At 23 years old, Jimmy Chance is going nowhere in life. He skims pools for a living, parties every night and still lives at home with his family, including his parents and his cousin, Mike.
Jimmy's life takes a drastic turn when a chance romantic encounter with Lucy goes awry once he discovers she is a wanted felon. Months later, when Jimmy pays a visit to the local prison, he discovers Lucy gave birth to their baby, who he is now charged with raising.
Virginia's father Arnold returns to Natesville seeking help in planning his upcoming wedding. But Arnold surprises everyone when he reveals that the wedding Virginia has planned is really for her and Burt – the dream wedding they never got to have as teen parents.
Jimmy and Sabrina get a surprise when they learn that Sabrina's late grandmother has left them the family maid, who has a lifetime contract with the family. Meanwhile, Virginia gets a promotion at work that allows Burt to retire and pursue his passion – even if he doesn't know what his passion is.
When Virginia and Burt realize they are suffering from "empty nest syndrome", Sabrina suggests they adopt a dog. But when they are turned down by the pound, they are given a trial period as dog owners with Michael, who ends up overstaying his welcome at the Chance’s home. Meanwhile, Jimmy tries to prove to Sabrina that he’s still a ladies man, even when he doesn't have Hope with him to attract women.
Virginia stops believing in magical things, but second-guesses herself when a ghost appears in the house. When Burt discovers that Jim Hughes has secretly been living in their house's bomb shelter, he and Jim play along with Virginia's antics in order to make her believe in the paranormal again. Meanwhile, Burt and Virginia learn some news about Jim that scares them straight.
Virginia's boss Louise begins grooming her for the role of regional sales manager. But when Virginia sees what her boss' job is really like, she has second thoughts. Meanwhile, Jimmy and Sabrina are worried about Hope's lack of compassion when she feels no sadness over the death of her pet fish, and Burt and Virginia perform at the Natesville Telethon.
