Lindsay's mum comes to town, shedding light on the origin of Lindsay's issues, while Jimmy attempts to get over Gretchen by hooking up with someone from his past.

Jimmy spends a day with a woman from his past and attempts to fit in with her friends while Gretchen attempts to impress Boone's ex-wife. Elsewhere, Lindsay reconnects with a former father figure.

Gretchen participates in a family tradition with Boone and his daughter while Jimmy competes on an NPR game show. Meanwhile, Lindsay's desire to help people leads her back into Paul's orbit, and Edgar attempts to deepen his friendship with Max.

Gretchen spends the day with Boone and his daughter in an attempt to distract herself from having slept with Jimmy the previous night, while Jimmy tries to prove to himself he has moved on.

Jimmy and Gretchen go for a long drive to force a conclusion on the confusing state of their relationship. Meanwhile, Edgar finds closure with Max, Lindsay finds a way to reach Becca and Vernon and Paul's problems come all at once.

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

Jimmy and Gretchen reveal that they're forgoing a traditional wedding, opting instead for a courthouse elopement.

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

Jimmy unexpectedly receives a large advance and must fend off all his friends who just want a piece of the pie.

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 makes the decision to offer Gretchen one week of no-strings-attached sex.