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Nancy (Lake Bell) is done with dating. 10 times bitten, 100 times shy and she is exhausted by the circus. However, when Jack (Simon Pegg) blindly mistakes her for his date, no one is more surprised than her when she does the unthinkable and just rolls with the charade. It is going to take a night of pretending to be someone else for Nancy to finally man up and be her painfully honest, unconventional self. Jack and Nancy must let the evening unfold, roll with the consequences and see if one crazy, unpredictable and complicated night can bring them together.