A modern guy's elegant collection should always include such essentials as a waistcoat and grey chinos. Let your styling chops really shine by complementing your outfit with a pair of black leather chelsea boots. Piecing together a pulled together combination can be a bit challenging on its own. Add below-freezing temperatures into the equation, and the whole thing becomes even more difficult. No worries, this here is your winter inspo. Overall, a great insight into dressing as a 30-something guy.