A womanizer named Colt makes a bet with his friends that he can propose marriage to a woman within a certain time frame. He chooses his ex-fiancée's sister, Heather, as his target, but as they spend time together planning his sister's wedding, Colt starts to develop real feelings for her. Complications arise when Colt's commitment issues and Heather's personal reservations about love come into play. Will Colt be able to convince Heather to take a chance on him?
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