When the occasion calls for an effortlessly stylish outfit, consider pairing a dark brown overcoat with a turtleneck. For extra style points, introduce dark brown suede chelsea boots to the mix. In the colder months, when warmth is critical, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. However, this outfit is a striking illustration that you totally can stay toasty and remain stylish in the colder months. Hunting for dressing ideas for gentlemen in their 40s? This outfit is pretty inspiring.