- S1.E1 ∙ Popcopy & Clayton Bigsby
- S1.E2 ∙ Tyrone Biggums At School & Wrap It Up Box
- S1.E3 ∙ Zapped & It's A Wonderful Chest
- S1.E4 ∙ Reparations & NY Boobs
- S1.E5 ∙ Great Moments In Hookup History & Ask A Black Dude
- S1.E6 ∙ Mad Real World & Ask A Gay Dude
- S1.E7 ∙ Real Movies & Wu-Tang Financial
- S1.E8 ∙ Tyrone Biggums's Intervention & Racist Hollywood Animals
- S1.E9 ∙ Blackzilla & Playa Haters' Ball
- S1.E10 ∙ Piss On You & The World's Greatest Wars
- S1.E11 ∙ Make-A-Wish & Fisticuff
- S1.E12 ∙ O'Dweeds & Trading Spouses
- S1.E13 ∙ The Best of Chappelle's Show: Volume 1 Mixtape
- S1.E14 ∙ The Best of Chappelle's Show: Volume 2 Mixtape
- S2.E1 ∙ Samuel Jackson Beer & Racial Draft
- S2.E2 ∙ Negrodamus & The Niggar Family
- S2.E3 ∙ White People Can't Dance & The Three Daves
- S2.E4 ∙ The Love Contract & True Hollywood Stories: Rick James
- S2.E5 ∙ True Hollywood Stories: Prince & Red Balls Energy Drink
- S2.E6 ∙ The Internet & Moment In The Life Of Lil Jon
- S2.E7 ∙ World Series Of Dice & Mooney On Movies
- S2.E8 ∙ I Know Black People & Keeping It Real Goes Wrong
- S2.E9 ∙ Oprah's Baby Daddy & Jury Duty
- S2.E10 ∙ Kneehigh Park & Making Da Band
- S2.E11 ∙ Mandela Boot Camp & The Time Haters
- S2.E12 ∙ Wayne Brady & Tyrone Biggums's Fear Factor
- S2.E13 ∙ Lil Jon On Lil Jon & Black Bush
- S2.E14 ∙ The Best of Chappelle's Show: Season 2, Volume 1
- S2.E15 ∙ Music Jump-Off
- S2.E16 ∙ The Best of Chappelle's Show: Season 2, Volume 2 (except Rick James)
Chappelle's Show (2003)
Comedian Dave Chappelle hosts this sketch-comedy show that parodies many of the nuances of race and culture.
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