Meet Ralph (Mark Feuerstein), charismatic New York adman about town. Encouraged by his sexist boss (Dabney Coleman) and unlucky-in-love buddy Peter (Ben Weber), Ralph's life revolves around the pursuit of the opposite sex. Enter his match, smart and beautiful account executive Elizabeth (Amy Redford), who is put off by his sex-obsessed ways, convincing Ralph to see a therapist (James Toback). Just when a relationship between the two begins to flourish, Ralph gets thrown together with supermodel Amber (Ali Larter). Now Ralph has to decide whether to change his player-like ways or risk losing the one woman he truly loves.