Jimmy goes out of town for a Romance/Erotica fiction convention while Gretchen throws a divorce party for Lindsay, leading to an unintended deepening of Gretchen’s relationship with Boone. Meanwhile, Edgar’s friend Max encourages him to overspend on party planning.

Jimmy and Gretchen adjust to life after saying I love you. Edgar and Dorothy have sexual problems. Lindsay and Paul start a new hobby.

Vernon and Paul take a road trip.

Everyone comes together to break some big news to Jimmy.

Gretchen helps Jimmy process a tragedy. Lindsay decides she wants to be a good mom.

Jimmy builds a tree house. Gretchen accompanies Lindsay during a potentially emotional event. Edgar's professional life flourishes to Dorothy's dismay.

Gretchen starts therapy; Jimmy's confidence wavers; Lindsay neglects a bedridden Paul.

Gretchen parents her friends with mixed results. Jimmy does Vernon’s podcast. Edgar embarks on an alternative therapy. Lindsay pushes Paul too far.

Paul, Vernon, and Becca air their dirty laundry on a weekend getaway.

Jimmy challenges Gretchen to tackle some of the responsibilities that come with being an adult.

Jimmy spends the day with an eccentric author on a day-long job interview. Gretchen deals with a work crisis. Edgar discovers the magic of improv comedy. And Lindsay gets served with divorce papers.

Jimmy and Gretchen tell the story of their love to a prospective wedding planner.

Jimmy’s trashy family comes to visit from England, much to Jimmy’s dismay. In the throes of her depression, Gretchen struggles to help Jimmy entertain them. Lindsay fills in for Gretchen at work. Edgar bonds with Jimmy’s little sister.

The gang embark on a very special Sunday Funday.

Jimmy attempts to prove that, despite being on the verge of becoming a married man, he has not lost his edge. Edgar and Lindsay attempt to go on a real date.

Jimmy attempts to take Gretchen on a date.

Gretchen makes an attempt to reconnect with her old group of friends by throwing herself a housewarming party. Jimmy does his best to affirm his belief that friends are for babies. Edgar continues his pursuit of Lindsay, and Lindsay meets her estranged husband’s new girlfriend.

Jimmy questions his ability as a writer but finally zeroes in on his next project. Meanwhile, Gretchen and Lindsay discover all they do is talk about men and set out to change the status-quo. Edgar gets close to his improv teacher, Dorothy.

Jimmy discovers Gretchen's been sneaking out of the house at night and suspects she's having an affair. Lindsay's life spirals as she discovers she doesn't know how to live on her own. Edgar takes Dorothy out on a date.

At a wedding together for the first time since the day they met, Jimmy and Gretchen's tensions come to a head. Edgar's relationship is jeopardized by his newfound success. Lindsay is forced to come clean to Paul.

Gretchen’s anxiety comes to the surface at a major event she’s organized for her new client.

Gretchen makes Jimmy come over to her disaster of an apartment.

Jimmy opens up emotionally, which completely freaks Gretchen out.

Gretchen, realizing she doesn’t really have any adult belongings, takes the gang on a trip to the mall. Jimmy uses this opportunity to gain some writing inspiration. Meanwhile, a newly single Lindsay recruits a hesitant Edgar to help her pick up guys.

Jimmy and Gretchen find themselves falling for each other despite their better judgment.