The Charming Bitch Making Slaves Suffer | Humiliation Men

Help, My Husband is a Sissy! Part 3

Release Year: 2019
Cast: Mistress Sienna, Nadia Nitro, Daisy Ditz and Marcos
Video language: English

Of course she went out and found a real man to satisfy her after she learned her husband was a sissy slut slave! Her new boyfriend stops by the doc's office to help sharpen up Bambi's cock sucking skills. The ladies delight in the sissy's humiliation and enjoy cropping his bare bottom as incentive to suck harder and deeper.


Format: mp4
Duration: 13:06
Video: 1280x720, AVC (H.264), 1908kbps
Audio: 61kbps






File size: 189.7 MB


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The Wolfe Sole Experience Goddess Wolfe Needs

Release Year: 2019
Cast: Janira Wolf
Video language: English

It's your first day of training as Goddess Wolfe's newest foot slave and you are extremely excited! So excited that when Goddess Wolfe instructs you to remove your clothes, you have a raging boner making it impossible for you to be locked into chastity! Normally this might annoy Ms Wolfe, but she's actually quite impressed and amused by your unapologetic erection and decides to let you have one last orgasm before you get locked into your cock cage. Of course, you don't need much to encourage your orgasm. Just the sight of the perfect Goddess in her sexy thigh high boots is more than enough for your throbbing appendage to handle! The Wolfe notices this and decides to entertain herself by instructing you to release your huge load all over her shiny black boots...and then you will begin training by cleaning up your own mess with your tongue. This is the same method of cleaning you will continue using to make Ms Wolfe's boots spotless before moving on to cleaning the rest of her sho.

Format: mp4
Duration: 15:24
Video: 1920x1080, AVC (H.264), 11613kbps
Audio: 123kbps






File size: 1.3 GB


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Mistress Ezada Sinn (The 80 cumshots)

Release Year: 2019
Cast: Mistress Ezada Sinn
Video language: English

Have you been counting how many releases My slaves had on camera in 2016? If you haven't been devoted enough to watch them all, this is a chance for you to catch up: a compilation of all 80 cumshots I allowed in 2016. At a rate of over 1 cumshot per minute, in ruined or orgasms granted by My hands, feet or even boots. Some of the slaves have been lucky to be milked by Me with the assistance of one or more of My Lady friends, and some even got to enjoy a real orgasm - can you spot them?

Format: mp4
Duration: 1:01:50
Video: 1280x720, AVC (H.264), 1282kbps
Audio: 156kbps






File size: 654.7 MB


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Worship The Wolfe I Get Mine Before He Eats His

Release Year: 2019
Cast: Janira Wolf
Video language: English

As described in "The Pleasurable Pressure of your Tight Virgin hole" the only way I can get off during sex is if I'm the one doing the fucking. So, of course, I have lucky sex slaves who's holes I stuff to get My orgasm. It's imperative that My cock be a tight fit for the slave's little man-pussy, so I've chosen a nice thick 10" BBC, so that as I fuck My lucky strap-on bitch, his hole gives Me just enough pressure to stimulate My clit just right.

I enter the bedroom to find My slave lying face down, buns up, on My bed, just the way I like to start fucking. He squirms in pain as I enter his man-pussy, so I slap his ass and push harder, enjoying the intense pressure of the entry before I start thrusting harder and faster, first in the plain position, then moving up to doggy style, and into the eagle, where I get My orgasm.

Then, because My slave was so good at taking My cock and making Me cum, I allow him to cum as well... into his own mouth as I fuck him hard in the pile drive.

