An on-trend combination of a red and black gingham long sleeve shirt and charcoal chinos will bring confidence and you'll carry yourself with more self-assurance. A pair of brown leather casual boots effortlessly elevates any ensemble. During the winter months, when comfort is everything, it can be easy to settle for a less-than-stylish outfit. But this outfit is a stark illustration that you totally can stay warm and remain equally stylish during the winter months. When it comes to style for 30-something Millennial men, this getup is ideal.