This pairing of an overcoat and a dark brown waistcoat is a safe option when you need to look really smart and refined. Go off the beaten track and change up your outfit by slipping into dark brown suede desert boots. During the winter months, when warmth is everything, it can be easy to surrender to a less-than-stylish look. However, this look is a bright example that you totally can stay warm and remain stylish during the winter months. This combo is your answer to the question of how to dress as you progress through your teenage years.