Reach for a charcoal suit and a dark brown fur coat for a classic and sophisticated silhouette. A pair of black leather derby shoes is a safe footwear style that's full of character. In the colder months, when warmth is critical, it can be easy to surrender to a less-than-stylish ensemble in the name of functionality. However, this ensemble is a practical illustration that you totally can stay cozy and remain equally stylish during the colder months. No doubt, a good choice when it comes to fashion tips for 50-year-old guys.