Marnie micromanages her upstate wedding to Desi while trying to maintain the facade of the breezy bride. Fran, Hannah's date, is banished to the boys' den where he has an awkward moment with Adam. A dejected Ray steps in to help Desi with his wedding-day jitters.
An erratic roommate leads Fran to move in with Hannah. Hannah gets an urgent call from her dad, who is trying to navigate a new type of dating. After a run-in at an AA meeting, Adam and Jessa spend time together. Ray fears the new cafe is hurting his business.
Thriving at her new job in Japan, Shoshanna finds herself flirting with her boss, but reminds her work friends that she has a 'kind of' boyfriend back in America. Hannah makes a shocking discovery on Fran's phone and struggles with how to react.
Hannah and Fran disagree about their respective teaching methods. Marnie fumes over Desi's decision to launch a major construction project in their studio. Jessa pushes Hannah away over an awkward rice-pudding meet up. Elijah gets closer with Dill Harcourt.
Hannah and her mother embark on a female-empowerment retreat, where Loreen hopes for clarity on her situation with Tad, and Hannah relishes some time away from Fran. In Tokyo, Shoshanna enjoys her budding romance with Yoshi, and gets a surprise visitor from the U.S.
Needing space after a fight with Desi, Marnie goes for a walk and has an unexpected run-in with someone from her past.
Hannah gets reprimanded by the school principal and her response tactic infuriates Fran. At Adam's play, a nervous Jessa frets about seeing Hannah after their fight. Elijah attends a swanky party at Dill's apartment where he gets the impression he might be one of many.
Stranded after her summer road trip with Fran is cut short, Hannah is rescued by Ray. Adam stops by Laird's place and stays to help with the baby. Back from Japan, Shoshanna gets a wakeup call. Marnie is given parameters for her relationship with Desi.
After giving Principal Toby some unexpected news, Hannah runs into her old friend-slash-nemesis Tally. Marnie has an unsettling dream. Seeing business is suffering at Ray's, Shoshanna offers to help. Elijah makes his pitch to Dill about having an exclusive relationship.
Elijah and Loreen help Hannah with her plan to participate in The Moth Story Slam. Marnie prepares to go on tour with Desi. Shoshanna's plan for an "anti-hipster" Ray's takes off. After helping take care of the baby, Jessa and Adam have an epic fight.