Dave Chappelle jokes he was too ‘ugly’ to be invited to Sean ‘Diddy’ Combs’ ‘freak-off’ parties in ‘SNL’ monologue

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Dave Chappelle took aim at Sean “Diddy” Combs and the explosive allegations surrounding the music mogul during his 17-minute monologue on “Saturday Night Live” this weekend.

“I’ve been in trouble in my day but let me tell you, this guy, Puffy… this guy Puffy is in an enormous amount of trouble, I don’t think I’ve ever seen anything like this,” Chappelle quipped, referring to the federal charges Combs is facing, including sex trafficking, racketeering and prostitution, to which he has pleaded not guilty.

“They’ve got this guy in a RICO case by himself,” Chappelle added.

Dave Chappelle joked about Sean “Diddy” Combs and the allegations surrounding the music mogul during “SNL” this weekend. Saturday Night Live
During his 17-minute monologue, Chappelle joked about Combs allegedly orchestrating “freak-off” parties. Saturday Night Live

The comedian then delved into rumors of Combs orchestrating alleged “Freak-off” parties, joking about his alleged exclusion.

“A lot of my friends asked me, ‘Dave, did you know anything about those ‘freak-off’ parties?’ I’d be like, ‘Nah, man.’ I didn’t know anything about [the] freak-offs.”

Chappelle jokingly surmised he probably wasn’t invited because he’s too “ugly.”

“Can you imagine reading a newspaper and finding out everyone in Hollywood had an orgy behind your back? None of y’all called me. That really hurts.”

Chappelle surmised he must have been too “ugly” to get an invite. Abaca Press/INSTARimages
“A lot of my friends asked me, ‘Dave, did you know anything about those ‘freak-off’ parties?’ I’d be like, ‘Nah, man.’ I didn’t know anything about [the] freak-offs.” Getty Images for The Rock and Roll Hall of Fame

Chappelle went on to joke about Reginald VelJohnson’s alleged involvement with the jailed rapper. We must note, however, that VelJohnson — who played Carl Winslow on “Family Matters” — denied ever having sex with Combs, saying, “I don’t know that man.”

“I saw something on the internet — probably not true, but it said Puff was in the back with Carl Winslow. And I thought, ‘Oh my God. Carl Winslow? And I wasn’t invited? It’s worse than I thought!” Chappelle joked.

The comedian then delved into the fact that federal agents discovered more than 1,000 bottles of lubricant, various narcotics and three AR-15s when they raided Combs’ Los Angeles and Miami mansions in March 2024.

“I’m 51 and I don’t think I’ve ever finished a bottle of baby oil in my life,” he quipped.

“Can you imagine reading a newspaper and finding out everyone in Hollywood had an orgy behind your back? None of y’all called me. That really hurts.” CBS via Getty Images
Chappelle also joked about federal agents discovering more than 1,000 bottles of lubricant when they raided Combs’ Los Angeles and Miami mansions in March 2024. Patrick McMullan via Getty Images

“Clearly, Puff is committed to the lifestyle. A thousand bottles? Thank God they caught him before those fires — can you imagine the mushroom cloud over his house?” he joked, referring to the ongoing wildfires that broke out in Los Angeles on Jan. 7.

While the audience often erupted in laughter over Chappelle’s jokes about Combs, the allegations remain serious.

The 55-year-old was arrested in New York City in September 2024.

“Clearly, Puff is committed to the lifestyle. A thousand bottles? Thank God they caught him before those fires — can you imagine the mushroom cloud over his house?” he joked, referring to the ongoing wildfires that broke out in Los Angeles on Jan. 7. Getty Images for Sean Combs
While the audience often erupted in laughter over Chappelle’s jokes about Combs, the allegations remain serious. Diddy is facing multiple charges, including sex trafficking, racketeering and prostitution, to which he has pleaded not guilty. Patrick McMullan via Getty Images

While he has repeatedly denied any wrongdoing, Combs has been denied bail despite multiple requests for release from Brooklyn’s notorious Metropolitan Detention Center.

Combs’ trial begins in May.

If convicted, the father of seven — who is also facing dozens of lawsuits alleging similar behavior — could spend the rest of his life in prison.

If you or someone you know is affected by any of the issues raised in this story, call the Sexual Assault Hotline at 1-800-330-0226.

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