As if favored by God, Tom Bailey (Patrick Dempsey) has an enviable life. He is handsome, successful in his career, well-off, surrounded by beautiful women, wandering in the flowers all day long, and has a confidante Hannah (Michelle Monaghan) who has been dating for 10 years. For Tom, Hannah is an indispensable and necessary existence that has nothing to do with carnal desires, and he seems to enjoy such sincere spiritual exchanges. One day, Hannah went to Scotland on business. In the next few months, Tom was tortured by loneliness and he realized how important Hannah was to him, so he decided to wait for her to come back and propose to her. However, Hannah met a wealthy man during her stay in Scotland and decided to ask Tom to be the best man on the wedding day. Faced with such a situation, what should Tom do...