A black overcoat and black chinos paired together are a sartorial dream for those dressers who love polished styles. For a more casual vibe, why not make beige suede desert boots your footwear choice? In the winter season, when warmth is essential, it can be easy to settle for a less-than-stylish look in the name of practicality. But this look is a shining example that you totally can stay comfortable and remain equally stylish in the winter season. This combination shows that looking stylish at 40 plus is quite manageable.