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Cutthroat Island (1995)
Cutthroat Island single handedly killed the pirate theme genre in movie making. It wouldn’t be fixed until Pirates of the Caribbean came around much later. This movie was so bad that most of the actors in the film destroyed their movie making careers due to it. Some movie critics even described the movie as sounding like the the actors were reading off of cards. The movie earned itself a spot in the Guinness Book of World Records for the biggest movie flop in history losing an estimated $137 million.
