Follows the life of Stephen Dobyns as he deals with life, women, and his move from journalism to poetry.
| Actor | Role |
|---|---|
 James FrancoLeo | Leo |
 Olivia WildeSunshine | Sunshine |
 Chloë SevignyAli | Ali |
 Logan Marshall-GreenStephen | Stephen |
 Jake McLaughlinPaul | Paul |
 Whoopi GoldbergCalliope | Calliope |
 Steven OggJoe Sr. | Joe Sr. |
 Dan HedayaNorman | Norman |
 Tim Blake NelsonBob | Bob |
 Tom LipinskiSam | Sam |
 Spencer ListGary | Gary |
 Amanda SettonAazeen | Aazeen |
 Charlotte KirkLilian | Lilian |
 Joshua BurrowAbe | Abe |
| VVince JolivetteMarty | Marty |
| FFallon GoodsonLucy | Lucy |
 Dashiell EavesBoris | Boris |
 Sebastian Hedges ThomasJosh | Josh |
 Paul Castro Jr.Jason (18 Years Old) | Jason (18 Years Old) |
 Tyler HollingerCarl | Carl |
 Maxim EsterkinJason | Jason |
 David SitlerMr. Martin | Mr. Martin |
| FFrancis BrookeDr. Mathew Rice | Dr. Mathew Rice |
 Dave E. BakerYoung Jason | Young Jason |
| MMick DempseyAke | Ake |
 Frank DealState Trooper | State Trooper |
 Zachary MoorenBellboy | Bellboy |
 Vitaliy ShtabnoySoldier with the Smokes | Soldier with the Smokes |
| AAaralyn AndersonVictrola Auction Girl | Victrola Auction Girl |
 Rikki-lee MillbankAuction Bidder | Auction Bidder |