“Well, if I ever ran for office, I’d do better as a Democrat than as a Republican,” Donald Trump told Playboy in 1990. “And that’s not because I’d be more liberal, because I’m conservative. But the working guy would elect me. He likes me.”

It turns out that even The Donald can’t predict the future — after all, 25 years after that comment, he’s mounting a strong early push for the Republican presidential nomination. And while he framed himself as a conservative back then, his sympathies and political views have been all over the map during the last 25 years. Only in the last few years has he seemed to find some cohesive ground in what he thinks and whom he supports.