So as you can see, it doesn't take that much work for a man to look seriously stylish. Make a black and white blazer and jeans your outfit choice and be sure you'll look awesome. You know how to level up this getup: dark brown leather oxford shoes. Can you see how super easy it is to look dapper and stay snug come cooler weather, thanks to this look? This pairing demonstrates how to stay stylish as you pass the big 3-0.