A shy caretaker believes that the father of her teenage charge is falling in love with her, unaware that she is actually the victim of the girl's prank.
| Actor | Role |
|---|---|
 Kristen WiigJohanna Parry | Johanna Parry |
 Guy PearceKen | Ken |
 Hailee SteinfeldSabitha | Sabitha |
 Jennifer Jason LeighChloe | Chloe |
 Sami GayleEdith | Edith |
 Christine LahtiEileen | Eileen |
 Nick NolteMr. McCauley | Mr. McCauley |
| LLauren SwinneyMrs. Willets | Mrs. Willets |
 Jeff PopeOxygen Delivery Man | Oxygen Delivery Man |
| JJoel K. BergerStevie | Stevie |
| DDon BradyMan on Computer | Man on Computer |
 Becki DavisLibrarian | Librarian |
 Peggy Walton-WalkerMichelle's Clerk | Michelle's Clerk |
 Douglas M. GriffinShipping Clerk | Shipping Clerk |
 Tony BentleyMover | Mover |
| BBrett RoedelJason | Jason |
| BBrian RoedelJustin | Justin |
 Casey HendershotOld Man at Graduation | Old Man at Graduation |