Hank finds himself in jail after assaulting a mouthy police officer. Karen, still upset at Hank for his accident at the party, refuses to bail him out.

In prison, Hank is reintroduced to fellow inmate Lew Ashby, who proposes that Hank write Ashby’s long-awaited biography. When Hank refuses, Ashby bails them both out and tells Hank a story of the girl he loved and lost.

Meanwhile, Charlie gets fired after his former assistant, Dani, plays the agency president a montage of Charlie’s self-pleasuring office sessions.