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Sissy’s Paddle Spanking

An image on Femdom Artists: - Femdom Art You can tell this cruel Domme is often happen when her sissymale servant makes a mistake. She enjoys any and every pretext for punishing and spanking her sissy...

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Machine Turns Male into Female

An image on Femdom Artists: - Femdom Art A machine that would convert you from male into female would evidently satisfy many guys’ deepest cravings. Originally posted 2014-06-28 23:33:58. Machine Turns...

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Sissymaid Slave in Rubber

An image on Femdom Artists: - Femdom Art I don’t know anything about the fetish artist who signs himself Arrakis. I ran across this drawing last week. Looks a bit like Marvin the Martian (Warner Bros....

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Sissy Goes for a Run

An image on Femdom Artists: - Femdom Art Domme knowing that her sissy needs exercise to stay healthy takes him out to the streets for a run. Just imagine watchers surprise as they see a mostly naked...

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Sissy & the Tough Girls

An image on Femdom Artists: - Femdom Art Look like these tough girls want to make sure sissy knows his place. Perhaps they have some advanced lessons for the poor sissy. Originally posted 2014-07-08...

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Sissy in an Open Field

An image on Femdom Artists: - Femdom Art This seems a strange place to take a sissy. What can Mistress have planned? Originally posted 2014-07-08 13:29:24. Sissy in an Open Field first appeared on...

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Sissy Learns About Cosmetics

An image on Femdom Artists: - Femdom Art Learning how to look pretty for Mistress is an important part of every sissy’s education. Originally posted 2014-07-08 14:32:05. Sissy Learns About Cosmetics...

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Femdom Computer Game

An image on Femdom Artists: - Femdom Art Man is punished in real life for losings a Femdom computer game. Originally posted 2014-07-08 21:21:15. Femdom Computer Game first appeared on Femdom Artists: -...

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Sissy’s Caning Leaves Welts

An image on Femdom Artists: - Femdom Art Mistress’ latest punishment of her sissy slave is scarring the inferior creatures legs with welts. Mistress has paused for a refreshing cup of coffee. Sissy’s...

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Sissy’s Muscular Mistress

An image on Femdom Artists: - Femdom Art You know this sissy servant must be very proud to have such a physically powerful and strong Mistress. Surely Voloh is Venezuela’s greatest contribution to...

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Sissy’s Ballet Lessons

An image on Femdom Artists: - Femdom Art So you think there’s any hope that ballet lessons can make sissy graceful? Originally posted 2014-07-30 13:35:45. Sissy’s Ballet Lessons first appeared on...

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Feminized Man’s Dildo Training

An image on Femdom Artists: - Femdom Art Mistress subjecting a feminized male slave to very harsh dildo training. Originally posted 2014-08-02 01:41:58. Feminized Man’s Dildo Training first appeared on...

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Sunday School Sissification

An image on Femdom Artists: - Femdom Art Little did he suspect that Sunday would lead to a new and unexpected life as a sissy adult baby. Originally posted 2014-08-05 14:01:06. Sunday School...

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Sissy is a Bottom

An image on Femdom Artists: - Femdom Art What else could sissy be. Sissy thinks the funny floppy “thingie” that hangs down is just for peeing. Originally posted 2014-08-06 14:56:57. Sissy is a Bottom...

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Mistress Enjoying Her Sissyboy

An image on Femdom Artists: - Femdom Art Mistress fondling her sissy male. Originally posted 2014-08-10 14:09:30. Mistress Enjoying Her Sissyboy first appeared on Femdom Artists: - Femdom Art - Female...

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Barbara O’Toole

An image on Femdom Artists: - Femdom Art I’ve been meaning to get around to Barbara O’Toole for some time. I recalled her main theme being men embarrassed by finding themselves naked in front of women...

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Pink Armbinders

An image on Femdom Artists: - Femdom Art Prettily dressed in pink an enslaved sissy waits for its owner’s return. Artist: allthingswrong Originally posted 2014-08-17 15:46:03. Pink Armbinders first...

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Newly Enslaved Husband

An image on Femdom Artists: - Femdom Art A cruel Mistress shows off her newly enslaved and feminized husband. Artist: integral31. Originally posted 2014-08-18 12:49:51. Newly Enslaved Husband first...

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Do Sissies Make Good Housepets?

An image on Femdom Artists: - Femdom Art A pet sissy kitty-cat can clean up it litter box. Originally posted 2014-08-18 14:32:13. Do Sissies Make Good Housepets? first appeared on Femdom Artists: -...

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Sissy Male’s Pretty Bathroom

An image on Femdom Artists: - Femdom Art An exceptionally well-done 3D image of a young sissy in his bathroom. Looks like enemas are a regular part of his routine. Originally posted 2014-08-19...

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