Marry a windbreaker with a hoodie to pull together a truly sharp and current laid-back outfit. For times when this look is just too much, dial it down by finishing with white athletic shoes. During the winter season, when functionality is paramount, it can be easy to settle for a less-than-stylish look in the name of practicality. However, this look is a bright example that you can actually stay warm and remain stylish during the winter season.