Here's the thing about boots: they need to be tough—you can't baby them because they actually look better with a few battle scars. Which is why you want to invest in a well-made pair that can take the shit getting kicked out of them. And today's best styles toe the line between bulky work boots and fancy dress versions. Simply styled with a substantial sole and crafted with quality leathers, the versatile footwear is smart yet rugged. They pair nicely with your tailored suit pants or cuffed wool trousers and, of course, were made for beat-up denim or worn-in chinos. So find yourself a pair, wear the hell out of them and don't feel the need to take them off anytime soon.
Winterize Your Boots
How to protect your slush-kickers.