Rock a black suit with a brown fur collar coat for a sharp and sophisticated silhouette. When not sure as to what to wear when it comes to shoes, stick to a pair of black leather dress boots. In the winter months, when practicality is paramount, it can be easy to settle for a less-than-stylish getup in the name of functionality. However, this getup is a vivid example that you can actually stay comfortable and remain stylish in the winter months.