A New York restaurateur, Will Keane (Richard Gere), master of the no-commitment seduction, runs into an unexpected dead end when he meets Charlotte Fielding (Winona Ryder). Charlotte is half his age and twice his match, a 21-year-old free spirit yearning to get out and taste the excitement of adult life. Will indulges his interest in Charlotte, expecting yet another quick and easy romance. But nothing about Will and Charlotte's encounters are quick or easy; instead they are rife with intergenerational clashes, differing philosophies and an inexplicably urgent sense of sensuality and connection.