Josh's mission to have his first successful one night stand is derailed when his date, Lily, bonds with his parents the following morning. Also, Andrew is surprised to learn that Eve intended for him to be a one night stand.

Judy forces Josh to choose between her and his new best friend, Luke, when she finds out his pal is the upstairs neighbor she claims caused water damage. Also, Andrew asks Nick the doorman to help him assemble Wyatt's new playpen.

Josh begs to join Andrew and Harry's monthly racquetball game. Eve and Judy begrudgingly spend their free evening together.

Josh is caught in a bind after his refusal to give Judy a new spare key to his apartment; Eve tries to avoid being cropped out of the family holiday card.

Harry and Judy shower Andrew with attention after he lands a local television gig as a medical correspondent, with help from Josh. Also, when Eve grows frustrated by the lack of boundaries between her in-laws and Andrew, she tries to turn their attention back to Josh.

Eve and Josh vie for the attention of Wyatt's perfect new nanny, Sara, until Josh realizes she is better with babies than adults. Also, after Andrew gets Harry and Judy a new TV, they both remember why they prefer to watch in separate rooms

Josh asks Nick to retrieve Nana Roberts from her nursing home for the family’s Thanksgiving gathering, but when Nick arrives with the wrong nana, the family is forced to deal with a stranger who antagonizes everyone. Also, Judy begins to realize her own critical tendencies, and Andrew prepares for a sexy calendar photoshoot.

After Harry gets sick, Josh accompanies Judy on a pre-planned anniversary spa getaway where everyone believes the two are a couple. While there, Josh alternates between “dates” with his mother and Natalie, a woman he meets at the spa

After learning that Josh and Eve don't want their gifted burial plots, Harry and Judy try to find a compatible couple to spend eternity with; Josh hooks up with Nick's sister.

Josh is horrified when the director of his new film hires his parents as background actors in his most important scene; Nick tries to teach Andrew how to dance.

Josh and Nick coach their friend Luke on how to amicably break up with his girlfriend; Judy and Harry invite their rivals over to play bridge; Andrew and Eve celebrate their anniversary with their own gift-giving tradition.

After Josh hits it off with Lauren, Judy's friend Myra's daughter, they have an epiphany about the nature of their meeting, and it all circles back to their mothers' meddling. Also, Eve and Andrew are weary of letting Harry babysit Wyatt, so they rope in Nick to babysit both of them.

After Harry scales back to a four-day work week, Josh suggests he take acting class on Fridays to avoid spending the day together; Josh is frustrated by Harry's refusal to break character at home; Judy is called back to her doctor for another test.

Judy is determined to help Josh win back the attention of Patty, his former stalker, when his feelings are hurt that she is now fixated on an up-and-coming actor. Also, Andrew and Eve try to connect intellectually over reading the same book.

While digesting the dirty laundry that's aired in Josh's ex-wife's tell-all book about their family, the Roberts are flabbergasted to learn that Josh is considering reconciling with her.