Here's the thing about your boots come fall: they need to be tough. You shouldn't baby them. You should use them to get you through all the unpredictable weather coming your way. Besides, 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 daily abuse, not to mention the wind, rain and snow. Today's best styles—like these from Aquatalia—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. Engineered to be both weatherproof and stain resistant, the Italian made boots 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 a style that suits you and don't feel the need to take them off anytime soon.