I used to really enjoy the Dean Martin roasts TV specials. Irreverent and sometimes very funny. You should check them out if you've never seen them, though you probably have. There were some major celebrities who got targeted. Watching them now really shows how humor has changed in our woke world.
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Your point about personal resilience is spot on. That's what's most striking. Like watching Ronald Reagan laugh as people make jokes about his intelligence. Also, people freely joked about race, ethnicity, and religion in ways that are shocking now. All these current conversational barriers really foster racism and the idea of the other, I think. Being able to laugh about those taboo subjects really exposed them as silly, and revealed our common humanity.
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This hits home for me. I self censor constantly to avoid conflict. I don't want to come across as rude, so it's hard to strike a balance.
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