So as you can see, it doesn't take that much effort for a man to look seriously stylish. Reach for a blazer and blue chinos and you'll look awesome. Why not take a classic approach with footwear and introduce black leather derby shoes to the mix? In the winter season, when warmth is crucial, it can be easy to settle for a less-than-stylish look in the name of convenience. However, this look is a striking illustration that you totally can stay cozy and remain stylish in the winter season. A perfect demonstration that dressing maturely doesn't equal dressing old.