Format: mp4
Duration: 13:45
Video: 1920x1080, AVC (H.264), 9840kbps
Audio: 160kbps






File size: 1.0 GB


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Rigidly immobilized

Release Year: 2019
Cast: Crystal Rush
Video language: English

It is not enough for a cruel sadist like Mistress Crystal Rush to just mercilessly cane her helpless slave; she wants him to beg for it and be grateful for the pain she inflicts upon him. After riding in like royalty in her slave pulled chariot, Crystal orders her slave to beg for pain while she rubs her latex glove over her pussy, then allows her slave to taste her excitement off the glove. Now that he is totally turned on, Crystal tears into his ass, caning him again and again until his ass has been totally defeated by her cane. All the poor slave can do is thank his beautiful Mistress for her cruelty. When she has had her fill of fun, Crystal rides off, leaving her slave to suffer in the stocks until she feels like hurting him again.


Format: mp4
Duration: 7:52
Video: 1920x1080, AVC (H.264), 11709kbps
Audio: 125kbps






File size: 682.9 MB


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Worship The Wolfe Local Women That Love To Fuck

Release Year: 2019
Cast: Janira Wolf
Video language: English

you're always getting these emails in your spam inbox with the subject, "Local Women That Love To Fuck!". Of course, you usually ignore them, but today you're feeling especially lonely, so you call the number in the email, and within an hour someone shows up claiming to be the 'body guard' of one of the Women who love to fuck. The body guard puts a full mask with a thick blindfold over your face, puts your arms in a binder, bends you over the bench in your own bedroom, and tells you to wait for the Woman.

Finally, you hear the bedroom door open, and a Woman's voice telling you you look ready for Her. She walks over to you and you feel a long, hard object on your back, which She places into your hand, telling you it's Her cock that She's going to fuck you with. This isn't what you were expecting at all, but there's no turning back now. your body tenses up in fear, as you have no idea what's going to happen, and you can't see anything... but the Woman's soft voice relaxes you as.

Format: mp4
Duration: 15:06
Video: 1920x1080, AVC (H.264), 5624kbps
Audio: 160kbps






File size: 640.1 MB


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Slave Clone Experiments

Release Year: 2019
Cast: Princess Stephanie West
Video language: English

Poor boy probably thought it couldn't get any more embarrassing than his mom shoving his face into his pantied ass but then I take all the clothes he is wearing to throw in the dirty laundry too.

Format: mp4
Duration: 10:10
Video: 1920x1080, AVC (H.264), 11414kbps
Audio: 309kbps






File size: 873.9 MB


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Ball Blaster

Release Year: 2019
Cast: Alina Lopez
Video language: English

Mistress Alina Lopez shows her slave exactly how much she really hates balls. No Mercy given as she kicks, slaps and beats his precious manhood into oblivion.

Format: mp4
Duration: 11:39
Video: 1920x1080, AVC (H.264), 11265kbps
Audio: 307kbps






File size: 987.4 MB


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Cruelly Caned by Crystal Rush

Release Year: 2019
Studio: ClubDOM
Cast: Crystal Rush
Genres: Caning, Female Domination, Femdom, Humiliation, Pony Play

It is not enough for a cruel sadist like Mistress Crystal Rush to just mercilessly cane her helpless slave; she wants him to beg for it and be grateful for the pain she inflicts upon him. After riding in like royalty in her slave pulled chariot, Crystal orders her slave to beg for pain while she rubs her latex glove over her pussy, then allows her slave to taste her excitement off the glove. Now that he is totally turned on, Crystal tears into his ass, caning him again and again until his ass has been totally defeated by her cane. All the poor slave can do is thank his beautiful Mistress for her cruelty. When she has had her fill of fun, Crystal rides off, leaving her slave to suffer in the stocks until she feels like hurting him again.

Format: mp4
Duration: 7:52
Video: 1920x1080, AVC (H.264), 11709kbps
Audio: 125kbps






File size: 682.9 MB


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Orgasmic Boots

Release Year: 2019
Cast: Mistress Gaia
Video language: English

I'm getting ready to go to a equestrian show. However, before I leave I'm going to teach my slave to worship my beautiful boots. If he pleases me I may reward him. As I relax on my throne I call my bitch over, he must remain on his knees at all times. I decide to enjoy a cigarette, and order him to take up position and be ready to lick my boots. As he begins, I tell him to make sure he licks properly if he wants to be rewarded. I also need a ashtray, and tell him to open his mouth to receive my ash. I also allow him the luxury of receiving my spit to wash it down. After I finish my cigarette, I tell him he can put his cock between my beautiful black boots. It's so fucking tiny, I'm having difficulty holding it. Eventually, after tightly jamming it between my boots I begin to massage his little throbber. It's not long before my bitch starts to whine and begs me to allow him to cum. Not yet... I want him to suffer as I continue to tease and him with my rubber boots. Finally, his little.

