Nancy (Lake Bell), is done with dating. 10 times bitten, 100 times shy, she's exhausted by the circus. So when Jack (Simon Pegg) blindly mistakes her for his date, no one is more surprised than her when she does the unthinkable and just goes with it. It's going to take a night of pretending to be someone else for Nancy to finally Man Up and be her painfully honest, awesomely unconventional self... but will Jack also Man Up, and be able to get over her duplicity? Best just to let the evening unfold, roll with the consequences, and see if one crazy, unpredictable, complicated night can bring these two messy souls together.