For masculine elegance with a modern spin, reach for a navy plaid overcoat and charcoal dress pants. Finish with a pair of brown suede desert boots to transform your outfit. In the winter season, when functionality is everything, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. However, this ensemble is a practical illustration that you can actually stay cozy and remain stylish in the winter season. This ensemble is something 40-something gents can wear with confidence.