Format: mp4
Duration: 8:33
Video: 1920x1080, AVC (H.264), 4998kbps
Audio: 154kbps






File size: 323.1 MB


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Denied Chastity Servant

Release Year: 2019
Cast: Demi Sutra
Video language: English

All men belong between a woman's thighs pleasing and servicing their luscious cunt. German Goddess Anny only brings her pet out of his kennel when she needs her pussy worshipped as that's all boys are good for. She keeps him on all fours where a slave belongs making him lick her sweet cunt just the way he was trained to do.

Format: mp4
Duration: 14:20
Video: 1920x1080, AVC (H.264), 11306kbps
Audio: 307kbps






File size: 1.2 GB


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Establishing The Domme Slave Dynamic

Release Year: 2019
Cast: Janira Wolf
Video language: English

I have another little beta loser wanting to be My slave. I've learned that the absolutely best way to start training a new slave is to make them understand their place below Me right away. To establish that dynamic, I remain fully clothed with My BBC strap-on, while My slave is naked on his hands and knees with his tiny useless appendage locked into chastity. I command My slave to begin sucking My cock, showing Me his complete obedience and submission to Me. I make him to gag on My BBC as I remind him that it's in his best interest to coat it with as much as his saliva as possible, as it will serve as the only lubrication as My cock enters his raw asshole. Of course My slave's movement must be compromised before I get to fucking, so I secure him in this lovely new device that restrains his arms behind his back by connecting to his collar before instructing him to lie face down ass up. Once I have My slave on his belly I mount him, insert My BBC, and fuck his little slave asshole.

Format: mp4
Duration: 12:46
Video: 1920x1080, AVC (H.264), 11790kbps
Audio: 123kbps






File size: 1.1 GB


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Slut School

Release Year: 2018
Studio: Feminized
Genres: Transsexuals, Shemale, Feminization, Chastity, Fetish, Domination, StrapOn, Humiliation

Natalie Mars keeps violating dress code at school, she keeps hiking up her skirt in order to get the boys attention. She walks around with her panties showing looking like a total slut!
The normal punishment for dress code violation is detention but Head Mistress Lexi Sindel decides to take discipline to the next level. If Natalie wants to dress like a slut, she will get treated like one! Lexi gives her a few firm swats to her ass with the yardstick, when Natali mocks the old fashioned Mistress it provokes further discipline. Lexi throat fucks Natalie with a pointer making her gasp for air while gagging on cock. Natalie's panties are removed and she is made to wear a giant butt plug. If she is going to be a slut may as well speed up the process.
Natalie is put in giant high heels and made to parade her body in front of the Mistress with her tits and caged cock exposed. The next lesson is taking a cock. Mistress Lexi straps on a giant dildo and rides her ass like the slut she was mea.

Format: mp4
Duration: 54:07
Video: 1920x1080, AVC (H.264), 3816kbps
Audio: 179kbps






File size: 1.5 GB


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Worship The Wolfe 165 Hard Kicks To The Balls By Goddess Wolfe

Release Year: 2019
Cast: Janira Wolf
Video language: English

In "165 Hard Kicks To The Balls" it was determined that these thigh high PVC boots are the most painful when kicking my slave in the balls. It's always good to push slaves harder, so here we are to see how many Harder kicks my slave can take in only the most painful boots! Watch how thoroughly I enjoy inflicting intense pain via my boot to my slave's balls. We move around to give you all the best angles of the action as I deliver 166 harder kicks to the balls! If you enjoyed my last ballbusting video, prepare yourself for the impudence that ensues in this one as I completely outdo myself.

