Cooper Square Wingtip

Crafted to be lightweight, flexible and resilient, these Ray-Ban sunglasses are made with carbon fiber materials and feature a smaller contoured eye shape and slim elongated arms that display the Ray-Ban signature logo.

Complete your buttoned-up business look with these dotted socks from Gold Toe.

Stylishly distressed, these rugged-cool boots from Fiorentini & Baker bring a vintage-inspired aesthetic to your casual basics - Round toe, distressed suede, chunky heel, wrinkled front, side zip closure - Pair with straight leg jeans, a cashmere pullover, and a biker jacket

The very first waterproof boots for men ever made by Timberland are still constructed from the finest materials and still tops in New England craftsmanship. This 6-inch waterproof pair of men's boots will keep your feet warm and dry with its full-grain, glove-leather lining and with its thermal microfiber and closed-cell foam insulation. Also features a padded collar and a rubber lug sole.