the chick looks like she might be part of "Generation Autism" & the kid on the right is totally looking at her vagina tan-line whilst enticing himself with a old-fashioned game of pocket pool...

EDM or whatever the fuck you want to label it as has to be one of the worst scenes out there.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on July 09, 2014, 03:36:58 PM
She went on to explain how the only guy she had ever been with was really into some masochistic shit and she just assumed most guys were like that. 

the last thing you do with a girl like this is leave!!! she is obviously willing, but untrained. a dream girl if you ask me.
Title: Re: Awkward Sexual Experiences
Post by: Jim and Dan on July 09, 2014, 03:44:08 PM
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She went on to explain how the only guy she had ever been with was really into some masochistic shit and she just assumed most guys were like that. 
[close]

the last thing you do with a girl like this is leave!!! she is obviously willing, but untrained. a dream girl if you ask me.

You don't feel an inherent guilt in manipulating a young woman to cater to your sexual desires?

I've had opportunities like that before & it always felt weird to me...

Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on July 09, 2014, 03:55:55 PM
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She went on to explain how the only guy she had ever been with was really into some masochistic shit and she just assumed most guys were like that. 
[close]

the last thing you do with a girl like this is leave!!! she is obviously willing, but untrained. a dream girl if you ask me.
[close]

You don't feel an inherent guilt in manipulating a young woman to cater to your sexual desires?

I've had opportunities like that before & it always felt weird to me...


Dear god no. If she's GGG, go with it. I suppose I'm down to reciprocate in all sorts of ways, but experimenting and trying new things is the best. You obviously don't want to do that with somebody who isn't into it, but if a girl is into it, why not?




you guys ever get the swallow and immediately brush her teeth girls? I've had that before. The girl would swallow, make sure I had melted into a pool of gooey happiness, and would excuse herself to the bathroom to brush her teeth then snuggle back in bed with me. At first I thought it strange, but that shit is nasty, and if that's what she needs to do to swallow, that's fine by me.
Title: Re: Awkward Sexual Experiences
Post by: SHARPSHOOTER on July 09, 2014, 04:02:30 PM
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I think the rule with cumming in mouths during bj's is this:
If you don't warn her when you are going to cum at least the first time, you are a dick
If you warn her and she pulls away, she is a bitch.

One time a girl gave me a hand job, and told me to tell her when I was going to get off. I did, and she finished the hand job in her mouth. I wasn't complaining, but it was odd.
[close]

That's oddsome.
[close]
I've had that happen once, but I was 17 and the girl took it upon herself to hoover it down when I gave her the warning. I guess I didn't know that was even an option.

Most girls (in my experience) swallow. I've only had a handful of girls that I've ever been with that even hesitated at it, and only one of them flat-out refused, but for some reason she was fine with me cumming on her face...so...weird, but I'll take it.
[close]



I used to hook up with this girl, had sex a few times without a condom. Obviously she wouldn't let me finish inside her so I'd pull out but she wouldn't let me finish on her or anywhere close, had to like.. run to the bathroom or like blow it in the garbage can. I feel like that's fucked up idk she was Asian and really picky about everything
That's when you accidentally splooge in her face.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 09, 2014, 06:19:27 PM
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She went on to explain how the only guy she had ever been with was really into some masochistic shit and she just assumed most guys were like that. 
[close]

the last thing you do with a girl like this is leave!!! she is obviously willing, but untrained. a dream girl if you ask me.
[close]

You don't feel an inherent guilt in manipulating a young woman to cater to your sexual desires?

I've had opportunities like that before & it always felt weird to me...


[close]
Dear god no. If she's GGG, go with it. I suppose I'm down to reciprocate in all sorts of ways, but experimenting and trying new things is the best. You obviously don't want to do that with somebody who isn't into it, but if a girl is into it, why not?




you guys ever get the swallow and immediately brush her teeth girls? I've had that before. The girl would swallow, make sure I had melted into a pool of gooey happiness, and would excuse herself to the bathroom to brush her teeth then snuggle back in bed with me. At first I thought it strange, but that shit is nasty, and if that's what she needs to do to swallow, that's fine by me.


Sadly, not all the time.  I was hooking up with this one kinda freaky chick who enjoyed a little bit of pain.  Unfortunately, she felt I should see what it was like so one time as we're going at it she just winds up and full on, open palm slaps me across the face.  Turns out my previous assumptions regarding my feelings towards pain were pretty dead on. 


Also I've definitely had a few chicks who go immediately brush their teeth after swallowing but that was back when I was smoking cigarettes which I've read leaves splooge tasting even worse then I imagine it already does. 

Has anyone tried the Banana trick? You eat 1 or 2 bananas a couple hours before sex and the potassium lets you paint a fucking room.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on July 09, 2014, 07:59:55 PM
I got called "daddy" for the first time, she was Asian too so I guess that makes it cooler.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 09, 2014, 08:42:15 PM
The first time a girl stuck her pinky in my butt... :o
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on July 09, 2014, 10:38:21 PM
Hell yeah, shit goes.
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on July 09, 2014, 11:02:06 PM
The first time a girl stuck her pinky in my butt... :o
MARRY HER
Title: Re: Awkward Sexual Experiences
Post by: Matze on July 10, 2014, 05:46:22 AM
The first time a girl stuck her pinky in my butt... :o

MY SON!
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 10, 2014, 06:56:17 AM
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The first time a girl stuck her pinky in my butt... :o
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MARRY HER

I actually jokingly mentioned marrying her one time like "oh man that was so amazing, I could marry you," and she got way too stoked and started talking all this citizenship stuff. (she was from Russia) I guess they don't joke much in Russia because she did not find it the least bit funny.
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on July 10, 2014, 08:23:06 AM
She's Russian too?  You're really out here doing things, my dude.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 10, 2014, 09:02:18 AM
She's Russian too?  You're really out here doing things, my dude.

I've been fortunate enough to do all my living in or right outside major cities. You never know who you'll meet.

And good for you on the Asian chick, they're definitely in my top 3 as well, especially trashier ones. 
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on July 10, 2014, 09:34:20 AM
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The first time a girl stuck her pinky in my butt... :o
[close]
MARRY HER
[close]

I actually jokingly mentioned marrying her one time like "oh man that was so amazing, I could marry you," and she got way too stoked and started talking all this citizenship stuff. (she was from Russia) I guess they don't joke much in Russia because she did not find it the least bit funny.
Well you did put a ring on her finger...
Title: Re: Awkward Sexual Experiences
Post by: macgruber on July 10, 2014, 10:22:35 AM
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The first time a girl stuck her pinky in my butt... :o
[close]
MARRY HER
[close]

I actually jokingly mentioned marrying her one time like "oh man that was so amazing, I could marry you," and she got way too stoked and started talking all this citizenship stuff. (she was from Russia) I guess they don't joke much in Russia because she did not find it the least bit funny.
[close]
Well you did put a ring on her finger...

+1
Title: Re: Awkward Sexual Experiences
Post by: PumpkinEsc0bar on July 10, 2014, 12:16:38 PM
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The first time a girl stuck her pinky in my butt... :o
[close]
MARRY HER
[close]

I actually jokingly mentioned marrying her one time like "oh man that was so amazing, I could marry you," and she got way too stoked and started talking all this citizenship stuff. (she was from Russia) I guess they don't joke much in Russia because she did not find it the least bit funny.
[close]
Well you did put a ring on her finger...



wow amazing ^^^ *applause*
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 10, 2014, 04:36:51 PM
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The first time a girl stuck her pinky in my butt... :o
[close]
MARRY HER
[close]

I actually jokingly mentioned marrying her one time like "oh man that was so amazing, I could marry you," and she got way too stoked and started talking all this citizenship stuff. (she was from Russia) I guess they don't joke much in Russia because she did not find it the least bit funny.
[close]
Well you did put a ring on her finger...

She went for that stink ring fitting...behind my back.
 

Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on July 13, 2014, 06:11:06 PM
This is semi sexual at best, but last night was out with a girl at a bar, went out with her so I could have a smoke, she asks for one. I go into my pocket and pull out a box I feel in there. I pull it out and try to smoothly offer it to her, once it was too late, as I was trying to open the top flap, I realize its the box of condoms I bought for later that night. We hadn't actually fucked yet either...
She was cool about it though and made a joke "That's not the kind of smoking I came outside to do right now."
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on July 13, 2014, 06:26:37 PM
This is semi sexual at best, but last night was out with a girl at a bar, went out with her so I could have a smoke, she asks for one. I go into my pocket and pull out a box I feel in there. I pull it out and try to smoothly offer it to her, once it was too late, as I was trying to open the top flap, I realize its the box of condoms I bought for later that night. We hadn't actually fucked yet either...
She was cool about it though and made a joke "That's not the kind of smoking I came outside to do right now."


Did you still sex?
Title: Re: Awkward Sexual Experiences
Post by: Ronald Wilson Reagan on July 13, 2014, 06:53:46 PM
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This is semi sexual at best, but last night was out with a girl at a bar, went out with her so I could have a smoke, she asks for one. I go into my pocket and pull out a box I feel in there. I pull it out and try to smoothly offer it to her, once it was too late, as I was trying to open the top flap, I realize its the box of condoms I bought for later that night. We hadn't actually fucked yet either...
She was cool about it though and made a joke "That's not the kind of smoking I came outside to do right now."
[close]


Did you still sex?
not last night. We went a little to hard on the booze and she passed out on the ride home. I think things are looking well though, she apologized a bunch of times about how she wanted me to come in, but was totally useless right now. We'll hang out again, I'm not worried. Worst comes to worst pukahontas is still around on that casual level...
Title: Re: Awkward Sexual Experiences
Post by: yapple dapple on July 13, 2014, 06:54:28 PM
Not awkward to me, but maybe to you.
My type.


No lie.
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on August 11, 2014, 08:59:22 AM
Long story short: Once I was hooking up with this girl and we were at that point where pants were off and foreplay was going down. She was on top, clothes were off, and my dick was between her butt cheeks. No condom was on yet or anything and out of nowhere she just goes for it - puts my dick in her butt. It was weird because she'd apparently gone into the bathroom to lube her butthole right before all of this.
Title: Re: Awkward Sexual Experiences
Post by: get gnarly on August 11, 2014, 10:15:08 AM
My good male friend and I have a habit of having threesomes with girls we're fucking. Actually so far it's been girls I was fucking but its fine by me. There's a special atmosphere that takes place during a threesome, when everyone is on the same page and everything is in sync. This feeling of being in the moment is why we do these acts (also to bust a nut), but its usually really awesome. The last threesome we had didn't have any of these type of feelings involved, it just felt completely raunchy like we were filming a porno although that aspect wasn't all bad.

This chick is a 34 year old redhead with a nice body and a bob style haircut. Nipple rings, clit ring, I had fucked her before the threesome and knew she was a freak. My homie and I are both 22 so this was kinda a funny one from the get-go. After suggesting the idea of inviting my friend to join us after we had fucked a few times, I eventually received a picture message from her of the Eiffel Tower. I knew at that point she down and she proceeded to rent a hotel room. I showed up before my friend so I asked her a little about logistics. The most important question I had was does she like things in her butt, because my friend and I had done sort've "vanilla"y threesome stuff before but we wanted to get double penetration going. She says she loves things in her ass, so I text my friend saying dp is cool.

My friend shows up and we shoot the shit for about half an hour before we start hooking up. We all get naked, we all are getting into it. She starts sucking my homies dick while I fuck her, then we switch and my homie starts fucking her and I proceed to choke her out forcefully with my dick. That was a little awkward but not bad. Then I decide its time to get this double penetration going to I lay down and have her fuck me. My friend grabs the lube and lubes her asshole. The thing with double penetration that is the most difficult is the amount of legs involved. Her on top of me leaves almost no room for my friend to fuck her doggy style in the ass. ALMOST no room, and he proceed to fuck her in the ass. So we have both our dicks inside this chick and I experience another awkward moment when I can feel him in her asshole while inside her vagina. We had never touched eachothers' dicks, assholes, or bodies whatsoever before besides whats necessary to make things happen. I got over this anxiety quickly and we fucking tore her up in the dp position for a while. We all have an orgasm and it  was pretty great.

After chilling for an hour and watching tv, I go to the bathroom and come back to them hooking up. I'm hyped because I've never fucked a girl in the ass and figured doing it with my friend in a chick's pussy is a great time to start. Things get going, etc, and I'm behind her with him inside her. I go for it and my dick slips in there pretty easily due to the half bottle of lube I used. It felt alright but sort've felt like I was jerking off with two fingers. And a few time, my dick would just shoot right out of her asshole like sheshitted it out which was funny. Like an all in or all out scenario.

I didn't enjoy fucking her in the ass so much so I stopped and laid down while she sucked my dick. My friend starts fucking her in the ass HARD, really fucking hard, and she's struggling not to moan in order to suck my dick. This is where it got the most awkward of the night. Looking up at my friends face while he's hurting this girls asshole with his dick, and seeing this 30 something year old redhead suck my dick, on top of what had already gone down that night, I LOST it. I started laughing harder than I've ever laughed, like Tim and Eric were right there narrating what was going on. I just couldn't stop, and the fact I knew this is one of the worst times ever to be laughing made it even harder. I think in acting they call this corpsing, but anyways it lead my friend friend laughing a little bit too and the chick giving me a dirty look as she sucked my dick. I grabbed a pillow and basically had to choke myself out in order to stop laughing. After a little while, my friend was over it and so was I and we all stopped. The moments after we stopped were also very awkward. What do you say to someone who you just caused so much pain and embarrassment? This wasn't my ideal threesome but I am glad I had that experience of it being like a porno.

TL;DR I laughed very hard during a funny threesome. Sorry this was very long and not super awkward, but it was a very abnormal and awkward experience overall for me.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on August 11, 2014, 01:52:05 PM
TL;DR I laughed very hard during a funny threesome. Sorry this was very long and not super awkward, but it was a very abnormal and awkward experience overall for me.

this is why we're here. awesome story
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on August 11, 2014, 03:18:47 PM
^That is a very open and committed relationship you have with your friend. I couldn't do it. Are your dicks the same size or something? I could see that creating weird vibes among many other things.
Title: Re: Awkward Sexual Experiences
Post by: get gnarly on August 11, 2014, 03:29:56 PM
^That is a very open and committed relationship you have with your friend. I couldn't do it. Are your dicks the same size or something? I could see that creating weird vibes among many other things.

We're really close. And it only happens with chicks neither of us are interested in. Coincidentally, our dicks are virtually the same size length/girth which makes it a non-issue.

The only other thread worthy threesome tid bit is that the first one we had together, I had fucked the girl earlier in the night and couldn't get hard for the whole thing. Luckily the chick was cool and didn't get offended/turned off so we made it happen again and tore it up.
Title: Re: Awkward Sexual Experiences
Post by: wallieD on August 11, 2014, 06:31:07 PM
Expand Quote
^That is a very open and committed relationship you have with your friend. I couldn't do it. Are your dicks the same size or something? I could see that creating weird vibes among many other things.
[close]

We're really close. And it only happens with chicks neither of us are interested in. Coincidentally, our dicks are virtually the same size length/girth which makes it a non-issue.

The only other thread worthy threesome tid bit is that the first one we had together, I had fucked the girl earlier in the night and couldn't get hard for the whole thing. Luckily the chick was cool and didn't get offended/turned off so we made it happen again and tore it up.
(http://www.highsnobiety.com/files/2013/03/terry-richardson-shoots-the-atl-twins-for-vice-magazine-05.jpg)
Title: Re: Awkward Sexual Experiences
Post by: get gnarly on August 11, 2014, 06:48:18 PM
Hahahahaahahahaha basically
Title: Re: Awkward Sexual Experiences
Post by: shark tits on August 11, 2014, 06:54:01 PM
ha, those were great 'get gnarly'. i had a dear friend of mine who passed away, we used to travel to london bridge on occasion. we used to observe 'naked hour' from 1-2 anytime we had female company over. about a decade plus 2 yrs [one skor?] he came home w/ a bird and our friend 'gay joe'. the bird was halfass jerking me off on the couch but 'stencel' took over for her til i made him quit seconds later.
'i'm more punk than you handsome jack' he'd say in his yogi bear cadence. gay joe leered and offered his foul services.
for anyways, i go to bed w/ a hard on and am working on it when the girl comes into the room. i relinquish control and she finishes for me then orders 'don't put that away yet, boy'.
did i mention she was 15, maybe 16? accepting a handjob is one thing but i'm no statuatory rapist so i encouraged her 'go sit on stencel's face, he'll be stoked.'.
she did so i joined them 10 or so refractory minutes later. i smacked her ass and cajoled another handjob outta the deal. fast forward a few yrs and she gets off stencel's dick and goes to the bathroom.
'what are you laughing at, handsome jack?'
'you got sloppy seconds'
'no, i got first and thirds' he deadpanned back at me. then we laughed about all the jiz leaking out of her.
due to her girth/ethnicity we nicknamed her 'the gordito burrito'.
during one eiffel tower our balls touched and i retracted while stencel blocked the backdoor. 'sorry you're not as punck as i am' he shamed me like he'd done 4 yrs prior.
she informed us 'i've known you this long, you guys are my best friends'.
i thought it was sad.
stencel told her 'thanks for being so friendly.'
god i miss him!
Title: Re: Awkward Sexual Experiences
Post by: Carrolls Chesthairs on August 11, 2014, 10:56:57 PM
Expand Quote
^That is a very open and committed relationship you have with your friend. I couldn't do it. Are your dicks the same size or something? I could see that creating weird vibes among many other things.
[close]

We're really close.
;D
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on August 12, 2014, 12:53:11 AM
ha, those were great 'get gnarly'. i had a dear friend of mine who passed away, we used to travel to london bridge on occasion. we used to observe 'naked hour' from 1-2 anytime we had female company over. about a decade plus 2 yrs [one skor?] he came home w/ a bird and our friend 'gay joe'. the bird was halfass jerking me off on the couch but 'stencel' took over for her til i made him quit seconds later.
'i'm more punk than you handsome jack' he'd say in his yogi bear cadence. gay joe leered and offered his foul services.
for anyways, i go to bed w/ a hard on and am working on it when the girl comes into the room. i relinquish control and she finishes for me then orders 'don't put that away yet, boy'.
did i mention she was 15, maybe 16? accepting a handjob is one thing but i'm no statuatory rapist so i encouraged her 'go sit on stencel's face, he'll be stoked.'.
she did so i joined them 10 or so refractory minutes later. i smacked her ass and cajoled another handjob outta the deal. fast forward a few yrs and she gets off stencel's dick and goes to the bathroom.
'what are you laughing at, handsome jack?'
'you got sloppy seconds'
'no, i got first and thirds' he deadpanned back at me. then we laughed about all the jiz leaking out of her.
due to her girth/ethnicity we nicknamed her 'the gordito burrito'.
during one eiffel tower our balls touched and i retracted while stencel blocked the backdoor. 'sorry you're not as punck as i am' he shamed me like he'd done 4 yrs prior.
she informed us 'i've known you this long, you guys are my best friends'.
i thought it was sad.
stencel told her 'thanks for being so friendly.'
god i miss him!

not sure why but I feel really dirty just reading this... youre a creepy son of a butthole sniffer
Title: Re: Awkward Sexual Experiences
Post by: JB on August 12, 2014, 07:25:47 AM
sharktits, i wish you would write a book.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on August 12, 2014, 12:39:15 PM
There we were, sitting in a circle, taking shots of what smelled like rubbing alcohol in the freshmen dorms.  It was a pretty decent amount of alcohol into the night when my friend Ashely (who I had no previous sexual encounters with) looked at me, cast all romance aside and simply blurted out, "Wanna fuck?" 

We make a hasty retreat down the hall back to my room and make it over to my bed.  Little to no foreplay ensued as I began the game of pin the tail on the donkey with her vagina and my dick almost fully clothed.  My inner dialogue raced along, as I finally pushed it home, "Thisisgreatohyeahfeelssogoodfuckyeswaitwaitwaitouchowpain," only to be cut short by a burning/stinging sensation on my dick which I immediately withdrew.  I sat back and much to my chagrin I saw a string coming out...

I had just...stuck my dick...while she...

The mental pictures of Uteran walls shedding their lining coupled with the alcohol and all the movement was enough to send a pretty heavy rain of my daily intake all over my floor. 

She was actually pretty cool about it and we laughed about it but at the time I was not too stoked.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on August 12, 2014, 01:31:01 PM
she thought she could have sex while having a tampon in? is that even possible?
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on August 12, 2014, 04:45:43 PM
she thought she could have sex while having a tampon in? is that even possible?

Couldn't really get it in, I was too drunk to notice at first and I guess she had been wasted enough to forget it was in there in the first place. 
Title: Re: Awkward Sexual Experiences
Post by: shark tits on August 12, 2014, 04:52:07 PM
shoulda pulled it out w/ your teeth like casper and told her she had 'mad flavor' as you get your detroit red wings.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on August 12, 2014, 04:53:57 PM
shoulda pulled it out w/ your teeth like casper and told her she had 'mad flavor' as you get your detroit red wings.


We all make mistakes
Title: Re: Awkward Sexual Experiences
Post by: Donkey Lips on August 13, 2014, 11:25:25 AM
she thought she could have sex while having a tampon in? is that even possible?
I was friends with a girl in college that did this twice in the same night. She apparently forgot she had a tampon in, whored out at a party and found a guy who obviously didn't care about the road block...because he just rammed his dick in and pushed it in further. She didn't notice. When they were done, she went home and got booty called by another dude, who came over and proceeded to push the cork further into the bottle. The next day she was telling my girlfriend about it and crying that she was going to die. I laughed my way out of the room. A week later I asked my lady what ever happened with that situation. She said Jana said it "fell out" a few days later. Chicks, man.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 03, 2014, 12:56:30 PM
I've been on a 4 month dry spell lately and I've resolved to not jerk off until after I Fuck again, so I've been hella desperate. This girl who stood me up on Valentine's Day 2 years ago hit me up earlier this week to hang out. I don't think anything of it, we never got too far anyway so I pick her up and take her to this spot I always go to to question my life and all that shit. I put on some Drake and The Weeknd (girl's in my generation will Fuck anything if either of those two are playing), and we start making out and getting handsy, when all of a sudden a security guard shows up. I'm freaking because my tags are 2 months expired, but he just tells us that that's his weed smoking spot and another, less chill, security guard is on his way to trade shifts. We leave and she says "well, let's go somewhere more comfortable" so she tells me to go back to her spot. We get there and pop in Joe Dirt, and she starts drinking some Henne, I don't because I don't want to get caught drunk driving a car with expired tags. She gets plastered, like slurry, sloppy. She then starts slowly masturbating, then goes harder and faster until it's violent. She closes her eyes and starts growling, like guttural, deep growls. Mind you I'm still kinda just kickin it next to her on the couch. This goes on for ten minutes, and I notice she's fingering herself so hard she's bleeding. Idk what to do, so while she continues to masturbate with her eyes close I slowly slide out of her apartment, and just leave. She texted me the next day and apologizes but I've learned that girls like that still probably cause you bodily harm, and I'm not into that shit anymore
Title: Re: Awkward Sexual Experiences
Post by: JB on October 03, 2014, 01:46:52 PM
jimi's stories are the best stories.


that one was gold! holy shit.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on October 03, 2014, 02:39:29 PM
great story. but i still would have jerked off on her.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on October 04, 2014, 08:06:30 AM
Long story short: Once I was hooking up with this girl and we were at that point where pants were off and foreplay was going down. She was on top, clothes were off, and my dick was between her butt cheeks. No condom was on yet or anything and out of nowhere she just goes for it - puts my dick in her butt. It was weird because she'd apparently gone into the bathroom to lube her butthole right before all of this.

that's actually pretty cool (apart from the raw dog part)
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on October 04, 2014, 06:12:15 PM
Expand Quote
Long story short: Once I was hooking up with this girl and we were at that point where pants were off and foreplay was going down. She was on top, clothes were off, and my dick was between her butt cheeks. No condom was on yet or anything and out of nowhere she just goes for it - puts my dick in her butt. It was weird because she'd apparently gone into the bathroom to lube her butthole right before all of this.
[close]

that's actually pretty cool (apart from the raw dog part)

(http://uproxx.files.wordpress.com/2012/03/got-throat.gif)
Title: Re: Awkward Sexual Experiences
Post by: Jared on October 04, 2014, 10:30:49 PM
shoulda pulled it out w/ your teeth like casper and told her she had 'mad flavor' as you get your detroit red wings.

Just read this midway through a bowl of tomato soup and can't figure out if I want to finish it or not.
Title: Re: Awkward Sexual Experiences
Post by: Justis on October 05, 2014, 01:04:11 AM
Just now this bitch threw up sucking my dick
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on October 05, 2014, 07:24:53 AM
Just now this bitch threw up sucking my dick
Did she suck the puke off? That's the only proper thing for her to do
Title: Re: Awkward Sexual Experiences
Post by: Justis on October 05, 2014, 09:41:18 AM
Expand Quote
Just now this bitch threw up sucking my dick
[close]
Did she suck the puke off? That's the only proper thing for her to do
Lmao she did and then I busted in her face. Smoked a reluctant blunt afterwards as well
Title: Re: Awkward Sexual Experiences
Post by: Rumpleforeskin on October 05, 2014, 03:43:58 PM
girls like that still probably cause you bodily harm, and I'm not into that shit anymore
Hahahahahahahaha, Jimi is the one that needs to write a book..  "My Erotic Life"
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on October 05, 2014, 10:54:18 PM
I just remembered today of a funny time I experienced so I thought I'd share. I was fucking my ex-girlfriend once while fucked up on oxycodone so my mind was kind of elsewhere. She was talkin dirty into my ear and whispered something along the lines of 'i love it when you're inside me' and in my numbed out fucked up stupor I mirrored her words and whispered into her ear, 'i want you inside me so bad'. We both kinda stopped, laughed hysterically then I proceeded to cum on her face.



Also, my cat licked my asshole once while I was fucking this girl. It was probably more awkward for the cat.




 


Title: Re: Awkward Sexual Experiences
Post by: Matze on October 06, 2014, 04:49:32 AM
^^this could be me.
Title: Re: Awkward Sexual Experiences
Post by: lickcakes on October 24, 2014, 07:52:52 AM
the first time i had sex with my boyfriend at the time, i accidentally peed on him

i got gag reflex from sucking another guy's dick and threw up on him
Title: Re: Awkward Sexual Experiences
Post by: ChewyPoo on November 01, 2014, 11:56:11 PM
2 weeks ago I recieved the dolmio grin with my new gf in one of our first experiences
Title: Re: Awkward Sexual Experiences
Post by: tobey on November 02, 2014, 12:45:53 AM
the only awkward thing i can think of or that really happened to me when i was 18. I had a fuck buddy at the time and we would always get drunk and text each other like wanna meet up? So one night we did and instead our usual spot (my car) she sneaked me in to her bed room. Now this girl gives the worst head like i could never cum while getting head but she just didn't know how to satisfy a man. So we were fooling around and i started to go down on her, to show her up on how to really satisfy someone. Now i never gave head to a girl before but i watched a lot of girl girl porn so i wanted to give it a try. She gave me 1 second of trying and just said she felt awkward and she said she wanted to give me head, i just said na thats alright and i kind of begged her to let me go down on her but she kept on saying no. That was a pretty awkward

Just recently when i hooked up with my first tinder girl ever she was in my bed and getting undressed so i started to undo her jeans and kind of making my way down there and she just said "um what are you doing" i said "im about to give you head" and she said no. I was really bummed and then the sex wasnt that good either so i was super bummed.

Do girls my age not like getting their pussy eaten out?
Title: Re: Awkward Sexual Experiences
Post by: Tarela on November 02, 2014, 01:34:55 AM
the only awkward thing i can think of or that really happened to me when i was 18. I had a fuck buddy at the time and we would always get drunk and text each other like wanna meet up? So one night we did and instead our usual spot (my car) she sneaked me in to her bed room. Now this girl gives the worst head like i could never cum while getting head but she just didn't know how to satisfy a man. So we were fooling around and i started to go down on her, to show her up on how to really satisfy someone. Now i never gave head to a girl before but i watched a lot of girl girl porn so i wanted to give it a try. She gave me 1 second of trying and just said she felt awkward and she said she wanted to give me head, i just said na thats alright and i kind of begged her to let me go down on her but she kept on saying no. That was a pretty awkward

Just recently when i hooked up with my first tinder girl ever she was in my bed and getting undressed so i started to undo her jeans and kind of making my way down there and she just said "um what are you doing" i said "im about to give you head" and she said no. I was really bummed and then the sex wasnt that good either so i was super bummed.

Do girls my age not like getting their pussy eaten out?


I only know one chick who isnt into that, she works as a massage therapist so maybe she probably treats sex different, im sure she prolly has given enough happy endings and shit that its now impersonal.

One awkward sexual experience (for me atleast) I was hooking up with this Spanish chick years back she was cool, while we were going at it doggystyle and she calls me daddy. Thats normally a cool experience but she was about 10 years older than me, I know its stupid to even realize or care but for half a second i was kinda thrown off but then just went with it.

Another time with the same girl. were going at it missionary and she lives in a kinda sketchy neighborhood, while were hooking up we start hearing arguing outside but still going at it then maybe a minute later gun shots break out in front of her building,we stop im still inside her and its dark so were just there like wtf? after 30 secs or a min we got right back to it somehow. I dont even remember hearing cops or anyone respond to it. I think i was planning on leaving after sex because i like sleeping in my own bed but i ended up crashing for obvious reasons.
Title: Re: Awkward Sexual Experiences
Post by: JB on November 02, 2014, 06:30:47 AM
the only awkward thing i can think of or that really happened to me when i was 18. I had a fuck buddy at the time and we would always get drunk and text each other like wanna meet up? So one night we did and instead our usual spot (my car) she sneaked me in to her bed room. Now this girl gives the worst head like i could never cum while getting head but she just didn't know how to satisfy a man. So we were fooling around and i started to go down on her, to show her up on how to really satisfy someone. Now i never gave head to a girl before but i watched a lot of girl girl porn so i wanted to give it a try. She gave me 1 second of trying and just said she felt awkward and she said she wanted to give me head, i just said na thats alright and i kind of begged her to let me go down on her but she kept on saying no. That was a pretty awkward

Just recently when i hooked up with my first tinder girl ever she was in my bed and getting undressed so i started to undo her jeans and kind of making my way down there and she just said "um what are you doing" i said "im about to give you head" and she said no. I was really bummed and then the sex wasnt that good either so i was super bummed.

Do girls my age not like getting their pussy eaten out?


i think younger guys arent really into that, or at least claim they arent. i didnt get laid until i was in my 20s, but i would hear my friends talk about sexual stuff and most of them acted like eating pussy was gross. so maybe the girls youve been with have only been with guys who didnt eat pussy and they arent totally comfortable with it. my girlfriends ex didnt and she said she was super self conscious the first few times i gave her head. she said she had only been eaten out a few times before i did it to her and she was always really nervous, and it was never satisfying. i think with anything sexual you have to be comfortable for it to be pleasureful.

i cant imagine a girl who doesnt like getting eaten out though. if shes hesitant, i would just go slow into it, get her real wet with your hands before you just dive in and start off real slowly.
Title: Re: Awkward Sexual Experiences
Post by: Bloody Matt on November 02, 2014, 07:06:43 AM
Do girls my age not like getting their pussy eaten out?

I think for many women receiving oral sex isn't something that happens the first time you're intimate with someone. Quite common in my experience, really. It's not exactly practicing safe sex.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on November 02, 2014, 05:04:12 PM
I just remembered being seventeen and falling asleep during sex from being violently high... the girl was pretty bummed. it's whatever.



you guys ever go ass to mouth?


Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on November 02, 2014, 05:26:57 PM
I just remembered being seventeen and falling asleep during sex from being violently high... the girl was pretty bummed. it's whatever.



you guys ever go ass to mouth?




I've had a couple good experiences with it in high school.  Haven't done it since then though, not on purpose at least
Title: Re: Awkward Sexual Experiences
Post by: shark tits on November 02, 2014, 05:31:52 PM
sometimes ya gotta go ass to mouth.
kinda crazy how in the early 90s 'people say i'm nasty cause i eat the cat' and now it's like a dis 'you don't even eat ass'. i think it's more something you're into when you are taking substances and girls can take it or leave it. or i haven't met one that's crazy about it anyways.
Title: Re: Awkward Sexual Experiences
Post by: sports on November 02, 2014, 05:43:18 PM
I just remembered being seventeen and falling asleep during sex from being violently high... the girl was pretty bummed. it's whatever.



you guys ever go ass to mouth?



probably the best post I've read on slap in a long long time
Title: Re: Awkward Sexual Experiences
Post by: Wizard Fight on November 03, 2014, 10:52:01 PM
the first time i had sex with my boyfriend at the time, i accidentally peed on him

i got gag reflex from sucking another guy's dick and threw up on him

I know a handful of grrls who've puked on dicks but you're the first guy. Congratulations!
Title: Re: Awkward Sexual Experiences
Post by: ThugWaffle on November 04, 2014, 06:36:23 PM
Expand Quote
I just remembered being seventeen and falling asleep during sex from being violently high... the girl was pretty bummed. it's whatever.



you guys ever go ass to mouth?



[close]
probably the best post I've read on slap in a long long time
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 05, 2014, 08:26:43 AM
the only awkward thing i can think of or that really happened to me when i was 18. I had a fuck buddy at the time and we would always get drunk and text each other like wanna meet up? So one night we did and instead our usual spot (my car) she sneaked me in to her bed room. Now this girl gives the worst head like i could never cum while getting head but she just didn't know how to satisfy a man. So we were fooling around and i started to go down on her, to show her up on how to really satisfy someone. Now i never gave head to a girl before but i watched a lot of girl girl porn so i wanted to give it a try. She gave me 1 second of trying and just said she felt awkward and she said she wanted to give me head, i just said na thats alright and i kind of begged her to let me go down on her but she kept on saying no. That was a pretty awkward

Just recently when i hooked up with my first tinder girl ever she was in my bed and getting undressed so i started to undo her jeans and kind of making my way down there and she just said "um what are you doing" i said "im about to give you head" and she said no. I was really bummed and then the sex wasnt that good either so i was super bummed.

Do girls my age not like getting their pussy eaten out?

I remember my first time doing it, I was hooking up with this girl in Philly who I met in class. I told her I had never done it before and she was surprised but gave me pointers and what to do. The primary factor to going down on a girl is be enthusiastic about it, a lot of girls might be self conscious about how they smell/taste so they don't like it as much. Also be straight up with the next girl, say hey I've never done this before, will you help? I can't think of any girl that will say no.

I just remembered being seventeen and falling asleep during sex from being violently high... the girl was pretty bummed. it's whatever.



you guys ever go ass to mouth?




I yawned twice during a blowjob. Girlfriend was pissed. No sex that night.

You never go ass to mouth, unless she asks and then she knows what's she's asking for.
Title: Re: Awkward Sexual Experiences
Post by: Candygirl on November 05, 2014, 08:42:53 AM
You never go... (http://www.youtube.com/watch?v=JoRQEQUi9NM#)
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on November 05, 2014, 11:26:16 AM
I always 69 with a girl before ass to mouth.

I like to know what I'm getting into, via a close up view
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 05, 2014, 11:50:14 AM
Found this girl online whose name was "Margaret" or something online, that sort of name that you're immedietely worried about, like Evelyn. We talk for a minute and then agree to hook up, she goes to the college a few blocks from my apartment. She comes over and when I come out the door expectantly looking for someone, she knows its me and I instantly know why her online profile didn't have a pic on it. I just sacked up, put a movie on and fucked her for a bit. She left afterwards and left her earrings at my place. Didn't talk to her again.

I fucked my roommates ex, he set it up after she came to visit and she thought I was cute and cool or whatever. She comes over on a weekend and is going to spend the night and it's sort of agreed on that she's sleeping in my bed. So we're in bed feeling each other and one thing leads to another and we fuck for most of the night. Turns out to be a total freak, my back is covered in scratches, I tied her up and she blindfolded me. It was wild. Thing is though she was really thin. Like anorexic thin and I was a little turned off by it. I cooled down and we ended up going our separate ways. Enter in new roommates 3-4 months down the road and they know my ex roommate and stuff. I come home one day to find her in my apartment and turns out she's dating one of my new roommates but is denying that we ever had sex. Roommate was a really cool dude luckily and laughed it off. We all hung out the rest of the time I was there, got high, smoked hookah, kicked out kook roommates and generally had a chill time.
Title: Re: Awkward Sexual Experiences
Post by: JB on November 05, 2014, 12:08:10 PM
ive went ATM a handful of times and id say i was drunk probably every time. my girl was probably drunk too because if i start getting a little too close to her asshole when were sober she usually stops me. its never one of those planned things, just kind of like everything is going good and getting a little intense, so i just dive in.

its alright. she seems to like it if i finger her from behind or fuck her with a dildo while eating her ass. most of the time there not really a bad taste. id say its more of a mental hurdle to get over licking a butthole. one time it did have more of a taste though, not super foul, but weird. i remember kissing her afterward and her saying something like "ugh.. so thats what my asshole tastes like?"
Title: Re: Awkward Sexual Experiences
Post by: shark tits on November 05, 2014, 12:49:04 PM
ive went ATM a handful of times and id say i was drunk probably every time. my girl was probably drunk too because if i start getting a little too close to her asshole when were sober she usually stops me. its never one of those planned things, just kind of like everything is going good and getting a little intense, so i just dive in.

its alright. she seems to like it if i finger her from behind or fuck her with a dildo while eating her ass. most of the time there not really a bad taste. id say its more of a mental hurdle to get over licking a butthole. one time it did have more of a taste though, not super foul, but weird. i remember kissing her afterward and her saying something like "ugh.. so thats what my asshole tastes like?"
you're the gonz of this ATM click.
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 05, 2014, 01:04:12 PM
So it's not a for sure every time but... smoking weed makes your sperm hyper and they won't reach the egg if you cum inside your girlfriend... the more you know
http://www.webmd.com/men/news/20031013/smoking-marijuana-lowers-fertility (http://www.webmd.com/men/news/20031013/smoking-marijuana-lowers-fertility)
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on November 05, 2014, 01:16:14 PM
a wise man once told me you're not a man until you eat a chick out on her period.



unknowingly did that in the dark once, felt like a fucking vampire afterwards, wasn't as bad as it sounds... wasn't as good either.




I'm glad I have a place to let these terrible things out. I love you SLAP.  :-*
Title: Re: Awkward Sexual Experiences
Post by: straight on November 05, 2014, 01:16:34 PM
So I was doin my girl in her bed not sure what the position is called but I think it's lazy doggy style where she's on her stomach and I'm laying on top. It was winter to we got the sheets over us and in walks her mom. As I hear her open the door I roll us both over so we are spooning. Her mom starts blabbing and carrying on a conversation meanwhile I'm balls deep in her daughter. I think she knew but she acted like whatever. Somehow I stay hard and finish the job when she leaves. Strangely a very similar version of this happened with her roommate before except that time i know her friend was just trying to walk in on us.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on November 05, 2014, 01:23:48 PM
So it's not a for sure every time but...smoking weed makes your sperm hyper and they won't reach the egg if you cum inside your girlfriend...the more you know
http://www.webmd.com/men/news/20031013/smoking-marijuana-lowers-fertility (http://www.webmd.com/men/news/20031013/smoking-marijuana-lowers-fertility)
I've done my own studies on the subject, and this is definitely not true at all.
Title: Re: Awkward Sexual Experiences
Post by: Nanda Zinger on November 05, 2014, 03:06:38 PM
a wise man once told me you're not a man until you eat a chick out on her period.



unknowingly did that in the dark once, felt like a fucking vampire afterwards, wasn't as bad as it sounds... wasn't as good either.




I'm glad I have a place to let these terrible things out. I love you SLAP.  :-*

One time I got super drunk with this chick and went back to my spot. Eat her out then fuck her, all drunkenly and in the dark. Had to work an opening shift the next morning, so in a hungover state, i just throw on the shirt i had worn the night before and bike to work. Get to work only to realize that the chick was obviously on her period. My hands were covered in hella period blood and the bottom of my t shirt too. The funny thing is that i worked at buffalo exchange with hella hot girls and they all looked at me with disgust that morning. I wore a flannel off one of the racks that day.
Title: Re: Awkward Sexual Experiences
Post by: Random Matt on November 05, 2014, 06:13:08 PM
A few comments on recent topics:

-I've heard many girls say that receiving oral sex is more intimate than sex, they want to know someone before letting their mouth down there.  It's not very safe to do with a stranger as was also pointed out earlier.

-I have my red wings, done it a few times, the worst part about it is the taste a tampon leaves in the puss.

-I thought ATM, Ass-To-Mouth, was when you pull you dick out of the butthole and put into her mouth; you guys seem to insinuate that ATM and salad-tossing are interchangeable terms.  I could be mistaken as I've often misconstrued simple ideas; up until a year ago I thought Frisbee Golf was played by smacking a throwing disc with a golf club.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on November 05, 2014, 08:23:22 PM
-I?m pretty sure ATM, Ass-To-Mouth, is when you pull you dick out of the butthole and put into her mouth

yeah, it is! at first i was reading this and thinking whu ??? then i just realized they were just tossing salad
Title: Re: Awkward Sexual Experiences
Post by: Random Matt on November 05, 2014, 09:21:54 PM
Just tossing salad?!! I try, but my girl always stops me, I suppose that's kinda awkward.
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on November 05, 2014, 10:00:14 PM
So I was doin my girl in her bed not sure what the position is called but I think it's lazy doggy style where she's on her stomach and I'm laying on top. It was winter to we got the sheets over us and in walks her mom. As I hear her open the door I roll us both over so we are spooning. Her mom starts blabbing and carrying on a conversation meanwhile I'm balls deep in her daughter. I think she knew but she acted like whatever. Somehow I stay hard and finish the job when she leaves. Strangely a very similar version of this happened with her roommate before except that time i know her friend was just trying to walk in on us.

Similar thing happened to me this summer, except it was a cop who walked in and we were on the beach. It was dark. We had a fire going and he just told us to make sure we put it out when we go home.

I thought ATM, Ass-To-Mouth, was when you pull you dick out of the butthole and put into her mouth; you guys seem to insinuate that ATM and salad-tossing are interchangeable terms.  I could be mistaken as I've often misconstrued simple ideas; up until a year ago I thought Frisbee Golf was played by smacking a throwing disc with a golf club.

You are correct about ATM and I wish you were correct about frisbee golf.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on November 05, 2014, 10:13:25 PM
Just tossing salad?!! I try, but my girl always stops me, I suppose that's kinda awkward.

i don't think it's too much of a big deal these days.
my wife isn't down but i'm not really phased; been there, done that. i also don't think it's a spur of the moment type thing either (even though people definitely do it in the heat of the moment).
so yes, "just" ;D gawd when i first started reading ATM i thought "man it sounds like there is a lot of freaks out there". real ATM isn't really something that you are going to encounter (outside of porn) on a regular basis. seriously, think of it from the girl's/ guy's point of view *vomits*
Title: Re: Awkward Sexual Experiences
Post by: fookya on November 06, 2014, 08:48:09 AM
Roughly this time last year, a close female friend of mine set me up with one of her coworkers. We were casually dating for about 3 months or so. Early on into that time we went out to dinner and ended up at her apartment. One thing led to another and we're doggy style on her bed, no condom and she asked me to cum on her back. I obviously waited till the last second and pulled out and accidentally came on her sheets, she was cool about it and laughed it off. To make a long story short, over the next 3 months the same exact scenario happened 10 or so more times. Needless to say she got over that pretty quick haha I don't really know why we broke things off, but we're going out tomorrow night. Hopefully I'll have another sheet soiling story to share on Saturday morning.
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 06, 2014, 09:32:14 AM

I also used to date this girl that was super hot, but would only have sex in the missionary position, and would remain silent and not move the whole time. It was fucked up. Had to have been a daddy problem.


I hooked up with a newly converted or soon to convert Mormon chick is Roseberg who would only do it missionary. She was hella hot and hella fit too. Gotta love high school volleyball players!

Whenever I come home drunk, I'm too filled up to wait until I punch in the garage door code, go up the stairs, take off my shoes to avoid waking anyone up and then get to the bathroom to finally unload. So I go against the wall, and attempt to construct figures like skyscrapers or giant wallflowers with my urine. I tried to get a picture last time but the roll had ended already. One day.

We need a craziest piss story thread. It was my 21st birthday, the night before so some bars were touchy but we hit a few places. Around midnight we get back to my friends dorm building and head down to the basement because there's a bathroom down there. Being the most drunk I fall behind and end up at the back of the line for the bathroom. I make it through my friend going but while the other guy is going I lose it, grab my junk like it's going to explode, hobble into the laundry room and piss in the trash can. Pretty sure there was a security camera in that room too.
Title: Re: Awkward Sexual Experiences
Post by: Candygirl on November 06, 2014, 01:44:37 PM
Expand Quote

I also used to date this girl that was super hot, but would only have sex in the missionary position, and would remain silent and not move the whole time. It was fucked up. Had to have been a daddy problem.

[close]

I hooked up with a newly converted or soon to convert Mormon chick is Roseberg who would only do it missionary. She was hella hot and hella fit too. Gotta love high school volleyball players!

Expand Quote
Whenever I come home drunk, I'm too filled up to wait until I punch in the garage door code, go up the stairs, take off my shoes to avoid waking anyone up and then get to the bathroom to finally unload. So I go against the wall, and attempt to construct figures like skyscrapers or giant wallflowers with my urine. I tried to get a picture last time but the roll had ended already. One day.
[close]

We need a craziest piss story thread. It was my 21st birthday, the night before so some bars were touchy but we hit a few places. Around midnight we get back to my friends dorm building and head down to the basement because there's a bathroom down there. Being the most drunk I fall behind and end up at the back of the line for the bathroom. I make it through my friend going but while the other guy is going I lose it, grab my junk like it's going to explode, hobble into the laundry room and piss in the trash can. Pretty sure there was a security camera in that room too.


I climbed on a balcony, drunk as shit trying to impress some girl. When I was on top, I pissed against the windows. She could see everything. We had some awkward sexual experiences that night.
The next morning, I woke up in her bed next to her and we were together for almost 8 years.

While living in an apartement building with said girl, we had a really annoying neighbour. The white-trash type of guy. One night (of course drunk as shit), I went to his mailbox and pissed in it. I forgot about the whole story until he hung a "thank you"- note to the staircase. I remembered what I did and felt deeply ashamed, yet amused.

I could probably go on like this if I would think hard enough. Thanks to SLAP for the walk down memory lane.
Title: Re: Awkward Sexual Experiences
Post by: JB on November 06, 2014, 02:04:59 PM
a few years ago i was on a week long houseboat trip with 11 other people. the first two nights i got so wasted that i pissed the bed and to this day thats the only time ive pissed the bed while drunk. my girlfriend at the time was so mad at me both mornings, but each day i ended up sweat talking my way back onto her good side and still fucked her on the pee covered bed each day.

last summer i was at my cousins wedding and was a bit over served. my girlfriend and i were sharing a room with my parents and i guess i woke up in the middle of the night, knocked the hotel phone that was on the night stand off the hook, dialed the front desk and pissed on the phone. my girlfriend said she heard me getting up, then something falling and a voice saying "front desk, this is audrey." then she heard me say "oh, sorry audrey." then i started peeing on the phone. nobody was mad at me which was kind of a shocker considering im 26 and i think my parents expected me to act a little more well behaved than that.

there was another time my friends and i were packed like 6 deep in a honda accord passing around a fifth of salor jerrys on the way to a casino in detroit. im sure we were drunk before we got the fifth because this was like 12am on a weeknight when were driving down there, so im sure the decision to go was alcohol influenced. anyway, i blacked out before we got to the casino and at least half of us had to piss before we got there so i told whoever was driving to get off at the next exit and that i assured them i knew where i was going. i still have no idea where we stopped, but it was some projects or appartment complex that i told everyone was safe (it was the only way i was going to get them to pull over so i could pee and they trusted me because i went to school in detroit.) anyway, im sure the area sucked, but we pulled in and us 6 white kids from the suburbs jumped out of the honda and pissed on the cars parked outside these appartments in detroit. thank god nobody saw us because that was really fucking stupid.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on November 06, 2014, 02:24:16 PM
when i drank i had a real piss the bed problem. i've pissed on all sorts of girls. i was living in SF one time w/ an old pal [now deceased] and a couple of his friends, no job for a while, just petty theft and foodstamps. had this girl in san jose who dug my blogs about OD's and other degenerate activities so i heisted a jug of rossi, snuck on caltrans and went to visit/lay some pipe.
first night was ok, i handled myself like a gentleman and we had a nice night.
she went to work and i drank wine in the park all day so i was shitshow when i went back to her house. she was having a kookout w/ her brother, some other ladies and motherfrickin todd prince! i fanned out, 'i wanna shake the hand that tied the boots that kicked out andy roy's teeth!'
sadly that's not how he likes to be remembered but i didn't skate in the 80s so i knew him for that infamous night. he was real sweet, texas twang and patience.
for anyways, i blame the sun for exacerbating my drunk and though it didn't make me kill an arab it did force me to piss homegirl's couch before crawling into bed w/ her.
suffice to type she was less than stoked when she dropped me at caltrans the following morn and i was not invited back. alas.
Title: Re: Awkward Sexual Experiences
Post by: nice_guy_2 on November 06, 2014, 02:30:42 PM
One night in high school I was playing beer pong. Ever heard people say they get better as they get drunker. Well that happened once. To me. And I kept winning and get fadeder. Go home black out an fell asleep (I thought). Apparently I must have been making a lot of noise stumbling around and in walks my mom as I am fully naked pissing on my chair in my bedroom. Damn that was an awkward bowl of cereal.

awkward sexual experiences- the mom edition
Title: Re: Awkward Sexual Experiences
Post by: Chinaskis underpants on November 07, 2014, 05:59:10 AM
a few years ago i was on a week long houseboat trip with 11 other people. the first two nights i got so wasted that i pissed the bed and to this day thats the only time ive pissed the bed while drunk. my girlfriend at the time was so mad at me both mornings, but each day i ended up sweat talking my way back onto her good side and still fucked her on the pee covered bed each day.

last summer i was at my cousins wedding and was a bit over served. my girlfriend and i were sharing a room with my parents and i guess i woke up in the middle of the night, knocked the hotel phone that was on the night stand off the hook, dialed the front desk and pissed on the phone. my girlfriend said she heard me getting up, then something falling and a voice saying "front desk, this is audrey." then she heard me say "oh, sorry audrey." then i started peeing on the phone. nobody was mad at me which was kind of a shocker considering im 26 and i think my parents expected me to act a little more well behaved than that.

there was another time my friends and i were packed like 6 deep in a honda accord passing around a fifth of salor jerrys on the way to a casino in detroit. im sure we were drunk before we got the fifth because this was like 12am on a weeknight when were driving down there, so im sure the decision to go was alcohol influenced. anyway, i blacked out before we got to the casino and at least half of us had to piss before we got there so i told whoever was driving to get off at the next exit and that i assured them i knew where i was going. i still have no idea where we stopped, but it was some projects or appartment complex that i told everyone was safe (it was the only way i was going to get them to pull over so i could pee and they trusted me because i went to school in detroit.) anyway, im sure the area sucked, but we pulled in and us 6 white kids from the suburbs jumped out of the honda and pissed on the cars parked outside these appartments in detroit. thank god nobody saw us because that was really fucking stupid.

I understand how plus reps work now.

Title: Re: Awkward Sexual Experiences
Post by: Nanda Zinger on November 07, 2014, 03:19:31 PM
Got a lot of piss stories but too lazy to type em all. One time I was wasted downtown after the bars closed stumbling and swerving all over the sidewalk. Sure enough, cops come up and begin to arrest me for drunk in public. I was wasted but still trying.my best to be compliant and not get the cops more pissed off at me. So I'm handcuffed sitting on the curb when it dawns on me, "I really fucking need to piss!". Me being drunk and having no logic I ask an officer to undo my cuffs so I could go piss behind the dumpster. All the cops find this question to be very stupid but hilarious. They begin to taunt me saying shit like "must suck to need to piss and your cuffed and going to jail, your gonna have to hold it for a long time....". At this point I guess they realized I'd probably end up pissing in the cop car if taken to jail and they didn't want a piss soaked patrol cruiser. So they said they'd let me free if I just pissed my pants. So here I am, wasted, cuffed, sitting on a curb, just straight up soaking my jeans to the amusement of the authorities. Sure enough after I was done and they got their laughs in, they uncuffed me and actually called me a cab to get home. Feel bad for the cab driver, I bet those car seat cushions were soaked! 
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on November 09, 2014, 07:36:25 PM
Had sex with a 8 month pregnant woman. Not really awkward, it just fucked me up that there was another human just inches away from me, and the fact that that when that human gets older he'd be absolutely disgusted with the idea some random dude fucked his mom while she was pregnant. 
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on November 09, 2014, 08:55:38 PM
Had sex with a 8 month pregnant woman. Not really awkward, it just fucked me up that there was another human just inches away from me, and the fact that that when that human gets older he'd be absolutely disgusted with the idea some random dude fucked his mom while she was pregnant. 

wow, that's messed up! 6 months in? yeah maybe, but then again i'm talking bout my own wife here. is the father still around?
Title: Re: Awkward Sexual Experiences
Post by: VHS on November 09, 2014, 09:08:29 PM
I used to screw around with this milf I worked with. She was a squirter. One night at a holiday staff party we boned in the bathroom and this broad ended up squirting all over the bottom of my shirt. I continued drinking and went home to pass out with a girl I was living with at the time. when I woke up I was still wearing the shirt and my lady at the time started grinding on me while we were having a morning session. She saw my shirt after, picked it up and examined the glossy stains and said she was sorry for messing up my favourite shirt.
Title: Re: Awkward Sexual Experiences
Post by: Tarela on November 10, 2014, 12:09:04 AM
I used to screw around with this milf I worked with. She was a squirter. One night at a holiday staff party we boned in the bathroom and this broad ended up squirting all over the bottom of my shirt. I continued drinking and went home to pass out with a girl I was living with at the time. when I woke up I was still wearing the shirt and my lady at the time started grinding on me while we were having a morning session. She saw my shirt after, picked it up and examined the glossy stains and said she was sorry for messing up my favourite shirt.
(http://start.westnet.ca/huffarticles/images/gen/239748/thumbs/s-ARSENIO-large300.jpg)
Title: Re: Awkward Sexual Experiences
Post by: VHS on November 10, 2014, 08:59:38 AM
when i drank i had a real piss the bed problem. i've pissed on all sorts of girls.
" these rubber pants are hot, daddy"
(http://deadhomersociety.files.wordpress.com/2011/10/thesimpsonsspinoffshowcase3.png)
Title: Re: Awkward Sexual Experiences
Post by: JB on November 10, 2014, 09:35:11 AM
Had sex with a 8 month pregnant woman. Not really awkward, it just fucked me up that there was another human just inches away from me, and the fact that that when that human gets older he'd be absolutely disgusted with the idea some random dude fucked his mom while she was pregnant. 


Pregnant Pussy - UGK (http://www.youtube.com/watch?v=Q7EGWwQwYgE#)
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on November 10, 2014, 10:10:48 AM
Expand Quote
Had sex with a 8 month pregnant woman. Not really awkward, it just fucked me up that there was another human just inches away from me, and the fact that that when that human gets older he'd be absolutely disgusted with the idea some random dude fucked his mom while she was pregnant. 
[close]

wow, that's messed up! 6 months in? yeah maybe, but then again i'm talking bout my own wife here. is the father still around?
She still lives with him but they're "not together".
Title: Re: Awkward Sexual Experiences
Post by: heckler on November 12, 2014, 10:17:11 AM
Bumping this so it doesn't leave the first page. I'm not sure if this story is worth typing, but fuck it, I'm hungover at work with nothing to do.

I lost my virginity the first semester of college. The girl in question and I both signed up for a "learning community" - essentially, a pre-determined schedule that you shared with around 20 other people. I don't remember when we first met, but we saw each other pretty much every day at school, even though she lived off campus. After a week or two of talking, I convince her to make the hour drive to hang out with me in my dorm room, which consisted of a blowjob and nothing much else. I got the vibes that she was way into me than I, her, but being young and horny, I didn't want to break it off, so I just avoided her for a week or so. The next time I saw her, she told me she was a virgin, but I'm pretty desperate and she was alright looking so I propose to her that we go for it when school was over (around 4 in the afternoon, if I remember correctly). A requirement for students in "learning communities" was to go to a safe sex seminar, where they lecture you on what is and is not rape, condom usage, etc. As fate would have it, the last one we could attend was that afternoon, so we go to that and hightail it to my dorm room after it's over. As we're both virgins, neither one of us really has any idea what the fuck to do - I try to eat her out for a second but my childish tongue rejects the taste, so I put on a condom and go in dry. We fucked for about ten minutes before I busted and she invites me to lie on the bed with her. I stay there for about 12 seconds before asking her "how long do I have to lie here?" At this point, she knows the score and starts getting dressed, as I clean up. It's at this point that I realize the condom was not just broken, but obliterated. I panic, and consider hiding this from her, but she asks if anything's wrong so I have no choice but to tell her. At this point, I had no idea that morning after pills exist, so I hurriedly call the wisest person in my phone: my 21 year old, frat boy brother at a neighboring college. He laughs at me and tells me to "suck the poison out" before telling me about plan B and congratulating me. I'm still panicking, but my partner is unfazed, and she tells me that she can just buy the pill herself, since she works at a grocery store with a pharmacy. I don't chip in at all, and she pushed the dating thing a few more times after that before we went our separate ways. The experience must have left me with some bad karma, as I didn't get laid again for another 18 months.

EDIT: I just remembered that all of this happened when my foot was broken and I was on crutches, so just imagine the entire scenario with a red plaster boot on my right foot.
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 12, 2014, 11:42:01 AM
had drunk sex with a high school cheerleader on a ping-pong table last weekend... the only awkward part was finding out later my friend had been trying to bone her all night...  :(

Got a similar story, there was this girl, "Jen", at college in Philly, who was pretty bi, always seemed to have a girlfriend but slept with guys. I'm walking down the hall back to my place and I see her with our friend Eric. I go over and without realizing it, proceed to totally steal her from him, apparently he was trying to sleep with her like I was, and I invited her to my place for a movie in my bed. We go and we're watching a movie and we start tickling each other and by this time I've got a major boner going on and she was waiting for me to make a move. This was my first time since my first time and I was still a little awkward with being straight forward with girls so I asked if I could kiss her, dumbass move I know, and she said maybe with that smile we all know so well. Anyways I pussed out and we spent the night cuddling and tickling which wasn't all bad cause she had a bangin' body. It was pretty awkward around Eric from then on though, pretty sure he was shit talking me to everyone we knew cause that group kinda distanced themselves from me. Oh well it gave me more time to skate and my new roommates were much cooler anyways.

On a side note, my girlfriend fell asleep while we were having sex. She just came and was pretty tired from the weekend of showing her friend from Kansas around but I haven't brought it up cause I don't want to embarrass her. Good call? Hold it in wait for the right moment to get the A-HAH! moment?

The first time a girl stuck her pinky in my butt... :o

(http://www.quickmeme.com/img/64/6494d9a65195279d35717e6d97375037c34660e076011dc05bcc67011a212df0.jpg)
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on November 26, 2014, 12:05:15 AM
bumping this thread to ask if anyone's ever been with an older gal (35+) while still being relatively young yourself (I'm in my mid-twenties)
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on November 26, 2014, 07:12:47 AM
bumping this thread to ask if anyone's ever been with an older gal (35+) while still being relatively young yourself (I'm in my mid-twenties)

Yeah I was banging an older lady like in her 50's or 40's in Aspen. I'm 23 now. That was like two years ago.
Title: Re: Awkward Sexual Experiences
Post by: posguy on November 26, 2014, 07:29:34 AM
bumping this thread to ask if anyone's ever been with an older gal (35+) while still being relatively young yourself (I'm in my mid-twenties)

Dude, yes! Met this cougar online who was in an open relationship with her husband. He was gone two weeks out of the month every month for work and they both hooked up with other people when they were apart. She took me out to sushi and then we went back to her place and she blew me for a good long while and then played with my asshole for a bit which was a pleasant surprise. She had a thing for being called mommy which was cool with me. I was 21 or 22 and she was 45.
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on November 26, 2014, 08:52:23 AM
Hey guys.......why did the puppy fall down the stairs?...................










Awkward paws.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on November 26, 2014, 08:06:40 PM
There's this older gal that I work with who keeps giving me subtle hints, even managed to get my phone number to talk to me about work when she could have easily done so with a work phone. I don't know what to do, boys.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on November 26, 2014, 10:11:45 PM
well.. umm.. do.. her?
Title: Re: Awkward Sexual Experiences
Post by: The Shogun on November 26, 2014, 10:29:00 PM
There's this older gal that I work with who keeps giving me subtle hints, even managed to get my phone number to talk to me about work when she could have easily done so with a work phone. I don't know what to do, boys.

Dude, I work at this office, they pay shit but whateves it's a job.

I work with some decent looking broads and they for sure have some super nice tits and cheeks. I just got the job and don't want to cause any ripples in the water, ya know.

However, in your situation, hit it dude, she might be a freak.
Title: Re: Awkward Sexual Experiences
Post by: Sold Out on November 26, 2014, 11:13:07 PM
A group of my homies were stumbling home from a party in high school. They were walking home along a highway that runs through town, a car pulled over and a guy and his wife are in there and ask them to come back to their place and fuck the wife. Two of the four dudes decide they were down, going back to their place and fucking this dudes wife. They ended up getting the clap from it, pretty epic story when you're in high school. Learning about the importance of condoms at a young age.
Title: Re: Awkward Sexual Experiences
Post by: VHS on November 27, 2014, 06:42:53 PM
Sleeping with older women is well within your reach when working in the hospitality industry.
Title: Re: Awkward Sexual Experiences
Post by: nice_guy_2 on November 27, 2014, 07:37:59 PM
Sleeping with older women is well within your reach when working in the hospitality industry.

go away VHS we all thought you died and had a party a few months back
Title: Re: Awkward Sexual Experiences
Post by: toque on November 27, 2014, 09:39:04 PM
Not the most awkward but...

On Halloween I was getting into it for the second time that night with this chick I've been sleeping with on and off for a while.  I was pretty drunk but not blacked out or anything.  I remember looking at the clock and it being around 4AM and then the next thing I know it's well past 5 and we're in a different position still going at it. I have no recollection of what happened for an hour or so. Felt like I went unconscious for a split second but an hour went by.  She was already tired from festivities and it seemed like she was totally over it by that point so once i realized what was going on I just kind of stopped and we fell asleep.  Things seemed a bit off with her the next day but no big deal.  I haven't seen her since though so I have no idea if I did some weird shit while in that fugue state.  This is the second time this has happened with her...kind of odd. I just hit her up and we're supposed to kick it this week...maybe I'll ask her about it,  whatever. 
Title: Re: Awkward Sexual Experiences
Post by: Powdered Toast Man! on November 28, 2014, 04:07:48 PM
6 pack + 5 pot brownies = simultaneous boner killer, puke, and shit followed by dissapointed damsel in heat fleeing my nest
*edit: applies also in "things youre not stoked on" thread
Title: Re: Awkward Sexual Experiences
Post by: VHS on November 30, 2014, 01:33:53 PM


go away VHS we all thought you died and had a party a few months back
party on, bro. VHS did die. This is the re-issue.
Title: Re: Awkward Sexual Experiences
Post by: Thrillho on December 05, 2014, 04:01:22 PM
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on December 05, 2014, 05:18:10 PM
damn... that was...

edit: really real. shit going up your nails had me gagging. I think you might be gay bud. I'm confused for you.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on December 05, 2014, 05:27:55 PM
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
yo you took the gnar pretty far! my favorite part is how your internal monologue referenced both 'band' and 'GAY'. i don't think you're gay so much as slap happy.
Title: Re: Awkward Sexual Experiences
Post by: Chris Hansen is back on December 05, 2014, 05:40:11 PM
POTY.

Title: Re: Awkward Sexual Experiences
Post by: FriendlyComments on December 05, 2014, 05:47:02 PM
Thrillho, your sig is beautiful   :o
Title: Re: Awkward Sexual Experiences
Post by: FriendlyComments on December 05, 2014, 05:59:25 PM
-Apologies if there's grammar issues I'm not rereading this-

My turn.

This past monday I met up with chick from Tinder. She goes to same college I graduated from and we had a few very brief interactions.

I was hyped to chill, she's way sexy, tall red head, big glasses, lots of tattoos. Basically "she can get it". So meet up at bar and start putting them back. We're having great non-stop conversation. Everything from anime to the social complexities on 'how long' you can/should wait before texting back in a new relationship. *I say right away*

So at the begging of the night she's saying she has to wake up early... so i figured there's no chance we hooking up... i was wrong.
By the time we split the bill she was all for me coming over.

We get back to her place and start watching Dumb and Dumber, a classic. We're cuddling and she starts complaining that she's getting sick.
I drop the true yet advantages fact that sex boosts the immune system. Within 10 seconds we're making out. 2 mins later we're both fully undressed.

I finger her until she orgasms then she gives best blow job I've had in years. (note we didn't have a condom. I failed to find one in my car. Trust me I was deep sea diving in-between my car seats before going up to her apartment)

Well this is where things go down hill. Right after I cum she gets up and starts pacing. She then informs me I have to leave.
I was cool with it. I get sleeping in your own bed by yourself. Until to figure out cuddling, getting a good night sleep next to a new person can be troublesome.

After I leave her place I get a text, literally 2mins after, saying she didn't want to move so quickly and she doesn't wanna be with someone were the pace is that quick. *note I'm translating here. It was a very incoherent jumbled mess of a text*

I'm bummed because this girl is way way way legit. Personality, talent and beauty.

So legit that's she's too legit for the 1 night stand...

Ugh. Sucks. But it was a hell of night  :D
Title: Re: Awkward Sexual Experiences
Post by: ADOLF SHITLER on December 05, 2014, 06:01:49 PM
fuck it bruh you got yours and now the slut feels ashamed, mission accomplished  ;D
Title: Re: Awkward Sexual Experiences
Post by: Kolostrum on December 05, 2014, 06:56:58 PM
Wish I could sig Trhillho's entire post.
Title: Re: Awkward Sexual Experiences
Post by: KING TUT on December 06, 2014, 01:35:05 AM
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
yo you took the gnar pretty far! my favorite part is how your internal monologue referenced both 'band' and 'GAY'. i don't think you're gay so much as slap happy.

definitely a tad gay, maybe doesn't realise he is gay yet. Straight men just get head off trannies not kiss or fondle their penises.
Title: Re: Awkward Sexual Experiences
Post by: summertimebluesdaddy on December 06, 2014, 02:43:02 AM
Expand Quote
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
yo you took the gnar pretty far! my favorite part is how your internal monologue referenced both 'band' and 'GAY'. i don't think you're gay so much as slap happy.
[close]

definitely a tad gay, maybe doesn't realise he is gay yet. Straight men just get head off trannies not kiss or fondle their penises.
.
Yeah the go to move with a tranny shouldn't be stick as many fingers in the butthole as possible.  It should be get head with eyes closed than don't tell anybody ever and repress the memory deep in the banks until the next time you need to jerk it.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on December 06, 2014, 02:47:42 AM
man, all ya'll go to moves on tranny are gay
Title: Re: Awkward Sexual Experiences
Post by: captainfalcon69 on December 06, 2014, 11:40:16 AM
man, all ya'll go to moves on tranny are gay

haha goddamn, i was ripping the bong and that made me lose it. Crazy story though thrillho
Title: Re: Awkward Sexual Experiences
Post by: Flume on December 06, 2014, 01:04:10 PM
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
Title: Re: Awkward Sexual Experiences
Post by: matter of fact on December 10, 2014, 06:52:06 AM
someone's gotta follow that so...

i'm over my friend's apartment and we're hanging out with this girl that lives upstairs, friend goes to bed and she invites me up. we're chilling for a little while and i make a move. now we're making out, bra's off, great. except i haven't eaten any food in six hours and this is seriously fucking with me. she says she can't get off when she's high so ok. she unbuttons my pants and starts sucking my dick. except i can't get hard. just wasn't happening, my stomach was growling the whole time but i was suppressing the hunger for some stupid reason? also i think her teeth got a little too involved but i'm pretty sure it was really low blood sugar or something. called it off after a few minutes then we went for a cig walk after i ate an old dry terrible, terrible hamburger. like a dry sponge.

anyway, going back tonight when she's off work. it was awkward but she made it not awkward in the end but it reeeeally sucked having her go to town on my flaccid dong
Title: Re: Awkward Sexual Experiences
Post by: essal on December 10, 2014, 08:32:42 AM
not nearly gay enough unless it was a ladyboy.
Title: Re: Awkward Sexual Experiences
Post by: JB on December 10, 2014, 12:40:14 PM
Expand Quote
Expand Quote
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
yo you took the gnar pretty far! my favorite part is how your internal monologue referenced both 'band' and 'GAY'. i don't think you're gay so much as slap happy.
[close]

definitely a tad gay, maybe doesn't realise he is gay yet. Straight men just get head off trannies not kiss or fondle their penises.
[close]
.
Yeah the go to move with a tranny shouldn't be stick as many fingers in the butthole as possible.  It should be get head with eyes closed than don't tell anybody ever and repress the memory deep in the banks until the next time you need to jerk it.


some people wait a lifetime for a moment like that.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on December 10, 2014, 02:30:49 PM
anyway, going back tonight when she's off work. it was awkward but she made it not awkward in the end but it reeeeally sucked having her go to town on my flaccid dong

anytime that's happened it turns out way better in my favor. its come from nerves before, being sick, and of course being fucking hammered. but each time the girl has been so sweet about it, almost like a bonding experience. the best part is that the next time she will be on a mission to satisfy you, because no matter what, she took it personally.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on December 11, 2014, 10:32:42 AM
thrillho for president.
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on December 12, 2014, 03:11:03 PM
thrillho for president.

yeah his story is post of the year.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on December 13, 2014, 12:15:10 AM
Expand Quote
thrillho for president.
[close]

yeah his story is post of the year.

given the fact that he thought of SLAP during gay sex makes it POTY 2015 contender too.
Title: Re: Awkward Sexual Experiences
Post by: Paco Supreme on December 13, 2014, 12:35:08 AM
Holy shit, this is one of those moments that make me glad i lurk SLAP, fuck.
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on December 13, 2014, 12:25:18 PM
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later. 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. 

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it. 

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go. 

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.

A couple details I thought deserved attention. I also just want to say that I appreciate the fact that you were really dedicated to go as far as you can despite seemingly never enjoying yourself for more than like three seconds at a time.
Title: Re: Awkward Sexual Experiences
Post by: DillAndKalis on December 14, 2014, 01:55:32 PM
You're a good writer Thrillho, I read your story twice haha. The gnarliest part was definitely his ball hairs on your chin. One thing I was wondering, did it ever cross your mind to get a BJ from him?

I guess I got to throw a story in here. I was on OKcupid one day and I gave a girl my number. She was big and black and I didn't think much of it. She texted me at around 9pm that same day to see what was up. We flirted over text for a while and talked about meeting up. She asked if I was just trying to fuck. I lied and said that I had thought about fooling around but not really fucking. I had definitely thought about fucking.

I invite her over to my place but she says she is in for the night and that I should come over to hers. She gives me her address and I punch it into google maps. She lived really close to this gas station that I completely stopped going to because it's shitty and a bunch of hoods are always hanging out in front of it asking for money and cigarettes. I think for a minute about backing out but I was in the middle of a decent dry spell and she was down to fool around so I put 2 condoms in my pocket (in case we did end up going there), and a big pocket knife for "protection" in her shitty neighborhood.

By the time I leave it's almost midnight. I passed the gas station near her house and saw a bunch of dudes standing out in front. A car pulled out of the gas station parking lot and was behind me when I was going down her street real slow trying to find her house. I found it but there were a group of guys standing in the yard next door that I was suspicious of so I called her before pulling into the driveway and going into her house. The car behind me was making me nervous too, but I didn't have to pull my knife that night so I guess I was just being a suspicious asshole.

The inside of her house was really dark. She led me to her bedroom and we talked for about an hour before I asked her to suck me off. She started sucking and she was pretty good but I was taking too long so I asked her if she wanted anything from me. She said she didn't like getting head from guys and that she wanted to fuck but knew I didn't want to. I was like What the fuck because I had lied to her about not wanting to smash because I thought she would think I was an asshole or something. So I pulled the condoms out and we started fucking. Like I said, she was big, and it was dark so it was pretty difficult, but eventually we got our groove going in a couple different positions.

I almost busted in the condom but I hate doing that so I asked her to take it off and suck me again. It was pretty dope because I was laying on my back and she was down between my legs and she let me grab the back of her head and face fuck her, which was somewhat new for me, most girls don't like that shit. It was my first real experience with black girl hair. It was braided and felt brittle, I bet it can be hard to deal with. It's hard for me to finish when I'm with the girl for the first few times. I don't know if I'm shy or what but I kept getting close and not busting. Eventually she gets pretty fed up and I basically have to beg her to keep going every minute while I jerk myself off to keep it up. She says she doesn't want me to bust in her mouth but she lets me do it anyway. Shit felt pretty good, but she didn't swallow. She went to her bathroom sink to spit it out. As soon as she came back in the room she pretty much started escorting me out of her house, which I didn't really have a problem with.

After I left I got to thinking about the stereotypes that different races have when it comes to girls giving head. White girls swallow, black girls don't. You can be a little rougher with black girls while they suck you off, but the white girls I've been with don't really like that. With Asians and Hispanic girls it's a mixed bag. Any of you guys want to weigh in on this?
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on December 14, 2014, 03:46:30 PM
After I left I got to thinking about the stereotypes that different races have when it comes to girls giving head. White girls swallow, black girls don't. You can be a little rougher with black girls while they suck you off, but the white girls I've been with don't really like that. With Asians and Hispanic girls it's a mixed bag. Any of you guys want to weigh in on this?

White girls definitely give the most head, and do a pretty good job (B+) . Hispanics know how to suck dick (A+).
Title: Re: Awkward Sexual Experiences
Post by: JB on December 14, 2014, 03:55:41 PM
Lol. Had no idea there was blowjob stereotypes.
Title: Re: Awkward Sexual Experiences
Post by: sleepypancakes on December 14, 2014, 07:07:23 PM
Lol. Had no idea there was blowjob stereotypes.
Neither did I.

But I'm a homo and we drink that shit like protein shakes.
Title: Re: Awkward Sexual Experiences
Post by: nice_guy_2 on December 15, 2014, 12:36:49 PM
But I'm a homo and we drink that shit like protein shakes.

beautiful
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 27, 2014, 09:42:50 AM
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.
Title: Re: Awkward Sexual Experiences
Post by: GOKU on December 27, 2014, 12:53:46 PM
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.

You should totally show your face again, she sounds like a good sport and a sweetie! Plus she likes 4loko and raw dogging on the first jump, so you know she's a keeper
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on December 27, 2014, 03:50:17 PM
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.

anytime you feel that ashamed and embarrassed and she is still around then you know shes a keeper.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on December 27, 2014, 11:17:33 PM
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.


that's so fucked!

I'm glad she's rad enough to be an adult about it. You should definitely keep that going.
Title: Re: Awkward Sexual Experiences
Post by: posguy on December 27, 2014, 11:29:08 PM
Expand Quote
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.
[close]


that's so fucked!

I'm glad she's rad enough to be an adult about it. You should definitely keep that going.

Damn man, luckily she played it cool afterwards so you should play it cool and next time you go over, control yourself, bring alcohol that's not 4loco and make her cum at least a couple times to say sorry.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 28, 2014, 10:23:14 PM
Went back with a bottle of Hennesy, ate her out for half an hour as a thank you/apology. Gonna stay away from fruity canned drinks from now on
Title: Re: Awkward Sexual Experiences
Post by: posguy on December 29, 2014, 08:24:53 AM
Went back with a bottle of Hennesy, ate her out for half an hour as a thank you/apology. Gonna stay away from fruity canned drinks from now on

(http://www.quickmeme.com/img/34/343de795dddb951ab89d8e9849457e6b0fa990b932c164f64dd4cec827d87f34.jpg)
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on December 29, 2014, 08:38:07 AM
Expand Quote
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.
[close]

anytime you feel that ashamed and embarrassed and she is still around then you know shes a keeper.
Title: Re: Awkward Sexual Experiences
Post by: FriendlyComments on December 29, 2014, 06:57:55 PM
Expand Quote
Lol. Had no idea there was blowjob stereotypes.
[close]
Neither did I.

But I'm a homo and we drink that shit like protein shakes.

hahahaha
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on December 29, 2014, 08:49:52 PM
Expand Quote
There's this girl I've been trying to get to know for the past couple years. We started kicking it a few weeks ago but had no sexual contact. Last night we were watching Juno at her place and drinking 4Lokos (disgusting, I know). I've also been getting over a flu so my stomach has been empty for days. We get drunk and start fucking, just going at it raw dog. After 40ish minutes I start feeling sick, start salivating more, I'm gonna ralph BUT I was also close to cumming. Well, I ended up puking all over her back, didn't get to cum. She rushes to the bathroom, I just sit there in shame. After she showers she refuses to allow me to go home, makes us a cot on the floor and gets me a bedpan. I wake up in the morning and she's cooking me breakfast. She tells me not to worry about last night and shit happens. Idk whether to ever show my face again or not because to her I'll always be that guy that puked on her while fucking.
[close]

anytime you feel that ashamed and embarrassed and she is still around then you know shes a keeper.
Part of me is worried that she might be too gnarly, but more of me thinks she's the coolest. I'm proud of you, jimi.
Title: Re: Awkward Sexual Experiences
Post by: n0torious on December 29, 2014, 09:21:46 PM
Yep, that's great, good for you. People that truly forgive that kind of situation are rare.
Title: Re: Awkward Sexual Experiences
Post by: JB on January 29, 2015, 09:43:56 AM
i dont have any stories of my own, but i was listening to this comedian kyle kinane today and he had a hilarious story about getting head from an underage girl with brain damage when he was 22 and figured this was a good place to share it. if you have spotify, its the last track on his "i liked his old stuff better" album. id post it, but i cant find it anywhere online.
Title: Re: Awkward Sexual Experiences
Post by: Willie on January 29, 2015, 07:53:26 PM
There was his one girl that a few of my friends had fooled around with. She was kind of a 'red state' type, with all that implies. Not really my thing, generally.

So it's a New Years party, we are both single and our friends are like "everybody should kiss when the ball drops". The ball drops, she goes in for a peck and I sort of stick my tongue down her throat. Afterwards she has this look like "I never thought of you that way but it's fucking on now!" What do I do with this gift? Nothing.

