Have you ever regretted not having relations with someone in the past?
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tedd (
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June 25th, 2012
Disclaimer: This could potentially be NSFW (pending the stories posted), so read at your own risk.
Have you ever regretted not having had relations with someone, whom you had a very good opportunity with, in the past?
For example, maybe 5 years ago someone flat out told you (in so many words) that they wanted to hook up with you (hooking up can be whatever your definition, be it sex or just making out or anything in between). But for whatever reason you didn’t take them up on the offer. Maybe you were already in a relationship, maybe you were too tied up with something else to physically meet them, maybe you were drunk, whatever.
For the context of this question, do not include past potential relationships. This is strictly people you wish you had become some level of physically romantic with, and turned down an available opportunity to do so.
My own example: Several years ago I was dumped by a g/f whom I was very close too. Over the next few months, some friends tried to set me up with another girl who they were friends with. She was very beautiful and fun, and we went on a few fun dates, but I was just too torn up over the X to really progress much past that. The highlight of our dating was making out in a car at the end of one date. Now years later, I am happily in a relationship with a girl I love. But I’m still friends with the other girl, and I’d be lying if I said the thought never popped into my head when I see new pictures of her posted online…. “Man, I wish she and I had hooked up.” Not purely for the obvious selfish-self-gratifcation aspect of it… But because she is incredibly beautiful, and I can suspect sex with her would have been similarly beautiful. C’est La Vie I suppose.
Anyways, what about you?
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She was a coworker in another town. I was in town to do some work with that team, and I was to stay at her place. We went out that night to drink and hear some music before we went home and the conversation was going along very well.
When we got to her place, it turned out that there was only one bed, and she invited me to sleep in it. To this day, I am sorry I didn’t make some kind of move. I was very attracted to her, but I wasn’t sure she was attracted to me. She had worked as an exotic dancer so of course, she seemed way out of my league, looks-wise. Still, being in the same bed seemed like a good sign. But I lay there sleeplessly most of the night, unable to touch her.
Later on in life, I decided, finally, that she really did want me to do something. I regret not doing it, now. But I didn’t really know a lot back then, about women. Even today, all these years later, I have a fantasy that she would have been someone very important to me, had a relationship started. But it’s probably just a wishful fantasy.
yes, there is this grammy winning musician I stayed with for an evening.
Yes. After really mucking up my “loss of virginity”, I regret not giving it up two years previous, to this incredibly cute guy who would have kindly taken it and I would have had a happier memory.
No. I slept with everyone I ever wanted to. lol
@Coloma You mean…..... oh my god. I’m really hurt now. <cries in the corner>
Damn right, I have found out about quite a few. I think I attribute it to, when I was younger, not thinking of women as being in charge of their own sexuality and thinking they needed to “succumb” to a man; and that I was trying to be respectful.
One summer my close friend and I both had a crush on the same guy, a mutual friend. In most male fantasies, this would have ended in a threesome. In real life, it ended in a huge shitstorm of propositions, rejections, hurt feelings, etc, and then the guy stormed off to join the military and my friend and I didn’t speak to each other for a week.
We were young and hormones were running high, so of course everything was ~so dramatic. Honestly, I think the threesome would have been the best-case scenario, and it would have been a lot more fun.
Well it’s not something I spend any time thinking about anymore, but there was an extremely beautiful older woman, mixed race black, white and South Asian, that I had a brief flirtation with but never went all the way with. We spoke French together and talked a lot about deep stuff. She was a very passionate kisser and I think it would have been lovely to have sex with her. But I was just coming out as a trans guy at the time, and she was a lesbian so that wouldn’t have worked, and also she was a serious alcoholic, so all things considered I’m glad I didn’t hit that.
A boyfriend from my teens. We had a beautiful romantic night lying on my living room floor, looking up at the Christmas tree lights. We made out all night long at a lovely, leisurely pace, and were just about to take it all the way… when my mother’s alarm clock went off, shocking us into the reality that it was 6AM and he had to run out before she found us there. We broke up shortly after that, before we ever had a chance to sleep together.
We’re still friends now. Both happily married to other people we’d never cheat on, but each of us regret that we never culminated that night.
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