For elegant style with a modernized spin, consider pairing a blue suit with a grey herringbone fur collar coat. When not sure as to what to wear on the shoe front, go with brown leather double monks. During the winter season, when warmth is prized, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. This outfit, however, is a shining example that you can actually stay snug and remain equally stylish in the winter season. This one is a nice yet age-appropriate ensemble for a maturing man.