Culled from the real life experiences of its star/co-writer/producer Stephanie Bennett, and starring some of her real life ex-lovers, this is the story of Samantha (Bennett), a twenty-something Los Angeles schoolteacher, searching for excitement and an elusive happiness.
| Actor | Role |
|---|---|
 Stephanie BennettSamantha | Samantha |
 Billy Ray GallionBilly | Billy |
| LLaura KatzEve | Eve |
| SSean Michael AllenBobby | Bobby |
 James FrancoApartment Guy #3 | Apartment Guy #3 |