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The Boondocks: 3x9

A Date with the Booty Warrior

Having conquered his fear of prison rape, Tom volunteers to lead Huey, Riley, and some classmates on a trip to jail as part of a Scared Stiff program. But when a riot breaks out, Tom has to get the kids, and his delicate backside, out of jail in one piece.

The Boondocks Season 3 Episode 9
Jun. 27, 2010