As you can see, looking effortlessly neat doesn't take that much time. Just try pairing an olive fleece overcoat with a black bomber jacket and you'll look incredibly stylish. Here's how to dial it up: black suede chelsea boots. As days are getting cooler, you'll discover that a look like this is perfect for autumn. Gentlemen who wonder how to dress stylishly as you get into your 40s, you have your answer.