Kate Wells (Famke Janssen) is a beautiful magazine writer who turns to her own life for inspiration when she is given an impossible assignment. Within twenty-four hours, Kate must write a single woman's guide to love and sex. A stranger to both since her break-up with Adam Levy (Jon Favreau), Kate conducts her research by recalling her many calamitous relationships with men, beginning with her first kiss. But Adam's the man who seems to have had the most impact on her life, even though he doesn't look- or behave- like a typical Prince Charming. But is it too late for togetherness?