Autumn in New York (2000)

Autumn in New York follows the sexual exploits of Will Keane - New York restaurateur, infamous verging-on-50 playboy, master of the no-commitment seduction - until he runs into an unexpected dead end when he meets Charlotte Fielding. Charlotte is half Will's age and twice his match, a 21 year-old free spirit yearning to get out and taste the excitement of adult life.