It may not be entirely accurate to say that clothes make the man, but any Sinatra fan knows that they can showcasethe man in a pretty elegant wrapper. And any good wrap job, of course, needs a good bow on top-which is to say, the right hat.
For Sinatra, particularly late in his life, that hat was occasionally a baseball cap. But that's not the topper we associate with him, the lid that became one of his trademarks as it adorned all those classic album covers. The classic Sinatra hat is the fedora. And in many ways, the fedora-the hat that Sinatra made as personal and stylish a signature as authoritative but conversational singing and an immaculate pocket square-is back.