Jules Wiley has been totally absorbed by her relationship for the last five years. When her boyfriend dumps her unexpectedly, Jules has to come to terms with the fact that she's let her female friendships fall apart, and plan a girls night out in an attempt to win them back.
Jules goes to her girlfriends for advice about moving out of her ex's place, but finds navigating which friend's advice to take an even more complicated problem.
Jules struggles to understand the rules of keeping secrets among friends, which causes a problem for Madison at work. Stella tries to teach Izzy to be more mysterious.
The girls wrestle with their personal "brands" as Jules and Stella take on being the "boring one" and the "fun one". Madison, the "bossy one," helps Izzy "the crazy one," shed her fake identity.
Jules pretends to be over her breakup with Jeremy at his sister's bachelorette party. Madison exaggerates the maturity level of her friends to impress her older boyfriend with a formal dinner party.
The girls fear a potential major earthquake hitting Los Angeles, while Jules fears a different "Big One": running into your EX with a new girl. Stella rebels against Madison's need to control her friends' lives during an outing to SantaCon.
The girls navigate sex and dating in an age when monogamy shaming is the new slut shaming. Jules gets a rebound, Stella elicits Izzy's help in breaking up with a guy, and Madison yearns to define her relationship with Colin.
Jules attends Woöm's company retreat, hosted by a professional spiritual leader. Stella hears back from business school. Jules learns upsetting news that will impact Madison's relationship and the future of their friendship.
On the heels of Madison and Jules's blow up, all four girls end up in Mexico for a wedding weekend gone wrong: secrets are revealed, hallucinogenic drugs are taken, and Jules' commitment to her girlfriends faces the ultimate test.