Fran gets a job as a nanny for the Sheffields after being fired from her job at her fiancé's bridal store.

After losing to Fran in tennis, Maxwell goes through a midlife crisis including dressing younger and buying a flashy sports car. Fran finally makes him realize his life is great, and the two of them go for one last hurrah in the sports car.

Mr. Sheffiled calls from the limo saying he has to repair a mistake he made to Fran 6 moths ago. She's very excited thinking he might take back taking back saying he loved her, but for her misery he only wanted to pay her extra money he got from tax refund. Tired of living on high expectations, Fran decides to take some time off the house and joins C.C. on jury duty. How surprised is Fran when the case is about a woman who chopped off her boss's hair just because he told her he loved her then took it back. Fran manages to convince the jury that the woman is not guilty, and finds out later that the man married the his employee. Meanwhile, Sylvia takes over Fran's job as the nanny, and the entire family starts to feel hungry since Sylvia is an eating machine.

Fran attends her high school reunion and is surprised to see that all her old friends are getting divorced, while she's the only one getting engaged. Trying not to be affected by all the negativity, Fran discusses with Maxwell the little things of life as a couple - which side of the bed they sleep on, what to do on the weekends, and how many children they'll have. That becomes an issue because Maxwell doesn't want anymore children, while Fran does. After realizing how much motherhood means to Fran, Maxwell says they'll plan it in the future, leaving them plenty of time to practice. Meanwhile, Niles goes through depression without having Ms. Babcock around to tease on; and Gracie gets scared she'll be sent away to a boarding school after a friend tells her it happened after her dad married her stepmother.

Ms. Babcock finds Niles's proposal pathetic and laughable. Fran tries to contour the situation and teaches Niles a better way for him to start things with Ms. Babcock – call her by her first name, or take her out to a romantic dinner. During the dinner, Niles gets nervous and proposes two more times. C.C. won't let it go and keeps rubbing it into his face, until Niles is fed up and decides to quit, for he can no longer live under such humiliating circumstances. Neither Fran nor Maxwell can do anything to make him stay, and even C.C.'s promise to let it go count for nothing. Finally, Niles tells C.C. she's pathetic and lonely, and will spend the rest of her life waiting for a man that will never come, until one day she looks back and sees she wasted her entire life. Niles storms out and C.C. realizes what he said is true. She decides to move on and quit too. At night, while fighting over some dummy twins the doctor gave Fran, she and Max go to Niles's room and find him and C.C. sleeping