We're probably being a little fanciful here. Clint Eastwood is 88 and will be closer to 90 by the time 2020 rolls around. We've missed the boat on the possibility of Clint Eastwood ever becoming President. That feels like something of a shame - he's very much cut from the same cloth as Ronald Reagan, and would likely have governed in a similar manner.
Politically, Eastwood has registered himself as Libertarian. He's got some experience of holding office, too - he was once the mayor of the small town of Carmel-by-the-Sea in California. His most recent foray into politics was a confusing one; he backed Mitt Romney in the 2012 Presidential election and gave a live television address to an empty chair, which was intended to represent Barack Obama. It was confusing and eccentric, but it was captivating viewing.