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The Best Episodes of Chappelle's Show Season 1

Every episode of Chappelle's Show Season 1 ranked from best to worst. Discover the Best Episodes of Chappelle's Show Season 1!

Binge this in 4h 24m•Peaking at 8.6/10

Dave Chappelle's singular point of view is unleashed through a combination of laidback stand-up and street-smart sketches.

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Episode Rankings

  1. #1 Fan Favorite
    Chappelle's Show Season 1 Episode 1 - Black White Supremacist
    8.6/10(1173 votes)

    S1:E1

    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.

    Director:Unknown
    Writer:Unknown

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  2. Chappelle's Show Season 1 Episode 6 - The Mad Real World
    8.0/10(708 votes)

    S1:E6

    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.

    Director:Unknown
    Writer:Unknown

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  3. Chappelle's Show Season 1 Episode 10 - Inner City Gang Wars
    8.0/10(561 votes)

    S1:E10

    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.

    Director:Unknown
    Writer:Unknown

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  4. Chappelle's Show Season 1 Episode 2 - Introducing Tyrone Biggums
    7.9/10(818 votes)

    S1:E2

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

    Director:Unknown
    Writer:Unknown

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  5. Chappelle's Show Season 1 Episode 9 - Blackzilla
    7.9/10(596 votes)

    S1:E9

    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.

    Director:Unknown
    Writer:Unknown

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  6. Chappelle's Show Season 1 Episode 4 - Slavery Reparations
    7.8/10(694 votes)

    S1:E4

    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.

    Director:Unknown
    Writer:Unknown

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  7. Chappelle's Show Season 1 Episode 5 - Great Moments in Hookup History
    7.7/10(663 votes)

    S1:E5

    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."

    Director:Unknown
    Writer:Unknown

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  8. Chappelle's Show Season 1 Episode 7 - Wu-Tang Consulting Firm
    7.7/10(607 votes)

    S1:E7

    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.

    Director:Unknown
    Writer:Unknown

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  9. Chappelle's Show Season 1 Episode 8 - The Return of Tyrone Biggums
    7.7/10(569 votes)

    S1:E8

    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.

    Director:Unknown
    Writer:Unknown

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  10. Chappelle's Show Season 1 Episode 12 - Trading Spouses
    7.7/10(529 votes)

    S1:E12

    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.

    Director:Rusty Cundieff
    Writers:Nick Kroll, Neal Brennan, Dave Chappelle, Norman Lear

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  11. Chappelle's Show Season 1 Episode 11 - Fisticuffs
    7.6/10(536 votes)

    S1:E11

    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.

    Director:Unknown
    Writer:Unknown

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  12. Chappelle's Show Season 1 Episode 3 - Love Those Breasts
    7.5/10(714 votes)

    S1:E3

    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.

    Director:Unknown
    Writer:Unknown

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Season 1 Ratings Summary

"Black White Supremacist" is the best rated episode of "Chappelle's Show" season 1. It scored 8.6/10 based on 1173 votes. Directed by Unknown and written by Unknown, it aired on 1/22/2003. This episode is rated 0.6 points higher than the second-best, "The Mad Real World".