The Charming Bitch Making Slaves Suffer | Humiliation Men

[UsalKav131]

Train Sissy Slut With Huge Strap On Cocks

Release Year: 2018
Cast: Kimber Woods, Raven Hart
Video language: English

Raven never wanted Marcello. She always wanted to have two daug. Instead of a second daug, Marcello came into her life. That's ok. Raven will turn Marcello into the girl she's always wanted. Thankfully, Raven has the help of her daug, Kimber. Kimber has always wanted a . She's happy to help her m make Marcello into the she never had. Marcello's gender re-training will start now. Kimber and Raven have already locked Marcello into a pink chastity.

The and daug are ready to help prepare Marcello for his new life as a girl. To continue his training, he will be shipped away to Raven's 's house. Raven's runs a home for sissies, where to earn their keep they are whored out on dates. In preparation, generously, Kimber and Raven are going to help Marcello learn how to take very big cocks. Because Marcello does not have the proper number of fuck holes for a girl, they will have to train her ass to function for men like a cunt.

First, the and daug play dress up with Marcello, who will now be referred to as "Marcy." Kimber is very excited to share her clothes with her new , Marcy. Kimber's clothes are very provocative, but Kimber tells Marcy that men like provocative clothing on girls. In his new role as a sissy slut, his function will be to please men and do things that they like. Learning to wear revealing clothing for men is just a start.

Kimber and Raven are really pleased with Marcy's transformation. They've spent enough time on Marcy's new look, now, it's time to train her to get fucked like a girl. Kimber and Raven spit-roast Marcy. She must learn how to suck cock while getting fucked from behind. This kind of sexual multitasking is foundational for a slut's training. Raven begins the ass fucking with a large dildo.

Marcy's new has an extra-large sized dildo, even bigger than her mo! Kimber thrusts the enormous dildo deep into her 's "pussy." Marcy cries out. It's too big! But Kimber and Raven insist that Marcy must learn to take it. She will thank them for the good solid training once she is earning her keep as a whore. Good whores do as they're told. Marcy must learn to be a good whore. With Marcy flat on her back, Kimber fucks her ass while Raven fucks her throat. Her pink chastity is in full view. Marcy is well on her way to becoming an excellent sissy slut.

Format: Windows Media
Duration: 17:35
Video: 1920x1080, Windows Media Video 9, 9765kbps
Audio: 312kbps

File size: 1.3 GB

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[UsalKav131]

All Day Tease

Release Year: 2018
Cast: Mistress Helix
Video language: English

Session and other work progresses in studio. Meanwhile a boy is restrained. Occasional tease visits, culminating in the most vicious ruined orgasm in the history of Helix's expert ruined orgasms. Extended, amazing highlights of Helix at her very best.

Format: mp4
Duration: 13:28
Video: 1920x1080, AVC (H.264), 3158kbps
Audio: 161kbps

File size: 327.7 MB

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[UsalKav131]

Get Rock Hard with Princess Melanie

Release Year: 2018
Cast: Obey Melanie
Video language: English

Are you soft? Need to be Whipped into Shape? Then its time to Pump It Up with Princess Melanie! Shes going to take you thru Her workout routine and post workout cool down designed to get every slave Rock Hard!


Format: Windows Media
Duration: 8:26
Video: 1280x720, Windows Media Video 9, 4727kbps
Audio: 187kbps

File size: 296.7 MB

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[UsalKav131]

Just Give In To The Training You're Basically A Girl Already

Release Year: 2018
Cast: Chloe, Natalya
Video language: English

Danni's sis ter, Natalya, has caught him reading banned books, again. Danni's mot her has been training danni to be more like a girl with the help of her daug hter, Natalya, and Natalya's friend from school, Chloe. Part of the training involves a list of banned books. These forbidden books might put the wrong ideas in danni's still-developing mind. The list of approved reading is very short and contains mostly works from the Romance genre. Natalya has just walked up on her brot her reading a work of Science Fiction. Forbidden! Natalya takes her brot her's book away. Danni complains that he does not like Romance novels, but nobody cares about his preferences.

Natalya gives danni a Romance novel to read from. She makes him read aloud to her and Chloe. Danni does not want to do it, but the girls make him. Danni is supposed to be learning to relate to the female characters in this type of novel. The girls ask danni prying questions about his feelings about the female characters. He should be identifying with them and their roles by this point in his feminization training. The girls want danni to eroticize the thought of being taken by at least one of the strong male characters. Jack is a strong male character in this novel. The girls ask danni a lot of prying questions about his thoughts on Jack.

