If you're in search of a relaxed yet seriously stylish ensemble, pair a denim shirt with navy chinos. The whole outfit comes together perfectly when you complement this getup with low top sneakers. In winter, when functionality is imperative, it can be easy to settle for a less-than-stylish look in the name of practicality. But this look is a shining example that you can actually stay comfy and remain equally stylish during winter. Perfect if you're looking for some incredibly inspiring style for middle-aged gentlemen.