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Tom (Patrick Dempsey) leads a good life as he`s sexy, successful, and knows that he can always rely on Hannah (Michelle Monaghan), his delightful best friend. It`s the perfect setup when he realizes that he doesn`t want to fool around anymore and get settled with Hannah as his wife. Until, Hannah goes overseas to Scotland on a six-week business trip and Tom is stunned to realize how empty his life is without her. He resolves that upon her return, he`ll ask Hannah to marry him but is floored when he learns that she has become engaged to a handsome and wealthy Scotsman and plans to move overseas. When Hannah asks Tom to be her ``maid`` of honor, he reluctantly agrees to fill the role. but only so he can attempt to woo Hannah and stop the wedding before it`s too late.
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