Frank Sinatra Drawing by Jackie Grawe

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Frank Sinatra closeup
One of my very first portraits! You can see where I erased and redrew his hairline
Based on a real criminal act (he was with a married woman...)

Art Description

Drawing: Graphite, Pencil, Paper on Paper.

I saw the photo mugshot of Frank Sinatra in a bar years ago. The penetrating gaze compelled me to find out the history behind the photo. Frank had the charismatic swagger even in legal hot water. As I found the details of his arrest, apparently Mr. Sinatra had romantic occurrences with a married woman.
This is one of my very first portraits I drew back in 2008. We all struggle with our good and bad sides, I chose this image to illuminate the human struggle of striving for positive growth.


Frank Sinatra

Jackie Grawe

United States


Size: 13.8 W x 18.3 H x 0.1 in

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