At this point I should backtrack and mention that I was going on close to 5 years since I had last touched a girl. I have anti game (and a severe anxiety disorder) at this point.

She moved away but over the course of the year I see her occasionally and she tried to come on pretty hard and I kept blowing it somehow. I think someone might have told me she had herpes, which spooked me a bit but mostly I was just being stupid and mental.


Fast forward to the next New Years party: She's in town, I'm on klonopin and it's clear shit is gonna go down. We leave the party around 4am and go back to my place.
It was an unseasonably warm night and I couldn't regulate the temp in my apartment so it was close to 90 degrees. I start talking but she puts on some top 40 radio station and we start making out. I am not so bad at that.

I forgot to mention that she had absolutely huge boobs. Like 38 DDD (she subsequently got a reduction). When I got them out she said, "How ya like em?" I almost laughed at the question but did like them very much. Went to work on those and then went down on her and eventually got her off.

I was feeling almost triumphant at this point and she pulls me up and starts grabbing my junk. I've been hard for almost an hour and when she sticks her hand down my pants she says something like "whoa, you're packing,!"

While I suppose this should have bolstered my ego, instead I suddenly felt like I was being measured and my performance mattered. I'm drenched in sweat and can't breathe. My boner disappeared. She tried blowing me while soft which was embarrassing. She then offered to let me watch her play with herself while I jerked off. I tried to bring back my erection then suddenly came on my carpet while totally flaccid.

She took this fine and we went to bed. I was still embarrassed in the morning and had to take a huge shit so I gave her a ride to the train. Took a nap and got to skate on New Year's Day with close to 70degree temp, which was nice.


A few months later we were on a camping trip and on the last night we hooked up again. I did like 4 minutes of foreplay, shoved it in, then came in 40 seconds. Redeemed somewhat.
Title: Re: Awkward Sexual Experiences
Post by: Numeral on January 30, 2015, 10:36:13 PM
relax dude
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on January 31, 2015, 10:15:08 PM
damn, willie, sounds like a rough time mentally.


I know it's hard considering your anxiety, but next time you're hooking up with a girl, approach the situation like there's nothing to lose. You'll be surprised to find yourself fucking like a porn star when you have no god damn shame. Also, next time you're hitting that 40 second mark, pace yourself and go back and forth between foreplay and penetration. You're a better fuck than you think, you just don't know it yet.




The more you know (rainbow).
Title: Re: Awkward Sexual Experiences
Post by: Justis on February 01, 2015, 06:02:37 PM
Introduced my friends to the current lady friend , the night started off normal, caking it on the couch, smokin dope and drinkin beers. Started to get pretty wasted and it turns into skate talk with the homies, suddenly she licks up my neck , bites my ear and whispers " I want you" . I dont think she realized how loud she was but im just sitting their stunned because it has turned from thoughts about spots we wanna hit up , to thoughts about hittin up my girl. The night goes on and she only comes on harder, we start schmoozin and my hand goes up her shirt, this is wear i realized she wasnt wearing a bra and the entire sqaud seemed to realize. At this point I gotta bust a nut, I send my homie to cash a lotto ticket and pick up some taco bell and we retire to the restroom. I bend her over the sink and go to work only to be interuppted by a friend opening the door that has a lock on it for no reason apparently, replied with an awkward "somebodies in here " and bust my load

Tldr fucked my girl in my friend bathroom and tried those new frito burritos
Title: Re: Awkward Sexual Experiences
Post by: GOKU on February 01, 2015, 07:09:06 PM
Tldr fucked my girl in my friend bathroom and tried those new frito burritos

Livin' the dream :')
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on February 02, 2015, 08:33:45 PM
Me: can't wait to see the dangler
Her: Omg, You did not just say that. I'm so embarrassed lol
*Blushing*
Me: the nachos or the dangler? don't be embarassed
Me: of either or both?
Her: both!
Me: id be down to eat chips that have been doused in your lady juice. that is hot
Me: also, I like lipslipslips
Me: lovin' danglers since day one
Her: oh my gosh
Her: teehehehe
Her: you're seriously making me blush
Chat Conversation End

The shit will hit the fan sooner or later
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on February 03, 2015, 08:26:39 AM
Me: can't wait to see the dangler
Her: Omg, You did not just say that. I'm so embarrassed lol
*Blushing*
Me: the nachos or the dangler? don't be embarassed
Me: of either or both?
Her: both!
Me: id be down to eat chips that have been doused in your lady juice. that is hot
Me: also, I like lipslipslips
Me: lovin' danglers since day one
Her: oh my gosh
Her: teehehehe
Her: you're seriously making me blush
Chat Conversation End

The shit will hit the fan sooner or later




daaaaaaaaaaaaaaaaaaaaaaaaaaamn!  8)
Title: Re: Awkward Sexual Experiences
Post by: straight on February 03, 2015, 09:19:10 AM
I hate getting distracted while masturbating. I was jacking off yesterday and watching porn on my phone. And in the middle of some bj porn up pops a picture of my dad's face. He's calling. Serious boner killer dilemma. Do I answer and try to finish later or let it go to voicemail and finish now? I hit decline and finish but it was hard getting that pic of my dad out of my mind. 
Title: Re: Awkward Sexual Experiences
Post by: wallieD on February 03, 2015, 08:17:07 PM
damn, willie, sounds like a rough time mentally.


I know it's hard considering your anxiety, but next time you're hooking up with a girl, approach the situation like there's nothing to lose. You'll be surprised to find yourself fucking like a porn star when you have no god damn shame. Also, next time you're hitting that 40 second mark, pace yourself and go back and forth between foreplay and penetration. You're a better fuck than you think, you just don't know it yet.




The more you know (rainbow).
i think it's safe to say he already did that when dude went down on a girl rumored to have herpes
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on February 04, 2015, 08:44:19 AM
Expand Quote
damn, willie, sounds like a rough time mentally.


I know it's hard considering your anxiety, but next time you're hooking up with a girl, approach the situation like there's nothing to lose. You'll be surprised to find yourself fucking like a porn star when you have no god damn shame. Also, next time you're hitting that 40 second mark, pace yourself and go back and forth between foreplay and penetration. You're a better fuck than you think, you just don't know it yet.




The more you know (rainbow).
[close]
i think it's safe to say he already did that when dude went down on a girl rumored to have herpes


2:19

Doug Stanhope - This Generation Sucks (http://www.youtube.com/watch?v=2n34eeXWjUQ#)

Title: Re: Awkward Sexual Experiences
Post by: Willie on February 04, 2015, 10:39:01 AM
Expand Quote
Expand Quote
damn, willie, sounds like a rough time mentally.


I know it's hard considering your anxiety, but next time you're hooking up with a girl, approach the situation like there's nothing to lose. You'll be surprised to find yourself fucking like a porn star when you have no god damn shame. Also, next time you're hitting that 40 second mark, pace yourself and go back and forth between foreplay and penetration. You're a better fuck than you think, you just don't know it yet.




The more you know (rainbow).
[close]
i think it's safe to say he already did that when dude went down on a girl rumored to have herpes
[close]


2:19

Doug Stanhope - This Generation Sucks (http://www.youtube.com/watch?v=2n34eeXWjUQ#)



Didn't get tha Herp but did get a story!


I appreciate the encouraging words. This stuff happened around 8 years ago but these little failures stay with me forever. I did hook up with the Red State girl one other time after we boned but she was having her period and refused to bang. The last time I saw her she was super psyched to see me at another party but then got bummed when my girlfriend/future wife came around the corner and introduced herself.


I'm kind of in the same shitty mind state now because my marriage has basically been sexless for years. On the plus side, the girl from the story is now divorced so maybe more awkward experiences to follow!
Title: Re: Awkward Sexual Experiences
Post by: busey on February 06, 2015, 07:57:42 AM
I was an introvert mostly throughout High School. I didn't go to many parties, nor did I have many friends, but for some reason I always found myself in situations in which I could potential hook up with a girl I liked.
Unfortunately, I had 0 skills on picking up girls even though I was trying really hard to get a girl.
In 11th grade there was a party around my school's christmas break, my closest friend at the time invited me to it. I was reluctant to go, but I eventually agreed.
I don't remember the exact date, but I went to the party and there was this girl that I'd seen before but couldn't really tell where. I still remembered her name though, Vanessa. She was pretty cute and I eventually convinced myself to make a move on her.
I stood there for a second, watching her, planning a way to get her to be interested in me. I couldn't come up with a plan, so I decided to just walk up to her and see what happens.
I walk up to her and say, "Hey." in the most seductive voice possible. She looks at me, smiles and says "hey" back. I decide to engage in conversation and the first thing that comes out of my mouth is, "Disneyland must have a lot of pedophiles, don't you think?"
Shit. I had said one of the strangest things my brain could think of. Vanessa stood there for a bit confused, but to my surprise Vanessa started laughing and said, "You're funny, I like funny guys."
I started saying more things.
She laughed even more.
I started getting excited, for the first time in my life I had gotten a girl. But then it dawned on me. I knew I recognized Vanessa from somewhere and I finally remembered where. A strip club. Vanessa was a stripper. Me and the close friend I mentioned earlier had snuck past bouncers about a year ago and got into a strip club which was pretty risky since we were under 18.
I got kind of sweaty for a moment as I realized not only was Vanessa a stripper, but she was also much older than me obviously. My little virgin self at the time could not take in these two thoughts at once. I began to get a little awkward, but still, she laughed at me and thought I was just funny.
After another few minutes of conversing she said to me, "Hey, I know the host of this party, do you want to get a room?"
Inside I was squealing with excitement, but on the outside I played it cool and just said, "Sure."
A few minutes later we were making out in a bedroom in the house. This was the first time I had ever actually made out with a girl, I had kissed girls before, but I'd never actually used tongue. I was ecstatic, I didn't know what to do but I guess I wasn't doing too bad since Vanessa seemed to be enjoying herself.
Then the most nervous moment of my life came.
"Do you have a condom?" Vanessa asked me.
I stuttered a bit and said no, she looked disappointed but got out her phone and called someone. A few minutes later we were interrupted in our make out session by the host of the party, who supplied us with condoms. I was so nervous/anxious that I could barely keep up the act of playing it cool on the outside.
The next part might get kind of graphic, so... yeah, just a fair warning.
In the next minute I had put on the condom and was starting to take off Vanessa's clothes. Finally, she was fully naked, as was I. She got up from laying down for a second and turned her back towards me, she wanted doggy style I guess.
Before I put my dick in her she said, "wait". Kind of annoyed by the sudden stop, I said, "What?" Without looking at me she said, "Put it in slowly, I'm actually a virgin." I couldn't believe it. This girl who was older than me, a stripper, and had been extremely aggressive was a virgin. I still can't believe it. I asked her if she was serious because I was in shock. She said she was serious, she was looking to lose it tonight and she didn't care whom she lost it to. I told her I was a virgin too and she said good. As I was putting it in she said, "Wait, I need one more thing.." "What do you need?" I asked.
"I need about tree fiddy." It was around this time I realized that Vanessa was 8 stories tall and a crustacean from the paleolithic era. "Damnit Loch Ness monster, I ain't givin' you no tree fiddy!" I said to her as she swam away into the distance.
Title: Re: Awkward Sexual Experiences
Post by: JB on February 06, 2015, 08:36:41 AM
I was an introvert mostly throughout High School. I didn't go to many parties, nor did I have many friends, but for some reason I always found myself in situations in which I could potential hook up with a girl I liked.
Unfortunately, I had 0 skills on picking up girls even though I was trying really hard to get a girl.
In 11th grade there was a party around my school's christmas break, my closest friend at the time invited me to it. I was reluctant to go, but I eventually agreed.
I don't remember the exact date, but I went to the party and there was this girl that I'd seen before but couldn't really tell where. I still remembered her name though, Vanessa. She was pretty cute and I eventually convinced myself to make a move on her.
I stood there for a second, watching her, planning a way to get her to be interested in me. I couldn't come up with a plan, so I decided to just walk up to her and see what happens.
I walk up to her and say, "Hey." in the most seductive voice possible. She looks at me, smiles and says "hey" back. I decide to engage in conversation and the first thing that comes out of my mouth is, "Disneyland must have a lot of pedophiles, don't you think?"
Shit. I had said one of the strangest things my brain could think of. Vanessa stood there for a bit confused, but to my surprise Vanessa started laughing and said, "You're funny, I like funny guys."
I started saying more things.
She laughed even more.
I started getting excited, for the first time in my life I had gotten a girl. But then it dawned on me. I knew I recognized Vanessa from somewhere and I finally remembered where. A strip club. Vanessa was a stripper. Me and the close friend I mentioned earlier had snuck past bouncers about a year ago and got into a strip club which was pretty risky since we were under 18.
I got kind of sweaty for a moment as I realized not only was Vanessa a stripper, but she was also much older than me obviously. My little virgin self at the time could not take in these two thoughts at once. I began to get a little awkward, but still, she laughed at me and thought I was just funny.
After another few minutes of conversing she said to me, "Hey, I know the host of this party, do you want to get a room?"
Inside I was squealing with excitement, but on the outside I played it cool and just said, "Sure."
A few minutes later we were making out in a bedroom in the house. This was the first time I had ever actually made out with a girl, I had kissed girls before, but I'd never actually used tongue. I was ecstatic, I didn't know what to do but I guess I wasn't doing too bad since Vanessa seemed to be enjoying herself.
Then the most nervous moment of my life came.
"Do you have a condom?" Vanessa asked me.
I stuttered a bit and said no, she looked disappointed but got out her phone and called someone. A few minutes later we were interrupted in our make out session by the host of the party, who supplied us with condoms. I was so nervous/anxious that I could barely keep up the act of playing it cool on the outside.
The next part might get kind of graphic, so... yeah, just a fair warning.
In the next minute I had put on the condom and was starting to take off Vanessa's clothes. Finally, she was fully naked, as was I. She got up from laying down for a second and turned her back towards me, she wanted doggy style I guess.
Before I put my dick in her she said, "wait". Kind of annoyed by the sudden stop, I said, "What?" Without looking at me she said, "Put it in slowly, I'm actually a virgin." I couldn't believe it. This girl who was older than me, a stripper, and had been extremely aggressive was a virgin. I still can't believe it. I asked her if she was serious because I was in shock. She said she was serious, she was looking to lose it tonight and she didn't care whom she lost it to. I told her I was a virgin too and she said good. As I was putting it in she said, "Wait, I need one more thing.." "What do you need?" I asked.
"I need about tree fiddy." It was around this time I realized that Vanessa was 8 stories tall and a crustacean from the paleolithic era. "Damnit Loch Ness monster, I ain't givin' you no tree fiddy!" I said to her as she swam away into the distance.


truly captivating tale. +1
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on February 06, 2015, 09:41:59 AM
POST OF THE YEAAAAAAAAAAAAAR
Title: Re: Awkward Sexual Experiences
Post by: Hash Slinging Slasher on February 06, 2015, 12:34:29 PM
I had the foresight to scroll to the bottom after your post in some oner thread. Come on, dude... Two tree fiddy posts?
Title: Re: Awkward Sexual Experiences
Post by: wallieD on February 06, 2015, 01:16:58 PM
POST OF THE YEAAAAAAAAAAAAAR
he isn't claiming he wrote them but yooo (http://www.techdigest.tv/wp-content/uploads/2014/07/copy-and-paste.jpg)
Title: Re: Awkward Sexual Experiences
Post by: skate_bored on February 06, 2015, 04:55:47 PM
control c, control p? nope, control v!  ???
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on February 06, 2015, 04:59:09 PM
I was an introvert mostly throughout High School. I didn't go to many parties, nor did I have many friends, but for some reason I always found myself in situations in which I could potential hook up with a girl I liked.
Unfortunately, I had 0 skills on picking up girls even though I was trying really hard to get a girl.
In 11th grade there was a party around my school's christmas break, my closest friend at the time invited me to it. I was reluctant to go, but I eventually agreed.
I don't remember the exact date, but I went to the party and there was this girl that I'd seen before but couldn't really tell where. I still remembered her name though, Vanessa. She was pretty cute and I eventually convinced myself to make a move on her.
I stood there for a second, watching her, planning a way to get her to be interested in me. I couldn't come up with a plan, so I decided to just walk up to her and see what happens.
I walk up to her and say, "Hey." in the most seductive voice possible. She looks at me, smiles and says "hey" back. I decide to engage in conversation and the first thing that comes out of my mouth is, "Disneyland must have a lot of pedophiles, don't you think?"
Shit. I had said one of the strangest things my brain could think of. Vanessa stood there for a bit confused, but to my surprise Vanessa started laughing and said, "You're funny, I like funny guys."
I started saying more things.
She laughed even more.
I started getting excited, for the first time in my life I had gotten a girl. But then it dawned on me. I knew I recognized Vanessa from somewhere and I finally remembered where. A strip club. Vanessa was a stripper. Me and the close friend I mentioned earlier had snuck past bouncers about a year ago and got into a strip club which was pretty risky since we were under 18.
I got kind of sweaty for a moment as I realized not only was Vanessa a stripper, but she was also much older than me obviously. My little virgin self at the time could not take in these two thoughts at once. I began to get a little awkward, but still, she laughed at me and thought I was just funny.
After another few minutes of conversing she said to me, "Hey, I know the host of this party, do you want to get a room?"
Inside I was squealing with excitement, but on the outside I played it cool and just said, "Sure."
A few minutes later we were making out in a bedroom in the house. This was the first time I had ever actually made out with a girl, I had kissed girls before, but I'd never actually used tongue. I was ecstatic, I didn't know what to do but I guess I wasn't doing too bad since Vanessa seemed to be enjoying herself.
Then the most nervous moment of my life came.
"Do you have a condom?" Vanessa asked me.
I stuttered a bit and said no, she looked disappointed but got out her phone and called someone. A few minutes later we were interrupted in our make out session by the host of the party, who supplied us with condoms. I was so nervous/anxious that I could barely keep up the act of playing it cool on the outside.
The next part might get kind of graphic, so... yeah, just a fair warning.
In the next minute I had put on the condom and was starting to take off Vanessa's clothes. Finally, she was fully naked, as was I. She got up from laying down for a second and turned her back towards me, she wanted doggy style I guess.
Before I put my dick in her she said, "wait". Kind of annoyed by the sudden stop, I said, "What?" Without looking at me she said, "Put it in slowly, I'm actually a virgin." I couldn't believe it. This girl who was older than me, a stripper, and had been extremely aggressive was a virgin. I still can't believe it. I asked her if she was serious because I was in shock. She said she was serious, she was looking to lose it tonight and she didn't care whom she lost it to. I told her I was a virgin too and she said good. As I was putting it in she said, "Wait, I need one more thing.." "What do you need?" I asked.
"I need about tree fiddy." It was around this time I realized that Vanessa was 8 stories tall and a crustacean from the paleolithic era. "Damnit Loch Ness monster, I ain't givin' you no tree fiddy!" I said to her as she swam away into the distance.

+1
damn you busey haha
Title: Re: Awkward Sexual Experiences
Post by: Willie on February 07, 2015, 05:05:14 AM
Goddamn it.

(http://lifeafterjane.com/wp-content/uploads/2012/08/fishedin.jpg)
Title: Re: Awkward Sexual Experiences
Post by: busey on February 07, 2015, 06:01:00 AM
control c, control p? nope, control v!  ???
Control my p into your b, son.  8) 8) 8)
Title: Re: Awkward Sexual Experiences
Post by: SHARPSHOOTER on February 07, 2015, 11:35:25 AM
My ex-girlfriend, her mom, her sister and I were all watching a movie in the living room. Long story short, they all passed out, and I boned my ex in front of her passed out family under the blankets.
Title: Re: Awkward Sexual Experiences
Post by: straight on February 07, 2015, 01:59:20 PM
My ex-girlfriend, her mom, her sister and I were all watching a movie in the living room. Long story short, they all passed out, and I boned my ex in front of her passed out family under the blankets.

Hj at the most you loaf
Title: Re: Awkward Sexual Experiences
Post by: Prop Joe on February 08, 2015, 03:34:59 PM
So me and my girlfriend are at hers, we start making out, then shit turns serious. Halfway through going at it her mum comes into the room and tells her berta is coming up then leaves. I'm fucking confused at this point, so i ask her who berta is, and she has no idea.

Turns out, berta is the nickname for a girl called Roberta who has downs syndrome. I spend the next 30 excruciating minutes under the covers with a rubber on whilst a girl with downs syndrome watches 'Friends' and offers me french fries sat on the floor net to me. 
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on February 09, 2015, 05:16:24 AM
 I remember peacing out of girls' houses in the am with a pubic hair stuck in my throat - trying to cough that shit out and its hard to do!
Title: Re: Awkward Sexual Experiences
Post by: JB on February 09, 2015, 06:51:15 AM
I remember peacing out of girls' houses in the am with a pubic hair stuck in my throat - trying to cough that shit out and its hard to do!


if its just at the back of your throat, just use a toothbrush and scrape that shit out. further back than that, eat a piece of bread.
hope that helps homie.
Title: Re: Awkward Sexual Experiences
Post by: castillo's curls on February 09, 2015, 07:58:42 AM
Expand Quote
I remember peacing out of girls' houses in the am with a pubic hair stuck in my throat - trying to cough that shit out and its hard to do!
[close]


if its just at the back of your throat, just use a toothbrush and scrape that shit out. further back than that, eat a piece of bread.
hope that helps homie.

Curb Your Enthusiasm: Pubic Hair in Larry David's Throat (http://www.youtube.com/watch?v=Mzg7Ybv2Pmo#)
Title: Re: Awkward Sexual Experiences
Post by: EAT PUSSY! on February 09, 2015, 09:18:09 AM
my ex shared a room with her older brother and also a bunk bed, her brother always sleep in the upper bed.

I always banged her while he was sleeping, he even caught her blowing me once. Fucking awkward but still awesome. I still talk to him sometimes...
Title: Re: Awkward Sexual Experiences
Post by: YoungChum on February 11, 2015, 01:04:31 AM
funniest thread ever! anyways

I was at a sushi bar with my ex gf and she decides she wants to give me a blow job in the bathroom after we eat , i was like fuck yeah so we go. she wasnt that good as she was pretty new to sexual experiences (17 yr old) so it took a while before i could nut, about 5 minutes into it some asshole knocks on the door telling us to hurry up. i yelled back "occupied" thinking he would leave. 20 minutes later after what was probably some loud deepthroating I open the door and the dude is standing outside the door quickly whipping his hand out of his pants. we kinda just looked at eachother awkwardly and didnt say anything and parted ways.. was pretty awkward the guy was like mid 40s and i was 19
Title: Re: Awkward Sexual Experiences
Post by: castillo's curls on February 11, 2015, 01:41:21 AM
funniest thread ever! anyways

I was at a sushi bar with my ex gf and she decides she wants to give me a blow job in the bathroom after we eat , i was like fuck yeah so we go. she wasnt that good as she was pretty new to sexual experiences (17 yr old) so it took a while before i could nut, about 5 minutes into it some asshole knocks on the door telling us to hurry up. i yelled back "occupied" thinking he would leave. 20 minutes later after what was probably some loud deepthroating I open the door and the dude is standing outside the door quickly whipping his hand out of his pants. we kinda just looked at eachother awkwardly and didnt say anything and parted ways.. was pretty awkward the guy was like mid 40s and i was 19

(http://img2.wikia.nocookie.net/__cb20130529222229/spongebob/images/3/34/YoungKrabsPlankton.jpg)
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on February 11, 2015, 04:53:31 AM
no doubt, thanks JB
Title: Re: Awkward Sexual Experiences
Post by: KING TUT on February 11, 2015, 05:46:12 AM
Expand Quote
My ex-girlfriend, her mom, her sister and I were all watching a movie in the living room. Long story short, they all passed out, and I boned my ex in front of her passed out family under the blankets.
[close]

Hj at the most you loaf

how dare you insult a man who has performed such a valiant act .

 well done soldier.
Title: Re: Awkward Sexual Experiences
Post by: pencil on February 18, 2015, 09:26:25 PM
Expand Quote
Expand Quote
I remember peacing out of girls' houses in the am with a pubic hair stuck in my throat - trying to cough that shit out and its hard to do!
[close]


if its just at the back of your throat, just use a toothbrush and scrape that shit out. further back than that, eat a piece of bread.
hope that helps homie.
[close]

Curb Your Enthusiasm: Pubic Hair in Larry David's Throat (http://www.youtube.com/watch?v=Mzg7Ybv2Pmo#)

i had no clue this struggle was so real... my girl didnt shave this week and blechhhhh
Title: Re: Awkward Sexual Experiences
Post by: kookboi on March 30, 2015, 11:48:49 AM
so i used to work at journeys at our local mall, and on Valentine's Day this girl walked into the store and asked my manager to see "the guy with the long hair" (aka me 2 years ago). So i come out of the back room to see whats gouda. To my surprise there's a random girl i've never seen before asking my questions (hitting on me). This girl is a solid 7, pretty face, kind of chubby. She asks me for my number and my boss is right next to me throughout all of this, so i give it to her and she leaves. Not even 5 minutes pass and i have a text from her. I didn't want my boss to think i was interested in this girl so i just didn't respond until i got off work. So i get home and i realize that my friend had left his tent set up in my backyard and he also left his bong in there too. So i go in the tent and hit this girl up. I ask here if shes game for coming to my place and getting high and kick it. She is super down and says shes on her way. So i start to go inside the house and grabbing my condoms and other sexual necessities (jam-box,candles,weed,etc..) She shows up and i walk her back to the tent and shes ready to hang. We both get pretty high and start to go at it. I tried to avoid making out as much as possible because this girl is a 7, which means her grill isn't quite up to par either. So we make out a little and then she starts to suck me off, she's killing it too, just going for it, all of a sudden my stoach just clenches so hard and i look down and my nuts are in her throat. This was my first experience of having my balls sucked by a girl and it was the craziest feeling. Like, it felt good but it felt way too good like getting tickled feels way too good. So i wrap it up with this girl and i ask where to cum and she just opens her mouth and i shoot and score. She swallowed it and i come up with a lie about why she needs to leave and that was that. About a week later i'm putting up shoes for the display rack and she shows up. Luckily enough she didn't see me so i crept back to the stockroom and told my manager that if anyone asks, I'm not here. So i avoided her and that night i got a text message from the girl saying "hey i ahvent heard from you in a while but i was thinking we should be friends with benefits because the sex was great."Although i was honored by the compliment i also did not accept the offer. Sorry if this isnt awkward enough for you guys but i felt pretty awkward having to dodge this chick at work.
Title: Re: Awkward Sexual Experiences
Post by: kingpinuser on March 30, 2015, 07:01:30 PM
so i used to work at journeys at our local mall, and on Valentine's Day this girl walked into the store and asked my manager to see "the guy with the long hair" (aka me 2 years ago). So i come out of the back room to see whats gouda. To my surprise there's a random girl i've never seen before asking my questions (hitting on me). This girl is a solid 7, pretty face, kind of chubby. She asks me for my number and my boss is right next to me throughout all of this, so i give it to her and she leaves. Not even 5 minutes pass and i have a text from her. I didn't want my boss to think i was interested in this girl so i just didn't respond until i got off work. So i get home and i realize that my friend had left his tent set up in my backyard and he also left his bong in there too. So i go in the tent and hit this girl up. I ask here if shes game for coming to my place and getting high and kick it. She is super down and says shes on her way. So i start to go inside the house and grabbing my condoms and other sexual necessities (jam-box,candles,weed,etc..) She shows up and i walk her back to the tent and shes ready to hang. We both get pretty high and start to go at it. I tried to avoid making out as much as possible because this girl is a 7, which means her grill isn't quite up to par either. So we make out a little and then she starts to suck me off, she's killing it too, just going for it, all of a sudden my stoach just clenches so hard and i look down and my nuts are in her throat. This was my first experience of having my balls sucked by a girl and it was the craziest feeling. Like, it felt good but it felt way too good like getting tickled feels way too good. So i wrap it up with this girl and i ask where to cum and she just opens her mouth and i shoot and score. She swallowed it and i come up with a lie about why she needs to leave and that was that. About a week later i'm putting up shoes for the display rack and she shows up. Luckily enough she didn't see me so i crept back to the stockroom and told my manager that if anyone asks, I'm not here. So i avoided her and that night i got a text message from the girl saying "hey i ahvent heard from you in a while but i was thinking we should be friends with benefits because the sex was great."Although i was honored by the compliment i also did not accept the offer. Sorry if this isnt awkward enough for you guys but i felt pretty awkward having to dodge this chick at work.

I like a chick that goes for it and plus asked to be friends with benefits even though you were not her friend to begin with. If I was you I would have banged her a few more times she seemed down to do whatever-then seen if she had any cute friends that would have been into a 3 way, since you're not really friends before you can get away with being blunt and asking, if it was a no go then bounce...but give her a high 5 and say it was a good time.
Title: Re: Awkward Sexual Experiences
Post by: j....soy..... on March 30, 2015, 08:12:08 PM
Oh dude....I fucked the hottest chick....then I forgot where my car was......then I got into a black corolla the realized it wasn't my corolla....

SO EMBARASSING......
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on March 31, 2015, 06:01:12 AM
She doesn't really sound like a "7" by they way you are describing her :-\
Title: Re: Awkward Sexual Experiences
Post by: posguy on March 31, 2015, 08:26:45 AM
She doesn't really sound like a "7" by they way you are describing her :-\

To each their own. Your "7" is probably someone else's 4.
Title: Re: Awkward Sexual Experiences
Post by: kookboi on April 01, 2015, 09:41:21 AM
Expand Quote
She doesn't really sound like a "7" by they way you are describing her :-\
[close]

To each their own. Your "7" is probably someone else's 4.
very true. haha maybe i did give her a few extra points just to soften the blow of realizing how bad she really was .
Title: Re: Awkward Sexual Experiences
Post by: kookboi on April 01, 2015, 10:10:33 AM
Expand Quote
so i used to work at journeys at our local mall, and on Valentine's Day this girl walked into the store and asked my manager to see "the guy with the long hair" (aka me 2 years ago). So i come out of the back room to see whats gouda. To my surprise there's a random girl i've never seen before asking my questions (hitting on me). This girl is a solid 7, pretty face, kind of chubby. She asks me for my number and my boss is right next to me throughout all of this, so i give it to her and she leaves. Not even 5 minutes pass and i have a text from her. I didn't want my boss to think i was interested in this girl so i just didn't respond until i got off work. So i get home and i realize that my friend had left his tent set up in my backyard and he also left his bong in there too. So i go in the tent and hit this girl up. I ask here if shes game for coming to my place and getting high and kick it. She is super down and says shes on her way. So i start to go inside the house and grabbing my condoms and other sexual necessities (jam-box,candles,weed,etc..) She shows up and i walk her back to the tent and shes ready to hang. We both get pretty high and start to go at it. I tried to avoid making out as much as possible because this girl is a 7, which means her grill isn't quite up to par either. So we make out a little and then she starts to suck me off, she's killing it too, just going for it, all of a sudden my stoach just clenches so hard and i look down and my nuts are in her throat. This was my first experience of having my balls sucked by a girl and it was the craziest feeling. Like, it felt good but it felt way too good like getting tickled feels way too good. So i wrap it up with this girl and i ask where to cum and she just opens her mouth and i shoot and score. She swallowed it and i come up with a lie about why she needs to leave and that was that. About a week later i'm putting up shoes for the display rack and she shows up. Luckily enough she didn't see me so i crept back to the stockroom and told my manager that if anyone asks, I'm not here. So i avoided her and that night i got a text message from the girl saying "hey i ahvent heard from you in a while but i was thinking we should be friends with benefits because the sex was great."Although i was honored by the compliment i also did not accept the offer. Sorry if this isnt awkward enough for you guys but i felt pretty awkward having to dodge this chick at work.
[close]

I like a chick that goes for it and plus asked to be friends with benefits even though you were not her friend to begin with. If I was you I would have banged her a few more times she seemed down to do whatever-then seen if she had any cute friends that would have been into a 3 way, since you're not really friends before you can get away with being blunt and asking, if it was a no go then bounce...but give her a high 5 and say it was a good time.
yeah it was an experience thats for sure but she just wasn't the greatest looking girl. I just had to call it quits
Title: Re: Awkward Sexual Experiences
Post by: posguy on April 01, 2015, 10:52:25 AM
Expand Quote
so i used to work at journeys at our local mall, and on Valentine's Day this girl walked into the store and asked my manager to see "the guy with the long hair" (aka me 2 years ago). So i come out of the back room to see whats gouda. To my surprise there's a random girl i've never seen before asking my questions (hitting on me). This girl is a solid 7, pretty face, kind of chubby. She asks me for my number and my boss is right next to me throughout all of this, so i give it to her and she leaves. Not even 5 minutes pass and i have a text from her. I didn't want my boss to think i was interested in this girl so i just didn't respond until i got off work. So i get home and i realize that my friend had left his tent set up in my backyard and he also left his bong in there too. So i go in the tent and hit this girl up. I ask here if shes game for coming to my place and getting high and kick it. She is super down and says shes on her way. So i start to go inside the house and grabbing my condoms and other sexual necessities (jam-box,candles,weed,etc..) She shows up and i walk her back to the tent and shes ready to hang. We both get pretty high and start to go at it. I tried to avoid making out as much as possible because this girl is a 7, which means her grill isn't quite up to par either. So we make out a little and then she starts to suck me off, she's killing it too, just going for it, all of a sudden my stoach just clenches so hard and i look down and my nuts are in her throat. This was my first experience of having my balls sucked by a girl and it was the craziest feeling. Like, it felt good but it felt way too good like getting tickled feels way too good. So i wrap it up with this girl and i ask where to cum and she just opens her mouth and i shoot and score. She swallowed it and i come up with a lie about why she needs to leave and that was that. About a week later i'm putting up shoes for the display rack and she shows up. Luckily enough she didn't see me so i crept back to the stockroom and told my manager that if anyone asks, I'm not here. So i avoided her and that night i got a text message from the girl saying "hey i ahvent heard from you in a while but i was thinking we should be friends with benefits because the sex was great."Although i was honored by the compliment i also did not accept the offer. Sorry if this isnt awkward enough for you guys but i felt pretty awkward having to dodge this chick at work.
[close]

I like a chick that goes for it and plus asked to be friends with benefits even though you were not her friend to begin with. If I was you I would have banged her a few more times she seemed down to do whatever-then seen if she had any cute friends that would have been into a 3 way, since you're not really friends before you can get away with being blunt and asking, if it was a no go then bounce...but give her a high 5 and say it was a good time.

there was a stunner who did this to me. We met in class the first day and she immediately started flirting. She was a 10 for me and after a few weeks of flirting in class we hooked up a few times before calling it quits because she had a boyfriend and was feeling guilty. When I saw him at the end of the quarter I understood why she did it, he was fat and I was a skater. She was the first girl I went down on too. Not awkward at all when I gave her a hug good bye and skated out the door while he was waiting at the car for her. I'm probably going to hell for that one.
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on April 01, 2015, 02:58:53 PM
Last week I was hooking up with this girl i've known for awhile. We fucked in the pool then she started to give me head on the lawn chairs while we were air drying, as she is deepthroating me I see a Mexican worker doing his rounds around the gated community. We both just waved at eachother then I went back to this girl from Brooklyn sucking my dick. Then we fucked in her bed and while i was doing her from behind her dad comes in and says good night to us then shuts the door (obviously seeing our bare bodies in motion) 2 hours later I asked him for a ride home and I spilled a bunch of sour patch kids on his car floor.. this night could have been way more awkward.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on April 01, 2015, 06:26:57 PM
feel free to continue posting similar stories poorlatino. you could fill the void that jimi left.
Title: Re: Awkward Sexual Experiences
Post by: JB on April 01, 2015, 06:52:12 PM
Last week I was hooking up with this girl i've known for awhile. We fucked in the pool then she started to give me head on the lawn chairs while we were air drying, as she is deepthroating me I see a Mexican worker doing his rounds around the gated community. We both just waved at eachother then I went back to this girl from Brooklyn sucking my dick. Then we fucked in her bed and while i was doing her from behind her dad comes in and says good night to us then shuts the door (obviously seeing our bare bodies in motion) 2 hours later I asked him for a ride home and I spilled a bunch of sour patch kids on his car floor.. this night could have been way more awkward.


about half way through i skipped to the end to make sure she wasnt the locke ness monster asking for tree fiddy.
Title: Re: Awkward Sexual Experiences
Post by: kookboi on April 13, 2015, 12:02:24 PM
Expand Quote
Expand Quote
so i used to work at journeys at our local mall, and on Valentine's Day this girl walked into the store and asked my manager to see "the guy with the long hair" (aka me 2 years ago). So i come out of the back room to see whats gouda. To my surprise there's a random girl i've never seen before asking my questions (hitting on me). This girl is a solid 7, pretty face, kind of chubby. She asks me for my number and my boss is right next to me throughout all of this, so i give it to her and she leaves. Not even 5 minutes pass and i have a text from her. I didn't want my boss to think i was interested in this girl so i just didn't respond until i got off work. So i get home and i realize that my friend had left his tent set up in my backyard and he also left his bong in there too. So i go in the tent and hit this girl up. I ask here if shes game for coming to my place and getting high and kick it. She is super down and says shes on her way. So i start to go inside the house and grabbing my condoms and other sexual necessities (jam-box,candles,weed,etc..) She shows up and i walk her back to the tent and shes ready to hang. We both get pretty high and start to go at it. I tried to avoid making out as much as possible because this girl is a 7, which means her grill isn't quite up to par either. So we make out a little and then she starts to suck me off, she's killing it too, just going for it, all of a sudden my stoach just clenches so hard and i look down and my nuts are in her throat. This was my first experience of having my balls sucked by a girl and it was the craziest feeling. Like, it felt good but it felt way too good like getting tickled feels way too good. So i wrap it up with this girl and i ask where to cum and she just opens her mouth and i shoot and score. She swallowed it and i come up with a lie about why she needs to leave and that was that. About a week later i'm putting up shoes for the display rack and she shows up. Luckily enough she didn't see me so i crept back to the stockroom and told my manager that if anyone asks, I'm not here. So i avoided her and that night i got a text message from the girl saying "hey i ahvent heard from you in a while but i was thinking we should be friends with benefits because the sex was great."Although i was honored by the compliment i also did not accept the offer. Sorry if this isnt awkward enough for you guys but i felt pretty awkward having to dodge this chick at work.
[close]

I like a chick that goes for it and plus asked to be friends with benefits even though you were not her friend to begin with. If I was you I would have banged her a few more times she seemed down to do whatever-then seen if she had any cute friends that would have been into a 3 way, since you're not really friends before you can get away with being blunt and asking, if it was a no go then bounce...but give her a high 5 and say it was a good time.
[close]

there was a stunner who did this to me. We met in class the first day and she immediately started flirting. She was a 10 for me and after a few weeks of flirting in class we hooked up a few times before calling it quits because she had a boyfriend and was feeling guilty. When I saw him at the end of the quarter I understood why she did it, he was fat and I was a skater. She was the first girl I went down on too. Not awkward at all when I gave her a hug good bye and skated out the door while he was waiting at the car for her. I'm probably going to hell for that one.
haha oh well, someone had to please her, lucky enough for you it happened to be you. Props my guy  ;D
Title: Re: Awkward Sexual Experiences
Post by: sweat stains on April 21, 2015, 01:11:30 PM
This isn't so awkward, but it's pretty awesome.

I was visiting my girlfriend at her college last week. One of the nights I was there, we had half a bottle of bourbon, and we drank it all. I hadn't been drunk in almost a year, and she's a total lightweight, so it was a good time. We ended up getting into it and after having sex for a while, we quickly switch to her giving me a blowjob.

So, I should mention that she gets nosebleeds very easily. If she rubs it the wrong way, or gets lightheaded, blood just starts flowing out. So when she got up really fast she started gushing from her nose. I was about to get up and stop so she could clean herself up, but she just kept going and started rubbing the blood all over my chest. I've never seen so much blood in my life. Luckily, I'm not grossed out by much, so she kept going for a minute until there was so much blood all over us, that it looked like she bit my dick off. Definitely the best / funniest sexual experience in my young life.

(http://i1294.photobucket.com/albums/b615/sweatstainsslap/8f298ef4-d94f-4078-845a-ba6991d343c3_zpsih1ap0rz.jpg)

Had to crop out my junk, sorry GAY  ;D
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on April 21, 2015, 01:55:03 PM
This isn't so awkward, but it's pretty awesome.

I was visiting my girlfriend at her college last week. One of the nights I was there, we had half a bottle of bourbon, and we drank it all. I hadn't been drunk in almost a year, and she's a total lightweight, so it was a good time. We ended up getting into it and after having sex for a while, we quickly switch to her giving me a blowjob.

So, I should mention that she gets nosebleeds very easily. If she rubs it the wrong way, or gets lightheaded, blood just starts flowing out. So when she got up really fast she started gushing from her nose. I was about to get up and stop so she could clean herself up, but she just kept going and started rubbing the blood all over my chest. I've never seen so much blood in my life. Luckily, I'm not grossed out by much, so she kept going for a minute until there was so much blood all over us, that it looked like she bit my dick off. Definitely the best / funniest sexual experience in my young life.


Had to crop out my junk, sorry GAY  ;D

It's nice that you can laugh about the situation but the smearing part and the fact that you look like a starving Ethiopian are both pretty disconcerting. 

Title: Re: Awkward Sexual Experiences
Post by: skate_bored on April 21, 2015, 05:27:44 PM
This isn't so awkward, but it's pretty awesome.

I was visiting my girlfriend at her college last week. One of the nights I was there, we had half a bottle of bourbon, and we drank it all. I hadn't been drunk in almost a year, and she's a total lightweight, so it was a good time. We ended up getting into it and after having sex for a while, we quickly switch to her giving me a blowjob.

So, I should mention that she gets nosebleeds very easily. If she rubs it the wrong way, or gets lightheaded, blood just starts flowing out. So when she got up really fast she started gushing from her nose. I was about to get up and stop so she could clean herself up, but she just kept going and started rubbing the blood all over my chest. I've never seen so much blood in my life. Luckily, I'm not grossed out by much, so she kept going for a minute until there was so much blood all over us, that it looked like she bit my dick off. Definitely the best / funniest sexual experience in my young life.

(http://i1294.photobucket.com/albums/b615/sweatstainsslap/8f298ef4-d94f-4078-845a-ba6991d343c3_zpsih1ap0rz.jpg)

Had to crop out my junk, sorry GAY  ;D

by far the best post in a while on Slap. great photo btw
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on April 29, 2015, 09:34:49 PM
As a teenager I once fingerblasted a chick at a concert as a David Bowie-look a like took photos of us from a row back. 
Title: Re: Awkward Sexual Experiences
Post by: shit_for_brains on May 26, 2015, 08:52:30 PM
Sweet bone shadow dude.

My wife jerked me off today and it made me really nostalgic. Last time I got a straight hand job with no other action was in like 1997. 9/11 really changed things.
Title: Re: Awkward Sexual Experiences
Post by: KING TUT on May 26, 2015, 10:56:34 PM
a hand job can be a beautiful thing
Title: Re: Awkward Sexual Experiences
Post by: Lance on May 27, 2015, 10:04:45 AM
a hand job can be a beautiful thing
This is so true, and I hate that most people don't understand this fact.
Title: Re: Awkward Sexual Experiences
Post by: poor alice on May 28, 2015, 01:18:16 PM
Expand Quote
a hand job can be a beautiful thing
[close]
This is so true, and I hate that most people don't understand this fact.

The only time's I've had decent handjobs has been when the girl is whacking me off into her own mouth, other than thit they have been shit.
A shit blow job is way better than a shit hand job.
Title: Re: Awkward Sexual Experiences
Post by: tobey on May 28, 2015, 10:29:55 PM
Expand Quote
Expand Quote
a hand job can be a beautiful thing
[close]
This is so true, and I hate that most people don't understand this fact.
[close]

The only time's I've had decent handjobs has been when the girl is whacking me off into her own mouth, other than thit they have been shit.
A shit blow job is way better than a shit hand job.

i hate blow jobs, i never been able to cum with just a blow job so i feel bad for the girl going at it for like 10 minutes. I usually fake moan saying i like it but i just feel bad for them so i usually say like "oh you got me so turned on i want to fuck you" that always works by the way
Title: Re: Awkward Sexual Experiences
Post by: essal on May 29, 2015, 12:05:19 AM
you need to relax tobey...
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on May 29, 2015, 01:01:13 AM
i hate blow jobs
kinda weird.
Title: Re: Awkward Sexual Experiences
Post by: poor alice on May 29, 2015, 05:29:38 AM
Expand Quote
i hate blow jobs
[close]
kinda weird.

I don't think it's weird, probably just not had very good ones.
I had a killer one last weekend, I woke up with.... a bit of a hangover
Bernard's Hangover (http://www.youtube.com/watch?v=pOLcZ-Hcutw#)
In a friends house beside an old ex of sorts who claims to be a lesbian these days (Worst lesbian ever by the way, this is the second time in a month that I've fucked her). We had fucked the night before and ended up going at it again that morning. At one stage she starts blowing me and fuck, if that wasn't one of the wettest, deepest blow jobs I've ever had. The only downside was I was so close to blowing my load in her mouth and she reverts back to wanting to fuck me, in my delicate state this did NOT seem like a win.

I suppose this isn't awkward, but it did GET awkward. See, I had left her with a serious hickey in a very prominent position on her neck as well as few scrab marks on her shoulder. Earlier this week, a group of us was meeting up for some drinks but little did this girl know that her girlfriend would be there. I didn't know untill after the deed had been done that this was infact her girlfriend and now I feel all sorts of weird seeing as I get on with her gf quite well, we both study at the same uni and a similar degree. So while I'm sitting talking to people, including her girlfriend it only clicks at the end of the night that the reason the girl was sitting with a scarf on, in this ridiculously warm bar, nervously tightening it and touching it every 2 minutes to make sure it's still tied tight is because of my "marking" of her.
'Twas a good night all the same.
Title: Re: Awkward Sexual Experiences
Post by: ill_Murray on May 29, 2015, 09:16:04 AM
Expand Quote
Expand Quote
Expand Quote
a hand job can be a beautiful thing
[close]
This is so true, and I hate that most people don't understand this fact.
[close]

The only time's I've had decent handjobs has been when the girl is whacking me off into her own mouth, other than thit they have been shit.
A shit blow job is way better than a shit hand job.
[close]

i hate blow jobs, i never been able to cum with just a blow job so i feel bad for the girl going at it for like 10 minutes. I usually fake moan saying i like it but i just feel bad for them so i usually say like "oh you got me so turned on i want to fuck you" that always works by the way

I wouldn't say I hate blowjobs but I definitely prefer them as a precursor to sex more so than a finishing move. 

I read something along the lines that being circumcised has a lot to do with it too, makes you less sensitives.
Title: Re: Awkward Sexual Experiences
Post by: JB on May 29, 2015, 11:31:33 AM
im with ill murry. blowjobs are like the appitizer and sex is the main course.

im still a huge fan of blowjobs though. i have a totally different orgasm that i cant get any other way. i dont know what my girl does, but when she gives me head it makes my hands and sometimes my face go totally numb like they fell asleep. its weird to describe, but it feels amazing.
Title: Re: Awkward Sexual Experiences
Post by: poor alice on May 29, 2015, 12:03:02 PM
im with ill murry. blowjobs are like the appitizer and sex is the main course.

im still a huge fan of blowjobs though. i have a totally different orgasm that i cant get any other way. i dont know what my girl does, but when she gives me head it makes my hands and sometimes my face go totally numb like they fell asleep. its weird to describe, but it feels amazing.

I could really use a blow job now, you've just reminded me how earth-shatteringly great the orgasm can be. If only that lezzer was about / more patient.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on May 29, 2015, 12:17:55 PM
(http://40.media.tumblr.com/68f4a1ded943bbe99261a2799a0b887a/tumblr_nlmxisNFck1qkv3o0o1_400.jpg)
Title: Re: Awkward Sexual Experiences
Post by: DillAndKalis on May 31, 2015, 01:40:31 PM
(http://40.media.tumblr.com/68f4a1ded943bbe99261a2799a0b887a/tumblr_nlmxisNFck1qkv3o0o1_400.jpg)

(http://i.imgur.com/s4iNd7M.jpg)
Title: Re: Awkward Sexual Experiences
Post by: blanketstatement on August 29, 2015, 06:26:46 PM
This story isn't really that awkward, but it could have consequences in the future. So I was dogsitting for a really good friend of mine after he had gotten married which meant that my girlfriend and I had a place where we could have some loud, fun sex because I live with 5 other guys and she gets embarrassed. Anyways, we cook dinner, have a few beers, and watch Grease. Finally, we're getting ready to go to bed. At the time, I was feeling like a straight homeowner. No fooling around on the couch, nothing, just light making out. Anyways, so we get into bed, the lights go down and we start getting serious. First off, my friend's dog, which is a giant, spoiled Husky kept trying to get into the bedroom, and then when we let him in, he sat on the bed and watched us. So I get on top of her, and we're both kind of drunk, and she's a little dry, but I figured it would pass. So I start picking up speed and I feel a sharp pinch right on my dick, her vagina starts to feel really wet, but I'm losing my boner. I'm thinking "what the fuck, after all this I'm gonna just go limp mid stroke?" I pull out because she says it doesn't feel right either, turn on the light to see my dick covered in blood, my blood. I'm uncircumcised, and it's right where the extra skin folds down. A lot of thoughts are going though my head, most importantly "will I be able to skate?" so we clean me up and laugh about it. Next day see that all the blood that leaked from my mangled cock had soaked into the mattress, and I spent the whole week cleaning it off with bleach, I also stole a pair of my friend's boxers that I have yet to give back.

They moved recently and didn't mention anything about the stains that were still clearly on there.
Title: Re: Awkward Sexual Experiences
Post by: Rusty_Berrings on August 29, 2015, 07:01:51 PM
im with ill murry. blowjobs are like the appitizer and sex is the main course.
if they do it righ you should just appreciate that, not that it's necessarily "the highest form of flattery" we all- well i assume most of us- know/have known some chicken head ass hoe.
Title: Re: Awkward Sexual Experiences
Post by: I Dont Know3948 on January 06, 2016, 02:10:35 AM
don't let this thread diiieeeee
Title: Re: Awkward Sexual Experiences
Post by: Dirtymac on January 06, 2016, 04:21:22 AM
This story isn't really that awkward, but it could have consequences in the future. So I was dogsitting for a really good friend of mine after he had gotten married which meant that my girlfriend and I had a place where we could have some loud, fun sex because I live with 5 other guys and she gets embarrassed. Anyways, we cook dinner, have a few beers, and watch Grease. Finally, we're getting ready to go to bed. At the time, I was feeling like a straight homeowner. No fooling around on the couch, nothing, just light making out. Anyways, so we get into bed, the lights go down and we start getting serious. First off, my friend's dog, which is a giant, spoiled Husky kept trying to get into the bedroom, and then when we let him in, he sat on the bed and watched us. So I get on top of her, and we're both kind of drunk, and she's a little dry, but I figured it would pass. So I start picking up speed and I feel a sharp pinch right on my dick, her vagina starts to feel really wet, but I'm losing my boner. I'm thinking "what the fuck, after all this I'm gonna just go limp mid stroke?" I pull out because she says it doesn't feel right either, turn on the light to see my dick covered in blood, my blood. I'm uncircumcised, and it's right where the extra skin folds down. A lot of thoughts are going though my head, most importantly "will I be able to skate?" so we clean me up and laugh about it. Next day see that all the blood that leaked from my mangled cock had soaked into the mattress, and I spent the whole week cleaning it off with bleach, I also stole a pair of my friend's boxers that I have yet to give back.

They moved recently and didn't mention anything about the stains that were still clearly on there.
"sharp pinch", bloody dick??? You can't leave us hanging like that . WTF happened to cause this? I really thought it was going to be something involving the dog. Consequences in the future??? Please clarify...
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 06, 2016, 04:35:33 AM
Expand Quote
This story isn't really that awkward, but it could have consequences in the future. So I was dogsitting for a really good friend of mine after he had gotten married which meant that my girlfriend and I had a place where we could have some loud, fun sex because I live with 5 other guys and she gets embarrassed. Anyways, we cook dinner, have a few beers, and watch Grease. Finally, we're getting ready to go to bed. At the time, I was feeling like a straight homeowner. No fooling around on the couch, nothing, just light making out. Anyways, so we get into bed, the lights go down and we start getting serious. First off, my friend's dog, which is a giant, spoiled Husky kept trying to get into the bedroom, and then when we let him in, he sat on the bed and watched us. So I get on top of her, and we're both kind of drunk, and she's a little dry, but I figured it would pass. So I start picking up speed and I feel a sharp pinch right on my dick, her vagina starts to feel really wet, but I'm losing my boner. I'm thinking "what the fuck, after all this I'm gonna just go limp mid stroke?" I pull out because she says it doesn't feel right either, turn on the light to see my dick covered in blood, my blood. I'm uncircumcised, and it's right where the extra skin folds down. A lot of thoughts are going though my head, most importantly "will I be able to skate?" so we clean me up and laugh about it. Next day see that all the blood that leaked from my mangled cock had soaked into the mattress, and I spent the whole week cleaning it off with bleach, I also stole a pair of my friend's boxers that I have yet to give back.

They moved recently and didn't mention anything about the stains that were still clearly on there.
[close]
"sharp pinch", bloody dick??? You can't leave us hanging like that . WTF happened to cause this? I really thought it was going to be something involving the dog. Consequences in the future??? Please clarify...
Snapped banjo string obvs
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on January 06, 2016, 05:10:53 AM
  Not a sexual experience for me .  My gfs teenage daughter tries to expose herself (whoops my towel ect.) to me but I'm too fast for her, I see it coming and I avert my eyes -its like involuntary.  
Title: Re: Awkward Sexual Experiences
Post by: posguy on January 06, 2016, 07:59:49 AM
yikes! Tell her to chill out

I was fucking my gf and afterwords she says "You don't have to say anything but I love you" in a completely serious, looking in my eyes, tone. I kissed her on the ass. We've only been going out for a week. What are your opinions on girls who say "I love you" way too fast.
Title: Re: Awkward Sexual Experiences
Post by: perverted super otaku! on January 06, 2016, 08:12:35 AM
 Not a sexual experience for me .  My gfs teenage daughter tries to expose herself (whoops my towel ect.) to me but I'm too fast for her, I see it coming and I avert my eyes -its like involuntary.  
Yikes, that kind of sounds like some misdirected and twisted paternal transference shit, maybe it would be good to have a talk about it with your GF before she starts pulling that shit with other much older guys who won't be so upstanding, that could lead her into some dark shit  :(. Just my 2 cents but i'd be concerned
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on January 06, 2016, 09:11:18 AM
  God^   I know, I think she's too smart to get fucked over totally (one can hope) and her mom dosent want to hear anything about her daughter like that.  Her sister had a bit of a rough time being a teenager so I'm slightly worried, I defenitely am rooting for her to become a happy adult (you and I and she deserve that).  She's funny as hell.      But yah, end of the day thats they're problem, I have touched upon that subject with her mom like I say, and she won't relate with me about it, so...   
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 06, 2016, 09:57:50 AM
What are your opinions on girls who say "I love you" way too fast.
Crazy. Absolutely bat shit psycho.
Title: Re: Awkward Sexual Experiences
Post by: Big Baby Jesus on January 06, 2016, 10:38:01 AM
This story isn't really that awkward, but it could have consequences in the future. So I was dogsitting for a really good friend of mine after he had gotten married which meant that my girlfriend and I had a place where we could have some loud, fun sex because I live with 5 other guys and she gets embarrassed. Anyways, we cook dinner, have a few beers, and watch Grease. Finally, we're getting ready to go to bed. At the time, I was feeling like a straight homeowner. No fooling around on the couch, nothing, just light making out. Anyways, so we get into bed, the lights go down and we start getting serious. First off, my friend's dog, which is a giant, spoiled Husky kept trying to get into the bedroom, and then when we let him in, he sat on the bed and watched us. So I get on top of her, and we're both kind of drunk, and she's a little dry, but I figured it would pass. So I start picking up speed and I feel a sharp pinch right on my dick, her vagina starts to feel really wet, but I'm losing my boner. I'm thinking "what the fuck, after all this I'm gonna just go limp mid stroke?" I pull out because she says it doesn't feel right either, turn on the light to see my dick covered in blood, my blood. I'm uncircumcised, and it's right where the extra skin folds down. A lot of thoughts are going though my head, most importantly "will I be able to skate?" so we clean me up and laugh about it. Next day see that all the blood that leaked from my mangled cock had soaked into the mattress, and I spent the whole week cleaning it off with bleach, I also stole a pair of my friend's boxers that I have yet to give back.

They moved recently and didn't mention anything about the stains that were still clearly on there.

Your GF's vagina.
(http://i63.tinypic.com/16h5izt.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Dirtymac on January 06, 2016, 10:57:58 AM
yikes! Tell her to chill out

I was fucking my gf and afterwords she says "You don't have to say anything but I love you" in a completely serious, looking in my eyes, tone. I kissed her on the ass. We've only been going out for a week. What are your opinions on girls who say "I love you" way too fast.
run.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 06, 2016, 11:46:51 AM
When i was 17 I was going out with this hot 16 year old. Her bestfriend was fucking unreal hot. They were almost always together and were the weirdest fuckin girls ever.

Her parents were loaded and id spend most my non skating time at her house. Her dad was an alcoholic and would wake me up at like 2 in the morning to drink whiskey down in the bar so he could talk about how good he used to be at hockey and how nice his hair was lol(he was bald now)

Anyhow, this girl was the biggest fucking tease ever. Im talking like start to give you head then say she wasnt in the mood and would leave the room. Or sleep naked, give me a handjob then say she was tired and just go to sleep.

Fuck she drove me nuts.

Well one day all 3 of us are chillen on the bed and she starts talking about the two of them going down on me. Of course im fuckin down. So we all start kissing and grabbin each other and they are doin a decent job suckin me off. All the sudden my girl gets freaked out outta nowhere and gets up, throws on her shorts/shirt and walks out.

After a few seconds of wtf just happened? Her best friend starts up again. Fuck it im down. So we do our thing.

That was it for me and my girlfriend but her best friend turned out to be fuckin awesome. Shed come over everyday before school in these tight ass skirts, wed fuck etc and shed be off to school.

In the evening shed come chill and was super into porn so wed fuck and fuck and fuck.

My ex never found out until about 4 months later and fuckin lost it. They were no longer friends.

Eventually we just slowed down and got into different relationships but it was awesome while it lasted.

A few years later she turned crazy christian but we are stìll close friends to this day.

The other girl moved to japan and married a japanese guy

Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on January 06, 2016, 07:45:21 PM
Pretty much always go for a finger in the butthole when I'm fucking. No one has ever said no, but this one time, a chick pooted.
Title: Re: Awkward Sexual Experiences
Post by: essal on January 07, 2016, 12:42:10 PM
I don't think I posted this one yet:

I matched with this girl on Tinder (the source of all fucked up things), and before we met she called me drunk one saturday and we talked a bit and she seemed like a cool girl. Anyway, she was really hesitant to meet up, but all she talked about was sex and even masturbated while we were on the phone.
No warnings yet cause I'm regular.
We meet up one night at a bar and she's cool. All of a sudden she stops me in a sentence and asks if she looks like her photos and I say that photos don't really ever do anyone justice. I continue with my previous sentence and she starts crying all of a sudden... She wiped her tears and we continued to drink and eventually leave. Boom, full crazy mode about how I called her fat etc. I'm like WTF at this point but I manage to tell her that her skinny ass isn't fat at all and we call it a night.
Still no warning signs cause I think I can get laid at a later point, and also I'm a person.
We decide to meet one night when she isn't drinking. Same day her parents come on a surprise visit from Mexico and she is hella stoked and goes out drinking with her parents and brother. I'm out having a few beers with some friends but we decided to meet up around midnight anyway. Midnight turns to 1, then to 2, bar closes and I head home, pushed to 3 and then she shows up at 3:30am pretty fucking drunk and she has a six'er with her... I'm hella tired and tell her that I kinda want to go to bed soon, but she insists that we watch a movie. Put on whatever movie she wanted but 10 minutes in shes like "I wanna watch something that we don't have to pay attention to". So we do, and make out for a bit. Then she wants to watch a fucking movie again... By now it's like 5am and I'm crashing.
So I tell her that I'm going to bed real soon, and she can stay if she wants to. I'm too tired to care really.

So she screams "so if I pull off my pants and stick my ass in your face you won't fuck my brains out????". I reply with a "not really, I'm dead right now". She screams and cries some more and leaves, blocks me on all social media things right away. Haven't talked since.

Fucking dodged a bullet right there! Probably doesn't sound that awkward, but desperate girls make me really, really uncomfortable.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 07, 2016, 01:08:29 PM
I don't think I posted this one yet:

I matched with this girl on Tinder (the source of all fucked up things), and before we met she called me drunk one saturday and we talked a bit and she seemed like a cool girl. Anyway, she was really hesitant to meet up, but all she talked about was sex and even masturbated while we were on the phone.
No warnings yet cause I'm regular.
We meet up one night at a bar and she's cool. All of a sudden she stops me in a sentence and asks if she looks like her photos and I say that photos don't really ever do anyone justice. I continue with my previous sentence and she starts crying all of a sudden... She wiped her tears and we continued to drink and eventually leave. Boom, full crazy mode about how I called her fat etc. I'm like WTF at this point but I manage to tell her that her skinny ass isn't fat at all and we call it a night.
Still no warning signs cause I think I can get laid at a later point, and also I'm a person.
We decide to meet one night when she isn't drinking. Same day her parents come on a surprise visit from Mexico and she is hella stoked and goes out drinking with her parents and brother. I'm out having a few beers with some friends but we decided to meet up around midnight anyway. Midnight turns to 1, then to 2, bar closes and I head home, pushed to 3 and then she shows up at 3:30am pretty fucking drunk and she has a six'er with her... I'm hella tired and tell her that I kinda want to go to bed soon, but she insists that we watch a movie. Put on whatever movie she wanted but 10 minutes in shes like "I wanna watch something that we don't have to pay attention to". So we do, and make out for a bit. Then she wants to watch a fucking movie again... By now it's like 5am and I'm crashing.
So I tell her that I'm going to bed real soon, and she can stay if she wants to. I'm too tired to care really.

So she screams "so if I pull off my pants and stick my ass in your face you won't fuck my brains out????". I reply with a "not really, I'm dead right now". She screams and cries some more and leaves, blocks me on all social media things right away. Haven't talked since.

Fucking dodged a bullet right there! Probably doesn't sound that awkward, but desperate girls make me really, really uncomfortable.

Whoa!

Good dodge!
Title: Re: Awkward Sexual Experiences
Post by: Frosty178 on January 07, 2016, 03:44:06 PM
You can almost live vicariously through others in this thread. Damn. There are some fucking winner stories in here!
Title: Re: Awkward Sexual Experiences
Post by: Willie on January 08, 2016, 06:29:35 AM
That was a great one, essal!



I had a girl going down on me once while I was lying down. After I came I thought it seemed I was unduly wet down there. My girlfriend was still licking around the area and I smelled something tangy in the air.

"Did you just throw up on me?"
"A little, but it's was mostly just Italian salad dressing."
"What are you doing down there? Licking it up?"
"Yeah, I guess I was hoping you wouldn't notice."


We had a laugh about it then but I felt bad and thought it was a bit weird she had thought I wouldn't notice.
Title: Re: Awkward Sexual Experiences
Post by: Dirtymac on January 08, 2016, 09:57:38 AM
This chick was giving me head in college and she gagged when I nutted. I looked down and come had shot out of her nose. Fucking hilarious.
Title: Re: Awkward Sexual Experiences
Post by: essal on January 09, 2016, 04:23:27 AM
why the fuck do they lick up their own vomit? I wouldn't eat my vomit even if you paid me to.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 09, 2016, 07:25:45 AM
why the fuck do they lick up their own vomit? I wouldn't eat my vomit even if you paid me to.

I'd absolutely eat my own vomit for a sizable sum. And Willie, I hope you still know that girl--A girl going to lengths like that to make sure you have enjoyable brain is a woman to hold onto.
Title: Re: Awkward Sexual Experiences
Post by: Justis on January 09, 2016, 06:00:03 PM
Had a fat girl from okcupid throw up on me , i immediately got up and sink washed my junk and kicked her out my crib. Dont try to deep throat my shit if you're gonna snarf


Another funny story is when after a night of boning possibly the baddest bitch of my life, my mom bust in my rooms with her classic " you turned my house into a hoetel" line . I had class in thirty minutes so i scrambled to kick this girl out. Walking out of my room and she slips and falls all the way to the bottom of my hardwood stairs . She took it like a champ and complimented on how clean my stairs were
Title: Re: Awkward Sexual Experiences
Post by: franquietits on January 10, 2016, 02:28:16 AM
One time, I uhhh... Fuck! I dont have sex enough to contribute to this thread!

One day, hypothetically I'm gonna fuck some biotch on top of some tall rooftop & a first class airliner is gonna be spying on us or a bird poops on her back. In the daylight!

My day will cum.
Title: Re: Awkward Sexual Experiences
Post by: essal on January 10, 2016, 05:20:36 AM
Had a fat girl from okcupid throw up on me , i immediately got up and sink washed my junk and kicked her out my crib. Dont try to deep throat my shit if you're gonna snarf


Another funny story is when after a night of boning possibly the baddest bitch of my life, my mom bust in my rooms with her classic " you turned my house into a hoetel" line . I had class in thirty minutes so i scrambled to kick this girl out. Walking out of my room and she slips and falls all the way to the bottom of my hardwood stairs . She took it like a champ and complimented on how clean my stairs were
your mom sounds like a fucking G
Title: Re: Awkward Sexual Experiences
Post by: Willie on January 10, 2016, 08:47:20 AM
And Willie, I hope you still know that girl--A girl going to lengths like that to make sure you have enjoyable brain is a woman to hold onto.

Kinda blew that one. Haven't had better sex before or since. She was a total freak. We were together for about 3 years.

Haven't seen her for a long time but we still keep in touch.
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on January 18, 2016, 09:47:30 AM
I posted that in the awkward situations thread but I realized it should be here instead:


A long, long time ago, I was coming back from a party walking (my ankle was injured due to skate, so I wasn't able to walk properly) when a girl I used to flirt and kiss a summer ago (I was 16 maybe 17 at the time) proposed me to drive me to my home (on a vespa).

Long story short I end up in her bed in her house with her parents sleeping, without planning nor really wanting anything with her.

So here I am, in her house, just about to fuck with a painful ankle injury and some erectile dysfunction due to the use of condoms, the alcohol in my veins and the meds I was using for the pain.
After some time I'm getting hard, I'm on the top of her trying to fuck her, when her older brother like 2 or 3 years older, enters her room (Kramer style). Ask me who the fuck I am, and if she has condoms for him because he's about to fuck a friend of her.

Here I am, inside her, while a guy I don't know, who is drunk is seeing me trying to fuck his little sister.
The girl gave him some condoms, then her brother left the room.

No wonder, that was one of the most awkward/cockblocking situation of my life but at least he didn't punched me. After that I called it a night and just decided to sleep.

When I woke up I realised I just wanted to leave that home asap, but she lived really far away from my house so she had to drive me there. I walked down the stairs, just to find her parents and her parents' friends (who were visiting them) having their morning breakfast and looking at me like who the fuck are you?

The drive home was silent and really awkward too.
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 18, 2016, 10:20:17 AM
Blew a load into my pants after my girlfriend gave me a handjob. Due to busy and conflicting schedules, we have not had much time to fool around. So I unfortunately came pretty easily. The handjob felt great, but the aftermath in my pants was uncomfortable. We laugh and joke about it, then she proceeds to tell me she was about to go down on me.

Dammit.
Title: Re: Awkward Sexual Experiences
Post by: straight on January 18, 2016, 10:30:38 AM
how do you get a hj with your pants still on?
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 18, 2016, 10:33:13 AM
how do you get a hj with your pants still on?

PJ's
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 18, 2016, 10:37:41 AM
So here I am, in her house, just about to fuck with a painful ankle injury and some erectile dysfunction due to the use of condoms, the alcohol in my veins and the meds I was using for the pain.
After some time I'm getting hard, I'm on the top of her trying to fuck her, when his older brother like 2 or 3 years older, enters her room (Kramer style). Ask me who the fuck I am, and if she has condoms for him because she's about to fuck a friend of her little sister. Here I am, inside her, while a guy I don't know, who is drunk is seeing me trying to fuck his little sister.
The girl gave him some condoms, and his brother left the room.

Who are you fucking? I understand if English isn't your primary language, but there the gender-swapping is seriously confusing. And many people were in the room? You mention an older brother, then a younger brother, but it only seems like one person enters the room.

Expand Quote
how do you get a hj with your pants still on?
[close]

PJ's

That's called heavy petting.
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 18, 2016, 10:48:21 AM
^^
Yes her hand in my pants jerking me off is called heavy petting..
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 18, 2016, 11:17:41 AM
Blew a load into my pants after my girlfriend gave me a handjob. Due to busy and conflicting schedules, we have not had much time to fool around. So I unfortunately came pretty easily. The handjob felt great, but the aftermath in my pants was uncomfortable. We laugh and joke about it, then she proceeds to tell me she was about to go down on me.

Dammit.

That girl has serious skills or you havent had alot of sex.

Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 18, 2016, 12:02:02 PM
Expand Quote
Blew a load into my pants after my girlfriend gave me a handjob. Due to busy and conflicting schedules, we have not had much time to fool around. So I unfortunately came pretty easily. The handjob felt great, but the aftermath in my pants was uncomfortable. We laugh and joke about it, then she proceeds to tell me she was about to go down on me.

Dammit.
[close]

That girl has serious skills or you havent had alot of sex.



I'm definitely not some Ron Jeremy, but when it's been a while, it catches you by surprise. Usually her shitty handjobs are just a preface, but this time around she must have read a how-to book or something. One side of me is ashamed, but the other side of me was psyched for her
hahahaha
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 18, 2016, 12:18:35 PM
Expand Quote
Expand Quote
Blew a load into my pants after my girlfriend gave me a handjob. Due to busy and conflicting schedules, we have not had much time to fool around. So I unfortunately came pretty easily. The handjob felt great, but the aftermath in my pants was uncomfortable. We laugh and joke about it, then she proceeds to tell me she was about to go down on me.

Dammit.
[close]

That girl has serious skills or you havent had alot of sex.


[close]

I'm definitely not some Ron Jeremy, but when it's been a while, it catches you by surprise. Usually her shitty handjobs are just a preface, but this time around she must have read a how-to book or something. One side of me is ashamed, but the other side of me was psyched for her
hahahaha

Not hatin on ya dood!

I couldnt finish from a handjob if I was payed money too.

Well I can do it myself hahaha just no girl ever, in my aduly life made me finish from just a solo handjob.

Props on cumming in your pants and carrying on with your day!
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 18, 2016, 05:27:20 PM
This reminds me. Where's Jimi been?
Title: Re: Awkward Sexual Experiences
Post by: Bobby Peru on January 18, 2016, 06:09:54 PM
This reminds me. Where's Jimi been?

I was just thinking about that yesterday myself.
Title: Re: Awkward Sexual Experiences
Post by: shitdick on January 18, 2016, 08:28:31 PM
this girl had braces and she was on her period and didn't tell me till we got to the four play so i came on her face for the fuck of it
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 18, 2016, 08:30:37 PM
Expand Quote
This reminds me. Where's Jimi been?
[close]

I was just thinking about that yesterday myself.
Hopefully compiling a book about his "encounters" with the females of the juggalo species.
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on January 18, 2016, 10:19:34 PM
Not sure if I have shared this story already, I apologize if I have.
I have this girlfriend and we both are very intimate. My roommate's and I rent a 3 room college home. They rarely come out of their rooms and all they do is play COD or FIFA and use headsets that make it impossible for them to hear anything outside. So, we usually get loud and no one cares.

This one time we were at foreplay when I hear giggling outside. We stop and all the blood is nowhere near my brain. I try to listen to the voices and think it's just one of our friends that will visit every once in a while. I am completely sure and we resume. After an intense session I completely forgot they were there. As I go out looking for water and to get rid of the condom I step out to awkwardly make eye contact with 3 girls my roommate had over to help with math homework. One of them nudges the other and says "told you there was squeaking". I grabbed a water bottle and ran back to hide in shame.

2 of them proceeded to come over and stay as late as possible a few times.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 18, 2016, 10:32:07 PM
Fuckin my wife as hard as possible to induce labour.

I mean its sex and feels great. But at the same time it feels horrible.

Its awesome to make your girl cum, but water breaking is on a whole nother level.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 18, 2016, 10:49:00 PM
Had a fat girl from okcupid throw up on me , i immediately got up and sink washed my junk and kicked her out my crib. Dont try to deep throat my shit if you're gonna snarf

Shit made me LOL for a good minute. I don't fuck with Facebook or any of that shit but okcupid definitely has some dirty broads on there, and plenty of fat ones like barf queen.

Not sure if I have shared this story already, I apologize if I have.
I have this girlfriend and we both are very intimate. My roommate's and I rent a 3 room college home. They rarely come out of their rooms and all they do is play COD or FIFA and use headsets that make it impossible for them to hear anything outside. So, we usually get loud and no one cares.

This one time we were at foreplay when I hear giggling outside. We stop and all the blood is nowhere near my brain. I try to listen to the voices and think it's just one of our friends that will visit every once in a while. I am completely sure and we resume. After an intense session I completely forgot they were there. As I go out looking for water and to get rid of the condom I step out to awkwardly make eye contact with 3 girls my roommate had over to help with math homework. One of them nudges the other and says "told you there was squeaking". I grabbed a water bottle and ran back to hide in shame.

2 of them proceeded to come over and stay as late as possible a few times.

Why the fuck were you embarrassed? I would have made eye contact and a confident smile to go with it. They stayed late because they wanted in on the action.

www.youtube.com/watch?v=m5RtlpXsl8k (http://www.youtube.com/watch?v=m5RtlpXsl8k#)
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on January 19, 2016, 12:35:26 AM
Expand Quote
So here I am, in her house, just about to fuck with a painful ankle injury and some erectile dysfunction due to the use of condoms, the alcohol in my veins and the meds I was using for the pain.
After some time I'm getting hard, I'm on the top of her trying to fuck her, when his older brother like 2 or 3 years older, enters her room (Kramer style). Ask me who the fuck I am, and if she has condoms for him because she's about to fuck a friend of her little sister. Here I am, inside her, while a guy I don't know, who is drunk is seeing me trying to fuck his little sister.
The girl gave him some condoms, and his brother left the room.
[close]

Who are you fucking? I understand if English isn't your primary language, but there the gender-swapping is seriously confusing. And many people were in the room? You mention an older brother, then a younger brother, but it only seems like one person enters the room.

Expand Quote
Expand Quote
how do you get a hj with your pants still on?
[close]

PJ's
[close]

That's called heavy petting.

My apologies, you are totally right, I edited my post and tried to  make some corrections to help the understanding.
To make it short the older brother of the girl I was trying to fuck entered the room, and asked her who I was, and if she could give him some condoms to fuck another girl in another room, who happened to be a friend or the girl I was trying to fuck.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 19, 2016, 12:38:06 AM
I don't have anything too crazy compared to these other ones on here especially after reading the ladyboy story. I just got done regaining air supply from laughing so fucking hard.
---
A good 2-3 times of a shit covered dick from anal with this cougar, who I still bang. She refuses to use enemas and sometimes shit happens, it comes with the territory. I quickly had to grab 3 sheets of Kleenex, and wrap it around my schlong while I ran downstairs naked and immediately began scrubbing the shit out of it with soap and a washcloth in the tub. I went through like three different washcloths to make sure there was no trace and when I got home took a full shower and scrubbed it again.
---
This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super whore, but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty whore friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super whore her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her whore friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for whores, I'll never forget that night.
---
Here's my ender. So a long time ago, I was working at a smoothie place in the mall and had to walk out in front of the cash registers to stock chips and snacks. This dirty mall slut that I always saw walking around is talking to some dude at the Verizon stand right by me and I look over to see her giving me the eye. I didn't really engage, but I hear her ask for a pen and paper and she ends up walking over and shoving her number down my pocket and walking away. Picked her up that night from her run down apartment and brought her back to my place, only to discover she smells like a carton of cigarettes and a moldy basement. *This was just the warning smell* She ends up reading me quotes from this stupid book for an hour while I'm just waiting for her to shut up and get to fuckin' me.

When it finally happens and we're both naked with me slipping the condom on, she warns me that she's a squirter. I'm fucking PUMPED at this point and start pounding the shit out of her till she starts soaking me and my bed with squirt. Normally, this would be a dream come true for any man, but not this time. I immediately start smelling the most vile disgusting shit that's ever entered my nose. I literally had to jump off her and take a time out. She starts asking what's wrong and I wanted to be like, "bitch you have a sewage swamp inside your cunt" but of course I don't want to hurt her feelings. I don't remember how I played that one off, but with all the power invested in my now scared and flaccid penis, I somehow managed to get hard and fight through it until I blew my load. Needless to say, I pretty much drove her home immediately and never talked to her again.

I got home and life sucked pretty fucking bad, and it never should after you just got laid. My entire bed was ruined, not just the blanket and sheets, the squirt had soaked through onto my mattress and it took the whole next day to do the laundry and scrub the pussy swamp out of my mattress.
Title: Re: Awkward Sexual Experiences
Post by: JB on January 19, 2016, 06:56:20 AM
I don't have anything too crazy compared to these other ones on here especially after reading the ladyboy story. I just got done regaining air supply from laughing so fucking hard.
---
A good 2-3 times of a shit covered dick from anal with this cougar, who I still bang. She refuses to use enemas and sometimes shit happens, it comes with the territory. I quickly had to grab 3 sheets of Kleenex, and wrap it around my schlong while I ran downstairs naked and immediately began scrubbing the shit out of it with soap and a washcloth in the tub. I went through like three different washcloths to make sure there was no trace and when I got home took a full shower and scrubbed it again.
---
This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super whore, but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty whore friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super whore her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her whore friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for whores, I'll never forget that night.
---
Here's my ender. So a long time ago, I was working at a smoothie place in the mall and had to walk out in front of the cash registers to stock chips and snacks. This dirty mall slut that I always saw walking around is talking to some dude at the Verizon stand right by me and I look over to see her giving me the eye. I didn't really engage, but I hear her ask for a pen and paper and she ends up walking over and shoving her number down my pocket and walking away. Picked her up that night from her run down apartment and brought her back to my place, only to discover she smells like a carton of cigarettes and a moldy basement. *This was just the warning smell* She ends up reading me quotes from this stupid book for an hour while I'm just waiting for her to shut up and get to fuckin' me.

