When Sam learns his mother cannot afford to send him to another school after he is kicked out, he and his friends start their own escort service for mature women to pay for his tuition.
| Actor | Role |
|---|---|
 Denise RichardsJudy | Judy |
 Sarah HylandCourtney | Courtney |
 Jim BelushiDan Fox | Dan Fox |
 Kyle GallnerSam | Sam |
 Kathryn MorrisAlison | Alison |
 Rebecca MaderMary | Mary |
 Maeve QuinlanKitty Lowell | Kitty Lowell |
 Rebekah ChaneySophia | Sophia |
 Mary Alice HaneyYoga Friend | Yoga Friend |
 Kris WheelerTom | Tom |
 Ryan PinkstonJimmy Rissoli | Jimmy Rissoli |
 Jay Brian WinnickSam's Professor | Sam's Professor |
 Christian E. MurphyTeddy | Teddy |
 Cary AlexanderChuck | Chuck |
 Richard RobichauxBartender | Bartender |
 Steven Christopher ParkerPatrick | Patrick |
 Robert BelushiShawn Fox | Shawn Fox |
 Rome ShadanlooAngie | Angie |
 Catalina RodriguezDominica | Dominica |
 Rick GiffordMary's Husband | Mary's Husband |
| MMaia SwiftSexy Wife in Elevator | Sexy Wife in Elevator |
| KKeyonna PattersonYoung Wife on Bed Being Recorded | Young Wife on Bed Being Recorded |