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I Bought this boot because I had multiple leg injuries in the military. I have to be selective, and get a boot that will support my ankles, and is not too heavy (like most eight inch high boots). They also need to be hardy enough for some field walking, but nice enough that I can wear it in an office (casual). This boot came with an already broken in feeling. That is a huge plus over most boots on the market. The uppers are a soft leather that does not stress the ankles when walking (or crimp). The toe cap is hard enough to take some hits. I bought a half size down. I am a consistent 9.5 in boots and shoes. Sarah recommended a 9.. That size was perfect to me. I have a 1/4 to a 1/2 inch of room before my toes hit the toe cap. I prefer a little room for swelling (I put some miles on my foot wear). If you like a snugger fit, go a full size down. Thanks for the help Sarah! - William on Field Boot