When it finally happens and we're both naked with me slipping the condom on, she warns me that she's a squirter. I'm fucking PUMPED at this point and start pounding the shit out of her till she starts soaking me and my bed with squirt. Normally, this would be a dream come true for any man, but not this time. I immediately start smelling the most vile disgusting shit that's ever entered my nose. I literally had to jump off her and take a time out. She starts asking what's wrong and I wanted to be like, "bitch you have a sewage swamp inside your cunt" but of course I don't want to hurt her feelings. I don't remember how I played that one off, but with all the power invested in my now scared and flaccid penis, I somehow managed to get hard and fight through it until I blew my load. Needless to say, I pretty much drove her home immediately and never talked to her again.

I got home and life sucked pretty fucking bad, and it never should after you just got laid. My entire bed was ruined, not just the blanket and sheets, the squirt had soaked through onto my mattress and it took the whole next day to do the laundry and scrub the pussy swamp out of my mattress.


sounds like she pissed on you dude.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 19, 2016, 08:20:45 AM
It's technically an involuntary piss mixed with female ejaculate. I've been with one other squirter and it didn't smell like anything. Some ho's are just nasty.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 19, 2016, 08:50:34 AM
It's technically an involuntary piss mixed with female ejaculate. I've been with one other squirter and it didn't smell like anything. Some ho's are just nasty.

My ex was a squirter and its just like water. No smell no taste

Its cool for awhile until your doing laundry constantly and not wanting to fuck in the bed at all cause its just soaked.

Once she came it would not fuckin stop either. Just gush after gush.

Like bitch, whens this shit run out? Hahaha
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 19, 2016, 09:33:54 AM
I don't have anything too crazy compared to these other ones on here especially after reading the ladyboy story. I just got done regaining air supply from laughing so fucking hard.
---
A good 2-3 times of a shit covered dick from anal with this cougar, who I still bang. She refuses to use enemas and sometimes shit happens, it comes with the territory. I quickly had to grab 3 sheets of Kleenex, and wrap it around my schlong while I ran downstairs naked and immediately began scrubbing the shit out of it with soap and a washcloth in the tub. I went through like three different washcloths to make sure there was no trace and when I got home took a full shower and scrubbed it again.
---
This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super whore, but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty whore friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super whore her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her whore friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for whores, I'll never forget that night.
---
Here's my ender. So a long time ago, I was working at a smoothie place in the mall and had to walk out in front of the cash registers to stock chips and snacks. This dirty mall slut that I always saw walking around is talking to some dude at the Verizon stand right by me and I look over to see her giving me the eye. I didn't really engage, but I hear her ask for a pen and paper and she ends up walking over and shoving her number down my pocket and walking away. Picked her up that night from her run down apartment and brought her back to my place, only to discover she smells like a carton of cigarettes and a moldy basement. *This was just the warning smell* She ends up reading me quotes from this stupid book for an hour while I'm just waiting for her to shut up and get to fuckin' me.

When it finally happens and we're both naked with me slipping the condom on, she warns me that she's a squirter. I'm fucking PUMPED at this point and start pounding the shit out of her till she starts soaking me and my bed with squirt. Normally, this would be a dream come true for any man, but not this time. I immediately start smelling the most vile disgusting shit that's ever entered my nose. I literally had to jump off her and take a time out. She starts asking what's wrong and I wanted to be like, "bitch you have a sewage swamp inside your cunt" but of course I don't want to hurt her feelings. I don't remember how I played that one off, but with all the power invested in my now scared and flaccid penis, I somehow managed to get hard and fight through it until I blew my load. Needless to say, I pretty much drove her home immediately and never talked to her again.

I got home and life sucked pretty fucking bad, and it never should after you just got laid. My entire bed was ruined, not just the blanket and sheets, the squirt had soaked through onto my mattress and it took the whole next day to do the laundry and scrub the pussy swamp out of my mattress.
You disgust me.
Title: Re: Awkward Sexual Experiences
Post by: straight on January 19, 2016, 09:40:08 AM
you forgot to bold the part where he got peed on
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 19, 2016, 10:05:59 AM
you forgot to bold the part where he got peed on
Nah I just got tired of bolding stuff.
Title: Re: Awkward Sexual Experiences
Post by: essal on January 19, 2016, 09:45:15 PM
Not sure if I have shared this story already, I apologize if I have.
I have this girlfriend and we both are very intimate. My roommate's and I rent a 3 room college home. They rarely come out of their rooms and all they do is play COD or FIFA and use headsets that make it impossible for them to hear anything outside. So, we usually get loud and no one cares.

This one time we were at foreplay when I hear giggling outside. We stop and all the blood is nowhere near my brain. I try to listen to the voices and think it's just one of our friends that will visit every once in a while. I am completely sure and we resume. After an intense session I completely forgot they were there. As I go out looking for water and to get rid of the condom I step out to awkwardly make eye contact with 3 girls my roommate had over to help with math homework. One of them nudges the other and says "told you there was squeaking". I grabbed a water bottle and ran back to hide in shame.

2 of them proceeded to come over and stay as late as possible a few times.
Asian level: Asian

amirite
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 19, 2016, 11:36:58 PM
Expand Quote
I don't have anything too crazy compared to these other ones on here especially after reading the ladyboy story. I just got done regaining air supply from laughing so fucking hard.
---
A good 2-3 times of a shit covered dick from anal with this cougar, who I still bang. She refuses to use enemas and sometimes shit happens, it comes with the territory. I quickly had to grab 3 sheets of Kleenex, and wrap it around my schlong while I ran downstairs naked and immediately began scrubbing the shit out of it with soap and a washcloth in the tub. I went through like three different washcloths to make sure there was no trace and when I got home took a full shower and scrubbed it again.
---
This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super whore, but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty whore friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super whore her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her whore friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for whores, I'll never forget that night.
---
Here's my ender. So a long time ago, I was working at a smoothie place in the mall and had to walk out in front of the cash registers to stock chips and snacks. This dirty mall slut that I always saw walking around is talking to some dude at the Verizon stand right by me and I look over to see her giving me the eye. I didn't really engage, but I hear her ask for a pen and paper and she ends up walking over and shoving her number down my pocket and walking away. Picked her up that night from her run down apartment and brought her back to my place, only to discover she smells like a carton of cigarettes and a moldy basement. *This was just the warning smell* She ends up reading me quotes from this stupid book for an hour while I'm just waiting for her to shut up and get to fuckin' me.

When it finally happens and we're both naked with me slipping the condom on, she warns me that she's a squirter. I'm fucking PUMPED at this point and start pounding the shit out of her till she starts soaking me and my bed with squirt. Normally, this would be a dream come true for any man, but not this time. I immediately start smelling the most vile disgusting shit that's ever entered my nose. I literally had to jump off her and take a time out. She starts asking what's wrong and I wanted to be like, "bitch you have a sewage swamp inside your cunt" but of course I don't want to hurt her feelings. I don't remember how I played that one off, but with all the power invested in my now scared and flaccid penis, I somehow managed to get hard and fight through it until I blew my load. Needless to say, I pretty much drove her home immediately and never talked to her again.

I got home and life sucked pretty fucking bad, and it never should after you just got laid. My entire bed was ruined, not just the blanket and sheets, the squirt had soaked through onto my mattress and it took the whole next day to do the laundry and scrub the pussy swamp out of my mattress.
[close]
You disgust me.
yea, u can tell he is a really bad person through and through.
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on January 20, 2016, 12:08:02 AM
Expand Quote
Not sure if I have shared this story already, I apologize if I have.
I have this girlfriend and we both are very intimate. My roommate's and I rent a 3 room college home. They rarely come out of their rooms and all they do is play COD or FIFA and use headsets that make it impossible for them to hear anything outside. So, we usually get loud and no one cares.

This one time we were at foreplay when I hear giggling outside. We stop and all the blood is nowhere near my brain. I try to listen to the voices and think it's just one of our friends that will visit every once in a while. I am completely sure and we resume. After an intense session I completely forgot they were there. As I go out looking for water and to get rid of the condom I step out to awkwardly make eye contact with 3 girls my roommate had over to help with math homework. One of them nudges the other and says "told you there was squeaking". I grabbed a water bottle and ran back to hide in shame.

2 of them proceeded to come over and stay as late as possible a few times.
[close]

Why the fuck were you embarrassed? I would have made eye contact and a confident smile to go with it. They stayed late because they wanted in on the action.

Not my type and I prefer my girl over random 5s

Asian level: Asian

amirite

@Essal What?
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 09:06:59 AM
Expand Quote
Expand Quote
I don't have anything too crazy compared to these other ones on here especially after reading the ladyboy story. I just got done regaining air supply from laughing so fucking hard.
---
A good 2-3 times of a shit covered dick from anal with this cougar, who I still bang. She refuses to use enemas and sometimes shit happens, it comes with the territory. I quickly had to grab 3 sheets of Kleenex, and wrap it around my schlong while I ran downstairs naked and immediately began scrubbing the shit out of it with soap and a washcloth in the tub. I went through like three different washcloths to make sure there was no trace and when I got home took a full shower and scrubbed it again.
---
This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super whore, but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty whore friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super whore her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her whore friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for whores, I'll never forget that night.
---
Here's my ender. So a long time ago, I was working at a smoothie place in the mall and had to walk out in front of the cash registers to stock chips and snacks. This dirty mall slut that I always saw walking around is talking to some dude at the Verizon stand right by me and I look over to see her giving me the eye. I didn't really engage, but I hear her ask for a pen and paper and she ends up walking over and shoving her number down my pocket and walking away. Picked her up that night from her run down apartment and brought her back to my place, only to discover she smells like a carton of cigarettes and a moldy basement. *This was just the warning smell* She ends up reading me quotes from this stupid book for an hour while I'm just waiting for her to shut up and get to fuckin' me.

When it finally happens and we're both naked with me slipping the condom on, she warns me that she's a squirter. I'm fucking PUMPED at this point and start pounding the shit out of her till she starts soaking me and my bed with squirt. Normally, this would be a dream come true for any man, but not this time. I immediately start smelling the most vile disgusting shit that's ever entered my nose. I literally had to jump off her and take a time out. She starts asking what's wrong and I wanted to be like, "bitch you have a sewage swamp inside your cunt" but of course I don't want to hurt her feelings. I don't remember how I played that one off, but with all the power invested in my now scared and flaccid penis, I somehow managed to get hard and fight through it until I blew my load. Needless to say, I pretty much drove her home immediately and never talked to her again.

I got home and life sucked pretty fucking bad, and it never should after you just got laid. My entire bed was ruined, not just the blanket and sheets, the squirt had soaked through onto my mattress and it took the whole next day to do the laundry and scrub the pussy swamp out of my mattress.
[close]
You disgust me.
[close]
yea, u can tell he is a really bad person through and through.

If you make judgments on whether someone is a "good" or "bad" person because they refer to women who are whores as whores, then you're a complete pussy libtard. PC Policemen are the problem, not me dummy.
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 20, 2016, 09:51:34 AM
i should have un-bolded those words. i was referring to the entire post. You are a piece of shit
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 11:09:09 AM
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 11:46:55 AM
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...

👍👍👍
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 20, 2016, 12:38:21 PM
Who are you to decide if a woman is a whore? Just because a woman enjoys having sex doesn't make her a bad person. And if she is a whore, then what does that make you?
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 12:45:14 PM
Who are you to decide if a woman is a whore? Just because a woman enjoys having sex doesn't make her a bad person. And if she is a whore, then what does that make you?

Its just a word, calm down.

These girls probably say the same about him.

Fucking pc crowd these days its unreal.

People are too damned sensitive nowadays.

If I call you a whore, big fuckin deal. Do i mean it? Maybe, maybe not. Maybe its an insult or a compliment after great sex or something.

People need to quit being so offended by every little thing.

Its fuckin sad how easily people are offended these days imo
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 12:45:50 PM
When did I ever say whores were bad people? I've been in relationships with women that loved being called whore, slut, fuckpig and all types of kinky shit during sex. Some people are more sexual than others and don't find enjoyment in conventional sex.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 12:48:55 PM
Now lets get back to whores, trannies, fags, and straight sex. Or whatever else you can throw in there.

Fuckin whiny bitches
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 20, 2016, 01:23:19 PM
change the word whore to woman and he is still a piece of shit, dont get caught up on terms
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 20, 2016, 01:34:59 PM
(http://i.imgur.com/z3VR6W2.jpg)



This one's not really awkward but just a once in a lifetime experience. Back in high school I was dating this chick who was known by pretty much everyone as a super Prostitute , but I was stupid and didn't care. She wasn't that bad looking. Anyway, one Saturday her mom lets me come over to stay the night (no daddy in this chick's life) and we get a campfire going in the evening. She invites some of her other dirty Prostitute friends over that live across the street and we all get high and drunk. By the end of the night we end up in her room, she planned it so her mom would be asleep by the time we banged. However, since she's a super Prostitute  her mom knew it was coming and decided to check on us while I'm balls deep in her cunt. Makes me get out of her room but doesn't kick me out, just makes me sleep on the living room couch. One of her Prostitute  friends didn't make it home and wakes up to me getting comfy on the couch, and immediately gives me this look like, "let's fucking do this". I hit that shit till the sun came up and emptied my balls until nothing came out. Thank God for Prostitutes, I'll never forget that night.

Title: Re: Awkward Sexual Experiences
Post by: Alan on January 20, 2016, 01:39:28 PM
Fuckin whiny bitches

God, you're so manly!
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 01:55:36 PM
ice nine, you're a filthy cum guzzling anal prolapsing slut. The only reason you are alive is to serve men and let them use every hole on your body as a cum dumpster. Am I still a piece of shit?  :-*
Title: Re: Awkward Sexual Experiences
Post by: JB on January 20, 2016, 02:07:58 PM
change the word whore to woman and he is still a piece of shit, dont get caught up on terms


(http://i.imgur.com/faQX1NE.jpg)
Title: Re: Awkward Sexual Experiences
Post by: ttching! on January 20, 2016, 02:33:52 PM
Now lets get back to whores, trannies, fags, and straight sex. Or whatever else you can throw in there.
(http://56.media.tumblr.com/3448344f5f425e934b43af89c7f191c5/tumblr_nrwojbNW1U1uowbreo1_400.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 03:31:24 PM
Expand Quote
Now lets get back to whores, trannies, fags, and straight sex. Or whatever else you can throw in there.
[close]
(http://56.media.tumblr.com/3448344f5f425e934b43af89c7f191c5/tumblr_nrwojbNW1U1uowbreo1_400.jpg)

I just came...hard.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 03:50:17 PM
Expand Quote
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
[close]

👍👍👍
Neither of you understand what the word "whore" actually means. Hope your wife enjoys being called a whore in a public forum Old Man Pathetic. Just so you know it a little different to whisper it in her ear as you both suffer as the French say "the little death" than it is to tell the world your beloved takes cock for money you insufferable fuckwit.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 04:21:38 PM
Expand Quote
Expand Quote
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
[close]

👍👍👍
[close]
Neither of you understand what the word "whore" actually means. Hope your wife enjoys being called a whore in a public forum Old Man Pathetic. Just so you know it a little different to whisper it in her ear as you both suffer as the French say "the little death" than it is to tell the world your beloved takes cock for money you insufferable fuckwit.

Fuck off and get back on topic.

Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 04:38:17 PM
Expand Quote
Expand Quote
Expand Quote
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
[close]

👍👍👍
[close]
Neither of you understand what the word "whore" actually means. Hope your wife enjoys being called a whore in a public forum Old Man Pathetic. Just so you know it a little different to whisper it in her ear as you both suffer as the French say "the little death" than it is to tell the world your beloved takes cock for money you insufferable fuckwit.
[close]

Fuck off and get back on topic.


Old Man Pathetic is your new name, deal with it. Get back on topic about and talk about how good your life will be when I locate your wife and tell her you've been calling her a whore to the internet you moron.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 04:47:02 PM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
[close]

👍👍👍
[close]
Neither of you understand what the word "whore" actually means. Hope your wife enjoys being called a whore in a public forum Old Man Pathetic. Just so you know it a little different to whisper it in her ear as you both suffer as the French say "the little death" than it is to tell the world your beloved takes cock for money you insufferable fuckwit.
[close]

Fuck off and get back on topic.


[close]
Old Man Pathetic is your new name, deal with it. Get back on topic about and talk about how good your life will be when I locate your wife and tell her you've been calling her a whore to the internet you moron.

Since when do I call my wife a whore?

I wasnt even the person calling women in his post a whore.

Can you read...

Call a women on a whore where I live shell probably fuckin kill you, or laugh about it.

Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 04:52:18 PM
whore
/hor/
noun derogatory

     1. SodaJerk's great grandmother, grandmother, mother, and sister.

               SodaJerk's dad: "You're the son of some whore I don't even remember!"

  
Title: Re: Awkward Sexual Experiences
Post by: shark tits on January 20, 2016, 05:02:59 PM
WHOARED!
Title: Re: Awkward Sexual Experiences
Post by: ice nine on January 20, 2016, 05:03:51 PM
u guys are doing a really good job of defending yourselves, clearly I was mistaken when I called you a piece of shit
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 05:08:45 PM
whore
/hor/
noun derogatory

     1. SodaJerk's great grandmother, grandmother, mother, and sister.

               SodaJerk's dad: "You're the son of some whore I don't even remember!"

  
Pffft! Hilarious, you do realise my name isn't actually SodaJark and your pathetic attempts to insult me and my mother only serve to illustrate what shit wastes of life you both are. PM me any time you come to London and we'll see how that works out you raging  dick wads. Tatty bye idiots.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 20, 2016, 05:14:56 PM
u guys are doing a really good job of defending yourselves
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 05:15:17 PM
Expand Quote
whore
/hor/
noun derogatory

 � � 1. SodaJerk's great grandmother, grandmother, mother, and sister.

 � � � � � � � SodaJerk's dad: "You're the son of some whore I don't even remember!"

 �
[close]
Pffft! Hilarious, you do realise my name isn't actually SodaJark and your pathetic attempts to insult me and my mother only serve to illustrate what shit wastes of life you both are. PM me any time you come to London and we'll see how t2hat works out you raging� dick wads. Tatty bye idiots.

I like your double standard. It hurts my feelings you called me a dickwad on an internet forum lol.

Again, I never called anyone a whore.

Xtal did.

I merely stated that people get too offended over simple shit.

Case and point.

Title: Re: Awkward Sexual Experiences
Post by: Sk.A.T.A.N on January 20, 2016, 05:26:12 PM
WHOARED!

Xtal be like:
IGNWOARED!
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 05:29:21 PM
Expand Quote
Expand Quote
whore
/hor/
noun derogatory

 � � 1. SodaJerk's great grandmother, grandmother, mother, and sister.

 � � � � � � � SodaJerk's dad: "You're the son of some whore I don't even remember!"

 �
[close]
Pffft! Hilarious, you do realise my name isn't actually SodaJark and your pathetic attempts to insult me and my mother only serve to illustrate what shit wastes of life you both are. PM me any time you come to London and we'll see how t2hat works out you raging� dick wads. Tatty bye idiots.
[close]

I like your double standard. It hurts my feelings you called me a dickwad on an internet forum lol.

Again, I never called anyone a whore.

Xtal did.

I merely stated that people get too offended over simple shit.

Case and point.


That's great, Xtal calls your wife and mother of your children a whore and you defend him, I call out people calling a sexually liberated woman a whore and it's me you take affront to. Good luck in real life you supreme idiot. You guys should organise a gangbang with each other where you can call each other dirty words and laugh it of afterwards as "just good clean fun", giving your wife time to collect her worldly belongings as well as your children and leave your mark ass for good. Have fun paying child support.* Insert witty insult here. *
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 05:31:27 PM
Expand Quote
WHOARED!
[close]

Xtal be like:
IGNWOARED!
Du är besta SK.A.T.A.N. This guy gets it.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 05:38:31 PM
Your name isn't SodaJark?
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 05:40:26 PM
Expand Quote
Expand Quote
Expand Quote
whore
/hor/
noun derogatory

 � � 1. SodaJerk's great grandmother, grandmother, mother, and sister.

 � � � � � � � SodaJerk's dad: "You're the son of some whore I don't even remember!"

 �
[close]
Pffft! Hilarious, you do realise my name isn't actually SodaJark and your pathetic attempts to insult me and my mother only serve to illustrate what shit wastes of life you both are. PM me any time you come to London and we'll see how t2hat works out you raging� dick wads. Tatty bye idiots.
[close]

I like your double standard. It hurts my feelings you called me a dickwad on an internet forum lol.

Again, I never called anyone a whore.

Xtal did.

I merely stated that people get too offended over simple shit.

Case and point.


[close]
That's great, Xtal calls your wife and mother of your children a whore and you defend him, I call out people calling a sexually liberated woman a whore and it's me you take affront to. Good luck in real life you supreme idiot. You guys should organise a gangbang with each other where you can call each other dirty words and laugh it of afterwards as "just good clean fun", giving your wife time to collect her worldly belongings as well as your children and leave your mark ass for good. Have fun paying child support.* Insert witty insult here. *

Where did he call my wife a whore?

Wtf man settle your nerves abit

Your clearly delusional if you think my wife is going to leave me because SOMEBODY ELSE called a girl a whore on the slap forums hahaha.

Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 05:43:43 PM
u guys are doing a really good job of defending yourselves, clearly I was mistaken when I called you a piece of shit

I was also mistaken when I thought you might be a man. So, since you're a female I wouldn't want to upset you any more than I have already. You're so right though, I really need to change my vocabulary to meet the standards of your utopian society.
Title: Re: Awkward Sexual Experiences
Post by: fulltechnicalskizzy on January 20, 2016, 05:46:37 PM
Expand Quote

[close]
you do realise my name isn't actually SodaJark
Ban.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 20, 2016, 05:57:41 PM
Expand Quote
u guys are doing a really good job of defending yourselves, clearly I was mistaken when I called you a piece of shit
[close]

I was also mistaken when I thought you might be a man. So, since you're a female I wouldn't want to upset you any more than I have already. You're so right though, I really need to change my vocabulary to meet the standards of your utopian society.
You already live in your own utopian society so kindly fuck of from ours and die slowly and painfully.
Expand Quote
Expand Quote

[close]
you do realise my name isn't actually SodaJark
[close]
Ban.
I agree, ban me.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 06:03:10 PM
Soda jerk, you must cry if a hip hop or rap song plays.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 06:12:44 PM
This is as edgy as it gets where he's from.

www.youtube.com/watch?v=3Qg3rQfeZv4 (http://www.youtube.com/watch?v=3Qg3rQfeZv4#)

www.youtube.com/watch?v=hSe95yskUoI (http://www.youtube.com/watch?v=hSe95yskUoI#)
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 20, 2016, 06:22:17 PM
^ I bet you wear "Tap Out" shirts
Title: Re: Awkward Sexual Experiences
Post by: Tay on January 20, 2016, 06:26:57 PM
Only address women as m'lady.

(http://i.imgur.com/f74k0pB.gif)
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 06:27:57 PM
^ I bet you wear "Tap Out" shirts

Hehehe
Title: Re: Awkward Sexual Experiences
Post by: Tay on January 20, 2016, 06:32:14 PM
(http://i.imgur.com/gPOAz55.jpg)

(http://i.imgur.com/Avt1UQI.gif)
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 06:33:13 PM
^ I bet you wear "Tap Out" shirts

(http://i.imgur.com/dYCNUiBm.jpg)
(http://i.imgur.com/Ei2hZM1m.jpg)
(http://i.imgur.com/VYz80Qzm.jpg)
(http://i.imgur.com/NnFLe2om.jpg)
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 20, 2016, 06:36:07 PM
Expand Quote
^ I bet you wear "Tap Out" shirts
[close]

(http://i.imgur.com/dYCNUiBm.jpg)
(http://i.imgur.com/Ei2hZM1m.jpg)
(http://i.imgur.com/VYz80Qzm.jpg)
(http://i.imgur.com/NnFLe2om.jpg)

No no no no, those shirts are cool especially the "FBI" one. Tap out shirts are a whole level of doucheness 
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 07:02:15 PM
Those shirts are definitely as douchey and lame as Tapout. I'd probably rock the Beaver Valley one though...
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 07:22:27 PM
Yep that beavervalley shirt is dope. Corny but dope
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 20, 2016, 07:35:10 PM
Those shirts are definitely as douchey and lame as Tapout. I'd probably rock the Beaver Valley one though...

No they are corny and funny. Tap out is basically hiding your homosexual feelings towards your best friend
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 20, 2016, 07:43:00 PM
You didn't necessarily offend me personally. Calling a woman a whore however, just because she likes to fuck, helps to perpetuate rape culture. If she likes it when you call her that in a personal setting, fine. I would guarantee that she wouldn't appreciate you calling her a whore in public though. It also makes it seem as though you think prostitutes aren't real people. All they're doing is providing a service that assholes like you would be willing to pay for.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on January 20, 2016, 07:43:54 PM
Expand Quote
Those shirts are definitely as douchey and lame as Tapout. I'd probably rock the Beaver Valley one though...
[close]

No they are corny and funny. Tap out is basically hiding your homosexual feelings towards your best friend
And no, they're not funny. Unless you're a fucking frat boy, or spend all of your time on tinder.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 20, 2016, 07:51:06 PM
Prostitution is an honorable profession. I'd buy one if I felt like getting an STD...I guess I just haven't been in the mood for one lately.
Title: Re: Awkward Sexual Experiences
Post by: the snake on January 20, 2016, 07:52:07 PM
That conversation just killed my awkward boner, great job, guys whores !
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 08:04:54 PM
Somebody made fun of GAY for having AIDS on this board recently( which is fucked right up)

And I dont recall him even getting upset on here(I could be wrong)

You all need to be more GAY, and quit being offended by things so easily, and arent even in you life outside of slap
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 20, 2016, 08:14:20 PM
Expand Quote
Expand Quote
Those shirts are definitely as douchey and lame as Tapout. I'd probably rock the Beaver Valley one though...
[close]

No they are corny and funny. Tap out is basically hiding your homosexual feelings towards your best friend
[close]
And no, they're not funny. Unless you're a fucking frat boy, or spend all of your time on tinder.

Yeah you just wait and see pal when i get "we the best" sandals. THEN WE WILL SEE WHOS FUCKING LAUGHING
Title: Re: Awkward Sexual Experiences
Post by: Tay on January 20, 2016, 09:05:14 PM
Somebody made fun of GAY for having AIDS on this board recently( which is fucked right up)

And I dont recall him even getting upset on here(I could be wrong)

You all need to be more GAY, and quit being offended by things so easily, and arent even in you life outside of slap

Gay may have been hurt but choose to take the high road. Lately SLAP is a cesspool. I mean there's always been flippant comments but they used to at least have a pittance of wit. Anyways, after Rusty died this place seems like such a joke to me. Most everyone was so quick to shoot him down when he obviously had uncontrollable mental issues, but acted like his best friend after he took his own life.  ::)

Pointless time sink.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 20, 2016, 09:14:18 PM
Expand Quote
Somebody made fun of GAY for having AIDS on this board recently( which is fucked right up)

And I dont recall him even getting upset on here(I could be wrong)

You all need to be more GAY, and quit being offended by things so easily, and arent even in you life outside of slap
[close]

Gay may have been hurt but choose to take the high road. Lately SLAP is a cesspool. I mean there's always been flippant comments but they used to at least have a pittance of wit. Anyways, after Rusty died this place seems like such a joke to me. Most everyone was so quick to shoot him down when he obviously had uncontrollable mental issues, but acted like his best friend after he took his own life.  ::)

Pointless time sink.

Yeah, he might have, who knows?

Hopefully he took it tongue and cheek( no pun inteded) because that was some serious douchbagery.

I respect the right for people to say what they want on a forum however. Well in life too. But then you might have concequences to pay.

I didnt know rusty, so i dont pretend to be his friend. I enjoyed some of his posts. Others were disturbing.

But I wish no harm to anybody just speaking freely on a forum.

Its shitty rusty passed. Never cool too see a fellow skater pass on
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 20, 2016, 09:26:02 PM
I enjoyed some of his posts. Others were disturbing.

But I wish no harm to anybody just speaking freely on a forum.

Its shitty rusty passed. Never cool too see a fellow skater pass on

Basically this! I won't pretend that I knew him or that I was his friend but his last days/ weeks on here were pretty dark.
Fark, look at Jedi, I often wonder how he's going to end up
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 12:26:34 AM
This is as edgy as it gets where he's from.

www.youtube.com/watch?v=3Qg3rQfeZv4 (http://www.youtube.com/watch?v=3Qg3rQfeZv4#)

www.youtube.com/watch?v=hSe95yskUoI (http://www.youtube.com/watch?v=hSe95yskUoI#)
The Streets is your comeback? Hmm, not sure your getting the hang of this. He's not from London you know, he's not trying to be edgy either. Self deprecation is seen as a good thing here and helps keep ghastly frat boy attitudes like yours from forming. The Streets it would seem understands how to treat a woman and isn't afraid to let his sensitive side show. He doesn't feel the need to list his sexual conquests on Slap and laden this post with multiple derogatory references to "whores", "super whores, or "dirty mall sluts" whom which have had the disfortune to accommodate you "balls deep in their cunts". You sound so tough and edgy when you talk like that. On the internet you're like a little Clint Eastwood wrapped in a ball of Steve McQueen manliness aren't you my little slugger. I hope your mother reads this and grounds you you twerp. No going outside to ear bash the local kids about your Ace trucks for at least a week. Post a clip, post a fit, do something of note on here or join a mens rights or body building forum you blight on humanity. Dry your eyes mate, I know it's got to hurt but her mind has been made up. (Fuck did you see what I did there?)

Also, oldmanP'thetic, I respect people's right to type what they want on here as well as my right to point out how terrible it makes them seem in my eyes.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 02:25:02 AM
You ok, SodaJark?
Title: Re: Awkward Sexual Experiences
Post by: Alan on January 21, 2016, 06:39:22 AM
He seems ok to me. Well, at least he's not a misogynist.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 09:29:21 AM
Oh man, I love women. All types. Especially whores.
Title: Re: Awkward Sexual Experiences
Post by: OldmanEpic on January 21, 2016, 09:43:28 AM
Expand Quote
This is as edgy as it gets where he's from.

www.youtube.com/watch?v=3Qg3rQfeZv4 (http://www.youtube.com/watch?v=3Qg3rQfeZv4#)

www.youtube.com/watch?v=hSe95yskUoI (http://www.youtube.com/watch?v=hSe95yskUoI#)
[close]
The Streets is your comeback? Hmm, not sure your getting the hang of this. He's not from London you know, he's not trying to be edgy either. Self deprecation is seen as a good thing here and helps keep ghastly frat boy attitudes like yours from forming. The Streets it would seem understands how to treat a woman and isn't afraid to let his sensitive side show. He doesn't feel the need to list his sexual conquests on Slap and laden this post with multiple derogatory references to "whores", "super whores, or "dirty mall sluts" whom which have had the disfortune to accommodate you "balls deep in their cunts". You sound so tough and edgy when you talk like that. On the internet you're like a little Clint Eastwood wrapped in a ball of Steve McQueen manliness aren't you my little slugger. I hope your mother reads this and grounds you you twerp. No going outside to ear bash the local kids about your Ace trucks for at least a week. Post a clip, post a fit, do something of note on here or join a mens rights or body building forum you blight on humanity. Dry your eyes mate, I know it's got to hurt but her mind has been made up. (Fuck did you see what I did there?)

Also, oldmanP'thetic, I respect people's right to type what they want on here as well as my right to point out how terrible it makes them seem in my eyes.

I dont understand your beef with me?

Your the one that said I called my wife a whore when I did no such thing. Then proceeded to basically threaten me.

Ive worked alongside some addicts/mentally ill people and you seem to fit the bill quite well.

Although it is tough to tell on a message board.

And yes you have the right to think im an asshole, just back it up with something that ACTUALLY HAPPENED.

It was/is pretty clear xtal said that shit. And IMO, calling a girl a whore, in a story, on message board, doesnt make one a mysogynist alan.

There is far more fucked up shit posted here frequently.

Fuck even dgkalis backed lil scumbag or whatever the fuck his name is and nobody lost their mind about it, said he was a role model and branded himself well or some shit and the kids up on some sexual expoitation charges.

Either of you guys (sodajerk/alan) ever read a book? Watched movies? Watched a porn? Fuck ever read big brother or the makeout challenges on KOTR???

Seems like anything would offend you guys...
Title: Re: Awkward Sexual Experiences
Post by: JB on January 21, 2016, 09:45:53 AM
Oh man, I love women. All types. Especially whores.

(https://57.media.tumblr.com/b95eaa3c44e4ccb21eec80c42f1d8dbd/tumblr_n69s2l6y991t6s8oyo1_500.gif)

Xtal irl
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 21, 2016, 09:45:59 AM
Oh man, I love women. All types. Especially whores.
(http://i.imgur.com/z3VR6W2.jpg)
Oh man, I love women. All types. Especially whoresPROSTITUTES.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 12:29:22 PM
My hero:

www.youtube.com/watch?v=Kvms4sP7CLk (http://www.youtube.com/watch?v=Kvms4sP7CLk#)
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 01:40:00 PM
My hero:

www.youtube.com/watch?v=Kvms4sP7CLk (http://www.youtube.com/watch?v=Kvms4sP7CLk#)
Does he ride Ace trucks, wear skater owned shoes and fuck prostitutes? This is important.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 01:54:51 PM
Expand Quote
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...
[close]

👍👍👍
You know you're probably right that you didn't call your own wife a whore on this message board so good for you fella, pat yourself on the back. You did however make it plainly obvious that you support degrading women by using defamatory terms to describe them. Keep up the good work, you're doing great.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 02:14:55 PM
SodaJark, which woman's pants are you trying to get into? Minty, ice, or Alan's? Me fink you're doing an awful lot of White Knighting mate and coming awf pritt-ee desperate.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 21, 2016, 02:22:57 PM
you`re an idiot.
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on January 21, 2016, 02:23:59 PM
(https://media.giphy.com/media/3oEduYcStmVqMIbsxG/giphy.gif)

Slap right now
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 02:24:52 PM
SodaJark, which woman's pants are you trying to get into? Minty, ice, or Alan's? Me fink you're doing an awful lot of White Knighting mate and coming awf pritt-ee desperate.
I know right, you on the other hand look so butch. Focus your account and make a new one with a username that suits your manly butchness, something like ButchWhoreFuckerBigDickLegendEpic69, or IGNWHORED, whatever pumps up your ego. Do you even lift brah? Nice working with you champ.
Title: Re: Awkward Sexual Experiences
Post by: Tay on January 21, 2016, 02:32:07 PM
The effort to sanitize language of potentially offensive words or phrases is misguided and doomed to failure. It misunderstands the nature of language. Absolutely pathetic how men keep perpetuating the double standard of feminism. Keep living in your fantasy land...

What? Would you please elaborate.

Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 03:30:12 PM
Women reminiscing about sex with men, using dirty talk, or touching them in a sexual manner (with or without permission) privately or publicly - accepted, rewarded, seen as a confidence booster for men.

Men reminiscing about sex with women, talking dirty, or touching them in a sexual manner (with permission) privately or publicly - seen as disrespectful, men are labeled as perverts or pigs, could be charged with a crime at any time if she decides to yell the four-letter word.

If you deny that this is true, you are not only completely full of shit, you should probably cut off your dick and balls and start calling yourself Caitlyn.



Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 21, 2016, 03:32:00 PM
you`re an idiot.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 03:44:44 PM
Women reminiscing about sex with men, using dirty talk, or touching them in a sexual manner (with or without permission) privately or publicly - accepted, rewarded, seen as a confidence booster for men.

Men reminiscing about sex with women, talking dirty, or touching them in a sexual manner (with permission) privately or publicly - seen as disrespectful, men are labeled as perverts or pigs, could be charged with a crime at any time if she decides to yell the four-letter word.

If you deny that this is true, you are not only completely full of shit, you should probably cut off your dick and balls and start calling yourself Caitlyn.




I feel you brah, it's so hard being male middle classed and white. The burden on your shoulders is intense. Broads, black people, gays, transgendered people all have it so easy without all that expectation weighing on their backs. So you didn't answer my question, do you even lift?
Title: Re: Awkward Sexual Experiences
Post by: perverted super otaku! on January 21, 2016, 03:54:19 PM
If you don't get how much women are sexually fucked with from a young age and many even in childhood, and why that means you should treat them more sensitively in matters like that, you are incredibly out of touch. I hope you are trolling with all this shit.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 03:57:56 PM
If you don't get how much women are sexually fucked with from a young age and many even in childhood, and why that means you should treat them more sensitively in matters like that, you are incredibly out of touch. I hope you are trolling with all this shit.
*Do you even lift bro? Your shit is fucked up and you talk like a fag. * Xtal talk.
Title: Re: Awkward Sexual Experiences
Post by: Tay on January 21, 2016, 04:04:38 PM
Women reminiscing about sex with men, using dirty talk, or touching them in a sexual manner (with or without permission) privately or publicly - accepted, rewarded, seen as a confidence booster for men.

Men reminiscing about sex with women, talking dirty, or touching them in a sexual manner (with permission) privately or publicly - seen as disrespectful, men are labeled as perverts or pigs, could be charged with a crime at any time if she decides to yell the four-letter word.

If you deny that this is true, you are not only completely full of shit, you should probably cut off your dick and balls and start calling yourself Caitlyn.





Seems like a very narrow-minded and depressing view to have of people. I always liked to think that everyone is an individual independent from their own "categories".

I'm sure similar situations to the one you described occur. But let me put it this way; I was sexually assaulted when I was young. It would be a cop-out to blame men as a whole, which would make ME the asshole. Sure I'll feel justified, but then I have to live with all that hate in my heart. The simplest little things would upset me, and I'd be an unbearable cunt. I would cess to see men as people, just like you cess to see women as people. What a limiting and dull world we'd live in.

I gots AIS so I'm half Caitlyning my life.  :-\
Title: Re: Awkward Sexual Experiences
Post by: Lance on January 21, 2016, 04:07:56 PM
This thread is derailing/derailed into pure shit.  This was one of the best threads on the board. 

May we please return to people telling their "Awkward Sexual Experiences". 

If you'd like to cat fight slide into each others DM's please.
Title: Re: Awkward Sexual Experiences
Post by: straight on January 21, 2016, 04:17:32 PM
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later.  

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together.  

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything.  

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants.  

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it.  

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go.  

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 21, 2016, 04:22:40 PM
I'm starting to get kinda bored with this thread. Hopefully my last post will end the whiny bitchfest initiated by JarkyJark and bring everyone back to reality. Sadly, many of you ladies will keep posting emotionally driven responses about how much you fight for a social cause that you so believe you are actually a part of. When in reality you are accomplishing nothing other than looking like a person.
Title: Re: Awkward Sexual Experiences
Post by: perverted super otaku! on January 21, 2016, 04:26:53 PM
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later.  

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together.  

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything.  

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants.  

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it.  

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go.  

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
oh man, the funniest part is that he is thinking about SLAP while this whole thing is playing out
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on January 21, 2016, 04:27:43 PM
I'm starting to get kinda bored with this thread. Hopefully my last post will end the whiny bitchfest initiated by JarkyJark and bring everyone back to reality. Sadly, many of you ladies will keep posting emotionally driven responses about how much you fight for a social cause that you so believe you are actually a part of. When in reality you are accomplishing nothing other than looking like a person.
Do you even fucking LIFT?
Title: Re: Awkward Sexual Experiences
Post by: shark tits on January 21, 2016, 04:34:27 PM
my buddy was down in baton rouge and we stayed up drinking all night. i was passed out w/ my girl at the time and ol boy's wife was getting up for work and he asks for a 'before you go to work and i pass out handjob'.
his wife controls the finances, him and everything else nowadays but back then she didn't leverage her powers, she acquiesced to jerk him off before a grueling 8 hour day while we slept off a good drunk.
'use some lube' he demanded.
she grabbed some lotion that was apparently alcohol based.
after his handjob blandjob i don't understand job he tried to pee and it hurt. excruciating!
so he tells his old lady, let's go to the hospital. some of that lotion went in my peehole and they're gonna hafta knock me out or something.
now when he's in the ER he isn't truthful cause he's shy or something and the doctors rightly believe he's got an STD. what else would you think if dude ain't giving you straight answers and he's got a scumbag's beard and visible tattoos? and he's 7AM drunk?
so he wants them to 'knock me out so i can pee' like a little would dribble out in his sleep maybe?
i don't know but he's got 8 hours of beer swirling around inside of him and he says he leaned over on a chair and it fell over, he fell over, he's on the cold linoleum w/ his bare ass hanging out and pee just starts shooting out of him!
so apparently enough urine had gone out to cleanse his urethra and he just let the pee flow out and mopped it up w/ his johnny gown.
got home and told me later when i woke up like 'don't ever repeat that'.
comedy overrules privacy so i have been repeating ever since whenever i get a chance.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 21, 2016, 05:14:26 PM
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later.  

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together.  

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything.  

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants.  

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it.  

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go.  

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]

I would honestly be surprised if anyone anywhere could ever top this story. I want to highlight my fav parts but the whole thing is a masterpiece 
Title: Re: Awkward Sexual Experiences
Post by: Willie on January 22, 2016, 05:22:45 PM
Expand Quote
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later.  

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together.  

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything.  

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants.  

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it.  

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go.  

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
[close]

I would honestly be surprised if anyone anywhere could ever top this story. I want to highlight my fav parts but the whole thing is a masterpiece 

Holy shit. How did I miss this? Amazing.
Title: Re: Awkward Sexual Experiences
Post by: CigaretteBeer on January 22, 2016, 08:00:14 PM
Last night I was fucking this chick in the ass and noticed a dark spot on my dick. I pulled out and said " um there's something weird on my dick". She held my penis in her hand and started inspecting it. She said "oh, that's nothing" and flicked the poop chunk off with her finger, sending it sailing into the darkness untill I heard it thud against a wall. She then put my cock in her mouth and started working away. Less then a minute later she stopped and pulled something out of her mouth. It was another poop chunk that was hiding on the bottom side of my dick. She casually tossed it to the floor and started sucking again. I was repulsed but tried to close my eyes and think of something to keep my boner alive. No good. All I could think about was shit and slowly my erection lost it's life. She asked what was wrong. I said I was just tired and the meds I'm on sometimes make it hard to maintain a boner for a long peroid of time. She seemed okay with the excuse. When I got up she tried to kiss me but I quickly backed away. She asked what my problem was and I said I felt sick and hurried to the bathroom. When I was in there I started making fake vomitting noises and kept flushing the toilet while I scrubbed my dick and balls. Anal sex seems like a great idea in theory, but the few times I've had poo penis make me never want to attempt it again.
Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 22, 2016, 08:04:04 PM
Last night I was fucking this chick in the ass and noticed a dark spot on my dick. I pulled out and said " um there's something weird on my dick". She held my penis in her hand and started inspecting it. She said "oh, that's nothing" and flicked the poop chunk off with her finger, sending it sailing into the darkness untill I heard it thud against a wall. She then put my cock in her mouth and started working away. Less then a minute later she stopped and pulled something out of her mouth. It was another poop chunk that was hiding on the bottom side of my dick. She casually tossed it to the floor and started sucking again. I was repulsed but tried to close my eyes and think of something to keep my boner alive. No good. All I could think about was shit and slowly my erection lost it's life. She asked what was wrong. I said I was just tired and the meds I'm on sometimes make it hard to maintain a boner for a long peroid of time. She seemed okay with the excuse. When I got up she tried to kiss me but I quickly backed away. She asked what my problem was and I said I felt sick and hurried to the bathroom. When I was in there I started making fake vomitting noises and kept flushing the toilet while I scrubbed my dick and balls. Anal sex seems like a great idea in theory, but the few times I've had poo penis make me never want to attempt it again.


She's a keeper for sure. God bless her...
Title: Re: Awkward Sexual Experiences
Post by: Dr Steve Brule on January 22, 2016, 09:23:05 PM
Last night I was fucking this chick in the ass and noticed a dark spot on my dick. I pulled out and said " um there's something weird on my dick". She held my penis in her hand and started inspecting it. She said "oh, that's nothing" and flicked the poop chunk off with her finger, sending it sailing into the darkness untill I heard it thud against a wall. She then put my cock in her mouth and started working away. Less then a minute later she stopped and pulled something out of her mouth. It was another poop chunk that was hiding on the bottom side of my dick. She casually tossed it to the floor and started sucking again. I was repulsed but tried to close my eyes and think of something to keep my boner alive. No good. All I could think about was shit and slowly my erection lost it's life. She asked what was wrong. I said I was just tired and the meds I'm on sometimes make it hard to maintain a boner for a long peroid of time. She seemed okay with the excuse. When I got up she tried to kiss me but I quickly backed away. She asked what my problem was and I said I felt sick and hurried to the bathroom. When I was in there I started making fake vomitting noises and kept flushing the toilet while I scrubbed my dick and balls. Anal sex seems like a great idea in theory, but the few times I've had poo penis make me never want to attempt it again.


I lived with this girl for a while back in college. She was great, sex was great, bla bla bla. I was super into anal back then, and she was way into it too. It was awesome at the time, I didn't really mind the 'poo poo penis'. But one night she encouraged me to blow my load in her ass, and who would say no to that? So I blew my load, and after a minute she ran to the bathroom, which was right next door to my room. I could hear her basically pissing out of her ass in the room next to me. I could hear her squirting out the lube, jizz, and poop straight into the toilet. You know that sound of filling a toilet with your liquid shit? It totally sounded like that.
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on January 23, 2016, 11:54:48 AM
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Expand Quote
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid.  I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff?  He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms.  Turns out he lives pretty close and we started snapchatting.  He looks short and skinny like a bit more chinful Alexa Chung in pics.   So I ask him if he wants to hang out and he comes over a few days later.  

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that.  He puts on some approximation of a girl which was comforting, I guess.  I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again.  I keep saying like "you want to drink? We need to go get some juice or something to mix".  So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together.  

So we go back to my place and we hang out and he beats me bad at Mortal Kombat.  He's super easy to talk to though, so that wasn't a hurdle at all.  Was like talking to any other guy or girl.  I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light.  Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything.  

Let me take a moment to address the way this dude smells.  I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird.  Like a nursing home, I think.  Not rotten, almost like mildew.  And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay.  Because my finger brushes up against the tip of his dong.  I start thinking like "what the fuuuuck am I doing?? Why am I doing this?"  But I'm drunk and the train is already building up momentum.  With any girl, I'm just like "target acquired", and it's just go time.  So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants.  

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours.  He goes and I walk him back to the car.  People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them."  Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with.  We like the same stuff and he's pretty funny and all that."  So I unblock him from everything and he doesn't seem to notice.  And we talk some more and I'm like "want to hang out Monday?" and he's like "sure."  He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl!  Face and all, looks good!  And I'm so fucking confused!  So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots.  This time I just immediately start knocking back the vodka.  We're watching a movie.  We drink all the vodka, and I just starting drinking Jager from the bottle.  Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this.  I start touching his legs, and they're like girls legs.  I start rubbing his butt and it's like a girls butt.  He's wearing a thong which makes me laugh now when I think about it.  

I start rubbing his gooch because I don't know what the fuck I'm doing.  I know what girls like, but what the shit do I do with this stuff?  So I start rubbing on his asshole... start pushing some digits in.  Rubbing his dong and stuff and I'm so bummed.  I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers.  I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up.  I grab a bottle of lube from the other room... I come back and start doing three digits.  Then four.  I'm literally doing my best to fist this DUDE'S. ASS.  And it starts smelling so bad like a fucking broken sewer pipe.  I just start thinking "How the fuck does GAY do this? It's so horrible."  And I can't quite get past the knuckles and he's into it, I guess?  I can feel little bits of shit going up in my nails and getting all over his ass.  Eventually he says it hurts, so I stop, and go wash my hand for five minutes.  He wants to go lay down, so we go lay on the bed.  He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen.  So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no.  So I just kind of roll off and am like "my arm's tired."  And I go back to the other room and start the movie up again (we were watching Arachnophobia).  He goes into the bathroom and I can hear him farting like a fucking whoopee cushion.  He comes out and sits down and after a few minutes he says he needs to go.  

So he takes off.  I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes.  It took 2 days for it to go away, or at least for me to be able to notice it anymore.  Haven't talked to him since, blocked him on everything.  Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
[close]

I would honestly be surprised if anyone anywhere could ever top this story. I want to highlight my fav parts but the whole thing is a masterpiece 
[close]

Holy shit. How did I miss this? Amazing.

I remember this post like it was yesterday. Classic SLAP.

I remember how vivid an image it painted in my head and of course giggling at the thought of the dude thinking about SLAP in the midst of all this. It's a masterpiece indeed and one of the most genuine from the heart posts I've ever read on here, regardless of the graphic content.

Title: Re: Awkward Sexual Experiences
Post by: Xtal on January 23, 2016, 12:35:53 PM
Expand Quote
Last night I was fucking this chick in the ass and noticed a dark spot on my dick. I pulled out and said " um there's something weird on my dick". She held my penis in her hand and started inspecting it. She said "oh, that's nothing" and flicked the poop chunk off with her finger, sending it sailing into the darkness untill I heard it thud against a wall. She then put my cock in her mouth and started working away. Less then a minute later she stopped and pulled something out of her mouth. It was another poop chunk that was hiding on the bottom side of my dick. She casually tossed it to the floor and started sucking again. I was repulsed but tried to close my eyes and think of something to keep my boner alive. No good. All I could think about was shit and slowly my erection lost it's life. She asked what was wrong. I said I was just tired and the meds I'm on sometimes make it hard to maintain a boner for a long peroid of time. She seemed okay with the excuse. When I got up she tried to kiss me but I quickly backed away. She asked what my problem was and I said I felt sick and hurried to the bathroom. When I was in there I started making fake vomitting noises and kept flushing the toilet while I scrubbed my dick and balls. Anal sex seems like a great idea in theory, but the few times I've had poo penis make me never want to attempt it again.

[close]

I lived with this girl for a while back in college. She was great, sex was great, bla bla bla. I was super into anal back then, and she was way into it too. It was awesome at the time, I didn't really mind the 'poo poo penis'. But one night she encouraged me to blow my load in her ass, and who would say no to that? So I blew my load, and after a minute she ran to the bathroom, which was right next door to my room. I could hear her basically pissing out of her ass in the room next to me. I could hear her squirting out the lube, jizz, and poop straight into the toilet. You know that sound of filling a toilet with your liquid shit? It totally sounded like that.

Dr. Steve Brule, master of anal creampies 8)
Title: Re: Awkward Sexual Experiences
Post by: tobey on January 23, 2016, 01:04:53 PM
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Expand Quote
Expand Quote
Expand Quote
I was talking to this ladyboy (yes, I knew from the beginning) for a while online, met him on okcupid. � I never did anything with a guy, but I figure if he looks and sounds enough like a girl then fuck it, what's the diff? � He was really nerdy and shut-in so I didn't figure he was the type to be hanging out in rest stop bathrooms. � Turns out he lives pretty close and we started snapchatting. � He looks short and skinny like a bit more chinful Alexa Chung in pics. �  So I ask him if he wants to hang out and he comes over a few days later. � 

He calls me to say he's here and the first time I answer I'm like terrified he's gonna sound like a dude, and I dunno if I can take that. � He puts on some approximation of a girl which was comforting, I guess. � I have to go out in the parking lot to find him and when I finally see him and I see his face and it's essentially a dude with a girls haircut; great big nose and chin; I'm like "yo!" and I am kind of struggling to not look at him again. � I keep saying like "you want to drink? We need to go get some juice or something to mix". � So we go to the store and every time he would get in front of me I would look at his ass in these girls jeans and it's so little and puny like the pockets are touching together. � 

So we go back to my place and we hang out and he beats me bad at Mortal Kombat. � He's super easy to talk to though, so that wasn't a hurdle at all. � Was like talking to any other guy or girl. � I turn out the lights to watch some anime movie and look over and realize he looks way better in the soft light. � Like could totally be a night model, and start drinking... and after about 3 drinks I start to kind of rub his elbow, and he's not shying away or anything. � 

Let me take a moment to address the way this dude smells. � I don't know if its the shots of estrogen or some weird perfume, but this dude smelled so fucking weird. � Like a nursing home, I think. � Not rotten, almost like mildew. � And it is so strong.

Now I start pushing up on him and I got my hand up his shirt rubbing his stomach and stuff, and I start inching a pinky down the top of his pants and this is the first realization that what I'm doing is pretty gay. � Because my finger brushes up against the tip of his dong. � I start thinking like "what the fuuuuck am I doing?? Why am I doing this?" � But I'm drunk and the train is already building up momentum. � With any girl, I'm just like "target acquired", and it's just go time. � So I kiss his cheek and I start rubbing his butt and he's kissing me back and I touch his dick and it's so weird and little, like he's wearing low rise girls pants and the thing is hard, but it's still not making it out of the top of his pants. � 

He kind of rolls over and sits on me and is like "what time is it?" and I hop up and grab my phone and am like "midnight", so he's been there about 6 hours. � He goes and I walk him back to the car. � People see us and I immediately begin to appreciate how a lot gay people must feel all day every day, like "I hope they don't just decide to jump us for walking past them." � Anyway, we say goodbye and he goes.

I immediately block his number and snapchat and all that, but after a few hours I think "Dude's fun to hang out with. � We like the same stuff and he's pretty funny and all that." � So I unblock him from everything and he doesn't seem to notice. � And we talk some more and I'm like "want to hang out Monday?" and he's like "sure." � He sends me some snapchats of him in some lingerie and he looks like a skinny hot girl! � Face and all, looks good! � And I'm so fucking confused! � So I'm like "gonna wear that skirt Monday?" and he's all "if that's what you want."

So he shows up in this skirt and some weird white leather cowboy boot things and I'm just so bummed because, once again, it's a dude in a skirt and some fruity boots. � This time I just immediately start knocking back the vodka. � We're watching a movie. � We drink all the vodka, and I just starting drinking Jager from the bottle. � Which isn't abnormal, I like the taste of it, but I'm really trying to get drunk for this. � I start touching his legs, and they're like girls legs. � I start rubbing his butt and it's like a girls butt. � He's wearing a thong which makes me laugh now when I think about it. � 

I start rubbing his gooch because I don't know what the fuck I'm doing. � I know what girls like, but what the shit do I do with this stuff? � So I start rubbing on his asshole... start pushing some digits in. � Rubbing his dong and stuff and I'm so bummed. � I so badly want it to be girl parts and I'm treating his dong like a big clit refusing to stroke just rubbing it with the middle and ring fingers. � I start using more and more fingers and I stop for a second and think of Band's sig of that dude greasing his hand up. � I grab a bottle of lube from the other room... I come back and start doing three digits. � Then four. � I'm literally doing my best to fist this DUDE'S. ASS. � And it starts smelling so bad like a fucking broken sewer pipe. � I just start thinking "How the fuck does GAY do this? It's so horrible." � And I can't quite get past the knuckles and he's into it, I guess? � I can feel little bits of shit going up in my nails and getting all over his ass. � Eventually he says it hurts, so I stop, and go wash my hand for five minutes. � He wants to go lay down, so we go lay on the bed. � He starts bending over and pushing his ass at me and saying "You have a condom, right?" and I am so fucking limp like a fucking shoe string no way no how that is going to happen. � So I just flip him over and I'm kissing his stomach and hips and I can feel his ball hairs brushing across my mouth and I'm biting his thighs and tugging on his ridiculously hard crooked little dong and stuff but I just CANNOT BLOW HIM, no, no-no. � So I just kind of roll off and am like "my arm's tired." � And I go back to the other room and start the movie up again (we were watching Arachnophobia). � He goes into the bathroom and I can hear him farting like a fucking whoopee cushion. � He comes out and sits down and after a few minutes he says he needs to go. � 

So he takes off. � I washed my hand for, at least, another 20 minutes with vinegar, bleach, peroxide, rubbing sliced lemons and limes all over it, I boiled my ring for like 45 minutes. � It took 2 days for it to go away, or at least for me to be able to notice it anymore. � Haven't talked to him since, blocked him on everything. � Anyway, if you ever see a tranny and think "what's the diff?", that's the diff.
[close]
[close]

I would honestly be surprised if anyone anywhere could ever top this story. I want to highlight my fav parts but the whole thing is a masterpiece� 
[close]

Holy shit. How did I miss this? Amazing.
[close]

I remember this post like it was yesterday. Classic SLAP.

I remember how vivid an image it painted in my head and of course giggling at the thought of the dude thinking about SLAP in the midst of all this. It's a masterpiece indeed and one of the most genuine from the heart posts I've ever read on here, regardless of the graphic content.



I want band back so bad. I would always just start laughing whenever i saw that sig, he beat Will in the gif game and that says a lot because i like Will's gif game
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on January 23, 2016, 06:09:21 PM
the part with "i JUST CANNOT BLOW HIM" brings me close to tears every time.
Title: Re: Awkward Sexual Experiences
Post by: ttching! on January 24, 2016, 10:11:05 AM
Always douche before anal.
Title: Re: Awkward Sexual Experiences
Post by: h00man on May 13, 2016, 11:30:22 AM
Why isn't this on the first page?! Someone tell a story! Lie for all I fucking care
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on May 13, 2016, 12:56:03 PM
  I met a girl on the stairs outta the skytrain.  Started talking and we hung out and kissed.  We courted for about two days over that week and finally at 2 or 3 am we had sex.   Afterward she's very happy and expressive but because I'm now using her computer she get's angry.  The very instant she got irked I could feel it and I instinctively started to stand up and I'm looking at her and she is starting to realize I'm leaving (just as I was realizing it myself).  This is all happening over the period of 2 or 3 seconds.  She starts to scream and I   b-lined out the door grabbing my skateboard.  Relationship over.  -This ended up being a condensed version that mirrors most of my relationships with girlfriends (even some longer term ones).  The exceptions make it worth it.
Title: Re: Awkward Sexual Experiences
Post by: FrenchFriedClownFingers on May 13, 2016, 09:29:07 PM
Always douche before anal.

this. make that lady get a at home enema and you will truly know all the wonders that her asshole has to offer..

oh yeah, one time i was letting this girl sit on my face while eating her out and she squirted in my mouth enough to fill it
Title: Re: Awkward Sexual Experiences
Post by: straight on May 13, 2016, 10:15:36 PM
Do you spit or swallow?
Title: Re: Awkward Sexual Experiences
Post by: Sk.A.T.A.N on June 17, 2016, 07:50:08 PM
Today i went out with my girl and we usually fuck in the car after going to the bar or something. I went to our usual hidden places to fuck and no one was empty... Cars doing the same thing, or something happening close to it. So we went to the final option, that is usually always the one that is never available (there's always someones there fucking too), and it was empty, no car in it. So I park the car, middle of nowere, bushes all around, almost pitch black. I go out and pee, hear some noises, but they seemed really far, and like some animal (could be a fox or something). Then my girl goes out to pee too and tells me the same, that heard some noise, but it seemed like a animal. I was a little suspicious, but we started making out and forgotten about it. We started fucking and when he were about to change positions we hear the noises again. I told her to dress on, she jumps to the seat and we stop there, starring at the bushes and we see some cigarette flame in it. we freeze and stay looking, after like 5 mins about 6 youngsters jump out of the bushes at pass like right in front of the car and go away. So we started panicking thinking they filmed us. I tried on her Iphone right there if they could see anything but it was straight black, i tried the flash but with it would reflect in the frontwindow and they couldnt see anything more than the car number (the windows were a little wet too). I left my girl home and tried to simulate the action on my garage (it was as dark too). So without flash, they couldnt see shit, with flash they could see the car, and there's some chance about the inside, but the flashlight would be so strong that it would reflect on the window shield. there's no chance they could use the flash without we noticing it. Well, not that interesting story, I'm not worried about them seeing my dick or her ass... I'm just hoping that if by any chance they caught us on film, it doesnt goes to facebook or something.  :'(
Title: Re: Awkward Sexual Experiences
Post by: FrenchFriedClownFingers on June 17, 2016, 08:50:09 PM
Do you spit or swallow?

First time i spit, second time i swallowed and i now have night vision loads



ahh i wouldn't skatan, they were prolly in the middle of their nightly circle jerk and were just as startled as you were :D
Title: Re: Awkward Sexual Experiences
Post by: h00man on June 24, 2016, 04:59:07 PM
Today i went out with my girl and we usually fuck in the car after going to the bar or something. I went to our usual hidden places to fuck and no one was empty... Cars doing the same thing, or something happening close to it. So we went to the final option, that is usually always the one that is never available (there's always someones there fucking too), and it was empty, no car in it. So I park the car, middle of nowere, bushes all around, almost pitch black. I go out and pee, hear some noises, but they seemed really far, and like some animal (could be a fox or something). Then my girl goes out to pee too and tells me the same, that heard some noise, but it seemed like a animal. I was a little suspicious, but we started making out and forgotten about it. We started fucking and when he were about to change positions we hear the noises again. I told her to dress on, she jumps to the seat and we stop there, starring at the bushes and we see some cigarette flame in it. we freeze and stay looking, after like 5 mins about 6 youngsters jump out of the bushes at pass like right in front of the car and go away. So we started panicking thinking they filmed us. I tried on her Iphone right there if they could see anything but it was straight black, i tried the flash but with it would reflect in the frontwindow and they couldnt see anything more than the car number (the windows were a little wet too). I left my girl home and tried to simulate the action on my garage (it was as dark too). So without flash, they couldnt see shit, with flash they could see the car, and there's some chance about the inside, but the flashlight would be so strong that it would reflect on the window shield. there's no chance they could use the flash without we noticing it. Well, not that interesting story, I'm not worried about them seeing my dick or her ass... I'm just hoping that if by any chance they caught us on film, it doesnt goes to facebook or something.  :'(

God damn kids. Should always have towels or sheets to cover the windows, even though it's obvious from the outside.

Me and one of my exes used to get it on in the car on a few streets near her place late at night. One time I parked near a bus stop (even though the buses don't run that late anyway), and we were started to get undressed and shit. I believe she was giving me head, when I saw blue lights flashing behind my car. Panic mode, I told my girl to stop and we were freaking out. Pulled up my pants and gave her her shirt to put back on. Cop came next to the window and asked me to roll it down (which was kinda hard because we were in the back seat), and asked if she was my girlfriend. I said yes, and he asked her if she was my girlfriend, which she responded with yes. He then told us to get out of there, and left. We went home that night. But we came back the next couple of days to do our thing anyway.
Title: Re: Awkward Sexual Experiences
Post by: Sk.A.T.A.N on June 25, 2016, 06:19:33 PM

God damn kids. Should always have towels or sheets to cover the windows, even though it's obvious from the outside.

Me and one of my exes used to get it on in the car on a few streets near her place late at night. One time I parked near a bus stop (even though the buses don't run that late anyway), and we were started to get undressed and shit. I believe she was giving me head, when I saw blue lights flashing behind my car. Panic mode, I told my girl to stop and we were freaking out. Pulled up my pants and gave her her shirt to put back on. Cop came next to the window and asked me to roll it down (which was kinda hard because we were in the back seat), and asked if she was my girlfriend. I said yes, and he asked her if she was my girlfriend, which she responded with yes. He then told us to get out of there, and left. We went home that night. But we came back the next couple of days to do our thing anyway.


It was a really hidden place, didnt thought that somebody could be there. But nothing happened in the past days so I think we are safe!  ;)

A friend of mine had a similar situation with the cops but they didnt done anything, just asked them to leave.
Title: Re: Awkward Sexual Experiences
Post by: h00man on June 27, 2016, 05:11:54 PM
Expand Quote

God damn kids. Should always have towels or sheets to cover the windows, even though it's obvious from the outside.

Me and one of my exes used to get it on in the car on a few streets near her place late at night. One time I parked near a bus stop (even though the buses don't run that late anyway), and we were started to get undressed and shit. I believe she was giving me head, when I saw blue lights flashing behind my car. Panic mode, I told my girl to stop and we were freaking out. Pulled up my pants and gave her her shirt to put back on. Cop came next to the window and asked me to roll it down (which was kinda hard because we were in the back seat), and asked if she was my girlfriend. I said yes, and he asked her if she was my girlfriend, which she responded with yes. He then told us to get out of there, and left. We went home that night. But we came back the next couple of days to do our thing anyway.

[close]

It was a really hidden place, didnt thought that somebody could be there. But nothing happened in the past days so I think we are safe!  ;)

A friend of mine had a similar situation with the cops but they didnt done anything, just asked them to leave.

God damn cops ruining all our fun!
Title: Re: Awkward Sexual Experiences
Post by: Adam Carolla on July 07, 2016, 06:50:27 PM
i put an ad on cl looking for matures and grannies specifically and one replied. she was almost 50yrs old. she didnt live far and after a couple days of chatting and swapping face pics she came over and turned out to be hot as fuck not fat at all. we went up to my room and i started eating her pussy and it didnt smell bad at all. she told me to start fingering her ass and she mustve used an enema cause it was super clean didnt stink either. she warmed up her butthole too before she came over because it had that elasticity to it and naturally looked broken in which is perfect. but while i was down there burying my face in her cunt i couldnt stop thinking about how now i probably have herpes for life and its gonna be all over my face. made me really nervous which then made my dick super soft like shrunken into little baby dick size i was so embarrassed. after a lil bit i got hard and put on a condom but then got soft again really quick and i took it off and then tried to shove it in raw but it didnt work. she sucked me off and didnt like the condom taste so she stopped. we talked for a bit and i kept saying how sorry i was and she was cool about it. i wish i could do it all over again or have a second chance cause i wouldnt be nervous and i would seriously tear her ass up she was so fine.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on July 07, 2016, 10:32:49 PM
she warmed up her butthole too before she came over because it had that elasticity to it and naturally looked broken in which is perfect.

fuck dude...
Title: Re: Awkward Sexual Experiences
Post by: swag nollies on July 07, 2016, 11:57:53 PM
Lanza, you off the chain dawg
Title: Re: Awkward Sexual Experiences
Post by: Rafiki on July 08, 2016, 12:08:50 AM
i put an ad on cl looking for matures and grannies specifically and one replied. she was almost 50yrs old. she didnt live far and after a couple days of chatting and swapping face pics she came over and turned out to be hot as fuck not fat at all. we went up to my room and i started eating her pussy and it didnt smell bad at all. she told me to start fingering her ass and she mustve used an enema cause it was super clean didnt stink either. she warmed up her butthole too before she came over because it had that elasticity to it and naturally looked broken in which is perfect. but while i was down there burying my face in her cunt i couldnt stop thinking about how now i probably have herpes for life and its gonna be all over my face. made me really nervous which then made my dick super soft like shrunken into little baby dick size i was so embarrassed. after a lil bit i got hard and put on a condom but then got soft again really quick and i took it off and then tried to shove it in raw but it didnt work. she sucked me off and didnt like the condom taste so she stopped. we talked for a bit and i kept saying how sorry i was and she was cool about it. i wish i could do it all over again or have a second chance cause i wouldnt be nervous and i would seriously tear her ass up she was so fine.
Whose man is this
Title: Re: Awkward Sexual Experiences
Post by: jc on July 08, 2016, 09:22:42 AM
i let out a juicy fart during a blowjob once.
Title: Re: Awkward Sexual Experiences
Post by: Wizard Fight on July 09, 2016, 10:40:28 AM
Has anyone been farted on while going down on a girl?
Title: Re: Awkward Sexual Experiences
Post by: Level 60 Dwarf Paladin on July 09, 2016, 10:50:14 AM
Yes. I didn't give a fuck, thought it was hilarious. Sounded like a shower fart because of all the wetness. Brap.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 31, 2016, 10:39:04 AM
My girlfriend and I have been dating for around 2 years or so and the crazy, weird sex has cut back dramatically. We're really feeling this hit so we decided we wanted to spice it up a little bit so on Christmas we decided we wanted to have sex at every Christmas we went to (we had 4). We got through 3 of them perfectly fine but we saved her family's for last because  it was the hardest to do so at. We get there and have a good time but then we decide it's time. There was a clubhouse in the backyard and the kid's were too busy with their new toys to try to  go out there. We sneak out and get to business. It was pretty dope because it was a really nice clubhouse, I wasn't even close to nutting when her cousin shows up (I'm assuming because she got made fun until she left like she does every holiday) and stops dead in her tracks. Now this would be awkward in the first place but I semi-dated and took the cousin's  virginity a couple years before I dated my current. She yells in surprise and walks back to the house. We sit out there trying to decide our next move; either go back inside the house and face the family or just bail. We feel like the cousin wouldn't snitch so we head back in. As soon as I step in the door we're met with all eyes until one of her other cousin's says "My girlfriend starts crying from embarrassment, and I drink my chelada thinking about how I cant show my face around her family for at least half a year and now that's a Christmas memory for the whole family. Maybe getting caught having sex is my kink or something but I can't help putting myself in these situations. I got a new pair of all white Vans Old Skools and an 8.25 Alien deck tho so Christmas was pretty good. Also, my family is taking all of us to Pensicola in August so I'm sure something embarrassing will happen there too.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 31, 2016, 03:19:53 PM
Happy New Year Jimi.  Thank you.
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on December 31, 2016, 03:26:20 PM
There was a typo i didnt notice. her cousin said "IDK WHY I NEVER THOUGHT TO FUCK OUT THERE". Happy New Year all
Title: Re: Awkward Sexual Experiences
Post by: somethingmustbreaknow on December 31, 2016, 04:04:50 PM
i don't think that that's a typo.
but gnarred all the way. sick b.
Title: Re: Awkward Sexual Experiences
Post by: castillo's curls on January 01, 2017, 09:05:53 AM
Wait, you took your cousin's v-card  ???
Are you Kevin Gates?
Title: Re: Awkward Sexual Experiences
Post by: jimi420 on January 01, 2017, 10:09:09 AM
Wait, you took your cousin's v-card  ???
Are you Kevin Gates?
my girlfriend's cousin, my bad. No Kevin Gates here.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on March 09, 2017, 04:58:41 PM
just got done having sex, we'll say my gf's name is lasagna. lasagna is complaining of allergies so i offer her a spoon of my honey because local honey has pollen it kills allergies, makes your dick hard and all sorts of good stuff. raw honey is magic.
so i leave lasagna in bed naked, grab honey and spoon. erstwhile my mom has just gotten the mail. mailman's wife is also named lasagna. i gave him a jar last fall for helping me net my blueberries.
i just spooned honey in my girl's mouth, spilled some on her tit. i'm leaning over to lick it off when i hear my mom go 'best honey lasagna ever tasted' and we both freeze up like 'is she in here? watching from the door? this is highly fucking inappropriate!'
i start to stammer something but my mom isn't in the room, she had just seen mailman who had repeated that his wife's praise of the honey but talk about poor timing.
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 09, 2017, 08:46:15 PM
Just say your girlfriend's/mailman's name. Your bank account isn't getting hacked over that. Now I have an image of lasagna with honey instead of tomato paste.
Title: Re: Awkward Sexual Experiences
Post by: straight on March 09, 2017, 09:12:56 PM
you would
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on March 10, 2017, 09:49:45 AM
Where art thou, Jimi?
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 10, 2017, 09:59:49 AM
Gotta keep this thread going.

Well not really awkward but have been fucking a girl from tinder. She's fun.

Yay not much of a story sorry guys.
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on March 10, 2017, 03:30:42 PM
I was fucking my girlfriend, and a dry and loose booger fell from my nose on to her face. Needless to say it was awkward for me and that it killed the vibe.
Title: Re: Awkward Sexual Experiences
Post by: Deucifer on March 10, 2017, 04:34:59 PM
Was at a show a couple weeks ago and this pretty cute girl comes up to me and offers to buy me a drink. After almost saying no, I rethought my decision and accepted. Ended up hanging out at a couple bars the rest of the night, made out for a while. I'm getting ready to head out, ask if she wants to come back to my place. She has work in the morning, cool, I head out back home. Within 2-3 minutes she texts "come pick me up". So I turn around to what I thought was going to be me picking her up and heading to my house. Wrong.

I show up to the address she gave and call to let her know I'm there. She tells me to come in. I go inside and it's this gay couple's place and everyone was cooking vegan food and drinking vodka. I said fuck it, when in rome. So I drink some vodka and I'm dancing in the living room with her and the gay dudes to some gaga and other various awful music. after maybe an hour or so she leads me outside to my car and we start hooking up. She immediately grabs for my dick and just starts going for it, she really knew her way around a shaft. I'm kinda on top of her in the front seat, trying to decide if I wanna try and fuck in the front seat or just let this girl give me the full tug. I decide to opt for the full tug and nut all over this girls shirt. surprisingly, she's not even bummed and wants to hang out again.

So she texts me the next day wanting to hang out again that night. I agree, she changes her mind, I agree again. A couple hours later she hits me up for my address saying she's coming now over but I need to make it quick. Ok. At this point it's maybe 2 or 3 in the afternoon. She shows up around 3:30-4 and we head straight to my bedroom. I am pretty much dead sober, so awkward as they come. We're hooking up and get naked and I go to put a condom on and could not get past 45% erect. Put out a piss poor performance. I tried to get round 2 going but was completely flaccid. I got nervous this girl was so willing to just hop in bed, plus my anxiety with new people is x100 without some sort of buzz. After a few minutes of realizing it wasn't going to happen she gets up and starts putting her clothes on. I offer her a ride, she accepts and that's that.

I chalk it up to a loss, you live and learn. Don't do booty calls at 4 in the afternoon. Then I get a text from her, "was it me?" I tell her no, I just get anxious and was nervous. she says "be honest" and starts guffing me about not telling her the truth and blah blah blah. thats when I stopped responding.
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on March 10, 2017, 09:56:15 PM
How you even got that far with her stop and go, back and forth attitude was a feat itself. A true warrior.
Title: Re: Awkward Sexual Experiences
Post by: somethingmustbreaknow on March 11, 2017, 12:59:03 AM
are you me?  sounds  deadly familiar,
unfortunately. which show was it at?
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on March 11, 2017, 03:04:51 AM
How you even got that far with her stop and go, back and forth attitude was a feat itself. A true warrior.

Agreed


Also, I got "stage fright" a couple of weeks ago with this girl, just because I was nervous and it's been ages since I've been with a girl. I just laughed about it, said sorry, she said I don't need to be sorry, I went down on her, it was cool. The next time we hooked up it was great, no pressure at all. Been seeing her for a few weeks. Your old boy Grind King Rims is back in the game after years, boys  :)
Title: Re: Awkward Sexual Experiences
Post by: Willie on March 11, 2017, 07:42:16 AM
So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on March 11, 2017, 07:52:42 AM
So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
dr shark tits here. my best hypothesis is it's lack of practice. ie when you're doing it alot you become inured to the feeling, i don't wanna say it becomes 'whatever' but when it's rare you're more excited and therefor more 'hair trigger'.
i had a friend on maui that's originally from little rhody [providence] and she visited me a few yrs ago. her ex and our mutual friend had taken his life and we hung out together a bunch so one time we started making out and i swear this never happened before/since but i straight busted in my pants like a diurnal emission then had to stay into it to play it off so she didn't think 'wow this jamoke just busted from some tongue kissing'.
but yeah, totally a result of lack of female energy.
Title: Re: Awkward Sexual Experiences
Post by: SodaJerk on March 11, 2017, 09:52:20 AM
So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
Dude that fucking sucks. Do you speak to your wife about why you're not having sex? I have times where my wife and I go a few weeks without sex and it twists my brain. I work a lot and don't get much time to myself so I can't even really knock one out so I go stir crazy but I've found that text flirting or straight up saying "Where doing it tonight/tomorrow " or whatever triggers her into thinking about it and then we get down. Since working this out my text flirting game is getting strong.
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on March 11, 2017, 01:44:19 PM
i haven't had any awkward sexual experiences in a seriously long time, but here's one that stands out from back in the day.

I woke up (I was passed out drunk) to my friends not so attractive, dreadlocked girlfriend rummaging in my pants and fully stroking my shit.
Her hands were all fucking rough and I have no idea how long she had been cranking on me but it my reaction was to push her off of me. I can't remember exactly what I said.. it was something like "no thanks." I do remember whatever it was, it bummed her out.. but I know I wasn't mean about it.

I told my friend a like a year or so later, and we had a good laugh about her rough assed hands.
Title: Re: Awkward Sexual Experiences
Post by: straight on March 11, 2017, 03:25:41 PM
^ was her name annie?
Title: Re: Awkward Sexual Experiences
Post by: shakecunt on March 11, 2017, 04:40:24 PM
My most confusing nut was solo when I was on molly. I went to piss with shriveled dick and nutted and peed at the same time. No stimulation necessary at all. It was a good feeling nut I must admit, imagine peeing and nutting at the same time, but I was scared I was just gonna keep nutting my pants out of nowhere the rest of the night.
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on March 11, 2017, 08:21:59 PM
^ was her name annie?

no ..please tell me you know of another busted face dreadlocked girl who 'takes advantage' of drunk dudes.
Title: Re: Awkward Sexual Experiences
Post by: straight on March 11, 2017, 09:14:11 PM
Expand Quote
^ was her name annie?
[close]

no ..please tell me you know of another busted face dreadlocked girl who 'takes advantage' of drunk dudes.

same exact thing happened to me on annies blue futon .. annie didnt wear deodorant and also introduced me to some really great weed .. she claimed to know the guy that invented the strain headband .. she looked and sounded like janis joplin
Title: Re: Awkward Sexual Experiences
Post by: Willie on March 11, 2017, 10:13:48 PM
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So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
[close]
dr shark tits here. my best hypothesis is it's lack of practice. ie when you're doing it alot you become inured to the feeling, i don't wanna say it becomes 'whatever' but when it's rare you're more excited and therefor more 'hair trigger'.
i had a friend on maui that's originally from little rhody [providence] and she visited me a few yrs ago. her ex and our mutual friend had taken his life and we hung out together a bunch so one time we started making out and i swear this never happened before/since but i straight busted in my pants like a diurnal emission then had to stay into it to play it off so she didn't think 'wow this jamoke just busted from some tongue kissing'.
but yeah, totally a result of lack of female energy.

I completely believe this is a thing.

So, I basically produce zero precum. I can get an erection or have a half a wank watching tv, quit, and nothing's gonna happen. If I make out with girl and get like a 30 second boner and then walk away I'll dribble some seminal fluids in my pants without fail.