Format: mp4
Duration: 16:39
Video: 1920x1080, AVC (H.264), 11808kbps
Audio: 123kbps






File size: 1.4 GB


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Demi Sutra - Denied Chastity Servant

Release Year: 2019
Studio: FemdomEmpire
Cast: Anny Aurora
Genres: Femdom, Tease and Denial, Chastity, Face Sitting, Bondage, Ball Gag, Vibrator, Flogging, Spitting, Ebony, Straitjacket

All men belong between a woman''s thighs pleasing and servicing their luscious cunt. German Goddess Anny only brings her pet out of his kennel when she needs her pussy worshipped as that''s all boys are good for. She keeps him on all fours where a slave belongs making him lick her sweet cunt just the way he was trained to do.

Format: mp4
Duration: 14:20
Video: 1920x1080, AVC (H.264), 11306kbps
Audio: 307kbps






File size: 1.2 GB


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Suffer to Cum

Release Year: 2019
Cast: Jane Wilde
Video language: English

Before Goddess Jane Wilde rewards her slave with his weekly milking she wants to really make the helpless bitch suffer. She truly gets off on teasing her slave with her tight, young holes being right in his face. The only hole he will ever be fucking though is the one her hands make as she tightly grips and strokes his slave cock to orgasm.

Format: mp4
Duration: 12:26
Video: 1920x1080, AVC (H.264), 11312kbps
Audio: 307kbps






File size: 1.0 GB


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Rewarded Prostate Pleasures

Release Year: 2019
Cast: Marley Brinx
Video language: English

Extra good sluts deserve extra special rewards when you belong to Mistress Marley Brinx. She grabs her slut's favorite anal toys to slide deep in his ass for being on his best behavior while her girlfriends had visited. Mistress Marley expertly milks his prostate while stroking his rock hard cock until he is rewarded with one big anal orgasm before being locked into chastity for a month.

Format: mp4
Duration: 11:50
Video: 1920x1080, AVC (H.264), 11301kbps
Audio: 306kbps






File size: 1.0 GB


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Ashley Fires

Release Year: 2019
Cast: Ashley Fires
Video language: English

Tall Dominant Mistress fucks her slave with a massive strapon. Watch penetrating and stretching his male slut asshole until his prostate explodes in a never ending orgasm. Must see.

Format: mp4
Duration: 20:39
Video: 1920x1080, AVC (H.264), 4894kbps
Audio: 133kbps






File size: 794.1 MB


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Cunt Trainer

Release Year: 2019
Cast: Chloe Cherry
Video language: English

The best way to get a man to follow every instruction to the T is by locking an electric shocking pet collar around his precious balls. Once locked on tight any man will obey your every command in total fear of that bright red button being pushed. Princess Chloe loves having her tight, young pussy pleasured every day but her current slave has fallen short in the skills of making her orgasm. With her new training method, her slave will become the best cunt worshiping bitch she could ever ask for. A few intense shocks to his manhood along the way will keep him servicing to his best possible abilities.

Format: mp4
Duration: 11:41
Video: 1920x1080, AVC (H.264), 11301kbps
Audio: 306kbps






File size: 993.7 MB


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Severe Chastity Control

Release Year: 2019
Cast: Mazzy Grace
Video language: English

If there is one thing that makes Mistress Mazzy Grace turned on it's hearing the sweet sounds of pain from her slave. To teach him a lesson in cock control Mistress Mazzy has her bitch in a very sharp steel spiked chastity device. With just the slightest aroused cock the spikes will dig deep into his skin making him scream and beg for mercy. Once he can learn to control his cock like a good boy and only get hard when ordered then maybe the cruel chastity device will be taken off. Until then he will suffer for as long as Mistress Mazzy desires which seems like a very long time...

Format: mp4
Duration: 11:30
Video: 1920x1080, AVC (H.264), 11301kbps
Audio: 305kbps






File size: 978.3 MB


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