Sperry Top-Sider Men's Wetlands High Boot,Brown,8 M US

Another superior offering from Montblanc draws from a heritage of exceptional craftsmanship, but stays current with a reversible design.

Paired stripes run parallel for a classically inspired dress shirt from Armani Collezioni, dapper with or without a tie.

A tried-and-true timeworn appearance combines with cool designer touches for a handsome jean that's effortless with sporty button-downs and a breeze to pair with tees.

Athletic construction meets a sleek silhouette in a down-filled four-pocket jacket, complete with Ralph Lauren's embroidered pony for signature style.