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Hillary Burns (Somerville) is always struggling in life and love while constantly feeling the pressure to marry from her demanding mother, Meredith (Long). This holiday season, she thinks she finally has it right but when Hillarys fiancé suddenly breaks up with her, she scrambles to find a fake fiancé. After posting an ad online, she hires David (Bridges), an out-of-work actor to pose as her fiancé in front of her mom, her dad (McMurray) and her snobbish sister Trish (Duff). Her fake engagement starts to unravel when she realizes shes in over her head and begins falling for David.