Will Keane (Richard Gere) is a life-long ladies’ man. One day, Charlotte Fielding (Winona Ryder) walks into his restaurant. Charlotte is the twenty-ish daughter of a woman Will loved as a young man, but never committed to. He is drawn to Charlotte and, she to him. They begin a love affair and Will, for the first time, feels he can commit to someone. However, it doesn’t take very long for him to begin to feel antsy and betray her, just as Charlotte’s grandmother, Dolly (Elaine Stritch) warned. At the same time, Will’s estranged daughter, Lisa Tyler (Vera Farmiga) enters his life but he shuns her away. Having betrayed Charlotte, he successfully decides to win her back. Just as it seems they will live happily ever after, she reveals to him that she is dying of a heart defect. Now, with the help of his daughter, Will races to find a away to save the first person he has ever loved.