For a laid-back outfit, consider pairing a black shearling jacket with black ripped skinny jeans — these two pieces fit really great together. Olive leather lace-up flat boots integrate well within plenty of combinations. During winter, when warmth is a must, it can be easy to surrender to a less-than-stylish getup. But this getup is a shining example that you totally can stay comfortable and remain equally stylish in winter.