Culture Wars 2025: Chappelle–‘It’s Easier to Talk in Saudi Arabia Than It Is in America’

Chappelle Jokes ‘It’s Easier to Talk’ in Saudi Arabia ‘Than It Is in America’ While Performing at Riyadh Comedy Festival

MARTHA'S VINEYARD, MASSACHUSETTS - AUGUST 08: Dave Chappelle speaks at the premiere of "Dave Chappelle: Live In Real Life" benefitting the Duke Ellington School of the Arts during the 2025 Martha's Vineyard African American Film Festival at Martha's Vineyard Performing Arts Center on August 08, 2025 in Martha's Vineyard, Massachusetts. (Photo by Arturo Holmes/Getty Images)
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While headlining Saudi Arabia’s Riyadh Comedy Festival on Saturday, comedian Dave Chappelle deliberated over the do’s and don’ts of free speech in America, deeming it “easier to talk” in the Middle Eastern nation than back home in the States.

“Right now in America, they say that if you talk about Charlie Kirk, you’ll get canceled,” Chappelle said. “I don’t know if that’s true, but I’m gonna find out.”

Chappelle later said he was nervous to return to the U.S. because “they’re going to do something to me so that I can’t say what I want to say.”

The Riyadh Comedy Festival has drawn scathing criticism from several American comedians. David Cross on Monday shamed Chappelle, as well as fellow Riyadh performers Bill Burr and Louie CK, for signing up for the event and condoning “totalitarian fiefdom.”

“Clearly you guys don’t give a shit about what the rest of us think, but how can any of us take any of you seriously ever again?” Cross added. “All of your bitching about ‘cancel culture’ and ‘freedom of speech’ and all that shit? Done. You don’t get to talk about it ever again. By now we’ve all seen the contract you had to sign.”

Burr had different outlook on the event from the inside. He said on a Sept. 29 episode of his “Monday Morning Podcast” that Riyadh was one of the “top 3 experiences” he’s ever had.

“It was great to experience that part of the world and to be a part of the first comedy festival over there in Saudi Arabia,” Burr said. “The royals loved the show. Everyone was happy. The people that were doing the festival were thrilled.”

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