I finally trashed my old pair of boots and decided to get some serious window cleaning footwear. I got these thoroughood roofer boots a few days ago. Their crepe soles stick to the roof like duct tape. They have reinforced sides, plus they lace all the way to the toes which helps you get them nice a snug so you don't roll your ankle.
Dangerous Dave turned me onto these style of boots. He's got the mocassain toes, though. I have had bad experience with the mocassain toes, they just aren't comfortable in my experience.
Anybody else out there use roofing boots for window cleaning?