Gigi Allens – The Prostate Drainer

Gigi Allens knows how to milk a prostate properly, she slides her fingers into his hole and applies pressure to his male G-spot while stroking his shaft. The slave is overwhelmed with intense pleasurable feelings as her fingers circle his prostate.

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Valentina Nappi – Finger Fucked Prostate

Mistress Valentina’s slave didn’t think she was telling the truth when he was told the only way he would be allowed to cum was like a bitch. He will never think twice about believing his Mistress again as he lays spread eagle and helpless with 3 fingers fucking his tight hole to orgasm.

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Vanessa Cage – Prostate Wand Milking

Mistress Vanessa Cage has had her slave locked up in chastity for some time, but she unlocks him for a reward milking. But she has a surprise for him; while she is milking his cock, she is also going to use a steel prostate wand to milk his prostate as well!

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Silvia Sage – Prostate Fuck Stick

Mistress Silvia Sage only allows her slaves to cum like the whores they truly are! If her slave wants a weekly milking then he will have to learn to love getting his ass filled and fucked like a good slut for his Mistress.

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Olivia Austin – Electro Prostate Release

Mistress Olivia Austin has her slave bound and helpless with a huge electro butt plug shoved deep in his ass to stimulate his prostate in more ways than one. By the end he will be so drained of cum he wont be needing to beg for a release for at least another month.

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Kiki Vidis – Blind Prostate Massage

Mistress Kiki Vidis has a helpless gimp slave to amuse herself with and nothing is more fun for her than a long drawn out milking! She has many devious ways to milk a slave and this one is subjected to anal violation from her cold steel prostate wand.

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Rachael Midori – Destroyed Prostate

Mistress Rachael Midori thinks her boytoy would better be suited as her bitch since his cock just isn’t satisfying her. She fucks him ruthlessly with her thick cock demanding he take every inch. The slaves screams as his ass is destroyed by her strap-on!

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Lexi Sindel – Lexi’s Prostate Milking

Lexi is testing out new prostate draining tools on her patient. He is secured to the table in medical restraints leaving his ass and cock open for her experiments. She trys various metal instruments while stroking his cock, he can feel the pressure of the devices thats are aimed at his prostate.

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Prostate Milking

Mistress Ash is very good with her hands, she lubes up her gloved hands and slowly begins to slowly massage her slaves anus, as he relaxes she slips her fingers inside. Mistress Ash begins rubbing her middle finger against his prostate, his cock uncontrollably swelling with pre cum oozing out the tip of his cock.

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Mistress Sidonia – Prostate Milking Experiment

Down at the English Mansion HQ Mistress Sidonia has her victim locked down on hands and knees, ass up in the air. After a few minutes of careful and gentle massage of his balls and cock she gets the small tube of a Venus 2000 to massage the head of his cock for alittle while.

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Kleio Valentein – Strap-On Creampie

Mistress Kleio’s slave has been begging to be treated like a real slut and that is just the treatment he will receive. She rams her dick in and out of his fuck-hole watching how much it turns him on to really take a big cock for his Mistress. Kleio orders him to start stroking himself until he is ready to blow a huge load from his prostate being constantly milked.

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Mistress Courtney – Leather Fucking

I love Strapon play. I love it even more when I am in My leather. I love pounding into one of My slaves, making them quiver and moan. I love looking at you and My hips go back and forth, My cock tickling that prostate. Do you like to watch My hips sway? Do you wish it was you?

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Alina Lopez – AnalGasms

Mistress Alina Lopez is slowly taking every last ounce of manhood away from her boy-toy without him even realizing it. He used to be such a tough, strong alpha man but now he is on his back like a bitch for his Mistress to do anything she pleases. Mistress Alina is about to show him the wonderful world of prostate orgasms but with a catch. What he doesn’t realize is this is now the only way he will be allowed to orgasm going forward. If there isn’t a great big, cock filling his ass up then he won’t be allowed to cum. He is no longer a man but just a sissy bitch who needs his holes filled for a release.

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Lexi Sindel – Rough Fuck

Mistress Lexi Sindel ties her bitch slave on his back with his legs spread, perfect for fucking. She pounds his ass with her thick black cock, stretching his fuck hole to take the entire cock balls deep. She holds his legs and does push-ups thrusting her cock cock in and out of his ass. Her cock pushes on his prostate, she milks his prostate while his cock is soft. That is the only way her anal bitch will to cum, on his back with a dildo up his ass and a limp cock like a true bitch! Lexi scoops up the cum and puts it inside his ass, he is totally her bitch now.

