Chappelle's Show: Season 2

The second season of Chappelle's Show sealed it as one of the most influential sketch shows in TV history. Dave Chappelle's portrayals of Rick James and Prince in "Charlie Murphy's True Hollywood Stories," parodies of Lil' Jon and Samuel L. Jackson, and sketches like "When Keeping It Real Goes Wrong," "The Time Haters," and a skit starring an against-type Wayne Brady made Chappelle's Show the stuff of legend.

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