Wear a blazer with a turtleneck to achieve an interesting and modern-looking ensemble. If you need to effortlessly kick up your outfit with a pair of shoes, introduce a pair of black leather chelsea boots to your getup. During the winter months, when warmth is paramount, it can be easy to settle for a less-than-stylish look. This look, however, is a shining example that you totally can stay toasty and remain equally stylish during the winter months. A look like this will help any middle-aged man outshine his younger pals.