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O (2001) - 5 mistakes
starring Josh Hartnett, Julia Stiles (add more)
Plot hole: About half way through the movie, the basketball coach is in his office and you can see a dry-erase board behind him, and a couple of dates such as 3-15-99... however earlier in the movie when they are announcing the basketball game they say that it is the 2000 season. They obviously changed the voice over to 2000 after the release date was changed, however the dates on the board are still referring to the scheduled '99 release.
Continuity: The night that the plan with the killings take place Hugo serves Mikey some drinks. Hugo has two small glasses out and is pouring a drink into one class and he pours the all of the drink into one cup making it halfway full. Yet, when he picks his glass up its one quarter way full and Mikey's glass has liquid in it, but Hugo never poured any in Mikeys glass.
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