As you can see, it doesn't require that much effort for a man to look on-trend. Just consider pairing a black overcoat with black chinos and be sure you'll look incredibly stylish. Complement your outfit with a pair of black and white athletic shoes to keep the ensemble fresh. Nothing like a neat outfit to cheer up a dull fall day. A good illustration for any man who's still working out how to dress as a 50-year-old gentleman.