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I will be removing my comments from these, as most of them are pretty lazy and have in the past been distracting from the true purpose of the list.
Ben & Arthur (2002)
I don't know what it is about this movie- director Sam Mraovich somehow messed up just about every little aspect in this movie. I would normally say that this is a movie that should not exist, but this movie may be the most important of all time. This movie should exist for the sole purpose of being without a doubt 'The Worst Movie Ever Made'. I've seen bad movies in my lifetime, but this somehow breaks what I considered bad into something much more hard to imagine.
Everything in this movie is hilarious, but the single funniest thing is that Mraovich himself considers this to be a great movie.