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Since everyone already posted all of the modern classics (the Coppola's, the Scorsese's, the Tarentino's, the Coen's, Swingers, the 2 great John Belushi films), and since everyone should already own Casablanca, let me add these must, must haves:
1) Lawrence of Arabia
2) M
3) the Maltese Falcon
4) Chinatown
5) Notorious
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