Why? Gotta be that female energy...
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on March 12, 2017, 01:22:30 PM
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Expand Quote
^ was her name annie?
[close]

no ..please tell me you know of another busted face dreadlocked girl who 'takes advantage' of drunk dudes.
[close]

same exact thing happened to me on annies blue futon .. annie didnt wear deodorant and also introduced me to some really great weed .. she claimed to know the guy that invented the strain headband .. she looked and sounded like janis joplin

Annie sounds like the more connected and slightly less rough handed version.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on March 12, 2017, 01:47:34 PM
Expand Quote
Expand Quote
So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
[close]
dr shark tits here. my best hypothesis is it's lack of practice. ie when you're doing it alot you become inured to the feeling, i don't wanna say it becomes 'whatever' but when it's rare you're more excited and therefor more 'hair trigger'.
i had a friend on maui that's originally from little rhody [providence] and she visited me a few yrs ago. her ex and our mutual friend had taken his life and we hung out together a bunch so one time we started making out and i swear this never happened before/since but i straight busted in my pants like a diurnal emission then had to stay into it to play it off so she didn't think 'wow this jamoke just busted from some tongue kissing'.
but yeah, totally a result of lack of female energy.
[close]

I completely believe this is a thing.

So, I basically produce zero precum. I can get an erection or have a half a wank watching tv, quit, and nothing's gonna happen. If I make out with girl and get like a 30 second boner and then walk away I'll dribble some seminal fluids in my pants without fail.

Why? Gotta be that female energy...
for reals, my dick's bigger when i pull it outta some pussy vs when i'm pulling on it.
can't remember what her name was but i knew a 'handsie' girl in tempe. my buddy had sex w/ her and my exgf ended up going down on her. i was just like 'oh great, i'm very proud of you honey'. she's gotta be close to 40 now.
once i woke up to a 14 yr old girl jerking me off in a tent.
another time i woke up to a more age appropriate girl jerking me off in a squat in the mission.
still another time an exgf tried to wake me up riding me but i had a pee-on so i pushed her off and kinda rolled over and pissed. we were in a cow field just over the texas border on the oklahoma side after cops pulled our train over and the next morning we all had ticks [gf's exbf was w/ us too. one crazy summer!]
Title: Re: Awkward Sexual Experiences
Post by: Deucifer on March 13, 2017, 04:32:30 PM
are you me?  sounds  deadly familiar,
unfortunately. which show was it at?

haha it was a friend's band at a local pub. All together a pretty good time.

I spent the night at this other girl's house over the weekend, woke up in the middle of the night to pee and couldn't find the door out or the light. Started getting real worried I was just gonna end up pissing all over the ground. found the door in the nick of time.

not exactly a sexual experiance but would have guaranteed none of those for me with her in the future.
Title: Re: Awkward Sexual Experiences
Post by: Nate on March 15, 2017, 03:28:12 AM
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 15, 2017, 10:59:14 AM
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.

If a girl isnt into you because you can't finish she isnt the one. You got a good catch. 
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on March 15, 2017, 11:42:24 AM
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.

five minutes is respectable, especially if you translate it into a pump count.

example: 1 pump per second = 60 pumps per minute. (+- 7.5 pumps)
Multiplied times 5 = 300 pumps on average. 262.5 pumps at the least and 337.5 pumps on the high end.


Title: Re: Awkward Sexual Experiences
Post by: Deucifer on March 15, 2017, 01:30:13 PM
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
Expand Quote
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.
[close]

five minutes is respectable, especially if you translate it into a pump count.

example: 1 pump per second = 60 pumps per minute. (+- 7.5 pumps)
Multiplied times 5 = 300 pumps on average. 262.5 pumps at the least and 337.5 pumps on the high end.




say you extend those pumps out to 2, maybe even four seconds. We're talking 10-20 minutes. Now you're cooking with gas!
Title: Re: Awkward Sexual Experiences
Post by: Esquivel on March 16, 2017, 03:01:10 AM
National Fuel Gas "Cookin' With Gas" (http://www.youtube.com/watch?v=FJRQo5aawho#)
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on March 16, 2017, 10:01:22 AM
Expand Quote
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
Expand Quote
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.
[close]

five minutes is respectable, especially if you translate it into a pump count.

example: 1 pump per second = 60 pumps per minute. (+- 7.5 pumps)
Multiplied times 5 = 300 pumps on average. 262.5 pumps at the least and 337.5 pumps on the high end.



[close]

say you extend those pumps out to 2, maybe even four seconds. We're talking 10-20 minutes. Now you're cooking with gas!

turtle pumps
Title: Re: Awkward Sexual Experiences
Post by: IanBZHD on March 17, 2017, 09:10:35 AM
Expand Quote
Expand Quote
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
Expand Quote
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.
[close]

five minutes is respectable, especially if you translate it into a pump count.

example: 1 pump per second = 60 pumps per minute. (+- 7.5 pumps)
Multiplied times 5 = 300 pumps on average. 262.5 pumps at the least and 337.5 pumps on the high end.



[close]

say you extend those pumps out to 2, maybe even four seconds. We're talking 10-20 minutes. Now you're cooking with gas!
[close]

turtle pumps
Turtle's necks look like dicks, and turtles are also slow.

It like God was trying to give us a hint...
Title: Re: Awkward Sexual Experiences
Post by: tobey on March 17, 2017, 09:19:37 AM
Expand Quote
Expand Quote
Expand Quote
Quote from: Nate  link=topic=42479.msg2620166#msg2620166 date=1489573692
Expand Quote
So lately the only action I have gotten was through random tinder hookups.  I finally met a girl who I was into and we ended up hooking up, for some reason I got nervous and couldn't finish.  Next night we fucked again and I came in 5 minutes, I felt so embarrassed but for some reason she is still into me.
[close]

five minutes is respectable, especially if you translate it into a pump count.

example: 1 pump per second = 60 pumps per minute. (+- 7.5 pumps)
Multiplied times 5 = 300 pumps on average. 262.5 pumps at the least and 337.5 pumps on the high end.



[close]

say you extend those pumps out to 2, maybe even four seconds. We're talking 10-20 minutes. Now you're cooking with gas!
[close]

turtle pumps
[close]
Turtle's necks look like dicks, and turtles are also slow.

It like God was trying to give us a hint...

Jerry Seinfeld is god confirmed

(https://s-media-cache-ak0.pinimg.com/736x/90/41/3d/90413d982db7c9b3b65f8b3ee8301470.jpg)
Title: Re: Awkward Sexual Experiences
Post by: shark tits on December 13, 2017, 12:31:21 PM
i had this south carolina gf who knew what she wanted. i'm kind of a lazybones, quid pro quo, missionary or doggy basic bitch in the sack but she really brought the alpha dogg outta me.
she'd smack me to get me mad and pull her hair, choke her til her face goes blue.
so i tied her up one time and she liked being choked and i'm not versed in the ways of D/s relationships so to me, choked and water poured down her throat is 2 sides of the same coin.
well guess what? it is not!
she swallowed a beer and i peed in a cup and she swallowed [hold her nose so she has to open her mouth] and for whatever reason i had like a large glass of water and poured that shit, girl started shaking and crying.
i felt rotten like 'what did i do?'
she goes 'i drowned in a past life' and you know, she's nuttier than dogshit but who am i to disagree?
on the bright side, we got to just have vanilla sex for a few days and i was off the hook for quasi abusive [but still kinda rad] rape fantasy all the time crap. too much pressure!
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 13, 2017, 03:21:43 PM
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)
Title: Re: Awkward Sexual Experiences
Post by: shark tits on December 13, 2017, 03:30:36 PM
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)
i see you've met my wife
Title: Re: Awkward Sexual Experiences
Post by: SOTY on December 13, 2017, 04:01:31 PM
I'm a 31 year old virgin, and that's awkward.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 13, 2017, 04:01:48 PM
Expand Quote
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)
[close]
i see you've met my wife
  -you see?  I'm a good guy.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 13, 2017, 04:04:55 PM
I'm a 31 year old virgin, and that's awkward.
 
  You might be better at sex then some vets tho you never know.  I heard there's nice hookers in indo.  Big ol seal you gotta break there mister. Good luck!
Title: Re: Awkward Sexual Experiences
Post by: TheFifthColumn on December 15, 2017, 02:10:33 AM

I'm a 31 year old virgin, and that's awkward.

Maybe spend more time at bars and less time at spermbanks?

My son Vince born April 18th, 2015. Best thing that ever happened to me.
(http://www.teamjimmyjoe.com/wp-content/uploads/2012/12/Bad-Tattoos-baby-portrait.jpg)
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 15, 2017, 06:04:53 AM

Expand Quote
I'm a 31 year old virgin, and that's awkward.
[close]

Maybe spend more time at bars and less time at spermbanks?

Expand Quote
My son Vince born April 18th, 2015. Best thing that ever happened to me.
(http://www.teamjimmyjoe.com/wp-content/uploads/2012/12/Bad-Tattoos-baby-portrait.jpg)
[close]
Bars?  -I don't know if thats the best place but maybe.
Title: Re: Awkward Sexual Experiences
Post by: imad on December 17, 2017, 03:31:11 PM
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)

You're a fucking pathetic loser holy shit LOL.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on December 18, 2017, 06:24:06 AM
I kinda have them every time I trick a girl into having sex with me.
Title: Re: Awkward Sexual Experiences
Post by: matter of fact on December 18, 2017, 05:42:36 PM
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)

shoulda pulled a louis ck and jerked off in front of her. sounds like she was asking for it
Title: Re: Awkward Sexual Experiences
Post by: JB on December 19, 2017, 06:17:30 AM
a few weeks ago my wife paused mid blowjob to remind me that we needed to put tooth fairy money under our kids pillow. not that awkward, but it made me laugh.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 19, 2017, 07:40:31 AM
Expand Quote
  I was taking a bath and my friend whos a girl came by and was sitting in the bathroom with me.  Shes my friend and I don't want to fuck her at all.  She starts rubbing my body and I start to get a chubbo and she keeps going till she gets down to my dick and she's like, "you can finish yourself off cause I'm not going too."  I was pissed she said that cause I would have stopped her if she started with that  anyway. (shes married and has bad breath occasionally, less then half the time tho but still)
[close]

shoulda pulled a louis ck and jerked off in front of her. sounds like she was asking for it

   Yah I have to work at being a bit more sexually adventurous maybe. 
Title: Re: Awkward Sexual Experiences
Post by: Robert Baratheon on December 19, 2017, 08:14:38 AM
a few weeks ago my wife paused mid blowjob to remind me that we needed to put tooth fairy money under our kids pillow. not that awkward, but it made me laugh.

You are a boss if you can get money/tooth swap done without them waking up. So stressful. A beeg should be the reward for successfully pulling that off. 
Title: Re: Awkward Sexual Experiences
Post by: JB on December 19, 2017, 08:51:23 AM
Expand Quote
a few weeks ago my wife paused mid blowjob to remind me that we needed to put tooth fairy money under our kids pillow. not that awkward, but it made me laugh.
[close]

You are a boss if you can get money/tooth swap done without them waking up. So stressful. A beeg should be the reward for successfully pulling that off. 

He's the heaviest sleeper I've ever seen so it's never a problem.

Speaking of him being a heavy sleeper, he's another awkward story thats more of a confession (this already sounds fucked). We were spending a weekend at this indoor waterpark resort place and he had fallen asleep on his bed while my wife and I stayed up and drank a few beers we bought from the brewery down the street. The beers we a lot heavier than we thought and we ended up getting pretty drunk. One thing lead to another and we fucked for probably an hour, hitting probably every position we've ever tried, with the lights on and our kid sleeping in a bed 3 feet away. I feel super fucked up admitting it, but it was highlight reel sex. We just started going and couldn't stop. He never woke up once though.
Title: Re: Awkward Sexual Experiences
Post by: SOTY on December 19, 2017, 09:35:04 AM
^Kid was obviously pretending to be asleep while you plowed his mum.
Title: Re: Awkward Sexual Experiences
Post by: h00man on December 19, 2017, 09:48:10 AM
Expand Quote
Expand Quote
a few weeks ago my wife paused mid blowjob to remind me that we needed to put tooth fairy money under our kids pillow. not that awkward, but it made me laugh.
[close]

You are a boss if you can get money/tooth swap done without them waking up. So stressful. A beeg should be the reward for successfully pulling that off. 
[close]

He's the heaviest sleeper I've ever seen so it's never a problem.

Speaking of him being a heavy sleeper, he's another awkward story thats more of a confession (this already sounds fucked). We were spending a weekend at this indoor waterpark resort place and he had fallen asleep on his bed while my wife and I stayed up and drank a few beers we bought from the brewery down the street. The beers we a lot heavier than we thought and we ended up getting pretty drunk. One thing lead to another and we fucked for probably an hour, hitting probably every position we've ever tried, with the lights on and our kid sleeping in a bed 3 feet away. I feel super fucked up admitting it, but it was highlight reel sex. We just started going and couldn't stop. He never woke up once though.

LEGEND
Title: Re: Awkward Sexual Experiences
Post by: Robert Baratheon on December 19, 2017, 11:44:50 AM
Expand Quote
Expand Quote
a few weeks ago my wife paused mid blowjob to remind me that we needed to put tooth fairy money under our kids pillow. not that awkward, but it made me laugh.
[close]

You are a boss if you can get money/tooth swap done without them waking up. So stressful. A beeg should be the reward for successfully pulling that off. 
[close]

He's the heaviest sleeper I've ever seen so it's never a problem.

Speaking of him being a heavy sleeper, he's another awkward story thats more of a confession (this already sounds fucked). We were spending a weekend at this indoor waterpark resort place and he had fallen asleep on his bed while my wife and I stayed up and drank a few beers we bought from the brewery down the street. The beers we a lot heavier than we thought and we ended up getting pretty drunk. One thing lead to another and we fucked for probably an hour, hitting probably every position we've ever tried, with the lights on and our kid sleeping in a bed 3 feet away. I feel super fucked up admitting it, but it was highlight reel sex. We just started going and couldn't stop. He never woke up once though.

You have many powers/abilities.
Title: Re: Awkward Sexual Experiences
Post by: imad on December 19, 2017, 09:31:36 PM
There is nothing cool about fucking three feet away from a child.
Title: Re: Awkward Sexual Experiences
Post by: left knee cap on December 19, 2017, 10:13:47 PM
There is nothing cool about fucking three feet away from a child.

(https://images.encyclopediadramatica.rs/c/c6/YOU_MAD.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on December 20, 2017, 12:43:09 AM
There is nothing cool about fucking three feet away from a child.

i know, thats 3 feet too far away for you.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 20, 2017, 05:49:57 AM
There is nothing cool about fucking three feet away from a child.
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
Title: Re: Awkward Sexual Experiences
Post by: Robert Baratheon on December 20, 2017, 06:52:53 AM
I was raised in a teepee. I watched Mom and Dad run through positions every night. You get used to it.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on December 20, 2017, 01:01:04 PM
I was raised in a teepee. I watched Mom and Dad run through positions every night. You get used to it.

Your mother is a squaw.
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on December 20, 2017, 01:54:23 PM
Expand Quote
I was raised in a teepee. I watched Mom and Dad run through positions every night. You get used to it.
[close]

Your mother is a squaw.

Daisk
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 20, 2017, 05:11:15 PM
Expand Quote
There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
this! co-sleeping has been around longer than beds have.
Title: Re: Awkward Sexual Experiences
Post by: SOTY on December 20, 2017, 08:08:57 PM
Expand Quote
There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
(http://cmzone.vzbqbxhynotw9ion96xv.netdna-cdn.com/wp-content/uploads/2016/11/punch-to-nose.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Trashcon on December 22, 2017, 10:28:49 AM
Was on tour with my band. Got invited to a party after our show at the Funhouse in Seattle. Cool party, fun times. I'm always the designated driver so was very tired from driving from Portland and playing the show. I ask the host if I could crash out somewhere. She offers me her bedroom and tells me she'll probably be up all night. A few hours later I woke up to an elbow rubbing against my face and a leg wrapped around me. It was our singer and the host drunkly making out and trying to get it on. They were heavily intoxicated and I could see them "trying" but he was more making out with her nose than anything else.  I had to make a decision, just like many of you have, pretend to be asleep, or get up immediately. I did neither. I didn't want to make it more awkward and perhaps ruin his chances so I very slowly crawled out of bed and crawled myself out of the bedroom (Rambo style) and slowly tippy-toed around passed out bodies all over the hallway.  The rest of the band was in a hotel and didn't want to leave my friend behind. Since I had the keys, I just slept in the van and waited for him outside 'til he was up a few hours later. I told him the story and he said he didn't remember any of it but did question why he had woken up on her bed with her asleep on the floor next to him surrounded by coins. I would go and check on him about every 30 minutes so we could head back to the hotel. In one of those missions to get him, I snapped a picture. Only proof I have since he wouldn't believe what happened. Oh, I almost forgot. For some reason he had a bunch of change, I mean like a lot, probably like 10 dollars in nickels, dimes, and pennies. Every time they moved around, change would fall out of his pockets and land/roll on the wooden floor. We never talked to her again and wonder what she thought when she woke up on the floor surrounded by a bunch of coins. There's many more awkward stories from this tour. This is the first that came to mind. 
Title: Re: Awkward Sexual Experiences
Post by: shit4breakfast on December 22, 2017, 06:38:25 PM
Expand Quote
So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
[close]
dr shark tits here. my best hypothesis is it's lack of practice. ie when you're doing it alot you become inured to the feeling, i don't wanna say it becomes 'whatever' but when it's rare you're more excited and therefor more 'hair trigger'.
i had a friend on maui that's originally from little rhody [providence] and she visited me a few yrs ago. her ex and our mutual friend had taken his life and we hung out together a bunch so one time we started making out and i swear this never happened before/since but i straight busted in my pants like a diurnal emission then had to stay into it to play it off so she didn't think 'wow this jamoke just busted from some tongue kissing'.
but yeah, totally a result of lack of female energy.

This reminds of me one time when I used my ex's mom's computer to print some shit out and there was a folder full of her nudes open on the screen. I swear I barely fucking glimpsed at one of the many thumbnails before I instantly came in my pants. This woman is straight fucking suburban American MILF, blonde with a flawless tanned body.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 22, 2017, 08:19:11 PM
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So, my marriage is basically sexless at this point although once every few months (usually when I am super tired or just wanked twice or have a cold, etc.) my wife signals she is down for some action.

She's usually not into a lot of foreplay and just wants to get to business. Most of the time I bust a nut in under a minute. It bums me out and I imagine doesn't do much to enhance my standing. I didn't have such a problem with staying power in my 20s or early 30s or when I'm having a wank either. It's weird. Don't know if it's nerves or technique or what.
[close]


dr shark tits here. my best hypothesis is it's lack of practice. ie when you're doing it alot you become inured to the feeling, i don't wanna say it becomes 'whatever' but when it's rare you're more excited and therefor more 'hair trigger'.
i had a friend on maui that's originally from little rhody [providence] and she visited me a few yrs ago. her ex and our mutual friend had taken his life and we hung out together a bunch so one time we started making out and i swear this never happened before/since but i straight busted in my pants like a diurnal emission then had to stay into it to play it off so she didn't think 'wow this jamoke just busted from some tongue kissing'.
but yeah, totally a result of lack of female energy.
[close]

This reminds of me one time when I used my ex's mom's computer to print some shit out and there was a folder full of her nudes open on the screen. I swear I barely fucking glimpsed at one of the many thumbnails before I instantly came in my pants. This woman is straight fucking suburban American MILF, blonde with a flawless tanned body.

Your lack of foresight would have earned you a thirty day ban not long ago.  Always email them to yourself and share with your Slap pals.  It's in the rules you agreed to upon signing up here.
Title: Re: Awkward Sexual Experiences
Post by: shit4breakfast on December 22, 2017, 09:34:53 PM
They're in my Dropbox if I ever become a pal.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 23, 2017, 09:16:26 AM
They're in my Dropbox if I ever become a pal.

If you have them in your possession, my apologies.  Also, you don't have to wait to become a pal to share them, but that's your choice. 

The story of Duke Nukem, should be in the Classic thread somewhere.
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on December 23, 2017, 03:10:47 PM
Going back home for 2 weeks. This girl came over for goodbye sex and took more time then expected with other plans she had to mask she was coming over. So we went for a quickie, I went full speed ahead and I'm sure she squirted because there were fluids everywhere and I was maybe 3/4 of the way and began to cramp up. My ass cheek and thighs cramped but I was pushing, eventually she was uncomfortable with all the liquid and went to clean up came back got dressed and left. Never had that happen before and sadly didn't get to finish
Title: Re: Awkward Sexual Experiences
Post by: imad on December 23, 2017, 08:52:06 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on December 24, 2017, 07:28:34 AM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?
Title: Re: Awkward Sexual Experiences
Post by: dirtyweemidden on December 24, 2017, 09:36:40 AM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.

im sure 99% of the time they probably do that, but sometimes when the booze hits you in that way you just gotta do it. there and then or not at all..
Title: Re: Awkward Sexual Experiences
Post by: imad on December 24, 2017, 04:06:32 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
[close]
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?

Lol, you're mad. Only a fucking person would assume someone voted for Trump because they don't advocate having sex next to children. You're incredibly fucking stupid and possess no logic whatsoever.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on December 24, 2017, 04:21:36 PM
Lads, unless you're going to post some awkward sexual stories for us to laugh about, shut up.



One time when I was like 17 my high school girlfriend was over and she was on her period but we were still feeling freaky, so we agreed to try a bit of anal. Started to put the head in and she got freaked, flipped over and promptly... I don't know what the appropriate verb is, but she perioded a puddle of blood and shit on my sheets. The same girl wet the bed with me in it a couple of times, sober even. Good times.


Night Moves (http://www.youtube.com/watch?v=_mRFWQoXq4c)
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 24, 2017, 05:07:12 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
[close]
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?
[close]

Lol, I'm mad.
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on December 24, 2017, 06:32:32 PM
Lads, unless you're going to post some awkward sexual stories for us to laugh about, shut up.



One time when I was like 17 my high school girlfriend was over and she was on her period but we were still feeling freaky, so we agreed to try a bit of anal. Started to put the head in and she got freaked, flipped over and promptly... I don't know what the appropriate verb is, but she perioded a puddle of blood and shit on my sheets. The same girl wet the bed with me in it a couple of times, sober even. Good times.


Night Moves (http://www.youtube.com/watch?v=_mRFWQoXq4c)
Had a hotel party and my homie took his chick into an adjoining room to bang one out. Turns out she was on her period,because there was a god damn CSI scene in there. White sheets and red splatter and even a handprint on the pillow,I felt bad for housekeeping the next day.
Title: Re: Awkward Sexual Experiences
Post by: imad on December 24, 2017, 06:43:14 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
[close]
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?
[close]

Lol, I'm mad.
[close]

Got your PM's, you still mad and wanna keep sending me more?
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 24, 2017, 07:22:03 PM
Feel free to share them with the forum if you like mate, all I asked is if you actually wanted those shoes or not ... just being festive, no big deal.
You keep being mad tho yo!
Title: Re: Awkward Sexual Experiences
Post by: Mongoloid on December 24, 2017, 07:55:45 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
[close]
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?
[close]

Lol, I'm mad.
[close]
[close]

Got your PM's, you still mad and wanna keep sending me more?

I just wanna hear about your awkward sexual experiences. Like, how a dickless gimp manages to find the donkey of his dreams. Or about what it’s like trying to convince a child to “dig for the candy” in your gaping cavernous maw of an asshole. I really wanna know what sleeping with your sister means to you, and hear the firsthand account of what it’s like being a perpetual fumbling fuckstick.
When was the first time you ever wore women’s panties? The first time you wore your grandmothers panties? Did you really have to sniff them before and after? I want answers to the pressing questions! Since you know.. you’re here in the “awkward sexual experiences” thread.
Title: Re: Awkward Sexual Experiences
Post by: imad on December 24, 2017, 08:00:00 PM
Nothing could top your pathetic story of you and your ex-whale.
Title: Re: Awkward Sexual Experiences
Post by: Mongoloid on December 24, 2017, 08:02:51 PM
Nothing could top your pathetic story of you and your ex-whale.

Only your sincerest of admissions sweetheart.
Title: Re: Awkward Sexual Experiences
Post by: imad on December 24, 2017, 08:04:24 PM
Feel free to share them with the forum if you like mate, all I asked is if you actually wanted those shoes or not ... just being festive, no big deal.
You keep being mad tho yo!

Yet you knew I never wanted those shoes, therefore your PM's were sent as a pathetic attempt at annoying me because you've been mad ever since I called you out for being a person vegan cultist. And here you are again following me around...still mad.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 24, 2017, 10:06:41 PM
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Feel free to share them with the forum if you like mate, all I asked is if you actually wanted those shoes or not ... just being festive, no big deal.
You keep being mad tho yo!
[close]

Yet you knew I never wanted those shoes, therefore your PM's were sent as a pathetic attempt at annoying me because you've been mad ever since I called you out for being a person vegan cultist. And here you are again following me around...still mad.
says the guy who followed me into the classified section of all places. Projecting harder than you roid-raging there brah
Title: Re: Awkward Sexual Experiences
Post by: imad on December 24, 2017, 11:15:28 PM
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Feel free to share them with the forum if you like mate, all I asked is if you actually wanted those shoes or not ... just being festive, no big deal.
You keep being mad tho yo!
[close]

Yet you knew I never wanted those shoes, therefore your PM's were sent as a pathetic attempt at annoying me because you've been mad ever since I called you out for being a person vegan cultist. And here you are again following me around...still mad.
[close]
says the guy who followed me into the classified section of all places. Projecting harder than you roid-raging there brah

You wish just one person would follow your dumb ass anywhere...it's called browsing. Stay mad chad.
Title: Re: Awkward Sexual Experiences
Post by: brycickle on December 24, 2017, 11:35:43 PM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
Kids are stupid and you're a pussy.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 24, 2017, 11:37:47 PM
You wish just one person would follow your dumb ass anywhere...it's called browsing. Stay I'm still mad chad.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on December 25, 2017, 09:41:56 AM
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There is nothing cool about fucking three feet away from a child.
[close]
Thats how people fucked for hundreds of thousands of years.  The majority of time humans were hunter gatherer.  Life happens man, don't be a bitch.
[close]

Yeah great logic lets fuck next to children when we have houses with separate rooms just because people did it in teepees. Hotel room...go in the bathroom, lock the door, and turn the exhaust fan on and be quiet about it if you really have to. Or just wait till you go home and children aren't present in the same room. Fuckin stupid weirdos.
[close]
   
  The point is that it is in no way traumatic to babies, it's only traumatic to puritan cunt trump voting people like you.  If you're such a non cuck, why you hanging around the 'awkward sex stories' section of a progressive friendly forum?
[close]

Lol, you're mad. Only a fucking person would assume someone voted for Trump because they don't advocate having sex next to children. You're incredibly fucking stupid and possess no logic whatsoever.

Seems a good portion of the trump voters advocate having sex with the children.  At least in Bama.
Title: Re: Awkward Sexual Experiences
Post by: h00man on December 26, 2017, 01:17:03 PM
goddammit imad stop fucking ruining this wonderful god damn thread and take your fights elsewhere. In fact, make a new thread about your fights and post there.
Title: Re: Awkward Sexual Experiences
Post by: excitableboy on January 23, 2018, 07:43:03 AM
So I work a night shift gig in a hotel. Not much goes on there most nights. This particular night I was in a corner of the lobby, reclining and reading a book. Enters a svelte Swede, looking Asian and a little drunk. I nod my head in greeting but she goes straight back to her room at first. A minute later she's back to charge her phone, ostensibly. She could do that in the room of course, and I gather she wants to hang out. But before I say anything she asks do I mind if she sits with me. Sure, I say.

She asks me what I'm reading, it's The Handmaid's Tale, which she has seen the pilot episode of but didn't much care for. She may be a Swede, but she's not politically correct, she assures me. I'm not sure how to place this remark, exactly, but don't think much of it. Americans routinely offer their unprompted apologies for Trump - I figure it's something like that.

She's hurt her knee at some point during her night out and I get her some ice, she then cosies up immediately and soon we're kissing in a way I haven't since high school. As I'm managing her tongue action I consider just how wrong this is, on a scale from unprofessional to rape. But she is already sucking on my fingers now. Audibly, and with great gusto. At the other end of the lobby a guest is making a phone call, but he seems not to take much stock of us. Then she says it's time for bed and do I have condoms.

I ask her room number and to give me five. I think of previous times I've turned down sex and being unable to recall afterwards the pertinence of my scruples. You only regret things you don't do, and all that. How embarrassing would it be, really, to lose my menial job over this? Not very. Not if she doesn't press charges, that is.

I was overly weary of the whole situation. Her coming on so strong felt unearned somehow. Even in bar pickups there's a modicum of trajectory, if not courtship. You work each other up to a point. The absence of that must have made me a little paranoid. But the main reason I had second thoughts, was that I've had a crush on this girl I work with for a while. I hadn't seen her in two months, holidays etc, but she was to take over from me for the morning shift in a few hours. Of course, I would not be cheating on her by any means, but that is the closest way to describe the feeling I had. Sappy, I guess.

Not that it stopped me. Just to give you a bit of a picture, this girl was exactly what you hoped to find, when you googled 'asian amateur nympho'. I find her opening the door to her room in nothing but the hotel bathrobe. She slowly opens the robe and goes 'touch me'. At this point I wonder if, earlier, she was hinting at consensus when she said that thing about not being a PC-Swede. I enquire about her drunkenness and she tells me she is the bad one, already on her knees and unbuttoning me. I don't think I could have stopped myself if I wanted to, anyway.

I bent her over the minibar, so up for it that I was happy to have made it past the blow job, truth be told. Suffice to say I didn't even make it to the bed. But she wasn't too bummed, just said she'd see me later. So I left to tend to my work, somewhat apologetic.

Soon she was back in the lobby, stepping behind the bar I was cleaning, proceeding to rip my trousers down and the rest of it. I ended up fucking her twice more, as she kept finding me in various places in the hotel and begging to please suck me a little more. She finally went to sleep but even then asked me to come back to her room after I finished, just to please play with her asshole some more. By the time I did finish she had passed out.

So this girl I like walks in early in the morning. We catch up for about forty minutes, I must reek but everything seems to appear normal to her. 

At home I get to thinking... this girl might have been blotto, waking up with a full condom in the pocket of her robe, two more in different corners of her room, and no recollection of what happened besides lobby boy cock sweeping by her inner eye. I half expect my boss to call me during the day and chris hansen shit unfolding. Not that she was underage. Not that she lacked agency. But I couldn't be sure.

Maybe I felt like I wasnt going to get away with such perfectly casual sex. Maybe there's something inherently unnatural about a complete stranger rimming you. The next day anyway. It felt fine at the time. But there was a vague inclination to go for coffee with her.

I never did. And of course my boss didn't call, and the Asian Swede didn't drop a hint to my crush when she checked out, or leave an innuendo-riddled review of the place. Why did I ever think she would do something crazy like that?

The next night we had a team meeting, coincidentally. I looked around for clues, particularly with the girl I like, but eventually concluded that no one knew shit. It was all fine. Only then did I realize that I had been with neither a Swedish nor an Asian girl prior to this, that I got really lucky, and that I'm the only one in this story who made this awkward at all.



Title: Re: Awkward Sexual Experiences
Post by: JB on January 23, 2018, 08:39:19 AM
(https://media3.giphy.com/media/Ls6ahtmYHU760/giphy.gif)

well written.
Title: Re: Awkward Sexual Experiences
Post by: B. Hopper on January 23, 2018, 08:59:57 AM

i've woken up next to multiple people boning and i always run for it. i don't want anything sprayed on me.

Why this isn't your sig, I'll never understand. ;D
Title: Re: Awkward Sexual Experiences
Post by: doublesteveburger on January 23, 2018, 12:01:45 PM
That was fucking beautiful.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 23, 2018, 12:11:11 PM
Bravo
Title: Re: Awkward Sexual Experiences
Post by: somethingmustbreaknow on January 23, 2018, 12:47:05 PM
Bravo
Title: Re: Awkward Sexual Experiences
Post by: straight on January 23, 2018, 12:57:04 PM
made me google asian amateur nympho
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 23, 2018, 04:54:37 PM
That was fucking beautiful.
and in no way awkward at all. +1
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on January 23, 2018, 05:04:12 PM
You're my kind of guy, e'boy. I hope all goes well with your crush.
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on January 23, 2018, 08:02:34 PM
made me google asian amateur nympho
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on January 23, 2018, 09:22:50 PM
So good things do happen?  Good job e
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on January 24, 2018, 06:00:26 PM
I got a booty call last night and living in a small house with roommates I gave them the heads up through text and personally closed their doors (we've been keeping them ope so it's easier to socialize. I didn't expect this and had beat my meat earlier and figured the sex would be great. I set the heater in my room to a comfortable temperature and waited. Things started heating up and I gave head and didn't get any back which is cool.

We started things up and my phone kept going off and I stopped and threw it away but she wanted me to check and I told her to ignore it which moved the blood away from where it was needed. She wanted the lights off and I accidentally grabbed the wrong condom and when applying it put it on backwards and pulled too hard on it. This moved the blood flow away from where it mattered and we went back to foreplay and making out and she asked me to just take it off as she was really really ready.

As I began, my roommate walked into the kitchen (my room is practically in the kitchen) and he grabbed water and food. She panicked and we just stopped. Once he left we tried to get back into it she got on top we switched and being raw got me freaked out. So I kinda panicked and finished at the same time and just assumed that I wasn't into her because I couldn't keep it up and I explained but she was just upset. Now she's bummed and the my head and place where the foreskin starts are slightly irritated.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 24, 2018, 06:32:23 PM
well I'm glad I wasn't the one who had to post a story after excitableboy
that sounds pretty shitty Jeff, what's her living situation like? maybe you could change up venues?
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on January 24, 2018, 06:40:07 PM
well I'm glad I wasn't the one who had to post a story after excitableboy
that sounds pretty shitty Jeff, what's her living situation like? maybe you could change up venues?

Lives in a smaller town 30 minutes away and with her mom and kid.
Title: Re: Awkward Sexual Experiences
Post by: excitableboy on January 25, 2018, 04:37:58 AM
So good things do happen?  Good job e

Maybe not often enough for a 60+ page thread, but yes. When you least expect it. Be ready, pals!

You're my kind of guy, e'boy. I hope all goes well with your crush.

Thanks saucy! Glad you guys got something out of that :)
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on January 25, 2018, 05:34:12 AM
   (20 year old story)  I picked up an older women in the bar.  I saw her dancing it up when I was walking by and I just took her by the hand and lead her out of the bar.  I was taking her to my van with a kiss or two on the way to keep her warmed up.  We get into  the van and and this crazy girl I'm seeing comes out of the fucking storage container on top of the fucking van!  She's all bitchy and I said to her, "come down from there and get in the van (it was raining).  So she gets in the van and she's trying to start shit with the older women.  Finally I said "fuck this, fuck you" got up and went over to my buddies van and slept in there.  Both the chicks just slept it out til  the morning.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on January 25, 2018, 05:48:02 AM
   (20 year old story)  I picked up an older women in the bar.  I saw her dancing it up when I was walking by and I just took her by the hand and lead her out of the bar.  I was taking her to my van with a kiss or two on the way to keep her warmed up.  We get into  the van and and this crazy girl I'm seeing comes out of the fucking storage container on top of the fucking van!  She's all bitchy and I said to her, "come down from there and get in the van (it was raining).  So she gets in the van and she's trying to start shit with the older women.  Finally I said "fuck this, fuck you" got up and went over to my buddies van and slept in there.  Both the chicks just slept it out til  the morning.
i missed the sex part
Title: Re: Awkward Sexual Experiences
Post by: CRAILFISH TO REVERT on January 25, 2018, 07:08:45 AM
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   (20 year old story)  I picked up an older women in the bar.  I saw her dancing it up when I was walking by and I just took her by the hand and lead her out of the bar.  I was taking her to my van with a kiss or two on the way to keep her warmed up.  We get into  the van and and this crazy girl I'm seeing comes out of the fucking storage container on top of the fucking van!  She's all bitchy and I said to her, "come down from there and get in the van (it was raining).  So she gets in the van and she's trying to start shit with the older women.  Finally I said "fuck this, fuck you" got up and went over to my buddies van and slept in there.  Both the chicks just slept it out til  the morning.
[close]
i missed the sex part

i'm assuming some scissoring occured in the absence of surfgroms.
Title: Re: Awkward Sexual Experiences
Post by: givecigstosurfgroms on January 25, 2018, 05:26:13 PM
Expand Quote
   (20 year old story)  I picked up an older women in the bar.  I saw her dancing it up when I was walking by and I just took her by the hand and lead her out of the bar.  I was taking her to my van with a kiss or two on the way to keep her warmed up.  We get into  the van and and this crazy girl I'm seeing comes out of the fucking storage container on top of the fucking van!  She's all bitchy and I said to her, "come down from there and get in the van (it was raining).  So she gets in the van and she's trying to start shit with the older women.  Finally I said "fuck this, fuck you" got up and went over to my buddies van and slept in there.  Both the chicks just slept it out til  the morning.
[close]
i missed the sex part
  So did I but kissing is 'sexual' so I feel I can get this story by on technical terms.  Kinda weak mabye.  Honestly my 'sex stories' are never about the act itself cause im pretty meat and potatoes when it comes to that ha.
Title: Re: Awkward Sexual Experiences
Post by: straight on April 23, 2018, 12:30:22 PM
ok so this weekend, my wife and i went on a much overdue date night. mother in law stayed with our eight week old and toddler . so my wife has some wine which is great for me cuz she always gets horny when she drinks . we finish dinner, get in the car and she immediately starts going down on me .. as we pull down into our neighborhood, she tells me pull over and fuck her in the car .. so she gets on me in the driver seat and i recline it all the way back.. she’s trying her best but it’s not going well and i tell her im gonna get on top. we’ve got two car seats in the back so we can’t get back there. . as im fucking her, my ass kept bumping into the horn and honking it.. so we’re getting spooked every time it honks and then just start cracking up.. so as im trying to concentrate on not honking the horn, i don’t realize that my foot is slamming down the accelerator and revving the engine..we start bursting out laughing and i tell her to turn around so  i can fuck her doggy.. literally, as im pulling out to cum on her back, two people walk by and we’re all four staring at each other.. they keep waking and my wife is ducking her head with her ass sticking up in the air .. meanwhile im trying to clean up the mess.. it was by far the worst sex we’ve ever had

we are also on the next door app waiting for our nosy neighbors to report us .. they probably thought we were a couple of horny high schoolers
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on April 23, 2018, 12:50:09 PM
ok so this weekend, my wife and i went on a much overdue date night. mother in law stayed with our eight week old and toddler . so my wife has some wine which is great for me cuz she always gets horny when she drinks . we finish dinner, get in the car and she immediately starts going down on me .. as we pull down into our neighborhood, she tells me pull over and fuck her in the car .. so she gets on me in the driver seat and i recline it all the way back.. she’s trying her best but it’s not going well and i tell her im gonna get on top. we’ve got two car seats in the back so we can’t get back there. . as im fucking her, my ass kept bumping into the horn and honking it.. so we’re getting spooked every time it honks and then just start cracking up.. so as im trying to concentrate on not honking the horn, i don’t realize that my foot is slamming down the accelerator and revving the engine..we start bursting out laughing and i tell her to turn around so  i can fuck her doggy.. literally, as im pulling out to cum on her back, two people walk by and we’re all four staring at each other.. they keep waking and my wife is ducking her head with her ass sticking up in the air .. meanwhile im trying to clean up the mess.. it was by far the worst sex we’ve ever had

we are also on the next door app waiting for our nosy neighbors to report us .. they probably thought we were a couple of horny high schoolers
That's so awesome,I had a similar experience with my wife by the beach in a 350z. Praise leather seats though!
Title: Re: Awkward Sexual Experiences
Post by: JB on April 23, 2018, 01:12:55 PM
Expand Quote
ok so this weekend, my wife and i went on a much overdue date night. mother in law stayed with our eight week old and toddler . so my wife has some wine which is great for me cuz she always gets horny when she drinks . we finish dinner, get in the car and she immediately starts going down on me .. as we pull down into our neighborhood, she tells me pull over and fuck her in the car .. so she gets on me in the driver seat and i recline it all the way back.. she’s trying her best but it’s not going well and i tell her im gonna get on top. we’ve got two car seats in the back so we can’t get back there. . as im fucking her, my ass kept bumping into the horn and honking it.. so we’re getting spooked every time it honks and then just start cracking up.. so as im trying to concentrate on not honking the horn, i don’t realize that my foot is slamming down the accelerator and revving the engine..we start bursting out laughing and i tell her to turn around so  i can fuck her doggy.. literally, as im pulling out to cum on her back, two people walk by and we’re all four staring at each other.. they keep waking and my wife is ducking her head with her ass sticking up in the air .. meanwhile im trying to clean up the mess.. it was by far the worst sex we’ve ever had

we are also on the next door app waiting for our nosy neighbors to report us .. they probably thought we were a couple of horny high schoolers
[close]
That's so awesome,I had a similar experience with my wife by the beach in a 350z. Praise leather seats though!

Leather seats are key. I had a kia rio with light tan cloth seats and we made a spot that I couldn't get out.
It's really hard to fuck in the car. I can't say I'm a huge fan.

My wife and I were watching tv in bed last night and started making out during a commercial and she farted a little fart. We both started laughing and then she let out these series of farts that sounded exactly like her asshole was laughing right along with us. It was pretty funny and we both laughed pretty hard. I didn't go down on her that night though.
Title: Re: Awkward Sexual Experiences
Post by: SOTY on April 23, 2018, 01:20:35 PM
Damn straight, your wife sounds like quite a catch! I'd have to meet some type of mermaid-fairy to ever consider getting married. To me it's just something that makes it extremely hard for people to leave each other. I guess it makes sense for certain things like taxes and citizenship.

Sick edit you posted earlier by the way, those spots look like so much fun.
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on April 23, 2018, 02:03:51 PM
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Expand Quote
ok so this weekend, my wife and i went on a much overdue date night. mother in law stayed with our eight week old and toddler . so my wife has some wine which is great for me cuz she always gets horny when she drinks . we finish dinner, get in the car and she immediately starts going down on me .. as we pull down into our neighborhood, she tells me pull over and fuck her in the car .. so she gets on me in the driver seat and i recline it all the way back.. she’s trying her best but it’s not going well and i tell her im gonna get on top. we’ve got two car seats in the back so we can’t get back there. . as im fucking her, my ass kept bumping into the horn and honking it.. so we’re getting spooked every time it honks and then just start cracking up.. so as im trying to concentrate on not honking the horn, i don’t realize that my foot is slamming down the accelerator and revving the engine..we start bursting out laughing and i tell her to turn around so  i can fuck her doggy.. literally, as im pulling out to cum on her back, two people walk by and we’re all four staring at each other.. they keep waking and my wife is ducking her head with her ass sticking up in the air .. meanwhile im trying to clean up the mess.. it was by far the worst sex we’ve ever had

we are also on the next door app waiting for our nosy neighbors to report us .. they probably thought we were a couple of horny high schoolers
[close]
That's so awesome,I had a similar experience with my wife by the beach in a 350z. Praise leather seats though!
[close]

Leather seats are key. I had a kia rio with light tan cloth seats and we made a spot that I couldn't get out.
It's really hard to fuck in the car. I can't say I'm a huge fan.

My wife and I were watching tv in bed last night and started making out during a commercial and she farted a little fart. We both started laughing and then she let out these series of farts that sounded exactly like her asshole was laughing right along with us. It was pretty funny and we both laughed pretty hard. I didn't go down on her that night though.
Cadillac back seats are great, I had an Explorer that was great position wise.

Wife farts still make me laugh, the occasional after sex queef too.
I got completely over an ex once when she rushed home to the bathroom and didn't make it...she shit herself bad,tossed me her pants to hose off because "they were her favorite" after tossing them in the trash I washed my hands and left. She tried to get freaky days later and I just wasnt having it,that shit stink was in my mind still and (to me) smothered all over her pussy. I couldnt.
Title: Re: Awkward Sexual Experiences
Post by: Peter Zagreus on April 26, 2018, 08:45:34 PM
(https://i.ytimg.com/vi/rGcsR-Pm4Ms/hqdefault.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on April 26, 2018, 10:00:02 PM
(https://i.ytimg.com/vi/rGcsR-Pm4Ms/hqdefault.jpg)
Have a gnar!
Title: Re: Awkward Sexual Experiences
Post by: GOKU on April 26, 2018, 11:09:11 PM
We almost on page 69, boiz!!!
Title: Re: Awkward Sexual Experiences
Post by: feedmeseymour on April 27, 2018, 05:25:22 AM
We almost on page 69, boiz!!!
when i got my first bj we were watching the brady bunch movie, and she stopped towards the end to say "please dont ejaculate in my mouth"
i always thought it was awkward, first cause of the movie and 2nd cause who the hell says ejaculate in that type of situation?
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on April 27, 2018, 07:27:33 AM
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We almost on page 69, boiz!!!
[close]
when i got my first bj we were watching the brady bunch movie, and she stopped towards the end to say "please dont ejaculate in my mouth"
i always thought it was awkward, first cause of the movie and 2nd cause who the hell says ejaculate in that type of situation?
Was a she a sex ed teacher? Did you end up ejaculating in her mouth anyways?
Title: Re: Awkward Sexual Experiences
Post by: Mad Max on April 29, 2018, 01:44:27 AM
Last night I dreamt I was on some sunny island in the Mediterranean or somewhere and Nora was there.
We're hanging out and she's being her goofy self. At one point she starts doing all this dancing in a gold bikini with see-through panties. She has a nice bush on her. It kind of reminds me of old Hype Williams R&B videos.
Anyway fast forward and I'm back in the villa. I'm supposed to be training Nora to keep fit. I'm downstairs getting stuff ready and she wanders down in a bathrobe. We start goofing around dancing with her standing on my feet. Then she pulls me closer and kisses me. I'm thinking she has a boyfriend, but I'm also thinking about what's uder her robe...

Then my damn cat jumped on my back and woke me up.

Title: Re: Awkward Sexual Experiences
Post by: bawtawd9 on April 29, 2018, 11:39:13 AM
Last night I dreamt I was on some sunny island in the Mediterranean or somewhere and Nora was there.
We're hanging out and she's being her goofy self. At one point she starts doing all this dancing in a gold bikini with see-through panties. She has a nice bush on her. It kind of reminds me of old Hype Williams R&B videos.
Anyway fast forward and I'm back in the villa. I'm supposed to be training Nora to keep fit. I'm downstairs getting stuff ready and she wanders down in a bathrobe. We start goofing around dancing with her standing on my feet. Then she pulls me closer and kisses me. I'm thinking she has a boyfriend, but I'm also thinking about what's uder her robe...

Then my damn cat jumped on my back and woke me up.
Dammit, I was starting to get a softie.
Title: Re: Awkward Sexual Experiences
Post by: feedmeseymour on April 30, 2018, 08:28:13 AM
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We almost on page 69, boiz!!!
[close]
when i got my first bj we were watching the brady bunch movie, and she stopped towards the end to say "please dont ejaculate in my mouth"
i always thought it was awkward, first cause of the movie and 2nd cause who the hell says ejaculate in that type of situation?
[close]
Was a she a sex ed teacher? Did you end up ejaculating in her mouth anyways?

wish she was a sex ed teacher, she was kinda fat, i think they call them practice girls. 16 year old me was too nice bust in a fat girls mouth. catch me at 28 thats a different story.
Title: Re: Awkward Sexual Experiences
Post by: cosmicgypsies on May 20, 2018, 03:08:45 AM
so who else didnt nut the first time
Title: Re: Awkward Sexual Experiences
Post by: ogbawtawd on May 20, 2018, 04:12:32 AM
so who else didnt nut the first time
I couldn't get hard the first time cause I was drunk, so I was just ramming my dong against her pussy, she sucked it good but I still couldn't grow all the way, just a thick ol softie. but then we went at it in the morning and I nutted with the quickness. No condom, living life on the edge. I didn't nut inside her though.

That Owen post, man what a let down, the fear won, post sounded full of regret.
Title: Re: Awkward Sexual Experiences
Post by: ogbawtawd on May 20, 2018, 05:25:08 AM
Oh yeah I was full naked except I was wearing my friends fur pimp jacket when I fucked her, I got nut on the jacket.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on May 20, 2018, 05:35:18 AM
i didn't nut either. my buddy and i each had a broad and we skipped school together. we played truth or dare, just escalating sexual shenanigans til it was time to do the dew.
but the chubby girl i was sorta hanging out w/ [we'd take acid and make out, she liked me and i just kinda went w/ it] decided she wanted to bang the other kid so i got to screw his old lady. who was formerly my other friend's girl and virgin.
i didn't think much of it, i just wanted to be able to say i got some pussy.
so yeah, we waited a hot minute, my dick wouldn't get hard and then i got blowjobs from both girls to get it there. i got butt naked and stuck the power you.
they had to catch the bus back to the other end of city like they'd been at school so i got coitus interrupted. i blame the condom.
so yeah, i didn't get to bust the first time and i think both the kid who's gf it was and the kid who's ex it was resented me behind getting over the hill first.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on May 20, 2018, 03:24:37 PM
Nah I didn't nut the first couple of times either. I just kept concentrating on what I had heard I was meant to do instead of relaxing and letting the body lead the way.
Title: Re: Awkward Sexual Experiences
Post by: Joe Pesci on May 20, 2018, 08:43:46 PM
and then i got blowjobs from both girls to get it there.
(https://media.giphy.com/media/jQ9wfxmUPmGMU/giphy.gif)
Title: Re: Awkward Sexual Experiences
Post by: JB on May 21, 2018, 11:19:26 AM
not me. nutted instantly.
Title: Re: Awkward Sexual Experiences
Post by: expired on May 21, 2018, 06:50:26 PM
Grade 8, I just turned 13, my friends parents were out of town and me and three friends were together, one girl came over to drink and smoke weed, two hours later I was taking her virginity while she jerked off two of my friends. I kicked my friends out of the room and asked her to be my girlfriend. I know how to pick them.
Title: Re: Awkward Sexual Experiences
Post by: offkilter on May 21, 2018, 08:16:08 PM
not me. nutted instantly.

Haha yeah, definitely pretty quickly. I lost my virginity in a room with two other people who were fucking right next to us, and I was stoned and got overwhelmed by the situation, came, and then awkwardly lay there while I listened to the other couple going at it for another 15 minutes.
Title: Re: Awkward Sexual Experiences
Post by: cosmicgypsies on May 22, 2018, 03:09:22 AM
wow get a load of these guys nutting instantly

well i suppose its better than not nutting at all
Title: Re: Awkward Sexual Experiences
Post by: h00man on May 22, 2018, 01:01:52 PM
Page 69!

Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on May 22, 2018, 07:16:14 PM
i suppose its better than not nutting at all
Title: Re: Awkward Sexual Experiences
Post by: Paco Supreme on May 22, 2018, 07:22:11 PM
Yeah, chalk me up with the other non nutters, anyone else break the rubber though? i think it was one of those cheap restroom machine ones but shit ripped like 20 minutes in
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on May 22, 2018, 09:47:04 PM
I nutted pretty quick,no condom either. The whole time I was scared that I was getting her preggers and/or a VD. LUCKILY neither happened.

Broke a few condoms,mostly cause they were either put on shitty or fucking too hard. Worst time was when one broke while fucking this girl on her period and I didnt realize it til' I pulled out cuz' blood was splashing up on us more and more, thankfully I laid a towel down on the floor so the carpet didnt get stained...I took a pretty long shower after that though.
Title: Re: Awkward Sexual Experiences
Post by: ogbawtawd on May 22, 2018, 11:37:52 PM
I accidentally nutted all over my face bout a hour ago. First squirt blammed me in the eye, its still red and hurts.
Title: Re: Awkward Sexual Experiences
Post by: silhouette on May 23, 2018, 07:08:06 AM
wow get a load of these guys nutting instantly

well i suppose its better than not nutting at all

the nutting instantly thing has happened to me before, not on my first time either. I was just seeing a new girl who I thought was insanely hot, and played hard to get for a super long time (she would jack me off three times a day and never let me kiss her, or sit on my dick for a tease, looking into my eyes and never put it in; this type of shit for months). so as soon as I eventually got to do it with her, surprisingly enough the first couple of times were fine then I guess I lost confidence or got overly excited, and maybe the next five or six times in a row I'd make it past foreplay, then nut in a matter of seconds; I even remember one traumatizing time where I nutted literally instantly - like one thrust in - I didn't even know my own dick could do that. I remember feeling devastated; I was younger then and in my head I thought I was some sort of champion thus far; I had heard stories of people nutting instantly but thought they lived in some kind of alternative dimension I could never relate to. then now that was happening to me, holy shit. that was scary but maybe five or six attempts later I overcame the problem by just developing confidence over the girl and everything was fine from then on.

about not nutting that's happened to me before too but that had more to do with me figuring out my own limits. having sex three or four times a day sounds amazing when you're 17 but not so much when you're 30 and in a long-term relationship with the same girl for eight years (that's not to say I wouldn't do it, but it's physically harder and the excitement isn't as frenetic). the act itself can feel so amazing you don't always 'have to' nut.

whether position you're in, it's all in your head, really, probably depending on the vibes you get from the girl that might or might not make you worry too much. just handle the moment and with experience you'll be fine.
Title: Re: Awkward Sexual Experiences
Post by: JB on May 23, 2018, 08:39:13 AM
Yeah, chalk me up with the other non nutters, anyone else break the rubber though? i think it was one of those cheap restroom machine ones but shit ripped like 20 minutes in

whoa! get a load of mr. stamina over here.
Title: Re: Awkward Sexual Experiences
Post by: calvinsdream on May 23, 2018, 08:57:11 AM
I accidentally nutted all over my face bout a hour ago. First squirt blammed me in the eye, its still red and hurts.

You just described your own posts
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on May 23, 2018, 09:17:39 AM
Expand Quote
Yeah, chalk me up with the other non nutters, anyone else break the rubber though? i think it was one of those cheap restroom machine ones but shit ripped like 20 minutes in
[close]

whoa! get a load of mr. stamina over here.
For real,must be nice to have all that time to thrust
Title: Re: Awkward Sexual Experiences
Post by: coyote2425 on May 23, 2018, 10:47:56 AM
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Yeah, chalk me up with the other non nutters, anyone else break the rubber though? i think it was one of those cheap restroom machine ones but shit ripped like 20 minutes in
[close]

whoa! get a load of mr. stamina over here.
[close]
For real,must be nice to have all that time to thrust

http://www.youtube.com/watch?v=X18mUlDddCc
Title: Re: Awkward Sexual Experiences
Post by: calvinsdream on May 23, 2018, 12:50:12 PM
Grade 8, I just turned 13, my friends parents were out of town and me and three friends were together, one girl came over to drink and smoke weed, two hours later I was taking her virginity while she jerked off two of my friends. I kicked my friends out of the room and asked her to be my girlfriend. I know how to pick them.

Not bad
Title: Re: Awkward Sexual Experiences
Post by: feedmeseymour on May 23, 2018, 12:55:09 PM
if were all being honest here, anyone else play stoneface with their homies before? we did once, it was fantastic.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on May 23, 2018, 01:02:45 PM
if were all being honest here, anyone else play stoneface with their homies before? we did once, it was fantastic.

What do you mean?
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on May 23, 2018, 02:51:22 PM
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if were all being honest here, anyone else play stoneface with their homies before? we did once, it was fantastic.
[close]


What do you mean?

When a group of guys sit around a table with a tablecloth so they can't see underneath. Some skank proceeds to blow one of the guys and the guys all have to guess who is getting blown by the look on their face.
Title: Re: Awkward Sexual Experiences
Post by: JB on May 23, 2018, 07:56:38 PM
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if were all being honest here, anyone else play stoneface with their homies before? we did once, it was fantastic.
[close]


What do you mean?
[close]

When a group of guys sit around a table with a tablecloth so they can't see underneath. Some skank proceeds to blow one of the guys and the guys all have to guess who is getting blown by the look on their face.

Sounds like the only good use for a tablecloth
Title: Re: Awkward Sexual Experiences
Post by: Paco Supreme on May 23, 2018, 09:49:26 PM
Expand Quote
Yeah, chalk me up with the other non nutters, anyone else break the rubber though? i think it was one of those cheap restroom machine ones but shit ripped like 20 minutes in
[close]

whoa! get a load of mr. stamina over here.

whole thing went for 40 minutes, if i remember right. we both sat there kinda unsure where to go next. i think i got into a punch up at her house the week after
Title: Re: Awkward Sexual Experiences
Post by: Skate_lurker_Rob on May 24, 2018, 04:55:20 AM
let's just get this out here I am a grimey dude sometimes sex is the best thing and it is a tool for a place to sleep and me and my dirtbag friends we would have to draw straws on who took one for the team, we called it going hoggin.
long story short was traveling and skating Pittsburgh at a indoor bowl/house anyways I am 2 40's into a decent knight I have some beer goggles on and this kinda bigger gal had been flirting with me and the place we were at the older dude wasn't having a bunch of people over anyways we get invited back to her place 4 people deep and we proceed to get whiskey drunk. well halfway through of the dirty deed I just go to pee and my friends are clowning on me. I just forget to finish her off and drink with my buddies she comes out 5 10 mins later ahhhemm kinda getting my attention I proceed to tell her fuck herself and ask wheres the snacks at? and raid her fridge its all vegan shit and hippie food shes like we dont eat that stuff! my friend shouts bullshit look at yourself you know you have a shoebox full of twinkies somewhere. we destroyed that girls apartment surprisingly we didnt get the boot. funny ironic as fuck because i think i saw her later on i saw her on a tattoo reality show and holy fuck she lost a shitload of weight.

I am in Berkeley and at Gilman 924 skating in front met 2 early 20s  gals we sparked up a flirty chit chat we were flying back and forth talking nasty like I am going cum in your ass and shit and I was joking like oh you wouldn't do that with me?! she said yeah i would....... we go to a group of bushes behind this warehouse with her gf we are all drinking beers and we continue to flirt like oh make out with her and shit she said whip your dick out and we want to watch while we are making out, fuck it I said whipped my shit out started fapping away they're into it and its a full on fucking it was awesome. so as I am about to cum and let me reiterate this point if anyone has been to the area there's a spot where illegal immigrants and others  kinda hang out at the baseball fields so as I am cumming the mexicans are cheering me on and it's funny as those two gals were always down to fuck all the time. great times

lots of sex in bushes and under bridges oh wait I did see a bum get stabbed while I was fucking this gal. apparently he thought one of my friends stole his shit so he tried to bash his skull in my friend slashed him with one of those edgy daggers with three blades that fold out that has lots of jagged parts something you'd see as a novelty in a corner bodega think of that cheesy 80s fantasy movie Krull. anyways as soon as we see this go down the whole crew proceeds to stomp the shit outta this tweaker/bum my ga at the time is naked waist down but boots stomping the fuck outta someone not bad person to have your back.......

Title: Re: Awkward Sexual Experiences
Post by: Skate_lurker_Rob on May 24, 2018, 05:06:36 AM
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wow get a load of these guys nutting instantly

well i suppose its better than not nutting at all

about not nutting that's happened to me before too but that had more to do with me figuring out my own limits. having sex three or four times a day sounds amazing when you're 17 but not so much when you're 30 and in a long-term relationship with the same girl for eight years (that's not to say I wouldn't do it, but it's physically harder and the excitement isn't as frenetic). the act itself can feel so amazing you don't always 'have to' nut.

the way I see it and this is just my opinion and i dont give a fuck I am the reigning champ of 2 pump chump get me a few beers and I am Ron Jeremy either way the ladies play so many games so its an equal trade off tease me for how many weeks and finally get me to hit it and i cum on your face or hands or on your butt well ?! its even funnier spermanning a gal def a keeper if she finds it funny sadly no one has found it humorous.
[close]
Title: Re: Awkward Sexual Experiences
Post by: Bumpovertrash on May 24, 2018, 02:26:00 PM
when i was 15 i was getting down with this chick at her house i was still a virgin and had never really did anything like i would get a boner from a kiss. Anyways i had my pants off and we were makin out feeling each other up real good, best moment of my life at this point. She started kissing my chest working her way down told me she wanted to choke on my cock. I was in fucking heaven dude. All the sudden we heard keys in the front door of course her fucking mom had to get off early that day.  I jumped up and ran in her closet managed to get one pant leg on and im frozen still. her mom comes in and shes talking to her for a sec and she goes " megan please have your guest step  out of the closet.  i walk out putting my pants all the way on and  realize she seen  me in there because of a fucking mirror. Fuck the awkwardness my balls were blue! She wanted to talk to my mom and i thought about running out the back door and dippin out but i didnt want my chick to get in anymore trouble. So i sat there with her mom in the kitchen while she called my mom. Oh yeah megan started crying and locked herself in the bathroom while i got to sit across the table from her mom waiting for my ride to show up. My mom wasnt mad really just super embarrassed.
Title: Re: Awkward Sexual Experiences
Post by: feedmeseymour on June 26, 2018, 12:18:32 PM
this thread is great, ill give you all another one from my archives.

i was 16 during a snowstorm late night, my buddy calls me and says " yo i found this girl thats down to suck us both off, you down?" so i meet up with him and we walked during the storm to meet with this girl in this wooded area path. we get to the spot and then without any hesitation her and my boy walk a little down the path and start going at it where i could only see the dark silhouette of them. i ended up walking away to go smoke while i waited, ten minutes later she walks back to me alone with her jeans soaked from being on her knees in the snow and  asks me, "so are you ready for your turn?" i asked where my boy was and she said "he's finishing off" i then looked down the path and saw a dark figure awkwardly jerking off in the snow storm to bust his load.

i looked at her and said nah im good cause if i was gonna get sloppy seconds i better be able to nut so and i ended up just going home... this same girl is the girl that we played stone face with later that summer.

man that girl was hungry for the D. classic daddy issues.

ended up de virginizing her towards the end of that summer.
Title: Re: Awkward Sexual Experiences
Post by: Skate_lurker_Rob on June 26, 2018, 12:30:03 PM
Have to bump this thread because it's too good to die

I don't have many great stories but I'll give it a shot. When I was 19 and sick of being a virgin I linked up with a girl I knew through mutual friends that would probably be down. Ended up getting sucked into an awkward relationship for a few months but got what I originally wanted so I guess it all worked out. First time I drove out to see her she kept going on about how she wanted to blow me and fuck me and all that. Needless to say I'm stoked but also beyond nervous having never actually done anything with a girl before. We pull my shitty car into a deserted parking lot to mess around because she still lives with very strict parents. She goes for it and whips out my dick and says "yep ,that's a dick" which I thought was pretty weird but whatever. She starts trying to go down on me but is clearly having not the best time, and I'm not even getting hard probably due to nervousness and her just not being that good at it. After a few more minutes I called it off and fingered her a little which was alright but I was bummed at the situation overall. The next visit though, we went to see a movie and she put my hand down her shirt and told me she wanted me to fuck her. We scampered out of the theater and to my car, and fucked in the back seat successfully (nice). Happened a few more times over the months but it became clear we both just wanted to mess around and had no real chemistry/things had gotten boring. Pretty sure she cheated on me towards the end so I was pretty sour about the whole thing but I'm glad I had the experience, I learned a good bit about myself and developed some self confidence.
Look if I could tell my past self something and give solemn advice I'd say this don't walk into a situation you can't handle with Fistina or Hand Solo, shoot one off before you meet up with gal taking your V-card. I was at a punk show in ATL, I had been hip to know I was decent looking but small towns never had anything of interesting tang if you will permit me to say in this instance you had to import your own gal as the pickens were quite slim. As I was saying I was at a show I brushed up aside this beautiful woman she gave me the eye of approval like hey I like you. As I am passing she gave me the look and pinched my ass I was smitten I was like no way!!! holy shit! i'm 18 and getting hit on by some decent trim, I am beside myself and finally brought a beer over and was studdering so bad but somehow she thought it was cute. So we get to talking and shoot the shit for awhile and we gets to fooling around, I'm about to get it as she's jerking me off I nut all on her hands. I am so embarrassed but thankfully she lets it known don't go into fooling around without letting one off beforehand as it keeps a good rhythm and stamina, Anyways we dated for awhile however she was 28 I was 18 and immature and knew I was under equipped to handle this gal, she was a exotic dancer also Persian/African American. Oh my god she was beautiful but damned if I didn't fuck it up with jealousy and being young. P.S. don't ever date or fool around with strippers unless you can handle drama..... boy did she have baggage to boot.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 02, 2018, 06:10:38 PM
I have a relatively large collection of sexual experiences that are awkward in nature. I can't write about all of them in one sitting, because I need to go do laundry in a bit. I was logged off of SLAP for a few years because I couldn't remember my password.  I'll try to sprinkle them in as I remember to do so.

After I became sexually active, my friends got an apartment. This was during High School mind you (thereby making an apartment without adult supervision a bastion of sanity/insanity/questionable behavior).  I eventually met a person who remains a close friend to this day. His apartment was near my friends who skated. A cool ass dude, he and I remain friends.  He shared an apartment with one of my friends who skated that did not live in the main "skate house".

He and I possessed an affinity for consuming alcohol, and more specifically, smoking weed and watching Dave Chappelle. he was about 5 years older than I was and had random women come by who he would pick up. During one of these encounters, the woman who he planned on sleeping with brought a friend. This friend was a very big Asian woman. By all accounts, I am most certainly attracted to BBWs. This woman would be considered an SSBBW. We hooked up and we decided to spend the night on his futon in the living room. We made out, I fingered her to climax and afterwards she fell asleep without returning any favor whatsoever. The next morning we awoke, myself sexually frustrated, and as she got off the futon there was an actual nickel stuck to her fat back.  I told my friend about the ordeal and after that day she was forever known as "nickelback" (lower case "n" intentional).  Interestingly enough, I randomly encountered her at a later time probably a year later when she came to my friend's apartment (same friend, different apartment).  We both acted like we didn't know each other.  Good ol' nickelback for ya.
Title: Re: Awkward Sexual Experiences
Post by: silhouette on July 02, 2018, 06:55:10 PM
SSBBW

so, switch stance back buck woman?
Title: Re: Awkward Sexual Experiences
Post by: shark tits on July 02, 2018, 07:04:27 PM
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SSBBW
[close]

so, switch stance back buck woman?
switch stance big beautiful woman, i do believe.
Title: Re: Awkward Sexual Experiences
Post by: JB on July 02, 2018, 07:27:51 PM
I'm thinking way to hard about what switch stance could mean in this context.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 02, 2018, 08:18:55 PM
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SSBBW
[close]

so, switch stance back buck woman?
[close]
switch stance big beautiful woman, i do believe.
Very close, SSBBW is super size BBW.  It is like BBW who is almost ready to use the electric cart at Walmart, but not necessarily.  Extra-extra thick, in other words.
Title: Re: Awkward Sexual Experiences
Post by: silhouette on July 02, 2018, 09:01:18 PM
alright, I'll give you one. when I was in my early 20's I used to date this chick who was 19 and still lived at her mom's where she shared a room with her younger sister who was 17 at the time. we lived in different cities before she moved out eventually, so during that time period we'd have to visit each other back and forth to catch up, it was a 90 minute train ride so to keep things practical and worthwhile we'd usually spend at least one, maybe two (never six or twelve) nights in each other's company everytime. whenever she'd visit me there would be no problem but whenever I'd visit her, for some reason she was super paranoid about introducing me to her mom (I later understood why; her mom was quite the oddball), so I'd basically have to sneak inside my girl's shared bedroom through the window at night once the mom was asleep. bedroom was on the first floor and thankfully the girl's sister was an accomplice, so I'd climb and they'd both help me in. then I'd sleep in my girl's bed with the sister in another bed in the same room, and sorry but no this isn't going where we all wish it were; I did do things with my girl with the sister in the room a few times super quietly on the rare occasions we really couldn't resist (and I remember thinking that was pretty hot), but usually we'd wait till the morning after both the sister and the mom would have left the house. anyway, I really wasn't supposed to be there and every morning at 6, the girls' mom would literally bang the bedroom door open and shout their names to wake them up before class (pretty brutal, military style). so every morning I'd spend there, my girl would wake me up at 5:55 and then I knew I had to hide, most often underneath the covers would do but I also remember having to cram myself inside the cupboard a couple of times. we never got caught but had the closest call once. the sister left for class and my girl thought she'd fake being ill that day in order to get to stay in bed with me, except she forgot her mother wasn't working that day so she wasn't going to leave the house till 9 to go to the swimming pool which was her routine on her days off. so we stayed in bed till 9, as soon as her mother took off we had our fun and then I went to hit the shower. so I'm naked, get inside the shower, start washing my hair just thinking how ridiculous it would be if the mom chose to come back right then, just as I turn the water off to save water I hear keys in the front door; pause, then the front door; pause, then footsteps in the direction of the bathroom, only covered by the mom's voice shouting to my girl (who's supposedly still naked in her room too) that it's just her coming back to pick up her bag for the swimming pool that she forgot. I look up and sure enough, I can see her bag and towel in the same room I'm standing in, fully naked and although the bag is super close to the door - enough that the mom wouldn't have to actually enter the room to grab it - there is a massive mirror right next to it reflecting my entire, exposed lower body with, at the dead center of it, my dong, still elongated from the sex and hot shower, seam from the shampoo on it and everything to make for a perfect first impression to a girl's mother; a filmmaker couldn't have staged it better. just as I think I'm fucked, I hear my girl storm out of her room, towards the mom and somehow lure her into grabbing something from the kitchen first. I knew that was my move right there, so I ninja'd the fuck out of the bathroom, hair still full of shampoo and dragging my feet along the carpet praying I wouldn't leave marks, then the way their flat was set up, in order to make it back to the 'safe' zone the girl's bedroom was, I still needed to cross the living room at an angle, leaving me exposed for roughly ten feet with the kitchen door only partially closed (by my girl) in my back. now I'm a pretty clumsy individual, so I was stressed out to hit something or somehow generally fuck up the whole time, and even moreso that I was stressing out - the worst vicious cycle. but eventually I reached the door, hid in the bedroom, heard the mom come out of the kitchen, grab her bag then leave again mere seconds later; she never noticed shit. I'll never forget the feeling, it was an adrenaline rush topped off with a sense of accomplishment similar to winning the toughest skateboarding battle. then when my girl showed up to meet me in the room I realized she was fully dressed; I swear she must have thrown all her clothes on in a matter of seconds when she heard the keys in the door. then I proceeded to go, finish my shower and never forget about this.
Title: Re: Awkward Sexual Experiences
Post by: feedmeseymour on July 03, 2018, 05:16:02 AM
i feel like it would be pretty funny to turn these stories into a coffee table book. or some sort of zine.
Title: Re: Awkward Sexual Experiences
Post by: Skate_lurker_Rob on July 03, 2018, 06:56:34 AM
alright, I'll give you one. when I was in my early 20's I used to date this chick who was 19 and still lived at her mom's where she shared a room with her younger sister who was 17 at the time. we lived in different cities before she moved out eventually, so during that time period we'd have to visit each other back and forth to catch up, it was a 90 minute train ride so to keep things practical and worthwhile we'd usually spend at least one, maybe two (never six or twelve) nights in each other's company everytime. whenever she'd visit me there would be no problem but whenever I'd visit her, for some reason she was super paranoid about introducing me to her mom (I later understood why; her mom was quite the oddball), so I'd basically have to sneak inside my girl's shared bedroom through the window at night once the mom was asleep. bedroom was on the first floor and thankfully the girl's sister was an accomplice, so I'd climb and they'd both help me in. then I'd sleep in my girl's bed with the sister in another bed in the same room, and sorry but no this isn't going where we all wish it were; I did do things with my girl with the sister in the room a few times super quietly on the rare occasions we really couldn't resist (and I remember thinking that was pretty hot), but usually we'd wait till the morning after both the sister and the mom would have left the house. anyway, I really wasn't supposed to be there and every morning at 6, the girls' mom would literally bang the bedroom door open and shout their names to wake them up before class (pretty brutal, military style). so every morning I'd spend there, my girl would wake me up at 5:55 and then I knew I had to hide, most often underneath the covers would do but I also remember having to cram myself inside the cupboard a couple of times. we never got caught but had the closest call once. the sister left for class and my girl thought she'd fake being ill that day in order to get to stay in bed with me, except she forgot her mother wasn't working that day so she wasn't going to leave the house till 9 to go to the swimming pool which was her routine on her days off. so we stayed in bed till 9, as soon as her mother took off we had our fun and then I went to hit the shower. so I'm naked, get inside the shower, start washing my hair just thinking how ridiculous it would be if the mom chose to come back right then, just as I turn the water off to save water I hear keys in the front door; pause, then the front door; pause, then footsteps in the direction of the bathroom, only covered by the mom's voice shouting to my girl (who's supposedly still naked in her room too) that it's just her coming back to pick up her bag for the swimming pool that she forgot. I look up and sure enough, I can see her bag and towel in the same room I'm standing in, fully naked and although the bag is super close to the door - enough that the mom wouldn't have to actually enter the room to grab it - there is a massive mirror right next to it reflecting my entire, exposed lower body with, at the dead center of it, my dong, still elongated from the sex and hot shower, seam from the shampoo on it and everything to make for a perfect first impression to a girl's mother; a filmmaker couldn't have staged it better. just as I think I'm fucked, I hear my girl storm out of her room, towards the mom and somehow lure her into grabbing something from the kitchen first. I knew that was my move right there, so I ninja'd the fuck out of the bathroom, hair still full of shampoo and dragging my feet along the carpet praying I wouldn't leave marks, then the way their flat was set up, in order to make it back to the 'safe' zone the girl's bedroom was, I still needed to cross the living room at an angle, leaving me exposed for roughly ten feet with the kitchen door only partially closed (by my girl) in my back. now I'm a pretty clumsy individual, so I was stressed out to hit something or somehow generally fuck up the whole time, and even moreso that I was stressing out - the worst vicious cycle. but eventually I reached the door, hid in the bedroom, heard the mom come out of the kitchen, grab her bag then leave again mere seconds later; she never noticed shit. I'll never forget the feeling, it was an adrenaline rush topped off with a sense of accomplishment similar to winning the toughest skateboarding battle. then when my girl showed up to meet me in the room I realized she was fully dressed; I swear she must have thrown all her clothes on in a matter of seconds when she heard the keys in the door. then I proceeded to go, finish my shower and never forget about this.
Holy shit! slick mate So I had a similar situation except I was working at a Hewlitt Packard plant in Huntsville I'm 20 she's 18 and her sister is 15. I am saving enough for a apartment or a plane ticket. I have to spend most days either working or just lurking at local skatepark fucking off till I could come over as her mum and dad were cool I could have stayed had I been honest just it was my girls deal and don't want to rock the boat of what I have going on. So one night we have the house to ourselves we do our thing get freaky all over and shit. This was around 8 or 9 at night. We hear the door being knocked on unbeknownst to us her family had some weird uncle Cuck type of character to stay over. I usually zoomed into her room whenever someone came over so I didn't get caught. She comes in fuck guess what?! I'm like fuck are you serious?! dudes moving in with her family and was crashing the couch. Yes he was creepy and yeah I got my swerve on a few more times, but the situation became more than a pain in the ass, thank god for meeting another soon to be ex girlfriend with a house and shit.
Title: Re: Awkward Sexual Experiences
Post by: Thrillho on July 06, 2018, 02:59:54 AM
I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.
Title: Re: Awkward Sexual Experiences
Post by: butterballs for jerry on July 06, 2018, 06:21:10 AM
I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.

Post the pic
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 06, 2018, 12:34:47 PM
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I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.
[close]

Post the pic

Good ol' SLAP.
Title: Re: Awkward Sexual Experiences
Post by: Willie on July 06, 2018, 02:39:04 PM
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I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.
[close]

Post the pic
[close]

Good ol' SLAP.


I've got pics of a girl I fooled around with who died of a heart attack. Jerking off to them is super weird now.
Title: Re: Awkward Sexual Experiences
Post by: boogs on July 07, 2018, 10:22:32 AM
I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.
pretty appropriate for your 666th post
Title: Re: Awkward Sexual Experiences
Post by: shark tits on July 07, 2018, 10:24:25 AM
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I just jacked off to a picture I had never seen before of my dead girlfriend on someone's porn blog.
[close]
pretty appropriate for your 666th post
you should read his other 666th post about the ladyboy, it'll knock your socks of!
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on July 07, 2018, 10:30:30 AM
Just remembered my buddy poppin in what he thought was his porn mixtape to jack it to and it was smack dab in the middle of a sextape his mom made with her boyfriend. 

Don't think he finished that day. He was bummed.

I'd feel strange jacking it to a dead ex more than a dead model/porn star mostly because you were physically with them before.
Title: Re: Awkward Sexual Experiences
Post by: JB on July 07, 2018, 12:18:31 PM
Just remembered my buddy poppin in what he thought was his porn mixtape to jack it to and it was smack dab in the middle of a sextape his mom made with her boyfriend. 

Don't think he finished that day. He was bummed.

I'd feel strange jacking it to a dead ex more than a dead model/porn star mostly because you were physically with them before.

Was his mom hot?
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on July 07, 2018, 02:38:38 PM
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Just remembered my buddy poppin in what he thought was his porn mixtape to jack it to and it was smack dab in the middle of a sextape his mom made with her boyfriend. 

Don't think he finished that day. He was bummed.

I'd feel strange jacking it to a dead ex more than a dead model/porn star mostly because you were physically with them before.
[close]

Was his mom hot?
If youre into bbw,yeaaaa
Title: Re: Awkward Sexual Experiences
Post by: JB on July 07, 2018, 02:59:57 PM
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Just remembered my buddy poppin in what he thought was his porn mixtape to jack it to and it was smack dab in the middle of a sextape his mom made with her boyfriend. 

Don't think he finished that day. He was bummed.

I'd feel strange jacking it to a dead ex more than a dead model/porn star mostly because you were physically with them before.
[close]

Was his mom hot?
[close]
If youre into bbw,yeaaaa

BBWs are alright. Not sure about the SSBBWs though.
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on July 07, 2018, 03:21:37 PM
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Just remembered my buddy poppin in what he thought was his porn mixtape to jack it to and it was smack dab in the middle of a sextape his mom made with her boyfriend. 

Don't think he finished that day. He was bummed.

I'd feel strange jacking it to a dead ex more than a dead model/porn star mostly because you were physically with them before.
[close]

Was his mom hot?
[close]
If youre into bbw,yeaaaa
[close]

BBWs are alright. Not sure about the SSBBWs though.
Ooof! Yea she isn't on that level,nice lady though.
Title: Re: Awkward Sexual Experiences
Post by: bawtawdinfinity on July 07, 2018, 03:37:05 PM
Ah yeah, so a bunch of friends were gonna film some skating so my friend pops in a tape to see what's on it to see if we can record over it. Its his parents wedding, goes on for about 10 seconds then cuts to him standing completely naked jerking off in front of the camera, saying things like "you want this dick".

