Chappelle's Show

The Best Episodes of Chappelle's Show Season 2

Genre:Comedy

Every episode of Chappelle's Show Season 2 ranked from best to worst. Discover the Best Episodes of Chappelle's Show Season 2!

Dave Chappelle's singular point of view is unleashed through a combination of laidback stand-up and street-smart sketches.
Episodes
13
Avg. Rating
8.3
S1
S2
S3
S4
E1
E2
E3
8.6
8.4
8.0

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  1. 9.4/10(1.1k votes)

    #1 - True Hollywood Stories - Rick James

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    S2:E4

    Dave unveils the Love Contract and offers up the True Hollywood Story of actor Charlie Murphy, along with musical guest Ludacris.

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    Director:N/A
    Writer:N/A
  2. 9.0/10(663 votes)

    #2 - The Wayne Brady Show

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    S2:E12

    Dave quits his show at Comedy Central and is promptly replaced by comedian Wayne Brady. Dave returns as crackhead Tyrone Biggums, who appears as a guest on "Fear Factor." Dave also hangs out with Wayne Brady, who proves to be unexpectedly menacing. Also featuring music performer Talib Kweli.

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    Director:N/A
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  3. 8.8/10(658 votes)

    #3 - True Hollywood Stories - Prince

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    S2:E5

    Paul Mooney provides answers about the mysteries of life as "Negrodamus." "Charlie Murphy's True Hollywood Story" focuses on Prince, as he takes to the basketball court. Also featuring musical guest Cee-Lo.

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    Director:N/A
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  4. 8.6/10(630 votes)

    #4 - The Racial Draft

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    S2:E1

    Dave runs for office and offers a look at life in slow motion. Dave also plays Samuel L Jackson in a beer commercial, and co-commentates on the first-ever "Racial Draft."

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    Director:N/A
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  5. 8.4/10(592 votes)

    #5 - The Niggar Family

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    S2:E2

    Dave looks at what it would be like to have a black version of watermelon-smashing comedian Gallagher. Paul Mooney plays "Negrodamus" and Dave plays Calvin, who gets a job at WacArnolds. Also featuring music performer DMX.

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    Director:N/A
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  6. 8.1/10(501 votes)

    #6 - I Know Black People

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    S2:E8

    Dave hosts the game show "I Know Black People" and offers up another look at "When Keeping it Real Goes Wrong." Also featuring musical performer Erykah Badu.

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    Director:N/A
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  8. 8.1/10(468 votes)

    #7 - Oprah's Baby Daddy

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    S2:E9

    Dave thinks Oprah is pregant with his child. Dave also goes into his experience as a member of the O.J. Simpson trial jury. Also featuring musical guest Wyclef.

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  9. 8.1/10(508 votes)

    #8 - Making Da Band

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    S2:E10

    Dave takes a closer look at the P. Diddy-produced reality television show called "Making Da Band" and introduces a new children's show called "Kneehigh Park." Also featuring musical guests Snoop Dogg, and Wyclef and Q-Tip.

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  10. 8.1/10(488 votes)

    #9 - Black Bush

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    S2:E13

    Dave looks at recent world events and tries to assess the way things would have gone had President Bush been black. Dave takes a look back at the first black person in history to use a white toilet. Dave also examines a moment in the life of Lil Jon when he plays the rapper while talking to the real Lil Jon on the phone. Also featuring a musical performance by Big Boi.

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    Director:N/A
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  11. 8.0/10(528 votes)

    #10 - White People Can't Dance

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    S2:E3

    Dave Chappelle examines the age-old myth about white people's inability to dance. Dave tries out a new sleep aid. The Three Daves: A retrospective look at Dave at age 18, 24 and 30.

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    Director:N/A
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  12. 8.0/10(505 votes)

    #11 - World Series of Dice

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    S2:E7

    Dave and his friends have a mishap at the drive-thru. A look at the World Series of Dice. Also featuring musical guests Common and Kanye West.

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    Director:N/A
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  13. 7.9/10(508 votes)

    #12 - If The Internet Were Real

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    S2:E6

    Dave examines what the daily life of rapper Lil John might be like and tries to imagine how the internet would look if it was an actual place. Also featuring musical guest Anthony Hamilton.

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  14. 7.6/10(444 votes)

    #13 - Greatest Misses

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    S2:E11

    Dave introduces skits that were too crazy to make the cut, including footage of a trip to the Nelson Mandela bootcamp for teenagers. Dave also imagines what it would be like if the whole world was gay. Also featuring musical guests Kanye West and Mos Def.

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Season 2 Ratings Summary

"True Hollywood Stories - Rick James" is the best rated episode of "Chappelle's Show" season 2. It scored 9.4/10 based on 1109 votes. Directed by N/A and written by N/A, it aired on 2/11/2004. This episode is rated 0.4 points higher than the second-best, "The Wayne Brady Show".