Pairing a charcoal check overcoat and charcoal dress pants is a guaranteed way to inject your closet with some masculine elegance. A pair of black suede derby shoes is a tested footwear option that's also full of character. When it's one of those gloomy fall days, sometimes only a cool ensemble like this one can get you to face the outside world. Gentlemen who wonder how to dress well in your 50s, you have your answer.