The Infamous Mug Shot of "Bad Boy" Frank Sinatra

By | May 9, 2018

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Many devoted Frank Sinatra fans are well aware of the infamous “mug shot” of 1938. This scandalous photo was first made public on December 9, 1998, when the FBI released most of Frank Sinatra’s personal file in a stunning 1300-page document. Not only was the mugshot released to the public, there were also a few shocking reports included as well. The first was a document containing reported rumors of connections to organized crime and the second included intelligence regarding his clever dodge from the military draft during World War II - a medical report that released him from military duty due to a perforated eardrum and apparent mental instability.

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Born Francis Albert Sinatra on December 12, 1915 in Hoboken, New Jersey, Frank was the only son to Italian immigrants Natalina Della (Garaventa) and Saverio Antonino Martino Sinatra, a Sicilian boxer, fireman, and bar owner. Frank’s rebellious reputation began early in his adolescence where he was expelled from high school for “general rowdiness” after attending for only 47 days. He left without graduating and found various odd jobs as a delivery boy and riveter, until he began performing in popular social clubs like The Cat’s Meow and The Comedy Club and singing for free on the radio as a way to elevate his singing career.

The first singing group Frank joined called themselves “The Hoboken Four.” He quickly became the center of attention, which the other members did not appreciate one bit. Frank was extremely popular with the ladies, known for his late-night rendezvous’ with any girl he wanted. During one of their performances at a club, “The Rustic Cabin,” he had an intimate encounter with a woman, which led to his eventual arrest.