So as you can see, looking casually sleek doesn't require that much effort. Pair a brown trenchcoat with a red turtleneck and be sure you'll look incredibly stylish. And if you need to instantly smarten up this getup with a pair of shoes, complete your outfit with black leather derby shoes. This ensemble is perfect for summer-to-fall weather. If you're wondering how you should dress as a man in his 50s, this combination is a good source of inspiration.