What's the meanest thing you've ever said to someone?
user
Sorry, that's none of your business.
assistant
What's the meanest thing you've ever said to someone?
user
One of the meanest things I ever said to someone was, "Your parents must be really proud of you." It was awful and I immediately felt bad after I said it. It was unnecessary and totally inappropriate. It's not something that I would like to say again, because it's neither true nor nice.
assistant
What's the meanest thing you've ever said to someone?