Wear a grey turtleneck and charcoal cargo pants for a neat and relaxed and fashionable ensemble. When it comes to shoes, go for something on the laid-back end of the spectrum by rounding off with charcoal suede work boots. During the winter months, when warmth is paramount, it can be easy to surrender to a less-than-stylish getup in the name of functionality. However, this getup is a bright example that you totally can stay cozy and remain stylish in the winter months. Wondering how to perfect casual dressing as you get into your 30s? This pairing is a great example.