A new patient in Charlie's group claims to be the Devil, and Nolan sells his soul to him to get Lacey to love him. Jennifer and Sam take an interest in their new neighbors, and Martin tries to get Charlie back to church.
Lindsay Lohan hires Charlie to be her anger management therapist on the set of a commercial, but Charlie winds up sleeping with her and gets her in trouble after the paparazzi get a hold of it.
Charlie hits on Jordan's A.A. sponsor when he discovers that she is a recovering sex addict, and Ed helps Patrick design an outfit for a full-figured woman.
Charlie asks for a second chance with the woman to whom he lost his virginity, and Lacey and Patrick try to keep up appearances when Lacey's parents pay a surprise visit.