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Have you ever regretted not having relations with someone in the past?

Asked by tedd (14078points) 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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