Andy and Adriana start planning for a future worthy of a first family. Louis preps for the "Funniest Celebrity in Washington" contest, while his opponent, Penn Jillette, preps for their senate race. Back at the house, the Watt brothers find a new way to taunt Gil John.

Gil John tries to right things after the Watts brothers "Swift Boat" his former player. Julie shocks Louis and Louise by announcing she's pregnant from an anonymous donor, while Adriana confronts Marta the housekeeper about Andy. Louis tries to debate Penn Jillette, but he's no match for what the magician has up his sleeves.