As you can see, it doesn't require that much effort for a man to look stylish. Just wear a navy overcoat and brown chinos and be sure you'll look incredibly stylish. Wondering how to finish? Complement this outfit with black suede desert boots for a more casual touch. It's is a good choice if you're crafting a knockout summer-to-fall getup. Guys wondering how to dress fashionably as you move into your 40s, you have your answer.