Chappelle’s Show
Dave Chappelle and Neal Brennan created one of the most jaw-dropping sketch shows of all, one that Comedy Central executives eventually admitted they didn’t understand, as Brennan recently said on the Joe Rogan podcast.
Blind racist Clayton Bigsby — who doesn’t know he’s Black — is maybe the perfect Chappelle’s Show creation: provocative, absurd, but mostly just hysterically funny.
Favorite line: Come on, of course it’s “I’m Rick James, b—-.”