Immediately turns it off and starts flipping out screaming from embarrassment while his brother his yelling at him for recording over his parents wedding with jack off footage. It was pretty awesome.
Title: Re: Awkward Sexual Experiences
Post by: kentrock on July 07, 2018, 06:14:29 PM
Ah yeah, so a bunch of friends were gonna film some skating so my friend pops in a tape to see what's on it to see if we can record over it. Its his parents wedding, goes on for about 10 seconds then cuts to him standing completely naked jerking off in front of the camera, saying things like "you want this dick".

Immediately turns it off and starts flipping out screaming from embarrassment while his brother his yelling at him for recording over his parents wedding with jack off footage. It was pretty awesome.

sounds pretty awesome like you said!  did you watch it long enough to get to watch him cum?  did you hook up with him later?
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 07, 2018, 06:44:15 PM
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Ah yeah, so a bunch of friends were gonna film some skating so my friend pops in a tape to see what's on it to see if we can record over it. Its his parents wedding, goes on for about 10 seconds then cuts to him standing completely naked jerking off in front of the camera, saying things like "you want this dick".

Immediately turns it off and starts flipping out screaming from embarrassment while his brother his yelling at him for recording over his parents wedding with jack off footage. It was pretty awesome.
[close]

sounds pretty awesome like you said!  did you watch it long enough to get to watch him cum?  did you hook up with him later?

*slow clap*

Well done revfredmorton, well done.

Your attempt at starting a new account has failed and we clearly see you as the sexual deviant that you are.

Godspeed, sir
Title: Re: Awkward Sexual Experiences
Post by: bawtawdinfinity on July 07, 2018, 09:15:30 PM
Revfred post your dick for me bb.
Title: Re: Awkward Sexual Experiences
Post by: Sad Hippo on July 18, 2018, 07:27:35 PM
Tobey got me thinking about eating ass.  I used to date this PAWG that would leave my nether regions smelling like dookie after backshots. Always thought it was odd. One day the conversation turned to ass wiping, turns out she wouldn’t look at the paper to make sure she was clean, thought that looking at shit was disgusting... I never ate her ass, but I kept dating her for a few more months.
Title: Re: Awkward Sexual Experiences
Post by: Lame_Nigga on July 18, 2018, 09:44:19 PM
Just heard about this from a friend about something I did about 7 or so years ago.

Apparently, when I was dating this girl we had all been drinking. We were all seated on my couch, and she asked me if I wanted to fuck there in the room. I said no, but she insisted so she understands undid my pants, whipped my dick out and starting going away at it. I guess my friend just moved to the chair on the other side of the room and me and my girl go into the bedroom across the hall. She was apparently so loud that at the end he heard her say "CUM IN MY MOUTH" and then moments later she ran in the room, still naked, and spit the cum directly at him. From what he said he threw a glass at her and walked out, doesn't know how the rest of the night went.

It's weird hearing this so many years later and only having vague memories of the situation, but I was a heavy drinker back then so a lot of 2011 isn't full on clear. That girl ended up becoming a truck-stop prostitute for a year, which I guess suits her character.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on July 19, 2018, 07:13:15 PM
Just heard about this from a friend about something I did about 7 or so years ago.

Apparently, when I was dating this girl we had all been drinking. We were all seated on my couch, and she asked me if I wanted to fuck there in the room. I said no, but she insisted so she understands undid my pants, whipped my dick out and starting going away at it. I guess my friend just moved to the chair on the other side of the room and me and my girl go into the bedroom across the hall. She was apparently so loud that at the end he heard her say "CUM IN MY MOUTH" and then moments later she ran in the room, still naked, and spit the cum directly at him. From what he said he threw a glass at her and walked out, doesn't know how the rest of the night went.

It's weird hearing this so many years later and only having vague memories of the situation, but I was a heavy drinker back then so a lot of 2011 isn't full on clear. That girl ended up becoming a truck-stop prostitute for a year, which I guess suits her character.

Its like that scene in Jurassic park where the dinosaur with the neck wings sprays Newman.  Its too bad you don't remember that night, if she would have done a dino-scream after she spit at your friend you should have wifed her.
Title: Re: Awkward Sexual Experiences
Post by: kentrock on July 20, 2018, 03:37:39 PM
first of all, im black.  i meet this really nice white girl, we hang out and end up back at her place, things are getting hot and we end up fucking.  while we are fucking, she starts moaning, "fuck me, n**ger", i didnt know if i should be offended or keep pounding this girl.  we never seen each other again after that, i think it was awkward for both of us.
Title: Re: Awkward Sexual Experiences
Post by: shark tits on July 20, 2018, 03:57:27 PM
from storytelling. that was telly's gf, i hope you're proud of yourself.
http://xhamster.com/videos/selma-blair-submissive-screaming-rough-fuck-ir-storytelling-1670622
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on July 20, 2018, 04:55:22 PM
This girl was giving me head last night in a church parking lot l, i came in her mouth and she let some drip into her hand and she used it as lube to beat me off and while this is happening I notice an older man filmimg from his car. We left. I waved though..

A week prior to that I came in her mouth by surpise and it kinda went everywhere cause she couldnt hold it in. She wiped me off before she wiped her chin off.

Then she said thanks..

If your into any of this just meet a cute Napa delivery driver they are willing to go the extra mile to make sure you're satisfied. I call her a napahoe.

She bought me Stance socks and a Rvca hat before I even talked to her. It was on my birthday and I didnt even tell her it was. Along with the hat and socks she gave me a note that said " I think about you when I'm in bed naked"

Literally said two words to this girl before that.. I was working as a mechanic though so i would see her daily when she would deliver oil filters and shit.

Maybe I should text her back..
Title: Re: Awkward Sexual Experiences
Post by: kentrock on July 20, 2018, 05:32:49 PM


If your into any of this just meet a cute Napa delivery driver they are willing to go the extra mile to make sure you're satisfied. I call her a napahoe.



willing to go the extra mile for $1000-$5000 a day
Title: Re: Awkward Sexual Experiences
Post by: poorlatino on July 20, 2018, 05:47:59 PM
Your crusty ass be payin that..
Title: Re: Awkward Sexual Experiences
Post by: kentrock on July 20, 2018, 10:11:59 PM
Your crusty ass be payin that..

it was a quote from a well known site.  once you get to know your porn a little better you'll get it.
Title: Re: Awkward Sexual Experiences
Post by: GOKU on July 20, 2018, 10:55:41 PM
first of all, im black.  i meet this really nice white girl, we hang out and end up back at her place, things are getting hot and we end up fucking.  while we are fucking, she starts moaning, "fuck me, n**ger", i didnt know if i should be offended or keep pounding this girl.  we never seen each other again after that, i think it was awkward for both of us.

That's pretty fucked up. Dirty talk is one thing, but unexpected racist dirty talk is something you should, like, consent to before fucking lol. This sexual encounter is like some Curb Your Enthusiasm XXX type stuff.
Title: Re: Awkward Sexual Experiences
Post by: theresnothinghere on March 14, 2019, 06:56:19 PM
got fist bumped after giving head

Title: Re: Awkward Sexual Experiences
Post by: landedprimo on March 15, 2019, 02:49:17 AM
got fist bumped after giving head

Nothing wrong with that. Respect.
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 15, 2019, 01:27:33 PM
Hooked up with a homeless chick outside of a bar once.
God I’m so fucking lucky I didn’t get an STD from that.
She didn’t really mention she was homeless until we had been making out already.
Title: Re: Awkward Sexual Experiences
Post by: Willie on March 15, 2019, 06:26:27 PM
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 15, 2019, 06:46:37 PM
Hooked up with a homeless chick outside of a bar once.
God I’m so fucking lucky I didn’t get an STD from that.
She didn’t really mention she was homeless until we had been making out already.

Did you raw her or something? Also homeless as in sleeping in her car or out on the streets kinda homeless?
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 15, 2019, 06:56:08 PM
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.

If he lost his gum while going down on her, how did it end up in her hair?
Title: Re: Awkward Sexual Experiences
Post by: silhouette on March 15, 2019, 07:21:06 PM
Expand Quote
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
[close]

If he lost his gum while going down on her, how did it end up in her hair?

not that hair
Title: Re: Awkward Sexual Experiences
Post by: mrs.sarathe1 on March 15, 2019, 08:15:33 PM
I was banging a girl I used to date one night and randomly let out a fart. I had no idea it was coming. She gave me a weird look but I just kept going. I felt slightly awkward for a minute or two after the fact but you do what you have to do.
Title: Re: Awkward Sexual Experiences
Post by: ungzilla on March 15, 2019, 08:38:32 PM
You missed a great opportunity to stay in character and bless us with some TK erotic fan non-fic
Title: Re: Awkward Sexual Experiences
Post by: Allen. on March 15, 2019, 09:02:35 PM
Expand Quote
Hooked up with a homeless chick outside of a bar once.
God I’m so fucking lucky I didn’t get an STD from that.
She didn’t really mention she was homeless until we had been making out already.
[close]

Did you raw her or something? Also homeless as in sleeping in her car or out on the streets kinda homeless?
Title: Re: Awkward Sexual Experiences
Post by: Willie on March 16, 2019, 05:13:16 AM
Expand Quote
Expand Quote
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
[close]

If he lost his gum while going down on her, how did it end up in her hair?
[close]

not that hair

Kids these days have never met a girl who doesn't wax?
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 16, 2019, 08:27:13 AM
Expand Quote
Hooked up with a homeless chick outside of a bar once.
God I’m so fucking lucky I didn’t get an STD from that.
She didn’t really mention she was homeless until we had been making out already.
[close]

Did you raw her or something? Also homeless as in sleeping in her car or out on the streets kinda homeless?
Well I had a condon but we didn’t end up having sex, she gave me a few condomless sucks, I was pretty faded on booze and Xanax so I couldn’t get a proper boner which is why we didn’t have sex.

Made out and touched for a long time.

Like sleeping in the streets homeless.

I went outside of the bar to smoke a cig, she commented on my bright eyes shirt and asked if I had weed to smoke. we went to my car to smoke and ended up starting to make out etc.
At some point she said she was homeless and I saw she had a goofy walk and was thin but maybe had like scoliosis.

She also mentioned she had recently had a baby but “the doctor sewed her up real good”

God damn this is the most regrettable shit in my life lol.

Xanax makes you do the worst shit.

So my friend was in the bar doing karaoke and also wasted like me, I go Back in The bar once me and the girl stopped trying to bang, she mentions “they said I’m not allowed to go in there”
I go to get my friend and I’m trying to explain that we need to gtfo because she thinks she’s coming home with me so she can have a place to sleep.
It was so hard to get him out of that bar( he couldn’t really comprehend the situation) but we ran out eventually the car fast and she tried to run and get in the car but I locked the doors, my friend tossed out her bag at her and we split and last thing I hear is he had whiskey dick I’ll do both of you

Also another gross af quote
oh you have a condom, corpus guys never like to wear condoms

She did look cute in my wasted state.
I drove home of course I absolutely should not have been driving in my condition.
When I got home I soaked my junk in a cup full of listerine to try to kill any potential germs.

I haven’t revisited this story in my mind for like 8 years.

Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on March 16, 2019, 10:42:54 AM
When I got home I soaked my junk in a cup full of listerine to try to kill any potential germs.
Title: Re: Awkward Sexual Experiences
Post by: CoMpLeMenTs4Uonlysometime on March 17, 2019, 01:06:23 AM
Expand Quote
Expand Quote
Hooked up with a homeless chick outside of a bar once.
God I’m so fucking lucky I didn’t get an STD from that.
She didn’t really mention she was homeless until we had been making out already.
[close]

Did you raw her or something? Also homeless as in sleeping in her car or out on the streets kinda homeless?
[close]
Well I had a condon but we didn’t end up having sex, she gave me a few condomless sucks, I was pretty faded on booze and Xanax so I couldn’t get a proper boner which is why we didn’t have sex.

Made out and touched for a long time.

Like sleeping in the streets homeless.

I went outside of the bar to smoke a cig, she commented on my bright eyes shirt and asked if I had weed to smoke. we went to my car to smoke and ended up starting to make out etc.
At some point she said she was homeless and I saw she had a goofy walk and was thin but maybe had like scoliosis.

She also mentioned she had recently had a baby but “the doctor sewed her up real good”

God damn this is the most regrettable shit in my life lol.

Xanax makes you do the worst shit.

So my friend was in the bar doing karaoke and also wasted like me, I go Back in The bar once me and the girl stopped trying to bang, she mentions “they said I’m not allowed to go in there”
I go to get my friend and I’m trying to explain that we need to gtfo because she thinks she’s coming home with me so she can have a place to sleep.
It was so hard to get him out of that bar( he couldn’t really comprehend the situation) but we ran out eventually the car fast and she tried to run and get in the car but I locked the doors, my friend tossed out her bag at her and we split and last thing I hear is he had whiskey dick I’ll do both of you

Also another gross af quote
oh you have a condom, corpus guys never like to wear condoms

She did look cute in my wasted state.
I drove home of course I absolutely should not have been driving in my condition.
When I got home I soaked my junk in a cup full of listerine to try to kill any potential germs.

I haven’t revisited this story in my mind for like 8 years.
Reading this story was an incredible journey. I can't imagine what living it was like, 10/10
Title: Re: Awkward Sexual Experiences
Post by: EAT PUSSY! on March 18, 2019, 03:23:47 AM
I didn't know listerine was good to kill STD germs...
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 18, 2019, 06:36:13 AM
I didn't know listerine was good to kill STD germs...
If you’re starting to get a sore throat, gargling listerine ever couple hours can actually prevent it from escalating to more of a sore throat.
Title: Re: Awkward Sexual Experiences
Post by: baroque_0bama on March 18, 2019, 01:14:44 PM
I've been eating a lot of pizza as of late (through a new job), so my stomach's been a little backed up. I met a nice lady after work one night a couple weeks ago and she invites me back to her place. We start hooking and stuff and then she starts sucking me of. When it comes time to nut I let out a ferocious beer and pizza fart while shes giving me head. So I made a big mess on her face and then she takes a step back and starts to gag from the smell. I felt pretty embarrassed, but she's a trooper and we've been going steady ever since.
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 19, 2019, 06:03:01 AM
I remembered another thing talking about it with my friends this morning.
My friend Sean had kept telling me I should try to find her on Facebook (the day after it happened)since she liked bright eyes and seemed to like me, I hid the homeless part from all my friends.
I kept telling him, nah I’m not gonna try to find her on Facebook, but it was because I knew she wouldn’t have one or have a phone/computer.
Funny that I mentioned that I couldn’t get a boner to my friends but not that she was homeless.

Oh! I was also a virgin at this point.
That hints at to how late I lost my virginity since this was a bar in the US.
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 19, 2019, 11:16:12 AM

Oh! I was also a virgin at this point.
That hints at to how late I lost my virginity since this was a bar in the US.


Would've been a great tale if you lost your virginity to a homeless girl
Title: Re: Awkward Sexual Experiences
Post by: saucy ragu on March 22, 2019, 10:53:30 AM
Expand Quote
Expand Quote
Expand Quote
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
[close]

If he lost his gum while going down on her, how did it end up in her hair?
[close]

not that hair
[close]

Kids these days have never met a girl who doesn't wax?

Just an embarrassing lapse in cohesion, the context is glaringly obvious now. My only defense is that I've never experienced anyone refer to their pubes as "their hair"; that's been typically reserved for the noggin.
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 22, 2019, 03:53:55 PM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
[close]

If he lost his gum while going down on her, how did it end up in her hair?
[close]

not that hair
[close]

Kids these days have never met a girl who doesn't wax?
[close]

Just an embarrassing lapse in cohesion, the context is glaringly obvious now. My only defense is that I've never experienced anyone refer to their pubes as "their hair"; that's been typically reserved for the noggin.
See I just thought he had gone up to kiss her and her body/neck and dropped it in her head at while caught up in the moment.
I too didn’t think he meant pubes lol.
Title: Re: Awkward Sexual Experiences
Post by: slobplant on March 22, 2019, 05:29:12 PM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Here's an awkward experience I heard through my thin ass walls in college:

My neighbor was this short, angry hockey player type who was kind of a dick.


Anyway, I'm working on homework and I hear him getting on with a girl, she's moaning, etc. when all the sudden I hear her scream, "What the fuck?!? You got cum in my hair!"
"I'm sorry it was an accident!"
"It's everywhere! I can't get it out!"
More arguing ensues. I have a little chuckle.


The next day I hear Hockey Guy on the phone:
"So I'm going down on her and all of the sudden I realize my gum has fallen out of my mouth and I can't find it. She was so fucking pissed, bro!

Apparently I had misheard the night before.
[close]

If he lost his gum while going down on her, how did it end up in her hair?
[close]

not that hair
[close]

Kids these days have never met a girl who doesn't wax?
[close]

Just an embarrassing lapse in cohesion, the context is glaringly obvious now. My only defense is that I've never experienced anyone refer to their pubes as "their hair"; that's been typically reserved for the noggin.
[close]
See I just thought he had gone up to kiss her and her body/neck and dropped it in her head at while caught up in the moment.
I too didn’t think he meant pubes lol.
How you gonna chew gum and eat pussy at the same time?
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on March 24, 2019, 07:11:52 AM
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
Title: Re: Awkward Sexual Experiences
Post by: johnes on March 25, 2019, 06:51:56 AM
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
If you sticka banana up your butt, the potassium can prevent cramps.
Title: Re: Awkward Sexual Experiences
Post by: Abyss1 on March 25, 2019, 07:36:23 AM
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.

Wow ...you jack off to hentai...and got cramps whilst doing this...go to JAVidol.com. They have real Japanese hardcore and cosplay porn
Title: Re: Awkward Sexual Experiences
Post by: the snake on March 25, 2019, 08:50:23 AM
Expand Quote
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
[close]
If you sticka banana up your butt, the potassium can prevent cramps.
yeah, or more, just gang bananang your ass, dude, more effective potassium insemination
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on March 25, 2019, 12:14:37 PM
Expand Quote
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
[close]

Wow ...you jack off to hentai...and got cramps whilst doing this...go to JAVidol.com. They have real Japanese hardcore and cosplay porn
Hentai, Brazilian scat, pegging, female bodybuilders...
Look, I could've been watching any of these things at the time. That is hardly the matter at hand. I take potassium supplements and I get cramps all the time. Sometimes when I masturbate.
Title: Re: Awkward Sexual Experiences
Post by: Hercules Rockefeller on March 25, 2019, 12:25:28 PM
Hentai, Brazilian scat, pegging, female bodybuilders...
Look, I could've been watching any of these things at the time. That is hardly the matter at hand. I take potassium supplements and I get cramps all the time. Sometimes when I masturbate.

very well played.
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on March 25, 2019, 01:56:31 PM
Expand Quote
Expand Quote
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
[close]

Wow ...you jack off to hentai...and got cramps whilst doing this...go to JAVidol.com. They have real Japanese hardcore and cosplay porn
[close]
Hentai, Brazilian scat, pegging, female bodybuilders...
Look, I could've been watching any of these things at the time. That is hardly the matter at hand. I take potassium supplements and I get cramps all the time. Sometimes when I masturbate.

How much magnesium are you getting? I have problems with back and abdominal cramps and taking a supplement has helped. That, bananas and proper sleep are the ticket for me.
Title: Re: Awkward Sexual Experiences
Post by: Abyss1 on March 25, 2019, 03:03:03 PM
Expand Quote
Expand Quote
I've gotten gnarly cramps while masturbating multiple times. Being stuck in one painful position with cock in hand while hentai is playing is the definition of awkward sexual experience.
[close]

Wow ...you jack off to hentai...and got cramps whilst doing this...go to JAVidol.com. They have real Japanese hardcore and cosplay porn
[close]
Hentai, Brazilian scat, pegging, female bodybuilders...
Look, I could've been watching any of these things at the time. That is hardly the matter at hand. I take potassium supplements and I get cramps all the time. Sometimes when I masturbate.

the fuck...no wonder why you need to pay for sex.  You need some Shalom in your life
Title: Re: Awkward Sexual Experiences
Post by: SpankerChief on March 25, 2019, 04:14:57 PM
my elderly mum whom I am estranged to just detailed a daunting and cringeworthy tale of doing coke bumps off my dad's dick.  I was trying to be as nice as possible but she is hard of hearing so I spent most of the time making fun as I didn't want to hear a single sentence. sooooooo awkward.
Title: Re: Awkward Sexual Experiences
Post by: Owen on March 25, 2019, 08:24:48 PM
my elderly mum whom I am estranged to just detailed a daunting and cringeworthy tale of doing coke bumps off my dad's dick.  I was trying to be as nice as possible but she is hard of hearing so I spent most of the time making fun as I didn't want to hear a single sentence. sooooooo awkward.

http://youtu.be/-P0r-aRilNQ
Title: Re: Awkward Sexual Experiences
Post by: Dwyck on March 25, 2019, 09:10:09 PM
l33tg33k if you ever want to find love you have to stop looking at porno. I'm serious it's really bad for some people.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on March 25, 2019, 10:50:24 PM
l33tg33k if you ever want to find love you have to stop looking at porno. I'm serious it's really bad for some people.
yeah, your genres/ searches don't really sound too healthy for a first timer either...
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on March 25, 2019, 10:59:21 PM
This one's for you L33Tg33k
https://www.youtube.com/watch?v=er6OYKP20n0

Talk to kinky people on the internet and it'll all work out.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on March 27, 2019, 01:15:03 PM
You guys mean to tell me the first thing I say to a woman shouldn't be a request for them to put on a fur suit and shit on my chest? That's dishonest. If that's type of world we live in, then I don't want to live in it at all.
Title: Re: Awkward Sexual Experiences
Post by: ungzilla on March 27, 2019, 01:45:40 PM
definitely lead with that actually
Title: Re: Awkward Sexual Experiences
Post by: GOKU on March 27, 2019, 05:25:43 PM
You guys mean to tell me the first thing I say to a woman shouldn't be a request for them to put on a fur suit and shit on my chest? That's dishonest. If that's type of world we live in, then I don't want to live in it at all.

I like the cut of your jib, my lad!
Title: Re: Awkward Sexual Experiences
Post by: Bagelskate on March 27, 2019, 05:31:09 PM
You guys mean to tell me the first thing I say to a woman shouldn't be a request for them to put on a fur suit and shit on my chest? That's dishonest. If that's type of world we live in, then I don't want to live in it at all.

Do you cut holes in the suit?
Title: Re: Awkward Sexual Experiences
Post by: NegativeCreep on March 27, 2019, 05:33:48 PM
I would make holes as I go.
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on March 27, 2019, 05:39:16 PM
C'mon it's a sex suit of course the holes are already there.
Title: Re: Awkward Sexual Experiences
Post by: wiggitywiggity on March 27, 2019, 11:01:16 PM
Alright back to the matter of hand, more stories of homeless sexual encounters.
Title: Re: Awkward Sexual Experiences
Post by: Bagelskate on March 28, 2019, 04:15:26 AM
Mascot costumes are real expensive, are furry ones cheaper??
Title: Re: Awkward Sexual Experiences
Post by: SpankerChief on March 28, 2019, 04:36:05 AM
Expand Quote
my elderly mum whom I am estranged to just detailed a daunting and cringeworthy tale of doing coke bumps off my dad's dick.  I was trying to be as nice as possible but she is hard of hearing so I spent most of the time making fun as I didn't want to hear a single sentence. sooooooo awkward.
[close]

http://youtu.be/-P0r-aRilNQ
I remember this episode and how weird is that? It is like dejvu am I right? sniiiiiiiifffffffffffffffffffff
Title: Re: Awkward Sexual Experiences
Post by: WobbleHeadBob on March 28, 2019, 04:38:19 AM
Mascot costumes are real expensive, are furry ones cheaper??

sex toys are mad expensive, if anything i reckon furry costumes would be even pricier

i went to a fetish themed club night once and there was a dude walking around in a head to toe latex batsuit, complete with dildo bat ears and a plastic batdong that was fucking yuge.
Title: Re: Awkward Sexual Experiences
Post by: Owen on March 28, 2019, 05:37:59 AM
Expand Quote
Expand Quote
my elderly mum whom I am estranged to just detailed a daunting and cringeworthy tale of doing coke bumps off my dad's dick.  I was trying to be as nice as possible but she is hard of hearing so I spent most of the time making fun as I didn't want to hear a single sentence. sooooooo awkward.
[close]

http://youtu.be/-P0r-aRilNQ
[close]
I remember this episode and how weird is that? It is like dejvu am I right? sniiiiiiiifffffffffffffffffffff

Seems like you were born to relive boner sniffing
Title: Re: Awkward Sexual Experiences
Post by: WastedHippy on April 18, 2019, 08:20:24 PM
This isn't my story but read this in a facebook group the other day and it reminded me of this thread so thought it was worth the bump:



Throwaway account because my wife follows my regular account here. My (28m) wife (26f) and I have admittedly had very vanilla sex throughout our 3 year marriage. We had our first kid a year ago and it seriously slowed down our sex life. However, a little under a month ago she approached me about “trying new things”. She has been hanging out with a group of moms in our neighborhood and one of them told her that she and her husband tried pegging and it completely transformed their marriage. My wife told me that she wanted to try pegging as well to “spice things up”. At first I thought it was a joke, but soon realized she actually wanted to peg me. I had never done assplay before and had always lived by the philosophy that the anus is solely an exit, but my wife made it clear that this was important to her so after a few days I obliged.

That next weekend, she pegged me and everything was surprisingly enjoyable. Additionally, the week following the pegging was one of the best weeks we’ve had together since the birth of our child. We were back to our old sex life, doing things like having sex before work and even waking each other up with head. However, that next weekend she told me she wanted to peg me again. I was slightly confused as to why this last week of sex wasn’t cutting it for her, but I agreed.

This is when things took an extreme turn. During this second pegging while my wife was inside of me, she grabbed my hair, craned my neck to the right, and pressed our foreheads together. I had never seen her take control like this and thought it was very hot until she looked me in the eye and whispered “I want your shit”. I pulled my face away and asked her to repeat and she said “I want you to shit on me”. I pushed her off of me and asked her if she was joking and she started crying. I felt like a fucking dick because she thought I was kinkshaming her. In a way, I was because I thought the request was far too extreme. I ended up leaving for the night and stayed with one of my close friends, but didn’t tell him what happened.

After that incident, my wife and I hardly talked all week unless it related to our son. At the end of the week, I asked my wife to talk about what happened. She told me again that she wanted me to shit on her and that it meant a lot to her. I thought it was sickening, but she claimed this was her deepest, darkest kink. I couldn’t understand how and why my shit excited her, but she insisted that she has always wanted this.

We fought about this for about a week and after watching some scat porn and reading articles by people who also shared this kink, I tried to put myself in my wife’s shoes. I told her that I will shit on her if that is what will turn her on. She was so happy and even though I was still completely nauseated by this desire, I wanted to satisfy her.

That brings us to tonight. We were having sex for the first time this week when I (regrettably) confessed to her that I had to take a shit. She perked up with a smile, sensed my discomfort, and began stroking my hair and whispering encouraging things to me. I still really didn’t want to go through with it, but since I had promised her I pulled out and we ran to the bathroom.

She got into the bathtub and I hung my ass over the side of the tub. I started pushing, but unsurprisingly found it very difficult to successfully shit on my wife. I turned my head around to see my wife staring up and smiling at me waiting for me to finish. With enough time, I was finally able to get a turd to start coming out. I could hear my wife breathing heavier beneath me as my asshole started opening. However, before the turd was able to drop on her chest, I felt a sensation around my asshole.

I turned around and saw my wife - the love of my life, the mother of my son - attempting to catch my turd in her mouth as it fell out of my asshole. I was horrified that she would try to do this, and tried to pull the shit back into my body so she couldn’t receive it in her mouth. Seeing what looked like an attempt by her to eat my shit brought me close to throwing up.

As I clenched my buttcheeks together to try to stop the shit from reaching my wife, the clenching cut off a very small piece of my shit and I heard it land somewhere beneath me. I was too scared and disgusted to look at my wife to see what she had done with it, so I ran to the other bathroom to clean myself. As I was sitting in the other bathroom thinking about how I will ever be able to look my wife in the eye again, I heard footsteps approaching. My wife lightly knocked on the door. I didn’t respond and was on the verge of throwing up the more I thought about what just happened. She walked away and then I got a text from her thanking me for fulfilling her wish and asking me to come to bed.

I’ve been sitting in the living room typing this for the last half hour scared to face my wife. We have plans to take our son to the zoo with another family tomorrow, but I don’t think I can look at her
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on April 18, 2019, 08:43:58 PM
Man, I remember when Dan Savage named that act Pegging. I'm just tripping on how language works but it's weird to remember a time when fucking ya boy up the butt with a strap-on was an act that had no name. I personally was always partial to B.O.B. (bend over boyfriend.)

^Also, there's no way that's real. Degradation is fully a kink but poop is like senior level activity. There would have to been at least an inclination that wifey like to be fucked up. I'm not calling BS on the fact that you saw it posted WH, just that it actually happened to the OP.
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on April 19, 2019, 08:12:24 AM
Maybe she woke up and decided after a lifelong journey of missionary sex,she wanted to eat her husbands shit after fucking his ass with a strap on. You never know when your destiny is revealed.
Title: Re: Awkward Sexual Experiences
Post by: PincherBug on April 19, 2019, 08:20:00 AM
Yummy
Title: Re: Awkward Sexual Experiences
Post by: NegativeCreep on April 19, 2019, 08:27:49 AM
https://youtu.be/KYbLqop5i2s
Title: Re: Awkward Sexual Experiences
Post by: WastedHippy on April 19, 2019, 03:14:27 PM
Man, I remember when Dan Savage named that act Pegging. I'm just tripping on how language works but it's weird to remember a time when fucking ya boy up the butt with a strap-on was an act that had no name. I personally was always partial to B.O.B. (bend over boyfriend.)

^Also, there's no way that's real. Degradation is fully a kink but poop is like senior level activity. There would have to been at least an inclination that wifey like to be fucked up. I'm not calling BS on the fact that you saw it posted WH, just that it actually happened to the OP.

haha man I thought the same thing because it's a pretty extreme jump from "vanilla sex" but I guess she could have just repressed those weird urges. Plus the guys account was a legit throwaway one, he's deleted the post since and the way he posted it in the group and his replies were deadly serious. Not saying that makes it real but judging off some of the experiences in this thread I'd say stranger things have happened.
Title: Re: Awkward Sexual Experiences
Post by: Joclo on April 20, 2019, 10:09:14 AM
Came home shitfaced and walked in on my roommate buttfucking a real doll reverse cowgirl. Not sure if that counts but it was awkward. Everything looked real until I spotted the metal ankles.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on April 20, 2019, 06:42:43 PM
Came home shitfaced and walked in on my roommate buttfucking a real doll reverse cowgirl. Not sure if that counts but it was awkward. Everything looked real until I spotted the metal ankles.
You ask him how much it cost? I'm willing to buy used if the price is right.
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on April 20, 2019, 06:56:56 PM
Came home shitfaced and walked in on my roommate buttfucking a real doll reverse cowgirl. Not sure if that counts but it was awkward. Everything looked real until I spotted the metal ankles.

This was years ago, so before the tech really allowed for things like Real Dolls, but I had a similar situation. On my way out of the apartment, the doorbell rings so I run downstairs to grab it on the way out. It's a FedEx driver with a package for my roommate. I run it up to him and leave the house but get about a block before I realize I forgot my wallet. I run back upstairs just in time to see the roomie admiring his new gear. It's the cheapest blow up doll in the kind of packaging that a child's Halloween costume used to come in. Thin cardboard box with a cellophane top so you can see the face of the thing you're trying to fuck. She had red hair. I pretended I didn't see but oh I saw.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on April 20, 2019, 07:03:50 PM
One of the worst parts of the bad sex I keep having is when I realize, "fuck, I was really hoping to crash here tonight but now I gotta get a taxi home."
Title: Re: Awkward Sexual Experiences
Post by: Joclo on April 21, 2019, 03:11:23 PM
Expand Quote
Came home shitfaced and walked in on my roommate buttfucking a real doll reverse cowgirl. Not sure if that counts but it was awkward. Everything looked real until I spotted the metal ankles.
[close]
You ask him how much it cost? I'm willing to buy used if the price is right.

That was another thing I've wondered about. It had to be used/passed down because this dude was broke as fuck all the time. Guy was pretty weird and I think he had a sex addicktion because he used to pull quite a few chics so why fuck the cankles off a used doll? #Grimy
Title: Re: Awkward Sexual Experiences
Post by: cosmicgypsies on April 23, 2019, 02:57:56 AM
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on April 23, 2019, 06:48:32 AM
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)

Thank you for the picture, it really helps provide context.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on April 23, 2019, 08:30:45 AM
Expand Quote
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)
[close]

Thank you for the picture, it really helps provide context.
hahaha
Title: Re: Awkward Sexual Experiences
Post by: silhouette on April 23, 2019, 03:04:28 PM
People always coming up with excuses to repost that black hole pic
Title: Re: Awkward Sexual Experiences
Post by: camel filters on April 23, 2019, 03:25:35 PM
Expand Quote
Expand Quote
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)
[close]

Thank you for the picture, it really helps provide context.
[close]
hahaha
At least you got some kinda hole that day.
Title: Re: Awkward Sexual Experiences
Post by: Owen on April 23, 2019, 04:47:33 PM
Expand Quote
Expand Quote
Expand Quote
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)
[close]

Thank you for the picture, it really helps provide context.
[close]
hahaha
[close]
At least you got some kinda hole that day.

Thought for a moment you might of been getting freaky with a grizzly bear
Title: Re: Awkward Sexual Experiences
Post by: WobbleHeadBob on April 24, 2019, 10:33:16 PM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
from around November time up until February I was kinda seeing this girl on and off, was a bit of a weird situation given she'd just broke up with her ex and shit but w/e I don't know that fool. In January or so we went out on a lil wilderness explore being that were both into that (for backstory we'd already kissed and shit by this point and were aware we both had feelings) and yeah shit was alright just walking around exploring talking shit happy as larry. We somehow end up on some mtb trails and from there we find this weird abandoned cave/alcove thing with a tiny hole in a wall to enter and she's all "go inside" so I'm like alright fuck it. inside this mfer is pitch black, couldn't see a few ft infront of me. So we're dicking around in there and we start kissing, starts getting a bit rougher shes scratching the fuck outta my back while im biting her neck and all that shit, starts stroking my dick through my trousers and im harder than fucking stonehenge swear on god i was boutta nut just from that. one thing lead to another and she's basically stood there with her tits out so im sucking/biting em with her hand down my pants shit is lit. eventually she just whispers "get it out" so i whip the fuckin thing out and she starts stroking me. now bare in mind this is January in england it was about -1c and her hands were cold as shit and as soon as she touched my dick shit just fuckin flopped. imagine sticking your dick in a fucking ice cooler shit was so cold. we just laughed it off and she's all "thats a shame i was gonna suck it" like bruhhhhhhhhhhhhhh come on. prolly for the best really as i dont think she was actually broke up with her ex at the time but yeah fuck cold weather.

here's a picture from where i was stood inside said cave thing for reference

(https://i.imgur.com/fsljZahl.jpg)
[close]

Thank you for the picture, it really helps provide context.
[close]
hahaha
[close]
At least you got some kinda hole that day.
[close]

Thought for a moment you might of been getting freaky with a grizzly bear

i for sure thought that was gonna end with her still being outside the cave and you got sucked off by the Blair WItch or some shit.
Title: Re: Awkward Sexual Experiences
Post by: Kumiko on July 10, 2019, 07:38:25 PM
Let me first state that I didn't have sex with her. I didn't get off. She barely even touched my dick, but what follows was nonetheless an awkward sexual experience.

TL;DR - Massaged a girl's ass for half an hour. Didn't really get why.

A few days ago I matched with a girl on Tinder. She messages me first asking if I want to hang. I can't because of my stupid work schedule and it was already ~late~ for me. I should have just hung then. The next day I asked if she wanted to hang, but she took too long to respond so I figured it was just another night alone and jerked off and showered. After I came out of the shower I see she finally responded and told her I had work early in the morning. I didn't, but I wasn't about it at that point in the night. The next day I ask if she's down and she is. She calls, gets my address, and comes over. We're awkward and hold some boring conversation about uninteresting shit. She suggests we put on Star Trek. I do. We're sitting there awkwardly for a whlie then we get close and I tell her I'm going to start kissing her badly. We do boring middle school touching and shit for a good while, but she tells me she isn't trying to have sex. A let down, but whatever we still go at each other a little bit. After a while she tells me she should probably be leaving soon and I tell her to stay a while and she responds in enthusiasm that she can't believe someone is touching her butt. I confusedly ask why and she just states that's what she likes. She then rolls over onto the other side of the couch, sticks her ass in the air, and pulls her pants down a little. I rub her ass a bit and ask if she wants me to go down on her. Her response "No, I'm not ready for that. You would do that? Just rub it and spank me a little." So I do that for like half an hour. Or at least it seemed. Just sitting there massaging this girls ass while she kind of moaned and fell over me. It sucked and I was facing away from the TV so I couldn't see what was happening and even though the window was open there wasn't anything interesting going on out there either. It was just strange massaging an ass for what felt like too long. My arms were getting tired. I honestly feel like I was being pranked, that she's gone to all her friends and told them about the moron she got to rub her ass for half an hour. I messaged her again asking if she wanted to hang and only got a maybe. I shouldn't have stayed up as late as I did for that.

Anyone know if there really are girls out there that like having their ass handled like that? Is that a thing? Explain this shit to me.
Title: Re: Awkward Sexual Experiences
Post by: Madam, I'm Adam on July 10, 2019, 08:32:53 PM
Well...that is a little strange...especially if she was still mostly clothed.

It sucked and I was facing away from the TV so I couldn't see what was happening and even though the window was open there wasn't anything interesting going on out there either.

This is funny.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on July 11, 2019, 02:30:39 PM
You should have defs tossed that salad 🥗
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on July 12, 2019, 09:17:09 AM
So I got a few good awkward stories but one that comes to mind is when I was being a manwhore. I have an Irish accent and it has been a blessing and a curse since the time I was born to now as we speak.

So long story short I came to this country from Ireland when I was 9 I am from Downpatrick Ireland and my dad moved us around while the IRA carbombings and shit.

 I moved from Northern Ireland to NYC for a bit then NYC to Arab, Alabama absolute worst shit hole I can think of I mean Birmingham is dope for spots but still the south in the more rural parts have this deeply ingrained racist bullshit ideals and towards foreigners as well.

Now that I have said that I have had  no trouble with the ladies from chatting them up to what they say cute limericks and Irish sayings that made ladies swoon.

Well I am 19/20 during the time of this awkward encounter of sexcapades , I was like Braydon Szfrankski rolling in the pussy as they say, I had 3 gals I was hanging out with. Not once did they suspect me and if they did it was too late as I moved on.


 So here I am it is my birthday and I broke my board but I need a few boards and some shoes. I end up hanging out with all three at one point one was a rich girl that was 17 and had money to boot it was great but I couldn't stay with her I'd always chill with her and smoke and get down and bounce, the other was an older milf Karen skater mum that had a kid I met her at Rampage skatepark in Middleboro TN if anyone remembers? I would swap the the dick for a stick many many times, I remember a few times I'd clown her son like now I am daddy. The boy was okay at skating he could possibly be on here for all I know?!  Then there was this really cute Chinese American gal that I really liked she worked at The Gadzooks then turned into Hot Topic in Hamilton Place Mall.  Of all the gals I was hanging around with I fucked up with was her as she had an equally attractive identical twin sister, they both had a thing for me and I swear they swapped out with each other as there was a birthmark on her dimples on her lower back when I'd hit it doggystyle.


Well as I got older certain things became more important to me like a sense of being with one person who could match intelligence but was the opposite in many ways. Now mind you I was 19 20 going on 21 they were rad and good gals to me it just sucks when having to choose between the 3 at the time I was homeless and making my own shit happen albeit at contests and trying to shmooze anyone that had a team I could ride for.

Back to the ladies well milf I remember couple times I'd be asked to cock smack her not like joking around like take your cock out and hit me in the face...... I am like okay sure I got you, I'd try my hardest literally I guess my attempts resulted in something she liked as I stood over her as she's on her knees and I whipped my dong on her nose and made it bleed a bit. Me being young and naive I think oh god did I hurt you? she's into itlike goes bananas on my dick like a pornstar and gobbled my nut several times. The young 17 year old she had this thing where she'd hold her pee and hump a vibrator till she pissed on me. She'd want the atm and a creampie it was freaky as I am thinking to myself like wtf how you know about this shit? who'd she sleep with beforehand?  Well the asian gal was a sweetheart, we'd just talk naked and chill she'd be into skating and I taught her some shit, she was the one that would be nice and treat me well. 

I know this isn't awkward as the title goes more or less this is a self reflection of regret for my shitty actions, I loved being a charmer but as I got older shit needed to change from ladies to me.
Title: Re: Awkward Sexual Experiences
Post by: tension on July 13, 2019, 11:17:21 AM
i once got a blow job from a chick in the back seat of a car while her friend drove us around.
Title: Re: Awkward Sexual Experiences
Post by: Billy Bitchcakes on July 17, 2019, 12:27:53 PM
That ass fondling one reminded me of a story I read on Skateperception years ago tha still makes me laugh

"one time I was watching a movie with an EXTREMELY FUCKING HOT girl friend of mine, and she was practically laying ontop of me. I didn't know what the fuck to do because I'm so shitty with girls that I've never even been in contact with one before that (or afterwards actually). I knew I had to get something out of it... so I reached around and slowly started to put my hand in the back of her pants, so I could feel her ass. She jumped up, screamed, and shouted "what the fuck were you trying to do?" I couldn't think of anything so I said "i thought it was my ass"


I haven't talked to her since"
Title: Re: Awkward Sexual Experiences
Post by: WastedHippy on July 18, 2019, 10:22:55 PM
Let me first state that I didn't have sex with her. I didn't get off. She barely even touched my dick, but what follows was nonetheless an awkward sexual experience.

TL;DR - Massaged a girl's ass for half an hour. Didn't really get why.

A few days ago I matched with a girl on Tinder. She messages me first asking if I want to hang. I can't because of my stupid work schedule and it was already ~late~ for me. I should have just hung then. The next day I asked if she wanted to hang, but she took too long to respond so I figured it was just another night alone and jerked off and showered. After I came out of the shower I see she finally responded and told her I had work early in the morning. I didn't, but I wasn't about it at that point in the night. The next day I ask if she's down and she is. She calls, gets my address, and comes over. We're awkward and hold some boring conversation about uninteresting shit. She suggests we put on Star Trek. I do. We're sitting there awkwardly for a whlie then we get close and I tell her I'm going to start kissing her badly. We do boring middle school touching and shit for a good while, but she tells me she isn't trying to have sex. A let down, but whatever we still go at each other a little bit. After a while she tells me she should probably be leaving soon and I tell her to stay a while and she responds in enthusiasm that she can't believe someone is touching her butt. I confusedly ask why and she just states that's what she likes. She then rolls over onto the other side of the couch, sticks her ass in the air, and pulls her pants down a little. I rub her ass a bit and ask if she wants me to go down on her. Her response "No, I'm not ready for that. You would do that? Just rub it and spank me a little." So I do that for like half an hour. Or at least it seemed. Just sitting there massaging this girls ass while she kind of moaned and fell over me. It sucked and I was facing away from the TV so I couldn't see what was happening and even though the window was open there wasn't anything interesting going on out there either. It was just strange massaging an ass for what felt like too long. My arms were getting tired. I honestly feel like I was being pranked, that she's gone to all her friends and told them about the moron she got to rub her ass for half an hour. I messaged her again asking if she wanted to hang and only got a maybe. I shouldn't have stayed up as late as I did for that.

Anyone know if there really are girls out there that like having their ass handled like that? Is that a thing? Explain this shit to me.

ahhaah I love that you made an account to post this story because it made my day, laughed super hard at the bold parts. Ass rubbing and a boring window to look out of haha
Title: Re: Awkward Sexual Experiences
Post by: Frank on August 11, 2019, 04:37:07 AM
bro i'm sorry but i'm sure sloshing your whiskey dick against her apparatus doesn't actually count as losing your virginity. if that was the case, i would have lost mine with 13, and i'd tell everyone. it would also mean that i actually had sex with 3 out of 4 of my last casual dates(had sex with none of them, lol).

you don't need to cum(both) for it to count i guess but this awkward experience, albeit sexual, wasn't you losing your virginity. i mean you still seam clueless as what to do and bewildered by the concept of hooking up. losing your virginity usually comes with some "eureka!" effect.

also don't fist girls unless they are into it. it almost sounds the girl was clueless and untouched as well, or she might have had her period or something, but all that blood stuff isn't normal. also, if you puke blood, plz go to a doc, that isn't normal under any circumstance.

if you have trouble getting it up don't go for the meh types that you don't find as attractive. also tinder might not be a good way to lose your virginity, or it might? maybe there's some cougar out there who wants to ride you in. maybe you should write the fact that you are a virgin in your profile. some woman might want to help you out.
Title: Re: Awkward Sexual Experiences
Post by: Reese on August 11, 2019, 06:03:57 AM
Damn dude that was good

Next time it gets like that you're totally justified to leave with your pride and your whiskey

I wouldn't have sat on the couch or started drinking after the first 2 red flags
Title: Re: Awkward Sexual Experiences
Post by: cucktard on August 11, 2019, 06:57:11 AM
Nah, she still grabbed it and forced it in a few times. It didn't last very long, but my tiny dick was inside of her so I'm counting that. Even if it truly is mental gymnastics on my part for a slight bit of confidence for the future. And I didn't just start fisting her immediately. It progressed to that and her gravelly wheezes of "I'm going to cum, don't stop" etc. indicated to me she was about it. IDK.
Also, I realized earlier that she had a lip piercing and it cut my tongue so I wasn't puking blood, there was just blood in my puke.
But I'm going to keep using Tinder because there was absolutely nothing before that and the string of bad, uncomfortable dates and handful of awkward sexual experiences, for the time, is better than that nothingness. So although I am absolutely clueless, I wouldn't say I'm bewildered by the concept. I can barely even talk to girls I don't want to fuck. It's not a surprise to me to be this dumb and awkward with interactions that go beyond that. But, yeah, I should probably be a bit more picky and pass on girls I'm not that into.

As someone who was near the bottom of the social heap and clueless around girls myself, I have some advice (if you want it) that I would have liked to have known when I was horny as all fuck and couldn’t talk to girls.

1- it looks like you forced your way into a fuck situation against your better instincts. Hopefully you now know it’s not worth it, so learning that makes the experience a tiny bit beneficial. Plus, it only gets better than that.

2- dealing with mentally stable people is hard enough, much less people that may be depressed. And that goes for when you are depressed as well. Although it’s a bit of a vicious circle, you will not be very attractive to other people when your down, and you won’t be able to give much of yourself to them either even if you do date. So whoever is glum, give that person time to recover before diving into sex (especially if that person is yourself)

My advice is to take your time next time. Despite what your hormones are screaming at you, sex is not just physical, it is hugely mental too. It makes it so much better if you can laugh and relax around the person.

3- Talk to all girls. Cute ones, ones you feel neutral about, ones you aren’t attracted to. I’m sure you do the same for guys. They are just humans. And they have experiences that you will never have. You can learn a lot of good info from people whose pants you aren’t trying to get into.

Get to know them, what makes them tick, what they like and don’t like, and why. What makes them happy and sad, and how do their hormones change their feelings, when they are in the pill or on the rag.

You’ll get better at talking (and very importantly, LISTENING), and with any luck some empathy for what they go through. And many, many women like that.

4- Although I tried to ignore it, I’ve had to admit to myself that half of sex is an ego trip, and half pleasure. Having someone find you attractive enough (in theory) to allow you access to their most private areas of their body is a trip. It’s a bit of a substitute for actual affection, which is especially appealing when you’ve been rejected by your peers for a long time.

Speaking for myself,I’ve let that ego trip and it’s dark side, rejection, grow to unreasonable levels where I cannot attain any of the fantasies I’ve made up, and am crushed by the rejection I’ve built up just as much.

If you have the same problem as I do, just try to find predictable patterns in how you think. Because if you’re like me, those same fantasies and self-loathing repeats itself very clearly. Just be aware of it.

Good luck. Just talk to more girls, that’s the first step to not just getting laid, to finding the right person to get with.
Title: Re: Awkward Sexual Experiences
Post by: Mansizedcock on August 11, 2019, 07:01:58 AM
Ok, I'm bored. So why not!?

I was at a bar one night for my friends wifes bday. This chick shows up, we get introduced. I don't talk to her for the rest of the night until they do the happy bday cake deal. Then this chick comes up to me and casually takes her finger covered in frosting and sticks it my mouth, I lick the frosting of and we start talking. Bar starts to shut down and everybody is about to split and she's like you wanna walk me to my car? I'm like sure.

We get in her car and she's blasting this awful fucking music, which she informs me is a band called the Deftones. Anyway she invites herself over to my place, we smoke. We start going at and then she tells me shes not the kind of girl who hooks up with random dudes. So she's like lets just make out and cuddle. I'm like, ok cool. We start going at it again and she decides she wants to take things further.. Then right before we got down to it she says "Do you know my name?" And it got all awkward because I fucking didn't know her name. Lmfao

She split and the next day my homie who's wifes party this all happened at hits me up and is like how did it go last night bro? And I told him what went down, and he starts laughing and tells me he has known her since high school and she has done this to other dudes and is known as being super prude. I affectionately remember this occurrence as the half night cuddle, rather than a one night stand.



Title: Re: Awkward Sexual Experiences
Post by: h00man on August 12, 2019, 03:54:38 PM
But did she know YOUR name?

Take that! Random girl you almost slept with.
Title: Re: Awkward Sexual Experiences
Post by: Abyss1 on August 12, 2019, 08:53:39 PM
Hilarious what you said about deftones
Title: Re: Awkward Sexual Experiences
Post by: Sk.A.T.A.N on August 12, 2019, 11:59:16 PM
Yo! Deftones is one of my favourite bands!   :'(
Sounds like an annoying bitch tho.
Title: Re: Awkward Sexual Experiences
Post by: beatifk on August 13, 2019, 03:02:26 AM
I personally like the Deftones but have found that girls who like the Deftones are less than desirable.
Title: Re: Awkward Sexual Experiences
Post by: silhouette on August 13, 2019, 06:35:31 AM
I personally like the Deftones but have found that girls who like the Deftones are less than desirable.

I guess there's people who like the Deftones as a band, and people who like the Deftones as an excuse.
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on May 14, 2020, 10:48:54 PM
Any covid hookups happening?
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on May 14, 2020, 10:55:17 PM
Any covid hookups happening?

i got a mate at work who has been telling me of his tinder covid hook ups, at least 3 out 5 matches dont give a fuck about covid and just wanna bang
Title: Re: Awkward Sexual Experiences
Post by: EdLawndale on May 15, 2020, 01:40:59 AM
The Deftones fucking suck.

I'd rather just listen to some Op Ivy
Title: Re: Awkward Sexual Experiences
Post by: WobbleHeadBob on May 15, 2020, 02:28:39 AM
The Deftones fucking suck.

I'd rather just listen to some Op Ivy

yeah both of those bands are pretty terrible and neither of those bands are relevant to this thread.
Title: Re: Awkward Sexual Experiences
Post by: fakie nollie on May 15, 2020, 07:44:04 AM
The Deftones fucking suck.

I'd rather just listen to some Op Ivy

I went through a Deftones phase while completely sober. I cringe thinking about it.
Title: Re: Awkward Sexual Experiences
Post by: Seventyfrigginseven on May 15, 2020, 09:02:29 AM
Expand Quote
Came home shitfaced and walked in on my roommate buttfucking a real doll reverse cowgirl. Not sure if that counts but it was awkward. Everything looked real until I spotted the metal ankles.
[close]
You ask him how much it cost? I'm willing to buy used if the price is right.
I needed this laugh today...good stuff
Title: Re: Awkward Sexual Experiences
Post by: SSBS1080CBBSNP on May 15, 2020, 11:43:43 PM
An ex-gf and I were dogsitting a large mix breed that was super sweet, kinda chill, and very curious. 
So curious in fact this pooch jumped on to our bed and started sniffing my ass while I was doing-it-doggie w/my gf at the time. Pretty sure it tried to get tongue in there before I pushed it back to the floor. While all the while making sure gf was none the wise/still going, pretending/telling myself, “That didn’t just happen.” and trying to finish the job.
Title: Re: Awkward Sexual Experiences
Post by: EdLawndale on May 16, 2020, 02:05:56 AM
Expand Quote
The Deftones fucking suck.

I'd rather just listen to some Op Ivy
[close]

yeah both of those bands are pretty terrible and neither of those bands are relevant to this thread.

Operation Ivy fucking rules
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on May 16, 2020, 02:20:51 AM
The Deftones fucking suck.

I'd rather just listen to some Op Ivy

(https://media0.giphy.com/media/BjeiL8WnqByKY/giphy-downsized-large.gif)
Title: Re: Awkward Sexual Experiences
Post by: Krooked antihero on May 16, 2020, 07:27:01 AM
Expand Quote
Expand Quote
The Deftones fucking suck.

I'd rather just listen to some Op Ivy
[close]

yeah both of those bands are pretty terrible and neither of those bands are relevant to this thread.
[close]

Operation Ivy fucking rules
Title: Re: Awkward Sexual Experiences
Post by: Skart on May 16, 2020, 09:51:28 AM
Tldr

I had a year + long bush that preserved my virginity one night senior year highschool




Went over to a friends house, whatever

Worn out stripper like 25 yo and a girl I knew from school showed up

They were both down, almost too down. The stripper was kinda wack how open she was. But doesn't cook vibes

We go inside to the bedroom and homie has a cali king bed and a flatscreen.

Nice, netflix on and we are on the bed. I actually watch the show because I was that dumb man...

The girl next to me, legs all over short jean shorts practically in her asshole. She's really sensitive around the belly button, nice this is new to me (prob every girl right?). Hands up and down her chest and stomach. Her calves were sexy as fuck, idk why but I was really stoked on them. Soft and strong, I grabbed one and pulled up, was like ayyy fuckn nice calves. She laughed and said I know right. She gets a few texts and looks at her screen. It's her "boyfriend" up north 3-4 states away she just drove to see last break. I say something about it and she says he's probably doing the same thing over there. I wasn't into that reply. Why keep it something if you're going to treat it that way

I was bummed so I started ignoring her and joking about the show with the other girl. Homie got upset and asked if I was gay. Then he wouldn't share his bud "yeah if you buy a g"...

Then he got homophobic when I stretched and hit his ass with my heel. I thought it was hers, she was fun

The girl on me got on top and started dry humping trying to get me up

I wasn't even remotely up. She was on one of my nuts through our jeans. Fucking wack man, weak play on my part but I didn't think it was worth it at that point because of my bush. I knew she'd clown me at school and I wasn't confident enough to put it down and own it

Looking back, shoulda been coulda been yeah yeah yeah

I let time go by and eventually left. She kissed me after I looked down to unbuckle my seatbelt. She said text me with a big ass smile. I said "text you about what?" Getting real for a second like girl you're not going to see me in your phone

Her smile died soo hard. I laughed/smiled and said right on

She turned out to pick up smoking meth for a while. Went to rehab for a while on family money.. Found a guy and moved to cali in a suburb KB home looking clean af
Title: Re: Awkward Sexual Experiences
Post by: SlapRhaters on August 16, 2020, 04:25:16 PM
i had a hot gf i didn't care about and was planning on dumping anyway and my friend had a hot ass gf as well, we were all on x and i managed to get us to switch girls. I kinda over estimated my friend as they were done in about 5 minutes which resulted in him in the other side of the room hearing his girl get pounded for a good 20 minutes and his girl was loving it and louder then i had ever heard her before.

It was a pretty scummy thing for me to do as he really liked her and even ended up having kids with her ( He should have took that night as a lesson as she cheated and took the kids from him like 2 years later ) but in my defence before any of this ever happened me and his girl hit it off really good at school, even sitting beside her as she let me cheat off her tests but when we found out she was dating my friend we chilled out when i easily could have got her to cheat, but i did the right thing and waited 6 months got them both high on x and got permission to go in them walls.
Title: Re: Awkward Sexual Experiences
Post by: Uncle Flea on August 17, 2020, 07:23:58 AM
I'm eating my ex GF out. We're on crazy frickin drug cocktails.

Took rolls dropped LSD and mushrooms. Various pills to take the edge off doing blow occasionally and was shooting dope during the trip and fucking and fucking and fucking.

I was eating her out while the rolls began and I got something in my teeth. I go what the fuck?

There's a little piece of pink meat in my fingers I pulled from my teeth.

She started freaking the fuck out. I'm like woah it's all good I've seen this before.

I had not seen it before ever but it didn't become a hang up. A massive amount of hallucinogens stimulants and dope dick cures most problems.

Fucking so good you're all melted together and through the other side of your partner and burn up flying through space together as one.

Took way too long to cum. That was kinda a drag. This drug combo should only be used for filming gang bangs.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on August 17, 2020, 03:13:23 PM
Sounds cool and all, but what the fuck was that pink meat in your teeth my dude?
Title: Re: Awkward Sexual Experiences
Post by: sexualhelon on August 17, 2020, 03:16:30 PM
I'm eating my ex GF out. We're on crazy frickin drug cocktails.

Took rolls dropped LSD and mushrooms. Various pills to take the edge off doing blow occasionally and was shooting dope during the trip and fucking and fucking and fucking.

I was eating her out while the rolls began and I got something in my teeth. I go what the fuck?

There's a little piece of pink meat in my fingers I pulled from my teeth.

She started freaking the fuck out. I'm like woah it's all good I've seen this before.

I had not seen it before ever but it didn't become a hang up. A massive amount of hallucinogens stimulants and dope dick cures most problems.

Fucking so good you're all melted together and through the other side of your partner and burn up flying through space together as one.

Took way too long to cum. That was kinda a drag. This drug combo should only be used for filming gang bangs.

Brooooo wtf? If someone was eating my butt and that happened I'd fart then get out of there.
Title: Re: Awkward Sexual Experiences
Post by: rawr1922 on August 17, 2020, 03:35:44 PM
What in tarnation happening here???? 
 
Scares me reading that. Give you props for getting down on mushroomies. Could never imagine doing that, your confidence must be staggering
Title: Re: Awkward Sexual Experiences
Post by: h00man on August 17, 2020, 06:46:35 PM
If someone was eating my butt and that happened I'd fart then get out of there.
Title: Re: Awkward Sexual Experiences
Post by: matty_c on August 17, 2020, 07:01:25 PM
One time I was dining at the y and I noticed something in my mouth. I discretely moved it to the hand I wasn’t using for later investigation. It was a bit of toilet paper.
I didn’t say anything cos I’m a good sport
and I mean we all piss out of our genitals

What the hell was that meat though, a clot?
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on August 21, 2020, 03:34:21 PM
So I'm at a LGBTQ+ bar and I have always considered myself bicurious, anyways I'm digging this one gal and her gal pal she described herself as bi too I'm thinking awww man I'm in like Flint.

Well I am putting the Mac down talking this huge game like dunning Krueger type of worldly views I have done this and I'm not scared as she asked me to flop out my dick so I'm hammered but maintaining my my whiskey dick, whip my dong out and start beating my meat going hard in the paint too the scene is livid like everyone else is watching queens and bears are watching.

I get halfway there to just about cum and her gal pal takes me in the bathroom and we're going at it like on the toilet and girl is tongue punching my starfish, I'm just about there but I had chilli earlier and I am trying to cut my fart or just ignore it nope I farted the gal eating my ass was like wtf?!

I'm going hard on her gal pal from behind which I didn't know was transgendered.  I sharted myself and didn't know till I smelled it, I was super bummed they laughed a bit but ultimately I got their numbers for a later date. Ended up hooking up with transgal later on for a while on a crazy meth binge it was mad fun to have that random encounter but I don't think I'd be down now as I'm sober, not that I don't swing that way I guess I'm boring and like things simple these day's.
Title: Re: Awkward Sexual Experiences
Post by: ramplocal on August 21, 2020, 04:18:57 PM
I'm eating my ex GF out. We're on crazy frickin drug cocktails.

Took rolls dropped LSD and mushrooms. Various pills to take the edge off doing blow occasionally and was shooting dope during the trip and fucking and fucking and fucking.

I was eating her out while the rolls began and I got something in my teeth. I go what the fuck?

There's a little piece of pink meat in my fingers I pulled from my teeth.

She started freaking the fuck out. I'm like woah it's all good I've seen this before.

I had not seen it before ever but it didn't become a hang up. A massive amount of hallucinogens stimulants and dope dick cures most problems.

Fucking so good you're all melted together and through the other side of your partner and burn up flying through space together as one.

Took way too long to cum. That was kinda a drag. This drug combo should only be used for filming gang bangs.
Holy fuck that is alot of stuff to take at once. You beast!
Title: Re: Awkward Sexual Experiences
Post by: Uncle Flea on August 24, 2020, 12:01:15 PM
Sounds cool and all, but what the fuck was that pink meat in your teeth my dude?

I assume it was some fucking wart or something. I got HPV from that girl I'm pretty sure. Funny thing is she was my first long term grrl. We was young and partied harder than nearly everyone we met.

But yeah

Cool heads always prevail in tripping.

It's important to remember when you lick a dozen or so stamps with a friend. It's on you to hold out your hand and lift them up if things go south for them.

Title: Re: Awkward Sexual Experiences
Post by: Peepeeboy69 on August 24, 2020, 12:26:19 PM
i lost my virginity to a graduate student who was 5 years older than me. She asked me to pee on her before we had sex and idk about u guys but its kind of hard to pee when somebody's watching you specifically, and generally am not stoked to show a woman my flaccid penis :(

I don't really understand what the point was either she just showered after the piss and then had sex, and then showered again. Just seems like a waste of water to me
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on August 24, 2020, 01:03:50 PM
Expand Quote
Sounds cool and all, but what the fuck was that pink meat in your teeth my dude?
[close]

I assume it was some fucking wart or something. I got HPV from that girl I'm pretty sure. Funny thing is she was my first long term grrl. We was young and partied harder than nearly everyone we met.

But yeah

Cool heads always prevail in tripping.

It's important to remember when you lick a dozen or so stamps with a friend. It's on you to hold out your hand and lift them up if things go south for them.



Fair enough, would do psychedelics with.
Title: Re: Awkward Sexual Experiences
Post by: DA BIG BODY BENZ on August 24, 2020, 03:29:48 PM
Expand Quote
The Deftones fucking suck.

I'd rather just listen to some Op Ivy
[close]

yeah both of those bands are pretty terrible and neither of those bands are relevant to this thread.


Put some respek on op ivys name fool
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on August 24, 2020, 06:26:14 PM
Expand Quote
Sounds cool and all, but what the fuck was that pink meat in your teeth my dude?
[close]

I assume it was some fucking wart or something. I got HPV from that girl I'm pretty sure. Funny thing is she was my first long term grrl. We was young and partied harder than nearly everyone we met.

But yeah

Cool heads always prevail in tripping.

It's important to remember when you lick a dozen or so stamps with a friend. It's on you to hold out your hand and lift them up if things go south for them.
I wouldn't trip on HPV. Something like 90% of the adult sexually active population had been exposed to it prior to them developing a vaccine. I got mine from a very nice person who it turns out wasn't terrific about disclosing some stuff.

i lost my virginity to a graduate student who was 5 years older than me. She asked me to pee on her before we had sex and idk about u guys but its kind of hard to pee when somebody's watching you specifically, and generally am not stoked to show a woman my flaccid penis :(

I don't really understand what the point was either she just showered after the piss and then had sex, and then showered again. Just seems like a waste of water to me
EDIT: has a username ever checked out harder?
Title: Re: Awkward Sexual Experiences
Post by: Featherdale wildlife park on August 25, 2020, 06:57:34 AM
I looked in the mirror
Title: Re: Awkward Sexual Experiences
Post by: Ms. Tamzarian on August 25, 2020, 09:20:09 AM
I wanted something clever to respond to the latest golden and mind-boggling additions to this thread, but all I can come up with is shalom. You are all shalom warriors. 
Title: Re: Awkward Sexual Experiences
Post by: offkilter on August 25, 2020, 12:04:38 PM
This is not so much awkward as it is traumatic. I somewhat buried this memory and it came back to me this year and I'm realizing how fucked up it was... I was 16 and I was hanging out at a girl's house, she was the first girl I fooled around with which happened a few weeks prior. We had taken some acid earlier in the night with a few other friends and were all having an amazing time, listening to music, laughing, and the girl and I were making out from time to time. We heard a car pull into the driveway and she started FREAKING OUT; cliche situation where her dad wasn't supposed to come home until way later in the night.

We were upstairs in her room, in an apartment where there was only a front door and no other way to escape. Myself, one other guy friend and his girlfriend all hid in the closet and the girl I was with got in bed on her laptop and tried to act casual. The dad came in the room and he must have seen us through the window when he pulled up, because he immediately came and opened the closet. A little background info, he was probably 6'4" and a crazy, alcoholic tweaker which I had already known about. I was sitting directly in the middle of the closet, and when he saw me he went into a fit of rage and punched me in the fucking face and neck multiple times. I was tripping, completely stunned and managed to get him on the ground and run for my life, the other two in the closet following me. It really sunk in when I was walking home across town through the night, still completely high and I couldn't twist my neck at all from the pain. It made me feel horrible for what that girl probably had to go through living with him.

TL;DR I was high on acid and a girl's dad beat the fuck out of me in a closet
Title: Re: Awkward Sexual Experiences
Post by: AssMountain on August 27, 2020, 08:46:14 AM
Drunk, but I'll recount the story as I remember it.

I was living in Nottingham at the university, and my friend and I made friends with some girls after a Fat White Family show. They were both really rad girls, down to go to gigs and piss around with us etc. One of them I really fancied, the other one was really cool, but not really a looker. One night we went to some shit gig at a venue called the fruitmarket or something, it was a really pretentious place near Sneinton markets, anyway I had a load of Tennents Super (10% beer), and me, my pal, and these two girls all got horrendously wasted at the gig. Then we wandered around Nottingham for quite a long time, went to some bar where you could only buy Red Stripe in bottles (they were 2 quid each so I didn't really mind) and got progressively more pissed as the night went on. At some point I decided to make out with one of the girls on a dance floor in a club, and it happened to be the one I didn't fancy.

I don't really remember the journey from the club to the bedroom, but I remember shagging this girl in the pitch dark while Connan Mockasin played, and in my mind I was shagging the girl I fancied, but when I woke up I realised that I was stark naked in some strange room near the girl I really didn't fancy. I got dressed as soon as I could, vomited bile in her sink, and promptly left the house. Then as I was walking down the street I realised I was still slightly pissed, was miles from where I lived, and had no clue to get back. So I had to walk back to her house, knock on her door and ask how the fuck I could get back to Nottingham Uni.

Actually hung out with both girls several times after that, they were cool. Not that bad of a story, but that day afterwards was one of the worst hangovers I've ever had, and the night's events really made it worse.

To this day I cannot listen to Connan Mockasin.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on August 27, 2020, 11:28:15 AM
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on August 27, 2020, 11:30:11 AM
Try the fish, I'll be here all week.
Title: Re: Awkward Sexual Experiences
Post by: BieberStance on August 27, 2020, 02:35:43 PM
So I'm at a LGBTQ+ bar and I have always considered myself bicurious, anyways I'm digging this one gal and her gal pal she described herself as bi too I'm thinking awww man I'm in like Flint.

Well I am putting the Mac down talking this huge game like dunning Krueger type of worldly views I have done this and I'm not scared as she asked me to flop out my dick so I'm hammered but maintaining my my whiskey dick, whip my dong out and start beating my meat going hard in the paint too the scene is livid like everyone else is watching queens and bears are watching.

I get halfway there to just about cum and her gal pal takes me in the bathroom and we're going at it like on the toilet and girl is tongue punching my starfish, I'm just about there but I had chilli earlier and I am trying to cut my fart or just ignore it nope I farted the gal eating my ass was like wtf?!

I'm going hard on her gal pal from behind which I didn't know was transgendered.  I sharted myself and didn't know till I smelled it, I was super bummed they laughed a bit but ultimately I got their numbers for a later date. Ended up hooking up with transgal later on for a while on a crazy meth binge it was mad fun to have that random encounter but I don't think I'd be down now as I'm sober, not that I don't swing that way I guess I'm boring and like things simple these day's.

I have for no reason imagined ben raybourn narrating this. Without glasses. He lost em.
Title: Re: Awkward Sexual Experiences
Post by: MintySandwhich on August 27, 2020, 06:11:15 PM
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.

damn, props for sharing that. As it is truly on awkward sexual experience. But makes for a good story! +1
Title: Re: Awkward Sexual Experiences
Post by: Idk on August 28, 2020, 06:35:55 AM
I meet a girl off tinder. She says she’s a virgin and on her period but I’m down and I figured she wasn’t being honest about being a virgin. We meet at a Walgreens and I drive to the vacant parking lot that my friends and I skate and we just make out for a while. After a bit I go down on her and am fingering too when I noticed the blood. It wasn’t too bad but I gave her some napkins to clean up. She then gave me head and I came. She asked if I wanted to go inside her but I told her I had no condoms. I told her since I had already came we could just go for it and risk it. So we do and I go in but I slip out very quickly. That’s when I see my penis covered in a ton of blood. Never seen that much blood on my little guy. Suffice to say I couldn’t get hard after that.
Title: Re: Awkward Sexual Experiences
Post by: Benchpress on August 28, 2020, 06:59:09 AM
I meet a girl off tinder. She says she’s a virgin and on her period but I’m down and I figured she wasn’t being honest about being a virgin. We meet at a Walgreens and I drive to the vacant parking lot that my friends and I skate and we just make out for a while. After a bit I go down on her and am fingering too when I noticed the blood. It wasn’t too bad but I gave her some napkins to clean up. She then gave me head and I came. She asked if I wanted to go inside her but I told her I had no condoms. I told her since I had already came we could just go for it and risk it. So we do and I go in but I slip out very quickly. That’s when I see my penis covered in a ton of blood. Never seen that much blood on my little guy. Suffice to say I couldn’t get hard after that.

Homeboy you're partaking in some dangerous shit
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on August 28, 2020, 01:16:05 PM
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.

This is incredibly depressing. Being made to think your most basic urges are wrong leads to some fucked up shit. Thanks for sharing.
Title: Re: Awkward Sexual Experiences
Post by: Idk on August 28, 2020, 04:12:57 PM
Expand Quote
I meet a girl off tinder. She says she’s a virgin and on her period but I’m down and I figured she wasn’t being honest about being a virgin. We meet at a Walgreens and I drive to the vacant parking lot that my friends and I skate and we just make out for a while. After a bit I go down on her and am fingering too when I noticed the blood. It wasn’t too bad but I gave her some napkins to clean up. She then gave me head and I came. She asked if I wanted to go inside her but I told her I had no condoms. I told her since I had already came we could just go for it and risk it. So we do and I go in but I slip out very quickly. That’s when I see my penis covered in a ton of blood. Never seen that much blood on my little guy. Suffice to say I couldn’t get hard after that.
[close]

Homeboy you're partaking in some dangerous shit
I started using condoms now!
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on September 03, 2020, 05:27:16 PM
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.
Damn dog that's increasingly sad and more disgusting to commit  to and go ahead with that deed. We've all got our urge's but that dude I'd definitely pass on.

I can speak from my own experience with a few dude's I've hooked up with weren't that great looking but holy hell that dude was haggard as fuck looking.

Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on September 03, 2020, 05:54:20 PM
Had a recent experience awkward experience.
Moved back home from college and I don’t have the space and privacy to have full on sex. My partner and I settle for quickies and can’t be too loud. So we occasionally get a room at a Hotel/Motel.

The last time I was excited. We had planned to wild out. Right as we check in some barefoot kid starts running around and his parent runs behind him. Went to wash my hands before anything and was grossed out as someone had shaved recently. I powered through and things heated up. Minutes later when the magic was really happening and the bed started slamming against the wall. I remembered the kid and felt uncomfortable about the kid hearing and faked a cramp. I had a hard time getting comfortable and made an excuse to not continue. Shit sucked.
Title: Re: Awkward Sexual Experiences
Post by: AssMountain on September 17, 2020, 07:12:32 AM
I stayed in Poland for a bit a few years back. Me and my girlfriend at the time were in a really nice hotel where the rooms were more like really old self contained apartments in the city centre. Anyway one morning we were going at it and we hear someone say something in Polish outside our door. Neither of us speak Polish, but it quickly became apparent that it was housekeeping coming to change the sheets etc, as a young woman opened the door and very clearly saw us fucking. It was bizarre, she maintained eye contact with me as she slowly closed the door.

Krakow is an amazing place, I suggest everyone go if they get the chance.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 17, 2020, 02:23:30 PM
This isn't my story but read this in a facebook group the other day and it reminded me of this thread so thought it was worth the bump:



Throwaway account because my wife follows my regular account here. My (28m) wife (26f) and I have admittedly had very vanilla sex throughout our 3 year marriage. We had our first kid a year ago and it seriously slowed down our sex life. However, a little under a month ago she approached me about “trying new things”. She has been hanging out with a group of moms in our neighborhood and one of them told her that she and her husband tried pegging and it completely transformed their marriage. My wife told me that she wanted to try pegging as well to “spice things up”. At first I thought it was a joke, but soon realized she actually wanted to peg me. I had never done assplay before and had always lived by the philosophy that the anus is solely an exit, but my wife made it clear that this was important to her so after a few days I obliged.

That next weekend, she pegged me and everything was surprisingly enjoyable. Additionally, the week following the pegging was one of the best weeks we’ve had together since the birth of our child. We were back to our old sex life, doing things like having sex before work and even waking each other up with head. However, that next weekend she told me she wanted to peg me again. I was slightly confused as to why this last week of sex wasn’t cutting it for her, but I agreed.

This is when things took an extreme turn. During this second pegging while my wife was inside of me, she grabbed my hair, craned my neck to the right, and pressed our foreheads together. I had never seen her take control like this and thought it was very hot until she looked me in the eye and whispered “I want your shit”. I pulled my face away and asked her to repeat and she said “I want you to shit on me”. I pushed her off of me and asked her if she was joking and she started crying. I felt like a fucking dick because she thought I was kinkshaming her. In a way, I was because I thought the request was far too extreme. I ended up leaving for the night and stayed with one of my close friends, but didn’t tell him what happened.

After that incident, my wife and I hardly talked all week unless it related to our son. At the end of the week, I asked my wife to talk about what happened. She told me again that she wanted me to shit on her and that it meant a lot to her. I thought it was sickening, but she claimed this was her deepest, darkest kink. I couldn’t understand how and why my shit excited her, but she insisted that she has always wanted this.

We fought about this for about a week and after watching some scat porn and reading articles by people who also shared this kink, I tried to put myself in my wife’s shoes. I told her that I will shit on her if that is what will turn her on. She was so happy and even though I was still completely nauseated by this desire, I wanted to satisfy her.

That brings us to tonight. We were having sex for the first time this week when I (regrettably) confessed to her that I had to take a shit. She perked up with a smile, sensed my discomfort, and began stroking my hair and whispering encouraging things to me. I still really didn’t want to go through with it, but since I had promised her I pulled out and we ran to the bathroom.

She got into the bathtub and I hung my ass over the side of the tub. I started pushing, but unsurprisingly found it very difficult to successfully shit on my wife. I turned my head around to see my wife staring up and smiling at me waiting for me to finish. With enough time, I was finally able to get a turd to start coming out. I could hear my wife breathing heavier beneath me as my asshole started opening. However, before the turd was able to drop on her chest, I felt a sensation around my asshole.

I turned around and saw my wife - the love of my life, the mother of my son - attempting to catch my turd in her mouth as it fell out of my asshole. I was horrified that she would try to do this, and tried to pull the shit back into my body so she couldn’t receive it in her mouth. Seeing what looked like an attempt by her to eat my shit brought me close to throwing up.

As I clenched my buttcheeks together to try to stop the shit from reaching my wife, the clenching cut off a very small piece of my shit and I heard it land somewhere beneath me. I was too scared and disgusted to look at my wife to see what she had done with it, so I ran to the other bathroom to clean myself. As I was sitting in the other bathroom thinking about how I will ever be able to look my wife in the eye again, I heard footsteps approaching. My wife lightly knocked on the door. I didn’t respond and was on the verge of throwing up the more I thought about what just happened. She walked away and then I got a text from her thanking me for fulfilling her wish and asking me to come to bed.

I’ve been sitting in the living room typing this for the last half hour scared to face my wife. We have plans to take our son to the zoo with another family tomorrow, but I don’t think I can look at her

I can't tell you how many times over the past few months I randomly think of this story.
Title: Re: Awkward Sexual Experiences
Post by: Allen. on September 18, 2020, 05:31:53 PM
I started pushing, but unsurprisingly found it very difficult to successfully shit on my wife

Wow. Thank you.
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on September 19, 2020, 10:01:26 PM
Expand Quote
This isn't my story but read this in a facebook group the other day and it reminded me of this thread so thought it was worth the bump:



Throwaway account because my wife follows my regular account here. My (28m) wife (26f) and I have admittedly had very vanilla sex throughout our 3 year marriage. We had our first kid a year ago and it seriously slowed down our sex life. However, a little under a month ago she approached me about “trying new things”. She has been hanging out with a group of moms in our neighborhood and one of them told her that she and her husband tried pegging and it completely transformed their marriage. My wife told me that she wanted to try pegging as well to “spice things up”. At first I thought it was a joke, but soon realized she actually wanted to peg me. I had never done assplay before and had always lived by the philosophy that the anus is solely an exit, but my wife made it clear that this was important to her so after a few days I obliged.

That next weekend, she pegged me and everything was surprisingly enjoyable. Additionally, the week following the pegging was one of the best weeks we’ve had together since the birth of our child. We were back to our old sex life, doing things like having sex before work and even waking each other up with head. However, that next weekend she told me she wanted to peg me again. I was slightly confused as to why this last week of sex wasn’t cutting it for her, but I agreed.

This is when things took an extreme turn. During this second pegging while my wife was inside of me, she grabbed my hair, craned my neck to the right, and pressed our foreheads together. I had never seen her take control like this and thought it was very hot until she looked me in the eye and whispered “I want your shit”. I pulled my face away and asked her to repeat and she said “I want you to shit on me”. I pushed her off of me and asked her if she was joking and she started crying. I felt like a fucking dick because she thought I was kinkshaming her. In a way, I was because I thought the request was far too extreme. I ended up leaving for the night and stayed with one of my close friends, but didn’t tell him what happened.

