I’m not a huge movie fan, but I want to broaden my horizons a bit. I’ll offer my list (that I’ve rewatched so many times I’m a bit tired of them):
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Young Poisoner’s Handbook
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Full Metal Jacket
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Life of Brian
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Holy Grail
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Sunset Boulevard
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Curse of the Golden Flower
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The Nightingale
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Downfall
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Amadeus
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Once Were Warriors
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Dusk to Dawn


Great list. The Princess Bride somehow passed me by. Is it one of those movies you could watch now and enjoy, or more something that you enjoyed at the time and therfore still holds up?
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