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The Boondocks Season 2 Episode 2
While on a date with Tom Dubois, Sarah Dubois meets the singing sensation, Usher. Sarah starts being obsessed with Usher, and Tom begins to think Sarah is cheating on him. Sarah kicks Tom out of the house and Tom moves in with the Freemans. A pimp Named Slick Back returns in this episode to try to help Tom get Sarah back.
Episode Title: Tom, Sarah and Usher
Air Date: 2007-10-15