Danni was never made to be male. The girls point out all the physical ways in which he differs from a typical male. It's time for him to give in to the training and fully feminize. He's skinny, he's hairless, he's short. He's basically a girl already. It's time he accepts it and just gives in to his training.

After making danni give them the book report, the girls want to look at his pink chastity. Danni complains that it is too tight, but the girls remind him that women's underwear are meant to be tight and he will need to fit the chastity under tight female clothes.

Mo m has scheduled another trip to the clinic for danni later in the week. Danni is now learning from his sis ter what this trip will entail. All the psychological preparation was for a good reason. After this next trip to the clinic, danni will be permanently and irreversibly physically altered. The girls are even going to ask mom and the practitioner if they can take a hands-on role with danni's medical procedure. Danni is very freaked out. He does not want to have his body altered, but it isn't his choice.

The girls tell danni that prior to his medical procedure they, as a fam ily, will begin sexually training him for his new fully-feminized role.

Format: mp4
Duration: 11:36
Video: 1920x1080, AVC (H.264), 9709kbps
Audio: 241kbps

File size: 845.2 MB

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[UsalKav131]

Stretched for Mistress

Release Year: 2018
Cast: Kleio Valentein
Video language: English

Mistress Kleio's slave wants to be completely stretched out like a true anal slut. She gives him exactly what he craves and turns his ass into a gaping hole with her thick, strapon dick!!!

Format: mp4
Duration: 14:44
Video: 1920x1080, AVC (H.264), 11221kbps
Audio: 306kbps

File size: 1.2 GB

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[UsalKav131]

Teaches Slave Girl How To Fluff Her Boyfriend

Release Year: 2018
Cast: Chloe, Lizzy Lamb
Video language: English

Chloe is training her slave, Lizzy, to take care of Chloe's boyfriend's sexual needs. Chloe loves her boyfriend, but sometimes she just doesn't feel like giving him a blowjob every time he wants one. Lizzy is a great helper, and this is another way that Lizzy can help Chloe out. Chloe wears her strap-on so that she can teach Lizzy how her boyfriend likes to have his cock sucked. Chloe wants Lizzy to do just as good a job sucking him as she would have done. If Lizzy doesn't do a great job pleasuring Chloe's boyfriend, then she will be punished. Lizzy sucks Chloe's strap-on like she fears her. Chloe's great boyfriend does not deserve subpar head. Lizzy's got to prove to Chloe that she's a great cocksucker before Chloe will give the slave girl over to her boyfriend for his use. Chloe's boyfriend really likes deepthroat. Sometimes all the chocking and gagging can be a lot of work, and that's why it will be Lizzy's job from now on. Lizzy's going to have to remember not to get emotionally attached to Chloe's boyfriend. She is just the fluffer. Once Lizzy has finished her job, she will have to kneel in the corner and listen to Chloe get fucked. She has to remember that Chloe's boyfriend is not her man. She is just there to be sexually used by Chloe's boyfriend when Chloe doesn't feel like giving head.

Format: mp4
Duration: 7:43
Video: 1920x1080, AVC (H.264), 9681kbps
Audio: 265kbps

File size: 562.1 MB

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[UsalKav131]

On-Demand Orgasm

Release Year: 2018
Cast: Whitney Wright
Video language: English

Slave's are given absolutely no freedom, no choices and no say for anything in their life....especially when it comes to orgasms. What Mistress Whitney wants, Mistress Whitney gets!!

Format: mp4
Duration: 15:33
Video: 1920x1080, AVC (H.264), 11309kbps
Audio: 305kbps

File size: 1.3 GB

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[UsalKav131]

Nasty Sophie's handjob

Release Year: 2018
Cast: Mistress Sophie
Video language: English

She inserts her fingers into her pussy and shows you the other mans cum. She begins to stroke your cock with it. It turns her on seeing how much power she has over you. She will give you a sympathy hand-job for being such a good cuckold.

Format: mp4
Duration: 8:10
Video: 1920x1080, AVC (H.264), 12974kbps
Audio: 160kbps

File size: 785.8 MB

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[UsalKav131]

Cock Puppet

Release Year: 2018
Cast: Whitney Wright
Video language: English

Mistress Whitney has no patience for slaves who try to run away from her cock but that will never be the case again. Her fuck-boy has been restrained and suspended in the air making his hole completely accessible and vulnerable to her big dick. All he can do is accept his fate of being her cock-slut and learn to love getting his ass stretched and fucked every single day of his life.

