Jules schemes to break up the couple, but her attempt to humiliate Kimmy at a karaoke bar backfires. Arriving in Chicago, she reunites with Michael and meets Kimmy, who asks her to be the maid of honor. Realizing that Michael is the love of her life, Jules resolves to sabotage his wedding. Michael tells her that in four days, he will marry beautiful Kimmy Wallace, a college student eight years his junior whose father owns the Chicago White Sox. Years earlier, the two agreed that if they were both unmarried by age 28, they would marry each other. Three weeks before her 28th birthday, New York City food critic Julianne 'Jules' Potter receives a call from her lifelong friend Michael O'Neal, a Chicago sportswriter.
