I can't possibly choose just five, but here's what comes to my mind right now ...tomorrow is another story:
My Father's Glory ...and I must include the sequel My Mother's Castle I've seen these back-to-back several times and they always make me happy
Kagemusha (directed by Akira Kurosawa)
Manhattan (directed by Woody Allen)
For a Few Dollars More (directed by Sergio Leone)
Citizen Kane (directed by Orson Welles)
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