Dr. Martens: "Emmeline Smooth" 5-Eye Boot

When it's chilly, and you want to be cozy, it's uncomfortable walking around in hard-sole boots. Clack clack clack clack! But you want to look refined for work—we get it. Dr. Martens' "Emmeline Smooth" is the ideal winter-to-spring boot. It's classic and built to last season after season. All black with no yellow stitching, it has the brand's trusty air-cushioned sole and a polished finish. It's a star boot from Doc—no breaking-in time required, comfortable, long-lasting and easily transitions from work to play. Handsome with military wear, and '90s-pretty with long floral dresses and easy jackets. Get it—you won't regret it.

Dr. Martens: "Emmeline Smooth" 5-eye boot, $130

2 of 6