Best sex you never had

Picture it,

NYC 2003 4:15 pm I was at our office and suddenly the power went out. We thought it was just our office but the whole floor went dark followed by the building comes to find out NYC went into a blackout.

Me and this woman I had a thing for( still have a thing for her) made our back into the building to spend the night. It was a bunch of us there and the Office manager opened the Corporate Wine Cellar and let us drink.

Anyway, while i was talking to my friend on the phone she was sitting by me. I get up to leave and she pins me with her legs. She had a vice like grip. Those dancing classes were paying off I massaged her thigh to get her to move, if i had moved further up...well lets leave it at that.

Later on she kept trying to lead me down into the VERY dark hallways to do god knows what...and STUPID ME kept saying no. STUPID STUPID STUPID!!! so anyway we fell asleep in one of the offices and the next morning we waited for our rides. Her husband came to get her. and we talked later that friday and weekend.

Hindsight is 20/20

Hindsight is 20/20

Exactly, everytime i think of the missed opportunity for my johnson, my hand gets pissed and beats the shit out of him!

oooh, fun thread...I have plent of these stories...

The best one involves me Declining not once, but three times...

I met this girl on a camping trip and she offered to share her sleeping bag with me because I was too lazy to go get my own from my tent...instead I just went to my tent....

Later on, she asked if I had a thing for her (you know a romantic thing, not a inuendo thing) and I told her no, even though, of course, I did...

then she asked me to come to her birthday party and hang out afterwards, but I said I couldn't, but was really just nervous...

true, none of these things may actually have lead to sex, but I like to think they would have.

I had a chance at a threesome. But I had to go to work. I was poor and I delivered newspapers everynight from 4 am to 6 am. This girl I had a crush on and her boyfriend were over drinking one night. We all started making out on my couch when I realised I needed to go to work. As I was leaving she pinned me to the door and said I should stay. I told her to hold that thought... I'd be back in two hours. When I got back they were passed out. The opportunity never came up again.

Bump! Let's have more regrets... more guilt... more shame... more wistful daydreams... mehr Schadenfreude!

Malloreigh, you are a retard.


Back when I was 20, I was dating the pointguard of my old highschool's girls' basketball team (she was of age!). Her mother was in the middle of a trial separation and was dating a doofus I'd graduated with. One evening, the pointguard's riding me like a jockey and making noises like an excited chipmunk while her mother's out with her doofus, but her mother has a fight with the doofus, comes home early, and sees us going at it. In fact, she sees us, pauses, makes significant eye contact with me, and then stomps off down to her bedroom. Her daughter hops off, says she has to go talk to her mother because mom and the doofus have been fighting, and scoots. They talk for a bit, and then her mother starts yelling about the pg sneaking her valium. After a bit more yelling, the pg stomps off to her bedroom downstairs and slams the door. As I get up to head downstairs as well, the mother's door creaks slowly open, and I have a Nabokov moment where I know, just absolutely know, I could walk down the hall and violate the pg's mom ten different ways.


Actually, I didn't at the time really want to do anything with the pg's mom at all ... I didn't think she was attractive, she was my girlfriend's mother for crying out loud, and unstable, out-of-control people make me very nervous ... and I still don't; but if I had walked on down that hall, I'd certainly be more convinced that I am indeed as evil as I sometimes feel I am.



[Edited on Dec 31, 2004 by fatdavid8]

met this gorgeous middle school teacher at a bar in chicago one night, was making out with her and as the show says, "gettin' pretty hot an heavy" with her right at the bar in front of everyone-we were drunk- but i never went home with her just because i didnt want to have to switch trains 3 times the next morning to get home.

Gotta be some New Year's Eve regret stories out there. I rejected the eager advances of a drunk girl, but I don't really regret it since she looked like Martin Landau.

A few years ago, I broke my left hand while driving in fence posts on my farm. One of the girls in my class gave me rides to school while my hand was on the mend. She was very nice and kinda cute. After she dropped me off and left for home, I began to fantasize about her. Unfortunately my left hand was still bandaged, so I was thinking about giving Righty a shot. But I dismissed the idea becuase it wouldn't be fair to Lefty. Plus, it probably wouldn't be as good.

I'm still kicking myself over that one

Dancing on New Years Eve with a girl I'd never met before. We were definitely 'connecting' in more ways than one and I got my first wood of the new year with us barely even touching. Before things could progress further the band packed-up for the night, people started to leave, and the atmosphere died. Damn!!

One of the best times, oddly enough, I wasn't expecting it to be all that good at all. I'm was very happy that I was wrong.

an old friend of mine was in town for the summer some years ago and we were driving around playing 'piddiddle,' when you count the cars with one headlight, and she said, let's play whoever gets the most gets oral sex from the loser. i think i laughed and said, great idea, but then obviously didn't play the game. later when she left to go back to NY she asked me why we never had sex while she was here. damnit.

Now that's funny.

"Getting girls's numbers
and taking away their names..."

dun dun dun da da dun dun dun dun

Best sex I never had - oh that would be about 36 hours ago.
New Years party had just wound down and we were all camping out on the floor.
This really cute girl gets sandwiched between me and this other guy, her knows her I don't.
He starts touching her and stuff, possibly not realising I was still awake.
Then he realises and tells me to join in
so I do (rude not to really) ends up as a kind of foreplay threesome.
Then after a while she suggests we could "take turns", so he goes off with her for about ten minutes and when they come back she just wants to sleep(I later found out this was because he couldnt manage it and she got in a huff), so I got only finger action.
Then he has to leave about 9 am, we continue a sort of light flirting till when she leaves about 2 pm and I never got her number

I should have gotten together with a friend my freshman year. I think he would have been a good lay and we would have made a good couple, but now I realize that he is more feminine than me, and I can't handle that.
I also wish I would have had sex with an ex, but not because he was a good person. He just had a big dick.