It sounds like Chappelle did end up voting for Hillary. He said he voted early in rural Yellow Springs, Ohio before heading to New York. Despite this, he said he “didn’t feel good” about voting for Clinton. “She’s going to be on a coin someday. And her behavior has not been coin-worthy. She’s not right and we all know she’s not right.” His feelings were made very clear in his 60-minute set where he slammed Hillary, over and over again.
He was particularly agitated about what he believes was Clinton’s role in leaking a surreptitiously recorded conversation between Republican nominee Donald J. Trump and TV personality Billy Bush. “What I heard on that tape was gross,” Chappelle said. “But the way I got to hear it was even more gross. You know that came directly from Hillary.” He stated this had put him off a candidate he had already known was “not right.” He likened voting for her to a hypothetical situation of actress Halle Berry breaking wind in his face during sexual relations. “I’m still going to go for it,” he said. “But I wish she hadn’t done that thing.”
Chappelle further shocked the New York crowd by defending Trump. He took issue with the media stating as fact that Trump had admitted committing sexual assault in the recorded conversation. “Sexual assault? It wasn’t. He said, ‘And when you’re a star, they let you do it.’ That phrase implies consent. I just don’t like the way the media twisted that whole thing. Nobody questioned it.”
The comedian stated that Trump’s resilience in the face of the leak had impressed him. Comparing Trump to The Terminator, Chappelle said, “That would have devastated anybody else.” Chappelle added that Trump’s handling of the debate immediately following the controversy had won him over. Referring to Anderson Cooper and Martha Raddatz’s hostile questioning, he said, “Something about this was backward. A gay white man and a white woman asking a multi-billionaire how he knows the system is rigged and insisting it’s not. Does that sound right to you? It didn’t seem right to me. And here’s how you know Trump is the most gangsta candidate ever. They asked him how he knows the system is rigged and he said, ‘Because I take advantage of it.’ He may as well have flashed his membership card for the Illuminati right then.”