Author Topic: Awkward Sexual Experiences  (Read 463415 times)

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jimi420

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Re: Awkward Sexual Experiences
« Reply #1230 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.

lampshade

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Re: Awkward Sexual Experiences
« Reply #1231 on: July 20, 2013, 03:15:57 AM »
Expand Quote
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.
[close]

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.   

brycickle

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Re: Awkward Sexual Experiences
« Reply #1232 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.

 You and the D00D have turned this thread into a horrible head-on-collision between a short bus full of regular kids and a van full of paraplegics.



Dole

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Re: Awkward Sexual Experiences
« Reply #1233 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.

Monty Burns

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Re: Awkward Sexual Experiences
« Reply #1234 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 ?

pugmaster

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Re: Awkward Sexual Experiences
« Reply #1235 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. 
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arthurspooner

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Re: Awkward Sexual Experiences
« Reply #1236 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.

Kinch

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Re: Awkward Sexual Experiences
« Reply #1237 on: August 26, 2013, 12:48:43 AM »
Expand Quote
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.
[close]

Sounds like a Costanza situation on an episode of Seinfeld. 

My mind just read that in his voice thanks to this.

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Re: Awkward Sexual Experiences
« Reply #1238 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.

Hercules Rockefeller

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Re: Awkward Sexual Experiences
« Reply #1239 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.

essal

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Re: Awkward Sexual Experiences
« Reply #1240 on: August 28, 2013, 02:38:24 PM »
5.5/10 would read again, at some point if I really want to read.

crackrazor

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Re: Awkward Sexual Experiences
« Reply #1241 on: August 28, 2013, 03:06:34 PM »
Yeah, more please.

pica

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Re: Awkward Sexual Experiences
« Reply #1242 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.


saucy ragu

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Re: Awkward Sexual Experiences
« Reply #1243 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.  ;)
Quote from: brent
sorrymom, when 112 sing to you what kinda feelin do it bring to you?

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Re: Awkward Sexual Experiences
« Reply #1244 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.
I suck at SLAP.

IanBZHD

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Re: Awkward Sexual Experiences
« Reply #1245 on: August 29, 2013, 08:21:28 AM »
shit, that was a great story!^ keep 'em long, and as always, pictures are always appreciated! ;)

Alan

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Re: Awkward Sexual Experiences
« Reply #1246 on: August 29, 2013, 08:28:48 AM »
Def worthy of an internet high five.
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poopmonkey

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Re: Awkward Sexual Experiences
« Reply #1247 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.

Dole

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Re: Awkward Sexual Experiences
« Reply #1248 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.

JB

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Re: Awkward Sexual Experiences
« Reply #1249 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. 

Hercules Rockefeller

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Re: Awkward Sexual Experiences
« Reply #1250 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.

JB

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Re: Awkward Sexual Experiences
« Reply #1251 on: September 16, 2013, 08:59:20 AM »
Expand Quote
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. 
[close]

DO YOU REALLY THINK SO? YOU READ BETWEEN THE LINES LIKE A BOSS.



call me sarge.

The Claw

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Re: Awkward Sexual Experiences
« Reply #1252 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........

L33Tg33k

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Re: Awkward Sexual Experiences
« Reply #1253 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.
Before you say the music sucked, have you considered shutting the fuck up?

DJSoftspot

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Re: Awkward Sexual Experiences
« Reply #1254 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?

Monty Burns

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Re: Awkward Sexual Experiences
« Reply #1255 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

excitableboy

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Re: Awkward Sexual Experiences
« Reply #1256 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

Edit: Fucking in a downtown canal.
« Last Edit: September 17, 2013, 03:23:30 PM by excitableboy »

SEAN PABLO

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Re: Awkward Sexual Experiences
« Reply #1257 on: September 17, 2013, 08:36:28 PM »
there are in love so its okay ^

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Re: Awkward Sexual Experiences
« Reply #1258 on: September 18, 2013, 12:24:49 AM »
unfortunately I have nothing to contribute, but I can gnar everyone with a good story.

Owen

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Re: Awkward Sexual Experiences
« Reply #1259 on: September 18, 2013, 03:58:45 AM »
Hooking up with a chick from craigslist and not using a rubber is fucking game!
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