9. Bulworth (1998)
Director: Warren Beatty
Stars: Warren Beatty, Halle Berry, Oliver Platt, Don Cheadle, Paul Sorvino, Jack Warden, Isaiah Washington, Sean Astin, Christine Baranski
What happens when a middle-aged white politician picks up the mic and starts rapping about the ills of society? The most embarrassing and racially insensitive two hours ever committed to celluloid, that's what. We don't care if Warren Beatty did run through 12,000 chicks, he's still banned from the Complex Hall of Fame.