“Do you want me to apologize after every joke? If it doesn't offend somebody it's probably not a joke. It's probably an observation that's not funny. It's gotta offend somebody somewhere.”
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Humor that is edgy is never squeaky clean.
I've actually tried to roast somebody that I don't like, and it doesn't go well. Either they're a bad sport or I'm not as funny as I could be.
People are roasting each other at parties, at work events, around the fire. It's so fun. People are busting each other's chops, and it's a sign of affection, truly. It's a true test of love and friendship: can you make a man laugh at himself? So what makes a good burn? Go after targets you love and respect. And hit 'em hard.
Athletes tend to have less of a sense of humor than most people. They are heroes to so many. That might be part of it.