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ABD Sissy Plays With Dolls

ABD Sissy Plays With Dolls What a sad looking adult baby sissy male. Does he enjoy playing with dollies or is that Mistress Owner’s order? ABD Sissy Plays With Dolls Femdom Artists - Illustrations of...

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Sissy’s Ballet Lessons

Sissy’s Ballet Lessons So you think there’s any hope that ballet lessons can make sissy graceful? Sissy’s Ballet Lessons Femdom Artists - Illustrations of male submission, masochism & female...

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Historic Image of Husband as Household Servant

Historic Image of Husband as Household Servant An early image of aman reduced to performing household chores, being feminized. Originally posted 2013-12-03 12:49:37. Republished by Blog Post...

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Feminized Man’s Dildo Training

Feminized Man’s Dildo Training Mistress subjecting a feminized male slave to very harsh dildo training. Originally posted 2013-11-27 23:12:31. Republished by Blog Post PromoterFeminized Man’s Dildo...

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Sunday School Sissification

Sunday School Sissification Little did he suspect that Sunday would lead to a new and unexpected life as a sissy adult baby. Sunday School Sissification Femdom Artists - Illustrations of male...

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Sissy is a Bottom

Sissy is a Bottom What else could sissy be. Sissy thinks the funny floppy “thingie” that hangs down is just for peeing. Sissy is a Bottom Femdom Artists - Illustrations of male submission, masochism...

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Feminized Male’s Flogging

Feminized Male’s Flogging Sissy male is simultaneously beaten and teased. Feminized Male’s Flogging Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Mistress Enjoying Her Sissyboy

Mistress Enjoying Her Sissyboy Mistress fondling her sissy male. Originally posted 2013-08-26 19:56:32. Republished by Blog Post PromoterMistress Enjoying Her Sissyboy Femdom Artists - Illustrations of...

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Barbara O’Toole

Barbara O’Toole 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 (CFNM) with a special...

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Pink Armbinders

Pink Armbinders Prettily dressed in pink an enslaved sissy waits for its owner’s return. Artist: allthingswrong Pink Armbinders Femdom Artists - Illustrations of male submission, masochism & female...

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Newly Enslaved Husband

Newly Enslaved Husband A cruel Mistress shows off her newly enslaved and feminized husband. Artist: integral31. Newly Enslaved Husband Femdom Artists - Illustrations of male submission, masochism &...

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Do Sissies Make Good Housepets?

Do Sissies Make Good Housepets? A pet sissy kitty-cat can clean up it litter box. Originally posted 2013-12-13 13:27:03. Republished by Blog Post PromoterDo Sissies Make Good Housepets? Femdom Artists...

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Sissy Male’s Pretty Bathroom

Sissy Male’s Pretty Bathroom 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 2013-05-19 23:50:12....

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Sissy’s Rough Date Night

Sissy’s Rough Date Night When sissy’s Mistress sent him out on a date she warned the woman she would be out with could play rough. Sissy knew the real truth of that after being pinned to the ground and...

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Sissy’s Laundry Day

Sissy’s Laundry Day Mistress is angry that her submissive sissy servant isn’t handing the laundry to dry with more dispatch. She invited her friends to see how well trained the sissy is. Harsh...

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Man Forced to Become Pretty Girl

Man Forced to Become Pretty Girl Two dominant women ‘force’ a sissy male to become the pretty girl of his most secret, private dreams. Artist: tvlucy99 Man Forced to Become Pretty Girl Femdom Artists -...

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Feminized Man’s Bed Bondage

Feminized Man’s Bed Bondage Domme girls tie feminized man to bed for bondage and domination fun. Feminized Man’s Bed Bondage Femdom Artists - Illustrations of male submission, masochism & female...

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Vintage Crossdresser & Feminization Art

Vintage Crossdresser & Feminization Art Vintage transvestism cover art mostly by Juan Puyal. See original scans, buy PDFs of the interior pages here. Vintage Crossdresser & Feminization Art...

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Adult Sissy Baby’s Diaper Change

Adult Sissy Baby’s Diaper Change Few things better highlight an adult sissy baby’s role in life than having his diapers’ changed by his Mistress. Adult Sissy Baby’s Diaper Change Femdom Artists -...

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Sissy Male’s Spreader Bar Bondage

Sissy Male’s Spreader Bar Bondage You don’t see spreader bar bondage in Femdom art very often. Sissy Male’s Spreader Bar Bondage Femdom Artists - Illustrations of male submission, masochism &...

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