Frank Sinatra Mugshot Caricature


Frank Sinatra Mugshot Caricature; in 1938 23-year-old Frank Sinatra shown here in his famous mugshot, was arrested in Bergen County, N.J. on charges of seduction and adultery.

It was long before Ol’ Blue Eyes would become an international icon, but Sinatra was arrested in New York on a morals charge. Yes, they used to be able to arrest people and charge them with seduction, something that faced a 23-year-old Frank Sinatra. The seduction charge against Frank Sinatra on November 26th, 1938 was dismissed, but the ‘Chairman of the Board’ was arrested again on December 22nd, 1938, for adultery. What exactly did Frank Sinatra do to warrant as tough a charge as seduction? In the borough of Lodi, Frank Sinatra was accused of having sexual relations with a single female who was formerly in good repute, something that was apparently against the law at the time.

The second charge against Frank Sinatra was actually just a revision of the first charge. The woman, supposedly of good repute, turned out to be married. After the first charges of seduction against Frank Sinatra, the legendary singer was released on $1,500 bond, but the complaint was dismissed less than a month later and a charge of adultery was put in its place. The bond for Frank Sinatra was set at $500, which he paid and was released. The charge of adultery was later dismissed.

Where Frank Sinatra would go from that mugshot to decades of popularity and influence on the world of music was hard to say, but that shot from his early-20s is still legendary, behind bars all over the world as a testament to the ‘bad boy’ reputation of a singer who appealed to every generation. All in all, he only spent sixteen hours in jail.


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All prints are produced using Giclee printing process which is used for archival art reproduction. This process uses fade-resistant archival pigment-based ink which lasts over 100 years. All prints are printed on 310GSM, Luxurious mould-made, 100% cotton rag Archival Certified watercolor paper.

Archival Conservation Mat is included with your purchase. Mat is a high quality, 4 ply (1/16″) surround mat. These frame mats are acid-free & Lignin-free made with 100% virgin alpha-cellulose surface, core and backing papers. So your caricature with mat will fit into a standard comparable frame either “20” x 24″ or “16” x 20″ depending on the print size, (frame not included). Price also includes a Backer Board.

32″ x 40″ stretch canvas print is produced by Giclee printing process and are hand stretched over heavy duty American made white pine. The canvas print is varnished twice after printing. The canvas prints are ready to hang (complete with hanging wire).

Additional information

Weight .25 lbs
Dimensions 16 × 20 × .25 in
Print Size

32" x 40" Stretched Canvas Print $495, 20" x 24" Stretched Canvas Print $330, 11" x 14" Watercolor Print $95, 16" x 20" Watercolor Print $185