Go for a sweatshirt and orange chinos for an ensemble that's both cool and laid-back. Consider a pair of dark brown lace-up flat boots as the glue that brings this look together. In the colder months, when functionality is imperative, it can be easy to settle for a less-than-stylish look in the name of functionality. However, this look is a shining example that you can actually stay comfy and remain equally stylish during the colder months.