Such pieces as a dress shirt and white chinos are an easy way to infuse an air of rugged sophistication into your day-to-day casual fashion mix. A pair of brown leather casual boots is a nice idea to complete this getup. In winter, when warmth is the priority, it can be easy to settle for a less-than-stylish ensemble in the name of convenience. However, this ensemble is a clear example that you can actually stay toasty and remain stylish at the same time during winter. Those wondering how to dress fashionably as you move into your 60s, you have your answer.