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January 1941. "Children in Midland, Pennsylvania." And now if you'll excuse us, there's the little matter of a triple-dog-dare to take care of. Medium format negative by Jack Delano for the Farm Security Administration. View full size.
I don't know that I've ever seen a photo of anybody wearing one in the real world.
archive.org also has a library of Jean Shepherd radio show recordings.
https://archive.org/search.php?query=jean+shepherd&page=
As a teenager, I would also go to sleep listening to his show on my Heathkit multiband radio tuned to WOR on the AM band. Back then FM was for elevator music.
The lad is sporting a fine whoopee cap, previously seen here: https://www.shorpy.com/node/21401
A lot of people only know Jean Shepherd from his writing and narrating "A Christmas Story." For many years he had a nightly radio show in NYC. On Saturday nights it was live from the Limelight nightclub in Greenwich Village in front of an audience. I spent the better part of my teens listening to Shep with an earplug and my trusty 6 transistor radio. Now in the 21st century thankfully there is a website http://insomniatheater.com/ where I can still listen all night with ear buds and my iPhone.
What, when you buy a hat like this I bet you get a free bowl of soup, huh? Oh, it looks good on you though.
... while I go attend to Schwartz. He's got his tongue stuck to the flagpole.
My pals and I were liberal users of the "double dog dare" but rarely made use of the "triple," figuring that if your friend wasn't sufficiently humiliated by the "double," one more dog wouldn't matter that much.
That'a a very cunning crenellated sailor hat. It takes a very brave kid to wear a hat like that.
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