Tom realizes he loves his best friend Hannah, but before telling her, she announces she's engaged and wants him as her "maid of honor." Tom has a strange situation on his hands. His best friend, Hannah, is the only girl who is upfront with him about everything, refuses to jump into bed with him, and looks out for his general well-being. Tom, as a result, has a beautiful best girl friend and plenty of women that he can have one night stands with. When she goes to Scotland on business for a period of time, he misses her so much that he realizes he loves her. However, when he plans on telling her when she gets home, she comes home engaged to a Scotsman, Colin. She asks him to be her maid of honor in her wedding. He accepts, only so he can try to undo this engagement from within. He travels to Scotland, takes part in a variety of pre-wedding celebrations, and generally feels miserable, unable to pull her away for even a moment. However, one night, when she is drunkenly kissing people around the bar during her bachelorette party, she kisses him... and it becomes lengthier than anticipated. He goes back to his hotel, trying to remove himself from the awkward situation, but she follows to ask him about the kiss... only to find her cousin has entered his hotel room, trying to sleep with him, so she runs out. Tom confesses his love for her, but she won't tell him that she feels the same way, so he decides to leave the night before the wedding. The day of the wedding, Tom decides he has made a terrible mistake, so he strides into the chapel on horseback, with the intentions of stopping Hannah and Colin's wedding, unsure of what may happen as a result.
Best part of story, including ending:
This is a cliched ripoff of My Best Friend's Wedding, filled with lousy physical humor and gender stereotypes galore.
Best scene in story:
The scene in which she returns from Scotland with Colin is notable for its heavy use of physical humor, with Tom toppling into waiters, if that is your thing.
Opinion about the main character:
Tom isn't terribly likable. He's wanted to have his cake and eat it too for so long that he's panicky and kind of a jerk. Plus, Dempsey makes for a terribly bland leading man.