Indisputable proof that a charcoal double breasted blazer and a dress shirt look amazing when paired together in an elegant look for a modern gentleman. Let your outfit coordination skills truly shine by finishing off this outfit with black leather casual boots. During the winter months, when functionality is top priority, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. But this ensemble is a good illustration that you can actually stay toasty and remain stylish at the same time during the winter months. This pairing illustrates that figuring out how to dress stylishly over 30 is easier than one might think.