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.
Topic: Awkward Sexual Experiences (Read 464504 times)