Format: mp4
Duration: 19:35
Video: 1920x1080, AVC (H.264), 11332kbps
Audio: 306kbps

File size: 1.6 GB

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[UsalKav131]

Deepthroat Heels

Release Year: 2018
Cast: Jenna Jones
Video language: English

Mistress Jenna is wearing white leather boots with a thin sharp stiletto heel. She wants to keep them in pristine condition, that means lots of tongue polishing from slave mouthes. She makes him painfully deep throat the thin stiletto as she laughs in amusement

Format: mp4
Duration: 12:35
Video: 1920x1080, AVC (H.264), 11230kbps
Audio: 306kbps

File size: 1.0 GB

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[UsalKav131]

Glory Hole Fuck-Meat

Release Year: 2018
Cast: Jenna Jones
Video language: English

Nothing turns on Mistress Jenna Jones more than destroying a man's asshole! Her slutty pony is restrained and trapped in the dungeon glory-hole turning him into just an object to be stretched and fucked. Using a set of unforgivable XXXL anal beads along with her extra long strap-on cock Mistress Jenna makes sure her slave will never walk the same again.

Format: mp4
Duration: 17:41
Video: 1920x1080, AVC (H.264), 11297kbps
Audio: 306kbps

File size: 1.5 GB

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[UsalKav131]

Eat Off The Floor, Fat Pig!

Release Year: 2018
Cast: Natalya
Video language: English

Lola is behind the camera, filming Natalya in a clip. A slave enters the kitchen and interrupts the girls while they are recording. The girls are mad he interrupted them, but curious as to what he found so important. The slave is hungry. It is not allowed to eat without its food being blessed with Divine spit. It's been hungry for a long time and wants the girls to spit in its meal so that it can finally eat. The girls make the loser beg for spit. It has to crawl back and forth across the floor and endure a lot of cruel humiliation to earn sacred spit to bless its food. Once the food has been blessed, the girls make the fat loser eat the food from the floor like a piggy. They continue to verbally humiliate and fat shame the disgusting slave while it eats the food from the floor. They humiliate and fat shame the loser for a while before dismissing it so that they can go back to filming their original clip idea.

Format: mp4
Duration: 19:29
Video: 1920x1080, AVC (H.264), 9697kbps
Audio: 299kbps

File size: 1.4 GB

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[UsalKav131]

Wrestle And Scissor Bro In Bed

Release Year: 2018
Cast: Natalya, Chloe
Video language: English

Natalya's bro , danni, is very wimpy and scrawny. The girls don't understand how it can be that they are much bigger and stronger than him. The girls call danni into the bedroom, where they have been talking about him. Danni wanders in wearing only his chastity device. The girls wrestle danni onto the bed and overpower him. Natalya and Chloe pin danni down to the bed and Natalya sits on her bro face. The girls laugh at how easy it was to overpower scrawny danni. With her bro face pressed into her ass, Natalya threatens to fart on him. Natalya's friend from school, Chloe, sits on danni's face next. Natalya really wants to muster up a few farts to unleash in her bro face, but she doesn't have any fuel. Just the threat of getting farted on is enough to humiliate her bro , though. Instead of gassing him, Natalya decides to her bro in her crotch. She straddles danni's face and controls his breath. Then, Natalya locks her bro into a scissorhold. She shows Chloe how to do it, so she can too. Chloe gets danni into a scissorhold and dazes him with the strength of her thighs. Natalya tells danni that she's going to eat nothing but broccoli and cheese later so that she can be sure to add farts to the mix next time they pin him down. Danni is very humiliated. The girls were right. Danni can easily get beat up by a girl.

Format: mp4
Duration: 11:21
Video: 1920x1080, AVC (H.264), 9676kbps
Audio: 247kbps

File size: 824.6 MB

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[UsalKav131]

Nikki's Anal Slut (complete)

Release Year: 2018
Cast: Mistress Nikki Whiplash
Video language: English

Nikki Whiplash is one fierce and vicious Mistress.
She leads her anal slut out of his prison for some serious ass fucking.
Her strap-on cock is huge, a real monster and she won't spare the slave.
This cock is going in all the way.

What an anal whore! Nikki's slut cannot get enough of her big strap-on cock!
But she pushes his limits even further and stretches his butthole to the max.
After all the pleasure should be hers and he is just her ass puppet.

Format: mp4
Duration: 17:28
Video: 1280x720, AVC (H.264), 2931kbps
Audio: 161kbps

File size: 396.2 MB

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[UsalKav131]

Blackmail

Release Year: 2018
Cast: Mistress Ariel
Video language: English

The Mistress threatens the tied slave to record everything that happens in the room with a camera and then she is going to send it to his wife. The slave begs for her, not to torture him like this, but the Mistress shrugs and turns on the camera anyway. Then she slowly approaches the slave and sensually starts to milk him. The slave tries to do everything, but he can't control his body and he soon has a huge orgasm.


