Infuse personality into your daily casual wardrobe with a hoodie and white chinos. If you're wondering how to finish off, a pair of low top sneakers is a nice idea. In winter, when warmth is prized, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is a striking illustration that you totally can stay comfortable and remain stylish at the same time during winter. Those who are curious whether you can still pull off cool casual dressing after 50, you have your answer.