A grey double breasted blazer and charcoal chinos will add serious style to your current repertoire. Kick up this outfit by slipping into double monks. During the colder months, when warmth is above all, it can be easy to settle for a less-than-stylish outfit. However, this outfit is a clear example that you totally can stay toasty and remain stylish at the same time in the colder months. If you're wondering how you should dress as a 50-something gent, this getup is a good source of inspiration.