When the situation calls for a smart look, try pairing a shearling jacket with a zip neck sweater. For a more polished aesthetic, why not complement your ensemble with tan suede chelsea boots? In the winter season, when warmth is critical, it can be easy to surrender to a less-than-stylish look in the name of convenience. However, this look is a vivid example that you totally can stay warm and remain equally stylish during the winter season. Laid-back looks for guys over 30 aren't actually that hard, as you see.