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Bondage Harassment

Dominated Man’s Bondage Harassment is a great title. This could be one of my own fantasies if it were for the feminization. I approve of the book but not the cigarette. Originally posted 2010-12-12...

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Sissyboy in Bondage

Why is Mistress putting her sissy male into bondage? Sissyboy in Bondage Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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What Sissyboys Think About

What sissies and those that own them think about. What Sissyboys Think About Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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Sissymale’s New Bra?

Is it time for thi sissymale to start wearing a bra? Sissymale’s New Bra? Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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Mistress Enjoying Her Sissyboy

Mistress fondling her sissy male. Mistress Enjoying Her Sissyboy Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches. Similar...

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Sissymale on the Spanking Bench

Sissymale slave strapped to the spanking bench for corporal punishment. Sissymale on the Spanking Bench Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissymale on a Chain

Keeping your sissy chained is a good way to keep it out of mischief. Sissymale on a Chain Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Instant Feminization Pill

How many feminized males would take a pill that would feminize them physically? Instant Feminization Pill Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissymale’s New Wig

How kind of Mistress to buy her bound sissymale slave a nice blonde wig. Sissymale’s New Wig Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Sissies Make Good Servants

A good sissy male slave gratefully and mindfully attends to Mistress’ needs at all time. Sissies Make Good Servants Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Mistress Making Her Sissy Male Frilly & Silly

Mistress making sure her submissive sissy male is as frilly as possible. Mistress Making Her Sissy Male Frilly & Silly Femdom Artists - Illustrations of male submission, masochism & female...

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Sissymale Hanging in Bondage

Maids binding and making helpless a sissymale. Sissymale Hanging in Bondage Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings, sketches....

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Mistress Masturbation Her Sissy

A sissy being masturbated by his Mistress. Will she permit him an orgasm? Mistress Masturbation Her Sissy Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissy Caught Watching Porn

How will Mistress punish her sissy slave for watching pornography? Sissy Caught Watching Porn Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Sissymale Panty Sniffer

Naughty sissy – what will happen when she catches you with her lingerie? Sissymale Panty Sniffer Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Cum Eating Sissy Cuckold

A weakling sissy cuckold’s husband’s degrading moment. Cum Eating Sissy Cuckold Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings, drawings,...

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Wife Turns Husband into Sissy Slut

A sadistic wife engages in the complete humiliation and degradation of the husband she has feminized. Wife Turns Husband into Sissy Slut Femdom Artists - Illustrations of male submission, masochism...

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Sissy Fag Cuckold

Barbara O’Toole’s work hardly needs captions. I really should post this but I’ve already uploaded it. Sissy Fag Cuckold Femdom Artists - Illustrations of male submission, masochism & female...

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Mistresses Making Their Sissy Slave Pretty

After they finishes completely feminizes the man his Mistress’ will take him out on the town for plenty of public humiliation. Mistresses Making Their Sissy Slave Pretty Femdom Artists - Illustrations...

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Sissymaid Slave Mops the Floor

Forcing the sissy maid to perform chores while in bondage makes the work more difficult, wearying and time consuming. But the sissy’s Mistress enjoy’s her slave’s misery. Sissymaid Slave Mops the Floor...

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