I have more of these stories than I probably should but I was a bit reckless in my college and early work days.
1. Hooked up sophomore year with a former stripper who was a DJ at a strip club. She was married but I guess dude was never around and they never bothered to file for divorce. After the first night hooking up, she woke me up in the middle of the night because her stripper friend who lived in the same apartment complex got into a fight with her boyfriend and tried to slit her wrists. So she had to rush her to the hospital and asked if I could stay at her place and until she got back because her kid is sleeping. This is literally the first night we met and I could have been a pedo for all she knew. In any event, I said fine and later that morning I get woken up by this kid because he wants to know if I want some cereal too as he was making some.
2. Related to the above, I ended up doing a lot of crazy shit with this girl. She would bring girls home all the time (some of whom were married) and at one point even had this dude saying he wanted to watch me and her bang his wife. Between that and the drugs, I decided her lifestyle was a bit too crazy for me. I stayed friends with her long after we broke up and ended up writing her kid a recommendation when he was applying for college. Ended up turning out to be a really good kid.
3. Another one from college was I hooked up with my former Teacher's Assistant. She was a PhD student and ran into her at a bar my junior year. She was a little tipsy and in front of her friends blurted out how she had a crush on me when I was a student in her class to which one of her friends remarked that I was not longer in her class. That pretty much was that. She ended up leaving UNC after getting her Phd with her husband (news to me) who was already a professor at another school.
4. Next one was from my early days working in Boston. Met this girl at bar and she cried the first night we hooked up as apparently her husband of 5 years had stopped having sex with her because he was addicted to porn. We dated for a few months but it went south when we randomly run into the husband at a bar with his 2 friends. Dude starts getting into it with me and I can see they are gearing up for a fight. So dude is inches away from me in my face and I launch a pre-emptive strike and lean back and elbow him in the face. His friends slow to react but when one of them starts to come at me, I pick up a bar stool and throw it at him before running out of there. Home girl calls me like an hour later saying dude is in the hospital because I apparently broke his nose and she is upset with me for starting it as if I should have just sat there and let 3 dudes jump me. In any event, never saw her again.
5. Last one was also in Boston. Hooked up with this girl from the club who was engaged. Didn't realize it at first as club was dark but when we went outside to talk, I see this huge ass engagement ring. She basically was like dude cheated on her so she wanted to settle the score before they got married. I ended up getting clowned at work for this because my associate (he was there the night we met) who I always used to prank got into my emails when I left my computer open and found an email from her. He ended up putting it on the big screen right before our team meeting. In any event, found out her fiancé was some Italian dude with some loose connections to mob allegedly when he called me from her phone and I picked up thinking it was her. He started railing about how he was going to send some dudes to **** me up and shit. Luckily I peaced out to the UK a month or two later without anything else really coming of it.