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I'll have to go with Eyes Wide Shut. Because it explores aspects of human nature that are rarelly touched in cinema and hit very close to home for me.
I am not a big fan of Shining, 2001 and Clockwork Orange. Despite their significance, originality and powerful message, I just can't enjoy them. Kubrick is a director who, unlike many other cinema greats, made art rather then films. His span is rather diverse, and just like art not everyone will "get" or enjoy all of his films. Yet our world would not be the same without them.
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