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Autumn In New York   2000             PG-13, 103 min. Genre: Drama / Romance Director: Joan Chen   Cast: Richard Gere, Winona Ryder, Anthony LaPaglia, Elaine Stritch, Vera Farmiga, Sherry Stringfield, Jill Hennessy, J.K. Simmons, Sam Trammell, Mary Beth Hurt, Kali Rocha, Steven Randazzo, Toby Poser, George Spielvogel III, Ranjit Chowdhry   Will Keane (Richard Gere) has spent his life as a playboy enjoying life as a series of women enter and leave his domain. Now, he meets and falls for the beautiful, but terminally ill, Charlotte (Winona Ryder). Will is 48, and Charlotte is 22, but they enter into an affair. However, the affair appears doomed because of Will's unfaithfulness—unless Charlotte can convince Will to change his ways and help her through her illness. Cast Richard Gere Will Keane Winona Ryder Charlotte Fielding Anthony LaPaglia John Elaine Stritch Dolly Vera Farmiga Lisa Tyler Sherry Stringfield Sarah Jill Hennessy Lynn McCale J.K. Simmons Dr. Tom Grandy Sam Trammell Simon Mary Beth Hurt Dr. Sibley Kali Rocha Shannon Steven Randazzo Alberto Toby Poser Autumn Woman George Spielvogel III Netto Ranjit Chowdhry Fakir