Winter Locke, still reeling from a broken engagement with her high school sweetheart, is dreading the holidays for the first time in years. An emotional setback seems likely given that she also has an upcoming class reunion in which seeing her ex-fiancé is highly probable. While lamenting her blues to her best friend, he tells her she should go and finally put the past behind her. Winter begins to have hope for love again and wonders if he’s the reason why.

Chad Turner, never big on commitment, is tired of witnessing Winter waste tears on a man he’d always hated. He's also a firm believer that the best way to get over someone is to get under someone new. Before she sees her ex again, Chad proposes to take Winter out on a date to remind her that there’s love after heartbreak. What she doesn’t know is his determination to prove that he’s the only one for her.