It’s great to be male in the town of Madison for one distinct reason: beautiful clothing. Context, near Capitol Square, assorts a well-curated collection of heritage denim and menswear from brands including A.P.C., Band of Outsiders, Red Wing and Canada Goose. This shop is no stranger to high praise; GQ magazine hailed it as one of the 10 best independent men’s stores in the U.S. circa 2010. In the years since then, things have only improved—especially the in-store customer service, which the business owners cultivate with great pride.