No. He did work with Shirley MacLaine in "Two Mules for Sister Sara" (1970).
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If they were I have never seen it. Eastwood would have liked to work with Wayne (who didn't?) but Wayne was of a different opinion. He really didn't care much for Eastwood's movies and had no desire to share the screen with him.
No, sadly. He has always been strictly Clint Eastwood
Clint Eastwood plays a scout in the movie in "Trouble with the curve".
The name of the movie is Unforgiven. They also appeared together in the movie "Absolute Power".
Clint Eastwood did not play any role in duck soup and was not even born when the movie was released in 1933