Making a list like this is making a distinction between sneakers and boots. Growing up there wasn’t always a clear line between choices. Boots were as common as wearing J’s. Me personally, I would say in the beginning wearing boots was just a smart financial choice. My parents were not in any position to pour their hard earned into an infinite rotation of the latest and greatest. Boots were something I could wear for a long period of time without looking uncool — especially through the hell we called winter. On the flip side of that coin, boots represented something else to me. They were a symbol of handling your business, standing on your own, not swaying and following the trends. I still stand by those attributes today and still wear boots regardless of how much eBay heat is in storage. —FRANK THE BUTCHER

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