Divine Comedy: 25 Best Stand-Up Specials and Movies

From classic HBO specials to arena-comic concert flicks, these bits continue to crack us up

Load Previous

6. 'Dave Chappelle: Killin’ Them Softly' (2000)

Chappelle's special, taped in the comic’s hometown of Washington, D.C. four years before Chappelle's Show broke big, delivers everything we know now as the comedian's trademarks: shaggy-dog tales with increasingly absurd details and quick reversals; loose-limbed and playful bits that even inspired the comedian to giggle fits; blistering commentary on race couched in seemingly offhanded storytelling. Weed-dealing three-year-olds and Sesame Street pimps aside, the comic's routines about police brutality are even more painfully prescient today than they were in 2000. Whatever the matter at hand, like the man who inspired the Roberta Flack tune, Chappelle forces nothing. "Me and Chris [Rock] were joking about how Dave was just so much better than us — the thought process behind his jokes," our cover star Kevin Hart told GQ. "How he makes it look effortless… He's in a different realm. He's out of this world, man. Ridiculous." ML

Back to Top