An examination of the romantic life of a young man in New York City and his sometimes fleeting, sometimes profound experiences with the women he encounters.
| Actor | Role |
|---|---|
 Shiloh FernandezJames | James |
 Ella Rae PeckKatie | Katie |
 Christine EvangelistaNatalie | Natalie |
 Cassandra FreemanAnna | Anna |
 Helen RogersLorraine | Lorraine |
 Stella MaeveLily | Lily |
 Natalia DyerMarie | Marie |
 Addison TimlinRapunzel | Rapunzel |
 Nicholas TucciDirector | Director |
 Layla KhoshnoudiSarah | Sarah |
| PPaten HughesMonica | Monica |
 Ebonée NoelSade | Sade |
 Gavin McInnesComedian | Comedian |
| BBrett DavisGrokkq | Grokkq |