This casual pairing of a shearling jacket and a navy and white crew-neck sweater can only be described as incredibly sharp. Feeling experimental today? Change up this look by rocking brown leather work boots. During the winter season, when warmth is essential, it can be easy to surrender to a less-than-stylish look in the name of functionality. However, this look is a clear example that you totally can stay warm and remain equally stylish during the winter season. Those who wonder how to sport edgy off-duty looks well into your 30s, this pairing should answer your question.