Dave plays Clayton Bigsby, a white supremacist, then unveils racy videos starring an iconic singer.
Dave plays Tyrone Biggums, a crack addict who visits an elementary school to deliver an anti-drug speech to the kids.
Dave shares outtakes from a fictitious version of "Roots," shows a woman the error of her ways, and airs clips from his hidden camera prank show.
Dave awards ribbons to women in New York and envisions the changes that reparations for slavery would create.
Dave reflects on "great moments in hookup history" and sees his mythical movie career celebrated on "Inside Chappelle's Show Studio."
Dave imagines the movie he'd write about himself and what a season of "The Real World" would look like with an almost all-Black cast.
Dave takes a realistic look at the films "Pretty Woman" and "The Matrix," and introduces Wu-Tang Clan's new financial consulting firm.
Dave uncovers racism among Hollywood's animal stars such as Flipper and Mr. Ed. Tyrone Biggums returns when his friends stage an intervention.
Dave takes Japan by storm in the sci-fi adventure "Blackzilla," stars in his own video game and attends the Player Haters' Ball.
Dave presents the History Channel's coverage of a gang war from the 1980s and contemplates a real version of the movie "Deep Impact."
Dave buys a camera that allows him to see people's inner thoughts and freaks out when a kid beats him at video games.
Dave shows what happens when couples try trading spouses for a month and introduces a family-friendly brand of marijuana.
Dave debuts Samuel Jackson Beer, shows how life looks better in slow motion and covers the latest picks in the "Racial Draft."
Dave shows what it's really like to work in fast food and introduces a white family to see if the N-word offends when used in a different context.
Dave explores the myth that white people can't dance and charts his emotional growth at the ages of 18, 24 and 30. Musical guests include John Mayer.
Dave presents the first of Charlie Murphy's "True Hollywood Stories," this one spotlighting Charlie's encounters with Rick James.
Tyrone Biggums promotes an energy drink. Charlie Murphy's "True Hollywood Stories" stars Prince. Paul Mooney's mystic answers life's questions.
Dave broadcasts the World Series of Dice and spends another moment in the life of Lil' Jon. Musical guests include Kanye West.
Dave hosts his new game show called "I Know Black People." Also on tap is another installment of "When Keeping It Real Goes Wrong."
Dave envisions life as the father of Oprah's baby and imagines being in the jury pool for several high-profile celebrity trials.
Dave premieres his new puppet show, "Kneehigh Park," and takes a closer look at MTV's hit series "Making the Band." Snoop Dogg is the musical guest.
Dave looks at the show's most spectacular failures, including skits depicting Nelson Mandela's boot camp for teens and a world in which everyone is gay.
When Dave quits "Chappelle's Show," Comedy Central executives replace him with amiable entertainer Wayne Brady, who takes Dave on a menacing ride.
Dave looks back at the first Black person to use a white toilet and ponders how some events might have played out if President George W. Bush were Black.