This pairing of a navy blazer and a white and black gingham dress shirt can only be described as seriously stylish and effortlessly sleek. And if you wish to effortlessly dress down this outfit with a pair of shoes, introduce tobacco suede casual boots to this look. This one is a viable idea if you're picking out a standout outfit for weird transition weather. Interested in dressing tips for mature men? This pairing should definitely go to your favorites.