23 year old Frank Sinatra’s mugshots in 1938. He was arrested for seduction and adultery.

Frank Sinatra 1944

Frank Sinatra (1944) by Magnum Photos photographer Philippe Halsman, whose iconic portraits capture over four-decades worth of leading cultural, political and scientific figures, ranging from Albert Einstein to Frank Sinatra. In the course of his prolific career in America, Halsman produced reportage and covers for most major American magazines, including a staggering 101 covers for Life magazine. View more famous Hollywood start through Halsman's lens by clicking on the above link.

Sinatra ❤️

Frank Sinatra

Frank Sinatra at a 1943 rehearsal for Your Hit Parade