Go for a straightforward but elegant choice by opting for a navy blazer and dark brown chinos. Go ahead and add a pair of tassel loafers to the equation for an added touch of style. In the winter months, when warmth is a must, it can be easy to surrender to a less-than-stylish outfit. However, this outfit proves that you totally can stay comfy and remain stylish at the same time during the winter months. A no-brainer for gents in their forties who are looking for age-appropriate looks.