For a laid-back and cool ensemble, wear a dark brown shearling jacket and navy jeans — these two pieces fit nicely together. And if you want to immediately play down your getup with shoes, add a pair of brown leather work boots to your getup. Embracing the winter season is very easy with such combinations as your fashion inspiration. If you're often not sure how to dress your age but also look fashionable, this pairing is a great example.