Narcissistic, brash, and self-destructive “Jimmy Shive-Overly,” thinks all relationships are doomed. Cynical, people-pleasing, and stubborn “Gretchen Cutler,” knows that relationships aren't for her. So when they meet at a wedding, it's only natural that the two of them go home together and, despite their better judgment, begin to find themselves falling for each other.
A different take on relationships, this intelligent comedy is about as real as it gets.
Jimmy learns that his literary novel is being marketed as erotica. While doing Vernon’s podcast, Gretchen realizes she’s been letting Jimmy off easy. When Edgar and Lindsay babysit Tallulah, Lindsay learns for the first time that she’s capable of love and Edgar tries a new technique to pick up women.
Gretchen participates in a family tradition with Boone and his daughter while Jimmy competes on an NPR game show in an attempt to regain some literary cred. 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’s moved on. Lindsay attempts to save Olivia from getting too close to the unreliable Gretchen, and Edgar trails Max to figure out why they’re no longer writing partners.