My story isn't as bad, well, maybe it is.
During high school, as I mentioned before, I had major self-esteem issues, mainly around girls. I met this girl who really liked me, so I went out with her mainly because I figured that is how it worked. For some reason I figured I would eventually like her back or something.
She was pretty shy, and she would basically call me up every night and just say hi and wait for me to basically come up with everything in the conversation. EVERYTHING. Literally, I would try to ask her something or try to stir some conversation with her, and she would just basically say yeah or just answer with short answers. It was really annoying, but for some reason, I still went out with her.
There was this teen center I hung out with and there was a lock-in for Halloween, and I wasn't feeling physically well that night. She showed up to the center, and I wasn't feeling very well, so I explained this to her and said that I should probably stay away from her because I didn't want her to be sick. This wasn't the best idea of course, and she was crying half the night from what I've heard. Honestly, I was vomiting my fucking face off for part of the night, so it wasn't like it was totally my fault.
Amazingly, we still went out, and at one point I just got fed up with it a month later. It was a few days before my birthday, and I was going to break it off. Amazingly, the day I was going to break up with her, she gave me an early birthday present. I was so touched (and fucked up myself looking back at it) that I changed my mind.
A few weeks later, I was on my way to Florida to stay with some relatives. Earlier, in the summer, I had met a girl down there, and the last day or so, I found out that we liked each other, and the more and more I thought about it, the more I wanted to go see this girl, who I had more in common with and who I could actually have a conversation with. Well, because I was stupid, I didn't break up with the girl I was going out with, and I went to Florida and had fun with this other girl, and made no secret about this to people back home. Whenever I got home, I broke up with her, but by that time, everyone basically knew what was going on.
Looking back on it, I treated that girl like shit. Like I would pull away whenever she would try to kiss me and stuff. I know I was pretty fucked up mentally back then, but I still feel really, really bad about it.