Dave Chappelle once walked away from a reported $50 million deal while publicly describing the entertainment industry as a ...

When it comes to his family, Dave Chappelle is notoriously private. The comedian and his wife, Elaine, first met while he was still trying to get his comedy career off the ground in New York City in ...

Add Yahoo as a preferred source to see more of our stories on Google. Dave Chappelle spent years making trans people the butt of his jokes, then watched Republicans use those jokes as campaign ...

*Comedian Dave Chappelle didn’t hold back during a recent appearance on Michelle Obama’s podcast, “IMO,” released on May 6, 2026. Sitting down with the former first lady and her brother, Craig ...

Dave Chappelle did a “fake” “Saturday Night Live” monologue during the show’s dress rehearsal, sources said, and then switched his material for the live show. A source told Page Six: “Dave does a fake ...

Reps. Lauren Boebert (R-Colo.) and Anna Paulina Luna (R-Fla.) spotted comedian Dave Chappelle wandering the halls of Congress Thursday, and he obliged the starstruck lawmakers with a selfie. Just ...

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 ...

On "SNL" this weekend, Dave Chapelle made light of Kanye West and Kyrie Irving's recent clashes with the Jewish community -- but neither incident was funny. NBC Dave Chappelle had the “SNL” audience — ...

Dave Chappelle marked his third time as host on Saturday Night Live over the weekend, while Black Star performed for the first time ever on the comedy sketch series Dave Chappelle returned to Saturday ...