This combination of a white and black dress shirt and chinos is hard proof that a safe ensemble doesn't have to be boring. If you want to instantly step up this ensemble with a pair of shoes, add a pair of brown suede double monks to the equation. In winter, when practicality is prized, it can be easy to settle for a less-than-stylish getup in the name of functionality. This getup, however, is a practical illustration that you can actually stay snug and remain stylish at the same time in winter. This ensemble is probably what you've been looking for as a middle-aged gentleman.