Pairing a dark brown check wool waistcoat and dark brown check wool dress pants is a fail-safe way to inject class into your styling repertoire. You could perhaps get a little creative on the shoe front and introduce a pair of brown leather brogues to your ensemble. In the winter months, when comfort is above all, it can be easy to settle for a less-than-stylish look. However, this look is a bright example that you totally can stay snug and remain equally stylish during the winter months.