For a look that's nothing less than camera-worthy, reach for a dark brown shearling jacket and a long sleeve shirt. Complement this getup with white leather low top sneakers to make a traditional ensemble feel suddenly edgier. In the winter season, when warmth is above all, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a stark illustration that you can actually stay comfortable and remain equally stylish in the winter season. An exciting pick for guys in their 40s!