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Note: I've left films such as A Clockwork Orange, Rosemary's Baby, Bonnie and Clyde, Midnight Cowboy and The Exorcist off this list. As shocking (and brilliant) as those films were when released, time has rendered them somewhat tame (but no less brilliant).
I know there are lots of films missing from this list, but I've only chosen to mention the ones I've actually seen. If you have recommendations for me, please list them in the comments!