Exhibit your credentials in menswear styling by opting for this relaxed casual pairing of a tobacco shearling coat and black jeans. Feeling brave? Change up this outfit with a pair of tobacco leather casual boots. Planning a well-coordinated ensemble can be a bit challenging on its own. Enter extra cold temps into the equation, and the whole thing becomes all the more difficult. No worries, this here is your wintry outfit inspiration. When it comes to casual outfit ideas for over-50 men, this outfit looks cool on almost any gent.