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Sissy Mumification

Sissy Mumification Mummification makes for objectifying and humiliating bondage. Sissy Mumification Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissy Mouth Practice

Sissy Mouth Practice This dildo mouth practice gives us a hint as to Mistress’s ultimate plans for her sissy slave. Sissy Mouth Practice Femdom Artists - Illustrations of male submission, masochism...

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Sissy’s Hairbrush Spanking

Sissy’s Hairbrush Spanking Sissies cannot be allowed any slave. Even for the most minor error should be followed with a spanking. Sissy’s Hairbrush Spanking Femdom Artists - Illustrations of male...

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Domme & Sissy

Domme & Sissy Mistress enjoying a routine night of sissy corporal punishment and humiliation. Domme & Sissy Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Sissy Learns About Bisexuality

Sissy Learns About Bisexuality Sissy’s Mistress likes her slaves to play together. Sissy doesn’t seem to be taking it well. Sissy Learns About Bisexuality Femdom Artists - Illustrations of male...

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Feminized Servant Spills Food

Feminized Servant Spills Food Feminized slave man is required to eat all food from a bowl on the floor. The poor sissy male has spilled some of his food. How will Mistress punish him? Feminized Servant...

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Sissy David

Sissy David David is beginning his journey into transvestism and sissification. Sissy David Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Corsets for Sissymales

Corsets for Sissymales A heavy, solid corset tightly cinched is a easy method for insuring that your sissymale presents a pleasing image to your friends. Originally posted 2013-09-26 14:07:19....

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Two Women & a Sissy

Two Women & a Sissy Three On a Couch (Trisexual Books) Two women have feminized a man. What are their next plans for the new sissy? Two Women & a Sissy Femdom Artists - Illustrations of male...

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Domme’s Big Strap-on

Domme’s Big Strap-on Poor, poor sissy, Mistress’s new strap-on dildo is a bit of a strain. Domme’s Big Strap-on Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Sissy Boy’s Snack Time

Sissy Boy’s Snack Time Sissy won’t be allowed to use his hands when he eats the snacks that have fallen to the floor. Sissy Boy’s Snack Time Femdom Artists - Illustrations of male submission, masochism...

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Pretty New Wig for Sissy

Pretty New Wig for Sissy Amazonian Mistress and sissy boy maidservant. Pretty New Wig for Sissy Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Sissy’s Dress is Too Tight

Sissy’s Dress is Too Tight Mistress certainly won’t tolerate this dress. She doesn’t want her sissy to even reminder the futile object between the legs. Sissy’s Dress is Too Tight Femdom Artists -...

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Adrian Dresses Like a Sissy

Adrian Dresses Like a Sissy Adrian’s Mistress enjoyed teaching him how to dress like a girl He worships her for freeing him from the burden of illusory masculinity. Adrian Dresses Like a Sissy Femdom...

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Sissy Ballerinas

Sissy Ballerinas Their dances will be dances of embarrassment and humiliation. Originally posted 2013-09-21 03:50:43. Republished by Blog Post PromoterSissy Ballerinas Femdom Artists - Illustrations of...

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Sissy Man Wearing a Bra

Sissy Man Wearing a Bra Dominant wife demands that her submissive husband wear a bra at all times. A mild scene for Bill Ward. Originally posted 2013-09-07 12:34:59. Republished by Blog Post...

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Sissy Husband at Work

Sissy Husband at Work Did you see the one with the purple strap-on dildo? Originally posted 2013-08-08 13:39:34. Republished by Blog Post PromoterSissy Husband at Work Femdom Artists - Illustrations of...

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TV Initiation Bondage

TV Initiation Bondage Gene Bilbrew art on a transvestism ‘zine. Originally posted 2010-12-12 21:00:52. Republished by Blog Post PromoterTV Initiation Bondage Femdom Artists - Illustrations of male...

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Sissy’s Shopping Mall Humiliation

Sissy’s Shopping Mall Humiliation This sissy must have greatly offended its Mistress to merit this public shame and degradation. Giving the services sissy is offering worse may be yet to come: a night...

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Sissy’s Mistress is Powerful

Sissy’s Mistress is Powerful Mistress is too powerful for her sissymaid to over think of defiance. Sissy’s Mistress is Powerful Femdom Artists - Illustrations of male submission, masochism & female...

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