The Best Episodes of Chappelle's Show Season 1

Episode Rankings

1. #1 Fan Favorite
   

   8.6/10(1150 votes)

   #1 - Black White Supremacist

   S1:E11/22/2003

   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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2. 

   7.9/10(810 votes)

   #2 - Introducing Tyrone Biggums

   S1:E21/29/2003

   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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3. 

   7.5/10(717 votes)

   #3 - Love Those Breasts

   S1:E32/5/2003

   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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4. 

   7.8/10(699 votes)

   #4 - Slavery Reparations

   S1:E42/12/2003

   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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5. 

   7.7/10(671 votes)

   #5 - Great Moments in Hookup History

   S1:E52/19/2003

   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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6. 

   8.0/10(712 votes)

   #6 - The Mad Real World

   S1:E62/26/2003

   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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7. 

   7.7/10(615 votes)

   #7 - Wu-Tang Consulting Firm

   S1:E73/5/2003

   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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8. 

   7.7/10(581 votes)

   #8 - The Return of Tyrone Biggums

   S1:E83/12/2003

   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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9. 

   7.9/10(607 votes)

   #9 - Blackzilla

   S1:E93/19/2003

   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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10. 

    8.0/10(571 votes)

    #10 - Inner City Gang Wars

    S1:E103/26/2003

    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.

    Director:Unknown

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11. 

    7.6/10(545 votes)

    #11 - Fisticuffs

    S1:E114/2/2003

    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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12. 

    7.7/10(538 votes)

    #12 - Trading Spouses

    S1:E124/9/2003

    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.

    Director:Rusty Cundieff

    Writers:Dave Chappelle, Neal Brennan, Nick Kroll, Norman Lear

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    Director:Rusty Cundieff

    Writers:Dave Chappelle, Neal Brennan, Nick Kroll, Norman Lear