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Sissy Male’s Anal Training

Sissy Male’s Anal Training Sissy boi forced to endures hours with his Mistress’ fucking machine as part of his sex slave training. Originally posted 2013-11-06 21:05:47. Sissy Male’s Anal Training...

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Sissy Servant Vacuuming

Sissy Servant Vacuuming Naturally vacuuming is part of a sissymaid servant’s daily round of chores. Originally posted 2013-11-07 20:02:11. Sissy Servant Vacuuming Femdom Artists - Pictures of Female...

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Feminization Robot

Feminization Robot Imagination a robot that irresistibly converts a male into a sissy. Illustration by Dov Sherman Originally posted 2013-11-11 07:47:49. Feminization Robot Femdom Artists - Pictures of...

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Total Forced Feminization

Total Forced Feminization A dominate woman engaged in the complete and comprehensive sissification of a hapless man. Originally posted 2013-11-12 12:51:37. Total Forced Feminization Femdom Artists -...

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Sissy Husband’s Humiliation & Punishment

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 2013-11-13 10:27:33....

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Lisa & Her Sissy

Lisa & Her Sissy Also published by Scarlet Hill. Originally posted 2013-11-17 06:45:40. Lisa & Her Sissy Femdom Artists - Pictures of Female Domination, Womanly Sadism Visit Sensual Sadist for...

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Feminized & Punished: Drawings by notnA

Feminized & Punished: Drawings by notnA Drawings by Notna of totally feminized slaves suffering at the hands of sadistic women. Originally posted 2013-11-24 23:02:37. Feminized & Punished:...

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Dance For Me Sissy

Dance For Me Sissy Mistress ordering her feminized submissive male to pirouette for her amusement. Drawing by Don Lomax. Originally posted 2013-11-26 04:32:36. Dance For Me Sissy Femdom Artists -...

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Recaptured Sissy?

Recaptured Sissy? Did this sissy slave seek to escape or is Mistress just having a good time with her lariat. Originally posted 2013-11-27 04:36:05. Recaptured Sissy? Femdom Artists - Pictures of...

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His Unnatural Desires

His Unnatural Desires Vin Saxon was a pseudonym used by Ron Haydock. Haydock was a rockabilly musician, friend of the amazing Ray Dennis Steckler and writer of trashy paperbacks. Unnatural Desires...

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Making a Man Feminine

Making a Man Feminine Even The Bishop did some feminization / sissyfication art. Originally posted 2013-11-28 19:59:21. Making a Man Feminine Femdom Artists - Pictures of Female Domination, Womanly...

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Shrinking Sissy’s Penis

Shrinking Sissy’s Penis At last! Femdom scientists have perfected penis shrinking. On an old blog of mine there were guys asking how they could make their penis become tiny. Originally posted...

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Sissy Tied to Chair

Sissy Tied to Chair A common household chair serves as a bondage frame for a dominant woman who want to secure her feminized male in place. Originally posted 2013-11-29 04:45:22. Sissy Tied to Chair...

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Sissy Cleans a Motorcycle

Sissy Cleans a Motorcycle A Mistress who rides a motorcycle is more butch than the sissy servant she has clean it. Originally posted 2013-12-03 03:00:03. Sissy Cleans a Motorcycle Femdom Artists -...

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Woman Mocks Sissy’s Tiny Penis

Woman Mocks Sissy’s Tiny Penis A woman laughs at a sissy for his lack of physical manhood. Originally posted 2013-12-03 17:40:00. Woman Mocks Sissy’s Tiny Penis Femdom Artists - Pictures of Female...

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For Sale: Sissy’s Ass

For Sale: Sissy’s Ass Enterprising Mistresses that prostitution is a way to ensure that a sissy can offer some replayment for the condescension and effort it requires. Originally posted 2013-12-06...

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Scenes From the Life of a Sissy

Scenes From the Life of a Sissy A short sequence of images recounting some of the most important events in a young sissy male’s life. Originally posted 2013-12-06 14:14:32. Scenes From the Life of a...

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Adult Baby on the Potty

Adult Baby on the Potty Does it it any more humiliating? Originally posted 2013-12-09 13:18:47. Adult Baby on the Potty Femdom Artists - Pictures of Female Domination, Womanly Sadism Visit Sensual...

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Sissy Visits the Tattoo Parlor

Sissy Visits the Tattoo Parlor His Mistresses take their sissy male to a tattoo parlor. There the sissy’s true nature is indelibly inked into his buttocks. Originally posted 2013-12-14 08:19:11. Sissy...

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Vintage Attire for the Husband Who is a Domestic Servant

Vintage Attire for the Husband Who is a Domestic Servant Historic glimpse at attired for submissive, slightly feminized male. Originally posted 2013-12-15 22:23:54. Vintage Attire for the Husband Who...

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