Go for a dark brown blazer and charcoal wool dress pants for a seriously stylish ensemble. If in doubt as to what to wear on the shoe front, stick to a pair of tobacco leather oxford shoes. Keep this look in your front hall wardrobe when warmer days are here, and rest assured, you'll save a ton of time racking your brain for an ensemble on more than one occasion. A proper ensemble for any 30-something Millennial gent.