27 Dresses

Jane Nichols has been a bridesmaid for twenty-seven weddings. One night when she is attending two weddings almost simultaneously, she meets Kevin Doyle, who disgusts her with his cynical views of marriage. Kevin and Jane share a cab home, where she forgets her day planner. Kevin snoops through the planner and resolves to return it to Jane. Meanwhile, Jane's sister Tess returns from a trip to Europe and quickly falls in love with Jane's boss George, on whom Jane has an unrequited crush. Tess feigns interest in George's passion for the outdoors and animal rights, and their courtship progresses rapidly. Soon, they announce plans to marry in only three weeks. Tess enlists Jane to be the wedding planner.