Nesta comédia acompanhamos um grupo de seis amigos na faixa dos 30 anos. Cada um acredita que o outro possui uma vida melhor do que a sua. Will acabou de ficar solteiro e sente falta de sua ex-esposa; Jules e Lowell acabaram de ficar noivos; Kate é uma mulher de carreira bem-sucedida que não tem sorte no amor; e Andi e Bobby são um casal feliz, mas sentem falta dos dias mais divertidos de sua juventude.
When Jules meets Lowell, the man of her dreams, during a whirlwind romance and decides to get married, her friends start to examine their own love lives. Meanwhile, to prove to Will that she isn't picky and shallow, Kate lets him set her up on a blind date.
Concerned about their boring love life, Andi and Bobby try to spice things up. Meanwhile, Kate investigates Lowell's past relationships, and Will misinterprets signals from his ex.
When Will struggles to meet women on his own, Kate takes him to a bar and acts as his wingman. Meanwhile, Andi's pregnancy hormones heighten her sense of smell and her libido.
Kate accidentally sleeps with a male escort and tries to figure out how to take it back. Meanwhile, Bobby and Andi deal with an escaped rat in their attic and Will thinks Lowell has stolen his jacket.
Out to prove she's not "un-setup-able," Kate persuades Lowell to fix her up with his friend. Andi decides to get more involved in the neighborhood, but Bobby's not on board with the idea.
Will signs up for online dating and challenges Kate to see who can find a better mate. Andi goes to extremes to get Charlie into a posh preschool, and Jules fills in as Kate's assistant.
Will pretends to be Kate's date at a wedding, but is having a case of beer goggles. Andi and Bobby are excited to spend their first night away from their son, but things don't go as planned. Jules & Lowell wonder if marriage kills romance.