Go for dapper style with a tan wool blazer and a light blue chambray dress shirt. Take this ensemble a more casual path by sporting dark brown suede desert boots. During the colder months, when functionality is a must, it can be easy to surrender to a less-than-stylish getup. This getup, however, is a bright example that you totally can stay comfortable and remain equally stylish during the colder months. When it comes to style for 30-something Millennial gentlemen, this combo is ideal.