For a laid-back and cool outfit, consider teaming a dark green parka with dark green chinos — these pieces fit nicely together. To introduce a little zing to this outfit, grab a pair of derby shoes. In the colder months, when warmth is imperative, it can be easy to surrender to a less-than-stylish getup in the name of practicality. But this getup is a vivid example that you can actually stay cozy and remain equally stylish during the colder months. Scouting for dressing tips for gentlemen in their fifties? This ensemble is worth saving to your inspiration folder.