Holly & Haskell go on a practice date. Stuart tries really hard to fit in with Phil's friend and embarrasses him in the process.

Holly's continuing crush on her co-worker Paul, makes her determined to find out how he feels about her. Meanwhile, frustrated with being the only roommate who cleans the apartment, Stuart hires a maid who begins to disrupt Haskell's life.

Holly represents Nicki in her divorce, but lets her own history with marriage get in the way. Phil tries to prove he’s not getting older by dating a much younger woman.

The gang attends a charity silent auction. Haskell wins a police ride-along. Phil wins dinner with his favorite sitcom TV Mom. Stuart and Holly are forced to share a cooking lesson with a celebrity chef.

Tired of dating drama, Holly decides to only pursue men she is not interested in. Haskell takes all of his money out of the bank.

Holly accidently convinces Stuart to quit his dental practice and buy a restaurant. Haskell, sick of paying alimony, tries to persuade his ex wife Margo to marry her fiancé.