A black quilted gilet and a grey hoodie are a pairing that every sharp guy should have in his off-duty styling collection. To add some extra depth to your ensemble, complete your look with a pair of grey suede desert boots. During the winter season, when warmth is top priority, it can be easy to settle for a less-than-stylish ensemble. This ensemble, however, is a shining example that you totally can stay warm and remain equally stylish during the winter season. This combo demonstrates how to dress stylishly as you go through your adolescence.