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Has to be the ones that he directs himself like "Gran Torino" and "Million Dollar Baby". Also "Bridges of Madison County" is very sad and beautiful.
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Unforgiven (Also directed)
The Outlaw Josie Wales (Also directed)
For a Few Dollars More
Play Misty for Me (Also directed)
Birdy (Directed only)
Escape for Alcatraz
Million Dollar Baby
Nice list from Dixon Steele but im affraid you forgot The Good, the Bad and the Ugly.
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