This getup demonstrates it is totally worth investing in such timeless menswear items as a blazer and a burgundy sweater vest. Let your styling chops truly shine by complementing this getup with a pair of dark brown leather derby shoes. In the winter months, when practicality is crucial, it can be easy to settle for a less-than-stylish look in the name of functionality. This look, however, is a shining example that you can actually stay snug and remain stylish at the same time in the winter months.