Rudd looks worse than Bush and Perry, IMO.
I don't say that because I'm Texan or Republican, but because those R. M. Williams boots are really casual and not at all practical for wearing in a semiformal or formal way. I wear mine with jeans and have just grown accustomed to those hang tags in the front and back of the boot catching on my pant leg. All the time. If I were wearing a suit or, worse, a tuxedo, and had to constantly pull my pants over the tag on my boots, I would not be happy. Cowboy boots are much longer and don't have those tags, so at least when you stand your pants still fall to their designated spot.
ETA, Perry must be doing something right, sartorially speaking, because Chris Mathews said he dressed "like a clown." I love "Hardball", but Mathews is the last person I would look to for style advice.