A navy suit and a white and navy dress shirt are absolute mainstays if you're figuring out a classic closet that matches up to the highest sartorial standards. To give your overall outfit a more relaxed spin, complement your outfit with a pair of dark brown leather chelsea boots. In winter, when warmth is imperative, it can be easy to settle for a less-than-stylish look. But this look is a striking example that you can actually stay comfortable and remain equally stylish in winter. An ensemble like this can make any 20-year-old man look better than everyone else in the room.