This polished pairing of a grey overcoat and a white dress shirt is a popular choice among the trendsetting men. To bring out a classy side of you, add a pair of dark brown leather dress boots to your look. In winter, when comfort is the priority, it can be easy to settle for a less-than-stylish ensemble. This ensemble, however, is a vivid example that you totally can stay toasty and remain equally stylish in winter. An outfit like this will make you look a million times classier as a 20-year-old gent.