Go for something refined and timeless with a blue vertical striped wool suit and a white dress shirt. And if you need to effortlessly dress down this getup with a pair of shoes, add dark brown leather double monks to your getup. During winter, when warmth is crucial, it can be easy to surrender to a less-than-stylish ensemble. But this ensemble is a practical illustration that you can actually stay warm and remain stylish in winter. This is a practical example of how to dress with style well into your 30s.