For an effortlessly classic ensemble, go for a black blazer and grey chinos — these two pieces play nicely together. A cool pair of black leather casual boots ties this outfit together. During the winter months, when warmth is key, it can be easy to settle for a less-than-stylish look. But this look is a shining example that you can actually stay warm and remain equally stylish in the winter months. So if you need style inspiration for dressing as you reach your 30s, this getup is ideal.