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The film follows a successful middle-aged restaurateur and womanizer who falls in love with a terminally ill young woman. Will Keane is a successful year-old restaurateur and womanizer. Free-spirited haberdasher Charlotte Fielding celebrates her 22nd birthday in his upscale Manhattan restaurant, and he immediately notices her. Her grandmother introduces them. Will learns that Charlotte is the daughter of his ex-girlfriend Katy, who died in a car accident shortly after Charlotte's birth.
The next day, Will calls and asks Charlotte to make a hat for his date to an upcoming benefit dinner. When she delivers it to his apartment a few days later, he invites her to accompany him to the formal benefit under the guise that he had been stood up.
There, they get to know each other and become lovers. The next morning, while having breakfast on his terrace, Will explains that their relationship has no future. She acknowledges this, revealing she is dying of a heart condition. The next day, they walk through the fall foliage in Central Park , and Charlotte takes Will's watch, saying she will return it when he forgets she has it.
At his restaurant, they prepare a meal together for his staff, and he begins to fall in love. Back at his apartment, Charlotte has an episode of severe chest pain, and Will rushes her to the hospital. The doctor explains that her neuroblastoma , a rare illness in young adults, has produced a tumor near her heart, estimating that she has only one year to live.
At a Halloween party, Will runs into a former girlfriend and they end up on the roof and have sex. Afterward, Charlotte suspects that he was unfaithful, which he at first denies, but later admits his infidelity. Devastated, Charlotte breaks off their relationship. Meanwhile, Will receives a letter from his illegitimate daughter Lisa Tyler, whom he has never met. He goes to the museum where she works and recognizes her from an old photograph, but is unable to approach her. A few nights later, he arrives home and finds her in the lobby; they talk for the first time.