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Michael’s Petticoats

Sissy Lana’s depiction of a young man’s punishment for mocking a girl’s attire: Go ahead Girls, peek under his skirts. You’ll see his naughty bottom is decorated in fussy frills. So, Michael, are you...

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Machine Turns Male into Female

A machine that would convert you from male into female would evidently satisfy many guys’ deepest cravings. Machine Turns Male into Female Femdom Artists - Illustrations of male submission, masochism...

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Sissy Husband’s Humiliation & Punishment

I don’t really care for F/m gender humiliation but I know the guys who like it hunger for the images desperately. Originally posted 2010-12-26 14:52:31. Sissy Husband’s Humiliation & Punishment...

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A Complete Guide to Petticoat Punishment

A Complete Guide to Petticoat Punishment Here it is in one handy volume. How to feminize and sissify your submissive male. Make him wear dresses, don wigs and use cosmetics. Everything a woman really...

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Girlfriend Feminizes Boyfriend

Do you know who produced this feminization sequence? Originally posted 2011-12-11 08:00:43. Girlfriend Feminizes Boyfriend Femdom Artists - Illustrations of male submission, masochism & female...

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Sissy’s New Catheter

Mistress: Darling Nelson, this new pacifier / catheter will prevent your panties from being soiled when all my horny lady friends can’t resist handling you to completion. Also, you won’t need help...

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Femme Males by Andy Kane

I especially like the first one. Certainly a SILF. Femme Males by Andy Kane Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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Femdom Art of Satyn

Femdom Art of Satyn Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. How do you feel?

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Tranz: Forced Transvestism

Another man being subjected to cruel enforced sissyfication (that he so deeply craves). Does this sort of image give those of you who find the prospect of being feminized by a dominant woman pleasure?...

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Dress Maker’s Dummy

Feminization art by Topfer (?). Originally posted 2010-10-14 14:22:51. Dress Maker’s Dummy Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Fred’s Forced Feminization

French feminization novel Fred. Histoire véridique d’un garçon changé en fille was published by Select Bibliothèque in 1913. Artist identified as Tack. Originally posted 2010-01-06 09:56:18. Fred’s...

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Making a Man Feminine

Even The Bishop did some feminization / sissyfication art. Originally posted 2009-10-26 08:59:58. Making a Man Feminine Femdom Artists - Illustrations of male submission, masochism & female...

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Sissymaid Slave Labor

A sissymaid’s work is never done, at least not under the cruel control of Steffi: Isn’t he sweet, Steffi? The poor guy will be tired. Nights in the laundry and after that drying our clothes. That...

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Orgasm Denial & Bondage for the Sissymaid Slave Male

Forced Feminization & Enforced Chastity Advertising for a penis corset and chastity harness by Europa. Orgasm Denial & Bondage for the Sissymaid Slave Male Femdom Artists - Illustrations of...

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Juvenilization & Feminization

This sissyfication drawing suggests juvenilization as much as feminization. The submissive sissy guys appears to be wearing a variant of the once infamous Little Lord Fauntleroy. Artist unknown....

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TV Initiation Bondage

Gene Bilbrew art on a transvestism ‘zine. Originally posted 2010-12-12 21:00:52. TV Initiation Bondage Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Tame-Azons

Tame-Azons was not the most felicitous term. Originally posted 2011-05-17 10:03:01. Tame-Azons Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Please Sissify Me, Mistress … ?

While sissyfication does nothing for me I get enough strange communications on some of my other sites to know how popular forced feminization is with some of you guys. Then again, perhaps I’m...

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Siffyfied & Muzzled

Paul Kamm delineates one sure way of keeping a man silent: a muzzle. Originally posted 2010-03-01 11:27:21. Siffyfied & Muzzled Femdom Artists - Illustrations of male submission, masochism &...

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Hanging Mistress’ Laundry

Semi-clothed-female-naked-male feminization. Anybody have a men wearing aprons fetish? Originally posted 2011-02-26 08:59:31. Hanging Mistress’ Laundry Femdom Artists - Illustrations of male...

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