Huey and Riley try to convince Grandad that his new girlfriend Cristal (like the champagne) is actually a prostitute. Of course, Grandad doesn't believe them, even when she spends all his money. But when A Pimp Named Slickback shows up, the truth is revealed.

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.

Granddad worries about Riley's sexuality when he notices that he begins to dress and act like "in-the-closet" rapper, Gangstalicious.