Miss Jimmy Olsen – Comic Cross Dresser

intage comics Jimmy Olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Great Caesars Ghost! Is Superman’s pal Jimmy Olsen coming out of the closet as a cross dresser?

Before we get a new spokesman for the transvestite community, lets take a deep breath. This cartoon cross dressing cub reporter for the Daily Planet getting all those hoots and hollers was only doing it for an assignment.

What a drag!

While quick change artist Clark Kent dons his spiffy Superman cape, Jimmy Olsen drapes on a mink stole all in the name of truth, justice and the American Way.

During his amazing career as Superman’s pal, Jimmy Olsen the red-headed cub reporter has been a genie, elastic man, cave man and wolf man and now  we are told in this Jimmy Olsen Double Issue Comic Book from 1966, Jimmy masquerades most shockingly as….gulp…. a girl!

“If you’ve ever wondered to what extreme lengths Jimmy would go to get a newspaper scoop wait till you see Jimmy in operation as a member of the fair sex. Yes readers,” we are told, “Superman’s young pal undergoes a drastic change of identity and puts  his high-heeled feet into a mess of trouble when he becomes the sweetheart of a gangland in Miss Jimmy Olsen!”

Oh, Sister!

This comic is a laughable grab bag of gender, and sexual orientation stereotypes galore, proving there is nothing like a dame!

Lets see what kind of trouble that gender-bending Miss Jimmy Olsen gets into!

Miss Jimmy Olsen

The story begins when our red-headed, red-blooded he-man  reporter receives a call at the Daily Planet office from lovely Lucy Lane for whom he carries a big crush. The saucy stewardess sweetly asks Jimmy for a favor. Called away on  a flight assignment, she’d like to Jimmy feed her dog Hamlet until she returns to Metropolis.

His hopes for a romantic date are dashed, but he agrees.

Meanwhile, Superman stops by the Daily Planet to let Jimmy know he’ll be out of touch too, chillin’ at his fortress of solitude for a while. His one request of the cub reporter: Be a good boy and stay our of trouble!

Boy, oh boy, was that a tough request!

Chorus Girl Follies

vintage Comics Jimmy Olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Spying crime boss “Big Monte” McGraw  and his gal pal Maisie outside a theater, he overhears some information concerning  the previous weeks million dollar jewel heist. Maisie has hidden the hot rubies and  Jimmy is sure to he can get them back and solve the crime scoop of the century!

Figuring Big Monte as the mastermind behind the swindle, our boy  Jimmy cooks up a plan to sidle up to McGraw’s moll Maisie, leading him straight to the jewels .

But straight has nothing to do with this scheme.

All it will take is a dress and high heels.

 

Who’d Harm a Girl?

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Not wanting to be frumpy, Jimmy was careful to be the perfect lady- filmy stockings that wrinkle…the slip that sags…the placket that puckers and pops. He knew these were failings that men can’t stand in a girl- even in women they fall for. With just the right makeup our hero was certain he could achieve the engaging, natural look of gay, young loveliness.

A good girdle  and padding would assure him of figure success, “coaxing you into new womanly curves.”

And with gams as good as Grables, Jimmy gets the job on the chorus line! Natch!

 

Nothing Like a Dame

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Jimmy “the new girl in town” is some broad!

Despite being a girl, he meets the challenge of catching  the fastball thrown by a big league pitcher something no other dame has been able to accomplish.

But a fastball  isn’t the only thing this  sassy “new gal”  catches.

Catching the eye of Big Monte, our fetching chorus “girl” makes the most of “her” charms. Jimmy introduces himself  as Julie Ogden, new girl in town

 

New Girl In Town

comics Jimmy Olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Maisie develops a slow burn over  her new competition, especially when Monte her beau insists Julie stay with her in her apartment which coincidentally is the same building Jimmy’s true love lives in – Lucy lane.

 

Domestic Diva

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Maisie, one tough cookie  starts barking orders putting Julie to work cooking dinner  for she and her pet chimp . Jimmy a bachelor, is no domestic diva and proceeds to burns dinner. Panicked that his lack of domestic skills will give away his true sex, Julie comes up with a plan.

