Putting together a grey suit and a navy overcoat is a fail-safe way to inject your closet with some manly sophistication. If not sure as to the footwear, go with a pair of black leather oxford shoes. In the winter season, when warmth is prized, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. But this ensemble is a good illustration that you totally can stay warm and remain equally stylish in the winter season. A wonderful outfit as you transition into the next stage of your adulthood, your 20s.