So as you can see, it doesn't require that much effort for a man to look on-trend. Just dress in a trenchcoat and a blue long sleeve shirt and you'll look incredibly stylish. Put a fresh spin on your ensemble by finishing off with a pair of white and navy athletic shoes. If it's one of those gloomy fall days, what better to brighten it up than a seriously stylish look like this one? An ensemble like this will help any over-40 guy outshine his younger pals.