Dark Raven
It's not about what you deserve...
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Well, he was going to play Two-Face in the 60s TV Show, but that didn't end up happening.
But the 60s is a different time from the 70s, when Eastwood was at the height of his fame. And the 70s is a far different time from now. In the 60s, Eastwood was still a Hollywood player and didn't yet own his own company. He took on whatever roles he could get, and for a while he was little known and not very successful. He achieved semi fame in Rawhide, but it was the Dollar Trilogy that catapulted him to recognition, followed in the early 70s by Dirty Harry. If there ever were a time he might've been open to starring in a superhero movie, it would've been the 60s, but that Eastwood is gone now. Even by the time of Superman, he was pretty much his own person and was making his own films. Today, as a two-time academy award winning-director, he simply makes his own projects, and has pretty much retired from acting.