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Sissy Male Knows His Place

Sissy Male Knows His Place Sissy showing respect to his Domme. Sissy Male Knows His Place Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism: paintings,...

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Mistress Feeds Her Pig Slave

Mistress Feeds Her Pig Slave I mean no disrespect to the unknown artist when I say this drawing is very creepy. Originally posted 2013-05-19 04:34:48. Republished by Blog Post PromoterMistress Feeds...

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Sissy & the Motorized Dildo

Sissy & the Motorized Dildo DIY Domme has developed a mechanized dildo chair and a set of pulleys and rope to expand her sissy slave’s anal capabilities. Originally posted 2014-04-02 13:39:39....

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Sissy Bondage & Trample

Sissy Bondage & Trample Mistress enjoys tormenting her sissy slave. Sissy Bondage & Trample Femdom Artists - Illustrations of male submission, masochism & female dominance, sadism:...

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Sissy Eats a Condom

Sissy Eats a Condom Sissy husband has a condom snack. Originally posted 2013-10-08 12:28:14. Republished by Blog Post PromoterSissy Eats a Condom Femdom Artists - Illustrations of male submission,...

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Women Got the Men Drunk and …

Women Got the Men Drunk and … Each Won Two (via): With Florine pouring the drinks and Cathy egging hem on, Jim and Clide warmed to the drag like veteran impersonators. Now they were dancing. Women...

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Kneeling Sissymaid

Kneeling Sissymaid Sissymaid servant kneeling befor his Mistress (don’t let Lobojack see this). Originally posted 2013-09-10 14:00:15. Republished by Blog Post PromoterKneeling Sissymaid Femdom Artists...

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Dainty Little Penis

Dainty Little Penis Sissy Damien’s Small Penis Humiliation Originally posted 2012-04-17 15:21:28. Republished by Blog Post PromoterDainty Little Penis Femdom Artists - Illustrations of male submission,...

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Domination in Full-Cut Panties

Domination in Full-Cut Panties If you know the particulars of the artist please leave a comment. Originally posted 2010-12-26 06:45:18. Republished by Blog Post PromoterDomination in Full-Cut Panties...

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Sissy Husband Begs Man to Have Sex With His Wife

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...

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Cuckolded Husband’s Foot Worship

Cuckolded Husband’s Foot Worship Mistress wife allows her cuckolded small-penised husband to lick her feet. Cuckolded Husband’s Foot Worship Femdom Artists - Illustrations of male submission, masochism...

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Sissy’s Small Penis Humiliation

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,...

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Sissymaid Scrubs the Bathroom Floor

Sissymaid Scrubs the Bathroom Floor This Mistress likes to insure that her sissy slave’s housework is made as degrading as possible. Is HunnyB still producing work? Is there a site? Originally posted...

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Laughing at Sissy

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...

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Locked in Chastity Forever

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...

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Sissy Maidservant’s Duster Humiliation

Sissy Maidservant’s Duster Humiliation This sissy maidservant must have been impertinent or lazy. Tat would explain why sissy’s Mistress inserted the duster into sissy’s anus. Then again, Mistress may...

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Adult Sissy Babies: Femdom Drawings by D. Lomax

Adult Sissy Babies: Femdom Drawings by D. Lomax Drawings of adult sissy babies whose lives include bondage, spankings and enemas. My thanks to D. Lomax for kindly sending me some of his artwork to...

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Femdom Volleyball Players Having Fun

Femdom Volleyball Players Having Fun On a beach Domme volleyball players over power and feminized a helpless man. Femdom Volleyball Players Having Fun Femdom Artists - Illustrations of male submission,...

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Cheerleaders Humiliate Sissies

Cheerleaders Humiliate Sissies Cruel cheerleaders make sissy males make out and kiss. Cheerleaders Humiliate Sissies Femdom Artists - Illustrations of male submission, masochism & female dominance,...

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Adult Baby Sissy’s Enema

Adult Baby Sissy’s Enema This adult baby sissy man appears to be locked in a grim institution where forced enemas are a regular form of discipline. Adult Baby Sissy’s Enema Femdom Artists -...

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