Dave Chappelle Attacks Trans People Again in New Netflix Special

Not long afterwards, Chappelle is back to working the same angle, reaching for payoffs that take aim at "white liberals" as well as transgender prison inmates.

After saying that he is "trying to repair my relationship with the transgender community," Chappelle claims to have authored a theater work "about a Black transgender woman whose pronoun is" the N-word.

"It's a tear-jerker," Chappelle adds, going on to say that the main character "dies of loneliness cause white liberals don't know how to speak to her."

As for trans people behind bars, Chappelle envisions a scenario in which he is about to be sentenced, and imagines telling the judge, "Before you sentence me, I want the court to know I identify as a woman. Send me to a woman's jail."

Then, Chappelle continues, "As soon I get in there, you know what I'mma be doing. 'Give me your fruit cocktail, bitch, before I knock your motherfucking teeth out. I'm a girl, just like you, bitch. Come here and suck this girl dick I got. Don't make me explain myself. I'm a girl.'"

The cavalcade goes on, with Chappelle offering an anecdote about being attacked onstage by a man carrying what looked like a gun, but which concealed a blade.

The attacker, Chappelle jokes, "had a knife that identified as a gun," Variety detailed, and he goes on to say he had "triggered [the attacker] because I had done LBGTQ jokes and it turns out this fella was a 'B,'" meaning bisexual – an orientation that, the comedian claimed, could have made him a target for rape at the assailant's hands.

Whether or not Chappelle's new spate of jokes targeting the trans community results in fresh outrage or not, it's unlikely that either the comedian or Netflix will change trajectory in the future, according to an opinion piece by Dean Obeidallah on CNN.

Obeidallah noted that "Chappelle's history tells us he seems to love to court controversy," and observed that "courting controversy hasn't seemed to hurt Chappelle's career."

"In fact, it may just have proved to be rocket fuel for it, as evidenced by the fact that in 2023, he was the top-grossing comedian of the year, earning $62 million for 31 ticketed shows in 2023," Obeidallah added.

"People can like or hate his jokes," the op-ed continued, "but a backlash won't stop Chappelle, who said last year about these controversies: 'The more you say I can't say something, the more urgent it is for me to say it.'"

For that reason alone, we might not expect to see Chappelle lay off the trans community any time soon.