Kevin Goodman and Michelle Korben have made it to their thirties, both single and miserable and both with personified inner voices doling out supposed advice. When they awkwardly meet at a party and decide to go on a date, they get one more chance to overcome their pasts and no longer be damaged goods.
| Actor | Role |
|---|---|
| GGreg JamesKevin Goodman | Kevin Goodman |
| LLara BakerMichelle Korben | Michelle Korben |
 Todd A. RobinsonAngel | Angel |
 Lloyd KaufmanLloyd | Lloyd |
 Michael J. ProsserDevil | Devil |
| VValory LawrenceShe-Devil | She-Devil |
| SShannon WillisShe-Angel | She-Angel |
| DDoug BaumBartender | Bartender |
| DDavid F. WalkerFlower Delivery Guy | Flower Delivery Guy |