For an outfit that's nothing less than gasp-worthy, reach for a navy blazer and blue jeans. Rounding off with brogue boots is a surefire way to give an added dose of class to this look. In the winter season, when warmth is a must, it can be easy to surrender to a less-than-stylish getup. This getup, however, is a practical illustration that you can actually stay cozy and remain equally stylish during the winter season. Looks like this have a sophisticated air that befit gents in their fifties very well.