"Week four of being cancelled, it's crazy," Chappelle stated, before going into the story of having to get an order of protection against a racist neighbor who came to his home a few months ago, according to The Daily Beast.
Chappelle announced that his wife had gifted him a pearl-handled .22 caliber pistol. He joked that the last thing someone would say to him before he had to use the weapon would be "f****t."
He went on to announce that if he ended up going to jail for murder, he would declare to be a woman.
He stressed that he offered to pay for the man's rehab or therapy, "because clearly the man was not mentally well," according to The Daily Beast. He continued that the payment would be kept secret because those without health insurance would come asking for medical treatment aid, joking that trans people would come to ask for aid in paying for their gender reassignment treatments.
Chappelle joked about pronouns, stating when introducing the musician H.E.R, "It's a pronoun you don't hear much!"
Later on, he joked with comedian Jon Stewart that he's from a transgender tribute band named "They."
The Daily Beast remarked that a leaked version of his set in Ohio showed Chappelle passed a similar joke regarding the racist neighbor, yet eliminated much of the transgender jokes.
In The Closer, Chappelle defended writer JK Rowling, who has expressed anti-transgender stances on social media that the Harry Potter writer labeled a "TERF," or trans-exclusionary radial feminist.
"Effectively, she said gender was a fact, the trans community got mad as fuck, they started calling her a TERF," Chappelle announced in The Closer, continuing, "I'm Team TERF. I agree. I agree, man. Gender is a fact."
In response to the backlash, Chappelle said: "To the transgender community, I am more than willing to give you an audience, but you will not summon me. I am not bending to anybody's demands. And if you want to meet with me, I'd be more than willing to."
He shared the message in a video posted to his Instagram, before adding certain "conditions" that needed to be met before a meeting could happen.
Also finding himself on the receiving end of a Grammy nomination is accused sexual predator Marilyn Manson, who was nominated as a contributor to Kanye West’s "DONDA," which was nominated for album of the year and best rap song for its track, "Jail."