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Reply to "Hold on to your socks"

I sent this picture off to a friend of mine at NASA for enhancement and evaluation and he sent it back and said it is either a person going to a halloween party as a swashbuckling pirate with a VERY close male friend ----OR------ it is a used boat salesman from one of the “you work you float” marinas of the late 50’s or early 60’s.
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