I recognized the guy on the left right away: Warren G. Harding* . The one on the right I don't know, but he didn't match any of my image searches for other notoriously bad presidents (Fillmore, Pierce, etc.), nor for famous despots.

*Why do I know what Harding looked like? I had read that a big part of how he got to be president was that some proto-Rovian kingmaker spotted him and decided he looked "presidential." So out of curiosity, I googled to see if I agreed. I didn't, but the image stuck... and this was a year-ish ago, so maybe that actually does suggest something about his looks.