I had a teacher in grade 8 that litterally sent one of my friends to the office everyday. At first it was deserved, but then not so much. He dropped a pencil and was sent to the office.
In grade 10, a bunch of guys were talking about orally pleasuring a woman, the teacher happened to come up to see what they were talking about at the moment one guy was miming it. He says:"I have no idea how to respond to that" and walks off. Classic
One teacher would always mix his lessons with some story about his life, his best one was that his 4 year old daughter would still ask his wife for milky time, and the mother would allow it if her brothers weren't home lol. He also gave me a dollar for a pop once. Nice guy. He died of colon cancer in grade 11, I went to his funeral.
My favorite teacher though was the woodshop/autoshop teacher. We were making tables as our final project, evidently mine was screwed beyond repair, and I wouldn't listen when he said to restart. So he naturally grabbed it and broke it in half. Now, I was actually bigger than him. I got up and I was so mad, beat red mad. I said:"are you going to make me a new one?" and he did. He was a cool dude with me after that, I would never have actually touched him. Another time, he accidently gave us the wrong final, so he had to give us the answers, everyone got an A. Best class eva.
In college, one teacher had the philosophy of teaching us what he knew, but giving us the easiest tests ever, 30 question True False. One time he even left the room to go to the bathroom and annonced it as such during a mid term. Bonus question on one of his tests: What is Clark Kent's alter ego?