Format: mp4
Duration: 9:06
Video: 1920x1080, AVC (H.264), 7660kbps
Audio: 162kbps

File size: 521.3 MB

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[UsalKav131]

Mistress's Pain Slut

Release Year: 2018
Cast: Mistress Serena
Video language: English

Featuring Mistress Serena. Mistress Serena's pain slut has already been reprogrammed to get turned on and only orgasm whilst in extreme pain, but she has decided to up the ante on his pain thresholds in this session. The slave's balls are sandwiched in the crushing plate and every now and then the pressure increased with a gentle yet cruel twist of the fly screws. His anal passage is filled with a humiliating plug and his nipples, not to be neglected are viciously clamped too. The ordeal really starts to test him when Mistress uses her stiletto heeled boots to jab at his most sensitive parts, but his immobility through bondage means he can do nothing but take the pain of her desire. Finally, his humiliation and this next stage of Mistress Serena's mindfuck training is accomplished when the intensity of his suffering triggers an orgasm, right into his face and open mouth.

Format: mp4
Duration: 23:16
Video: 1280x720, AVC (H.264), 2908kbps
Audio: 111kbps

File size: 515.0 MB

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[UsalKav131]

The New Secretary

Release Year: 2018
Cast: Mistress Zita
Video language: English

The kinky and smiley Mistress Zita is planning something nasty, the look in her eyes tells the whole story that goes through her mind. She wants to use her slave as a milking machine, she wants to feel his throbbing cock in her hands explode from lust. She is wearing a dress in whitch she looks like a sexy secretary, this is one of her favourite game she often makes boys crazy by.

Format: mp4
Duration: 13:37
Video: 1920x1080, AVC (H.264), 6497kbps
Audio: 160kbps

File size: 664.6 MB

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[UsalKav131]

Cum Snatcher

Release Year: 2018
Cast: Ariana Marie
Video language: English

No Man's cum is safe from Mistress Ariana Marie and her fierce grip. She milks out every last drop of testosterone from her slave's cock until his manhood has been completely drained away...Just the way she likes it!


Format: mp4
Duration: 10:25
Video: 1920x1080, AVC (H.264), 11348kbps
Audio: 306kbps

File size: 889.9 MB

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[UsalKav131]

Lift Up My Skirt And Lick My Ass

Release Year: 2018
Cast: Raven Hart
Video language: English

Raven Hart has just started recently dating Marcello. Raven asks her date to strip out of his clothes so that she can see what he can offer her. Marcello thinks it is odd and embarrassing, but he complies with the beautiful Raven's request. Once Raven has stripped her date naked, she examines his body, to see if he is up to par. Marcello isn't. In fact, he's a bit of a disaster. His body is flabby, and his penis is too small.

There isn't too much he could offer his partner sexually, but there is one thing. Raven loves to have her body worshipped. Even though Marcello's penis is too small to satisfy a woman, he can still get to work with his tongue. Raven allows Marcello to start by just kissing her ass over her dress. Raven encourages Marcello to bury his face deeper and deeper into her ass. When she's ready, Raven allows Marcello to lift up her dress ever so slightly. With panties removed and her skirt now lifted, Raven tells Marcello to again bury his face in her ass.

Once his face is deep in Raven's ass, she tells him to start licking. While Marcello is under Raven's dress worshipping, she informs him that she has a nineteen-year-old . Her is her best friend, and Raven wants to bring her along next time Marcello takes her shopping. Marcello agrees to not only care for and spoil his beautiful date, Raven, but her nineteen-year-old as well. Satisfied with Marcello's answer, Raven straddles his face and rides it to a satisfying orgasm.

Format: mp4
Duration: 10:12
Video: 1920x1080, AVC (H.264), 9816kbps
Audio: 148kbps

File size: 744.3 MB

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[UsalKav131]

Spoil My Pussy

Release Year: 2018
Cast: Kleio Valentein
Video language: English

Kleio Valentine is a true Goddess who deserves to have her holes properly spoiled. She makes sure her slave's focus is spent directly on pleasing her pussy by keeping his cock locked up and out of mind. He is trained to be her perfect cunt and ass licker devoting every ounce of attention to making sure she is constantly in bliss.


Format: mp4
Duration: 14:32
Video: 1920x1080, AVC (H.264), 11252kbps
Audio: 306kbps

File size: 1.2 GB

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