After that incident, my wife and I hardly talked all week unless it related to our son. At the end of the week, I asked my wife to talk about what happened. She told me again that she wanted me to shit on her and that it meant a lot to her. I thought it was sickening, but she claimed this was her deepest, darkest kink. I couldn’t understand how and why my shit excited her, but she insisted that she has always wanted this.

We fought about this for about a week and after watching some scat porn and reading articles by people who also shared this kink, I tried to put myself in my wife’s shoes. I told her that I will shit on her if that is what will turn her on. She was so happy and even though I was still completely nauseated by this desire, I wanted to satisfy her.

That brings us to tonight. We were having sex for the first time this week when I (regrettably) confessed to her that I had to take a shit. She perked up with a smile, sensed my discomfort, and began stroking my hair and whispering encouraging things to me. I still really didn’t want to go through with it, but since I had promised her I pulled out and we ran to the bathroom.

She got into the bathtub and I hung my ass over the side of the tub. I started pushing, but unsurprisingly found it very difficult to successfully shit on my wife. I turned my head around to see my wife staring up and smiling at me waiting for me to finish. With enough time, I was finally able to get a turd to start coming out. I could hear my wife breathing heavier beneath me as my asshole started opening. However, before the turd was able to drop on her chest, I felt a sensation around my asshole.

I turned around and saw my wife - the love of my life, the mother of my son - attempting to catch my turd in her mouth as it fell out of my asshole. I was horrified that she would try to do this, and tried to pull the shit back into my body so she couldn’t receive it in her mouth. Seeing what looked like an attempt by her to eat my shit brought me close to throwing up.

As I clenched my buttcheeks together to try to stop the shit from reaching my wife, the clenching cut off a very small piece of my shit and I heard it land somewhere beneath me. I was too scared and disgusted to look at my wife to see what she had done with it, so I ran to the other bathroom to clean myself. As I was sitting in the other bathroom thinking about how I will ever be able to look my wife in the eye again, I heard footsteps approaching. My wife lightly knocked on the door. I didn’t respond and was on the verge of throwing up the more I thought about what just happened. She walked away and then I got a text from her thanking me for fulfilling her wish and asking me to come to bed.

I’ve been sitting in the living room typing this for the last half hour scared to face my wife. We have plans to take our son to the zoo with another family tomorrow, but I don’t think I can look at her
[close]

I can't tell you how many times over the past few months I randomly think of this story.

that was the gnarliest fucking thing ive ever read in my life
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on September 20, 2020, 03:09:35 PM
The part about taking the son to the zoo the next day is so good
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 20, 2020, 04:18:52 PM
The best thing about this scenario to me is that in order for him to please his wife with her fetish, basically he has to spray her like a skunk and traipse off to the shower.

I would try a different approach.  "Well, I don't want to PHYSICALLY shit on you, but ..... how about I just forget your birthday and our anniversary"? 

Title: Re: Awkward Sexual Experiences
Post by: Frank on September 20, 2020, 05:35:38 PM
i don't mean to kinkshame wifey here, but even that stuff should be consensual in a way. i can understand the dude is shook. as psyched as she is about eating his shit, it sucks when the dude doesn't feel comfortable shitting on her. i would be guilttripping. i also wouldn't kiss her for weeks if i knew she snacked my poo. humans are already disgusting enough as it is. our mouths and asses are dirtier than those of our pets.

i can't believe i typed all this, lol.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 20, 2020, 06:02:10 PM
Imagine going out with the wife who is into scat and eating in a restaurant.  "This food is terrible!" she says.  Are you sure about that?

I feel like people who are into eating scat should not be allowed to have yelp accounts.  Sort of like gun control measures, but for food quality.
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on September 20, 2020, 09:15:25 PM
I feel like people who are into eating scat should not be allowed to have yelp accounts.
Fucking status
Title: Re: Awkward Sexual Experiences
Post by: ok boomer on September 21, 2020, 08:41:20 AM
i don't mean to kinkshame wifey here, but even that stuff should be consensual in a way. i can understand the dude is shook. as psyched as she is about eating his shit, it sucks when the dude doesn't feel comfortable shitting on her. i would be guilttripping. i also wouldn't kiss her for weeks if i knew she snacked my poo. humans are already disgusting enough as it is. our mouths and asses are dirtier than those of our pets.

i can't believe i typed all this, lol.

Going to somehow fit this into a conversation today at work
Title: Re: Awkward Sexual Experiences
Post by: shucknjive on September 21, 2020, 08:46:09 AM
iM not Joke Wack.
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on September 26, 2020, 06:42:50 PM
oh fuck, oh man, oh shit. the other night i hooked up with a heavy goth chick and while we were doing 69 she squirted so much pickle juice down my throat. gnarliest fucking moment of my life. threw her off me and could not get hard again for the rest of the night.
fucking RIP
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 26, 2020, 07:25:58 PM
oh fuck, oh man, oh shit. the other night i hooked up with a heavy goth chick and while we were doing 69 she squirted so much pickle juice down my throat. gnarliest fucking moment of my life. threw her off me and could not get hard again for the rest of the night.
fucking RIP

As a BBW fan myself, I have had mixed experience with squirters. In some cases everything is hunky dory.  In other cases it is straight up urine. 
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on September 26, 2020, 08:13:16 PM
Expand Quote
oh fuck, oh man, oh shit. the other night i hooked up with a heavy goth chick and while we were doing 69 she squirted so much pickle juice down my throat. gnarliest fucking moment of my life. threw her off me and could not get hard again for the rest of the night.
fucking RIP
[close]

As a BBW fan myself, I have had mixed experience with squirters. In some cases everything is hunky dory.  In other cases it is straight up urine.

She didnt even cum, just channeled the great fucking flood into me. im fine with squirters but it was like swallowing a blast of salt water swimming in the ocean- fucked me up yo.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on September 27, 2020, 08:03:41 AM
Expand Quote
Expand Quote
oh fuck, oh man, oh shit. the other night i hooked up with a heavy goth chick and while we were doing 69 she squirted so much pickle juice down my throat. gnarliest fucking moment of my life. threw her off me and could not get hard again for the rest of the night.
fucking RIP
[close]

As a BBW fan myself, I have had mixed experience with squirters. In some cases everything is hunky dory.  In other cases it is straight up urine.
[close]

She didnt even cum, just channeled the great fucking flood into me. im fine with squirters but it was like swallowing a blast of salt water swimming in the ocean- fucked me up yo.

That is in no way, shape, or form shalom.
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on September 28, 2020, 12:23:34 AM
new sheets feel great- am i right
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on September 28, 2020, 07:28:39 PM
new sheets feel great- am i right
Silk or anything smooth like that sucks. It will have you slipping everywhere. Once I hurt my knee skating and thought I was going to blow my ACL out.
Title: Re: Awkward Sexual Experiences
Post by: drewsmahgoos on October 20, 2020, 06:27:11 AM
I'll bite...

I had recently broken up with a long term girlfriend. Despite knowing her and I would never work out(she resented me for cheating, lots of trauma between us, blah  blah blah). I was on a big kick of trying to fuck chicks. Made a tinder, the whole nine. Anyway, I'm downtown in the city and listening to this great jazz band play and see this chick staring at me. She was darker skinned, a little thick but really put together. I ended up growing the balls to chat with her, she was obviously thirsty, we talked and then had a couple drinks and then I asked her to come back to my place.

Honestly, I'm very sexually experienced but I really prefer to have some rapport with the person and when I don't I get pretty nervous. I was shaky with her and obviously nervous but we started hooking up. Went over to the bed, fucked around and I just couldn't get it up. I found her so unattractive with her clothes off and she had told me all this fucked up shit. Like she was mid 20's but had three kids and her ex threw her down the stairs when she was pregnant so the one kid is regular now. I hate kids and never want to have them but it really fucked with my head and I just couldn't fuck her. I ended up walking her to her car and the worst part was that some good looking Puerto Rican guy came up and like obviously oggled at her and said some shit like I hope he's treating you right and obviously I wasn't lol.

It was a total mess but I felt like I had to redeem myself so I texted her after like a week and she came back over and honestly her pussy was so gross smelling. I fucked her for a little but just couldn't bust. Ended up walking her home and she was talking about how she wanted someone who would take care of her kids and shit and I played along but obviously the night was dead.

It was a fucked situation. I went home to lay in bed and I could smell her still and I started dry heaving, then crying because of how much of a mess my life was at the time.

Luckily I had some good tail a month or two later. Ended up hooking up with some girl I always wanted to hook up with and she had told me she wasn't going to cum because of all the wine we drank, then I made her cum eating her out from behind. It was cool. Except she had forgotten to take her seizure medication and ended up having one at work later, calling me up after it was done to fuck her again, but her pussy was too swollen from the night before and she asked me to stop. So, I guess that was kind of another awkward sexual experience too but at least I didn't want to puke or cry afterwards.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on October 20, 2020, 12:42:54 PM
Shit happens man. All you can do is try to laugh! Good story
Title: Re: Awkward Sexual Experiences
Post by: Willie on October 20, 2020, 06:57:41 PM
Was hooking up with a BBW who had a tattoo of a stick figure pushing a lawnmower on her bush.

When I noticed, I half laughed, half wondered why anyone would go that far with a joke and entirely lost my boner. Anything that causes thought during sex destroys my concentration.
Title: Re: Awkward Sexual Experiences
Post by: 50mm on October 20, 2020, 07:33:15 PM
Expand Quote
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.
[close]

This is incredibly depressing. Being made to think your most basic urges are wrong leads to some fucked up shit. Thanks for sharing.
Damn man. This is how so many serial killers first victims were killed. I am seriously at a loss and can't stop smiling about how creepy that is.

Not by you if that makes sense, but what you had to go through. Thank god you are still alive.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on October 23, 2020, 10:38:55 AM
Expand Quote
Expand Quote
Well lads, it's been a while, so the old boy Grind King Rims will regale a tale of a huuuuuge fucking mistake.

When I was about 20/21, I was staying at home in the countryside with my family. I was still deeply closeted and hated my gay sexual urges. My go-to wasn't Grindr, but Craigslist Casual Encounters. I got in contact with some sketchy old guy from a few country towns over. All of these towns have populations of hundreds of people, not thousands: as rural as it gets. I can't remember the details of chatting with this guy, but somewhere along the way he mentions that he has a fantasy of being a schoolmaster and getting with a guy in school uniform. I offered to wear my old school uniform, but thank Christ almighty he said it wasn't necessary because my dumb faggot ass would have done it.

I ended up ordering a rural taxi bus to get me over there. My family was suspicious as to why I was leaving suddenly in the night, and even the taxi driver was wondering why I was getting a taxi to a tiny remote village. When I met the guy, he was shorter than me, maybe 5'3" and from what little I could see on the side road with no street lights, he was absolutely disgusting. He looked like the Yellow King from True Detective  (https://www4.pictures.zimbio.com/mp/zCOrIbOoLo2x.jpg), but shorter. I was too uncomfortable and inexperienced to just say, "Yeah this isn't happening man, I'm not into it." So instead I went with him down a country road to the shed where his family kept the cattle, where he had a tiny cot, a 12" TV/VHS combo playing porn (he apologized for only having straight porn). He had a tiny disgusting penis. We 69'd for about a minute, maybe less, before he said really casually, with almost no inflection in his voice, "Don't worry, I'm just cumming there." and came in my mouth. I got the same confused, suspicious taxi driver to take me home immediately, less than a half an hour after he dropped me off I'm sure.

It's probably the most disgusting and unpleasant sexual experience I've ever had. I remember feeling like I had volunteered myself to be molested. I don't think I jacked off or felt sexy for well over a week after and I've never told anyone about it until now.
[close]

This is incredibly depressing. Being made to think your most basic urges are wrong leads to some fucked up shit. Thanks for sharing.
[close]
Damn man. This is how so many serial killers first victims were killed. I am seriously at a loss and can't stop smiling about how creepy that is.

Not by you if that makes sense, but what you had to go through. Thank god you are still alive.

Hahahaha, good, I'm glad it made you smile. I tried to write it with a bit of humor, because it's behind me now, but yeah, that was so fucked, hahaha.
Title: Re: Awkward Sexual Experiences
Post by: Mesteezo on October 27, 2020, 11:07:14 AM
I used to play pop warner football as a kid, and for the first half of my first season I was a center. That means I had hands up against my balls and gooch because I was the one hiking the ball to the quarterback. It was never comfortable, always awkward especially on game days where the whole crowd is watching my no-no zone get diddled.

Obviously it's not a sexual act, but it was the first time I had my erogenous zone touched by another person. Playing offensive line fucking sucks, I switched to D-line after and got to hit kids as hard as I wanted  :)


For reference...
(https://cdn.bleacherreport.net/temp_images/2017/10/03/c77439d266b82b2f931544d8e9eced76.gif?1507042772)
Title: Re: Awkward Sexual Experiences
Post by: Owen on October 29, 2020, 01:46:48 AM
I used to play pop warner football as a kid, and for the first half of my first season I was a center. That means I had hands up against my balls and gooch because I was the one hiking the ball to the quarterback. It was never comfortable, always awkward especially on game days where the whole crowd is watching my no-no zone get diddled.

Obviously it's not a sexual act, but it was the first time I had my erogenous zone touched by another person. Playing offensive line fucking sucks, I switched to D-line after and got to hit kids as hard as I wanted  :)


For reference...
(https://cdn.bleacherreport.net/temp_images/2017/10/03/c77439d266b82b2f931544d8e9eced76.gif?1507042772)

I don't really know anything about American Football but this sounds a bit... gay?
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on October 29, 2020, 03:09:47 PM
Oh, one time a guy ejaculated blood onto my chest.
Title: Re: Awkward Sexual Experiences
Post by: ihatejulio on October 29, 2020, 04:46:27 PM
Oh, one time a guy ejaculated blood onto my chest.

Probably from sacking the rail.

 ;)
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on October 29, 2020, 05:29:12 PM
Oh, one time a guy ejaculated blood onto my chest.
please tell me he was singing/ grunting this when it happened:
http://youtu.be/WBAM1W3P9II
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on October 31, 2020, 05:06:21 AM
Expand Quote
Oh, one time a guy ejaculated blood onto my chest.
[close]

Probably from sacking the rail.

 ;)

Nice, hahaha.

Nah, he put it down to some dodgy herbal supplement that he took right before. Some libido enhancer shit. It was really fucking weird, but I thought it was funny. It was the first time I got with him, he's ended up being a good friend and fuck buddy for the past 5 years. He said it never happened before and it's definitely never happened with him since. He gets bummed any time I bring it up, but I think it's so gnarly and funny.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on October 31, 2020, 05:10:07 AM
Expand Quote
Oh, one time a guy ejaculated blood onto my chest.
[close]
please tell me he was singing/ grunting this when it happened:
http://youtu.be/WBAM1W3P9II

Napalm Death >>> Cannibal Corpse (for me)

But I appreciate the post all the same <3
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on October 31, 2020, 05:20:43 AM
Of course ND are better than CC; ND has political lyrics/ basically invented grind, CC just happened to find a medical dictionary. Either way, he came blood!!!!
Title: Re: Awkward Sexual Experiences
Post by: matty_c on October 31, 2020, 06:48:25 AM
lego sword in urethra selfpwn
you know how you don’t remember shit from childhood well I remember that

not fucken doing that again that was sketchy

still tho, I walked through the storm with my head held high cause I’m not afraid of the dark
Title: Re: Awkward Sexual Experiences
Post by: Sila on October 31, 2020, 07:22:48 AM
I'm afraid of heights but an ex gf was really into graffiti and getting up on dodgy roofs and climbing etc. I didn't want to embarrass myself and chicken out when she invited me to hang on a nearby rooftop so I went along with it. Anyway we had to make our way across this sketchy skinny little beam to cross over to the spot and I legit shed a tear or two making my way across. I was trying to hide it really hard once we reached the other side and she asked what was wrong as I was trembling and couldn't make eye contact. I just blurted out " i'm so happy when i'm with you " and started making out with her. She was wearing these leather gloves and ended up jerking me off with them. The post fear orgasm was fantastic.
I've had a glove fetish ever since and i'm not as scared of heights anymore. Conquer your fears everyone.
Title: Re: Awkward Sexual Experiences
Post by: Mesteezo on October 31, 2020, 08:22:34 AM
I'm afraid of heights but an ex gf was really into graffiti and getting up on dodgy roofs and climbing etc. I didn't want to embarrass myself and chicken out when she invited me to hang on a nearby rooftop so I went along with it. Anyway we had to make our way across this sketchy skinny little beam to cross over to the spot and I legit shed a tear or two making my way across. I was trying to hide it really hard once we reached the other side and she asked what was wrong as I was trembling and couldn't make eye contact. I just blurted out " i'm so happy when i'm with you " and started making out with her. She was wearing these leather gloves and ended up jerking me off with them. The post fear orgasm was fantastic.
I've had a glove fetish ever since and i'm not as scared of heights anymore. Conquer your fears everyone.

God damn, boy called an audible last minute and succeeded.

(https://i.ibb.co/R2y1Yzt/0-AF798-FB-F17-B-433-F-8-F17-C4-E1060-DDCA8.jpg)

I salute you sir
Title: Re: Awkward Sexual Experiences
Post by: funeral_tuxedo on October 31, 2020, 08:51:11 AM
I'm afraid of heights but an ex gf was really into graffiti and getting up on dodgy roofs and climbing etc. I didn't want to embarrass myself and chicken out when she invited me to hang on a nearby rooftop so I went along with it. Anyway we had to make our way across this sketchy skinny little beam to cross over to the spot and I legit shed a tear or two making my way across. I was trying to hide it really hard once we reached the other side and she asked what was wrong as I was trembling and couldn't make eye contact. I just blurted out " i'm so happy when i'm with you " and started making out with her. She was wearing these leather gloves and ended up jerking me off with them. The post fear orgasm was fantastic.
I've had a glove fetish ever since and i'm not as scared of heights anymore. Conquer your fears everyone.

This is the beautiful love story that could singlehandedly save Penthouse Forum <3
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on October 31, 2020, 08:01:20 PM
In 2012 was living the dirty kid life, traveling the states, clipping bud, sleeping outside or on a couch, getting hammered and having a blast. I was also really into yoga and on a celibacy kick. I'd decided that after having sex with too many of my female friends and changing the dynamics of relationship I needed to stop fucking for a while. Then comes Halloween. I'd met this girl from Eugene at a squat, we kinda hit it off, took off into the dunes and made out for a while. There was a party that we made it over to and drank fireball whiskey. We weren't really getting along but I invited her back to a friends house where I had a hammock strung up out back. Somehow we both fit into the hammock and started making out again when she starts rubbing me off. I'm like "woah, hang on a second" and we both end up getting our pants down to the ankles and fucking. Man, I'll never forget how silky that pussy felt after living the drunk monk life for a year. Of course, I bust my nut in under a minute. I go to get up out of the hammock and with my pants around the ankles step barefoot into a big piles of dog shit. Stinky stinky dog shit. Drunk, dark, half naked and stinking like dog shit on Halloween.

We didn't get along well at all but ended up traveling for the next few months, banging like 5x a day, wherever we could. Amtrak trains, alleys, garages, grow scenes, cars, my childhood bedroom, the side of the freeway. Shit was awkward, every single time, because as soon as we were done it was like "again? really?"

Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on November 01, 2020, 04:09:59 AM
Thread has picked up recently. Good posts, gang.
Title: Re: Awkward Sexual Experiences
Post by: matty_c on November 01, 2020, 06:08:08 AM
This isn’t really a sexual experience but whatever, so there’s this pretty girl lives on same floor as me and she’s always super friendly, my dog likes her too
anyway I was coming home the other night, absolutely fuck eyed and I got off the train and was walking through the station. I did a tremendous burp and I remember thinking fuck that stinks. Shit comes into focus for me and it’s fucking her and her friend coming right at me walking through the miasma of what came from my guts
I swear to god it made the air shimmer
She looked so disappointed honestly I’d have been better off if I shit myself in front of her

I had been drinking rum punch and I had polished off one of those charcuterie boards earlier so yeah it was a fucking seedy burp
I could almost hear her vagina clang shut
Title: Re: Awkward Sexual Experiences
Post by: Uncle Flea on November 02, 2020, 05:11:36 AM
Of course ND are better than CC; ND has political lyrics/ basically invented grind, CC just happened to find a medical dictionary. Either way, he came blood!!!!

No doubt. But remember Jeff did the cover art for scum and that bill was the guitarist for the b side.


I came to tell a story about bad shit but this is better for now
Title: Re: Awkward Sexual Experiences
Post by: toe_knee on November 04, 2020, 06:40:44 AM
Most of my sexual encounters are awkward but I’ll go with the time I took a Xanax and drank a forty....

I grew up in a small town in Texas called palacios, there isn’t much to do, it is a coastal town so there was a sea wall and a couple other small Rinky dink places to skate, so  not much to do if your a kid unless it’s party. Anyways I was a little more inexperienced with pharmaceutical drugs when I was younger and a friend of mine gave me yellow football, to which I ate without thinking twice, how could something so small do anything to me??? So we hear about this party this girl is having at her and her boyfriends place, the dude is gone with his parents to some funeral or something of that nature. We get to the party and it’s already getting crazy, the pill I had taken started working and I began to feel a little loose and more talkative, I’m usually not one to spark up conversations or anything but I became quite the babble mouth. Someone had purchased a 12 pack of forties and someone handed me one not knowing that the pill and the forty is really gonna make this quite possible one of the most embarrassing nights of my life, I’m about 150 on a good day, so one forty is already gonna make me feel some type of way but you add a benzo in the mix...whew I’m fucked, the girl who was hosting this party had always had a thing for me and we always were flirty but she always had a dude and I’m kind of a stickler for being faithful, we end up kicking it talking about bands or some shit movies or whatever the fuck I go on about, this is where things get blurry... we end up making out and messing around or whatever, and things end up happening so we go look around for an empty bedroom at this house her and her dude were renting, she didn’t wanna go into their bedroom but there two more in the house, the first one is occupied with some people doing coke so we go to this other one and I remember walking into one door and seeing like two more on the other side of the room, like the double doors that open up together, and I was like man three doors into this one room wierd (this come into play later) so whatever we get down to business start fucking and whatnot, she pretty loud and even though there was a party I was still concerned about someone hearing, I didn’t wanna get caught up, so we switch positions and I start smashing her from behind, smacking her ass and she’s moaning and shit just having a good time, then I hear someone at the big double doors “you hear that?” BOOM they slam open and the entire party is looking at me smashing this chick from behind buck naked, I guess those door opened up into the living room and this room was an office the converted to a bedroom, anyways I continued to fuck this chick as the party watched for a good 15 seconds with no concern..because of the Xanax, the person who opened the door shut it... and we finished up, but so now every once and awhile when I go visit my hometown someone usually brings up the time in high school the entire school saw my stroke game....but I never had a problem getting women the rest of the time I was in school, so I guess it started out as an awkward story but ended up a positive story..... getting girls out of high school was a lot harder come to find out
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on November 04, 2020, 02:57:47 PM
This isn’t really a sexual experience but whatever, so there’s this pretty girl lives on same floor as me and she’s always super friendly, my dog likes her too
anyway I was coming home the other night, absolutely fuck eyed and I got off the train and was walking through the station. I did a tremendous burp and I remember thinking fuck that stinks. Shit comes into focus for me and it’s fucking her and her friend coming right at me walking through the miasma of what came from my guts
I swear to god it made the air shimmer
She looked so disappointed honestly I’d have been better off if I shit myself in front of her

I had been drinking rum punch and I had polished off one of those charcuterie boards earlier so yeah it was a fucking seedy burp
I could almost hear her vagina clang shut

Hahaha amazing.
Bro those charcuterie boards are good shit, thats my take away from all this.
Title: Re: Awkward Sexual Experiences
Post by: Scott Chegg on November 09, 2020, 03:52:37 AM
This isn’t really a sexual experience but whatever, so there’s this pretty girl lives on same floor as me and she’s always super friendly, my dog likes her too
anyway I was coming home the other night, absolutely fuck eyed and I got off the train and was walking through the station. I did a tremendous burp and I remember thinking fuck that stinks. Shit comes into focus for me and it’s fucking her and her friend coming right at me walking through the miasma of what came from my guts
I swear to god it made the air shimmer
She looked so disappointed honestly I’d have been better off if I shit myself in front of her

I had been drinking rum punch and I had polished off one of those charcuterie boards earlier so yeah it was a fucking seedy burp
I could almost hear her vagina clang shut

I burped inside a girls mouth this summer
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on December 08, 2020, 02:43:39 PM
I was hanging out with this woman who I think is the cutest lady ever... she had to quarantine for a few weeks due to someone she is close with getting covid. The day she was free from quarantine we spent the day touring the city, shooting with my super8 camera, and then we went back to my place for dinner/movie.

After starting the movie and we go straight to making out. As mentioned above, I'm super into her and we couldn't hang out due to covid for a couple weeks, so I eagerly go down on her in the dark, we fool around, finish up and get ready to hop in the shower. We flip on the lights and there is a good amount of blood on the sheets... fuck, her period started a little early.

Usually, no big deal, toss the sheets into the washer, rinse off, and move on with the night. However, considering we weren't super deep into a relationship, I'm sketched out that I went down on her at that time of the month... seems like a little too much bodily fluid contact (I didn't even do that shit with my ex who I was with for nearly a decade).



As for a more traditional awkward experience, in HS my gf and I had no where to make out. So we'd usually fool around at her community pool (I can't believe we never got arrested), the park, a parking lot, wherever. One night there were people at the pool so we move to the adjacent park. Eventually, I'm on the bench and she is kneeling in front of me... and this old guy walks up and barks, "Hey, you kids!..." She takes off running and I'm running after her with my dick flopping around.  Luckily, the old man did not put much effort into the chase and we were able to escape.
Title: Re: Awkward Sexual Experiences
Post by: nevrwasben on December 08, 2020, 02:55:29 PM
I was hanging out with this woman who I think is the cutest lady ever... she had to quarantine for a few weeks due to someone she is close with getting covid. The day she is free from quarantine we spend the day touring the city, shooting with my super8 camera, and then we go back to my place for dinner/movie.

Start the movie and go straight to making out. As mentioned above, I'm super into her and we couldn't hang out due to covid for a couple weeks, so I eagerly go down on her in the dark, we fool around, finish up and get ready to hop in the shower. We flip on the lights and there is a good amount of blood on the sheets... fuck, her period started a little early. Usually, no big deal, toss the sheets into the washer, rinse off, and move on with the night. However, considering we weren't super deep into a relationship I'm certainly sketched out I went down on her at that time of the month... seems like a little too much bodily fluid contact (I didn't even do that shit with my ex who I was with for nearly a decade).
What’s done is done, if she’s as cool as you are hoping just chalk it up to bad timing and keep hanging out w/her. Maybe she’ll even “owe you one”
Title: Re: Awkward Sexual Experiences
Post by: Manny Fapuiao on December 08, 2020, 04:16:39 PM
Back in freshman year of high school, my first gf and I would sneak around and get frisky in stealthy locations. One of these locations was the roof of a theater nearby her dad's house. This particular day she was giving me a bj, which was quite enjoyable until my wiener hit the bracket of her braces in the back of her mouth. Having never experienced such a profoundly painful sensation, I lost all bodily control. Ended up peeing a whole lot in her mouth and we didn't talk for a few days.
Title: Re: Awkward Sexual Experiences
Post by: rawr1922 on December 08, 2020, 09:31:45 PM
#MannyBusters
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on January 21, 2021, 10:20:49 AM
Bump

I don't remember if I posted this or not, but before the first lockdown, I was flirting with a guy and we made out a couple times. It wasn't really romantic at all, we were just chatting and planning to hook up. Lockdown hit, and out of boredom I offered to send him a package. I sent him two books, some chocolate, a handmade card and a bottle of poppers (lol). He sent one back with basically the same stuff in it, kind of awkward, but whatever.

After the first lockdown eased up and we were able to go meet people, I went for a walk with him. The conversation wasn't exactly flowing. We went and got coffee, I got a slice of cheesecake, then when we went and sat in my local practice space so I could sit down to eat, he started to touch me and we ended up making out (I didn't get to finish my cheesecake). It was really awkward and I couldn't even tell you why, it was just really forced and sometimes it doesn't feel right, so I packed everything up and bailed. The last thing he said was like, "So I'll see yoooou...?" and I said, "Soon," and then we went separate ways.

I feel bad, I guess, but oh well.
Title: Re: Awkward Sexual Experiences
Post by: coyote2425 on January 21, 2021, 10:27:10 AM
Back in freshman year of high school, my first gf and I would sneak around and get frisky in stealthy locations. One of these locations was the roof of a theater nearby her dad's house. This particular day she was giving me a bj, which was quite enjoyable until my wiener hit the bracket of her braces in the back of her mouth. Having never experienced such a profoundly painful sensation, I lost all bodily control. Ended up peeing a whole lot in her mouth and we didn't talk for a few days.

Incredible +1
Title: Re: Awkward Sexual Experiences
Post by: Tyrone Slothrop on January 22, 2021, 12:17:35 AM
I was visiting my friend at college who was turning 21. We threw a party and my other friend had his girlfriend bring a bunch of her sorority friends over. I was getting over a really weird heartbreak after breaking it off with this girl I had a long standing “thing” with but never a real relationship. I was sitting around drinking all night and actually having a good time. The idea of hooking up was in the back of my mind, so I eventually got this girl I’d been softly flirting with all night to head to the spare room with me. It was way easier than I expected too, which got me excited due to some macho narcissism shit. Problem was, I was drunk out of my mind and wasn’t really attracted to the girl at all. I just wanted to fuck to forget about the old girl I knew. We went on to go through the motions of some low tier sex. I could barely stay erect and decided to say fuck it, I’ll just eat her out until she cums so she doesn’t feel like I wasted her time. But I was dog tired and just told her plainly I was too fucked to go on and she left. She was oddly nice about it, I’m guessing she was just as embarrassed as me. Once I was alone I just laid on the futon listening to Leonard Cohen and thinking about the other girl I liked and missed.
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on January 23, 2021, 01:24:56 PM
I've always had gal pals instead of dude's along with that it's led me to some good but sticky awkward situations.

I was friend's with the school sluts and it wasn't far from both of us hooking up, she wasn't the prettiest girl but she had some cute girls she'd either be friends with.

For example she have this busted ass gf who was kinda chunky but had tit's for day's and they were stacked son. Butterface though I remember a couple times I'd be hooking up with both of them and the cuter one was all about it then the busted one wasn't feeling me but liked the cute gal.

I really do think in a threesome it's usually the gal's in to you and wants to please you or she's in to the other gal and you're just lucky to be there.  Not that I didn't mind it as it was awesome to have the experience but honestly if it's not mutual for all parties involved than spare yourself the disappointment.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on January 23, 2021, 01:38:21 PM
Hmmm. I think you might be right. In my experience the best threesomes I've had have always been everyone into everyone. And the only awkward threesome I had was where there was an imbalance.

If you knew how it was from the beginning, then I don't think it would be as bad. Like if I went into a threesome and knew that me and someone else weren't particularly into each other, but we were both entirely going to be focusing on the third, it might be alright? But the issue is with the figuring it out a little bit, I think, maybe.
Title: Re: Awkward Sexual Experiences
Post by: Sila on January 23, 2021, 01:52:27 PM
This is not a story but i've been out of the game long enough that I would slice my own foreskin off for an awkard sexual experience at this point.
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on January 23, 2021, 02:10:16 PM
Hmmm. I think you might be right. In my experience the best threesomes I've had have always been everyone into everyone. And the only awkward threesome I had was where there was an imbalance.

If you knew how it was from the beginning, then I don't think it would be as bad. Like if I went into a threesome and knew that me and someone else weren't particularly into each other, but we were both entirely going to be focusing on the third, it might be alright? But the issue is with the figuring it out a little bit, I think, maybe.

Yeah we were dumb high schoolers who were being edgy goth dork's who tried as many things as possible. I mean  for the sake of trying it we got down a couple times.

Last I checked up on them  the cute one is in jail and the other busted chunky gal is a Spanish translator or some shit.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on January 23, 2021, 02:14:16 PM
Expand Quote
Hmmm. I think you might be right. In my experience the best threesomes I've had have always been everyone into everyone. And the only awkward threesome I had was where there was an imbalance.

If you knew how it was from the beginning, then I don't think it would be as bad. Like if I went into a threesome and knew that me and someone else weren't particularly into each other, but we were both entirely going to be focusing on the third, it might be alright? But the issue is with the figuring it out a little bit, I think, maybe.

[close]
Yeah we were dumb high schoolers who were being edgy goth dork's who tried as many things as possible. I mean  for the sake of trying it we got down a couple times.

Last I checked up on them  the cute one is in jail and the other busted chunky gal is a Spanish translator or some shit.

Damn, tell the busted chunky girl with the big tits that Grind King Rims said ¡Hola!
Title: Re: Awkward Sexual Experiences
Post by: Peepeeboy69 on January 23, 2021, 04:08:26 PM
i met a girl i really like, been dating for a bit and finally decide to have sex

turns out shes on her period so she's like bleeding all over my leg and shit. idrc i'm not that grossed out by blood or whatever.

idk why I couldn't get hard

we tried various things to get it hard again but didn't work so after about 30-40 minutes we gave up and went to sleep

I like her a lot why did this happen :(
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on January 23, 2021, 04:11:00 PM
This is not a story but i've been out of the game long enough that I would slice my own foreskin off for an awkard sexual experience at this point.

If you slice it....they will come
Title: Re: Awkward Sexual Experiences
Post by: matty_c on January 23, 2021, 05:07:06 PM
Man if you do that how you gonna dock objects
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 23, 2021, 05:40:28 PM
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 23, 2021, 05:54:36 PM
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario

So THAT'S why you are Montana bound
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 23, 2021, 05:57:12 PM
Expand Quote
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario
[close]

So THAT'S why you are Montana bound

Lol, no, this happened when I was maybe 22 or 23. I'm 41 now
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 23, 2021, 06:23:33 PM
Expand Quote
Expand Quote
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario
[close]

So THAT'S why you are Montana bound
[close]

Lol, no, this happened when I was maybe 22 or 23. I'm 41 now

Based on your age, that means that it was around the time that Myspace was a thing.

Two questions:
1. Did you have a Myspace?
2. Was your Myspace song "Backdoor Man" by the Doors as a wink and a nod to your anal adventures?
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 23, 2021, 06:43:20 PM
Fuckin lol. No, I never had a Myspace.

I did use Napster though, so Metallica hates me too
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on January 23, 2021, 08:10:01 PM
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario

epic tale. especially working in the mill. that's gnarly as fuck. true hell ride. I've got a story that's kinda similar

So once upon a time I met this girl at a house/beach party who happened to be the sister of a girl I grew up with. I didn't have much steez at the time but somehow me and this girl started talking about poetry while everyone was getting shitty. The talk about poetry turns into a walk on the beach and for some reason into the house. Well, there's a fucking foyer in the house with a big wide stair case, indoor ferns, and a fucking suit of armor. We end up going behind the suit of armor and ferns and she gives me head for a bit, but being all drunk it wasn't really much on either of our ends. We make out some more throughout the night, trade phone numbers and I don't remember how I got home or where I ended up.

Well, a day later she calls me and says "hey, my dad is going away and I'm having some people over if you wanna come by. here's the address, just bring some weed and alcohol." so I go over there with a bottle of whiskey, a quarter of KB, and a box of strawberry Phillies. We're getting all shitty and make out a little but the chick isn't really getting into me and I'm thinking about leaving as people are passing out and leaving. So I go to the head to take a piss before leaving and when I come out, homegirl is going down on her friend on a pull out sofa. I'm standing there, jaw dropped. She looks back and says "you gonna do something about this or just stand there?" I end up hopping into it and it's kinda fun, but really again, just way too drunk and high to get much done and we all stop after maybe 20 minutes. She takes my hand and leads me to the bathroom, starts up the shower and starts giving me head again. I'm like "sweetie, this just ain't gonna work tonight" but she keeps going, I catch a wood, and we start banging on the floor. I'm sucking on her titties and a weird, sweet liquid comes out and I'm like "woah, what the fuck!?!" and she says "oh, I had a kid like 6 months ago but the dad, so and so, is in prison for abusing me. don't worry about it." Well, so and so turns out to be this dude that set me up to be robbed 5 years prior, so aside from the weird factor, I was more stoked on the situation. We messed around all night and I drove home around 5am. That was that. We didn't talk again until I saw her at another party a few years later.

About 3 years after that night with lactating homegirl, I was at another party and this kid, this Andy Roy looking motherfucker with a spiderweb on his head and shitty jail tattoos, comes up to me and says all raspy "heeeey, man. sorry about that time you got robbed. it wasn't supposed to go down like that. I just got out and like just wanna apologize. Want a beer?" I realize it was the baby daddy of the girl and I'm cracking up inside, thinking "you fucking scum bag. I fucked you BM while you were away. payback motherfucker hahahah" and patted him on the back "it's alright man. shit happens."

as far as I know he never found out.
Title: Re: Awkward Sexual Experiences
Post by: bob george on January 23, 2021, 09:28:48 PM
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario

this was a great story and very well told!

i don't have anything that awkward, but i'll chuck one out there. once upon a time though i went on a trip with some friends, i smoked a lot of weed at that point but didn't do any other drugs or even drink alcohol, oh, i'd had acid, whatever...

one of my mates knew a girl where we'd traveled to and he was pretty keen on her so invited her around and she brought like 8 friends and they were all hot albeit trashy kind of girls. i'd been with some ladies at this point but only like girlfriends, i didn't really have the confidence for random hook ups, but weirdly a few of these girls seemed real into me which made me feel all sweet and gooey. they all wanted to go to this party and like i said a bunch of them seemed desperate for me to come with them - i was just gonna stay at the hotel and smoke weed, but they twisted my arm and off we went in a taxi. here's me thinking i'm about to have a foursome or something tonight...

so it turned out to be a bikie party that you couldn't leave once you were in unless you paid the bouncer dudes {free to get in, pay to get out}. i only had my card on me and there was obviously no atm at their clubhouse or whatever the fuck the place was. so anyway, the girls ditch me and the other 2 or 3 guys that went along as soon we get there and are hooking up with these dudes who are already there that seem to want to beat us up now {they're not bikies, just dude}. i really don't understand why the girls took us there, we didn't pay for the taxi, or buy them anything on the way or anything. i guess they were just having fun playing us along or something...i really don't get it.

so yeah, where are we...stuck in the bikie club, can't leave, can't even buy a beer cause it's cash only, there are some very underage looking girls dancing in cages, these dudes that want to beat us up cause their girls took us to the party and it's just all a bit fucked up.

one of my mates it turns out had some cash but instead of bailing us out of there, bought us all speed caps. so as i said, i'd only really smoked a lot of weed at this point and wasn't into partying or drugs really, but i did want to escape the situation so i said sure to these caps. i think i had three, maybe four. i guess i was hoping speed was something like weed hahaha...

thankfully the pace of things got a bit quicker and i didn't feel like i was going to be murdered in this clubhouse thing. i did start getting very chatty with all the bikie dudes, i kept wanting to shake all their hands and thank them for their hospitality, a few of them weren't very into it and kind of did seem to want to kill me, but there'd always be one of them who would acknowledge that i was the only person who was thanking them for the party - i hit one of these receptive guys up to let me out of the party [i forgot about my friends at this point] and he did. then i just ran for a long time until i happened upon this night club.

i went into the club and drank a lot of water and enjoyed the less threatening atmosphere [only time i've ever been to a nightclub]. i needed to sit down found one of those small round benches, there were already a couple sitting there, but there was an extra chair, so i asked if i could sit there and they said sure. the girl was swedish and the dude was canadian, they were just having a flirt. but my psycho speed charisma must've got the girl excited cause when the dude had to go to the toilet she quickly gave me her number and when he came back we were texting - and i was like, 'do you want to leave with me' or whatever and i guess it wasn't very subtle cause the dude was like "hey man, fuck you" and i was just like "sorry...i don't even know what's going on".

so we left, but we didn't make it very far outside cause this older dude [late 5os] was like, "fuck you've got great tits" to the swedish girl. and i was like "woah dude, settle down" and then he was all like "i could kill you, let me show you" in a real matter of fact way which made me real scared, then his sweet wife popped out from nowhere and was like "calm down dear" and then she invited Ida and i to come and sit with them on this private balcony thing outside the club, so we did. i just chatted with the wife the whole time because she was really calm and nice and very wholesome, which is all i really needed at this weird fucked out speedy point of this bizarre evening. she was really beautiful and had never done drugs so she just really interested in speaking with me about what i was experiencing and how i was feeling. to be honest i kind of fell in love with her and wanted to fuck her, maybe i could've, but maybe her husband would've killed me if i propositioned it. but yeah, so i spoke with the wife and her husband just sort of talked to Ida [just realised i've switched from 'swedish girl' to her name] about how great her tits were and how he could speak swedish [he could say like 3 words]. at some point he overheard where i was from and then asked what school i'd gone to and it turned out i went to highschool with his niece, blah blah blah. he just really wanted to fuck Ida and it was pretty gross, i think his wife and i were both pretty grossed out by him, but yeah, so she eventually helped Ida and I go on our way and stoppped him from following us or bothering us. really wonderful lady that lady.

so i was finally like, let's go to my hotel, and Ida was totally down {not sure what i was doing that was appealing}. we eventually got back there. i woke everybody staying there up. we got to where my bed was at and made out and felt up and got all hot and horny, i went down on her cause i love it and she was SO gorgeous and whatever it was just very hot. then she came to go down on me and i guess it was only then that i realised i wasn't hard at all, and kind of then that i realised that i was on stupid drugs that were fucking with my shit and that i was never going to get hard. then i apologised to her and went to collect her clothes from the foot of the bed for her, not sure how it hadn't already happened, but my bong had been sitting there the whole time and i knocked it over on her clothes. so this beautiful woman had filthy bong water all over her sexy club gear and a fucking mad man with not even a hint of an erection [still very confused that she came to hotel room in the first place or even wanted to hook up with me].

i walked her back down town and apologised about 1,ooo,ooo times. she kept kissing me and telling me it was fine, she seemed really into me... then she disappeared into the night. we never connected again and i spent the rest of the wee hours of the morning in this bar/restaraunt downtown that was obviously closed but there was this sweet old couple in there that were like cleaners. they let me drink HEAPS of water and probably just laughed at me telling them how upset i was about everything that had happened that night.

i didn't sleep for the next like 2/3 days and then had to drive like 5 hours back home.

fuck, this story is kind of not even a sexual experience. hope someone enjoyed it anyway.

TL;DR - just stay home and smoke weed.
Title: Re: Awkward Sexual Experiences
Post by: BieberStance on January 24, 2021, 09:22:38 AM
Expand Quote
I worked with this one girl for like a year or two, and shed always flirt with me. Anyhow I had a girlfriend at the time so it was a no go.

We ended up breaking up so as said co worker flirted, i started flirting back. This lasted probably 2 months or so.

Anyways, one day she asked if i could help move a new tv into her home. So i said yeah, I'd be there about an hour after work.

I show up and shes quite done up and hands me a beer. Then another, and another. At that point I'm like "ok, let's move this tv". So we did.

Then she invites me to the backyard for drinks and i oblige. After a few more drinks, shes sitting besides me as opposed to across from me. And i dont remember exactly how it happened, but next thing you know shes on my lap and using my hands to rub her tits. At this point, I'm like "fuck yeah, I'm down".

We go inside, she invites me into the bedroom. This house is really fuckin nice too. I'm kinda wondering how she offords this shit,  but oh well. Off to the bedroom we go.

We are kissing etc and I'm fingering her, shes wet as fuck. She goes over to her dresser and grabs some weird vibrator, goes down on me and put the vibrator on my balls. Not gonna lie, best blowjob ever.

After maybe 10 minutes she asked me to put it in her, of course I do. So we are banging away for awhile and out of knowhere she flips over. Cool, I'll do doggy. Then she hits me with "I cant get pregnant, please put it in my ass". Well, fuck it I'm down. So I grab a lil lube and get busy. After half hour or so and a few position changes, I bust in her. It really was great sex.

Anyhow, we have another drink and she starts making us a small meal. We eat and crash out.

We had a few days off, so the next morning I left after some breakfast.

I go to work 4 days later and through the headsets, one of the crew members asks me how it was to fuck Michelle. I'm totally caught off guard, but I'm thinking they must have seen my vehicle there late and were just busting my balls.

Next thing I know the whole fuckin mill is talking about it which I found odd, but kinda funny.

Well not when I get a pat on the back, turn around and get punched square in the fuckin face. I end up fighting this dood around heavy machinery on a catwalk 4 stories up. He fuckin sucker punched me so I beat the shit out of him.

We both get called to the office over the radio and an ambulance is called for him, cops for me.

Fucking turns out she was married, had 4 kids, the dood that punched me was our head electrician and worked in the same fuckin mill.

Anyhow, I never got charged, he was ok, and everything was ok. But to this day, everytime we cross paths I get a pretty dirty look. And the asshole inside of me thinks "haha, I fucked your wife in the ass". But honestly I feel fuckin horrible about that. I had no clue. Hopefully they worked it out and it didnt effect their children's lives etc.


God damn nightmare scenario
[close]

this was a great story and very well told!

i don't have anything that awkward, but i'll chuck one out there. once upon a time though i went on a trip with some friends, i smoked a lot of weed at that point but didn't do any other drugs or even drink alcohol, oh, i'd had acid, whatever...

one of my mates knew a girl where we'd traveled to and he was pretty keen on her so invited her around and she brought like 8 friends and they were all hot albeit trashy kind of girls. i'd been with some ladies at this point but only like girlfriends, i didn't really have the confidence for random hook ups, but weirdly a few of these girls seemed real into me which made me feel all sweet and gooey. they all wanted to go to this party and like i said a bunch of them seemed desperate for me to come with them - i was just gonna stay at the hotel and smoke weed, but they twisted my arm and off we went in a taxi. here's me thinking i'm about to have a foursome or something tonight...

so it turned out to be a bikie party that you couldn't leave once you were in unless you paid the bouncer dudes {free to get in, pay to get out}. i only had my card on me and there was obviously no atm at their clubhouse or whatever the fuck the place was. so anyway, the girls ditch me and the other 2 or 3 guys that went along as soon we get there and are hooking up with these dudes who are already there that seem to want to beat us up now {they're not bikies, just dude}. i really don't understand why the girls took us there, we didn't pay for the taxi, or buy them anything on the way or anything. i guess they were just having fun playing us along or something...i really don't get it.

so yeah, where are we...stuck in the bikie club, can't leave, can't even buy a beer cause it's cash only, there are some very underage looking girls dancing in cages, these dudes that want to beat us up cause their girls took us to the party and it's just all a bit fucked up.

one of my mates it turns out had some cash but instead of bailing us out of there, bought us all speed caps. so as i said, i'd only really smoked a lot of weed at this point and wasn't into partying or drugs really, but i did want to escape the situation so i said sure to these caps. i think i had three, maybe four. i guess i was hoping speed was something like weed hahaha...

thankfully the pace of things got a bit quicker and i didn't feel like i was going to be murdered in this clubhouse thing. i did start getting very chatty with all the bikie dudes, i kept wanting to shake all their hands and thank them for their hospitality, a few of them weren't very into it and kind of did seem to want to kill me, but there'd always be one of them who would acknowledge that i was the only person who was thanking them for the party - i hit one of these receptive guys up to let me out of the party [i forgot about my friends at this point] and he did. then i just ran for a long time until i happened upon this night club.

i went into the club and drank a lot of water and enjoyed the less threatening atmosphere [only time i've ever been to a nightclub]. i needed to sit down found one of those small round benches, there were already a couple sitting there, but there was an extra chair, so i asked if i could sit there and they said sure. the girl was swedish and the dude was canadian, they were just having a flirt. but my psycho speed charisma must've got the girl excited cause when the dude had to go to the toilet she quickly gave me her number and when he came back we were texting - and i was like, 'do you want to leave with me' or whatever and i guess it wasn't very subtle cause the dude was like "hey man, fuck you" and i was just like "sorry...i don't even know what's going on".

so we left, but we didn't make it very far outside cause this older dude [late 5os] was like, "fuck you've got great tits" to the swedish girl. and i was like "woah dude, settle down" and then he was all like "i could kill you, let me show you" in a real matter of fact way which made me real scared, then his sweet wife popped out from nowhere and was like "calm down dear" and then she invited Ida and i to come and sit with them on this private balcony thing outside the club, so we did. i just chatted with the wife the whole time because she was really calm and nice and very wholesome, which is all i really needed at this weird fucked out speedy point of this bizarre evening. she was really beautiful and had never done drugs so she just really interested in speaking with me about what i was experiencing and how i was feeling. to be honest i kind of fell in love with her and wanted to fuck her, maybe i could've, but maybe her husband would've killed me if i propositioned it. but yeah, so i spoke with the wife and her husband just sort of talked to Ida [just realised i've switched from 'swedish girl' to her name] about how great her tits were and how he could speak swedish [he could say like 3 words]. at some point he overheard where i was from and then asked what school i'd gone to and it turned out i went to highschool with his niece, blah blah blah. he just really wanted to fuck Ida and it was pretty gross, i think his wife and i were both pretty grossed out by him, but yeah, so she eventually helped Ida and I go on our way and stoppped him from following us or bothering us. really wonderful lady that lady.

so i was finally like, let's go to my hotel, and Ida was totally down {not sure what i was doing that was appealing}. we eventually got back there. i woke everybody staying there up. we got to where my bed was at and made out and felt up and got all hot and horny, i went down on her cause i love it and she was SO gorgeous and whatever it was just very hot. then she came to go down on me and i guess it was only then that i realised i wasn't hard at all, and kind of then that i realised that i was on stupid drugs that were fucking with my shit and that i was never going to get hard. then i apologised to her and went to collect her clothes from the foot of the bed for her, not sure how it hadn't already happened, but my bong had been sitting there the whole time and i knocked it over on her clothes. so this beautiful woman had filthy bong water all over her sexy club gear and a fucking mad man with not even a hint of an erection [still very confused that she came to hotel room in the first place or even wanted to hook up with me].

i walked her back down town and apologised about 1,ooo,ooo times. she kept kissing me and telling me it was fine, she seemed really into me... then she disappeared into the night. we never connected again and i spent the rest of the wee hours of the morning in this bar/restaraunt downtown that was obviously closed but there was this sweet old couple in there that were like cleaners. they let me drink HEAPS of water and probably just laughed at me telling them how upset i was about everything that had happened that night.

i didn't sleep for the next like 2/3 days and then had to drive like 5 hours back home.

fuck, this story is kind of not even a sexual experience. hope someone enjoyed it anyway.

TL;DR - just stay home and smoke weed.


haha nice story! can i ask you in what country that was in? it neither sounds american nor like most of the european places i visited
Title: Re: Awkward Sexual Experiences
Post by: bob george on January 24, 2021, 02:59:23 PM
This took place in Australia, in Noosa to be exact.
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on January 24, 2021, 03:41:56 PM
I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 24, 2021, 03:46:43 PM
I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it

He was the head electrician in the mill, everyone has headsets so while people were blasting me on the channel he was fuckin hearing all of it. Remember I had zero clue she was fucking married and had kids lol, if I was him a would have tried to kick my ass too. I mean I was embarrassed,  imagine how he felt? He just found out at work that a co worker plowed his wife at the same time as about 250 other employees...
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on January 24, 2021, 03:56:36 PM
Expand Quote
I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it
[close]

He was the head electrician in the mill, everyone has headsets so while people were blasting me on the channel he was fuckin hearing all of it. Remember I had zero clue she was fucking married and had kids lol, if I was him a would have tried to kick my ass too. I mean I was embarrassed,  imagine how he felt? He just found out at work that a co worker plowed his wife at the same time as about 250 other employees...

Hahah fuckkk man thats so brutal, i cant even imagine having to see that dude every day at work after that. Props though, i love storys like that, on the plus side she didnt squeeze any titty milk in your eyes
Title: Re: Awkward Sexual Experiences
Post by: bob george on January 24, 2021, 03:58:57 PM
I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it

I don't know how this biker place was able to exist. It was just like, in an industrial estate from what I recall, it didn't seem like a secret. Have never wanted to leave a place so bad.
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 24, 2021, 04:01:00 PM
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I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it
[close]

He was the head electrician in the mill, everyone has headsets so while people were blasting me on the channel he was fuckin hearing all of it. Remember I had zero clue she was fucking married and had kids lol, if I was him a would have tried to kick my ass too. I mean I was embarrassed,  imagine how he felt? He just found out at work that a co worker plowed his wife at the same time as about 250 other employees...
[close]

Hahah fuckkk man thats so brutal, i cant even imagine having to see that dude every day at work after that. Props though, i love storys like that, on the plus side she didnt squeeze any titty milk in your eyes

Lol, it was pretty bad for maybe two months or so. Then I went on vacation and two days before returning to work, I got a phone call that weyerhaueser had sold the mill and wood rights to another company, and everyone was laid of right then and there.

That sucked but it was cool too, I guess they had negotiated that the new company had to pay our salaries for one year in a lump sum. So the day I got laid off I also got 90 grand and another 5 grand in stocks. Pretty badass way to lose your job
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 24, 2021, 09:21:05 PM
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I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it
[close]

He was the head electrician in the mill, everyone has headsets so while people were blasting me on the channel he was fuckin hearing all of it. Remember I had zero clue she was fucking married and had kids lol, if I was him a would have tried to kick my ass too. I mean I was embarrassed,  imagine how he felt? He just found out at work that a co worker plowed his wife at the same time as about 250 other employees...
[close]

Hahah fuckkk man thats so brutal, i cant even imagine having to see that dude every day at work after that. Props though, i love storys like that, on the plus side she didnt squeeze any titty milk in your eyes
[close]

Lol, it was pretty bad for maybe two months or so. Then I went on vacation and two days before returning to work, I got a phone call that weyerhaueser had sold the mill and wood rights to another company, and everyone was laid of right then and there.

That sucked but it was cool too, I guess they had negotiated that the new company had to pay our salaries for one year in a lump sum. So the day I got laid off I also got 90 grand and another 5 grand in stocks. Pretty badass way to lose your job

95k out of nowhere like hard-boiled eggs on Easter
Milf with 4 kids still has a SLAP PAL-ruined keister 
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 24, 2021, 09:59:04 PM
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Expand Quote
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I really really enjoyed the last few storys hahaha.

Prince my man, i could picture myself in every scenario you explained, nights like that are super strange but make for good memories/interesting stories haha If i make it up to noosa anytime soon im steering clear of any fucken biker bars.

Iusedtoskatemore, sucking on titty milk, i mean well done brother, great story.

Betaphen... how the fuck did this head electrician dude find out? Like did this wife just decide to come clean and tell her husband your name and what happened and he told everyone at work before sucker punching you? Anyway good job nailing his wife, i love it
[close]

He was the head electrician in the mill, everyone has headsets so while people were blasting me on the channel he was fuckin hearing all of it. Remember I had zero clue she was fucking married and had kids lol, if I was him a would have tried to kick my ass too. I mean I was embarrassed,  imagine how he felt? He just found out at work that a co worker plowed his wife at the same time as about 250 other employees...
[close]

Hahah fuckkk man thats so brutal, i cant even imagine having to see that dude every day at work after that. Props though, i love storys like that, on the plus side she didnt squeeze any titty milk in your eyes
[close]

Lol, it was pretty bad for maybe two months or so. Then I went on vacation and two days before returning to work, I got a phone call that weyerhaueser had sold the mill and wood rights to another company, and everyone was laid of right then and there.

That sucked but it was cool too, I guess they had negotiated that the new company had to pay our salaries for one year in a lump sum. So the day I got laid off I also got 90 grand and another 5 grand in stocks. Pretty badass way to lose your job
[close]

95k out of nowhere like hard-boiled eggs on Easter
Milf with 4 kids still has a SLAP PAL-ruined keister

Fuck  I laughed out loud! Thank you  that's MY POST OF THE YEAR
Title: Re: Awkward Sexual Experiences
Post by: matty_c on January 25, 2021, 05:58:38 AM
Sooo much quality here I love it, loved the mill one
Man I always wanted to try titmilk, heard it’s mad watery
Cheesecake over bangs is ultor power move, respect

Sick cunt Prince, I fucken love eating box, how good is it

You’re taking about the lads with the confederate flag yeah? I used to drink at the other one in Albion a long time ago

Did you check out tea trees? That’s the best part of Noosa, mate
Title: Re: Awkward Sexual Experiences
Post by: bob george on January 25, 2021, 06:43:44 PM
Sooo much quality here I love it, loved the mill one
Man I always wanted to try titmilk, heard it’s mad watery
Cheesecake over bangs is ultor power move, respect

Sick cunt Prince, I fucken love eating box, how good is it

You’re taking about the lads with the confederate flag yeah? I used to drink at the other one in Albion a long time ago

Did you check out tea trees? That’s the best part of Noosa, mate

I do believe there was a confederate flag above the bar bit. I've been trying to google it since i typed that story out cause the place seemed pretty public but I can't find anything about the Noosa Rebels or their clubhouse. The girls dancing there were fucking children - it was pretty fuckin' whack!

And yes, eating pussy is all time - i was shocked when i realised that it emasculates some men, or makes them feel that way. How much more insecure could you be?!
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on January 25, 2021, 07:08:19 PM
Sooo much quality here I love it, loved the mill one
Man I always wanted to try titmilk, heard it’s mad watery
Cheesecake over bangs is ultor power move, respect

Sick cunt Prince, I fucken love eating box, how good is it

You’re taking about the lads with the confederate flag yeah? I used to drink at the other one in Albion a long time ago

Did you check out tea trees? That’s the best part of Noosa, mate

ya, I don't remember how watery it was but it was really, really sweet.
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on January 25, 2021, 08:49:01 PM
^I don't know what it is but any time a woman I'm vibing with is taller than me I start giggling like a schoolgirl. It's a reaction I have to consciously control. I'm sorta tall so it just trips me out and I straight up think it's delightful.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on January 26, 2021, 01:50:24 AM
This took place in Australia, in Noosa to be exact.
very Australia! Very Noosa, very bogan with exotic tourists, good job!

Props to the other story where supreme karma was served to the guy that robbed you, and you got to bang his lactating partner, I would have had the highest shit eating grin!!!
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on January 26, 2021, 09:57:15 AM
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Sooo much quality here I love it, loved the mill one
Man I always wanted to try titmilk, heard it’s mad watery
Cheesecake over bangs is ultor power move, respect

Sick cunt Prince, I fucken love eating box, how good is it

You’re taking about the lads with the confederate flag yeah? I used to drink at the other one in Albion a long time ago

Did you check out tea trees? That’s the best part of Noosa, mate
[close]

ya, I don't remember how watery it was but it was really, really sweet.

Someone said to me once that chocolate has the same fat/sugar ratio as breast milk, which adds to why it's addictive. Who knows if that's true, but there you go.
Title: Re: Awkward Sexual Experiences
Post by: Idk on January 27, 2021, 02:00:24 PM
I asked this girl to smoke weed right after Christmas. Last time we just smoked and made out for a few hours. I sorta didn’t want to go because I had gone on a date with a girl I was more attracted to and felt bad but had already canceled before so I went. So we smoke and after enough conversation so I didn’t feel like a dick just looking to score we made out. Again for a few hours but she’s a bit bigger than me so after last time my butt hurt for hours oh my. I had to just stay standing up because of the pain. This time though wasn’t so bad but she actually started reaching for my dick a few times so I thought tonight we’d actually do the deed. I enjoy enthusiastic consent so I don’t really push things I’d rather a girl give me the green light to progress. Nothing from her but I got too excited and when she got on top I came in my pants. She didn’t notice luckily and we just made out for another hour or so. I was pretty cold and wet down there. Wish I could say it’s the first time I’ve gone home in cum stained pants...
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on January 27, 2021, 02:11:04 PM
That's amazing. Do you mind me asking about how old you are?
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 27, 2021, 02:33:00 PM
I asked this girl to smoke weed right after Christmas. Last time we just smoked and made out for a few hours. I sorta didn’t want to go because I had gone on a date with a girl I was more attracted to and felt bad but had already canceled before so I went. So we smoke and after enough conversation so I didn’t feel like a dick just looking to score we made out. Again for a few hours but she’s a bit bigger than me so after last time my butt hurt for hours oh my. I had to just stay standing up because of the pain. This time though wasn’t so bad but she actually started reaching for my dick a few times so I thought tonight we’d actually do the deed. I enjoy enthusiastic consent so I don’t really push things I’d rather a girl give me the green light to progress. Nothing from her but I got too excited and when she got on top I came in my pants. She didn’t notice luckily and we just made out for another hour or so. I was pretty cold and wet down there. Wish I could say it’s the first time I’ve gone home in cum stained pants...

This is a safe space. Very gentlemanly of you to stick around. I can imagine standing up immediately “welp, thanks for that.” And walking out the door.
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on January 27, 2021, 03:23:09 PM
After reading this thread and the stories i was trying to really think hard about any awkward sexual encounters ive had... mine have all been pretty normal, nothing super awkward, one memory comes to mind though.

I had just moved to Vancouver on working holiday, i was out at a bar with some friends when i met this irish chick who was showing signs of being into me, anyway the night went on we were shooting the shit and she ended up inviting me and some buddys back to her place to smoke some weed and drink, anyway we got there her roommate was there drinking and immediately latched on to one my buddys, so we are drinking and smoking and this irish chick starts making out with me, im kinda drunk and start going with it, all of a sudden i look down and see my one drunk as fuck buddy who didnt have a chick, sucking on this girls fucken toes as im making out with her, super fucken weird but i let it be.
some minutes pass and the irish girl gets off me, takes my hand takes me into her bathroom, locks the door, pushes me on the toilet and says we cant have sex....im like okay, well what the fuck is happening...she takes her shirt off and sticks her titty in my mouth, so i suckle at that thing like a baby cow for a while, im sure my inch worm was poking her in the ass pretty hard at this point, this shit carrys on for a while then someone knocks on the door so we get up, make our way out, i dipped outside for a smoke while she went to her bedroom.
few minutes later my buddies come running out saying "we gotta go we gotta go" Apparenty the drunk dude who was sucking the girls toes just whipped his cock out in the sleeping roommates room and pissed all over lamp next to her bed.
Never saw or heard from that irish girl again but her titty lives on as a welcome to vancouver
Title: Re: Awkward Sexual Experiences
Post by: Idk on January 27, 2021, 05:18:11 PM
That's amazing. Do you mind me asking about how old you are?
I’m 24
Title: Re: Awkward Sexual Experiences
Post by: Betaphenylethylalamine on January 27, 2021, 05:46:10 PM
I'm hungover as fuck, but I got a fresh one from last night...

So about 8pm a couple of friends have heard now that I'm moving. So the texts go out to grab drinks and we'll meet up at my friend karries house.

We show up, shes been smoking so shes all buzzed up. Anyhow we start drinking, playing music and taking pics etc.

The nights off to a great start.

Its 5 guys 4 girls, but it's pretty flirty, even early on. Downing beers, listening to leadbelly, smoking some good weed...

everyone is getting pretty wrecked. Someone pulls out some blow. We get a few lines made up and I say not right now. I'm not a hard drug guy, but will occasionally dabble.

So anyhow, a few beers later and I'm like fuck it, it's the last time I'll see my friends for maybe a few years, and hammer back a good line.

Almost instantly I'm high as fuck, this isnt coke. So I take a taste and its definitely percs mixed with meth.

At that point the night is regular. We are all drowning beers like water, a bottle of vodka appears outta knowhere,  were all doing shots, just being fucking dumb and telling funny stories.

I'm super fucking horny and realize it's like 5am when people start to slowly leave. Karrie calls me into the kitchen and has me hooked with one phrase "well, one more time for the memories"?

I'm like ok, fuck yeah, I'll stay the night.(which is good anyways because by no fuckin means should I be behind the wheels)

Anyhow, everyone leaves but one other girl I dont know, but we leave to bed.

Instantly she starts pulling of my pants and giving me and amazing blowjob. So I fingering her etc and I just slowly slip a finger in her ass, which is odd for me because I dont really care much for anal. Anyhow, I go down on her next and shes fuckin loving it, still fingering her ass and pussy at the same time, occasionally lounging her butthole too.

I finally put it in and we start fucking. I remember that part. Then I figgered fuck it, let's go anal. She doesnt hesitate as I slip it in. I remember her saying how good it felt, but after maybe 10 minutes,  I'm totally fucking blacked out.

I wake up this morning to a little shoulder shake. Takes me a minute to realize where I am, get dressed etc.

We had a beer and I left home really having no idea how the night ended...I get home, hungover as fuck, and she starts sending me pictures. I'm thinking wtf? Did we film a fuckin porno? Then I look on my phone and I got crazy fuckin pictures on there too.

Anyways, it is what it is, shes the homie. But I'm waaaay too embarrassed to ask how the night ended. But judging by the pics, we had a good time.

Dont do drugs kids, or if you do, at least make it memorable (somewhat)
Title: Re: Awkward Sexual Experiences
Post by: kimura on January 27, 2021, 06:15:08 PM
This thread is gold.
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on January 27, 2021, 06:21:10 PM
Here's one for ya'll

After having been in rural California for a year, living on couches and tents, I ended up back in Boston for about a year. I'd been in the woods for a minute and now had a room in a nice apartment, a flip phone, and internet access via my Google Nexus tablet. I figured it was time to use that tablet to my advantage and hit up OkCupid. There were some crazy nights and awkward stories. I'm not sure I feel comfortable sharing all of these but I might go further in the future.

So I met this girl Kat via OKC. She was pretty cute. Blonde hair, kinda chubby cute, couple years older than me (I was 29) had a bad wilderness scene tattooed on her upper arm, like whiskey, and could banter pretty well. So one night I ride my bike from Brighton to JP, to meet Kat at this tapas joint, Tres Gatos. I'm pretty new to the city life and had never had tapas before, so I didn't realize it was just overpriced, small portion appetizers and drank two beers on the way over. We meet up and banter over a couple drinks, and eventually order food. the food comes out and I realize 4 or 5 deep and not getting a real meal. Oh well, she's drinking as much as me. We finish up the tapas and she asks me to go to a party that her coworkers from planned parenthood are having up the road. We're getting along well so I figure it's all good and pedal my fixie alongside her walking up Centre St for a mile or two until we get to the house party. It's in a big old 3 decker on the 2nd floor, filled with a bunch of hipsters, artists, and all that stuff. I'm feeling a little out of place but keep drinking beers and what not. I ended up running into this other girl that I was talking with on OKC and ended up being a colleague of Kat. Definitely crossed that one off the list, but that's not part of this story. I'm not sure how long we're at the party for at this point but Kat asks me to go on the porch/balcony with her. She gets out there and lights up a cig, looks at me, goes to gimme a smooch, drops the cig, and straight pukes on my brand new brown vans. Mind you, I'm pretty wasted but home girl is next level wasted. Being a drunken gentleman I offer to walk her home. This ends up being a long walk, almost to Roslindale. She invites me to stay and despite being pretty bummed, I'm zonked and decide it's an ok idea. Turns out she's living with her sister, whose a minister, and her sisters wife, but she says it's not an issue, we just need to be quiet. We get up the creaky ass old winding wooden staircase and make it into her bedroom where she just passes out in the center of the  bed. (you might ask why I didn't call an uber- I was a bum jamming OKC with a tablet, telling girls my flip phone was vintage back in 2015) I crawl on into bed and to no avail try to sleep as Kat steals the blankets and starts snoring away. I ended up sleeping a bit because at some point I saw the sun outside and figured it was time to make my exodus. Well, Im shuffling around and start getting my pants on when Kat grabs my hand and says "you're such a nice guy. thank you for getting me home. come back to bed." I'm not trying to do this but I'm a sucker so I get back to the bed. She's trying to get me hard and it's just not happening. Visibly frustrated, she says "just lay with me, I want to do something for you" and starts playing with herself, moaning and making a bunch of noise. All of a sudden she grabs my arm and moans "oh my god. I'm fucking coming" and straight squirts across the room. I'd never seen anything like it. Straight shot squirt across the room. She finishes and says "do you like that?" It didn't do anything for me but I hang for a bit longer before getting up to leave. I get dressed, walk out the bedroom door, and sitting at the dining table eating eggs are her sister in the minister garb and her wife. I just had to say "hey, y'all have a really nice house." and did that ride of shame home.
Title: Re: Awkward Sexual Experiences
Post by: Idk on January 28, 2021, 10:38:10 AM
One day I was hanging out with this girl I met over the summer. The day before we had hung out and had sex a couple times in my room. We end up back in my car which I parked up at the hill of my neighborhood. We start making out and it gets hot and heavy and I let her know I have condoms in my car and a few spots we could go to. She asks if we could just walk to my house but I could see that my mom was outside on the stoop and I didn’t want to have sex all awkwardly while my parents were in the house. We just stay making out but I guess I was doing a decent job because she says ok let’s go to a spot. I take her to the local Mormon church that has a ledge nearby. She goes down on me and gets on top of me to ride but this time I’m kinda tripped out about getting caught and I’m an anxious person as it is so I’m not as hard. No problem she says and takes off the condom and again goes down on me. She knew what she was doing because I almost bust and I tell her to put a condom on. She’s about my height when normally I end up having car sex with girls shorter than me and at one point when she was on top she hit her head. The actual sex part was like 30 seconds. She didn’t seem to mind tho but I wish my parents had not been home.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on January 28, 2021, 01:46:56 PM
Why do I keep torturing myself with this thread?
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 28, 2021, 05:42:03 PM
Why do I keep torturing myself with this thread?

It is asynchronous voyeurism that contains just enough detail while at the same time allowing you to let your imagination go wild.
Title: Re: Awkward Sexual Experiences
Post by: fakie butt drop on January 28, 2021, 09:10:42 PM
this ones a bit rough on my part but here goes. i was working at this skateshop and one of my coworkers is this kind of... chubby, loudmouth, " 'Merica" kind of chick but she snowboards and tries to skate and we have a bunch of mutuals so whatever. one night at another one of our friends birthday parties we end up hooking up. not really a big deal but we have to work together a few days later. not that bad. after work we have a conversation and i tell her that i dont really want to do it again and i think we should just be friends. all good, she's mature about it- no big deal.

cut to almost every drunken night in the next month and we were just fucking all the time. i cant explain this chicks libido- like she just wants me all the time and as soon as im drunk, im down. we start to actually become pretty good friends but i still insist on telling her that its only a benefits kind of relationship. she still says she's ok with it but gradually i see her facade start to crack.

at this point im living in a real dingy little apartment and i find out that i have bedbugs. fuck. i tell her and she washes her sheets and cleans and thank god i didnt give her bedbugs but now i need to find a place to live. she graciously offers to let me live with her for a while until i can find a new place and turns out she is actually leaving town for a while back to 'Merica
and she even offers to let me drive her vehicle the entire time she's gone! hell ya im gassed.

she leaves. i have her car.

a couple weeks later i end up making out with this absolute amazonian woman. 6'2 big boned and like 10 years older than me. we go to our friends place and (not)sneakily go and hook up in their bathroom. it was messy. but she wont shut up about how im a good kisser and she wants to see me again yadda yadda. the next day i see her at a bar and the friend i drove (the other chicks car) to the bar with takes off with his girlfriend.

so now im left alone with this chick sitting in the booth at a public bar and she is all over me- embarrassing the shit out of me, like yo, people are staring directly at me as she is fully trying to grab my dick and saying we should go to the bathroom. me being the absolute class act that i am say- "nah we cant fuck in a bathroom again, lets go to your house" and she says "I cant my boyfriend is there"... fuck.

after some time i cave- and say fuck it i have a car parked a couple blocks from the bar. we go to the car and have the most messy, drunk, car sex parked on the side of the road with people walking by and a dude on his porch just smoking ciggies and straight watching the show. shes like half in the back half in the front- small car- big girl- people watching. i can barely get hard but we make it work. anyways- whatever.

the chick who owns the car gets back a week later and were driving around. she pulls over and shes like... lets fuck in my car. im not really into it but i say alright and we end up fucking. its easier this time as this girl isnt as tall but she sits back in the drivers seat afterwads, leans back and says:

"that was great, ive always wanted to have sex in this car" 

I'm speechless.

she looks at me and says...

"Wait... have you ever had sex in this car?"
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on January 28, 2021, 09:21:36 PM
this ones a bit rough on my part but here goes. i was working at this skateshop and one of my coworkers is this kind of... chubby, loudmouth, " 'Merica" kind of chick but she snowboards and tries to skate and we have a bunch of mutuals so whatever. one night at another one of our friends birthday parties we end up hooking up. not really a big deal but we have to work together a few days later. not that bad. after work we have a conversation and i tell her that i dont really want to do it again and i think we should just be friends. all good, she's mature about it- no big deal.

cut to almost every drunken night in the next month and we were just fucking all the time. i cant explain this chicks libido- like she just wants me all the time and as soon as im drunk, im down. we start to actually become pretty good friends but i still insist on telling her that its only a benefits kind of relationship. she still says she's ok with it but gradually i see her facade start to crack.

at this point im living in a real dingy little apartment and i find out that i have bedbugs. fuck. i tell her and she washes her sheets and cleans and thank god i didnt give her bedbugs but now i need to find a place to live. she graciously offers to let me live with her for a while until i can find a new place and turns out she is actually leaving town for a while back to 'Merica
and she even offers to let me drive her vehicle the entire time she's gone! hell ya im gassed.

she leaves. i have her car.

a couple weeks later i end up making out with this absolute amazonian woman. 6'2 big boned and like 10 years older than me. we go to our friends place and (not)sneakily go and hook up in their bathroom. it was messy. but she wont shut up about how im a good kisser and she wants to see me again yadda yadda. the next day i see her at a bar and the friend i drove (the other chicks car) to the bar with takes off with his girlfriend.

so now im left alone with this chick sitting in the booth at a public bar and she is all over me- embarrassing the shit out of me, like yo, people are staring directly at me as she is fully trying to grab my dick and saying we should go to the bathroom. me being the absolute class act that i am say- "nah we cant fuck in a bathroom again, lets go to your house" and she says "I cant my boyfriend is there"... fuck.

after some time i cave- and say fuck it i have a car parked a couple blocks from the bar. we go to the car and have the most messy, drunk, car sex parked on the side of the road with people walking by and a dude on his porch just smoking ciggies and straight watching the show. shes like half in the back half in the front- small car- big girl- people watching. i can barely get hard but we make it work. anyways- whatever.

the chick who owns the car gets back a week later and were driving around. she pulls over and shes like... lets fuck in my car. im not really into it but i say alright and we end up fucking. its easier this time as this girl isnt as tall but she sits back in the drivers seat afterwads, leans back and says:

"that was great, ive always wanted to have sex in this car" 

I'm speechless.

she looks at me and says...

"Wait... have you ever had sex in this car?"

Cue
https://www.youtube.com/watch?v=Ag1o3koTLWM (https://www.youtube.com/watch?v=Ag1o3koTLWM)
Title: Re: Awkward Sexual Experiences
Post by: AssMountain on January 30, 2021, 08:02:26 AM
. Once I was alone I just laid on the futon listening to Leonard Cohen and thinking about the other girl I liked and missed.

Brilliant.
Title: Re: Awkward Sexual Experiences
Post by: Lame_Nigga on March 03, 2021, 06:24:27 PM
Not really awkward, but just got laid while watching Verso. Obviously did it forward and then reverse
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on March 03, 2021, 07:34:39 PM
Not really awkward, but just got laid while watching Verso. Obviously did it forward and then reverse reverso
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on March 04, 2021, 05:26:33 AM
Not really awkward, but just got laid while watching Verso. Obviously did it forward and then reverse
switch back lip
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on March 23, 2021, 03:14:38 AM
This one happened to me a few years back on the island of Mabul, off the coast of the Malaysian part of Borneo (went there for diving, it's like three hours by plane from South China). The island is tropical and tiny, like a mile long and maybe half a mile wide.

This was around my birthday, when I generally tend to be kind of melancholy. The previous night had been rough, as my wife and I were staying in a cheapish resort which had these wooden pavilions built on stilts over the lagoon. Sounds awesome, until you realise that because these huts are basically open towards the water in a whole bunch of places, they are also open to rats eager to score a meal from your backpack, and that to get to your backpack, said rats have to walk across your bed. Coupled with a wife who is terrified of rats...

So in the afternoon of this grey day I find myself roaming the island on my own while my wife is catching up on some sleep back at the hostel. I wander around and quickly get to the other side. I sit down on a log by the beach, feeling glum about my life and the sparse achievements made therein so far etc.

As I'm sitting there mulling over my fate, a young local lad, perhaps 20 years old, approaches me after lurking around in the background for a while. He comes over and says with a heavy accent: 'Hello! Are you o gey?' I really appreciate that someone seems to care about me, so I answer: 'Yeah, thanks, I'm okay.' He looks at me and sits down on another bit of flotsam not far off. I don't feel like talking and go back to staring at the horizon.

A little later, he approaches again. 'Are you o gey?' Again, I reply. 'Yes, I"m okay, thank you.' This time he remains standing around not far off. After a while the situation starts to get on my nerves so I get up and start walking back to the hotel. He follows. I don't feel physically threatened or anything, I was much bigger than him, but it's definitely awkward.

When we walk through a wooded area in the back of some buildings he approaches again. 'Are you o gey?' Although I'm getting a bit annoyed I remain friendly and say 'Yes, I'm okay'. He says: 'Benis. Your benis.' I still don't get it. 'Your benis. How long?' He gestures with his hands. The penny slowly begins to drop. 'You lick my benis'. I say: 'No, no thanks'. He says: 'I lick your benis.' I start to walk away, saying 'No, no thank you'. He waves his hands to get ahead of the misunderstanding and says: 'No money! I'm o gey!'

I made my way out of there, apologizing profusely, somewhere between laughing in astonishment and feeling sorry for getting the poor kid’s hopes up unwittingly. The experience also gave me a new appreciation for the importance of clear pronunciation.

