Why not consider pairing a vest with black skinny pants? Both items are super comfortable and look great together. Finishing with black leather lace-up flat boots is a guaranteed way to infuse a sense of stylish casualness into your outfit. During the winter months, when warmth is imperative, it can be easy to settle for a less-than-stylish getup. But this getup is a good illustration that you totally can stay cozy and remain equally stylish during the winter months.