The closet of any gentleman should always include such wardrobe heroes as a charcoal dress shirt and grey plaid wool dress pants. Dark brown leather oxford shoes look amazing here. So as you can see, it's very easy to look amazing and stay snug come chillier weather, thanks to this getup. As you go into your 30s, you want to start dressing in a sleeker manner. If that's the case, combos like this become a great source of inspo.