I have a pretty peculiar one...
In my freshman year, there was this girl who was in one of my classes, and I really didn't know anything about her, and we have never talked to each other before. She came up to me at lunch one day and actually asks me out. I was just as desperate to have a girlfriend as she was to have a boyfriend, so I said yes. I was so happy that someone had some kind of interest in me. We started walking around holding hands and everyone thought it was the funniest thing ever considering the fact that we were both seen as "geeks" and were teased quite a bit by people. As we were walking, people see us and begin laughing at us and before I knew it a whole group of people were following us. We actually had to hide in the school library until the bell rang.
We were "dating" for a while I actually started to become emotionally attached to her even though she did not have the same feelings for me. In class, people would talk about her and how she's ugly and crazy (and yes she is certifiably insane) and I would defend her. Just a few months into the "relationship" I take her to the school Spring Fling dance and even buy her flowers. I get there and I notice that she is moody and keeps going outside with her friends. We finally start to dance and I, being the paranoid goody-good that I was, thought that my parents were going to be chaperoning so I told her that we should not dance too close. She became infuriated and said "I don't like feeling like I'm under a microscope. You know what...It's over". She broke up with me. Right there at a school dance. That was possibly the worst night I have ever experienced.
After the break up she was still calling my house and one occasion was very rude to my Mom. Then the next day things get interesting. She gets in my face and yells at me and says that I was calling her names when I didn't even say anything. It gets even worse. In my sophmore year she was in my Geometry class and ever since I first saw her in there, I knew there was going to be trouble.
One day I'm called to the school security office during another one of my classes and I have no idea what it is. When I get there, the security officers (who are total assholes) tell me that this girl and her friends went to complain about things I said during class. She told them that I was telling the people in class that we had sex, when we really didn't. I know for a fact that I didn't say anything during class at all and the idiot security officers were taking her side and treating me like I was some sort of criminal. They had us fill out these little forms telling our own sides of the story and then they let us go back to our classes. They told us that they would call us back later on and they never did. That tells me that they finally realized that this whole thing was a load of bull.
For the rest of high school, I was known as that one guy who went out with that one weird, obnoxious, ugly girl. Just to think that all of the trouble, humiliation, and heartbreak could have been avoided by saying no to her in the beginning.
Sorry for the long post, but I just had to share that with you.