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Castration Squad – Triple Team Ass Fuckers

Lydia Black, Charlotte Sartre and Brittany Andrews just broke Lance Hart by kicking, stomping, squeezing and punching his balls. He’s putty in their hands now. They have him bent over a bench where they will take turns pounding his ass with strap ons. Lydia likes to squeeze and crush his balls while it’s one of the other girls’ turns to fuck his ass! Keywords: Charlotte Sartre, Brittany Andrews, Lydia Black, castration threat, ball squeezing, pegging, tag team pegging, big strapon, vibrating strapon, prostate, cum eating, pantyhose, leotard, gelding, pantyhose domination, big tits, big butts.

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Brittany Andrews – Milked Gimp-Hole

Mistress M0mmy only keeps slaves who were born to become a true anal loving slut! She only allows her gimp’s to cum by prostate milking to reinforce how much of an anal whore they really are. Every time her boy’s are rewarded with an anal milking their minds and body dive deeper and deeper in a state of slut-hole bliss.

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Ivory, Kat And Mariah – New Edging Machine Test (Complete)

Teasers Ivory, Kat and Mariah love teasing frustrated males. The electrodes on the male’s testicles allows a deep shock to be transmitted directly to its balls and or prostate. The girls love to face sit the male and feel the shocks on their pussy. The high painful voltage the male gets is reduced to just a pleasurable tingle on their clit. The male absorbs most of the voltage and takes all the current! The girls love to take turns sitting on its face and giving it full force manual shocks to give themselves the most pleasure possible.

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Riley Reid – She Owns My Ass

Riley Reid turns the tables on her boyfriend, if he wants to continue fucking her he will have to try taking cock himself. Riley straps her cock on and asks him to suck her cock. He sucks her strap on and licks her pussy underneath the harness. She bribes him by riding his cock for a few moments, if he wants more he had better do what she says… Riley slips her cock inside, slowly rubbing his prostate with her strap on. She jerks his hard cock while thrusting herself deep in his ass. Riley flips him over to penetrate him doggy-style, she keeps his cock hard with a reach around handjob during her anal violation.

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Bunny Colby – Anal Cum Extraction

Mistress Bunny Colby has decided to take her rubber slut’s slave training to the next level with his orgasms. He will no longer be allowed to cum from his dick getting stroked as she wants her slaves to achieve orgasms only by anal pleasure. Before he can achieve that level of success he is must first understand what a prostate orgasm feels like and Mistress Bunny has the perfect toy to use.

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Diana Grace – Slave-Hole Creampie

Mistress Diana Grace is training her anal slut to only be able to cum when his ass is filled and fucked. Using a special prostate wand she massages his male g-spot while stroking his helpless cock. She wants to make his first prostate orgasm extra special by also giving him his first anal creampie. Mistress Diana rubs her steel wand against his sweet spot until she milks out a huge load that falls right on his hole. She scoops up all of his cum and uses it as lube to continue fucking him as he begs for the intensity to stop.

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Life As Slave For Akira Shell Part 2 Strap-On

Akira Shell bends him over and slides her giant cock inside him, stretching him out completely and filling him up. She fucks him slow and fast with long strokes, smiling the whole time. She fucks him on his back and strokes his massive hard on. She has not let him cum or jerk off since he arrived. With all the pounding on his prostate, he’s begging to cum. She denies him and leaves him with a stretched hole and blue balls.

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Ass Fucked In Cop School By Bunny Colby Part 2

Lieutenant Bunny Colby now has Cadet Draven Navarro restrained in a sling on his back with his legs spread wide and his hole completely exposed. She explains that this is also a great position to grab the perp by the cock and balls if need be. She pounds Draven’s ass hard. She shows him how compliant someone can be when they’re prostate is getting worked and their cock is getting stroked at the same time.

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Ass Fucked In Cop School By Bunny Colby Part 1

Lieutenant Bunny Colby is teaching cadets in cop school on how to restraint a perpetrator and fuck them in the ass. No one showed up to class today except for he very eager cadet Draven Navarro. She bends him over and shows him her police issued 10 inch vibrating strap on cock. It’s designed to vibrate the perpetrator’s prostate while they get fucked. This makes them easier to subdue. She slides it all the way in and he whimpers. Bunny pounds his ass with long strong strokes, then tells him she needs him to flip over so she can restrain him.

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