The 11 Best Comedian-Musicians

From Russell Brand and Jimmy Fallon to Margaret Cho, this crowd is adept at both joking and singing on stage

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Jack Black

Jack Black has made a living playing wanna-be rockers who routinely burst into song, from his breakout role as a record store employee in 2000's High Fidelity to his out-of-work-rocker-turned-substitute-teacher in School of Rock. Black even upgraded to play real-deal Paul McCartney in 2007's Walk Hard. But it's been his comedy-rock band Tenacious D that has allowed Black to live out his rockstar fantasies. Formed in 1994 with friend Kyle Gass, who taught Black to play the guitar, the duo have put out two albums and a movie, 2006's Tenacious D and the Pick of Destiny, all while worshipping their metal heroes (Ronnie Dio) and giving new meaning to sex, drugs and rock & roll.

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