The BEST episodes of Chappelle's Show season 1

Every episode of Chappelle's Show season 1, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Chappelle's Show season 1!

"Chappelle's Show" takes comedian Dave Chappelle's own personal joke book and brings it to life, with episodes consisting of sketches, man-on-the-street pieces, and pop culture parodies introduced by Dave in a stand-up format in front of a studio audience. Chappelle's unique point-of-view on the world provides a hilarious, defiant and sometimes dangerous look at American culture, including music, movies, television, advertising, current events, and everyday life situations.

Last Updated: 9/9/2024Network: Comedy CentralStatus: Ended
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Trading Spouses
star
8.64
419 votes

#1 - Trading Spouses

Season 1 - Episode 12 - Aired 4/9/2003

Dave delves into what would happen if couples attempted "Trading Spouses" and introduces a new family-oriented form of marijuana which contains no THC. Also featuring musical guest Blackstar.

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Introducing Tyrone Biggums
star
8.35
835 votes

#2 - Introducing Tyrone Biggums

Season 1 - Episode 2 - Aired 1/29/2003

Dave plays crack addict Tyrone Biggums, who gives a speech to an elementary school classroom. Also featuring musical guest Mos Def.

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Fisticuffs
star
8.29
397 votes

#3 - Fisticuffs

Season 1 - Episode 11 - Aired 4/2/2003

Funkmaster Flex hires a rapper, played by Dave, who keeps repeating the same non-lyrical phrases over and over again. Dave visits a kid with cancer, but takes no mercy when he plays the kid at Playstation 2. Dave also buys a camera that has the power to see people's innermost thoughts. Also featuring music performer De La Soul.

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Inner City Gang Wars
star
8.27
467 votes

#4 - Inner City Gang Wars

Season 1 - Episode 10 - Aired 3/26/2003

Dave looks at one of the world's greatest wars. He also examines R. Kelly's older videos to point out the future sex crimes that are indicated in the material. Also featuring another segment of "Ask a Black Dude" with Paul Mooney and a musical performance by GZA.

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Black White Supremacist
star
8.26
1166 votes

#5 - Black White Supremacist

Season 1 - Episode 1 - Aired 1/22/2003

Dave pokes fun at an annoying Mitsubishi car commercial. Dave appears in a video to show Popcopy copy store employees how to annoy the customers. Dave makes a case for hip-hop's degradation of women, which ruins the legacy of Nat King Cole. Learn how to order your very own home stenographer. Dave plays a blind, angry white supremacist who joins the KKK, but doesn't know he's black.

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star
8.18
556 votes

#6 - The Mad Real World

Season 1 - Episode 6 - Aired 2/26/2003

Dave envisions what "The Real World" would be like with a black cast that includes one super white man. Also featuring musical performer David Broom.

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star
8.10
488 votes

#7 - The Return of Tyrone Biggums

Season 1 - Episode 8 - Aired 3/12/2003

Dave looks at what really happened behind the scenes of the movies "Ghost" and "Half Baked." Dave goes inside the racism present among Hollywood's animal stars. Dave also returns as crackhead Tyrone Biggums, whose friends stage an intervention and take him to a rehab center. Also featuring a musical performance by Slum Village.

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Slavery Reparations
star
8.07
666 votes

#8 - Slavery Reparations

Season 1 - Episode 4 - Aired 2/12/2003

Dave gives out awards to women with great "New York Boobs" and assesses the problems that would result from offering slavery reparations. Also featuring musical guest Busta Rhymes.

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Wu-Tang Consulting Firm
star
8.07
552 votes

#9 - Wu-Tang Consulting Firm

Season 1 - Episode 7 - Aired 3/5/2003

Dave takes a look at a great moment in hook-up history and shows "Real Movies" based on "The Matrix" and a grim look at "Pretty Woman." The Wu Tang Clan advertises their new financial firm, and Paul Mooney offers up another segment of "Ask a Black Dude." A Jedi Scandal is exposed. Also featuring music performer Killer Mike.

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star
7.98
575 votes

#10 - Great Moments in Hookup History

Season 1 - Episode 5 - Aired 2/19/2003

Dave looks at "Great Moments in Hook-Up History" and is an interview guest on "Inside Chappelle's Show Studio." Paul Mooney hosts a segment of "Ask a Black Dude." Redman offers up his new "Redman Potty Fresh" toilet cleaner in a commercial, and Dave shows a commercial for "Rocka Pads."

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Blackzilla
star
7.90
472 votes

#11 - Blackzilla

Season 1 - Episode 9 - Aired 3/19/2003

Dave invades Japan in the sci-fi-themed "Blackzilla" and stars in his own video game. Dave also offers up a look at the "Player Hater's Ball." Also featuring musical performer The Roots.

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Love Those Breasts
star
7.66
681 votes

#12 - Love Those Breasts

Season 1 - Episode 3 - Aired 2/5/2003

Dave plays an angel who shows a woman, regretful of her large chest, the error of her ways in "It's a Wonderful Chest." A shopping network spoof finds QVC selling very odd and distasteful items. Dave also shares humorous outtakes from the classic miniseries "Roots." Also featuring musical performer Talib Kweli.

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