The cooler season brings with it many pleasures, including hot cocoa with tiny marshmallows, sledding and snowman-building and, of course, comfy boots. Not only does wearing boots keep your feet and toes toasty warm, it also serves as an easy way to add style to your ensemble. You can pair boots with just about anything, including office-appropriate outfits, casual weekend ensembles and even dressier attire. Choosing the right boot for your outfit can make all the difference, though, so pick wisely.