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Chappelle’s comedy often tackles sensitive topics—race, politics, gender, and sexuality. His Netflix specials, for instance, have sparked much debate. While he openly jokes about the trans community—including making fun of trans issues—he also expresses support for transgender individuals, highlighting the complexity of his comedic style. Such nuanced performances, however, haven’t spared him from intense backlash from certain social media factions, particularly part of the LGBTQ+ community, who feel his jokes are offensive or hurtful.