Throwing this kid's lunchbox out the window in 7th grade. No joke. I didn't want to do it. He went to the bathroom, and people picked on him a lot, sort of because he was a stuck up asshole, and he was the new kid. I didn't hate him, I wasn't the type to fuck with others, but everyone was pressuring me to do it, since I was sort of the class clown and an all around bad ass, who got in trouble a lot. I felt like if I didn't do it, my reputation would be ruined and people would look down on me. So, I threw it, got caught almost immediately, and got 3 days suspension.
It was a difficult decision, and one I look back on and regret. But would I do it again if I could? You betcha.
Burying a childhood friend who commited suicide, burying my first childhood pet, and getting my heart broken and dreams crushed by a girl who I had moven to another country to be with are probably my 3 most.