The ultimate choice for effortlessly smart menswear style? An overcoat with a tan cable sweater. Add a classier twist to an otherwise mostly dressed-down ensemble by slipping into brown suede chelsea boots. In winter, when practicality is a must, it can be easy to surrender to a less-than-stylish look. But this look is a striking example that you totally can stay snug and remain stylish at the same time in winter. Combos like this go a long way towards maturing your style as a gentleman in his 20s.