Overview

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. Years ago, the two agreed that if unmarried by 28, they would marry each other. Michael tells her that in four days, he will marry Kimmy Wallace, a college student whose father owns the Chicago White Sox. Realizing she is in love with Michael, Jules resolves to sabotage his wedding. Arriving in Chicago, she reunites with Michael and meets Kimmy, who asks her to be the maid of honor. Jules schemes to break up the couple, but her attempt to humiliate Kimmy at a karaoke bar backfires. She manipulates Kimmy into asking her father to offer Michael a job, which Jules knows will anger Michael, but this fails as well. Frustrated, Jules begs her friend George for help, and he flies to Chicago. On George s advice, Jules prepares to confess her feelings to Michael, but instead tells him that she is engaged to George, hoping to make Michael jealous. George, who is gay, plays along but embarrasses Jules at lunch with the wedding party, singing I Say a Little Prayer as the whole restaurant joins in. George flies home, and Jules tells Michael that her relationship with George is over. Michael admits to feeling jealous and gives her the chance to confess her own feelings, but she lets the moment pass, and they share a dance as Michael sings The Way You Look Tonight .

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