David Robbins, a New York executive, decides to drop everything while visiting his parents Alan and Elaine Robbins in Florida, and move into their retirement community. The move prompts Alan and Elaine to make an unexpected life decision as well.

Newly single Alan wants a relationship with no strings attached, but this philosophy might be more than he can handle. Meanwhile, David must keep a secret from his father -- Mom's back in town. Guest Star: Shelley Long

Alan becomes jealous as David develops a budding relationship with Elaine's new boyfriend, an astronaut. Guest Star: John Hurley

Elaine and Alan battle for David's affections by buying him fancy gifts. Alan learns that he loves being alone.

David becomes the community's matchmaker and reaps the financial rewards with his No. 1 escort -- his father. Guest Star: Fred Willard

In an effort to stop his mother from meddling in his dating life, David tells a lie that snowballs out of control.

All is well in David's life until his parents go head-to-head for the neighborhood board seat and take dirty politics to another level. Guest Star: Fred Willard

Alan hits Elaine with a golf cart, but puts the blame on David. Meanwhile, David takes advantage of Elaine's empty apartment and plans a romantic dinner for Jessica. Guest Stars: Peter Bonerz

Alan sets David up with some job interviews in an effort to build his confidence, but makes matters worse when David strikes out on all of them.

It's Alan and Elaine's anniversary and the newly separated couple don't know how to handle it. David decides to come clean to Jessica about his one-night stand.