Quick thinking Julie  hustles downstairs to Lucy’s apartment where “she” raids the icebox for some chopped meat to cook for dinner.

 

 

comics Jimmy Olsen drag 2 SWScan02764

Julie turns out to be a chump when she learns she’s accidentally eaten Lucy’s dog food instead of the hamburger she thought she cooked for dinner.

Back at the theater our newly minted chorus girl  is beckoned by Big Monte.

 

I Go For You Babe

comics Jimmy Olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Seems like the big palooka has taken quite a shine to our Julie.

Go figure.

But Julie was quite the looker.  Earlier in the day she had deftly arranged herself in a Merry Widow Corset- the one you wear the ads suggested, “when you want to look a little wanton and a lot more womanly.”

Monte Mc Graw thought she looked like a million bucks!

 

 Cat Fight

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Julie knew it was a special night.

Her incendiary figure was smartly showcased in a ravishing cone-shaped cotton Shantung dress, cool as a breeze and gay as the Fourth of July! Slipping on her white stretch gloves- m’lady’s loveliest accessory it was frosting for her delectable fashion ensemble.

She was ready for a rendezvous with loveliness

Maisie was ready to blow her stack.

 

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Showering  Julie with gifts, Monte replaces  her secret Superman signal watch with a high-class diamond one, while spurned Maisie seethes in the background.

 

 An Eye Full

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Our cross dressing doll was some Knockout!

Julie  stepped into the room and all eyes were upon her. Modestly blushing as eyes feasted upon her beauty, she learned the secret of keeping her own particular beauty always at its best.

 

 Knockout

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

She was quite the dish. Her dress was styled to please  a man-sized appetite and boy did the boys feast their eyes on her.

Our cross dressing doll proves how very irresistible she is bringing  out the green-eyed monster in Monte.

 

 The Big Kiss Off

comics jimmy olsen drag kiss

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Before leaving the club, Julie had carefully applied her new lipstick “See Red”- the maddening new lip color from Revlon…”Looking for trouble?” the advertisement had asked  provocatively, warning: “Be careful! Don’t start anything you can’t finish.” Little did Julie know trouble was coming her way!

Like any man, Big Monte wants the big payoff for the good  time he’s shown Julie.

But just how far will our red-blooded American male Jimmy go in his act?

 

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Monte’s heart told him  the moment had come…the magic moment he was waiting for …he was  over the moon with the luscious lips of Julie…. or so he thinks!

 Kissing Fool

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Naturally the idea of actually kissing another mans lips is too repulsive to our heterosexual Jimmy. He’ll only go so far in his female impersonation Dressing up in heels and a dress is one thing, actually kissing another mans lips…unthinkable!

 

 Hot Pursuit

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

 Broadsided

comics Jimmy Olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Broadsided, Monte gets wise to the fact that Julie wasn’t a dame.  Our femme fatale was in a real fix.

Was it curtains for our cross dressing cub reporter?

 

 Damsel in Distress

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Who’s the sissy now Monte?

With Monte blacked out,  police arrest him.

But there was still the matter of finding the jewels.

Jimmy was stumped.   That is until  Superman returns who then quickly spies the rubies with his x-ray vision. The hot jewels  had been hiding in plain sight- stuck with chewing gum to the blades of the oscillating fan.

A Changed Girl

 

comics jimmy olsen drag

Vintage Comic Book “Superman’s Pal Jimmy Olsen” Aug-Sept 1966

Another crime  solved by a cross dressing sleuth.

J.Edgar Hoover would approve.

 

© Sally Edelstein and Envisioning The American Dream, 2014. Unauthorized use and/or duplication of this material without express and written permission from this blog’s author and/or owner is strictly prohibited. Excerpts and links may be used, provided that full and clear credit is given to Sally Edelstein and Envisioning The American Dream with appropriate and specific direction to the original content.

 

 

 

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