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Mistakes

When Mickey and Mallory are marrying themselves on the bridge Mickey cuts both of their hands with his knife and then they hold hands and the blood is dripping off their hands but the next time you see their hands there is only a little blood around the cuts. See more...

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Almost all of the prisoners in the prison and the prisoners taking place in the riot, were in fact real inmates of that prison, with over 80% of them doing hard time for violent crimes.
Edit Submitted by Jazetopher
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This film inspired over a dozen copycat murders, some of which involved imagery and dialogue from the movie. One victim's family even attempted to sue Warner Brothers.
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Just in case you haven't seen the extras, the man in one of the first scenes in the diner who disappears while reading the paper in the booth is Owen, the same guy that helps them out of the prison at the end, possibly making him some sort of guardian angel for the two? (You have to see the alternate ending though).
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Quentin Tarantino, who wrote the original script, wasn't overly impressed with the rewrites. He then asked to have his writing credits removed. He is therefore not credited for the screenplay, but for the story.
Edit Submitted by Allister Cooper, 2011
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10 minutes into the film they show Mallory's family; Mallory's brother in the film is really director Oliver Stone's son Shawn.
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Director Oliver Stone chose Woody Harrelson for the role of Mickey based on the fact that Woody's real father was arrested/convicted of murder as a hitman. Stone was quoted as saying "I could see that killer instinct in Woody's eyes, and although it scared me, he was perfect for this role."
Edit Submitted by Jazetopher