Random Best Movies Where the Guy Doesn't Get the Girl (20 items)

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  (#14) The Terminal

  • Film

  Another movie where Tom Hanks can't get the girl! This time she's a flight attendant named Amelia (Catherine Zeta-Jones) who helps Viktor get out of the airport after being stranded there for months. The pair share a makeshift romantic dinner and a single kiss, however Viktor will go back home to Krakozhia alone.
  
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  (#3) Casablanca

  • Film

  "Here's looking at you kid." Rick (Humphrey Bogart) kisses Ilsa (Ingrid Bergman) goodbye and audiences bawl their eyes out. Yes, they will always have Paris, but why, Rick, why did you send her away?! Why?!
  
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  (#19) Up in the Air

  • Film

  Imagine a world in which someone who looks like George Clooney doesn't get the girl. It seems unfathomable, but that was the case in Jason Reitman's love story about two frequent fliers. This is yet another case of marriage getting in the way of romance.
  
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  (#1) Captain America: The First Avenger

  • Film

  Being a superhero ain't easy, just ask Captain America. How often do heroes have to give up true love in order to save the day? Captain America (Chris Evans) falls for Peggy (Hayley Atwell) while he's fighting Nazis. But in the end, he has to make the decision to save the world from Red Skull, at the expense of his love life. Is there anything lonelier than being a hero?
  
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  (#13) Pocahontas

  • Film

  Sometimes even in Disney movies the guy doesn't get the girl. Captain John Smith sails to the New World and falls in love with Pocahontas of the Powhatan Tribe. They come from worlds that could not be further apart, yet sparks fly and romance fills the air.

  When John asks Pocahontas to go back to England with him after he is severely injured, she declines her true love in order to stay with her tribe.
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  (#12) Chasing Amy

  • Film

  What happens when a straight dude falls in love with a lesbian? He gets dumped not once, but twice. Even someone who looks like Ben Affleck can't fight human nature.
  

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