It’s weirdly appropriate for one of the most respected menswear stores in the Midwest to be owned and curated by chicks. Sisters Amy and Sarah Blessing do a stellar job of stocking their small-ish, slightly out-of-the-way shop with a heady mix of cool-guy closet staples (Band of Outsiders shirting, A.P.C. jeans, Billy Reid blazers) and heritage brands like Danner, Canada Goose, and Red Wing—arguably the best boots money can buy.

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