Simon's paid dating service is becoming profitable until Cecilia (Ashlee Simpson) rats him out to Eric. Meanwhile, when Mary threatens to leave home over her relationship with Captain Jack Smith (guest-star Grant Goodeve), who is twice her age, Eric confronts Jack who lets the news slip that he and Mary are relocating to Fort Lauderdale and Eric and Annie are at a standstill. Lastly, Kevin sets Ruthie straight on who's the adult and who's the child in this household.