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Sissyboy Was Too Sweet for Football

Slick Sissies, Forced Feminization Fantasies Sissyboy Was Too Sweet for Football Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Sissy Ironing Clothes

A sissy’s work is never done. No time for leisure or relaxation. Sissy Ironing Clothes Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Sissy’s Uncomfortable Chair

Sissy male doesn’t appear to be enjoying the dildo chair. Sissy’s Uncomfortable Chair Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Sissyboys Aren’t Good at Sports

Poor, poor shamed and humiliated sissy. Sissyboys Aren’t Good at Sports Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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Sissy Ballerinas

Their dances will be dances of embarrassment and humiliation. Sissy Ballerinas Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Sissymaid in Training

Mistress has to work hard to train her new sissymaid to be a useful and humble servant. Sissymaid in Training Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Sissy Humiliation Party

Women get a kick out of watching sissies blush with shame. Sissy Humiliation Party Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Feminized Male Leashed & Chained

Given the leash pulling him, the balls and chains holding him back and Mistress’ whip to motivated him this poor feminized male slave is having a hard time. Feminized Male Leashed & Chained Femdom...

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Sissy’s Public Bondage

A sissy slut on display for the amusement of the public. Sissy’s Public Bondage Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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ABC’s for Sissies

Do you know who did this? ABC’s for Sissies Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar Femdom Art: Spanked...

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Laughing at Sissy

Heartless Mistress enjoys having women laugh and shame her sissy cuckold husband. Laughing at Sissy Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Locked in Chastity Forever

Poor sissy cuckold, he’ll never be able to enjoy his penis again. Locked in Chastity Forever Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Sissy’s Small Penis Humiliation

Public shaming of a sissy cuckold with a tiny penis. Sissy’s Small Penis Humiliation Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Sissy Adult Baby Spanked

Mistress Mommy is a disciplinarian. Sissy Adult Baby Spanked Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar Femdom...

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Taming Bruce

Bill Ward sissyfication art. Taming Bruce Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar Femdom Art: Bill Ward in...

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Turn a Man into Your Sissymaid

Take a man and – 1,2,3 – you have a servant sissymaid. Turn a Man into Your Sissymaid Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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World of the Sissymaid

World of the Male Maid A magazine focused on forced womanhood and being turned into a feminized servant. World of the Sissymaid Femdom Artists - Illustrations of male submission, masochism & female...

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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. Corsets for Sissymales Femdom Artists - Illustrations of male...

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Fred Becomes Frédérique

A dozen illustrations from Don Brennus Aléra’s Frédérique: The True Story of a Youth Transformed Into a Girl In 1930s France Fred de Montignac is taken to live with his aunt, the Baroness Saint-Genes....

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Sissy Husband Begs Man to Have Sex With His Wife

What a deep humiliation for a sissy husband: forced to beg another man to satisfy his wife in ways a sissy wimp cannot. Sissy Husband Begs Man to Have Sex With His Wife Femdom Artists - Illustrations...

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