Mistress Rewards Her Slave With His Milking | Punished Slaves

Leslee, Electra, Sydney, Addie


It's Friday night, and the girls are having fun in their dorms, in their cute little school girl outfits, new high heels they like dressing up in, and pigtails, listening to music. Suddenly - Electra spots a peeper staring in the window.

Format: Windows Media
Duration: 24:24
Video: 854x480, Windows Media Video 9, 5371kbps
Audio: 187kbps






File size: 989.3 MB


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Jill Kassidy Stretched to Fit

Video language: English

Mistress Jill Kassidy really wants to fit some very large objects into her slut-boy's hole but as of right now his ass is just to tight for her liking. She must use her big, black cock to stretch out his hole whether he thinks he can do it or not. One way or another Mistress Jill will fit the object she want's most inside his soon to be stretched ass.

Format: mp4
Duration: 19:32
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 115kbps






File size: 1.4 GB


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Charlotte Sartre, Bunny Colby Wonder Tony Gets Fucked Whored Out

Video language: English

Evil Fabiana Fox drags Wonder Tony into her girl-gang's hide out to show Evil Bunny Colby that he's been collared with mind bending crystals. Now he's putty in their hands. The crystals make him submissive and uncontrollably horny. Bunny suggests that they put on their pink strapons, stretch out his ass, and sell him on the street to make some money. Lot's of pervy villains would love to fill his ass and mouth with cum since he's the city's biggest hero. Evil Charlotte Sartre struts in with a giant pink strap on right as they are about to start. The three slutty villainesses take turns pounding his ass and putting their pink cocks into his now eager mouth. They tease him with their bodies and sexy villainess pantyhose and fishes while they turn him into a cock craving sissy slut. Weeks pass and they celebrate their conquest of the city's greatest male hero by fucking his slutty ass one more time.

Format: mp4
Duration: 24:23
Video: 1920x1080, AVC (H.264), 7823kbps
Audio: 220kbps






File size: 1.4 GB


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Mistress Anette Failed Challenge

Video language: English

Mistress Anette still has a beef with her slave, so today she is going to challenge him and if he looses, there will be a nasty punishment for him and she is going to enjoy every second of it. The challenge is a few round of wrestling and the slave of course fails. So Anette grabs him and shows him her dominance, by screwing his ass hard.

Format: mp4
Duration: 10:40
Video: 1280x720, AVC (H.264), 2443kbps
Audio: 108kbps






File size: 199.9 MB


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Mistress Serena Boilerman Punished Part Two

Video language: English

Humiliated and belittled from his Otk spanking, boilerman has more to endure until Serena is satisfied she has made her point! Having asked a pretty young blond office worker if she was "up for a fuck" Serena see it only fitting that boilerman takes a good hard fucking from her 9" strap-on!...

Format: mp4
Duration: 8:05
Video: 1920x1080, AVC (H.264), 19271kbps
Audio: 309kbps






File size: 1.1 GB


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Alexandra Snow Blind Strap-On Fucking

Video language: English

I've got my slave strapped down to a table and his legs propped way up into the air on some spreader bars. He's begged for my cock in his ass all day long and he's finally going to get it. But he won't get the pleasure of seeing the act happen. I don't want anything to distract him from the pressure in his ass as my huge cock slides balls deep inside of him. So, I made him wear a blindfold. He'll be rammed into next week and never even get to see it. I find this hilarious. His moans of excitement tell me that even without sight, his asshole is giving him all the sensory information he needs. This is a brutal assfucking with GoPro action that you don't want to miss.

Format: mp4
Duration: 9:01
Video: 1920x1080, AVC (H.264), 7694kbps
Audio: 294kbps






File size: 528.0 MB


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Janira Wolfe Balls Fucking Deep

Video language: English

With her fuck toy bound tightly to an inescapable steel bondage bench, Goddess Janira Wolfe uses her 10″ strap on cock to his ass with bad intentions. This is not for his pleasure. Oh no, this ass invasion is for his punishment, and Goddess isn't about to handle him gently. Not even close. Dressed from head to toe in gleaming, body hugging black leather, Goddess Wolfe is a sight to behold as she plunges her massive cock balls deep into his fuck hole. Harder and harder, faster and faster she plows the road, as her captive squeals like the dirty little pig he is. Holding tightly to his collar and leash for leverage, Goddess reams his ass relentlessly, while she verbally humiliates her prey. It is her intention to break him, both physically and mentally. And she is well on her way. By the time she is through with him, he will be on his knees begging her forgiveness for his ill advised behavior.

