Sometimes I reach the conclusion that only older men know how to wear a suit. I am wrong, of course, but when I am to point out a truly well-dressed man, he is always 50 years old or more.
It is not that the older well-dressed man wears very different garments and accessories from younger men. He wears them differently.
Above all, he feels comfortable wearing his clothing. He enjoys it. He is not obssesed with conveying a message. He he not working on his identity. His identity is established.
Secondly, he is experienced in dressing. He is a craftsman in his own way, who knows all tools, including cut, textures, colours and patterns, and, how to apply them.
Source: The Journal of Style in Italy