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This sort of sounds like The Princess Bride (1987), only he doesn't exactly go to a city, though it never really tells you where he is meant to be going, just that he has to leave so he can make a life for him and the woman he loves. in the book you find out he is supposed to take a ship to America, but it ends up getting captured by the notorious pirate 'The Dread Pirate Roberts'.

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Q: What is the name of the movie about a young man who falls in love with a girl on a farm and than goes to the city promising to return to her?
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