Too damn many movies to count. In the end, I went with Unforgiven. It's got a more mature message then most of his films, and he's not quite so invincible. My favorite line was "Killin a man ain't like anything else you'll ever do. You take away all he's ever had and all he's ever going to have". "Yeah, but it's alright to kill this guy, he's got it comin". "Kid, we all got it comin".
Josey Wales (the scene with the Indian chief and the squaw, or the old woman being told she's going to be a comanchero sex slave were just too damn funny) also good.
Pale Rider had the best fight scenes I thought (Nothing like a good piece of hickory).
I also thought High Plains Drifter was a hoot. When he throws all that dynamite into the canyon, then rides out of town right when the outlaws ride in was priceless.
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