Home » Artwork, ink, etc. » JEAN SHEPHERD–Views of Shep



We’ve seen lots of photos of Jean Shepherd and I’ve commented on how different he looks over the years–altering the physical image of himself so often–wondering and guessing as to why he does so. There are also a few images of him that are not straight photos, but are, in sense, interpretations. For amusement and amazement, here are a few:

SHEP drinking glass

Radio station promo for a pre-WOR Shep (and others)

Mad 4.1957

Shep depicted in Mad Magazine, April, 1957.

In the illustrated story titled “The Night People vs ‘Creeping Meatballism'” Shepherd’s words describe his gripes. The illustrator is EC Comics’ famed artist Wally Wood.

shep as ewing

“Full color” image of Shep on back cover,

as bogus author of I, Libertine, Frederick R. Ewing.

The full black and white image, as seen in a promo flyer shows him clearly in a kind of jungle-like environment. The New York Times, either mistakenly, or somehow contributing to the hoax-like nature of the book, in its review of it, reproduced this image and simply titled it “Jean Shepherd.” U. S. Poet Laureate Billy Collins, upon seeing this (and having placed it above his writing desk), commented that Shep “looked sad,” not realizing that it was a consciously posed shot of the bogus author.


1958 (?) photo. Pay absolutely no attention to the improper

spelling of the first word in the photo–and the lack of

a comma after the word “Great.”

look.C on shelBoth images by Shep’s best pal, Shel Silverstein

(who drew the entire  “Look, Charlie”program).

The left image, from the cover of Shepherd’s theater piece, “Look, Charlie,”  shows Shep riding his motorcycle up the leg of the title’s K. On the right, from the overleaf of the program we see the cast members of the piece, beginning with Shep rapping out a tune by thumping on his head, as he did not only in “Look, Charlie,” but sometimes on his broadcasts.

WOR ad

Shep emanating radio airwaves from a WOR ad.

His is one of 25 similar images in the ad.

southern shep

Shep as a Southern gentleman in a 1971 episode of

“Jean Shepherd’s America.”

In some of these episodes, in addition to narrating, Shepherd plays the part of some character appropriate to the subject matter. (Image captured from


Ho ho ho!

Is this fellow as jolly as he should be? Shepherd plays Santa in a television show! Can ya believe it?!

Shep photo .drawing


Somebody traced over the iconic Fred W. McDarrah photo of Shep. Encountered on the web.


Cowboy X

Shepherd did the narration for the Sesame Street animated cartoon “Cowboy X,” and he also did all the voices for it.  I’m certain that he also wrote the script, as it so profoundly represents his attitudes, and indeed, the Cowboy X character is obviously Shep himself, a clever, witty, and hostile desperado.


Other  encountered interpretive images of Shep would be appreciated.)




  1. Barry says:

    What a great Article, Thanks Gene

  2. Stu Tarlowe says:

    The illustration of “Cowboy X” looks to me like the work of Paul Coker, Jr., another artist who did a lot of work for MAD Magazine.

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