In a cross between the British "Coupling" and American "American Pie," four men, Jack, Tom, Hugo, and Shag and their female counterparts are all in varying degrees of woeful love lives. In an attempt to improve their situations, they tackle the New York dating scene, hitting the clubs and bars, restaurants, and parties with an enthusiasm that is unparalleled. They soon learn, though, that in order to find the lighter side of love, they'll have to experience the darker side of dating.