A blind white supremacist named Clayton Bigsby is unaware that he is actually a black man; Nat King Cole stars in some racy videos; a training film shares tips for working at a copy shop and dealing with customers.
A person addicted to crack delivers an anti-drug speech at an elementary school; Dave has his controversial thoughts sung by a pretty white girl; the Educated Guess Line provides advice; musical guest Mos Def performs.
Dave educates a girl about the error of her ways after she curses her breasts. Outtakes from the television show Roots are seen. Unsuspecting people get Zapped. Rapper Talib Kweli performs.
Dave gives out awards to women with great New York boobs. He plays out predictions of what would happen if slavery reparations are paid. He appears on the Phil Donahue's talk show. Musical guest Busta Rhymes performs.
Dave looks back on Great Moments in Hookup History. Viewers are told to Ask a Black Dude, who doles out some words of wisdom. Chappelle's life is examined on Inside Chappelle's Show Studio. Musical guest Fat Joe performs.
The television show The Real World is reimagined with one super white guy amongst an all black cast. Words of wisdom are given on Ask a Gay Dude. Girls Gone Wild is spoofed. Real World's David Broom performs.
Dave Chappelle
Self
Charlie Murphy
Donnell Rawlings
Paul Mooney
Actor
Yasiin Bey
