I went on a date with this dancer/tennis player in high-school; I was a Junior she was a Freshmen. For the record I also play tennis, so we were having fun and I decided to let her win in a close game. We went to this party later, and she wouldn't shut up about how she beat a guy on the tennis team. I'm a very competitive person and to let a girl win was tough for me (it hasn't happened sense).
Anyways I'm in a pretty pissed mood towards this hot young'en. At the party, like many others boxing gloves came out, so I ended up boxing some guy (it was a big thing where I went to high school); I think I won/tied in it. Well afterwards she was like I already beat you in your sport tennis, I bet i could beat you in boxing too. I laughed at her for the comment she said...
"I'm serious i do tae-bo and kick-boxing for exercise all the time, i could beat you in a kick boxing match" Well I start out giving some leg checks for the most part, real light stuff. She boots me in the face; and i went off not wanting her to think that she beat me in kick-boxing AND tennis. I bruised her entire body more or less and knocked her down. My 275 pound buddy speared me from the side and said "Okay it's a draw, you both win" right before I was going for the kill shot..
She showed up to school the next day completely covered in bruises. Her dad is a lawyer also, so I spent the next week in a bit of fear. I got the nickname Andy Kaufman for awhile after that whole incident. Oddly enough we went on a few more dates after that. I met her parents about 2 weeks after that date, with the beat-down and the currently having blue-hair it was the most intimidated I've been while meeting a parent.
To this day I still have girls and boyfriends of girls come up to me and ask if i'll do their dirty work for them, jokingly..I think.