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The Sanuk Men's Colt Sandal is one of the softest, squishiest sandals you can find. The leather sandal is extra durable and strong and looks great with anything from sweatpants to a tuxedo. OK, it's probably a bad idea to wear flip flops with a tux, but you'd sure get a lot of attention. The extra-cozy sole will ensure that you feel like you're walking on a cloud, which is good because all guys like to feel comfy.
This size guide is lost, but not forgotten. We've got our top people working on a new one.