I personally have. It was back in high school. It was this one guy who always had a dead expressionless look in his eyes and generally showed absolutely zero emotion unless he was actively tormenting someone, which he would then give a very subtle smug closed mouth smile. He didn't even laugh while tormenting people, he just sort of gave faint little smile that heavily implied "I am deeply enjoying this, you are worthless compared to me, laughter alone wouldn't sum up how much I'm enjoying this."
He was HELL to deal with. He literally would pick out people's most sensitive points to use against them, other students and teachers alike. Often stuff that wasn't even said in the classroom itself but he literally kept sitting in different places at lunch and in the gym just to eavesdrop on the conversations everyone around him was having and take mental notes to use those things against the people he was eavesdropping on.
Examples could be when this one teacher was crying that both her parents had recently died and had to take some time off work, when she came back and he was disrupting the class and she called him out he just said "oh yeah? at least my parents love me. your parents hated you so much they decided they didn't wanna be on this planet anymore so they could get away from you." And the teacher broke down crying in the middle of class.
An example of a student could be when this other student kept talking to his friends about his insecurity and low self-esteem over his cystic acne, and one day when he and the psychopath guy got into an argument he replied to him "oh yeah? at least my face doesn't look like a pepperoni pizza and I'm not a little bitch who gets hurt over stupid bullshit like that." And the two got in a fight... unfortunately the psychopath won. At least his face was kinda swollen but he didn't seem to care.
So yeah... he was literally EVIL, basically.
TL;DR There was this guy back in my high school. He was emotionless and cruel.
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