Share 'Have you ever been disappointed by anyone?'

I have a friend, who I talk to and compete with at school. We mostly talk about video games and anime. Whenever we end up talking about about human nature, he would make some sort of generalization, that is usually offensive. Seeing as how he does okay at school, I came to the conclusion that he was just joking, simply to make small talk. He couldn't possibly believe in the hateful things he said…