Marrying a grey overcoat and navy dress pants will allow you to assert your styling savvy. When this ensemble is just too much, tone it down by slipping into dark brown leather derby shoes. During the colder months, when warmth is above all, it can be easy to surrender to a less-than-stylish look in the name of practicality. However, this look is a vivid example that you can actually stay warm and remain equally stylish during the colder months. So pay attention and be the best dressed gent in town.