Title: Re: Awkward Sexual Experiences
Post by: Frank on March 23, 2021, 03:59:52 AM
^

fuck, this reminds me of an encounter i had in a bar that was hilarious and make me feel bad afterwards.

i was out with two friends who were in town and we went to this kind of shoddy bar i used to frequent with my best buddy. there we met ronnie, who's playing in this porn punk band the sex addicts or something. he sat next to our table and at some point he started chatting with us. he told us about his band and i told him i saw something on tv about his band and that they are pretty crazy. then ronnie went all out with his charme offense. so he apparently fancied me and it went from him inviting me to the next show to watch, to him trying to talk me to participate in the show if i wanted. for those who don't know, they basically fuck on stage and shit, which is why they mostly play in porn clubs. i tried to keep cool, laugh it off a bit and told him i'm not into public sex and stuff, but that i appreciate the offer. basically trying to be as polite as possible. tbh he is really cute, but it's all a bit wild.

if he would have asked for just having coffee i'd probably started seeing him just to see where it goes. but the whole sex fanatic/porn stuff was a bit much. i'm almost asexual myself and super slow in recognizing if someone is even interested in me, because sex isn't really the first thing to cross my mind when i'm attracted to someone. at some point before that flirt kinda escalated i gave him my email address and he wrote me and i think i wrote something lame back, but i never saw him again. my two friends were super annoyed by his takeover of our evening and at some point told me they want to leave, and i gladly did. ronnie was hard to shake off, i was overwhelmed with his infatuation and without my friends i could see him straight up talk me into submission or something, lol.

so not really a sexual act, but high sexual tension and ambiguity for sure, which is a lot for me already haha. i usually only reciprocate horniness when i'm in a relationship, but this encounter made me a little horny, a little scared and also feel like an asshole. ronnie for sure was an original. if this was his modus operandi in this city, he must have drowned in ass, pussy and penis, wich gives me hope that i didn't ruin his evening after he put all the effort into hooking up with me.
Title: Re: Awkward Sexual Experiences
Post by: Idk on March 23, 2021, 05:12:01 AM
So I match with a girl on tinder and she’s down for me to come over the same night to smoke weed. I go over and we smoke for a bit and I’m not really attracted to her but we keep talking and I decide to make a move when her dog leaves the bed and we make out for a bit. I ask her if she wants to have sex and she’s down but I don’t have a condom. She finds a single condom and off we go. She goes down on me but I’m really wanting to have a go so I tell her to get the condom. She hands it to me and I try to put it on but her head game was really good and the condom was really tight so as I tried to roll it down it but I can’t. The whole time I’m hard and thinking don’t cum don’t cum so of course after a couple of tries of rolling it down I cum. I was blown. I really wanted to have sex but she was ok about it and didn’t make it any worse. I came home defeated but I woke up and texted her right away if she was down to finish what we started. This time I bring my own condoms but then when I’m fingering her this time I end up feeling a piercing inside her vagina. It really trips me up but only after. We do the deed and luckily my penis did not come out pierced or bleeding.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on March 23, 2021, 06:03:36 AM
Sounds more like an IUD
Title: Re: Awkward Sexual Experiences
Post by: matty_c on March 23, 2021, 06:24:17 AM
IUD sis stay in school coz it’s the best
Title: Re: Awkward Sexual Experiences
Post by: PAWL on March 23, 2021, 09:07:00 AM
Sounds more like an IUD

Ah yes, Improvised Urethra Device
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 23, 2021, 05:13:26 PM
I end up feeling a piercing inside her vagina. We do the deed and luckily my penis did not come out pierced or bleeding.

HOLY FUCK LOL

I took a train 2 hours in a foreign country to do sexy time with a girl from online. It was worth it.
Title: Re: Awkward Sexual Experiences
Post by: nevrwasben on March 23, 2021, 10:19:49 PM
IUD sis stay in school coz it’s the best
I think you might be my favorite poster Matty.
Thanks for being you!
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on March 24, 2021, 09:14:37 PM
So I match with a girl on tinder and she’s down for me to come over the same night to smoke weed. I go over and we smoke for a bit and I’m not really attracted to her but we keep talking and I decide to make a move when her dog leaves the bed and we make out for a bit. I ask her if she wants to have sex and she’s down but I don’t have a condom. She finds a single condom and off we go. She goes down on me but I’m really wanting to have a go so I tell her to get the condom. She hands it to me and I try to put it on but her head game was really good and the condom was really tight so as I tried to roll it down it but I can’t. The whole time I’m hard and thinking don’t cum don’t cum so of course after a couple of tries of rolling it down I cum. I was blown. I really wanted to have sex but she was ok about it and didn’t make it any worse. I came home defeated but I woke up and texted her right away if she was down to finish what we started. This time I bring my own condoms but then when I’m fingering her this time I end up feeling a piercing inside her vagina. It really trips me up but only after. We do the deed and luckily my penis did not come out pierced or bleeding.

this makes me wanna go bang a tinder girl.....or just cum in a tight condom...either way
Title: Re: Awkward Sexual Experiences
Post by: matty_c on March 25, 2021, 07:05:41 AM
Ask her to put it on with her mouth, everyone’s different I just happen to think that’s hot as fuck
Title: Re: Awkward Sexual Experiences
Post by: lazer69 on March 25, 2021, 06:14:01 PM
man tinder seems like such a waste of time. usually either get nothing, or theres few messages and then ghost. Granted ive dated a few girls off there. But never really been a hookup app to me.

How do you go from match to instant hookup like that?
Title: Re: Awkward Sexual Experiences
Post by: matty_c on March 25, 2021, 06:33:13 PM
Banter
Title: Re: Awkward Sexual Experiences
Post by: Fongstarr. on March 25, 2021, 10:17:38 PM
man tinder seems like such a waste of time. usually either get nothing, or theres few messages and then ghost. Granted ive dated a few girls off there. But never really been a hookup app to me.

How do you go from match to instant hookup like that?

I don't know form experience but my boy tells me by the end of it, it's still can just be dating. I think if any, it cuts through the bullshit of seeing if someone is sort of into someone. By the time you are on the date, you still have to put some moves on a girl. My boy went on one date with a girl but later found out she got off a bad relationship. He trying banging her on so many occasions but she just didn't feel comfortable but oddly allowed my friend to eat her out. Like 5 dates in, all he is doing is eating her pussy and then she tells him she can't go any further. The fuck! At least he dropped her and found a Mexican girl with a kid that was all about fucking on the same date.
Title: Re: Awkward Sexual Experiences
Post by: matty_c on March 25, 2021, 10:19:51 PM
Wow I’m supposed to be the rough cunt on here
Fuck me
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on March 26, 2021, 05:18:24 AM
Expand Quote
Sounds more like an IUD
[close]

Ah yes, Improvised Urethra Device

Them joints are dangerous, lost a lot of good men to IUD and VBIDS (Vaginal Based Implanted Dissolver of Sperm).
Title: Re: Awkward Sexual Experiences
Post by: Idk on March 26, 2021, 07:18:55 AM
man tinder seems like such a waste of time. usually either get nothing, or theres few messages and then ghost. Granted ive dated a few girls off there. But never really been a hookup app to me.

How do you go from match to instant hookup like that?
You have to do some sort of activity but if she invites you over you pretty much just wait for a sign sometimes it’s nonverbal like a lingering look. Sometimes I just ask if I can kiss her.
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 27, 2021, 12:35:07 AM
How do you go from match to instant hookup like that?

It happens....

Met a girl on there, picked her up on new years eve, went to a bar, and did the deed at 1am
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on March 27, 2021, 06:44:25 AM
I was with a girl for like 2 or so years, and on my deployment she was cheating on me, so I did too after I got back. I would say we were in an open relationship but neither of us knew it, because we were too chicken shit to break up or tell each other. 

This is around 2014, and my good friend was on tinder and just swiping and sorting later (as one does) and he sent me a screen shot asking if I knew my girlfriend was on tinder, I was heated she matched with my buddy. But, he text me that while I was in tinder and about ten minutes later I swiped yes on her tinder and we didn’t match.
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on March 27, 2021, 05:56:36 PM
man tinder seems like such a waste of time. usually either get nothing, or theres few messages and then ghost. Granted ive dated a few girls off there. But never really been a hookup app to me.

How do you go from match to instant hookup like that?

yeah i actually missed the whole tinder thing, never had it myself. When it first became popular i was always seeing a girl or didnt really have enough dry spells to consider tinder and ive been in a relationship for almost four years now so its looking like ill never get the experience the instant tinder hook ups
Title: Re: Awkward Sexual Experiences
Post by: Idk on March 27, 2021, 11:19:04 PM
Expand Quote
man tinder seems like such a waste of time. usually either get nothing, or theres few messages and then ghost. Granted ive dated a few girls off there. But never really been a hookup app to me.

How do you go from match to instant hookup like that?
[close]

yeah i actually missed the whole tinder thing, never had it myself. When it first became popular i was always seeing a girl or didnt really have enough dry spells to consider tinder and ive been in a relationship for almost four years now so its looking like ill never get the experience the instant tinder hook ups
I just hooked up with another tinder match. I think it was obvious when she said she’s very toned from running so when we hung out I just waited to for any physical signs and she just seemed to get closer to me. At some point she got real close and that’s when you kiss her.
Title: Re: Awkward Sexual Experiences
Post by: ungzilla on March 28, 2021, 08:28:30 AM
but when do you tell her that you're still dating a youtube video of extremely aesthetically satisfying skateboarding
Title: Re: Awkward Sexual Experiences
Post by: Idk on March 28, 2021, 12:11:32 PM
but when do you tell her that you're still dating a youtube video of extremely aesthetically satisfying skateboarding
My tinder bio says in an open relationship with my skateboard so they already know.
Title: Re: Awkward Sexual Experiences
Post by: Larry on March 29, 2021, 06:32:09 AM
couple of years ago I was applying to an art school in the Netherlands. (Im not Dutch)

Anyways we kind of had this open relationship going on with my gf and she said that during my trip if I happened to meet up and hook up with somebody it would be fine for her.

Blessed with this opportunity I ended up spending a night at my friends classmate. I was pretty interested on her and so on, I felt that there was some flirting goin on.

So we get to her place with this small group. She had a room at this anti-squat building which used to be an elementary school. She lived in a gym class and it was in a nasty condition, bit of a turn off.

But the bigger turn off ended up being the amouts of hash and weed we ended up smoking while drinking. After all that shit I could barely form sentences.

After a few hours we're left alone and we hit the bed. My head's really messed up and we end up having a small conversation about having sex but I just apologize that I don't have it in me after all that weed. We just end up spooning and I'm just thinking about my girlfriend.

 
Next morning I wake up feeling like total shit and I just wanna leave asap. So I bounce and meet up with my girlfriend later that evening. She ends up finding a single string of long blond hair off my shirt. So I tell her the whole thing later one. She just laughed it off and was cool about it.

Sometimes I still wonder, maybe the sex could have been great

Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on June 17, 2021, 11:26:02 PM
Bump

I was having sex while the TV was on and the song Word Up by Cameo came on. I really had to focus and power through while having that song play in the background.
Title: Re: Awkward Sexual Experiences
Post by: Frank on June 18, 2021, 03:52:56 AM
Bump

I was having sex while the TV was on and the song Word Up by Cameo came on. I really had to focus and power through while having that song play in the background.

interesting. why did that song almost throw you off the track? theoretically this seems like a good song to have sex to to me.
Title: Re: Awkward Sexual Experiences
Post by: cky enthusiast on June 18, 2021, 06:01:30 AM
Bump

I was having sex while the TV was on and the song Word Up by Cameo came on. I really had to focus and power through while having that song play in the background.


YALL PRETTY LAYDEEZ AROUND DA WERLD
Title: Re: Awkward Sexual Experiences
Post by: GardenSkater77 on June 18, 2021, 06:08:09 AM
(https://pbs.twimg.com/media/Dsjde5YWsAAAdjl.jpg)

If this guy ain’t packing heat nobody is.
Title: Re: Awkward Sexual Experiences
Post by: Frank on June 18, 2021, 07:09:38 AM
man i love that song. i remember seeing the music video as a kid and being very impressed by that bulge. i just straight up listened to it 5 times in a row, it's still fire.
Title: Re: Awkward Sexual Experiences
Post by: Uncle Flea on June 18, 2021, 11:00:03 AM
I got two.

Long ago me and my ex took some L plus a bunch of other stuff. It was not abnormal. We did the smorgasbord all the time. We were young and been running together for years.

So I'm going down on her and I go "WTF?"
She sits up and I picked a little piece of pink meat from my teeth.

She starts screaming something like "omg! Omg! Wtf! Am I bleeding!..."

I asked if it hurts or something.

I think quickly and say "it's ok it's ok. I've seen this before. No big deal baby." She chills out and we get back to fucking.

I had never seen anything like that ever. I bet it was a wart that was like skin tag shaped or something gross like this. We was very young and I got a few warts right after we broke up.

2016 I been fucking around with my room mate. Mostly hand jobs and light stuff. During this period I developed a hemorrhoid and I was complaining about it a ton. I had to use a special pillow and everything.
One day were in his room fucking around and he started eating my asshole. I'm like to that hurts stop.
Doesn't listen so I get up and get some pot leaving him hanging. The next day same thing. I sat down on the bed he's sucking my dick poorly. Not a very experienced lover. He says to me " do you think you can take it for a while?" I'm like "what?"  "Can you take it for a while?"
His dick is pretty fucking big and my ass is raw af. Dudes been living with me for a while and we hang out like almost everyday. I was very pissed off.

I'm like " dude no just no." He's like well you put the TV remote up your ass for a picture once.... I'm like "that was almost a decade ago and I have a hemorrhoid you know this." He says " I'm really good at it."

This is when I decide that this guy is too young for me. Complete dick for brains.
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on June 19, 2021, 06:10:25 PM
Expand Quote
Bump

I was having sex while the TV was on and the song Word Up by Cameo came on. I really had to focus and power through while having that song play in the background.
[close]


YALL PRETTY LAYDEEZ AROUND DA WERLD

This is the reason it was difficult to stay focused lmao

Dam. He really bit off the wart. So sick.
Title: Re: Awkward Sexual Experiences
Post by: Jebediah on June 19, 2021, 07:15:13 PM
One time decided to visit a glory hole. Looked like bathroom stalls with doors going to the floor, a nicely sized padded hole in the wall and TV's playing smut. I was just chillin in the booth and I see a tongue wagging through the waist high hole on the wall so I put my dick through. Almost immediately I feel a warm mouth wrap around me, and then teeth. Too much teeth! 

My dick was being roughly bitten by a stranger in this small dark room with 90s porno playing over my shoulder. I tried to pull back but got latched on, the teeth aggressively sinking into my sensitive flesh. I was panicking in pain, at the mercy of this deranged dick biter. I relaxed for a moment and they eased on the teeth for a moment and I took the opportunity to free my battered member from the dark mysterious hole of pain.

I yelled at whoever it was for the experience, then I zipped up and dipped out into the night. I probably wouldn't do it again.
Title: Re: Awkward Sexual Experiences
Post by: h00man on June 19, 2021, 08:06:10 PM
Sure that wasnt a dog?
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on June 19, 2021, 08:11:10 PM
Sure that wasnt a dog?

Ha, exactly what I thought!
Title: Re: Awkward Sexual Experiences
Post by: teabag on June 19, 2021, 08:58:49 PM
WALDEN
Title: Re: Awkward Sexual Experiences
Post by: AssMountain on July 15, 2021, 06:40:57 AM
I was with a girl for like 2 or so years, and on my deployment she was cheating on me, so I did too after I got back. I would say we were in an open relationship but neither of us knew it, because we were too chicken shit to break up or tell each other. 

This is around 2014, and my good friend was on tinder and just swiping and sorting later (as one does) and he sent me a screen shot asking if I knew my girlfriend was on tinder, I was heated she matched with my buddy. But, he text me that while I was in tinder and about ten minutes later I swiped yes on her tinder and we didn’t match.

I've been in a similar situation. Homie came over from Australia to Nottingham and was trying to find a hookup, and on new years eve he showed me my then girlfriend's tinder profile as he was swiping through. Best new years eve ever, one of those nearly blowing the house up with fireworks kinda nights.
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on July 15, 2021, 03:48:31 PM
I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on July 15, 2021, 06:45:24 PM
I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.

I’ve been there, it’s definitely safer to be on top
Title: Re: Awkward Sexual Experiences
Post by: Sila on July 15, 2021, 06:59:06 PM
I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.
Title: Re: Awkward Sexual Experiences
Post by: SLAPASONIC on July 15, 2021, 11:12:20 PM
Around 3 years ago I met a girl off bumble, she was from the US and was teaching Psychology or something in Tokyo. Really hipster looking but kinda cute, I told her I was only looking for something casual and she was cool with it. We ended up meeting in the suburb she lives in (a famous hipster area) for food and drinks.

Night starts off okay, she takes me to a Mexican place and we have like 2 mojitos and some tacos, she talks a lot about relationships, guys, Japanese culture, but I didn’t mind cause I’m not much of a talker unless I’m interested in the person/topic.

She invites me back to her place for wine and I accept. Get to her house (really nice apartment) and she has a little puppy, I fucking love dogs so big win. The puppy is going nuts jumping off walls and moving like a dragon ball z character teleporting everywhere, but it’s cool I love dogs, I play with him a bit. So after chilling on her sofa and drinking some wine we’re getting cozy and things lead to her bed.

So we’re making out and the dog is in her room going fucking nuts, trying to jump on the bed. I get weirded out, and ask her if I can put the dog in the hallway/kitchen area. She says no, that he has abandonment issues and he won’t be able to jump on the bed. This really weirds me out, but her house her rules, so we progressively do more shit to the point we’re doing it.

This whole time the dog is jumping up and down trying to reach the bed. Low and behold while we’re fucking this dog levels up, and gains that extra 1 inch jump ability to finally make it on the bed, and it goes straight to licking my balls. I fucking freak out, reflexively grab the puppy and throw him off the bed, and I ask her please can we put the puppy in the kitchen. She says no, that he won’t get up on again, that it was chance. But yeah this time the dog knows it can get up, so within a minute or two he jumps up again and goes right for my balls. Again I grab him and throw him off, and this happens like once more until I just stop.

She wanted to cuddle but I tell her I have to leave, I was traumatized, I couldn’t look at her puppy while leaving due to pure shame, and I still feel shame for having that happened to me.
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on July 16, 2021, 12:10:49 AM
Hahaha! So good, Japan certainly has a knack for attracting the weirdest of the weird ... myself included!
Title: Re: Awkward Sexual Experiences
Post by: Frank on July 16, 2021, 04:00:35 AM
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I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
[close]

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.

yeah same, i'm always surprised how rough most women i met are. i dislike hand and blowjobs and i think it's also due to having horrible experiences with them since 9/10 people suck at them and go way too hard on that johnson or even the balls. one chick seriously flicked my balls once while foreplaying. she said she was unaware that if you flick a certain part of them it hurts all through out your belly and stuff. nah bitch you did that on purpose because you're a sadist, i heard you giggle after i yelled out in pain.
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on July 16, 2021, 09:44:07 AM
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I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
[close]

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.
[close]

yeah same, i'm always surprised how rough most women i met are. i dislike hand and blowjobs and i think it's also due to having horrible experiences with them since 9/10 people suck at them and go way too hard on that johnson or even the balls. one chick seriously flicked my balls once while foreplaying. she said she was unaware that if you flick a certain part of them it hurts all through out your belly and stuff. nah bitch you did that on purpose because you're a sadist, i heard you giggle after i yelled out in pain.

A surprise flick wouldn't be cool at all.

And, yeah, the tug as hard as you can no lube handjob is not enjoyable. I'm surprised at this age it is still a thing. Like in HS of course no one is going to know what they're doing, but by age 30 I feel most women should have some understanding that high powered rug burn hand jobs aren't enjoyable.

@Sila yeah, I've heard so many women complain about being jack hammered, I'm not sure why so many do the same back to us.

Like, what do they think dudes do when they jerk off? Do they imagine us ripping the skin off as we are slamming our fists down our cocks and onto our balls as hard as we can? Like some sort of cartoon caveman?
Title: Re: Awkward Sexual Experiences
Post by: jakeumms on July 16, 2021, 01:22:57 PM
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I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
[close]

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.
[close]

yeah same, i'm always surprised how rough most women i met are. i dislike hand and blowjobs and i think it's also due to having horrible experiences with them since 9/10 people suck at them and go way too hard on that johnson or even the balls. one chick seriously flicked my balls once while foreplaying. she said she was unaware that if you flick a certain part of them it hurts all through out your belly and stuff. nah bitch you did that on purpose because you're a sadist, i heard you giggle after i yelled out in pain.
[close]

A surprise flick wouldn't be cool at all.

And, yeah, the tug as hard as you can no lube handjob is not enjoyable. I'm surprised at this age it is still a thing. Like in HS of course no one is going to know what they're doing, but by age 30 I feel most women should have some understanding that high powered rug burn hand jobs aren't enjoyable.

@Sila yeah, I've heard so many women complain about being jack hammered, I'm not sure why so many do the same back to us.

Like, what do they think dudes do when they jerk off? Do they imagine us ripping the skin off as we are slamming our fists down our cocks and onto our balls as hard as we can? Like some sort of cartoon caveman?
I feel like mach 11 handies are kinda like talking shit on a hometown or a family member. Only I'm allowed to do it because only I know what I'm doing.

That said, sometimes you're just really happy to be there and overdo it and I think that feeling is genderless.
Title: Re: Awkward Sexual Experiences
Post by: L33Tg33k on July 16, 2021, 01:30:00 PM
I always give myself the ol' slow jerk.
Title: Re: Awkward Sexual Experiences
Post by: RCB3 on July 16, 2021, 01:38:23 PM
When I was dating my current wife, my roommate, who is a great guitar player, made up a song called Sandpaper HJ's. Months later she told me that she was worried that she thought that song was inspired by her for some reason and I told my roomie she was giving me bad HJ's. We still joke about it today. She is in fact a great HJ giver.
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on July 16, 2021, 04:17:06 PM
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I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
[close]

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.
[close]

yeah same, i'm always surprised how rough most women i met are. i dislike hand and blowjobs and i think it's also due to having horrible experiences with them since 9/10 people suck at them and go way too hard on that johnson or even the balls. one chick seriously flicked my balls once while foreplaying. she said she was unaware that if you flick a certain part of them it hurts all through out your belly and stuff. nah bitch you did that on purpose because you're a sadist, i heard you giggle after i yelled out in pain.
[close]

A surprise flick wouldn't be cool at all.

And, yeah, the tug as hard as you can no lube handjob is not enjoyable. I'm surprised at this age it is still a thing. Like in HS of course no one is going to know what they're doing, but by age 30 I feel most women should have some understanding that high powered rug burn hand jobs aren't enjoyable.

@Sila yeah, I've heard so many women complain about being jack hammered, I'm not sure why so many do the same back to us.

Like, what do they think dudes do when they jerk off? Do they imagine us ripping the skin off as we are slamming our fists down our cocks and onto our balls as hard as we can? Like some sort of cartoon caveman?

I’m pretty sure the answer to pretty much all of this discussion is “porn”.
Title: Re: Awkward Sexual Experiences
Post by: mynameisnotjeff on July 16, 2021, 08:30:20 PM
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I don't know what it is about ladies in their mid 30s but they seem to be hell bent on going crazy the first time around.

Almost got my dick broken off the other night by some lady. She was on top and not being careful at all. She was trying to go up to the tip and then slam back down. She goes too far (of course), I slip out, she slams back down and she nearly breaks my dick.

It fucking hurt and I was scared I was going to have to go to the hospital.

It doesn't have to slamming into each other as hard as possible to be fun.
[close]

Damn that sounds awful. I really have a heavy distaste for women that go too hard without asking and surprisingly i've encountered it a lot. I say 'surprisingly' because usually it's women that have this complaint about men.
[close]

yeah same, i'm always surprised how rough most women i met are. i dislike hand and blowjobs and i think it's also due to having horrible experiences with them since 9/10 people suck at them and go way too hard on that johnson or even the balls. one chick seriously flicked my balls once while foreplaying. she said she was unaware that if you flick a certain part of them it hurts all through out your belly and stuff. nah bitch you did that on purpose because you're a sadist, i heard you giggle after i yelled out in pain.

Since we’re all sharing HJ stories.
I was seeing this girl and I was into her and wanted a relationship. She was all over the place and I wasn’t sure what she wanted she would occasionally stress me out and a few times it affected my performance. I would get into my head. I have never had an angry HJ until one day she started slamming her hand down and like slamming the bottom of her hands into my sack. I felt it up to my stomach and just made her stop and got dressed. It sucked.
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on August 03, 2021, 10:02:08 AM
I got one for you guy’s, as I’ve been bitching about being sad and lonely.

I’ve been on a Tinder and OKcupid fuck streak. Damn hoes being throwing that pussy at me, it’s been nice so far but I’m kinda trying to be a better person and not dishonest with my intentions.


That being said I had this thick hairdresser broad try and wrap me up in a weird Jerry Springer situation, her baby daddy is married to a ridiculously obese woman who sucks, she’s got a 3 year old girl who she’ll pawn off which is fine whatever.

Here’s the clencher so we get to fucking and stuff and she’s in to the kinky shit like tie me up and breed me……. Creampie me Creampie me and I have to admit it’s kinda hot I blow my load and I’m spent so we go for round two a half hour later and her hideous friend wants to join too and mind you the hairdresser gals a Tennessee 7 her friend though not at all…….

So I make up an excuse and bounce, I wrote this elaborate well thought out idea of hey I don’t want to rush anything but I’m not so sure about your living arrangement and I’m not okay with polyamory at all but I wish you the best of luck but you deserve better than me and I’m out.

I get 30+ phones calls and several drive byes of her car and finally I had to tell her to fuck off I’m not trying to get in a situation where it’s sketchy at all.
Title: Re: Awkward Sexual Experiences
Post by: McBrandt on August 03, 2021, 10:24:11 AM
I started dating this girl, we were both in our early 30s. One of the first times we got hot and heavy she went HJ berserk on me. I ended up with two rugburn scab patches on my wang. I told her about and she she kind of didn't believe me and didn't want to see the proof, but she told her coworker/friend about it who chided her with "You're in your 30s why are you even doing things like that?"
Title: Re: Awkward Sexual Experiences
Post by: Kaiju Foster on August 03, 2021, 10:49:55 AM
I got one for you guy’s, as I’ve been bitching about being sad and lonely.

I’ve been on a Tinder and OKcupid fuck streak. Damn hoes being throwing that pussy at me, it’s been nice so far but I’m kinda trying to be a better person and not dishonest with my intentions.


That being said I had this thick hairdresser broad try and wrap me up in a weird Jerry Springer situation, her baby daddy is married to a ridiculously obese woman who sucks, she’s got a 3 year old girl who she’ll pawn off which is fine whatever.

Here’s the clencher so we get to fucking and stuff and she’s in to the kinky shit like tie me up and breed me……. Creampie me Creampie me and I have to admit it’s kinda hot I blow my load and I’m spent so we go for round two a half hour later and her hideous friend wants to join too and mind you the hairdresser gals a Tennessee 7 her friend though not at all…….

So I make up an excuse and bounce, I wrote this elaborate well thought out idea of hey I don’t want to rush anything but I’m not so sure about your living arrangement and I’m not okay with polyamory at all but I wish you the best of luck but you deserve better than me and I’m out.

I get 30+ phones calls and several drive byes of her car and finally I had to tell her to fuck off I’m not trying to get in a situation where it’s sketchy at all.

Yikes lol Think you dodged a bullet on that one, homie. Cooking up some b.s. excuse and bouncing on sex is always awkward no matter what the circumstances lol Reminded me of a little story of my own to share:

So, in 2019, me and my girlfriend of 5 years broke up. It was a bit of a contentious break up, so I didn’t feel too bad about immediately hitting the Tinder not too long after, mainly just out of spite and self reassurance, which are horrible reasons, but I was in a bad headspace. So one of the girls I match with happens to be this super attractive hipster girl that worked at a local record shop I go to often. We make a plan to hang out at her house, chill, eat, whatever. I show up, she puts on a Tears for Fears greatest hits record, and we start messing around. I get to taking her pants off and, holy fucking shit, the most absolute rank, otherworldly stench emerged out of her underwear . It was absolutely sickening; keep in mind, this wasn’t just the average stank that occurs while your fucking, or even the smell of hardcore b.o. or crotch sweat. I don’t even know how to describe it other than it smelled clinical, like a gynecologist needed to intervene on this one. So I try to keep the momentum up and finish the job, but the smell was just PERMEATING the room. I couldn’t keep the ol’ jim dog up for the life of me, and even gagged a bit while her back was turned. Finally I had to pump the brakes, came up with a crappy story about how I “just wasn’t ready” so soon after breaking up with my girlfriend. Made me feel like total shit, but I was backed into a corner. To her credit, she was super nice about it, made us coffee and we just watched a little T.V. before I left, and am happy to say, we are still friends. Drove home in complete silence with myself. When I finally got in my house, I just started laughing my ass off about the absurdity of the situation that just took place. It was quite an afternoon.

I just chuckle to myself when I hear Tears for Fears now.


Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on August 03, 2021, 08:49:54 PM
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I got one for you guy’s, as I’ve been bitching about being sad and lonely.

I’ve been on a Tinder and OKcupid fuck streak. Damn hoes being throwing that pussy at me, it’s been nice so far but I’m kinda trying to be a better person and not dishonest with my intentions.


That being said I had this thick hairdresser broad try and wrap me up in a weird Jerry Springer situation, her baby daddy is married to a ridiculously obese woman who sucks, she’s got a 3 year old girl who she’ll pawn off which is fine whatever.

Here’s the clencher so we get to fucking and stuff and she’s in to the kinky shit like tie me up and breed me……. Creampie me Creampie me and I have to admit it’s kinda hot I blow my load and I’m spent so we go for round two a half hour later and her hideous friend wants to join too and mind you the hairdresser gals a Tennessee 7 her friend though not at all…….

So I make up an excuse and bounce, I wrote this elaborate well thought out idea of hey I don’t want to rush anything but I’m not so sure about your living arrangement and I’m not okay with polyamory at all but I wish you the best of luck but you deserve better than me and I’m out.

I get 30+ phones calls and several drive byes of her car and finally I had to tell her to fuck off I’m not trying to get in a situation where it’s sketchy at all.
[close]

Yikes lol Think you dodged a bullet on that one, homie. Cooking up some b.s. excuse and bouncing on sex is always awkward no matter what the circumstances lol Reminded me of a little story of my own to share:

So, in 2019, me and my girlfriend of 5 years broke up. It was a bit of a contentious break up, so I didn’t feel too bad about immediately hitting the Tinder not too long after, mainly just out of spite and self reassurance, which are horrible reasons, but I was in a bad headspace. So one of the girls I match with happens to be this super attractive hipster girl that worked at a local record shop I go to often. We make a plan to hang out at her house, chill, eat, whatever. I show up, she puts on a Tears for Fears greatest hits record, and we start messing around. I get to taking her pants off and, holy fucking shit, the most absolute rank, otherworldly stench emerged out of her underwear . It was absolutely sickening; keep in mind, this wasn’t just the average stank that occurs while your fucking, or even the smell of hardcore b.o. or crotch sweat. I don’t even know how to describe it other than it smelled clinical, like a gynecologist needed to intervene on this one. So I try to keep the momentum up and finish the job, but the smell was just PERMEATING the room. I couldn’t keep the ol’ jim dog up for the life of me, and even gagged a bit while her back was turned. Finally I had to pump the brakes, came up with a crappy story about how I “just wasn’t ready” so soon after breaking up with my girlfriend. Made me feel like total shit, but I was backed into a corner. To her credit, she was super nice about it, made us coffee and we just watched a little T.V. before I left, and am happy to say, we are still friends. Drove home in complete silence with myself. When I finally got in my house, I just started laughing my ass off about the absurdity of the situation that just took place. It was quite an afternoon.

I just chuckle to myself when I hear Tears for Fears now.
Jesus Murphy that’s awesome, I would’ve tried to possibly do it in the shower, just saying it could’ve been a little weird but you’d have tagged it and bagged it, just saying….

On the other hand if it was clinical you probably saved your Jim Dog from getting some unwanted friends……

Honestly the hairdresser wasn’t too bad looking just I wouldn’t want to kick it with her weird fucked up friends, have you ever walked in to a gals house or say a homies house and it’s an absolute nightmare of a pig stye?

On top of that a 3 year old is there too? Nah dog I’m not living that bum lifestyle anymore, what kinda examples are you setting for your kid? Not only that but for fucks sake 4 people in a one bedroom apartment? Nah I’m good glad I bounced out of the situation, lol.


I didn’t tell her to her face as I know she’ll lose her shit but I wrote a good long concise statement that I’m not ready for a relationship and I’m not trying to be in that polyamory relationship shit.
Title: Re: Awkward Sexual Experiences
Post by: Kaiju Foster on August 03, 2021, 10:01:56 PM
Expand Quote
Expand Quote
I got one for you guy’s, as I’ve been bitching about being sad and lonely.

I’ve been on a Tinder and OKcupid fuck streak. Damn hoes being throwing that pussy at me, it’s been nice so far but I’m kinda trying to be a better person and not dishonest with my intentions.


That being said I had this thick hairdresser broad try and wrap me up in a weird Jerry Springer situation, her baby daddy is married to a ridiculously obese woman who sucks, she’s got a 3 year old girl who she’ll pawn off which is fine whatever.

Here’s the clencher so we get to fucking and stuff and she’s in to the kinky shit like tie me up and breed me……. Creampie me Creampie me and I have to admit it’s kinda hot I blow my load and I’m spent so we go for round two a half hour later and her hideous friend wants to join too and mind you the hairdresser gals a Tennessee 7 her friend though not at all…….

So I make up an excuse and bounce, I wrote this elaborate well thought out idea of hey I don’t want to rush anything but I’m not so sure about your living arrangement and I’m not okay with polyamory at all but I wish you the best of luck but you deserve better than me and I’m out.

I get 30+ phones calls and several drive byes of her car and finally I had to tell her to fuck off I’m not trying to get in a situation where it’s sketchy at all.
[close]

Yikes lol Think you dodged a bullet on that one, homie. Cooking up some b.s. excuse and bouncing on sex is always awkward no matter what the circumstances lol Reminded me of a little story of my own to share:

So, in 2019, me and my girlfriend of 5 years broke up. It was a bit of a contentious break up, so I didn’t feel too bad about immediately hitting the Tinder not too long after, mainly just out of spite and self reassurance, which are horrible reasons, but I was in a bad headspace. So one of the girls I match with happens to be this super attractive hipster girl that worked at a local record shop I go to often. We make a plan to hang out at her house, chill, eat, whatever. I show up, she puts on a Tears for Fears greatest hits record, and we start messing around. I get to taking her pants off and, holy fucking shit, the most absolute rank, otherworldly stench emerged out of her underwear . It was absolutely sickening; keep in mind, this wasn’t just the average stank that occurs while your fucking, or even the smell of hardcore b.o. or crotch sweat. I don’t even know how to describe it other than it smelled clinical, like a gynecologist needed to intervene on this one. So I try to keep the momentum up and finish the job, but the smell was just PERMEATING the room. I couldn’t keep the ol’ jim dog up for the life of me, and even gagged a bit while her back was turned. Finally I had to pump the brakes, came up with a crappy story about how I “just wasn’t ready” so soon after breaking up with my girlfriend. Made me feel like total shit, but I was backed into a corner. To her credit, she was super nice about it, made us coffee and we just watched a little T.V. before I left, and am happy to say, we are still friends. Drove home in complete silence with myself. When I finally got in my house, I just started laughing my ass off about the absurdity of the situation that just took place. It was quite an afternoon.

I just chuckle to myself when I hear Tears for Fears now.
[close]
Jesus Murphy that’s awesome, I would’ve tried to possibly do it in the shower, just saying it could’ve been a little weird but you’d have tagged it and bagged it, just saying….

On the other hand if it was clinical you probably saved your Jim Dog from getting some unwanted friends……

Honestly the hairdresser wasn’t too bad looking just I wouldn’t want to kick it with her weird fucked up friends, have you ever walked in to a gals house or say a homies house and it’s an absolute nightmare of a pig stye?

On top of that a 3 year old is there too? Nah dog I’m not living that bum lifestyle anymore, what kinda examples are you setting for your kid? Not only that but for fucks sake 4 people in a one bedroom apartment? Nah I’m good glad I bounced out of the situation, lol.


I didn’t tell her to her face as I know she’ll lose her shit but I wrote a good long concise statement that I’m not ready for a relationship and I’m not trying to be in that polyamory relationship shit.

Yeah dude, honestly, I’m glad I didn’t get too much done there, the smell was just more than I think anybody could handle, it was hellacious. Whatever was going on, it definitely wasn’t your everyday musk, it completely caught me off guard. Shower might have been an option, but I don’t know, this really, really didn’t seem like something you could just wash off or try to mask. I was really just relieved that I was able to bail pretty easily without making it too weird, though. Super cool chick.

Sounds like you straight up almost walked into a horror movie scenario, man, my hat is off to you. I’ve had some friends in the past who lived in squalor, but they were all like burnout dudes, never cute hairdressers with 3 year olds romping around and weird, grody friends trying to force themselves into a three way. Four people in a one bedroom apartment is just asking for trouble. I’m glad you were able to duck that nut job driving past your house and blowing up your phone all of those times, dude, that’s absolute psycho shit, even after you tried to let her down in a genuine, non confrontational fashion. Some people just can’t take a hint, I guess lol
Title: Re: Awkward Sexual Experiences
Post by: DarthDingusMaximus on August 04, 2021, 03:06:21 PM
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I got one for you guy’s, as I’ve been bitching about being sad and lonely.

I’ve been on a Tinder and OKcupid fuck streak. Damn hoes being throwing that pussy at me, it’s been nice so far but I’m kinda trying to be a better person and not dishonest with my intentions.


That being said I had this thick hairdresser broad try and wrap me up in a weird Jerry Springer situation, her baby daddy is married to a ridiculously obese woman who sucks, she’s got a 3 year old girl who she’ll pawn off which is fine whatever.

Here’s the clencher so we get to fucking and stuff and she’s in to the kinky shit like tie me up and breed me……. Creampie me Creampie me and I have to admit it’s kinda hot I blow my load and I’m spent so we go for round two a half hour later and her hideous friend wants to join too and mind you the hairdresser gals a Tennessee 7 her friend though not at all…….

So I make up an excuse and bounce, I wrote this elaborate well thought out idea of hey I don’t want to rush anything but I’m not so sure about your living arrangement and I’m not okay with polyamory at all but I wish you the best of luck but you deserve better than me and I’m out.

I get 30+ phones calls and several drive byes of her car and finally I had to tell her to fuck off I’m not trying to get in a situation where it’s sketchy at all.
[close]

Yikes lol Think you dodged a bullet on that one, homie. Cooking up some b.s. excuse and bouncing on sex is always awkward no matter what the circumstances lol Reminded me of a little story of my own to share:

So, in 2019, me and my girlfriend of 5 years broke up. It was a bit of a contentious break up, so I didn’t feel too bad about immediately hitting the Tinder not too long after, mainly just out of spite and self reassurance, which are horrible reasons, but I was in a bad headspace. So one of the girls I match with happens to be this super attractive hipster girl that worked at a local record shop I go to often. We make a plan to hang out at her house, chill, eat, whatever. I show up, she puts on a Tears for Fears greatest hits record, and we start messing around. I get to taking her pants off and, holy fucking shit, the most absolute rank, otherworldly stench emerged out of her underwear . It was absolutely sickening; keep in mind, this wasn’t just the average stank that occurs while your fucking, or even the smell of hardcore b.o. or crotch sweat. I don’t even know how to describe it other than it smelled clinical, like a gynecologist needed to intervene on this one. So I try to keep the momentum up and finish the job, but the smell was just PERMEATING the room. I couldn’t keep the ol’ jim dog up for the life of me, and even gagged a bit while her back was turned. Finally I had to pump the brakes, came up with a crappy story about how I “just wasn’t ready” so soon after breaking up with my girlfriend. Made me feel like total shit, but I was backed into a corner. To her credit, she was super nice about it, made us coffee and we just watched a little T.V. before I left, and am happy to say, we are still friends. Drove home in complete silence with myself. When I finally got in my house, I just started laughing my ass off about the absurdity of the situation that just took place. It was quite an afternoon.

I just chuckle to myself when I hear Tears for Fears now.
[close]
Jesus Murphy that’s awesome, I would’ve tried to possibly do it in the shower, just saying it could’ve been a little weird but you’d have tagged it and bagged it, just saying….

On the other hand if it was clinical you probably saved your Jim Dog from getting some unwanted friends……

Honestly the hairdresser wasn’t too bad looking just I wouldn’t want to kick it with her weird fucked up friends, have you ever walked in to a gals house or say a homies house and it’s an absolute nightmare of a pig stye?

On top of that a 3 year old is there too? Nah dog I’m not living that bum lifestyle anymore, what kinda examples are you setting for your kid? Not only that but for fucks sake 4 people in a one bedroom apartment? Nah I’m good glad I bounced out of the situation, lol.


I didn’t tell her to her face as I know she’ll lose her shit but I wrote a good long concise statement that I’m not ready for a relationship and I’m not trying to be in that polyamory relationship shit.
[close]

Yeah dude, honestly, I’m glad I didn’t get too much done there, the smell was just more than I think anybody could handle, it was hellacious. Whatever was going on, it definitely wasn’t your everyday musk, it completely caught me off guard. Shower might have been an option, but I don’t know, this really, really didn’t seem like something you could just wash off or try to mask. I was really just relieved that I was able to bail pretty easily without making it too weird, though. Super cool chick.

Sounds like you straight up almost walked into a horror movie scenario, man, my hat is off to you. I’ve had some friends in the past who lived in squalor, but they were all like burnout dudes, never cute hairdressers with 3 year olds romping around and weird, grody friends trying to force themselves into a three way. Four people in a one bedroom apartment is just asking for trouble. I’m glad you were able to duck that nut job driving past your house and blowing up your phone all of those times, dude, that’s absolute psycho shit, even after you tried to let her down in a genuine, non confrontational fashion. Some people just can’t take a hint, I guess lol
Yeah I’m glad I took care and caution when I broke the news, I don’t want any weird feelings or some sketchy people following me.

I wish feelings weren’t hurt but sometimes you have to be that person for good or bad as long as your conscious decision is clear and concise.

I don’t owe anyone a damn thing especially since I’m not committed or know them that well. If women can ghost a person so can a dude in the nicest way possible.
Title: Re: Awkward Sexual Experiences
Post by: Crusty Grundle on September 01, 2021, 05:16:46 PM
When I was about 12 years old, I was kicking it at my friends house and his older brother says he has some chick cruising over and then says we can hide in the closet when he bones her. We are young, stupid and curious so we are like "sure, this is gonna be awesome!" He then tells us that we don't even have to be quiet because the chick is deaf. So the chick shows up and we take off to go hide in the closet. A few minutes later they come into the room and start doing the deed and because this chick is deaf, she can't hear a thing, not even herself! She starts yelling things like "FAWK ME, FAWK ME!" super loud in that way that deaf people speak. My friend and I can't contain ourselves, we start busting up and laughing so hard and his brother is just trying to nut but can't. He can hear us laughing in the closet and I can hear him laughing too, cause this chick is just so loud and the tone of her voice is just hilarious! Eventually, they finish up and the chick wants to hang around but I can hear the brother trying to make excuses as to why she has to go and gets her to leave. Then he busts into the closet talking all kinds of shit to us... "What the fuck! You guys are assholes, you guys make too much noise!" and stuff like that. I was laughing so hard my gut was sore and I had tears running down my face. My friends brother was trying to be a hard ass but he sees me laughing so hard, he keeps trying to yell at me but just starts laughing and can't stay in tough guy mode.
Title: Re: Awkward Sexual Experiences
Post by: BieberStance on September 04, 2021, 04:11:49 AM
When I was about 12 years old, I was kicking it at my friends house and his older brother says he has some chick cruising over and then says we can hide in the closet when he bones her. We are young, stupid and curious so we are like "sure, this is gonna be awesome!" He then tells us that we don't even have to be quiet because the chick is deaf. So the chick shows up and we take off to go hide in the closet. A few minutes later they come into the room and start doing the deed and because this chick is deaf, she can't hear a thing, not even herself! She starts yelling things like "FAWK ME, FAWK ME!" super loud in that way that deaf people speak. My friend and I can't contain ourselves, we start busting up and laughing so hard and his brother is just trying to nut but can't. He can hear us laughing in the closet and I can hear him laughing too, cause this chick is just so loud and the tone of her voice is just hilarious! Eventually, they finish up and the chick wants to hang around but I can hear the brother trying to make excuses as to why she has to go and gets her to leave. Then he busts into the closet talking all kinds of shit to us... "What the fuck! You guys are assholes, you guys make too much noise!" and stuff like that. I was laughing so hard my gut was sore and I had tears running down my face. My friends brother was trying to be a hard ass but he sees me laughing so hard, he keeps trying to yell at me but just starts laughing and can't stay in tough guy mode.

honestly, this sounds like way more traumatic than actually funny.
crazy story tho!
Title: Re: Awkward Sexual Experiences
Post by: Silky Johnson on November 24, 2021, 05:53:39 PM
First time I cranked it was in 6th grade to America Ferrera's tits in lords of dogtown. I watched it in the bathroom on a Playstation Portable with the shower running. The steam from the shower waterlogged the PSP.
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on November 25, 2021, 03:21:24 AM
I've had plenty of sex the past two years, but I haven't cum from sex since 2019, and before that I think it was at least a year or two too. I think I can count the amount of times I've cum from sex since 2011 on two hands. I used to be worried it was death grips or too much porn, but I've tried giving up both up for weeks and it's still the same. It used to be weird but now I'm so used to it. Still, I wonder what's up.
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on November 25, 2021, 10:59:44 AM
I've had plenty of sex the past two years, but I haven't cum from sex since 2019, and before that I think it was at least a year or two too. I think I can count the amount of times I've cum from sex since 2011 on two hands. I used to be worried it was death grips or too much porn, but I've tried giving up both up for weeks and it's still the same. It used to be weird but now I'm so used to it. Still, I wonder what's up.

You save up your juice before going into it? Yet still? I guess also really you don’t have to ejaculate, unless you want to. You drink water and eat fruit too?

Lately I’ve been shook because it’s getting difficult to cum sometimes (but not often ;) lol)

Then again I’m having much more sex with different people

I spank it pretty often so when I find myself in an unexpected sexual experience it can be difficult to hechar mi leche

Also when I’m nervous or really care about who I’m having sex with it can be difficult to CUM.

An awkward thing that happened was someone I was having sex with is looser than normal so it’s difficult to cum lol. Like what do I do in that situation. There wasn’t enough resistance to squeeze it out of me.  I made her cum a couple of times but myself,lol had to fake it once or twice and would just JO later no biggie.
Title: Re: Awkward Sexual Experiences
Post by: HeavyAndExpensive on November 25, 2021, 01:44:51 PM
This chick threw up all over my junk mid blowie. Pretty terrible
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on November 25, 2021, 02:32:46 PM
Expand Quote
I've had plenty of sex the past two years, but I haven't cum from sex since 2019, and before that I think it was at least a year or two too. I think I can count the amount of times I've cum from sex since 2011 on two hands. I used to be worried it was death grips or too much porn, but I've tried giving up both up for weeks and it's still the same. It used to be weird but now I'm so used to it. Still, I wonder what's up.
[close]

You save up your juice before going into it? Yet still? I guess also really you don’t have to ejaculate, unless you want to. You drink water and eat fruit too?

Yeah, all that, didn't make a difference only I was more horny. I might give it another go though, it's been a couple of years. Might go a couple days or a week without looking at porn or jacking off, stick with the cardio and water and see how I get on.
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on November 25, 2021, 03:15:47 PM
When I was 20 I got caught eating butt in the front seat of a 1988 Honda Accord by a cop.
Title: Re: Awkward Sexual Experiences
Post by: nevrwasben on November 25, 2021, 10:17:22 PM
When I was 20 I got caught eating butt in the front seat of a 1988 Honda Accord by a cop.
Would gnar, much respek
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on November 26, 2021, 07:43:08 PM
When I was 20 I got caught eating butt in the front seat of a 1988 Honda Accord by a cop.

Eating the back, in the front

Now that's just good feng shui, I don't care who you are
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on November 26, 2021, 07:51:59 PM
Expand Quote
Expand Quote
I've had plenty of sex the past two years, but I haven't cum from sex since 2019, and before that I think it was at least a year or two too. I think I can count the amount of times I've cum from sex since 2011 on two hands. I used to be worried it was death grips or too much porn, but I've tried giving up both up for weeks and it's still the same. It used to be weird but now I'm so used to it. Still, I wonder what's up.
[close]

You save up your juice before going into it? Yet still? I guess also really you don’t have to ejaculate, unless you want to. You drink water and eat fruit too?
[close]

Yeah, all that, didn't make a difference only I was more horny. I might give it another go though, it's been a couple of years. Might go a couple days or a week without looking at porn or jacking off, stick with the cardio and water and see how I get on.

good luck. even if you don't cUm i wish you pleasurable and satisfying sex.

I recently had someone throw up during oral. they got off me and threw up in a shopping bag they had on the floor. brushed their teeth then back to business. we had a nice dinner of salmon and i bought wine that paired with the meal. i could taste the puke a little but whatever i was still in the mood and we both cAmE

how do you eat butt in a honda accord. i had a 95 accord so maybe the older models had more space. or the door was open and that booty was popped. expliquer s'ilvous plait.
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on November 26, 2021, 09:05:51 PM
@jgonzalez i reclined all the way back and removed the headrest (I’m a tall dude) and rested my head on the backseat. She was on her knees in the backseat facing out the back window and she was only like 5’3. Once my head was on the backseat, she startled my head and used my face like a bicycle seat.
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on November 26, 2021, 10:01:39 PM
@jgonzalez i reclined all the way back and removed the headrest (I’m a tall dude) and rested my head on the backseat. She was on her knees in the backseat facing out the back window and she was only like 5’3. Once my head was on the backseat, she startled my head and used my face like a bicycle seat.

that'lll do it

cheers bud

as an avid cyclist, i find the bicycle simile poignant
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on November 27, 2021, 06:03:35 AM
@Freelancevagrant gnar-ing you for that one buddy!!!
Title: Re: Awkward Sexual Experiences
Post by: cky enthusiast on November 27, 2021, 07:07:28 AM
i’ve never had an awkward sexual experience, only weird ones that i powered through channeling the spirit of g g allin himself
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on November 27, 2021, 07:30:39 AM
@jgonzalez @Gray Imp Sausage Metal

Not even gonna lie, I thought I might get million dollar baby’d because home girl was dragging a wagon.

Thankfully, I got a warning from the cop. I told him “I got back from deployment 3 months ago and I’m leaving again in 2 days” which was the truth, and we bounced. We ended up going to my parents house and picked up where we’d left of.

I’ve got a few more I can think of if they’re of interest to anyone. This thread is super funny to me.
Title: Re: Awkward Sexual Experiences
Post by: Prinzy on November 27, 2021, 09:24:18 AM
Was having sex in a hammock once and somehow accidentally nutted into my hoodie pocket
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on November 27, 2021, 10:15:40 AM
Was having sex in a hammock once and somehow accidentally nutted into my hoodie pocket

Sex in swings is so much fun. Super underrated tbh.
Title: Re: Awkward Sexual Experiences
Post by: DaleSr on November 27, 2021, 01:45:21 PM
(https://i.ibb.co/NS0V7R2/5-A9-FB247-5-E9-C-48-D7-90-AD-1-FD93-FDF7-B34.jpg)

Found your truck @Freelancevagrant  (https://ibb.co/xHnC3Zq)
Title: Re: Awkward Sexual Experiences
Post by: HeavyAndExpensive on November 27, 2021, 01:51:07 PM
(https://i.ibb.co/NS0V7R2/5-A9-FB247-5-E9-C-48-D7-90-AD-1-FD93-FDF7-B34.jpg)

Found your truck @Freelancevagrant
 (https://ibb.co/xHnC3Zq)

LMAO who does that. It’s like having the shocker hand bumper sticker, my buddies and I always joke about that stupid fucking sticker. I once saw a car with temp plates that CLEARLY hand the outline of the shocker bumper sticker, like dude bought a new car, and the first god damn thing he did was rip that stupid fucking hand off.
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on November 27, 2021, 02:11:13 PM
(https://i.ibb.co/NS0V7R2/5-A9-FB247-5-E9-C-48-D7-90-AD-1-FD93-FDF7-B34.jpg)

Found your truck @Freelancevagrant
 (https://ibb.co/xHnC3Zq)

Damn you really out here doxxing me bruv
Title: Re: Awkward Sexual Experiences
Post by: Prinzy on November 27, 2021, 03:56:45 PM
(https://i.ibb.co/NS0V7R2/5-A9-FB247-5-E9-C-48-D7-90-AD-1-FD93-FDF7-B34.jpg)

Found your truck @Freelancevagrant
 (https://ibb.co/xHnC3Zq)

CUMMING CHEVROLET is the cherry on top here
Title: Re: Awkward Sexual Experiences
Post by: Grind King Rims on November 27, 2021, 04:05:05 PM
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on November 27, 2021, 07:29:03 PM
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on November 27, 2021, 10:40:05 PM
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
Bet that shit was a stuff crust afterwards
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on November 29, 2021, 05:47:03 AM
Expand Quote
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
[close]
Bet that shit was a stuff crust afterwards

I saw a documentary involving a big sausage pizza, weirdly along similar lines.
Title: Re: Awkward Sexual Experiences
Post by: Francis Xavier on November 29, 2021, 06:41:33 AM
Expand Quote
Expand Quote
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
[close]
Bet that shit was a stuff crust afterwards
[close]

I saw a documentary involving a big sausage pizza, weirdly along similar lines.
That's what you call porn huh, interesting
Title: Re: Awkward Sexual Experiences
Post by: Krooked antihero on November 29, 2021, 06:57:06 AM
Expand Quote
Expand Quote
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
[close]
Bet that shit was a stuff crust afterwards
[close]

I saw a documentary involving a big sausage pizza, weirdly along similar lines.
;D
Title: Re: Awkward Sexual Experiences
Post by: brycickle on November 29, 2021, 10:44:09 PM
Expand Quote
Expand Quote
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
[close]
Bet that shit was a stuff crust afterwards
[close]

I saw a documentary involving a big sausage pizza, weirdly along similar lines.
Starring Karl Hungus no doubt.
Title: Re: Awkward Sexual Experiences
Post by: PAWL on November 30, 2021, 09:41:42 AM
Expand Quote
Expand Quote
Expand Quote
Expand Quote
Had someone over the other night, had really great (and really sweaty) sex, changed the bed sheets because they were soaking wet, ordered some pizza, scrolling through netflix lounging around, then started going at it again, so a couple minutes later when I got a knock on my bedroom door from my housemate to give me our pizza it was a bit of a surprise.
[close]

your room mate was probably listening at your door pulling his small pepperoni while holding your large pepperoni pizza
[close]
Bet that shit was a stuff crust afterwards
[close]

I saw a documentary involving a big sausage pizza, weirdly along similar lines.
[close]
Starring Karl Hungus no doubt.

How're you gonna keep em down on the farm once they've seen Karl Hungus?
Title: Re: Awkward Sexual Experiences
Post by: Jebediah on December 04, 2021, 06:53:05 PM
I met a girl off some random dating site years back, we talked a bit and then met up for dinner. She was cute, shy, a lil chunk and I invited her over to mine.

We watched whatever on TV and eventually got close, I remember she seemed to be very inexperienced kissing although she had the spirit. After we hooked up up she was shaking like crazy, I think I may have been her first.

We ended up hanging out a second time, during the day. She came over all prettied up and I showed her a video game I had been playing. We hooked up again, and I bent her over for the first and last time to discover her ass was hairier than mine. I'm talking wooly mammoth looking cheeks. I finished the job and went celibate for a while.
Title: Re: Awkward Sexual Experiences
Post by: Jebediah on December 04, 2021, 06:53:44 PM
One time I fucked a bagel
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on December 04, 2021, 07:30:28 PM
I met a girl off some random dating site years back, we talked a bit and then met up for dinner. She was cute, shy, a lil chunk and I invited her over to mine.

We watched whatever on TV and eventually got close, I remember she seemed to be very inexperienced kissing although she had the spirit. After we hooked up up she was shaking like crazy, I think I may have been her first.

We ended up hanging out a second time, during the day. She came over all prettied up and I showed her a video game I had been playing. We hooked up again, and I bent her over for the first and last time to discover her ass was hairier than mine. I'm talking wooly mammoth looking cheeks. I finished the job and went celibate for a while.

For the hair, you talking crack or cheek. Or both

Reminds me

One time I was at the dunes by the ocean with a girl. We found a low part in the sand. Pretty out there. So we start doing it. I bent her over during high noon so I saw all the hairs around her anus. There was a couple that were so long it was very distracting. I had to stop. She shaved her ass after I pointed the hairs out without me asking her to. It was fine really she didn’t have to. She really tried to make me like her but I didn’t feel a mental connection. She shaved her ass hole in vain
Title: Re: Awkward Sexual Experiences
Post by: Frank on December 04, 2021, 07:33:29 PM
One time I fucked a bagel

this begs a few questions.

did the bagel come with any toppings? have you thought about attempting this with a lox bagel?

what about other pastries? have you considered doing it with a slightly cooled off calzone?
Title: Re: Awkward Sexual Experiences
Post by: Freelancevagrant on December 04, 2021, 07:39:22 PM
Expand Quote
One time I fucked a bagel
[close]

this begs a few questions.

did the bagel cum with any toppings? have you thought about attempting this with a lox bagel?

what about other pastries? have you considered doing it with a slightly cooled off calzone?
Title: Re: Awkward Sexual Experiences
Post by: Jebediah on December 04, 2021, 07:54:47 PM
Expand Quote
I met a girl off some random dating site years back, we talked a bit and then met up for dinner. She was cute, shy, a lil chunk and I invited her over to mine.

We watched whatever on TV and eventually got close, I remember she seemed to be very inexperienced kissing although she had the spirit. After we hooked up up she was shaking like crazy, I think I may have been her first.

We ended up hanging out a second time, during the day. She came over all prettied up and I showed her a video game I had been playing. We hooked up again, and I bent her over for the first and last time to discover her ass was hairier than mine. I'm talking wooly mammoth looking cheeks. I finished the job and went celibate for a while.
[close]

For the hair, you talking crack or cheek. Or both

Reminds me

One time I was at the dunes by the ocean with a girl. We found a low part in the sand. Pretty out there. So we start doing it. I bent her over during high noon so I saw all the hairs around her anus. There was a couple that were so long it was very distracting. I had to stop. She shaved her ass after I pointed the hairs out without me asking her to. It was fine really she didn’t have to. She really tried to make me like her but I didn’t feel a mental connection. She shaved her ass hole in vain

The cheeks. Thick, dark hair. Like a pair of cantoulopes sporting toupees. I've never seen anything like it.

Expand Quote
One time I fucked a bagel
[close]

this begs a few questions.

did the bagel come with any toppings? have you thought about attempting this with a lox bagel?

what about other pastries? have you considered doing it with a slightly cooled off calzone?

It was a plain bagel, I smeared the hole with a stick of butter. It didn't last long, I was an adolescent but I tore that bagel up.

Other pastries don't do it for me, I did experiment with homemade fifis though.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on December 04, 2021, 11:56:28 PM
Expand Quote
One time I fucked a bagel
[close]

this begs a few questions.

did the bagel come with any toppings? have you thought about attempting this with a lox bagel?

what about other pastries? have you considered doing it with a slightly cooled off calzone?

At no point in time has Hot Pockets (or Nestle) officially stated that the Hot Pocket, in all of its varieties and flavors, is NOT an edible fleshlight.

If Proctor & Gamble, makers of the Tide Pods, deemed it necessary to make a formal statement regarding alternative ways to utilize their products, then what does Hot Pockets/Nestle's deafening silence tell us about whether or not a Hot Pocket is an edible fleshlight?

Take a look at these filthy sluts just begging for it.

(https://www.thespruceeats.com/thmb/bdQcbuwkcj-I0O8WFCRaAhNZBGc=/2595x1726/filters:fill(auto,1)/Hotpockethoriz-39f64d7e4c5048e3af541c677b435351.jpg)

(https://media-cldnry.s-nbcnews.com/image/upload/newscms/2021_02/3442623/210116-hot-pockets-al-1200.jpg)

(https://hips.hearstapps.com/del.h-cdn.co/assets/17/26/1498846503-c5s4y-nw8aafdoq.jpg)
Title: Re: Awkward Sexual Experiences
Post by: Gray Imp Sausage Metal on December 05, 2021, 06:27:00 AM
Do a google search for 初音ミク クリームパン
That was actually released here a few years ago! I bought one, didn’t pound it …

This guy might have though:
https://togetter.com/li/471710
Title: Re: Awkward Sexual Experiences
Post by: Billy Bitchcakes on December 05, 2021, 07:13:57 AM
tf
Title: Re: Awkward Sexual Experiences
Post by: Jebediah on December 05, 2021, 08:41:46 AM
(https://hips.hearstapps.com/del.h-cdn.co/assets/17/26/1498846503-c5s4y-nw8aafdoq.jpg)

oh fuck
Title: Re: Awkward Sexual Experiences
Post by: Uh Oh on December 05, 2021, 09:33:43 AM
(https://hips.hearstapps.com/del.h-cdn.co/assets/17/26/1498846503-c5s4y-nw8aafdoq.jpg)

oh fuck

You’re sick, buddy.. S-I-C-K, sick.
A bonafide Ariana Grande style pastry pervert.

(https://i.imgur.com/ZktCLSF.gif)
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on December 06, 2021, 09:06:00 AM
I think you’d have to put a sandwich bag inside of the hot pocket with some petroleum jelly inside of it.

Then wrap the outside of the hot pocket with more plastic so it retains its shape. Add rubber bands for pressure/tightness then maybe it will work

Also how wide are hot pockets. How well do they stretch

Ngl I used to put petroleum jelly into a sandwich bag and put it between my mattresses. I guess I can say I fucked my bed.
Title: Re: Awkward Sexual Experiences
Post by: JB on December 06, 2021, 09:11:01 AM
Expand Quote
I met a girl off some random dating site years back, we talked a bit and then met up for dinner. She was cute, shy, a lil chunk and I invited her over to mine.

We watched whatever on TV and eventually got close, I remember she seemed to be very inexperienced kissing although she had the spirit. After we hooked up up she was shaking like crazy, I think I may have been her first.

We ended up hanging out a second time, during the day. She came over all prettied up and I showed her a video game I had been playing. We hooked up again, and I bent her over for the first and last time to discover her ass was hairier than mine. I'm talking wooly mammoth looking cheeks. I finished the job and went celibate for a while.
[close]

For the hair, you talking crack or cheek. Or both

Reminds me

One time I was at the dunes by the ocean with a girl. We found a low part in the sand. Pretty out there. So we start doing it. I bent her over during high noon so I saw all the hairs around her anus. There was a couple that were so long it was very distracting. I had to stop. She shaved her ass after I pointed the hairs out without me asking her to. It was fine really she didn’t have to. She really tried to make me like her but I didn’t feel a mental connection. She shaved her ass hole in vain

http://www.youtube.com/watch?v=gfoJYBK5fpo
Title: Re: Awkward Sexual Experiences
Post by: biaherl on December 06, 2021, 02:49:24 PM
The first girl I was with told me to "make sure you pullout" before we started. I said sure but in my head I was like what is she talking about? Right before it happened that's when I realized oh that's what she's talking about
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 10:17:49 AM
not yet, but this could lead to an awk sexual encounter

i matched with someone who just moved in with her sister. we are planning on hanging out.

got a match this morning and in my head i think she looks like the girl im supposed to hangout with(ill call her kim) . it was a joke in my head but my eyes finally wake up and i see what looks like the same bathroom. ok could just be similar layout. nope its the same exact one. the curtain and lights confirmed it aha. its kims older sister.

i had planned to ask kim if it was her sister, but ..... what if i just see what happens. a risky move. probably should be in the tinder thread but ill use this a place holder cause i think things might get awkward. considering posting screen grabs (no faces) to get some confirmation
Title: Re: Awkward Sexual Experiences
Post by: Uh Oh on December 07, 2021, 10:22:23 AM
not yet, but this could lead to an awk sexual encounter

i matched with someone who just moved in with her sister. we are planning on hanging out.

got a match this morning and in my head i think she looks like the girl im supposed to hangout with(ill call her kim) . it was a joke in my head but my eyes finally wake up and i see what looks like the same bathroom. ok could just be similar layout. nope its the same exact one. the curtain and lights confirmed it aha. its kims older sister.

i had planned to ask kim if it was her sister, but ..... what if i just see what happens. a risky move. probably should be in the tinder thread but ill use this a place holder cause i think things might get awkward. considering posting screen grabs (no faces) to get some confirmation

I’m hooked already. Go on and take the risky plunge, lb.
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 10:28:39 AM
Expand Quote
not yet, but this could lead to an awk sexual encounter

i matched with someone who just moved in with her sister. we are planning on hanging out.

got a match this morning and in my head i think she looks like the girl im supposed to hangout with(ill call her kim) . it was a joke in my head but my eyes finally wake up and i see what looks like the same bathroom. ok could just be similar layout. nope its the same exact one. the curtain and lights confirmed it aha. its kims older sister.

i had planned to ask kim if it was her sister, but ..... what if i just see what happens. a risky move. probably should be in the tinder thread but ill use this a place holder cause i think things might get awkward. considering posting screen grabs (no faces) to get some confirmation
[close]

I’m hooked already. Go on and take the risky plunge, lb.

the balls already rolling. its still early here so i will have to wait till tonight probably to get some development
Title: Re: Awkward Sexual Experiences
Post by: DaleSr on December 07, 2021, 10:51:02 AM
not yet, but this could lead to an awk sexual encounter

i matched with someone who just moved in with her sister. we are planning on hanging out.

got a match this morning and in my head i think she looks like the girl im supposed to hangout with(ill call her kim) . it was a joke in my head but my eyes finally wake up and i see what looks like the same bathroom. ok could just be similar layout. nope its the same exact one. the curtain and lights confirmed it aha. its kims older sister.

i had planned to ask kim if it was her sister, but ..... what if i just see what happens. a risky move. probably should be in the tinder thread but ill use this a place holder cause i think things might get awkward. considering posting screen grabs (no faces) to get some confirmation

I've kissed two different sisters before. It was fun
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 11:04:02 AM
@DaleSr at the same time? or
Title: Re: Awkward Sexual Experiences
Post by: DaleSr on December 07, 2021, 12:19:03 PM
@DaleSr at the same time? or

Nah was seeing one on and off but shit faded away. Younger sister and i matched on tinder like a year later, we went out and she was talking mad shit about her sister. We made out in the parking lot and she was a way better kisser haha
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 12:58:16 PM
Expand Quote
@DaleSr at the same time? or
[close]

Nah was seeing one on and off but shit faded away. Younger sister and i matched on tinder like a year later, we went out and she was talking mad shit about her sister. We made out in the parking lot and she was a way better kisser haha


damn and she was shit talking her sister. did you worry about saying the wrong name?
Title: Re: Awkward Sexual Experiences
Post by: DaleSr on December 07, 2021, 01:22:32 PM
Expand Quote
Expand Quote
@DaleSr at the same time? or
[close]

Nah was seeing one on and off but shit faded away. Younger sister and i matched on tinder like a year later, we went out and she was talking mad shit about her sister. We made out in the parking lot and she was a way better kisser haha
[close]


damn and she was shit talking her sister. did you worry about saying the wrong name?


Nah my lips were busy making out with her, i wasn't trying to use my words while we were kissing
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 07:50:59 PM
OK the older sister is messaging back. We have reached a new development

This is at the same time the other sister is messaging me.

I think I crossed the point where there's gonna be a good outcome from this. Or..
Title: Re: Awkward Sexual Experiences
Post by: Frank on December 07, 2021, 07:56:11 PM
OK the older sister is messaging back. We have reached a new development

This is at the same time the other sister is messaging me.

I think I crossed the point where there's gonna be a good outcome from this. Or..

i suggest the two sisters engage in hand to hand combat to decide who's getting the date

EDIT: or maybe settle it with a competitive round of mario kart

hand to hand combat just sounded badass, but is probably a bit much to expect this early in the development
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 07, 2021, 08:14:23 PM
Expand Quote
OK the older sister is messaging back. We have reached a new development

This is at the same time the other sister is messaging me.

I think I crossed the point where there's gonna be a good outcome from this. Or..
[close]

i suggest the two sisters engage in hand to hand combat to decide who's getting the date

EDIT: or maybe settle it with a competitive round of mario kart

hand to hand combat just sounded badass, but is probably a bit much to expect this early in the development


My ideal situation would be something like Brett micheals rock of love. Like a date with both where I'm trying to get to know both at the same time on a date. But they are sisters so I think they would just agree to drop me.
Title: Re: Awkward Sexual Experiences
Post by: BALARGUE on December 08, 2021, 01:58:02 AM
Expand Quote
Expand Quote
OK the older sister is messaging back. We have reached a new development

This is at the same time the other sister is messaging me.

I think I crossed the point where there's gonna be a good outcome from this. Or..
[close]

i suggest the two sisters engage in hand to hand combat to decide who's getting the date

EDIT: or maybe settle it with a competitive round of mario kart

hand to hand combat just sounded badass, but is probably a bit much to expect this early in the development
[close]


My ideal situation would be something like Brett micheals rock of love. Like a date with both where I'm trying to get to know both at the same time on a date. But they are sisters so I think they would just agree to drop me.

pornhub considers there is another ideal situation
Title: Re: Awkward Sexual Experiences
Post by: Turtle Boy on December 09, 2021, 02:40:13 AM
Expand Quote
Expand Quote
Expand Quote
OK the older sister is messaging back. We have reached a new development

This is at the same time the other sister is messaging me.

I think I crossed the point where there's gonna be a good outcome from this. Or..
[close]

i suggest the two sisters engage in hand to hand combat to decide who's getting the date

EDIT: or maybe settle it with a competitive round of mario kart

hand to hand combat just sounded badass, but is probably a bit much to expect this early in the development
[close]


My ideal situation would be something like Brett micheals rock of love. Like a date with both where I'm trying to get to know both at the same time on a date. But they are sisters so I think they would just agree to drop me.
[close]

pornhub considers there is another ideal situation
I need daily updates of this story
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on December 09, 2021, 04:01:00 AM
Not really funny awkward but I'm currently being sexually harassed by a woman I work with. She's in her 50s so like 15-20 years older than me but would have probably been a smoke show in her younger days (her 20something daughter is a solid 8/10) and I'm guessing she's not used to men not being interested in at least fucking her.

Its pretty much your standard "oops I tripped and grabbed your ass to steady myself" or trying to rub my shoulders or back kinda shit along with just basic attention seeking behavior. It honestly reminds me of the way girls would act in high school when they liked you but were too embarrassed to ask you out.

I'm not going to report her because it doesn't really bother me - on some level I probably enjoy the attention if I'm being totally honest with myself - and I really think its at least somewhat down to her not knowing how to handle someone not being interested. Most of the dudes we work with are old horndogs who would kill a puppy to get in her scrubs.

I've told her it aint happenin but I could probably communicate it more clearly and bluntly. I've also thought about telling her I'm gay but I don't think she'd believe it as I had a thing with one of her (much younger) former co-workers years ago when I was still just a patient and not working at the hospital yet. I'm also a bit of a greedy amoral scumbag so I've considered offering it up for a price. She's been an RN for decades and her only kid is grown and out of the house, so I'm sure she's got a fair amount of income she could spend on "entertainment". I've done far worse to pay my rent in the past and I don't think she wants anything beyond a thorough dicking.
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on December 09, 2021, 05:47:29 PM
Don't have an update. Am/was supposed to meet up with the younger sister this weekend.


But slap I got in a pickle. I hooked up with someone. Who made it seem like it was an open relationship. It isn't.

I should have confirmed before and not during.

What have I gotten myself into.  I'd be lying if it wasn't great. But that hit like a sack of potatoes.

This probably sounds like bs but I wish it was.
Title: Re: Awkward Sexual Experiences
Post by: Dr-Feelgood on December 18, 2021, 01:20:20 PM
Not really funny awkward but I'm currently being sexually harassed by a woman I work with. She's in her 50s so like 15-20 years older than me but would have probably been a smoke show in her younger days (her 20something daughter is a solid 8/10) and I'm guessing she's not used to men not being interested in at least fucking her.

Its pretty much your standard "oops I tripped and grabbed your ass to steady myself" or trying to rub my shoulders or back kinda shit along with just basic attention seeking behavior. It honestly reminds me of the way girls would act in high school when they liked you but were too embarrassed to ask you out.

I'm not going to report her because it doesn't really bother me - on some level I probably enjoy the attention if I'm being totally honest with myself - and I really think its at least somewhat down to her not knowing how to handle someone not being interested. Most of the dudes we work with are old horndogs who would kill a puppy to get in her scrubs.

I've told her it aint happenin but I could probably communicate it more clearly and bluntly. I've also thought about telling her I'm gay but I don't think she'd believe it as I had a thing with one of her (much younger) former co-workers years ago when I was still just a patient and not working at the hospital yet. I'm also a bit of a greedy amoral scumbag so I've considered offering it up for a price. She's been an RN for decades and her only kid is grown and out of the house, so I'm sure she's got a fair amount of income she could spend on "entertainment". I've done far worse to pay my rent in the past and I don't think she wants anything beyond a thorough dicking.

It would weird me out to see a grown ass older woman acting like a high school chick who seeks attention in that way....If you dont mind me asking why dont you just put one through her and call it a day? I mean respect if you dont wanna sleep with her but if shes fairly hot, why not just knock one out and move on it
Title: Re: Awkward Sexual Experiences
Post by: ra the weak man on January 02, 2022, 08:20:11 PM
so i met this girl on a dating site. and we've got a lot in common, past delinquency, drugs and traveling. i really wanted it to work. ol girl was my same height and i'm not a little man. i was taken aback and made jokes to my ex that 'i've got a tranny gf' but i didn't think she was.
so we hung out a few x , i'd pick her up an hour away from me and we'd hang out a bit, making out but nothing too sexual. anyways, she'd disappear all the time and she told me she had seizures. i'm thinking 'yeah, seizuring on another nigga's dick'  right?
so 3rd time we hang out after talking for like 3 months [super flowery whenever we talk but it's like missing days in between] and she's got chores so i drop her at the bank and hit the skatepark. then i drop her at her house and she says wait at the beach down the street. i'm waiting an interminably long time and ready to go home. she says 'walk down the street to another beach, secret spot' so i do and she shows up, big ol titties in a tube top and a knapsack. so she wants to pick up beach glass or whatever, i just wanna get my crazy dick wet. or have a fight and go home. i'm exasperated.
and my ex's mom died, i gotta drive her to pack up her mom's shit in the am.
so we make out and w/ a towel over my ass, i'm fingerbanging her on this beach but it's a private beach unless someone is on the sidewalk above us. or looking out the windows of the nearby homes. but it feels private. i got her off and sucked some tit but i barely put the head in and she goes 'we should go to such and such. i've never wanted to fuck someone in a car as bad as i have now. i've never had fingers feel this good before. or i've never said that and meant it.'
i'm like this broad's running fast and loose w/ her talk but yes, i want to fuck her in the truck. i says 'i gotta pee on the beach first' so we take turns cause she also has to pee on the beach.
comes back after taking 10=15 minutes to pee and tells me 'actually i took a shit. but you're cool, i knew you wouldn't mind. i buried it'.
oh boy, i'm about to fuck a girl w/ turd on her ass. suffice to type, analingus will not be thrown down tonight.
so we are driving along the coast and she's all happy to be there hanging out the window 'hello bbbbbb' [name of the town] and glitching out trying to tell me a story. just keeps repeating lines. anyways, we finally park somewhere and she tells me wait behind the vehicle while seh must be drinking booze and monster but i can't see. idk what she's doing at the time.
so we finally start making out standing near the bumper, i told you she was a big woman. and i'm not a tiny man. so the 2 of us are not fitting together easily in coital embrace inside the vehicle. i'm fingering her w/ a amouthful of tit and seh's going 'oh fuck, oh my god, oh fuck, oh my god' over and over. and kind of spinning around. so i'm hanging on. people are driving 100 yards away on the rd [it's dark now] and it's in between embarassing and/or it feels a little rapey. she won't sit still. finally got her against the vehicle and trying to put it in, my crazy boner went down. not completely but i can't be doing everything and it's all one sided. she has to pee so i let her go, fucking find her shaking in the grass.
hail seizure!
so i help her find her home and she starts glitching bad all the way home. like swinging for the fences, whirling her head arouind, just acting a donkey. it seems autonomic but it's still annoying. get her home, she drops all this beach glass on the floor. her mom's like 'waht happened' i said 'seizure' but the mom has experience w/ this and said 'no not a seizure.'
so the cops come and the girl stops moving crazy as the cops enter the room. how bizarre!
they're taking her to the ER for the night, girl is pissed i'm not going w/ her [gotta help my ex move her dead mom's stuff] and the cops say it's a caffeine OD of all things!
dont drink Monster kids.
Title: Re: Awkward Sexual Experiences
Post by: Uncle Flea on January 03, 2022, 08:19:13 AM
Almost everyone I used to fuck for a place to live thinks I'm there ex.

Oh I used to date the ass flea. I'm like oh yeah i remember that (no)

It very uncomfortable that they want to fuck more with out payment. That's definitely not happening
Title: Re: Awkward Sexual Experiences
Post by: ra the weak man on January 03, 2022, 10:23:45 AM
Almost everyone I used to fuck for a place to live thinks I'm there ex.

Oh I used to date the ass flea. I'm like oh yeah i remember that (no)

It very uncomfortable that they want to fuck more with out payment. That's definitely not happening
how much to bone the flea?
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on January 03, 2022, 06:57:00 PM
Not gonna quote the whole thing but +1 for monster seizure story.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on January 04, 2022, 06:51:52 AM
I have plenty cos I use Tinder a lot but they won’t top my mate’s experience.

I can’t remember it properly cos I was perma fried at the time or maybe I tried to erase it from my memory or both but it goes something like this.

