As you can see, looking sharp doesn't require that much effort. Just dress in a tobacco overcoat and a white crew-neck t-shirt and be sure you'll look amazing. Want to go all out on the shoe front? Add a pair of black leather chelsea boots to the equation. This one is a viable pick if you're crafting a well-coordinated ensemble for unpredictable fall weather. A good example for teenage boys aiming to move their look towards maturity.