What's the most malicious thing you've imagined doing but you wouldn't actually do?

I've played this throughout my head many times. It's fucked up, and I'd probably never do this.

Backstory: My former childhood best friend is a piece of shit. He likes to stir the pot. He likes to say things to get a reaction out of you and then when and if you try to escalate things he runs and hides, even trying to get people to protect him. He still does this as an adult. He will bring up painful memories or make fun of your loved ones. When he and I met (age 13) his step brother had been dead for about 2 years, a suicide. My brother, who is a homosexual, my best friend, and went through a pretty turbulent few years coming to terms with his sexuality (attempted suicide) is the constant butt of jokes from this guy.

Anyhow, one thing he likes to do is ask how my family is doing. Then he'll say, "So is your brother still gay?" All while looking for approval from other people and places to run if I come at him (I had beat him up pretty badly, he never fought back, for a comment he made about my gf years ago). I haven't seen him in years, like I said, we aren't friends. But we have mutual friends so seeing him once in a while is kind unavoidable. Anyhow, I imagined answering his question with another question. "I don't know, is you brother still dead?"

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