Changing the subject a little...
How about stories of regret? Is there a girl you had the opportunity to date/fuck/whatever and you fucked it up royal and years later you still regret it?
I can think of a number of them, so I"ll share a couple from HS to get things started.
One was a girl who was somewhat of a family friend. Our little brothers played on the same soccer team, so we would hang out during the games. She was cute, thin and athletic (she also played soccer). Fast forward a few years, I"m a junior in HS and she is a freshman. There was some mutual attraction, but neither of us had acted on it. Well, one day she gets one of her friends to ask me out for her point blank. I don"t recall what dumb reason I had (considering asking out someone less important, bad mood, something), but I blew it off with a very lame excuse. I think she was in earshot and heard the lame excuse. While we remained friends for years afterwards, she never forgave me romantically. And considering the situation, I don"t blame her. Completely regret it. If nothing else because it was a shitty thing to do to a friend I was actually attracted to. Moreso because she was attractive and smart and I ended up wanting to date her not long after (and for the rest of HS, more or less), but no dice.
The other was a girl who transferred to my HS when I was a senior and she was a junior. We were in some activities together and I liked her the first time I saw her. Very cute, athletic and apparently very smart; I think she ended up graduating in the top five of her class. However, she didn"t stick with the activities and concentrated on track instead, so I didn"t see her much. Later in the year, I randomly went out to watch a track meet at my school. Completely out of the blue, one of my close friends from the private elementary school I went to was rounding the corner finishing his race. I found him afterwards and was talking with him and some his friends. As we were talking, a girl from my school"s team came over and told me her friend said I looked familiar. Without thinking, I made a smart-ass comment along the lines of "I should, I go to school here", but more rude and dismissive. I looked over and the friend that sent the other girl over was none other than the girl I liked. Her friend was thoroughly unimpressed with my bad attitude and basically told me to shove it if I was going to be an asshole about it. I"m not sure I even realized what a dumbass I was at the moment, but I could tell by the look on the guys" faces I was talking to that I fucked that up huge. Regret sank in shortly after. She was cordial the few times I ran into her after, but definitely not about to put herself out there again.
Come to think of it, I did a really shitty job of handling people in HS. Live and learn, I suppose. One lesson learned: once someone puts themselves out there, you take the opportunity or it"s gone. Second chances are unlikely in those situations.