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 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. Lindsay reconnects to a former father figure and Edgar, prompted by Max, buys a fancy car he can't afford.