Entertainingest Person

Jamie Kennedy

Famous for sodomizing tomatoes on the silver screen, performing poems that compare “the worst fuck ever” to “taking a shower in prison and dropping the soap,” and staging Puke for Peace demonstrations at the lip of Sproul Plaza (which, unfortunately, are exactly what you’re thinking), Jamie Kennedy has the rare gift of being both highly literate, and one of the grimiest, most excruciatingly self-deprecating people you’ll ever meet. In other words, he’s the geeky red-haired lovechild of a crack-crazed Richard Pryor and Alex from A Clockwork Orange — but a little less homicidal. Kennedy’s famed vaudevillian show, Tourettes Without Regrets, is currently in its third year at the Oakland Metro, and has been consistently selling out, with lines down the block before the doors open. Combining a slew of pranks and wacky stunts — including pig-heart free throws, dirty haiku, and phone-sex bouts — with some of the top slam performers and freestyle battles in the East Bay, Tourettes is Kennedy’s personal version of Stromboli’s Pleasure Island. This dude is one of the few local personalities with a knack for getting people to eat, drink, and throw things they normally wouldn’t. When you see him perform live, you’ll understand why.

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