This movie has many weaknesses, but there is something really superior about it nonetheless. On the negative side, everything people are saying is true; the dialogue is clunky, the plot is predictable, and the chemistry is weak. On the other hand, the charisma of both the leads is amazing and I really fell in love with Winona Ryder's character. I think the makers of this film were resigned to the the fact that as far as writing was concerned, they weren't breaking any new ground. What they did instead was dress up the standard love story with great actors, nice clothes, and pretty settings. Despite the gloss, there is a story here that everyone can identify with at some level. The result, in my opinion, is something magical that I can't pin down. I think it's a success.
Autumn in New York
2000
Drama / Romance

Autumn in New York
2000
Drama / Romance
Synopsis
Forty-eight year old Will Keane is a successful restaurateur and serial womanizer, his reputation generally preceding him. When he is introduced to twenty-two year old Charlotte Fielding by Charlotte's grandmother, Will's old friend Dolly who he has not seen in years, there is a mutual but slow to acknowledge attraction. After their first date, Will and Charlotte agree that their relationship will never progress to one of a long term standing, but for different reasons: while this is Will's somewhat standard modus operandi, Charlotte announces that she has a terminal heart condition. Charlotte's admission makes Will look at this relationship differently, he being told by his best friend John that if he is going to continue to date Charlotte that he better treat her well. Their relationship does end up being different than both expect, for Charlotte which could mean a change from her current "let me die in peace" attitude to want to fight for her life. And Will's time with Charlotte is...
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I really liked it
A nice surprise
Although a little boring at some points "Autumn In New York" managed to truly emotionally entertain and interest me. Even after seeing it I am still discovering the hidden meanings it tries to give us. Ironically despite being a romantic drama the romance between the main actors is the biggest downer of this movie. I must have missed the part when Winona Ryder's character's age is revealed, but she just doesn't pass as a 21 year old. I thought she was supposed to be like 26 or something. Not that there's a big difference in age, but she was a bit misscast, despite her child like face. On the other side she was really attractive in this movie and constantly reminded me of this cute girl I know. Gere looks and feels pretty old, but he's a believable 48 year old playboy. The movie is hence held together by good dialogues and nice and memorable scenes. There's also a great line Gere says to Winona after he cheats on her and realizes he screwed up: "Can you let me love you?" I've read some pretty different explanations of this movie, but basically I think it's about Gere's character slowly discovering he's been missing a great deal of life, he's never loved. So after "accidentally" falling in love with Charlotte he can't bear the though of her dying and tries everything in his power to prevent her death(this might have something to do with his previous life where he was always the one with power, whilst the women weren't). But he has to realize that in Charlotte's case he's completely powerless and there's where the point of the movie lies. He chose true love (despite knowing that Charlotte was going to die soon) over the life he thought he was happy with. It might sound ridiculous but I kind o envy the guy. I too would rather truly love a woman, if only for a short period of time, than spend a life with a woman I didn't love. I would be a happier man, even after that true love would, for some reason or another, leave me, because I'd know I loved, even if it didn't last. I was pretty surprised at most of the bad reviews and comments, but on the other side I couldn't help but to agree with most of them. It is a crude love story and it is somewhat predictable and boring, but it was overlooked for the most important reason it tries to tell us. Despite being an unconventional and hardly believable love story "Autumn In New York" is a movie that in the end managed to show me you have to take even the biggest sacrifices to find true love. Sad and Beautiful. 7/10
For those who like adore tear-generating love stories, this one is perfect for an Autumn evening in front of the fire
Will (Richard Gere) is a New York City restaurateur and ladies man, in his middle forties. His life's motto is definitely love 'em and leave 'em and have fun in between. So, when he meets Charlotte (Winona Ryder), a beautiful young lady half his age, he is surprised at how smitten he is with her. Wanting to make a connection, he hires her to make a hat for his date to a charity function. When she shows up at his apartment on the evening of the affair, he informs her that his date is sick. Would she, Charlotte, take her place? She agrees and they have a lovely evening together, one that lasts all night. Love is in the air, all right. But, Charlotte confides in Will that she has a dire medical condition, one that is threatening her life. What will their future hold? This is really a nice film for those who like to sigh and cry over a set of star-crossed lovers. Gere is great as the aging lothario and Ryder positively enchanting as the spunky and lovely young lady in his life. The rest of the cast members, including Anthony LaPaglia, Sherry Stringfield, and Elaine Stritch, are great. Then, too, the film is replete with lovely costumes, sets and scenery, making for a very beautiful watch. If you have a hankering for romances, even and especially ones that elicit tears, you should get this film without delay. On an autumn evening, with a fire blazing and mugs of hot chocolate on hand, you will feel very satisfied when the story is spent.