It's no secret that Frank Sinatra did it his way. He is a legend for very good reason. His recordings endure because his singing style was timeless. He lived and sang the music.
What is interesting and unexpected is to observe the progression from young man starting out in the entertainment business to show-business icon always maintaining an impeccable look that told the world exactly who he was.
I love how he always looks perfectly appropriate, like he respects the job he's doing and the people he is working with, but he can't help but make the look his own by the way he loosens his tie or wears his hat at an angle. He had so much talent that he could just dress well and let his swagger speak for itself.