I guess my first boyfriend probably counts for this, although I never actually had intercourse with him... After six months together (in which I developed sudden depression and anxiety that mysteriously disappeared after he stopped talking to me), which were more rife with problems than I was willing to admit, he broke up with me in 5 hours (as in, at 6pm everything was fine, and by 11pm it was all over) because I got a yeast infection from the last time we were together. He started attacking me, becoming verbally abusive (by his own admission). When I talked to my guidance counselor to get him to stop, he faced no consequences from the school, but apparently was beaten several times under the guise of morality by his parents. Understandably, he started hating me shortly thereafter. He ignored me or insulted me every time we interacted, and as he was captain of both teams I'm in and we are in the same math class, I saw him for an average of about 5 hours a week. However, I was too scared to do anything else to get him to stop. After a math team meet one Thursday about a month ago, my best friend stayed at the school with him because his car had a flat tire. I gave her his number so that she could make sure he got home okay, and apparently they started texting that weekend, because he showed up at another high school's play that she said she was going to, and by Saturday night he confessed to having feelings for her. I didn't know this, so I texted him that night asking if we could maybe stop fighting (that is, if he could just leave me alone). Then she told me via text that he asked her out, but I told her I couldn't trust her if she went out with him, because he's not stable and hates me. She got mad at me and said she was going to anyway because she deserves to be happy, but then realized that she needs my friendship more than she wants a successful relationship, so she said she would sleep on it. He woke up first, and told me that he would stop ignoring me and attacking me. Then she woke up, and told him that she wouldn't date him because I wouldn't be her friend if she did. He got really mad, and said that I should support her in dating him because their relationship would make her happy, and said that by giving her the ultimatum, I was being incredibly selfish and childish. However, my friend and I are very close, and so she did not relent. He's spent the last month texting her, trying to guilt her into changing her mind, and she's too afraid of him to tell him to stop. He said I "Stanley Kowalskied" him, and has continued to make jokes at my expense. Two weeks ago, he sent me a message saying that he was going to tell my parents about all of the "sexually descriptive" messages I sent for his enjoyment when we were still together. Thankfully, my friend talked him out of it, but I still feel so betrayed that he could do any of this. It's been six months since we broke up, and I'm sick of his antics.