Workaholic Kevin (Adam Pally) goes home with the beautiful train-wreck Madeline (Rosa Salazar) for a drunken one night stand, but he's horrified to discover she's actually his boss' jilted ex-mistress. After she takes a bottle of sleeping pills, Kevin is forced to keep her awake all night. As Madeline and Kevin banter through the night, they begin to fall for each other.