Friends with Better Lives

Will reveals to his friends – the happily married Bobby and Andi, still-single Kate, and sexy couple Jules and Lowell – that he and his wife (Smith Cho) have finalized their divorce. Soon after, Jules and Lowell announce their engagement, which upsets Kate. Kate's friends then try to get her to be less picky when it comes to men.

Kate helps Will move on from his ex by taking him to a singles bar. It is quickly apparent that Will has "no game", as the only woman interested in him turns out to actually be seeking a threesome with him and Kate. Meanwhile, Andi's second pregnancy has progressed to the overly-amorous stage, which exhausts Bobby.

Bobby reluctantly accepts the overly-competitive Lowell as his tennis partner for an upcoming tournament. The two are in line to win when two senior members of Bobby's office (Stephen Tobolowsky and George Wyner) blackmail him into throwing the championship match. Meanwhile, to prove to his friends he is not so conservative, Will is talked into texting a photo of his private parts to a girl he has only dated once.

Kate sleeps with Randy (Nick Zano), a man she thinks is her blind date, but he turns out to be a male prostitute. Meanwhile, Bobby and Will try to get rid of a rat that they discover in the house.

Trying to prove they can drink like Lowell, Bobby and Will go out on the town with him, only to wake up the next morning to the realization that they stole police bicycles sometime during the night. Kate gets upset when a cashier (Jonathan Slavin) gives Jules special treatment, while Andi is upset to discover that Bobby has a former Playboy Playmate of the Year for a client.

Kate thinks she's found the perfect guy, but freaks out after he announces he has a daughter. The daughter turns out to be 23 and she and Kate get along great, until Will starts to date the daughter. Meanwhile, Andi thinks a male parent (Kyle Howard) at her child-rearing class is hitting on her, while the gang finds a sex video from Bobby and Andi's honeymoon.

Kate sleeps with Will's trainer, Zac (Hayes MacArthur), and later complains to the gang that the sex was awful. She breaks up with Zac via text, causing the mopey Zac to refuse to train Will. Will gives Zac some tips and begs Kate to give him one more chance. Following a night of great sex, Kate is horrified to learn that Will taught Zac all the moves he used. Bobby and Andi look for a nanny to reduce the amount of time that Andi's smothering mother is in the house watching Charlie. Elsewhere, Lowell pleads with Jules to wear his great-grandmother's awful-looking gown at their wedding.

The gang attends the wedding of Kate's friend and former sorority sister, and Kate asks Will to pretend to be her boyfriend so she can tell her college friends she is dating a doctor. Kate soon meets a handsome single guy (Mark Feuerstein) at the reception and dumps Will, leaving him to deal with an older woman he had slept with while drunk only a few days before. Meanwhile, Lowell surprises Jules with a trip to India, but she gets mad because they are supposed to be saving money for their wedding. The two ponder whether or not they should get married, as they appear to think so differently. Andi's water breaks at the reception, and the gang joins her and Bobby at the hospital after Andi gives birth to the couple's daughter. Upon seeing the newborn, Lowell proclaims how much he still wants to marry Jules.