100 Styles and Running
Somewhere between finding hairs growing in strange places on his body, around when there's a mustache growing ironically on his face, today's guy tends to hit a second, subtler adolescence. Get the shoes for it, from 100 Styles and Running.
This fall, 100SR's rolling out three more models, including the Chase chukka and the Lowell Hi, which is almost all the way to being a proper boot -- just in time to help you with your developing, 2nd-adolescent urge to cover your cankles.