Go for an overcoat and a navy vertical striped suit to be the epitome of elegance. Feeling inventive? Jazz up this ensemble by wearing black brogues. In the colder months, when functionality is paramount, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. This outfit, however, is a shining example that you totally can stay comfortable and remain equally stylish during the colder months. Certainly a popular option when it comes to outfit ideas for guys in their forties.