Format: mp4
Duration: 11:19
Video: 1920x1080, AVC (H.264), 10041kbps
Audio: 309kbps






File size: 858.6 MB


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Mistress Kiana Caught Sniffing Mistress Kiana's Panties

Video language: English

You do not expect the room cleaner to be sniffing your panties and Mistress Kiana has caught the cleaner doing just that. He has been restrained and is given a couple of options. He either has to do whatever Mistress Kiana wants or suffer the consequences of being reported to his boss and losing his job for sniffing her panties. Naturally the cleaner opts for doing whatever Mistress Kiana demands of him and for him this means sucking on her big strapon cock before being fucked hard in the ass whilst bent over the cabinet. It is important that you do your job properly otherwise you can expect to be fucked one way or another.

Format: mp4
Duration: 14:36
Video: 1920x1072, AVC (H.264), 14048kbps
Audio: 125kbps






File size: 1.5 GB


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Bunny Colby Bunny Fucks Her Step Bro Part 1

Video language: English

Bunny Colby is really upset that her remarried so soon. To make matters worse, now she has a new step , Dante Colle, that is her same age. Her , Lance Hart, asks her to please be nice to him. Bunny immediately needs to let Dante know that she's in charge, and seduces him into letting her fuck him in the ass with a a strap on. She fucks him sweet and rough. It's clear she owns his ass now.

Format: mp4
Duration: 14:01
Video: 1920x1080, AVC (H.264), 7765kbps
Audio: 221kbps






File size: 820.6 MB


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Anastasia Knight Pussy Pig

Video language: English

Master Anastasia loves having her piggy slave constantly restrained so his face is exactly where it always needs to be. She doesn't want to have to run and find her slave whenever she wants her tight, young cunt worshipped. Her piggy bitch just remains bound and restrained in chastity 24/7 as his mouth is the only thing worth keeping around. If there is one thing that really makes Master Anastasia wet it is humiliating helpless boys. She yells at him to lick her young cunt until she is thoroughly satisfied. Master Anastasia loves the feeling of her piggy oinking into her pussy as she sits on his face to remind him he is only there for his pleasure.

Format: mp4
Duration: 11:09
Video: 1920x1080, AVC (H.264), 9783kbps
Audio: 117kbps






File size: 808.5 MB


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Sabllique Gets A Hooker Sablique Von Lux

Video language: English

Sablique Von Lux is all dressed up to go to the gym in her blue leotard, shiny pantyhose, knee high socks and red sneakers. She's too horny to work out though and procrastinates by getting herself off with her vibrator. After making herself cum, she gets even hornier and decides to get a hooker. Lance Hart shows up. He's a regular ho for her. Lance knows the drill. He bends over in front of her in her bed while she strokes her strap-on. "Are you ready to take 's cock?"

Format: mp4
Duration: 17:32
Video: 1920x1080, AVC (H.264), 7808kbps
Audio: 236kbps






File size: 1.0 GB


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Mistress Gaia Butt Plugged Ass Fucked

Video language: English

We want to ride him like a little pony. However, his ass is very tight and we decided to open it by shoving a butt plug into it. We had gone out for a while and completely forgot about our slave. On returning, we get him over to the bed. I notice he still has this butt plug in his ass. We both laugh and suspect his ass to be well and truly widened. Wearing our tight black latex gloves, we remove his butt plug, and with our strapons at the ready begin to give our slave the treatment he deserves. He squeals like a little piggy as we take turns at fucking him. What a blast!! We show no mercy as we enjoy making our bitch suffer as he's painfully butt plugged and ass fucked.

Format: mp4
Duration: 8:38
Video: 1920x1080, AVC (H.264), 7267kbps
Audio: 154kbps






File size: 469.8 MB


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Kendra James Involuntary SissyGasm

Video language: English

After 3 months of no orgasms and locked in chastity Mistress Kendra's sissy slave is being allowed one glorious orgasm. This will be the final milking her sissy will receive to finish milking out every last ounce of testosterone that's left in his balls. Sissies are only allowed to cum in the name of science or by being fucked in their sissy hole so today is a special day for the slut. Once every drop of testosterone has been yanked out of the sissy's balls the transformation from man to bitch will be complete. Mistress Kendra attaches her full proof milking machine to the sissy's horny clit making it impossible to hold anything back. The final step of the sissy's transformation will be completed whether the bitch wants it or not. It's officially too late to turn back to his old life as a real man now that the machine is turned on sucking every drop of cum from it's balls. The sissy's fate is set....

Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 9789kbps
Audio: 306kbps






File size: 1.9 GB


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Isabelle Deltore Anal Cavity Search

Video language: English

Officer Deltore has a growing suspicion that her captive prisoner is smuggling something deep inside his ass. She spares no time and straps on her anal probing cock to find out if the bitch has anything to hide.

Format: mp4
Duration: 17:43
Video: 1920x1080, AVC (H.264), 9880kbps
Audio: 115kbps






File size: 1.3 GB


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Jill Kassidy Human Pedicure

Video language: English

Mistress Jill Kassidy is infuriated by her slave who failed to show up at the nail clinic and pay for her pedicure. He made her look like an idiot having to reach into her own wallet when he knows every Wednesday is set aside for her beauty treatment. Since he couldn't pay with his own money she is going to make him pay with his mouth. Mistress Jill demands a pedicure to be made by his tongue to teach him a valuable lesson on servitude. He should be so lucky to be kneeling at her feet with her beautiful size 8 1/2 feet shoved down his throat.

Format: mp4
Duration: 15:31
Video: 1920x1080, AVC (H.264), 9566kbps
Audio: 116kbps






File size: 1.1 GB


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Evelyn Claire Pussy Breath

Video language: English

A slave should never spend his day without the scent of his Mistress's pussy juices constantly following him around. Mistress Evelyn want's him to always be aware of who owns his mouth, body, and cock. Even when he leaves the house everyone will know he is nothing but an owned pussy-whipped bitch. She her slave's face with her leather-encased ass before ordering him to stick out his tongue as she lifts up her skirt. Mistress Evelyn loves to feel every lick of her slave's soft tongue as she rides his face making him pleasure her sweet pussy as a good bitch does.

Format: mp4
Duration: 14:10
Video: 1920x1080, AVC (H.264), 9772kbps
Audio: 121kbps






File size: 1.0 GB


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Macy Cartel Help Me Please Him Cuck

Video language: English

Macy Cartel and Sadie Holmes are two sexy and mean web cam girls, waiting on some nerd to fix their computer so they can get to work. When he finally shows up and tells them his fee, they decide to pay him in another way.

Format: mp4
Duration: 16:46
Video: 1920x1080, AVC (H.264), 9928kbps
Audio: 255kbps






File size: 1.2 GB


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Isabelle Deltore - Captive Male Milking 1080p


Officer Deltore had her prisoner's cell tossed but it came up clean meaning he has deserved a special reward for being so compliant. Milking day only comes around once a month and when a prisoner has not been on his best behavior he gets skipped. Good behavior is certainly rewarded so Officer Deltore makes sure her prisoner is properly milked while he stays locked in his kennel. As his special reward on milking day he is allowed to fuck her pantyhose covered legs with his rock hard cock. She knows how much he adores her shiny patent leather boots and milks his cock all over them as a lovely treat to lick right back up. 30 more days until milking day comes around so he better continue to stay extra compliant to her rules or he may not be cumming again for months.

Format: mp4
Duration: 14:05
Video: 1920x1080, AVC (H.264), 9774kbps
Audio: 115kbps






File size: 1.0 GB


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Lily Butt Fucks a Cop Lily Lane

Video language: English

Lily Lane is at home when Officer Draven Navarro barges in to arrest her for lewd conduct (blowing the mailman by the trashcan outside.) Once he gets her in cuffs, he pervs on her by groping her huge tits and ass and putting his face in her pussy. He searches her house and finds two large dildos. At first she's embarrassed, but then he reveals what a real pervert he is and shoves one of them up his ass while she's handcuffed and watching. He uncuffs her and tells her to use one of the dildo on him. She straps up and pounds his ass with the largest one. Then she puts him in chastity and tells him that she was blowing the mailman, and she's going to invite him back over, suck his cock and spit his cum down the cop's throat while he's in chastity.

Format: mp4
Duration: 16:08
Video: 1920x1080, AVC (H.264), 7819kbps
Audio: 224kbps






File size: 951.2 MB


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Mira Cuckold Sex Toy Training Ultimate Fuck Lessons For Born Losers

Video language: English

If more wives knew that they could turn their husbands into sissy slaves, their cocks encased in chastity, kept under lock and key

Format: mp4
Duration: 19:13
Video: 1920x1080, AVC (H.264), 7934kbps
Audio: 430kbps






File size: 1.2 GB


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