Oak Street Bootmakers Cognac Beefroll Penny Loafer

There’s always room for improvement, even with the classics. Chicago’s Oak Street Bootmakers continue to refine the iconic penny loafer with their latest: the Cognac Beefroll Penny Loafer. Made with French calf leather from Tannerie d’Annonay (which is owned by Hermès), it features hand-stitched moccasin construction, waxed stitching, leather sole, stacked leather heel, and a contoured interior for the best fit.

With an emphasis on quality materials and high-integrity construction amidst a wash of loafers and mocs on the market, and the goes-with-everything cognac colorway, these are a great option for stepping up one’s summer sockless shoe game.

Available from Oak Street Bootmakers for $348.