A case of writer's block inspires a young novelist to return home to New York City and reconnect with his engaged ex and his bohemian parents.
| Actor | Role |
|---|---|
 Shiloh FernandezFenton | Fenton |
 Ashley BensonJessie | Jessie |
 Addison TimlinLayla | Layla |
 Josh PeckJohn | John |
 Chris NothChristopher | Christopher |
 Mary-Louise ParkerAnnabel | Annabel |
 Victor CruzIrving | Irving |
 Nasser FarisAhmed | Ahmed |
 Sosie BaconHannah | Hannah |
 Antoinette KalajSimi | Simi |
| BBenja K. ThomasPam | Pam |
 Rhys CoiroThe Georgian | The Georgian |
 Chris LowellVictor | Victor |
 Al ThompsonJackson | Jackson |
 Whitney VanceAlex | Alex |
 Meredith TraversLiz | Liz |
 Alex OliverStella | Stella |
 Sean CullenJames | James |
 Craig NewmanMatty Ice | Matty Ice |
 Brock YurichWall Street | Wall Street |
| AAndres ArellanoStash | Stash |
 Norm GoldenEarl | Earl |
 Max CurninMax | Max |
| LLuca SurguladzeLuka (uncredited) | Luka (uncredited) |
| AAna ValdesParty Girl (uncredited) | Party Girl (uncredited) |
| TTristan CampbellParty Boy (uncredited) | Party Boy (uncredited) |