The 10 Best Humiliation Videos on SweetFemdom

Orgasm denial

14 minutes Dec 2023 Top 1

Sexy blonde Cassidy Luxe teases the hell out of The Professor in this hot Sweetfemdom outdoor scene. Wearing a tiny bikini and high heels by the pool, she gives him a slippery handjob while denying his orgasm over and over. She edges his throbbing cock for ages, laughing as he begs to cum. Full of cruel femdom, chastity talk, and heavy humiliation, Cassidy ruins his pleasure ag…

BlondeBikiniHandjobOutdoorHigh heels

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Kiss His Cum Out of My Mouth, Sissy

11 minutes Feb 2019 Top 2

Pepper Hart

Pierce Paris

Your wife, Pepper Hart, is in your kitchen looking hot AF in a high cut black leotard and fishnets. Her make up is done. Her hair is perfect. She never dresses up like this for you. "How you doing, little dick?" She's happy and playful as she hands you a steel chastity device and a tube of super glue. You are now in permanent chastity. Don't worry you can still have fun.…

CumshotBlowjobBig boobsPOVFemdom

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Your Tall Hot Wife Brutally Cucks You

13 minutes Sep 2019 Top 3

Rocky Emerson

Will Tile

Your wife (Rocky Emerson) is tall, hot and horny AF. She keeps you in spiked chastity and loves to remind you that your dick is too small for her. She makes you watch her get fucked by guys with huge cocks, and loves to watch you squirm with your little dick gets stabbed by the spikes in your steel device. Today is no different. Her friend is over. She sucks his huge cock,…

HardcoreCumshotBlowjobBig boobsFemdom

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Cheated on and Sissyfied in a Hospital Bed Part 2

8 minutes Jun 2019 Top 4

Bunny Colby

Draven Navarro

"Oh hunny, it's too bad you can't cum one last time before the nurses cut off your balls tomorrow and start your sex change... Just watch us anyway and learn." Your wife slides the other man in your hospital room's huge cock inside her wet pussy and rides it. Her eyes light up as it fills her up like you're never seen before. She makes you watch up close, even though your h…

HardcoreCumshotBlowjobBig boobsFemdom

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Fabiana Puts Lance Under a Chastity Sissy Spell Part 4

15 minutes Jul 2021 Top 5

Lance Hart

Fabiana Fox

Fabiana decides to give her new sissy slave one last orgasm before rendering his shrunken cock and balls completely useless. Mostly for amusement purposes. Lance desperately pounds his own ass with a big black dildo begging Fabiana not to stroke his cock. At this point he has been completely brain washed into thinking and feeling that any lubed up stroking of his tiny cock w…

CumshotHandjobFemdomFishnetsPegging

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Fabiana Puts Lance Under a Chastity Sissy Spell Part 3

13 minutes Jun 2021 Top 6

Lance Hart

Fabiana Fox

Fabiana has temporarily unlocked Lance's steel chastity cage to inspect the shrinking progress. After being very pleased, Evil Fabiana decided to step up the anal training and fuck him in the ass with a huge black strap on cock for 2 weeks straight until his mind and soul are putty. To be continued....

FemdomPantyhoseFishnetsPeggingEmasculation

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Cheated on and Sissyfied in a Hospital Bed Part 1

12 minutes May 2019 Top 7

Bunny Colby

Draven Navarro

Your wife comes to visit you in the hospital. You are hurting bad physically already. She came to tell you that she's leaving you because your dick is just too small. Because she's your wife, she has the right to talk to the doctors for you, so she told them that you want a sex change. They will be castrating you tomorrow. Right after she tells you this, she notices the ma…

BlowjobBig boobsFemdomCuckoldBisexual

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Sharron Watches You Jerk Off

7 minutes May 2020 Top 8

Sharron Small

Sharron Small knows you are jerking off. She likes to tease guys while they masturbate. She talks seductive and poses sexy while mixing in some humiliating and threatening comments while you are in a total wank trance over her amazing ass.

FemdomPantyhoseBig AssSubmissionTights

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Fabiana Puts Lance Under a Chastity Sissy Spell Part 2

13 minutes Jun 2021 Top 9

Lance Hart

Fabiana Fox

Evil Fabiana has now completely enslaved Lance Hart. Even without wearing the magic crystal collar, his brain and soul have been converted into a cock craving chastity sissy who believes his dick is worthless. The longer he is under the spell, the smaller his dick gets. Fabiana straddles Lance to toy with his steel cage and humiliate him, revealing the master plan of enslavi…

FemdomFishnetsPeggingChastitySissy

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Charlotte and her castra-bot 2

9 minutes Mar 2026 Top 10

Bunny Colby

Charlotte Sartre Fluffy

Fluffy

Busty blonde Bunny Colby and pierced, tattooed brunette Charlotte dominate pathetic sissy Fluffy in this wicked femdom threesome. Fluffy stands humiliated in a tiny pink skirt, fishnets, and garters, his tiny cock locked while the two goddesses in lingerie, stockings, and high heels laugh at him. Bunny towers over him in latex, slapping his face and forcing him to his knees. Ch…

BrunetteBlondeBig boobsLingerieStockings

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