Combining a charcoal overcoat and a grey houndstooth wool suit will allow you to parade your sartorial savvy. Add a pair of black leather loafers to the mix and ta-da: your look is complete. In winter, when practicality is the priority, it can be easy to settle for a less-than-stylish look. This look, however, is a striking illustration that you totally can stay snug and remain equally stylish in winter. Wondering what to wear well into your 50s? This getup is a wonderful example.