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Girl Chasing Boy in Lingerie

Li’l Abner wasn’t a crossdresser. He donned drag to hide from the woman chasing him. She’s his future wife Daisy Mae and it is Sadie Hawkins Day, a holiday in Dogpatch USA when women can force the men...

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Creation of a Sissy Maid

Femization by Gene Bilbrew signing as Van Rod. Originally posted 2009-10-11 07:55:47. Creation of a Sissy Maid Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Girdle Humiliation

My search for information on Maxim was unsuccessful. Originally posted 2010-12-26 12:48:22. Republished by Blog Post Promoter Girdle Humiliation Femdom Artists - Illustrations of male submission,...

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Vintage Sissyfication

Since the desire to be feminized appears in Venus in Furs the sissyfication fetish has been part of female dominant kink since it has had any sort of formal expression. I like the whip but could do...

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Turn Your Man into a Woman

Adam’s Conversion: Adam’s wife Stephanie has arranged an exciting weekend away at a mysterious place called The Halt. When they arrive there, Adam is told that roles are to be reversed, he will be a...

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Sissy & Mistress

This chaste, cum eating sissy comes with its rules attached. By Lighthouse, my thanks to the artist for sending it to me. Sissy & Mistress Femdom Artists - Illustrations of male submission,...

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Tyranna

Tyranna, the Feminizer I’d expressed surprise earlier when I discovered mainstream American comic book artist did fetish art. I suspect this sissyfication sequence will delight some of you. Originally...

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Sissymaid’s Warning

A sissymaid advises the newly imprisoned man: Look – talking to you can cost me my hide. But let me warn you, they’re a mean bunch. Originally posted 2010-01-26 15:42:40. Republished by Blog Post...

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Femdom Sissy Slave

As with all drawings by Jim you can only assume the worst and most painful fate for the man, sissy or not. Originally posted 2009-11-04 15:00:39. Republished by Blog Post Promoter Femdom Sissy Slave...

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Her Son in a Dress

Another of the artist’s depictions of a feminized past that never really was. Originally posted 2009-09-14 11:16:07. Republished by Blog Post Promoter Her Son in a Dress Femdom Artists - Illustrations...

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Forceful Feminization

Originally posted 2009-04-09 14:29:09. Republished by Blog Post Promoter Forceful Feminization Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Woman by Choice?

Female by Choice Mistress: Who gave you permission to change your clothes? Now take them off … immediately! Is the genetic woman angry because the man dressed as a female. Or, once he chose to...

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Humiliated Sissy Slave

Humiliated Sissy Slave Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar Femdom Art: Femdom Sissy Slave Sissy Slave...

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Make Boys Wear Lacey Shirts

From a 1940s pamphlet comes this advice to moms wanting to force their male children to dress more kemptly: For Mothers Only To cure boys of the habit of not keeping shirttails tucked in, sew an edging...

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TV Fiction Classics

TV Fiction Classics was a mail order transvestism ‘zine. Originally posted 2010-08-11 18:39:30. Republished by Blog Post Promoter TV Fiction Classics Femdom Artists - Illustrations of male submission,...

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Kneeling Male Sissymaid

I am not personally interested at all in feminization so I’m not familiar with the artists and can’t attribute this illustration. Originally posted 2012-04-17 06:34:43. Republished by Blog Post...

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Her Dressmakers Dummy

Forcing a boyfriend or husband to serve as a dressmakers dummy was once a very common form of male humiliation in popular comedy. Originally posted 2011-01-29 11:27:28. Republished by Blog Post...

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Sissyboy’s Black Stockings

Sissyboy slave must learn to wear stockings. You’ve been leet down and your ankles freed so that you can put on blackstockings. They’re ultra-sheer, if you ruin them you’ll be whipped so I suggest you...

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Barbara O’Toole

I’ve been meaning to get around to Barbara O’Toole for some time. I recalled her main theme being men embarrassed by finding themselves naked in front of women (CFNM) with a special subset of medical...

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Dainty Little Penis

Sissy Damien’s Small Penis Humiliation Originally posted 2012-04-17 15:21:28. Republished by Blog Post Promoter Dainty Little Penis Femdom Artists - Illustrations of male submission, masochism &...

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