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Heritage boots are like fine wine and only get better with age. As you ‘wear them they begin to break in and mold to your feet. The beauty with a high end pair of boots is that the full grain leather is breathable. This means your feet won’t get hot like they would with a cheaper pair of boots and in addition to that your boots won’t stink!
There are a lot of great boot makers out there and the devil is in the details. The small things like the pull tab, or different colored midsole will really change the appearance of the boot. You’ve gotta go with the style that you love and connects with your personality. There is no one best boot out there; simply preferences.