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Before you even begin looking at leather boots, decide whether or not you want a boot that you can ride in all day, or if you want to wear it even while you work. You may even want leather boots that don't look like motorcycle boots.
Every type of leather boot fits differently, and what is comfortable for one person may not be comfortable for you. The more leather boots that you try on, the greater your understanding will be in deciding what type of boot will be perfect for you. Most leather boots come in a wide variety of categories, which are designed for how you will be wearing them. Also, if you live in a wet part of the world, than you will want to purchase leather boots that are made for web weather riding. By first knowing your needs and deciding on what you're looking for, you will be able to find the perfect type of boot for you.