After a shallow womanizer refuses a mysterious homeless woman's request for a kiss, he wakes up the next morning to discover he's been changed into a woman.
| Actor | Role |
|---|---|
 Jade RamseyEdna Greenleaf | Edna Greenleaf |
 Louis MandylorSteve Burns | Steve Burns |
| MMarc CrumptonEddie Greenleaf | Eddie Greenleaf |
 Charlotte Ellen PriceJess White | Jess White |
 Rachel BreitagMolly Morrison | Molly Morrison |
 Natasha BlasickAlexa | Alexa |
 Rebecca GrantNatasha | Natasha |
 Jim HanksMatt Flannery | Matt Flannery |
| DDan NierDylan | Dylan |
 Ashton SwinfordReporter | Reporter |
 Eve SigallWitch | Witch |
| OOrit MoramiVal | Val |
 Cicero Salmon IIIBarista | Barista |
 Achara KirkTrish | Trish |
| JJustin SpeckAverage Joe | Average Joe |
| TTherese CuratoloDebbie | Debbie |
| KKenneth HoPedro / Successful Guy | Pedro / Successful Guy |
| MMarco VoutsasYoung Eddie | Young Eddie |
 Hana Yuka SanoMai | Mai |
 Patricia MizenAshley | Ashley |
| JJeff BergBen | Ben |
| TTeruko NakajimaLy | Ly |
| EEric CarriganJames | James |
 Suzanne StokesGorgeous Blonde | Gorgeous Blonde |
| DDahlia TequaliDill | Dill |
| LLawanda L. YoungBlack Woman | Black Woman |
| CChuy BravoChuy | Chuy |
| PPeter VoutsasChuck | Chuck |
| NNicole PaymanEllie | Ellie |
| DDia TequaliDoh | Doh |