He had joined this app where to get more visibility you had to get good ratings / reviews.
He goes into this dodgy council flat to shag this 50 something yo lady and the place is filthy as fuck she’s also missing some teeth.
He’s grossed out and can’t shag her so they settle for a bj. He keeps hearing weird noises, he cums and then she casually opens these curtains behind which there are a few cages with rats, but like big sewer boys.
He freaks out and dips as fast as he can. Gets his 5* review.
The end.
Title: Re: Awkward Sexual Experiences
Post by: Idk on March 13, 2022, 07:20:19 AM
A girl came over to hook up. After a round I was going at it doggy style when a terrible pain started in my right leg. I tried to power through it but then I got the worst cramp in my calf. I was in so much pain I tried to step with my leg to help the cramp but my leg was so tight I couldn’t touch the floor. The whole time the girls just watching me while I’m just wincing uncontrollably. I end up falling on the bad and just moaning til it went away. She then gave me a blow job.
Title: Re: Awkward Sexual Experiences
Post by: Yonnycage on March 14, 2022, 08:48:57 AM
My last ex was absolutely disgusting with hygiene. The first time we boned I had to get outta the car and dry heave cause of the smell but I told her it was cause I ate some bad Mexican food. Fast forward a few months and me having to have talks with her about seeing a gyno and she chalked it up to a “ph imbalance” I’m like no way your pussy smells like a Manhattan dumpster in the middle of July cause you’re too acidic and she finally admitted that when she gets in the shower she doesn’t wash just stands in the water for a while. Sex was weird as shit too she wanted me to pretend like she was 11 years old and I was punishing her for not doing her chores.
Title: Re: Awkward Sexual Experiences
Post by: Mean salto on March 14, 2022, 10:16:07 AM
Real awkward maybe doesn't even count as sexual experience but typical teenager daytime movie date. I think I was about fifteen I think the movie was rat race anyway I'm dressed super spazed like Tom penny in that old es team photo. I have like a 4xl hoody on and size 42 king gee workpants that are super thick material with Scotch guard so theyre crazy rigid like can stand up by themselves. I also probably only needed a size 32 at the time. Anyway we sit down and I immediately notice I have the most gigantic pants tent. Like that curb episode but 10x bigger. I don't want to draw attention to it to fix it and it's dark so I'm just like whatever. Anyway as things go we're making out the whole movie and she keeps like touching my chest then stomach then stopping over and over like every minute. Then one time I look when she does it and she isn't stopping but jerking off the big stiff amount of pants material I have bulging on my lap. In my head now I'm complete panic mode. Wtf am I supposed to do? Whip out my penis? Redirect her to where my penis actually is? Then with what she's been grabbing she's going to be expecting a full Pringles can which I don't have.
Fortunately the movie ended and our session was over. Soz the story goes nowhere it's just part a of a derpy start to sex life
Title: Re: Awkward Sexual Experiences
Post by: PuffinMuffin on March 14, 2022, 10:29:22 AM
Real awkward maybe doesn't even count as sexual experience but typical teenager daytime movie date. I think I was about fifteen I think the movie was rat race anyway I'm dressed super spazed like Tom penny in that old es team photo. I have like a 4xl hoody on and size 42 king gee workpants that are super thick material with Scotch guard so theyre crazy rigid like can stand up by themselves. I also probably only needed a size 32 at the time. Anyway we sit down and I immediately notice I have the most gigantic pants tent. Like that curb episode but 10x bigger. I don't want to draw attention to it to fix it and it's dark so I'm just like whatever. Anyway as things go we're making out the whole movie and she keeps like touching my chest then stomach then stopping over and over like every minute. Then one time I look when she does it and she isn't stopping but jerking off the big stiff amount of pants material I have bulging on my lap. In my head now I'm complete panic mode. Wtf am I supposed to do? Whip out my penis? Redirect her to where my penis actually is? Then with what she's been grabbing she's going to be expecting a full Pringles can which I don't have.
Fortunately the movie ended and our session was over. Soz the story goes nowhere it's just part a of a derpy start to sex life

Hahaha, this is hilarious. Makes ya wonder how Polar Big Boys got their name.
Title: Re: Awkward Sexual Experiences
Post by: h00man on March 14, 2022, 02:56:57 PM
Real awkward maybe doesn't even count as sexual experience but typical teenager daytime movie date. I think I was about fifteen I think the movie was rat race anyway I'm dressed super spazed like Tom penny in that old es team photo. I have like a 4xl hoody on and size 42 king gee workpants that are super thick material with Scotch guard so theyre crazy rigid like can stand up by themselves. I also probably only needed a size 32 at the time. Anyway we sit down and I immediately notice I have the most gigantic pants tent. Like that curb episode but 10x bigger. I don't want to draw attention to it to fix it and it's dark so I'm just like whatever. Anyway as things go we're making out the whole movie and she keeps like touching my chest then stomach then stopping over and over like every minute. Then one time I look when she does it and she isn't stopping but jerking off the big stiff amount of pants material I have bulging on my lap. In my head now I'm complete panic mode. Wtf am I supposed to do? Whip out my penis? Redirect her to where my penis actually is? Then with what she's been grabbing she's going to be expecting a full Pringles can which I don't have.
Fortunately the movie ended and our session was over. Soz the story goes nowhere it's just part a of a derpy start to sex life

lol hell yeah Rat Race!
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on March 15, 2022, 12:05:35 PM
I used to get pretty wasted at least a few nights per week when I was in my 20s and would end up at the dive bar at the end of my street. I was generally one of, if not the youngest person in there by at least 15 years, usually a bit more. I was a young dude with tattoos and older broads would often enjoy the flirt or whatever. Definitely had a few awkward experiences over there.

One night I'm chatting it up with this lady Kim. I'd seen Kim around a bunch and know that she's this older biker chick. She's on one this night telling me her old man, this dude named Bobby, was outta the picture because he was smoking crack again. I'm like "ok" and just looking at her very exposed chest. So she's buying me shots of wild turkey 101 and we're just having some laughs til last call. Well, we get booted from the bar and I'm like "adios. I'm walking home." and she says "oh, honey, come smoke a joint with me at my car." We start smoking some funky old person weed (weed was often pretty rugged at this point) and low and behold we start making out against the car. It was a Chrysler 300, white. She's pressing those big old biker boobies against me and I'm sprung. She says she's gonna give me a ride home, so we hop in the car and start making out some more in the front seat and I'm thinking "fuck it dude. just go for it" and I'm going for the button in her pants, hands going in, mind you it's like less than 30 seconds in the car, and then

WHEEEEEEEEEEWHEEEEEWHEEEEE

and I jump up all WHAT THE FUCK!!?!?!?! and she's laughing and says "that's my pet pig. forgot it was back there." that lil piggie probably saved me from some lifetime friends, right there.

Title: Re: Awkward Sexual Experiences
Post by: DaleSr on March 15, 2022, 01:14:44 PM
I used to get pretty wasted at least a few nights per week when I was in my 20s and would end up at the dive bar at the end of my street. I was generally one of, if not the youngest person in there by at least 15 years, usually a bit more. I was a young dude with tattoos and older broads would often enjoy the flirt or whatever. Definitely had a few awkward experiences over there.

One night I'm chatting it up with this lady Kim. I'd seen Kim around a bunch and know that she's this older biker chick. She's on one this night telling me her old man, this dude named Bobby, was outta the picture because he was smoking crack again. I'm like "ok" and just looking at her very exposed chest. So she's buying me shots of wild turkey 101 and we're just having some laughs til last call. Well, we get booted from the bar and I'm like "adios. I'm walking home." and she says "oh, honey, come smoke a joint with me at my car." We start smoking some funky old person weed (weed was often pretty rugged at this point) and low and behold we start making out against the car. It was a Chrysler 300, white. She's pressing those big old biker boobies against me and I'm sprung. She says she's gonna give me a ride home, so we hop in the car and start making out some more in the front seat and I'm thinking "fuck it dude. just go for it" and I'm going for the button in her pants, hands going in, mind you it's like less than 30 seconds in the car, and then

WHEEEEEEEEEEWHEEEEEWHEEEEE

and I jump up all WHAT THE FUCK!!?!?!?! and she's laughing and says "that's my pet pig. forgot it was back there." that lil piggie probably saved me from some lifetime friends, right there.



SSOOOOOOOOOME PIG
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on March 15, 2022, 04:50:25 PM
I used to get pretty wasted at least a few nights per week when I was in my 20s and would end up at the dive bar at the end of my street. I was generally one of, if not the youngest person in there by at least 15 years, usually a bit more. I was a young dude with tattoos and older broads would often enjoy the flirt or whatever. Definitely had a few awkward experiences over there.

One night I'm chatting it up with this lady Kim. I'd seen Kim around a bunch and know that she's this older biker chick. She's on one this night telling me her old man, this dude named Bobby, was outta the picture because he was smoking crack again. I'm like "ok" and just looking at her very exposed chest. So she's buying me shots of wild turkey 101 and we're just having some laughs til last call. Well, we get booted from the bar and I'm like "adios. I'm walking home." and she says "oh, honey, come smoke a joint with me at my car." We start smoking some funky old person weed (weed was often pretty rugged at this point) and low and behold we start making out against the car. It was a Chrysler 300, white. She's pressing those big old biker boobies against me and I'm sprung. She says she's gonna give me a ride home, so we hop in the car and start making out some more in the front seat and I'm thinking "fuck it dude. just go for it" and I'm going for the button in her pants, hands going in, mind you it's like less than 30 seconds in the car, and then

WHEEEEEEEEEEWHEEEEEWHEEEEE

and I jump up all WHAT THE FUCK!!?!?!?! and she's laughing and says "that's my pet pig. forgot it was back there." that lil piggie probably saved me from some lifetime friends, right there.

Then what happened?
Title: Re: Awkward Sexual Experiences
Post by: PAWL on March 15, 2022, 06:29:11 PM
That’ll do pig that’ll do
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on March 16, 2022, 02:25:01 AM
@IusedToSkateMore great story man so hilarious haha.

Damn that car must have stank like crazy. Leaving a pig in your trunk while you get drunk at a dive bar is some nutter shit.

Kinda curious how the pig was, was it like in the movie "Babe". I can't believe he didn't unload a lot of shit in the trunk or something. Poor little thing.
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on March 16, 2022, 09:05:58 PM
@IusedToSkateMore great story man so hilarious haha.

Damn that car must have stank like crazy. Leaving a pig in your trunk while you get drunk at a dive bar is some nutter shit.

Kinda curious how the pig was, was it like in the movie "Babe". I can't believe he didn't unload a lot of shit in the trunk or something. Poor little thing.

I don't really remember how gnarly the car smelled, it was actually a kind of nice car for what it was. I've known numerous people who have small pigs for pets. they're fairly hygienic I guess. Regardless, it was just a weird, weird moment, man. I've got crazy stories from that bar.
Title: Re: Awkward Sexual Experiences
Post by: LUGR on March 17, 2022, 09:45:10 AM
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@IusedToSkateMore great story man so hilarious haha.

Damn that car must have stank like crazy. Leaving a pig in your trunk while you get drunk at a dive bar is some nutter shit.

Kinda curious how the pig was, was it like in the movie "Babe". I can't believe he didn't unload a lot of shit in the trunk or something. Poor little thing.
[close]

I don't really remember how gnarly the car smelled, it was actually a kind of nice car for what it was. I've known numerous people who have small pigs for pets. they're fairly hygienic I guess. Regardless, it was just a weird, weird moment, man. I've got crazy stories from that bar.
You should tell us more crazy stories from that bar.
Title: Re: Awkward Sexual Experiences
Post by: Mark Renton on March 17, 2022, 10:40:36 AM
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@IusedToSkateMore great story man so hilarious haha.

Damn that car must have stank like crazy. Leaving a pig in your trunk while you get drunk at a dive bar is some nutter shit.

Kinda curious how the pig was, was it like in the movie "Babe". I can't believe he didn't unload a lot of shit in the trunk or something. Poor little thing.
[close]

I don't really remember how gnarly the car smelled, it was actually a kind of nice car for what it was. I've known numerous people who have small pigs for pets. they're fairly hygienic I guess. Regardless, it was just a weird, weird moment, man. I've got crazy stories from that bar.
[close]
You should tell us more crazy stories from that bar.

My thoughts exactly.
Title: Re: Awkward Sexual Experiences
Post by: IUTSM on March 17, 2022, 08:37:17 PM
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@IusedToSkateMore great story man so hilarious haha.

Damn that car must have stank like crazy. Leaving a pig in your trunk while you get drunk at a dive bar is some nutter shit.

Kinda curious how the pig was, was it like in the movie "Babe". I can't believe he didn't unload a lot of shit in the trunk or something. Poor little thing.
[close]

I don't really remember how gnarly the car smelled, it was actually a kind of nice car for what it was. I've known numerous people who have small pigs for pets. they're fairly hygienic I guess. Regardless, it was just a weird, weird moment, man. I've got crazy stories from that bar.
[close]
You should tell us more crazy stories from that bar.
[close]

My thoughts exactly.

I have started typing them before, like many other stories, but then I feel that somethings are better left to memory. This one was tame, just weird.
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on May 15, 2022, 02:09:20 PM
What the hell is about women in their 30s being hyper aggressive when fooling around?

Like, maybe I'm a prude but, fucking hell, I don't think there is any reason for some chick to choke herself with my D when fooling around for the first time. Like, that can't be enjoyable for her. Are they choking themselves to prove they still have sexual value? What is the deal?

I don't remember this happening when I was younger.
Title: Re: Awkward Sexual Experiences
Post by: h00man on May 15, 2022, 04:06:16 PM
What the hell is about women in their 30s being hyper aggressive when fooling around?

Like, maybe I'm a prude but, fucking hell, I don't think there is any reason for some chick to choke herself with my D when fooling around for the first time. Like, that can't be enjoyable for her. Are they choking themselves to prove they still have sexual value? What is the deal?

I don't remember this happening when I was younger.

It's the trend nowdays. Get with the times.
Title: Re: Awkward Sexual Experiences
Post by: Idk on May 15, 2022, 07:09:02 PM
Yeah watching a girl gag in porn looks cool but then a girl tries to purposely gag on your penis and it can be cool too but also scare you that they’re gonna throw up.
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on May 15, 2022, 08:42:52 PM
I mean if people are into aggressive things, cool. Do whatever makes you happy as long as everyone else is having fun too.

But, I'm just kind of surprised how common this is among early-middle-aged women without any kind of discussion prior.

Is this porn's influence on older people? Like, do women think this is expected of them? Do most dudes dating expect that the local MILF is going to choke on their Ds? Have some women (the women crazy enough to date me) acquired a taste for choking on D?

Also, am I missing some nerve endings? Like, once someone gets to a certain point I can't really feel the difference too much. Shit, one of my HS gfs was the absolute best ever cause she knew how to use her tongue on the tip. The tongue is way more fun than someone's tonsils.

Finally, has anyone or does anyone enjoy licking someone's ear? I had some chick's tongue in my ear last summer and I wasn't sure why she'd do that or why I'd like it.

(https://i.ibb.co/YZsJWxB/Screen-Shot-2022-05-16-at-12-42-07-AM.png)
Title: Re: Awkward Sexual Experiences
Post by: brycickle on May 15, 2022, 08:47:56 PM
I feel like its probably more common for women in their late teens and early 20s to be doing things like this based purely on what they think men want, whether based on porn or not. Women in their 30s, for the most part, have probably figured out what gets them off. You can always ask, consent works both ways.
Title: Re: Awkward Sexual Experiences
Post by: thanksgiving on May 15, 2022, 09:39:30 PM
Finally, has anyone or does anyone enjoy licking someone's ear? I had some chick's tongue in my ear last summer and I wasn't sure why she'd do that or why I'd like it.

this shit goesssss its like the neck x10
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on May 15, 2022, 10:16:29 PM
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Finally, has anyone or does anyone enjoy licking someone's ear? I had some chick's tongue in my ear last summer and I wasn't sure why she'd do that or why I'd like it.
[close]

this shit goesssss its like the neck x10

Wait til you meet one that'll do it to your butthole.
Title: Re: Awkward Sexual Experiences
Post by: Willie on May 17, 2022, 05:17:33 AM
I coaxed my ex girlfriend to do anal. (First just try pressing a finger on the outside of her BH while she’s riding, next time add a digit, pretty soon she’s asking to try a dildo, then she asks for wiener)

Anyhow, she really liked it and started wanting to do anal on the regular but I come to the conclusion that it’s really not that amazing and not worth all the scrubbing it takes to get the butt stink off my fingers and wang. I’m also trying to not touch my sheets while going at it because I don’t have an unlimited number of laundry quarters. Careful what you wish for.
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on December 04, 2022, 09:49:30 PM
Got a few awkward ones from when i was younger. these ones are mostly just embarrassing on my end but i'll share them anyway

story 1:
in high school i was at a party one time and i started hooking up with this one chick who was basically known to be sketchy and slutty and i almost had sex with her but at the last second she was like 'sorry i don't sleep with people on the first date'. probably was on her period but was too embarrassed to say. the next morning when i had sobered up i was like thank god for that because she was sketchy. anyways a couple of weeks later she messaged me and was like 'hey you should come over today' and i was like 'oh yeah maybe' and then she said 'i want to have sex with you' and i was like 'hmm okay. well i dont know if i want to have sex but i'll come over anyway'. my mind was saying no but my dick was saying yes. i went over there and we put some stupid fucking movie on, i can't remember exactly what it was but i feel like it was monsters inc or something, like a kid's movie. we just laid on her bed, not even touching. i didn't make a move, i just went there and watched that dumb movie and then when it was over i was like 'alright well i'm going home now' and she was understandably just super cold and was like 'okay seeya'. didn't talk to her again.  she ended up with like two kids by the time she was 19, don't know where she is now.

story 2:
so i had been fooling around with this other sorta sketch chick and we had made out a few times while hanging out but never taken it further. there was a lot of sexual tension so i picked her up in my car and then we went to a secluded spot and started making out. i was fingering her and actually did that long enough to make her come. then she was like 'it's your turn now' and she started rubbing my dick through my shorts and i basically just came straight away, like literally after seconds of her rubbing my dick through my shorts. i must have had some strange look on my face because she was like 'um... are you okay?' and i was like 'yeah... sorry i think we should stop now' and she was like 'wtf?' i was too embarrassed to tell her i had just came in my shorts and she hadn't even realised. we get back into the front seats of the car and it's super awkward. then in my post-nut depression i started to feel ashamed and i was like 'i don't think we should hang out anymore' and she started to cry. i dropped her off home and she would message me like weekly on social media for years afterward and i would just ignore it, i eventually just blocked her.

story 3:
when i was a bit older i lived in this sharehouse for a few years and i was the only dude living with 3 other chicks. i'd just broken up with my gf of 2 years and was getting a little bit unhinged without regular sex.

so first i started trying to hit on this one chick in the house who was probably the cutest one, but unfortunately had a bf. we would sit on the couch together and basically play footsies while we watched tv and just being touchy in general. a lot of sexual tension was building and we got super close to fucking but i think she realised i had broken up with my gf and it was like knowing that turned her off, like she originally thought we would both be cheating so it was okay or something and once she realised i was actually single she started to feel guilty? i didn't push it and let it go.

so i started to flirt with another girl in the house. this one was a fairly heavy girl and less attractive than the first but actually had a super cool personality and we got along pretty well. so one night we went to a party, had a few drinks and the party was lame so we went back to our place together and kept drinking in her room. one thing led to another and we were making out, then the lights went out and clothes came off. we got to the point where we were about to have sex and she was like 'do me from behind' so she turned over and as she got into the position on her knees with her ass pointed up at me i just got this overwhelming whiff of shit and it was over for me, my dick went limp. i didn't want to embarrass her so i was like 'ah fuck sorry... i just got nervous' and she started blowing me and it was just kinda pathetic because i couldn't get hard again. after that night it was awkward whenever we saw each other, i tried to be cool but she was hot and cold. we didn't get sexual again but there was one awkward time when she basically asked me to be her boyfriend and i was like 'nah' and she started crying in the kitchen and that other girl walked by. i guess the girls got to talkin' and then they all collectively decided i was a scumbag (which i probably deserved) and the rest of my time in that sharehouse was pretty shit, none of them talked to me. months later, on my last night there that girl messaged me at like 12am asking me 'are you still up?' i didn't respond then the next morning she awkwardly apologized for 'being a creep'.

after i moved out we still talked on messenger a bit and on new years eve she came to the same party i was at (obviously just to see me because she didn't know anyone else there) and i was hanging with her and her friend a bit. we were having a little bit of banter and at some point she said 'you couldn't even get it up to fuck me' and her friend started laughing super hard and i just smiled and bit my tongue. she was too naive and i was too nice to even respond to that. she followed me around for a while that night but i got super drunk and went on an adventure and ghosted her. after that we never spoke again.

i'm glad all those years are behind me now. makes me cringe to think about how awkward i was.

Title: Re: Awkward Sexual Experiences
Post by: BallparkFrank on December 05, 2022, 11:07:08 AM
Got a craigslist ride across the country a few years back with this alcoholic lady. Didn’t know she was an alcoholic at the beginning of the trip. Somehow we ran into some festy kids she knew in Fort Collins and road-tripped with them to a motel 6 in Reno. We all (maybe 6 or 7 people) shared a room with two queens beds. I slept on the ground in the corner. At some point in the night I became aware that everyone was fucking each other and they were all like “come join us.” I didn’t.
Title: Re: Awkward Sexual Experiences
Post by: CrappyChan on December 05, 2022, 08:55:08 PM
I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on December 06, 2022, 01:39:19 PM
I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked

Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on December 06, 2022, 01:53:28 PM
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I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
[close]

Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible

You guys suck. I’ve done all kinds of nasty cum play. Snow balled, scoop it and feed it, spanked the load on their ass, lick it up, etc etc. Your loss.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on December 06, 2022, 02:05:43 PM
Got a few awkward ones from when i was younger. these ones are mostly just embarrassing on my end but i'll share them anyway

story 1:
in high school i was at a party one time and i started hooking up with this one chick who was basically known to be sketchy and slutty and i almost had sex with her but at the last second she was like 'sorry i don't sleep with people on the first date'. probably was on her period but was too embarrassed to say. the next morning when i had sobered up i was like thank god for that because she was sketchy. anyways a couple of weeks later she messaged me and was like 'hey you should come over today' and i was like 'oh yeah maybe' and then she said 'i want to have sex with you' and i was like 'hmm okay. well i dont know if i want to have sex but i'll come over anyway'. my mind was saying no but my dick was saying yes. i went over there and we put some stupid fucking movie on, i can't remember exactly what it was but i feel like it was monsters inc or something, like a kid's movie. we just laid on her bed, not even touching. i didn't make a move, i just went there and watched that dumb movie and then when it was over i was like 'alright well i'm going home now' and she was understandably just super cold and was like 'okay seeya'. didn't talk to her again.  she ended up with like two kids by the time she was 19, don't know where she is now.

story 2:
so i had been fooling around with this other sorta sketch chick and we had made out a few times while hanging out but never taken it further. there was a lot of sexual tension so i picked her up in my car and then we went to a secluded spot and started making out. i was fingering her and actually did that long enough to make her come. then she was like 'it's your turn now' and she started rubbing my dick through my shorts and i basically just came straight away, like literally after seconds of her rubbing my dick through my shorts. i must have had some strange look on my face because she was like 'um... are you okay?' and i was like 'yeah... sorry i think we should stop now' and she was like 'wtf?' i was too embarrassed to tell her i had just came in my shorts and she hadn't even realised. we get back into the front seats of the car and it's super awkward. then in my post-nut depression i started to feel ashamed and i was like 'i don't think we should hang out anymore' and she started to cry. i dropped her off home and she would message me like weekly on social media for years afterward and i would just ignore it, i eventually just blocked her.

story 3:
when i was a bit older i lived in this sharehouse for a few years and i was the only dude living with 3 other chicks. i'd just broken up with my gf of 2 years and was getting a little bit unhinged without regular sex.

so first i started trying to hit on this one chick in the house who was probably the cutest one, but unfortunately had a bf. we would sit on the couch together and basically play footsies while we watched tv and just being touchy in general. a lot of sexual tension was building and we got super close to fucking but i think she realised i had broken up with my gf and it was like knowing that turned her off, like she originally thought we would both be cheating so it was okay or something and once she realised i was actually single she started to feel guilty? i didn't push it and let it go.

so i started to flirt with another girl in the house. this one was a fairly heavy girl and less attractive than the first but actually had a super cool personality and we got along pretty well. so one night we went to a party, had a few drinks and the party was lame so we went back to our place together and kept drinking in her room. one thing led to another and we were making out, then the lights went out and clothes came off. we got to the point where we were about to have sex and she was like 'do me from behind' so she turned over and as she got into the position on her knees with her ass pointed up at me i just got this overwhelming whiff of shit and it was over for me, my dick went limp. i didn't want to embarrass her so i was like 'ah fuck sorry... i just got nervous' and she started blowing me and it was just kinda pathetic because i couldn't get hard again. after that night it was awkward whenever we saw each other, i tried to be cool but she was hot and cold. we didn't get sexual again but there was one awkward time when she basically asked me to be her boyfriend and i was like 'nah' and she started crying in the kitchen and that other girl walked by. i guess the girls got to talkin' and then they all collectively decided i was a scumbag (which i probably deserved) and the rest of my time in that sharehouse was pretty shit, none of them talked to me. months later, on my last night there that girl messaged me at like 12am asking me 'are you still up?' i didn't respond then the next morning she awkwardly apologized for 'being a creep'.

after i moved out we still talked on messenger a bit and on new years eve she came to the same party i was at (obviously just to see me because she didn't know anyone else there) and i was hanging with her and her friend a bit. we were having a little bit of banter and at some point she said 'you couldn't even get it up to fuck me' and her friend started laughing super hard and i just smiled and bit my tongue. she was too naive and i was too nice to even respond to that. she followed me around for a while that night but i got super drunk and went on an adventure and ghosted her. after that we never spoke again.

i'm glad all those years are behind me now. makes me cringe to think about how awkward i was.

I see so much of myself in these. Incredibly awkward. As a married dude with a kid I just have to remember how bad I was at being single to immediately squash any grass is greener thoughts.
Title: Re: Awkward Sexual Experiences
Post by: McBrandt on December 06, 2022, 02:24:52 PM
When i was 28 and freshly separated from my first wife, I was living in this studio in Pacific Beach and there was this 18 year old guy across the way. His 18 year old girlfriend had come to live with him and got a job at Hooters. They eventually broke up and she still hung around with neighbors. One day I came home and she was outside in the rain and asked if i could buy her some alcohol, so we walked and I bought her some Wild Turkey or something. We were drinking it together sitting in my doorway and she was being a bit forward asking about me and said something like "sorry I normally I wouldn't ask these sorts of things but I'm drunk and horny" and I was all "welp, I gotta go to my brother's house now". I felt bad for her ex because I had been in his position before, but now that I'm old and married with kids I look back at that chance with a tinge of regret.
Title: Re: Awkward Sexual Experiences
Post by: beandemon on December 06, 2022, 04:36:45 PM
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I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
[close]

Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible
[close]

You guys suck. I’ve done all kinds of nasty cum play. Snow balled, scoop it and feed it, spanked the load on their ass, lick it up, etc etc. Your loss.

This guy gets it. “P-noot clarity” is some repressed shit. Be stoked on what you’ve done and prepare to repeat offend. 
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on December 06, 2022, 05:17:11 PM
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I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
[close]

Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible
[close]

You guys suck. I’ve done all kinds of nasty cum play. Snow balled, scoop it and feed it, spanked the load on their ass, lick it up, etc etc. Your loss.
[close]

This guy gets it. “P-noot clarity” is some repressed shit. Be stoked on what you’ve done and prepare to repeat offend.

what if you don't consent to watching someone rub your cum all over themselves?
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on December 06, 2022, 05:19:15 PM
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Got a few awkward ones from when i was younger. these ones are mostly just embarrassing on my end but i'll share them anyway

story 1:
in high school i was at a party one time and i started hooking up with this one chick who was basically known to be sketchy and slutty and i almost had sex with her but at the last second she was like 'sorry i don't sleep with people on the first date'. probably was on her period but was too embarrassed to say. the next morning when i had sobered up i was like thank god for that because she was sketchy. anyways a couple of weeks later she messaged me and was like 'hey you should come over today' and i was like 'oh yeah maybe' and then she said 'i want to have sex with you' and i was like 'hmm okay. well i dont know if i want to have sex but i'll come over anyway'. my mind was saying no but my dick was saying yes. i went over there and we put some stupid fucking movie on, i can't remember exactly what it was but i feel like it was monsters inc or something, like a kid's movie. we just laid on her bed, not even touching. i didn't make a move, i just went there and watched that dumb movie and then when it was over i was like 'alright well i'm going home now' and she was understandably just super cold and was like 'okay seeya'. didn't talk to her again.  she ended up with like two kids by the time she was 19, don't know where she is now.

story 2:
so i had been fooling around with this other sorta sketch chick and we had made out a few times while hanging out but never taken it further. there was a lot of sexual tension so i picked her up in my car and then we went to a secluded spot and started making out. i was fingering her and actually did that long enough to make her come. then she was like 'it's your turn now' and she started rubbing my dick through my shorts and i basically just came straight away, like literally after seconds of her rubbing my dick through my shorts. i must have had some strange look on my face because she was like 'um... are you okay?' and i was like 'yeah... sorry i think we should stop now' and she was like 'wtf?' i was too embarrassed to tell her i had just came in my shorts and she hadn't even realised. we get back into the front seats of the car and it's super awkward. then in my post-nut depression i started to feel ashamed and i was like 'i don't think we should hang out anymore' and she started to cry. i dropped her off home and she would message me like weekly on social media for years afterward and i would just ignore it, i eventually just blocked her.

story 3:
when i was a bit older i lived in this sharehouse for a few years and i was the only dude living with 3 other chicks. i'd just broken up with my gf of 2 years and was getting a little bit unhinged without regular sex.

so first i started trying to hit on this one chick in the house who was probably the cutest one, but unfortunately had a bf. we would sit on the couch together and basically play footsies while we watched tv and just being touchy in general. a lot of sexual tension was building and we got super close to fucking but i think she realised i had broken up with my gf and it was like knowing that turned her off, like she originally thought we would both be cheating so it was okay or something and once she realised i was actually single she started to feel guilty? i didn't push it and let it go.

so i started to flirt with another girl in the house. this one was a fairly heavy girl and less attractive than the first but actually had a super cool personality and we got along pretty well. so one night we went to a party, had a few drinks and the party was lame so we went back to our place together and kept drinking in her room. one thing led to another and we were making out, then the lights went out and clothes came off. we got to the point where we were about to have sex and she was like 'do me from behind' so she turned over and as she got into the position on her knees with her ass pointed up at me i just got this overwhelming whiff of shit and it was over for me, my dick went limp. i didn't want to embarrass her so i was like 'ah fuck sorry... i just got nervous' and she started blowing me and it was just kinda pathetic because i couldn't get hard again. after that night it was awkward whenever we saw each other, i tried to be cool but she was hot and cold. we didn't get sexual again but there was one awkward time when she basically asked me to be her boyfriend and i was like 'nah' and she started crying in the kitchen and that other girl walked by. i guess the girls got to talkin' and then they all collectively decided i was a scumbag (which i probably deserved) and the rest of my time in that sharehouse was pretty shit, none of them talked to me. months later, on my last night there that girl messaged me at like 12am asking me 'are you still up?' i didn't respond then the next morning she awkwardly apologized for 'being a creep'.

after i moved out we still talked on messenger a bit and on new years eve she came to the same party i was at (obviously just to see me because she didn't know anyone else there) and i was hanging with her and her friend a bit. we were having a little bit of banter and at some point she said 'you couldn't even get it up to fuck me' and her friend started laughing super hard and i just smiled and bit my tongue. she was too naive and i was too nice to even respond to that. she followed me around for a while that night but i got super drunk and went on an adventure and ghosted her. after that we never spoke again.

i'm glad all those years are behind me now. makes me cringe to think about how awkward i was.
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I see so much of myself in these. Incredibly awkward. As a married dude with a kid I just have to remember how bad I was at being single to immediately squash any grass is greener thoughts.

haha yeah, i'm almost in the same boat (no kids yet though). glad i can put that extreme awkwardness behind me.
Title: Re: Awkward Sexual Experiences
Post by: beandemon on December 06, 2022, 05:50:22 PM
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I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
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Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible
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You guys suck. I’ve done all kinds of nasty cum play. Snow balled, scoop it and feed it, spanked the load on their ass, lick it up, etc etc. Your loss.
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This guy gets it. “P-noot clarity” is some repressed shit. Be stoked on what you’ve done and prepare to repeat offend.
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what if you don't consent to watching someone rub your cum all over themselves?

Feel like there’s a pretty high level of implied consent  if you’re sloshing baby batter all over the place like a defective lawn sprinkler.
Title: Re: Awkward Sexual Experiences
Post by: Chavo on December 06, 2022, 08:57:37 PM
I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked

The only awkward part seems to be her meeting the boyfriend covered in dried semen. Did she at least shower?
Title: Re: Awkward Sexual Experiences
Post by: thanksgiving on December 06, 2022, 09:05:27 PM
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I'm not proud if this in retrospect but I started college when I was 21 and was pretty depressed because I didn't really meet any cool people or anything there so to make the most of it I decided to fixate on the chicks because we sere all living in the dorms. The worst was there was this chick that I had been seeing around for like a year and finally we ended up having a class together so I got to find out her name and shit. After getting really stoned one day I looked her up and DMed her and she asks if she can come to my room. Of course I'm like 'fuck yes'. She shows up an immediately basically starts making out with me and taking off her clothes. We fuck for whatever like 10 minutes and when I'm about to cum she actually asks for me to cum all over her. I pull out and do the polite thing and just bust by her belly button, she starts rubbing it all over her body and face and moaning and shit. I'm kinda in shock like woah this just got weird. Somehow that kinda all ends but I remember we cleaned up and small talk starts to happen and she drops the bomb that she just turned 18 and that she's gotta go meet her boyfriend in a little bit. Needless to say I was pretty freaked out and we both stopped talking to each other after that. The rest of the semester being in a class with her was sooo fucked
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Damn having to watch someone rub your cum on themselves after you have already nutted and have that post-nut clarity would be horrible
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You guys suck. I’ve done all kinds of nasty cum play. Snow balled, scoop it and feed it, spanked the load on their ass, lick it up, etc etc. Your loss.
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This guy gets it. “P-noot clarity” is some repressed shit. Be stoked on what you’ve done and prepare to repeat offend.
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what if you don't consent to watching someone rub your cum all over themselves?
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Feel like there’s a pretty high level of implied consent  if you’re sloshing baby batter all over the place like a defective lawn sprinkler.
holy shit i wish i could gnar this
Title: Re: Awkward Sexual Experiences
Post by: ok boomer on December 07, 2022, 01:46:50 PM
With my ex like 20ish years ago... getting near the end of party time.. she told me she wanted me to titty fuck her and bust on her face. Sweet, good deal. So I start motorboating her chest buns with my hot dog. My knees are basically over her shoulders (so her arms under the backs of my legs - this was on a couch). I'm about to blast off, so I grip my dingaling with my right hand - shot #1 shoots right up her left nostril, which puts her in a shaky face situation, but then shot #2 goes up her other nostril - she's instantly struggling to breathe, but I'm still breakdancing in my orgasm and can't let go of my hog - my knees holding her arms down so she's trying to push me off and I can't function due to loss of body control for however long that takes. As soon as I regain control of myself I jump off and she snot rockets jizz down onto her own chest. So shots 1 and 2 block her nasal passages and then all the rest just blasting her at will as she snorts jizz and I can't control myself enough to move. I apologized a lot, but she also found it funny. I can't imagine what it was like to get jizz up both nose holes and then more jizz blasts to the face while you can't breathe (ish). Every now and then, later, we'd just look at each other and do mock snot rockets and laugh.
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on December 07, 2022, 05:42:26 PM
I thought of another one. One time i was with my ex at her parent's house and her parents were about to go out for the day so we were just chilling on their couch waiting for them to leave. the couch was directly facing the sliding glass back door. it was about 10am. Anyway as soon as they leave my ex and i start going for it, first she pulls down my pants and starts giving me a bj and then i get on my knees and start giving her head while she's on the couch. my ass is facing the back door and my pants are around my ankles. suddenly she's like 'OH FUCK' and i look up and i'm like 'what?' and she has this look of horror on her face. she's like 'i just saw my dad at the back door'. so her dad must have forgot something and came back to get it but he walked in on his daughter getting her pussy eaten while having to look straight into my ringer. i got along really well with her dad but i still feel really bad for that one.
Title: Re: Awkward Sexual Experiences
Post by: dstrytruitt on December 07, 2022, 06:48:42 PM
With my ex like 20ish years ago... getting near the end of party time.. she told me she wanted me to titty fuck her and bust on her face. Sweet, good deal. So I start motorboating her chest buns with my hot dog. My knees are basically over her shoulders (so her arms under the backs of my legs - this was on a couch). I'm about to blast off, so I grip my dingaling with my right hand - shot #1 shoots right up her left nostril, which puts her in a shaky face situation, but then shot #2 goes up her other nostril - she's instantly struggling to breathe, but I'm still breakdancing in my orgasm and can't let go of my hog - my knees holding her arms down so she's trying to push me off and I can't function due to loss of body control for however long that takes. As soon as I regain control of myself I jump off and she snot rockets jizz down onto her own chest. So shots 1 and 2 block her nasal passages and then all the rest just blasting her at will as she snorts jizz and I can't control myself enough to move. I apologized a lot, but she also found it funny. I can't imagine what it was like to get jizz up both nose holes and then more jizz blasts to the face while you can't breathe (ish). Every now and then, later, we'd just look at each other and do mock snot rockets and laugh.

Holy fuck, that’s hilarious!!
Title: Re: Awkward Sexual Experiences
Post by: Willie on December 09, 2022, 08:14:05 AM
I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.
Title: Re: Awkward Sexual Experiences
Post by: fineslime on December 09, 2022, 02:05:01 PM
I hooked up with this gal almost 15 years older than me last week. It was pretty steamy but she kept telling me to shut up during, and not in a hot lady-dom way, but in a, "shut the fuck up you're so fucking annoying," way.

The next day she was trying to come visit me at my place of work.

I blocked her.
Title: Re: Awkward Sexual Experiences
Post by: fineslime on December 09, 2022, 02:07:22 PM
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With my ex like 20ish years ago... getting near the end of party time.. she told me she wanted me to titty fuck her and bust on her face. Sweet, good deal. So I start motorboating her chest buns with my hot dog. My knees are basically over her shoulders (so her arms under the backs of my legs - this was on a couch). I'm about to blast off, so I grip my dingaling with my right hand - shot #1 shoots right up her left nostril, which puts her in a shaky face situation, but then shot #2 goes up her other nostril - she's instantly struggling to breathe, but I'm still breakdancing in my orgasm and can't let go of my hog - my knees holding her arms down so she's trying to push me off and I can't function due to loss of body control for however long that takes. As soon as I regain control of myself I jump off and she snot rockets jizz down onto her own chest. So shots 1 and 2 block her nasal passages and then all the rest just blasting her at will as she snorts jizz and I can't control myself enough to move. I apologized a lot, but she also found it funny. I can't imagine what it was like to get jizz up both nose holes and then more jizz blasts to the face while you can't breathe (ish). Every now and then, later, we'd just look at each other and do mock snot rockets and laugh.
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Holy fuck, that’s hilarious!!

the most poetic thing I've read on the boards.
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on February 08, 2023, 07:24:34 AM
I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.

I hooked up with a quiet, librarian type who insisted at the end of dinner she wanted me to "just fuck my face".. So I did. Literally like 3 pumps and she went full exorcist and ruined my lucky jeans. I'll never forget trying to wash them and finding pad thai noodles in one of the back pockets.
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on February 08, 2023, 06:46:20 PM
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I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.
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I hooked up with a quiet, librarian type who insisted at the end of dinner she wanted me to "just fuck my face".. So I did. Literally like 3 pumps and she went full exorcist and ruined my lucky jeans. I'll never forget trying to wash them and finding pad thai noodles in one of the back pockets.

Classic case of a bulimic nymphomaniac. Killing two birds with one stone.. or two stones and a stick, depending on how you look at it.  Hello sex act, goodbye dinner.
Title: Re: Awkward Sexual Experiences
Post by: Steely Daniel on February 08, 2023, 07:24:50 PM
I've had a lot of awkward sexual experiences but these are a couple I just straight-up bailed on or slowly found a way to weasel out of.

Met this woman online, and she seemed doable enough for my desperate loser self. She asks me to come over and I oblige. When I arrive she's clearly extremely pregnant (of course she never told me that before) and just casually smoking a cigarette. I notice a guitar hanging on the wall and ask if I can play it and she says it needs to be tuned, so I tune it up and strum a few chords and play a little tune. She says "hey you're pretty good can you show me some stuff?" and I reply "yeah I actually have one of my guitars in my car, just let me go grab it." I immediately drove off into the night and never spoke to her again.

Many years later I go to meet this older woman to pick her up and bring her to a hotel. She's not ready yet and asks me to come inside. The place is a total shithole, with garbage and food and random junk just scattered everywhere. Not like a stacked-up hoarder style mess but just a disgusting flop/crack house level of filth and squalor. She half-heartedly apologizes for the mess. Usually when people say that their place just isn't perfectly clean or a room or so is moderately untidy. This was more like someone put a bomb in a full garbage can and then after it exploded they pushed it all to the edges so there was space to walk... On top of that already glaring red flag I notice she has the fakest/worst English accent affectation I've ever heard and for some fucked up reason she gets me to wait in her kid's room while she finishes getting ready. I was already starting to freak out inside my head a bit but after seeing all her son's toys and pictures and stuff I just thought "fuck this" and ran out the door without saying anything and drove back home. Later on someone told me I was right to flee as she is indeed fucked in the head and I was right about the fake English accent lol...

Maybe next time I'll post the story about the alt-right couple that I almost had a threesome with until the guy talked my ear off about every cringe internet alt-right tough guy topic possible until I literally could not get an erection despite his wife being very attractive. Eh that's basically the whole story anyway barring lots of miserable details.
Title: Re: Awkward Sexual Experiences
Post by: Sizzle on February 08, 2023, 10:02:04 PM
I have a lot of heinous stories. A little buzzed right now so I’ll hit you with a quick one.

Had my girlfriend over in high school. My basement had a separate entrance so I used to sneak her in regularly. For whatever reason my dad ends up coming home, hears me watching portlandia in the basement, grabs a bowl of cereal and heads down to check up on me. I’m panicking telling her to hide somewhere. She can’t find a spot so I throw her a blanket and she gets like next to the couch and hides under the blanket on all fours, trying to get super small and lean up against the back of the couch. My asshole dad sees her, I see him crack a little smile, goes “oh this is portlandia, sick” and watches two full fucking episodes with me while this poor girl is huddled up trying to be quiet. 
Title: Re: Awkward Sexual Experiences
Post by: ok boomer on February 09, 2023, 03:43:24 AM
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I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.
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I hooked up with a quiet, librarian type who insisted at the end of dinner she wanted me to "just fuck my face".. So I did. Literally like 3 pumps and she went full exorcist and ruined my lucky jeans. I'll never forget trying to wash them and finding pad thai noodles in one of the back pockets.

Wow
Title: Re: Awkward Sexual Experiences
Post by: pica on February 09, 2023, 09:37:53 AM
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I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.
[close]

I hooked up with a quiet, librarian type who insisted at the end of dinner she wanted me to "just fuck my face".. So I did. Literally like 3 pumps and she went full exorcist and ruined my lucky jeans. I'll never forget trying to wash them and finding pad thai noodles in one of the back pockets.
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Wow

Lucky jeans as in good luck or where they manufactured by LUCKY the hardware and bearing company? 
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on February 10, 2023, 02:21:52 AM
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I had one longtime girlfriend who liked giving oral during foreplay but the only two times she tried it to completion it went rather poorly.

First time, I’m visiting her at her folks’ place and she takes me to some public park and starts giving me a BJ in a gazebo. When I came she starts choking and coughing loudly, which despite recent popularity in porn, just made me feel guilty.

The second time, we’re in my bed and I’m laying down. After I bust, she’s still kind of going at it but my pube area feels all warm and wet. Then I notice a sweet, sour odor kind of like Italian dressing. Turns out it was Italian dressing from her dinner and she was trying to think of a way to tell me. Despite the weirdness we actually had a good laugh afterwards.
[close]

I hooked up with a quiet, librarian type who insisted at the end of dinner she wanted me to "just fuck my face".. So I did. Literally like 3 pumps and she went full exorcist and ruined my lucky jeans. I'll never forget trying to wash them and finding pad thai noodles in one of the back pockets.
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Wow
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Lucky jeans as in good luck or where they manufactured by LUCKY the hardware and bearing company?

Third option.. Lucky the jeans company that used to be kinda pricey and make what white trash like myself would refer to as "dress jeans" but is apparently now a Levi's competitor at Sam's club.
Title: Re: Awkward Sexual Experiences
Post by: urban purple on February 19, 2023, 02:08:14 AM
Im 16 at the time (10 years ago) Im drunk as fuck at this random house party in Australia and my homie says 'oi cunt we need to get some girls' so we go our seperate ways walking around this dudes backyard trying to find some while shitty dubstep/trap music plays in the background. I find this one chick i ve spoken to on facebook a few times and we immediately start making out and im like fuck yeah, look over at my mate and hes doing the same thing haha eventually me and my mate start chilling by ourselves having some drinks then I look up and see this girl ive been seeing on and off again for a bit, she walks into the party sees me and starts walking over i look at my mate like oh shit. She comes up to me pushes me into the wooden fence which snaps a little bit and starts aggresively making out with me while putting my hands on her ass and pussy then says 'I heard you where kissing other girls' then walks off haha i look at my mate like wtf then look around and the whole party has stopped and everyones just staring at me.

Im 17 doing party photograpy at this girl I grew up withs 17th, taking photos and shit then this girl takes my hand and says 'come with me the birthday girl wants to see you' so we go into this room and I start making out with the birthday girl while the other girls getting my pants off and and about to suck my dick the door flys open and 3 randoms are like 'oi photographer we want some photos cunt' which  ruined the mood and we stopped, I went back to drinking and smoking some weed while taking photos, next thing i know the same thing happens again 'birthday girl wants to see you blah blah' so I go into her room and start making out with these 2 girls then we start moving towards her bed and we all just stop and look at her bed and we see my homie who smoked way to much passed the fuck out on the bed haha so we say fuck it and get on the other side of the bed and start getting down to business when my homie wakes up and says 'mmouuth ddrry neeed waattter' we all laugh but the mood is ruined once again and the girls arent interested anymore and leave then this chick in my class comes in laughs at me then takes the shoelaces out of my shoes then runs off with them, So im sitting there with a passed out homie with cotton mouth, a boner and converse with no shoe laces like fuck my life.

Not awkward but my proudest moment was fucking 2 chicks in one day, one in the morning and one at night.

Fucking girlfriend in my room with the lights off when my door opens and my mums standing there saying 'dinners ready' and im like ok be up upstairs in a minute then having to awkwardly sit at the dinner table with my gf and mum.

My dads out of town so what else does a seventeen year old do but have massive party haha so I post a facebook status *bad idea*
like 70 people show up and its pretty wild, chicks are in the spa in their bra and underwear when my homie who skates decides 'the spa needs bubbles' so he puts dishwashing soap in it and bubbles covered most of the backyard, The chick from the first story shows up and takes me to my room and we start getting naked while my house is full of people partying hard, music loud as fuck and underage people drinking. I go down on her and my homies keep opening my door yelling 'fuck yeah' and i have to keep stopping and telling them to fuck off because i dont have a lock on my door, the chick says just lock your door so i pretend i lock it haha and try get back to business eveythings going well when they open it again all like 'yeah bro fucking smash her' so i get pissed off and put my shelf infront of the door which blocks it and we get back to business i finally get it in and we fuck for like 1 minute when my homies at the door like 'cops are here bro' so i pull out and have to go drunkenly talk to the cops who tell me to shut it down and kick everyone out. everyone leaves and she stays but doesnt want to fuck anymore and its awkward as so i just pass out haha ill post a pic from the party.

Partying with 2 homies and one girl that goes to university with one of them, we are all high as fuck and drunk and my mate who brang the girl is trying to get with her but she isnt having any of it, she isnt the best looking and not very fit so im not that interested but after a few more shots I go sit on the couch and she comes and sits next to me and puts her legs ontop of mine and im just like wow wtf, my homie comes over and gets all pissed off and she says lets go upstairs hes jealous, so im just like whatever we go chill in my room and shes showing me the music on her phone and I see that she has the one song me and my mates made for our shitty little metalcore band hahah I tell her i was the vocalist for that band and shes like 'omg no way' and starts taking off her clothes,bends over and says fuck me and honestly im kinda grossed out but im drunk so i just think oh well fuck it i guess this is what rockstars do, dick is barely hard because whiskey as,fuck her for like 2 minutes then just get up and leave and go sleep in a different room and its cracks me up what she was thinking just sitting in my room in the dark wondering when ill come back ,was very awkward the next day and she was pissed.

Ive read most of this thread and had some great laughs my stories arent the best but wanted to add some to keep it alive (me in the red shirt) My mate filmed the whole party and i made a video edit so if people want i can post the link
Title: Re: Awkward Sexual Experiences
Post by: TheLurper on February 20, 2023, 12:15:06 AM
I've got a new one:

I've done few dates with a Tinder lady and overall things were moving slowly but progressively getting warmer. I finally got the "I'm house sitting, you should come over and we can use the hot tub" text message.

Tinder lady had cranked the heat on the hot tub up the day before. We get in and it is hot as fuck in there, but I'm trying to play it cool. After chatting for a bit, I make a move and the bikini top comes off, the bottoms come off, and my trunks get tossed as well. Sweet, things are going pretty well. "Maybe we should go inside?" "Yea, that is a good idea."

I ask, "Who gets out first to get the towels?" "You do  ;)," she responds.  I'm down to be objectified so I get out and show off my bone and hand her her towel. Now she gets out and it is my chance to take a good look at her body, but I'm starting to get light headed. I was in that tub for way too long and there is no blood in my brain. I sit down and try to play it cool, but I'm fading out of consciousness quickly.

I completely pass out as she walks over after drying off a bit. I wake up briefly as she screams, "Lurp!" She runs off to grab me something to drink, I pass out again, and sexy time was put on hold for a couple hours.

https://www.youtube.com/watch?v=n0SIGOGXnII
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on February 21, 2023, 05:48:15 AM
I've got a new one:

I've done few dates with a Tinder lady and overall things were moving slowly but progressively getting warmer. I finally got the "I'm house sitting, you should come over and we can use the hot tub" text message.

Tinder lady had cranked the heat on the hot tub up the day before. We get in and it is hot as fuck in there, but I'm trying to play it cool. After chatting for a bit, I make a move and the bikini top comes off, the bottoms come off, and my trunks get tossed as well. Sweet, things are going pretty well. "Maybe we should go inside?" "Yea, that is a good idea."

I ask, "Who gets out first to get the towels?" "You do  ;)," she responds.  I'm down to be objectified so I get out and show off my bone and hand her her towel. Now she gets out and it is my chance to take a good look at her body, but I'm starting to get light headed. I was in that tub for way too long and there is no blood in my brain. I sit down and try to play it cool, but I'm fading out of consciousness quickly.

I completely pass out as she walks over after drying off a bit. I wake up briefly as she screams, "Lurp!" She runs off to grab me something to drink, I pass out again, and sexy time was put on hold for a couple hours.

https://www.youtube.com/watch?v=n0SIGOGXnII

Hot tubs are treacherous.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on February 21, 2023, 10:43:33 PM
Would’ve been sicker if SHE passed out after seeing your bone.
Title: Re: Awkward Sexual Experiences
Post by: lilboosie on February 28, 2023, 03:49:56 PM
ill start with one

meet her online. shes down to meet for coffee and insists that nothing will happen so i have no expectations. she calls me on my way and says MAYBE we will kiss. aha ok sure. we get coffee and my stomach starts hurting. when that happens i get super hard boners. i get up to take a shit and its clearly hard but i had to go. i finish and she ask if i want to go back to watch a movie. movie doesnt even get passed the credits and shes already top and slipped it in. that was a mistake on its own. we go at it and she might as well have had a lasso and cowboy hat. her phone rings and she says one second ITS MY BOYFRIEND. what the fuck. im all weird now. her phone rings again and then she says YOU HAVE TO GET OUT MY EX GF LIVES WITH ME AND SHES ON HER WAY. what the fuck. i get a lyft and that was that. she hit me up again but i was scared to be honest


part 2 later that same day
another girls wants to meet but its late so i have to head straight to her place. again i had no expectations so i came unprepared. she wants to go straight at it and i feel bad so i have to let her know i wasnt technically clean, like i dont want her to taste someone elses box, but i had to be honest. she says GUYS ARE SO FUNNY in a sarcastic tone and heads straight to the bathroom and cries. i feel bad and say should i leave? after a bit she says stay. walks back to the bathroom and hands me baby wipes. im luck huh, she then says CLEAN UP WERE GOING TO FUCK. i felt obliged after what happened so i go with it. have an awkward cuddle and leave.i still liked her company so i still tried to see her but she was convinced i gave her covid and told me i ruined christmas so i had to call it.

i have more but for now theres this
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on February 28, 2023, 09:41:55 PM
Im 16 at the time (10 years ago) Im drunk as fuck at this random house party in Australia and my homie says 'oi cunt we need to get some girls' so we go our seperate ways walking around this dudes backyard trying to find some while shitty dubstep/trap music plays in the background. I find this one chick i ve spoken to on facebook a few times and we immediately start making out and im like fuck yeah, look over at my mate and hes doing the same thing haha eventually me and my mate start chilling by ourselves having some drinks then I look up and see this girl ive been seeing on and off again for a bit, she walks into the party sees me and starts walking over i look at my mate like oh shit. She comes up to me pushes me into the wooden fence which snaps a little bit and starts aggresively making out with me while putting my hands on her ass and pussy then says 'I heard you where kissing other girls' then walks off haha i look at my mate like wtf then look around and the whole party has stopped and everyones just staring at me.

Im 17 doing party photograpy at this girl I grew up withs 17th, taking photos and shit then this girl takes my hand and says 'come with me the birthday girl wants to see you' so we go into this room and I start making out with the birthday girl while the other girls getting my pants off and and about to suck my dick the door flys open and 3 randoms are like 'oi photographer we want some photos cunt' which  ruined the mood and we stopped, I went back to drinking and smoking some weed while taking photos, next thing i know the same thing happens again 'birthday girl wants to see you blah blah' so I go into her room and start making out with these 2 girls then we start moving towards her bed and we all just stop and look at her bed and we see my homie who smoked way to much passed the fuck out on the bed haha so we say fuck it and get on the other side of the bed and start getting down to business when my homie wakes up and says 'mmouuth ddrry neeed waattter' we all laugh but the mood is ruined once again and the girls arent interested anymore and leave then this chick in my class comes in laughs at me then takes the shoelaces out of my shoes then runs off with them, So im sitting there with a passed out homie with cotton mouth, a boner and converse with no shoe laces like fuck my life.

Not awkward but my proudest moment was fucking 2 chicks in one day, one in the morning and one at night.

Fucking girlfriend in my room with the lights off when my door opens and my mums standing there saying 'dinners ready' and im like ok be up upstairs in a minute then having to awkwardly sit at the dinner table with my gf and mum.

My dads out of town so what else does a seventeen year old do but have massive party haha so I post a facebook status *bad idea*
like 70 people show up and its pretty wild, chicks are in the spa in their bra and underwear when my homie who skates decides 'the spa needs bubbles' so he puts dishwashing soap in it and bubbles covered most of the backyard, The chick from the first story shows up and takes me to my room and we start getting naked while my house is full of people partying hard, music loud as fuck and underage people drinking. I go down on her and my homies keep opening my door yelling 'fuck yeah' and i have to keep stopping and telling them to fuck off because i dont have a lock on my door, the chick says just lock your door so i pretend i lock it haha and try get back to business eveythings going well when they open it again all like 'yeah bro fucking smash her' so i get pissed off and put my shelf infront of the door which blocks it and we get back to business i finally get it in and we fuck for like 1 minute when my homies at the door like 'cops are here bro' so i pull out and have to go drunkenly talk to the cops who tell me to shut it down and kick everyone out. everyone leaves and she stays but doesnt want to fuck anymore and its awkward as so i just pass out haha ill post a pic from the party.

Partying with 2 homies and one girl that goes to university with one of them, we are all high as fuck and drunk and my mate who brang the girl is trying to get with her but she isnt having any of it, she isnt the best looking and not very fit so im not that interested but after a few more shots I go sit on the couch and she comes and sits next to me and puts her legs ontop of mine and im just like wow wtf, my homie comes over and gets all pissed off and she says lets go upstairs hes jealous, so im just like whatever we go chill in my room and shes showing me the music on her phone and I see that she has the one song me and my mates made for our shitty little metalcore band hahah I tell her i was the vocalist for that band and shes like 'omg no way' and starts taking off her clothes,bends over and says fuck me and honestly im kinda grossed out but im drunk so i just think oh well fuck it i guess this is what rockstars do, dick is barely hard because whiskey as,fuck her for like 2 minutes then just get up and leave and go sleep in a different room and its cracks me up what she was thinking just sitting in my room in the dark wondering when ill come back ,was very awkward the next day and she was pissed.

Ive read most of this thread and had some great laughs my stories arent the best but wanted to add some to keep it alive (me in the red shirt) My mate filmed the whole party and i made a video edit so if people want i can post the link

Crazy that chick just took her clothes off and was like fuck me

How often does this happen to people? I have never had this happen in my life but maybe I'm just not enough of an alpha dog
Title: Re: Awkward Sexual Experiences
Post by: urban purple on February 28, 2023, 10:46:50 PM
Expand Quote
Im 16 at the time (10 years ago) Im drunk as fuck at this random house party in Australia and my homie says 'oi cunt we need to get some girls' so we go our seperate ways walking around this dudes backyard trying to find some while shitty dubstep/trap music plays in the background. I find this one chick i ve spoken to on facebook a few times and we immediately start making out and im like fuck yeah, look over at my mate and hes doing the same thing haha eventually me and my mate start chilling by ourselves having some drinks then I look up and see this girl ive been seeing on and off again for a bit, she walks into the party sees me and starts walking over i look at my mate like oh shit. She comes up to me pushes me into the wooden fence which snaps a little bit and starts aggresively making out with me while putting my hands on her ass and pussy then says 'I heard you where kissing other girls' then walks off haha i look at my mate like wtf then look around and the whole party has stopped and everyones just staring at me.

Im 17 doing party photograpy at this girl I grew up withs 17th, taking photos and shit then this girl takes my hand and says 'come with me the birthday girl wants to see you' so we go into this room and I start making out with the birthday girl while the other girls getting my pants off and and about to suck my dick the door flys open and 3 randoms are like 'oi photographer we want some photos cunt' which  ruined the mood and we stopped, I went back to drinking and smoking some weed while taking photos, next thing i know the same thing happens again 'birthday girl wants to see you blah blah' so I go into her room and start making out with these 2 girls then we start moving towards her bed and we all just stop and look at her bed and we see my homie who smoked way to much passed the fuck out on the bed haha so we say fuck it and get on the other side of the bed and start getting down to business when my homie wakes up and says 'mmouuth ddrry neeed waattter' we all laugh but the mood is ruined once again and the girls arent interested anymore and leave then this chick in my class comes in laughs at me then takes the shoelaces out of my shoes then runs off with them, So im sitting there with a passed out homie with cotton mouth, a boner and converse with no shoe laces like fuck my life.

Not awkward but my proudest moment was fucking 2 chicks in one day, one in the morning and one at night.

Fucking girlfriend in my room with the lights off when my door opens and my mums standing there saying 'dinners ready' and im like ok be up upstairs in a minute then having to awkwardly sit at the dinner table with my gf and mum.

My dads out of town so what else does a seventeen year old do but have massive party haha so I post a facebook status *bad idea*
like 70 people show up and its pretty wild, chicks are in the spa in their bra and underwear when my homie who skates decides 'the spa needs bubbles' so he puts dishwashing soap in it and bubbles covered most of the backyard, The chick from the first story shows up and takes me to my room and we start getting naked while my house is full of people partying hard, music loud as fuck and underage people drinking. I go down on her and my homies keep opening my door yelling 'fuck yeah' and i have to keep stopping and telling them to fuck off because i dont have a lock on my door, the chick says just lock your door so i pretend i lock it haha and try get back to business eveythings going well when they open it again all like 'yeah bro fucking smash her' so i get pissed off and put my shelf infront of the door which blocks it and we get back to business i finally get it in and we fuck for like 1 minute when my homies at the door like 'cops are here bro' so i pull out and have to go drunkenly talk to the cops who tell me to shut it down and kick everyone out. everyone leaves and she stays but doesnt want to fuck anymore and its awkward as so i just pass out haha ill post a pic from the party.

Partying with 2 homies and one girl that goes to university with one of them, we are all high as fuck and drunk and my mate who brang the girl is trying to get with her but she isnt having any of it, she isnt the best looking and not very fit so im not that interested but after a few more shots I go sit on the couch and she comes and sits next to me and puts her legs ontop of mine and im just like wow wtf, my homie comes over and gets all pissed off and she says lets go upstairs hes jealous, so im just like whatever we go chill in my room and shes showing me the music on her phone and I see that she has the one song me and my mates made for our shitty little metalcore band hahah I tell her i was the vocalist for that band and shes like 'omg no way' and starts taking off her clothes,bends over and says fuck me and honestly im kinda grossed out but im drunk so i just think oh well fuck it i guess this is what rockstars do, dick is barely hard because whiskey as,fuck her for like 2 minutes then just get up and leave and go sleep in a different room and its cracks me up what she was thinking just sitting in my room in the dark wondering when ill come back ,was very awkward the next day and she was pissed.

Ive read most of this thread and had some great laughs my stories arent the best but wanted to add some to keep it alive (me in the red shirt) My mate filmed the whole party and i made a video edit so if people want i can post the link
[close]

Crazy that chick just took her clothes off and was like fuck me

How often does this happen to people? I have never had this happen in my life but maybe I'm just not enough of an alpha dog

That was the only time its ever happened to me and I think it would be badass if a model looking chick did it but this girl was far from that so it just kinda grossed me out, also makes me wonder how many times she had pulled that same move on other people
Title: Re: Awkward Sexual Experiences
Post by: newguy on May 12, 2023, 06:13:49 PM
Found out the girl I was seeing was raped by her older brother who is now a trasngender woman when she told me she wanted to end things at

When we slept together i could never get inside her because she was way too tight and that's when it clicked. I walked back home and felt
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 18, 2023, 10:34:51 PM
I have two. Both involve weird penis. First one, this guy was an architect and had his shit together. At the time I was kind of still a crazy girl just on some bullshit.

Anyway, we get back to my place and we are making out; I start to like try to rub his lap but I'm not feeling anything. So I think well, this couch is weird and you sit kinda deep in it so maybe it's that?

I was trying to take his pants off and he was a little hesitant and weird about it. I'd never experienced that personally, usually they're like clamoring to help. Welp got his pants down and I'm staring at the first micro penis I've ever seen. I was shocked.

I tried... And it's not his fault but it felt like pedophilic it was so tiny. He could tell I wasn't feeling it and sort of gently pushed me off, pulled up his pants and walked out of my house without saying a word.

Kinda glad he did, because I had no idea what to say or do but def wasn't into it.

Next story isn't as shocking but same sort of scenario, back at my place, we start to hook up and he mentions he has a deviated urethra. I was like ok whatever, til I saw it. The hole was on the bottom side of the head of his penis. Like directly under it where the head meets the shaft.

He wasn't weird about it and he was hot so it was whatever but when he came it came out like when you push down on the plunger of a perfume or cologne bottle and it comes out the side of it versus the tip. Very odd but not an overall bad experience. Was def a little weird having it shoot out like that tho.

Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on June 18, 2023, 10:53:03 PM
(https://media.springernature.com/lw685/springer-static/image/art%3A10.1038%2Fs41585-020-0281-4/MediaObjects/41585_2020_281_Fig1_HTML.png)
Looks like it’s called sub coronal. Never heard of that but I like weird dick stories.

Imagine cumming out of your perineum.

So the end of the head was just smooth? Was there like massive foreskin? The images I’m coming up with seem to have a lot on the diagram for some reason.
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 18, 2023, 10:56:37 PM
(https://media.springernature.com/lw685/springer-static/image/art%3A10.1038%2Fs41585-020-0281-4/MediaObjects/41585_2020_281_Fig1_HTML.png)
Looks like it’s called sub coronal. Never heard of that but I like weird dick stories.

Imagine cumming out of your perineum.

So the end of the head was just smooth? Was there like massive foreskin? The images I’m coming up with seem to have a lot on the diagram for some reason.

Sub-coronal looks accurate. Yea it was just smooth and kind of had like a tiny dimple where the hole never opened up. No massive foreskin, he was circumcized. Overall looked like your average dick aside from the hole.

I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.
Title: Re: Awkward Sexual Experiences
Post by: Mean salto on June 18, 2023, 11:08:12 PM
Chances are it was a mistake from the circumcision. It can happen when they cut out the frenulum and cut too deep. I think they don't usually circumcise if there's already a problem.
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 18, 2023, 11:09:58 PM
Chances are it was a mistake from the circumcision. It can happen when they cut out the frenulum and cut too deep. I think they don't usually circumcise if there's already a problem.

Yea I asked him and he said it's just how he developed in the womb, basically a birth defect, so I dunno, it looked normal if that makes sense. No like weird scars or anything. 🤷‍♀️
Title: Re: Awkward Sexual Experiences
Post by: modern life is war on June 19, 2023, 07:37:14 AM
So did micro penis guy get a hard-on and it was still micro sized? Poor dude... That's a fucked life.

You might be the only chick to ever post in here.
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 19, 2023, 07:52:58 AM
So did micro penis guy get a hard-on and it was still micro sized? Poor dude... That's a fucked life.

You might be the only chick to ever post in here.

Lol, I think. It was like gum drop sized. I felt bad for him.
Title: Re: Awkward Sexual Experiences
Post by: Nosferatu on June 19, 2023, 09:59:07 AM
Nobody’s life is perfect but some people really are dealt a bad hand. Sucks.
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on June 19, 2023, 03:11:04 PM


I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.


How comical would it have been if he had hit you with a minute long super soaker shot and they deflated like empty balloons, complete with the squeaky fart sounds?
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 19, 2023, 03:15:32 PM
Expand Quote


I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.
[close]


How comical would it have been if he had hit you with a minute long super soaker shot and they deflated like empty balloons, complete with the squeaky fart sounds?

Traumatizing is the word I think you meant.
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on June 19, 2023, 10:39:53 PM
Expand Quote
So did micro penis guy get a hard-on and it was still micro sized? Poor dude... That's a fucked life.

You might be the only chick to ever post in here.
[close]

Lol, I think. It was like gum drop sized. I felt bad for him.

Yeah that must be so rough. I felt vaguely melancholic all day after reading  that.
Title: Re: Awkward Sexual Experiences
Post by: newguy on June 20, 2023, 07:26:41 AM
Expand Quote
So did micro penis guy get a hard-on and it was still micro sized? Poor dude... That's a fucked life.

You might be the only chick to ever post in here.
[close]

Lol, I think. It was like gum drop sized. I felt bad for him.

oh... :(
Title: Re: Awkward Sexual Experiences
Post by: cky enthusiast on June 20, 2023, 07:33:08 AM
Expand Quote
Expand Quote


I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.
[close]


How comical would it have been if he had hit you with a minute long super soaker shot and they deflated like empty balloons, complete with the squeaky fart sounds?
[close]

Traumatizing is the word I think you meant.

youre getting a first hand look at why women love this dude
Title: Re: Awkward Sexual Experiences
Post by: sle_epy on June 20, 2023, 07:37:17 AM
Expand Quote
Expand Quote
Expand Quote


I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.
[close]


How comical would it have been if he had hit you with a minute long super soaker shot and they deflated like empty balloons, complete with the squeaky fart sounds?
[close]

Traumatizing is the word I think you meant.
[close]

youre getting a first hand look at why women love this dude

Do love a good sativa ngl.
Title: Re: Awkward Sexual Experiences
Post by: Sativa Lung on June 20, 2023, 08:22:35 PM
Expand Quote
Expand Quote
Expand Quote


I forgot to mention tho, that the micro penis guy had the biggest balls I'd ever seen. I'm not shitting you when I say they were just slightly smaller than a mini basketball.
[close]


How comical would it have been if he had hit you with a minute long super soaker shot and they deflated like empty balloons, complete with the squeaky fart sounds?
[close]

Traumatizing is the word I think you meant.
[close]

youre getting a first hand look at why women love this dude

Man you really can't handle people making a joke at your expense huh?
Title: Re: Awkward Sexual Experiences
Post by: Jim and Dan on June 22, 2023, 09:14:19 AM
(https://media.springernature.com/lw685/springer-static/image/art%3A10.1038%2Fs41585-020-0281-4/MediaObjects/41585_2020_281_Fig1_HTML.png)
Looks like it’s called sub coronal. Never heard of that but I like weird dick stories.

Imagine cumming out of your perineum.

So the end of the head was just smooth? Was there like massive foreskin? The images I’m coming up with seem to have a lot on the diagram for some reason.

I stumbled upon a random wikipedia article regarding the concept of the yaoi hole, illustrated below:

(https://upload.wikimedia.org/wikipedia/commons/0/0c/Yaoi_hole.jpg)

Apparently there is this notion in male-on-male homoerotic anime that penetration actually occurs in this yaoi hole as opposed to the anus. I reckon this yaoi hole is much like the perineum and could have the potential to cum, I'm sure it has happened but I haven't been buffing up on my homoerotic anime lately.

Now back to our regularly scheduled programming...

When I was 17 and in high school, me and two of my friends (T/H) would hang out with these 2 girls a lot, one of them being my friends ex (B) and the other (R) dating one of our other friends. There had been some sexual tension between between H and R as of late and it had been decided that we would all hang out one night, with liquor involved. So R decides to bring another friend (L) with them that night and T was going on and on about how he was going to fuck L that night. Now quick side note, T was a virgin at the time and very socially awkward, possibly suffering from Asperger's syndrome, while also looking a lot like Sideshow Bob. We start drinking and it's pretty obvious that H and R are going to hookup, so T continues to opine away how he's going to be getting with L tonight. Now mind you, I had a steady, long-term girlfriend at that time, so I had no intentions of getting with anyone. But little did I know, but L had her sights on me that night. So T had a really nice house with this massive tiered porch complete with a screened-in gazebo and it was located right next to H's house. T continues to boast about how he's getting laid tonight and that L is "his", until the point I had heard enough and said "fuck it", proceeding to succumb to L's advances. We start making out in the gazebo and it's getting hot, so I proceed to put my hand down L's pants and start going to town on possibly the wettest coochie I've ever seen to this date. I'm doing my thing, she's panting heavy and then all of a sudden, out of the corner of my eye I see T. We lock eyes and the sheer look of anger on his face is something that I will never forget and without breaking eye contact I go harder and harder as he walks away enraged. Now this might make me seem like a fucking asshole but let me assure you, T had no chance of getting with L ever, it just wasn't in the cards for various reasons. So we end up going next door to H's house and go down to his furnished basement, clothes start coming off and low and behold the longest nipples I have ever seen in real life, it was quite an experience to have them in my mouth due to the time it took to remove the nipple from the mouth when going from breast to tip. One finger begins to penetrate the wetness between her legs, then another, and another, and another until I actually tried to fist her and almost succeeded. Our genitals converge to form a mortise and tenon joint, thrusting passionately as the moment takes hold, seconds turn into minutes and gradually they stack upon another. Then all of a sudden L asks if I have a condom and bare in mind, there had been a solid 10-15 minutes of fluid exchange by this point and as quickly as it started, it was over, as I had no condom on me. The resulting time was spent intimately cuddling, our naked bodies conjoined, as we drifted off to sleep and awkwardly put our clothes back on in the morning, never to speak of it again. Granted I ended up telling my girlfriend about this years later, something that I deeply regret and felt shameful for participating in, but I was young, insecure and welcomed any sexual attention from women for a long time after. As for T, well, he did end up losing his virginity the next year when he joined the football team, participating in the gang rape of an inebriated and unconscious classmate in his basement, something that altered my perception of him into absolute human trash.

Not as out-there as many of the other ones I've read on here but awkward nonetheless.
Title: Re: Awkward Sexual Experiences
Post by: Joust Ostrich on July 07, 2023, 09:16:59 PM
Expand Quote
(https://media.springernature.com/lw685/springer-static/image/art%3A10.1038%2Fs41585-020-0281-4/MediaObjects/41585_2020_281_Fig1_HTML.png)
Looks like it’s called sub coronal. Never heard of that but I like weird dick stories.

Imagine cumming out of your perineum.

So the end of the head was just smooth? Was there like massive foreskin? The images I’m coming up with seem to have a lot on the diagram for some reason.
[close]

I stumbled upon a random wikipedia article regarding the concept of the yaoi hole, illustrated below:

(https://upload.wikimedia.org/wikipedia/commons/0/0c/Yaoi_hole.jpg)

Apparently there is this notion in male-on-male homoerotic anime that penetration actually occurs in this yaoi hole as opposed to the anus. I reckon this yaoi hole is much like the perineum and could have the potential to cum, I'm sure it has happened but I haven't been buffing up on my homoerotic anime lately.

Now back to our regularly scheduled programming...

When I was 17 and in high school, me and two of my friends (T/H) would hang out with these 2 girls a lot, one of them being my friends ex (B) and the other (R) dating one of our other friends. There had been some sexual tension between between H and R as of late and it had been decided that we would all hang out one night, with liquor involved. So R decides to bring another friend (L) with them that night and T was going on and on about how he was going to fuck L that night. Now quick side note, T was a virgin at the time and very socially awkward, possibly suffering from Asperger's syndrome, while also looking a lot like Sideshow Bob. We start drinking and it's pretty obvious that H and R are going to hookup, so T continues to opine away how he's going to be getting with L tonight. Now mind you, I had a steady, long-term girlfriend at that time, so I had no intentions of getting with anyone. But little did I know, but L had her sights on me that night. So T had a really nice house with this massive tiered porch complete with a screened-in gazebo and it was located right next to H's house. T continues to boast about how he's getting laid tonight and that L is "his", until the point I had heard enough and said "fuck it", proceeding to succumb to L's advances. We start making out in the gazebo and it's getting hot, so I proceed to put my hand down L's pants and start going to town on possibly the wettest coochie I've ever seen to this date. I'm doing my thing, she's panting heavy and then all of a sudden, out of the corner of my eye I see T. We lock eyes and the sheer look of anger on his face is something that I will never forget and without breaking eye contact I go harder and harder as he walks away enraged. Now this might make me seem like a fucking asshole but let me assure you, T had no chance of getting with L ever, it just wasn't in the cards for various reasons. So we end up going next door to H's house and go down to his furnished basement, clothes start coming off and low and behold the longest nipples I have ever seen in real life, it was quite an experience to have them in my mouth due to the time it took to remove the nipple from the mouth when going from breast to tip. One finger begins to penetrate the wetness between her legs, then another, and another, and another until I actually tried to fist her and almost succeeded. Our genitals converge to form a mortise and tenon joint, thrusting passionately as the moment takes hold, seconds turn into minutes and gradually they stack upon another. Then all of a sudden L asks if I have a condom and bare in mind, there had been a solid 10-15 minutes of fluid exchange by this point and as quickly as it started, it was over, as I had no condom on me. The resulting time was spent intimately cuddling, our naked bodies conjoined, as we drifted off to sleep and awkwardly put our clothes back on in the morning, never to speak of it again. Granted I ended up telling my girlfriend about this years later, something that I deeply regret and felt shameful for participating in, but I was young, insecure and welcomed any sexual attention from women for a long time after. As for T, well, he did end up losing his virginity the next year when he joined the football team, participating in the gang rape of an inebriated and unconscious classmate in his basement, something that altered my perception of him into absolute human trash.

Not as out-there as many of the other ones I've read on here but awkward nonetheless.

Had to look up mortise and tenon joint.  Strange choice.
Title: Re: Awkward Sexual Experiences
Post by: jgonzalez on November 24, 2023, 10:54:48 AM
Bump

Any stories from this cuffing season?

Myself, no luck. Maybe some tales will alleviate the maladie of dryness
Title: Re: Awkward Sexual Experiences
Post by: pugmaster on November 24, 2023, 11:19:13 AM
Bump

Any stories from this cuffing season?

Myself, no luck. Maybe some tales will alleviate the maladie of dryness

I had my fist inside of a turkey yesterday, if that counts
Title: Re: Awkward Sexual Experiences
Post by: FUBAR on November 24, 2023, 01:01:04 PM
Expand Quote
Bump

Any stories from this cuffing season?

Myself, no luck. Maybe some tales will alleviate the maladie of dryness
[close]

I had my fist inside of a turkey yesterday, if that counts
I’ll allow it.
Title: Re: Awkward Sexual Experiences
Post by: behavioralguide on February 29, 2024, 11:35:51 AM
As a teen, first time I bought condoms at the grocery store;
 This hot(-ish) girl clerk who was selling them from behind the counter - they have to keep them there so all the awkward teens (like meself) don't just pocket them - , asked me if I wanted them large or small.
I mumbled, asking if she also had like a medium or something in between.
She didn't really get what I was saying so I had to repeat my question; she then explained they only had 24 or 6 packs and how big of a pack I wanted.
I don't think she understood/noticed my confusion/relief/pain
Title: Re: Awkward Sexual Experiences
Post by: RoaryMcTwang on February 29, 2024, 11:33:36 PM
As a teen, first time I bought condoms at the grocery store;
 This hot(-ish) girl clerk who was selling them from behind the counter - they have to keep them there so all the awkward teens (like meself) don't just pocket them - , asked me if I wanted them large or small.
I mumbled, asking if she also had like a medium or something in between.
She didn't really get what I was saying so I had to repeat my question; she then explained they only had 24 or 6 packs and how big of a pack I wanted.
I don't think she understood/noticed my confusion/relief/pain

This is adorable!
Title: Re: Awkward Sexual Experiences
Post by: 9inchdeck on March 17, 2024, 12:14:32 PM
I was having sex with this girl one time doggy style on her couch. I pulled out and came on her butt cheek and went to get a towel to wipe it off. After I walked away, her dog jumped up onto the couch and started licking the cum off her ass. She started screaming “Oh my god ew!!” So I ran over and had to push the dog off the couch to get him to stop. I think we only hung out like one more time afterwards
Title: Re: Awkward Sexual Experiences
Post by: ok boomer on March 20, 2024, 06:28:45 PM
Wonder if she nicknamed you “doggy cummer “
Title: Re: Awkward Sexual Experiences
Post by: ok boomer on March 20, 2024, 06:41:07 PM
I have a lot of heinous stories. A little buzzed right now so I’ll hit you with a quick one.

Had my girlfriend over in high school. My basement had a separate entrance so I used to sneak her in regularly. For whatever reason my dad ends up coming home, hears me watching portlandia in the basement, grabs a bowl of cereal and heads down to check up on me. I’m panicking telling her to hide somewhere. She can’t find a spot so I throw her a blanket and she gets like next to the couch and hides under the blanket on all fours, trying to get super small and lean up against the back of the couch. My asshole dad sees her, I see him crack a little smile, goes “oh this is portlandia, sick” and watches two full fucking episodes with me while this poor girl is huddled up trying to be quiet.

Lol. I can’t wait to do this to my son now