I went to Hudson HIgh, known as westwood senior now. There was a huge fight one day that involved two 25 year old black guys who apparently are boxers came down and beat the shit out of a lot of people. One of my friends punched one of them in the face and than got his ass royally beat down.
My friend brought his ski doo once and was going off jumps in the back of the school at lunch and than drove off when one of the teachers said they called the cops.
The year after I graduated, some kid brought a handgun to school and got caught for threatening another kid. http://www.westislandgazette.com/news/55 67
When I was still in school a semi-friend of mine got expelled for "accidently" bringing a 12 inch blade in his napsack.
I remember coming to school on 4/20 and seeing a few friends already caught for smoking weed in the morning, bent over a cop car in the back of the school.
My friend in french class in grade 10 was selling pills, he was the last one to leave at the end of class and when he stood up he dropped all his pills on the ground in front of the teacher, he grabbed them fast and ran off. I guess the teacher realized that she would fuck up his chances of completing highschool by telling the cops/principal so she didn't do anything.
Oh yeah and some kid was supposed to shoot up the school one day (it was all over the news) I can't find the article but basically some kid on vampire-freaks.com or something said he was going to shoot up the school so the night before EVERYONE was freaking out and NO ONE sent there kids to school except my asshole parents. Even some teachers didn't show up, I ended up walking out of my 4 person french class and getting baked in the park all day.
When I was in junior high school one of closest friends little sister overdosed (well allergic reaction) to exstacy and died. That's probably the worst/saddest thing that happened in my highschool.