I've done a fair amount of vandalism in my time, but nothing above mindless graffiti, so I don't really feel any remorse.
I've done two reall y bad things I wished I hadn't...
1. When I was younger, I was at a Halloween party. We had just broken open a pinata, and I was greedy little bastard and stole most of the candy. I made some girl cry.

Later on, I spilled a drink on the carpet. I wish I never went to that damn party...
2. I went on a trip to New York with my 8th grade class. The whole trip, this little whore named Megan was cheating on her boyfriend with all the preps she could find. She would find some jock, and sit in the back of the bus making out with them. This was espicially gross as I was sitting right in front of them... I could
hear them sucking each other's faces off. Anyway, one girl on the trip was having a really shitty time. She even thought about suicide (it was only for attention, but still) . Laura (the girl) had kind of a slutty crush on a bunch of the boys from another school that came with us on the trip. After we were home and we got of the bus, we were all talking together in a little group. I remember Laura saying something about the boys from the other school. Being the jackass I am, I said, "Wow, you really are turning into Megan, aren't you?". Tears began to stream down her eyes and she cried, "No! No, I don't want to be like that!". I felt like crap. I shouldn't have said such a cruel thing to someone as emotionally vulnerable as her...