| Steve Carell | Andy Stitzer |
| Catherine Keener | Trish |
| Paul Rudd | David |
| Romany Malco | Jay |
| Seth Rogen | Cal |
| Elizabeth Banks | Beth |
| Leslie Mann | Nicky |
| Jane Lynch | Paula |
| Shelley Malil | Haziz |
| Loren Berman | Teenage Boy No. 2 |
| Kat Dennings | Marla |
| Marika Dominczyk | Bernadette |
| Penny Drake | Beautiful Redhead |
| Chelsea Smith | Julia |
Three dysfunctional co-workers embark on a mission to help their newfound friend lose his sexual innocence.
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