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Punishing Sissymaid Slave

Is Mistress punishing her sissy slave for an offense or is it just recreational torture? Punishing Sissymaid Slave Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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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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Cuckolded Husband Licks Wife Clean After Sex

Pathetic cuckold husband ordered to clean his wife’s vagina after she has sex with her boyfriend. Cuckolded Husband Licks Wife Clean After Sex Femdom Artists - Illustrations of male submission,...

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Sissy Slave’s Dildo Training

Sissy slave must learn to handle ever thicker and longer dildos. Sissy Slave’s Dildo Training Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Cuckold Husband: Human Fan

Poor cuckolded husband: he must act as a human fan while his wife has sex with her boyfriend. Cuckold Husband: Human Fan Femdom Artists - Illustrations of male submission, masochism & female...

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Sissy Male’s Anal Training

Sissy boi forced to endures hours with his Mistress’ fucking machine as part of his sex slave training. Sissy Male’s Anal Training Femdom Artists - Illustrations of male submission, masochism &...

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Sissy Cuckold is Boyfriend’s Lube

More deep humiliation for a sissy cuckold: acting as lube for her well-hung boyfriend. Sissy Cuckold is Boyfriend’s Lube Femdom Artists - Illustrations of male submission, masochism & female...

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Sissy Servant Vacuuming

Naturally vacuuming is part of a sissymaid servant’s daily round of chores. Sissy Servant Vacuuming Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissywimp Licks Wife’s Feet

Sissy cuckold husband’s only participation in wife’s sex life to to lick her feet while she makes love to another man. Sissywimp Licks Wife’s Feet Femdom Artists - Illustrations of male submission,...

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Femdom Feminization Art by Satyn

Satyn’s Sissy Artwork Satyn draws pictures of pretty submissive feminized males with their Mistresses. Femdom Feminization Art by Satyn Femdom Artists - Illustrations of male submission, masochism...

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Feminization Robot

Imagination a robot that irresistibly converts a male into a sissy. Illustration by Dov Sherman Feminization Robot Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Total Forced Feminization

A dominate woman engaged in the complete and comprehensive sissification of a hapless man. Total Forced Feminization Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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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. Republished by Blog Post Promoter Sissy...

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Lisa & Her Sissy

Also published by Scarlet Hill. Originally posted 2012-10-20 07:08:43. Republished by Blog Post Promoter Lisa & Her Sissy Femdom Artists - Illustrations of male submission, masochism & female...

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Milking Time For Sissy

On this ranch it is the sissy males that are milked. Not a typical image for this artist. Milking Time For Sissy Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Feminized & Punished: Drawings by Notna

Drawings by Notna of totally feminized slaves suffering at the hands of sadistic women. Feminized & Punished: Drawings by Notna Femdom Artists - Illustrations of male submission, masochism &...

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Sissies in Bondage

Three sissy bondage drawings by Allyssa. Sissies in Bondage Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar Femdom...

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Dance For Me Sissy

Mistress ordering her feminized submissive male to pirouette for her amusement. Drawing by Don Lomax. Dance For Me Sissy Femdom Artists - Illustrations of male submission, masochism & female...

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Recaptured Sissy?

Did this sissy slave seek to escape or is Mistress just having a good time with her lariat. Recaptured Sissy? Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Feminized Man’s Dildo Training

Mistress subjecting a feminized male slave to very harsh dildo training. Feminized Man’s Dildo Training Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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