Jill starts stressing over interviews with kindergartens for her twins after she realizes she is the only mom who hasn't heard from any schools yet. Andy tells Jill his mother wants the whole family to attend an interview for a prestigious, invite-only cemetery.

Jill meets a cool mom and thinks she can actually form a friendship with her. She sets up a double date for them and their husbands at a hot Japanese eatery, but the meal leaves a bitter taste when Brooke, Lex and their friends arrive. Meanwhile, Vanessa babysits Jill's children.

Jill takes the subway to Brooklyn with Vanessa to attend their friend's backyard bash, where Jill bonds with the unassuming moms.

Jill receives a frantic call from Brooke, who's going into labor, and Jill must ultimately help her deliver her child. Meanwhile, Andy and Lex take in a technology-free afternoon, resulting in a job offer.

Jill reluctantly throws a party for Brooke to introduce her newborn daughter to everyone. Meanwhile, Candace consumes painkillers and cocktails, sending her on a hazy walk on New York's streets; Andy is overwhelmed by the excessive perks of his new job.

Jill becomes overwhelmed with her duties at home, so Brooke convinces her to hire a caretaker. Meanwhile, Jill helps Brooke plan her big benefit party.

Jill faces a decision between attending a birthday bash or a prom-theme gala. Andy reveals a secret about Lex, and Candace discloses information that could destroy the family's seemingly perfect appearance.