In 4th grade, I slapped a kid with a mud/water covered sock I found on the playground. I can't remember why I did it, to this day.
In 2nd grade one time I got really sick over the course of the day and threw up all over the classroom floor while my classmates screamed, "EW!!!" They had to bring in the janitor to clean and disinfect the floor, naturally.
When I was 6, a girl in my class asked me if she could see my penis because she had never seen one before. I showed it to her in a nearby closet; she asked if she could touch it and I said it was okay so she did, and then I put it back in my pants. Then we got caught...Luckily for me I had put it back by then.
In 4th grade my friend and I got in big trouble with the school counselor for pounding on the table during lunch. He told us to stop and we just laughed and did it more. Every time he told us to stop we just started pounding harder on the table. So he gave us lunch detention (we had to spend our whole recess and lunch in the principal's office I think). But I was like, "Fuck that, I'm not gonna waste my recess and lunch cooped up inside, I wanna spend it playing basketball" so I just didn't show up for the detention and played basketball. The counselor was pretty mad and found me the next day and told me that if I didn't come the next time I would have two detentions. Still, I neglected it and went to recess. This process repeated itself every day, as the counselor would not be able to stop me from going outside after class.
It was amazing the lengths he went to catch me though. He eventually combed the playground looking for me. He found me and said, "You have detention young man," and I ran off in the middle of the basketball game. He chased after me, but luckily for me this was when I was a fast runner and I could more or less outrun him. I ran into the school and he kept following me. I tried hiding in the library but he found me and I ran out really fast (but quietly). Finally I found refuge in a stall in the 3rd floor boys bathroom.... Until I saw a familiar looking pair of shoes step up on the outside of the stall. "I know that's you in there" he said menacingly, "You're not fooling anyone, come out and serve your detention." I made a really goofy fake voice and said, "I don't know what you're talking about, please leave me alone I have to finish going number 2." He insisted that I wasn't fooling anyone but eventually left after 5 minutes. When he did I waited a bit and then ran back outside and finished the basketball game. As far as I can remember, I never ended up serving that detention.
That chase story sounds like it would fit reasonably well in some PG movie though.
I have a ton more but I'm too lazy to type them.