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The 11 Best Chappelle"s Show Skits of All-Time

8. LOST EPISODE OF FEAR FACTOR

SEASON 2, EPISODE 12

"Tyrone the Crackhead" becomes a contestant on Fear Factor and real-life host Joe Rogan appears in a cameo that almost makes him seem funny. Is it wrong for white folks to laugh at a caricature of a black drug addict? We're not sure, but to Chappelle' credit, it' impossible not to.
HIGHLIGHT: Chappelle' insistence on calling the host by his full name whenever addressing him as when he says, "I'm gonna tell you something about me, Joe Rogan, that you might not know. I smoke rocks."
CATCHPHRASES OVERUSED BY WHITE PEOPLE: Ummm, yeah it' pretty much that last one. Fortunately, most of our editors are three-hundred pound black men so we're allowed to quote Chappelle' Show with impunity.

7. BLACK GEORGE BUSH

SEASON 2, EPISODE 13

In the "Black Bush" sketch, Chappelle assumes the role of, well, a black President Bush. There' also a black Tony Blair (Jamie Foxx!) and a black head of the CIA (Mos Def!) to boot. Mixed with actual TV footage, the mock-leaders give frank answers to reporters' hard-hitting questions. Hearing Chappelle' blunt interpretation of Bush' logic, and not the race jokes, is what makes this skit fly. For instance"
HIGHLIGHTS: [To the U.N.] "If you have a problem with that, you know what you should do? You should sanction me. Sanction me with your army. Oh, wait a minute, you don't have an army. I guess that means you need to shut the fuck up."
CATCHPHRASES OVERUSED BY WHITE PEOPLE: The part where Chappelle says Saddam, "very possibly has weapons of mass destruction." We heard this one white guy quote that line on TV once and it was one time too many.

6. THE BLACK KLAN LEADER

SEASON 1, EPISODE 1

The sketch that set the tone for the entire series came early-like first episode early. Chappelle showed in his premiere that he wasn't afraid of race-or racism-when he played the world' only black white supremacist, a blind man named Clayton Bigsby.
HIGHTLIGHT: After Bigsby finds out that he' actually black, he leaves his wife for being n*gger-lover.
CATCHPHRASES OVERUSED BY WHITE PEOPLE: Actually, we're pretty certain no white people were stupid enough to use the phrases from this sketch.
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