Training Lily LaBeau Day 4 Early Invasion, Exercise, and Bastinado

Training Lily LaBeau Day 4 Early Invasion, Exercise, and Bastinado

Training Lily LaBeau Day 4 Early Invasion, Exercise, and Bastinado We barge into Lilys room at 430 am, rip her clothes off, put a hood over her head, have our way with her before she knows what has happened. She is then taken to the basement for some heavy exercising to get the blood flowing. Now that I know she is awake, I start working on her biggest weakness, her feet. All of her senses are on edge and I plan to keep her that way for the rest of the day. Her feet are pulled up leaving her in a partial suspension with little of her body touching the ground. Her feet are sadistically punished to the breaking point. We work on pain processing, then proceed to torment her feet more. She is hoisted into the air with her necked weighted and made to come. Now that her feet have been destroyed, we continue with her pain processing. Pegs are applied to her entire body and she has to endure the suffering while being denied orgasms. The time comes to let her cum and the pegs are ripped from her body via zippers. When the second one is torn from her, she orgasms uncontrollably


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The Making of an Anal Slave, Sophia Locke Day Three

The Making of an Anal Slave, Sophia Locke Day Three Sophia Locke is a gorgeous, fit, up and coming submissive porn performer. The only problem is she does not take it in the ass. But she wants to do it to explore the depths of her submission. We raise the bar for Sophia and challenge her to train her ass in this movie in preparation for taking real cock on her next shoot, graduation day

Submissive Young Slut JoJo Kiss Endures Deep Anal Training
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Submissive Young Slut JoJo Kiss Endures Deep Anal Training

Submissive Young Slut JoJo Kiss Endures Deep Anal Training The utterly fuckable Carmen Caliente brings her sweet looks all the way down to the ground as she trains to take all the cocks, at any time, from anyone. Caged, shes tied to the bars by her wrists and neck, while Tommy Pistol fucks her wet, hungry mouth and throat. Shes locked in place, able only to swing her hot, perfect ass while she sucks hard dick. Tommy seals up her pussy with clothes pins, so she suffers the humiliation and pain while he spanks her and continues to drive his cock into her mouth. Satisfied that she has learned the first part of her purpose, he removes the clothes pins, sending pain shocks through her pussy, before letting her out of the cage. Carmen is then tied headdown and assup to a rough burlap table, while Tommy continues his relentless training. He flogs her and fucks her at the same time, then chokes her with cock so her throat and pussy are both dripping wet and tingling for more dick. Carmen begins to lose herself in the moment, enduring the pain and pleasure of being bound and gagged and simultaneously drilled. Shes then flipped onto her ass, with her legs bound to a fuck bench spread wide open with her pussy exposed. Tommy takes full advantage, pounding Carmens hot cunt and feeding her his cock, sending waves of pleasure through her so she learns her place even more. She begs for more cock. She begs to cum. She begs for it all from her Master. And she finally gets it as her reward. Tommy sits her down on his cock and makes her ride it, makes her twitch and sweat and cum as she repeats that shes to take all the cocks, at any time, from anyone. He then blasts her face with cum, and at that moment, she has learned her place

Two Submissive Sluts
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Two Submissive Sluts

Two Submissive Sluts Tommy Pistol anxiously sits in his leather chair, picks up the phone and orders two submissive sluts. Moments later a slight jingle of chains gets louder as James Mogul, holding two leashes, slowly approaches walking two hot submissive brunette sluts on all fours, Kimber Woods and Bobbi Dylan. Mogul has Bobbi and Kimber get on their knees in front of Tommy and commands them to rub each others pussies. James give them both matching nipple clamps and flog them as they try to make the other cum. The two then are told to get back on their hands and knees and James grabs Kimbers head and burrys it in Bobbis ass. Tommy claps his hands twice and the two come crawling over to his hard cock. Bobbi and Kimber work together worshiping Tommys cock as James Mogul sticks a thumb up each of their pussies and smashes vibrators against their clits. The two scream muffled screams of ecstasy while they cum with ones mouth stuffed with cock and the other balls. Later we find Bobbi Dylan with her legs bound with rope spread eagle, her small natural breasts bound, suspended, swinging next to Kimber Woods in a predicament of very her own, suspended on her side by her tits and one foot. Tommy Pistol pounds Kimbers pussy and ass then moves over and fucks Bobbis pussy while James flogs. After the two get fucked senseless in a double suspension, theyre taken down and Bobbi gets placed on a trunk with her arms bound behind her back and one foot tied straight in the air. Kimber woods crawls on all fours to Bobbis pussy and furiously licks while Tommy fucks Kimbers ass. Bobbi and Kimber switch places and Tommy presses Bobbis face against Kimbers pussy giving him three holes to fuck

Gina Valentinas Slave Collar
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Gina Valentinas Slave Collar

Gina Valentinas Slave Collar Gina Valentina loves to earn her collar from Tommy Pistol. Super hot and slutty submissive Gina squats with the buckets, awaiting Tommys hard dick. Ball gag, nipple clamps and vibrating pussy make for a painful but rewarding predicament. Tommy rewards the little slut for her dirty performance by face fucking her silly as she gets off on the vibe. Gina fucks back all day when bent over and bound. Tommy fucks her doggie style while finger banging her asshole, and rewards her again with a hardcore pussy fisting. Gina fucks like a bitch in heat and gives it up all day to Tommy till he dumps his hot load all over her pretty face

Slave Training Jessie Cox Full Anal Annihilation for the First Time
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Slave Training Jessie Cox Full Anal Annihilation for the First Time

Slave Training Jessie Cox Full Anal Annihilation for the First Time The day starts with warming up coxs ass and some intense electrical play. She is found of electricity, so we push to see how deep her admiration truly is for it. She is brutally fucked with a plug up her ass while being shocked to prepare her for what she bargained with the day prior. There have many attempts at fucking coxs ass, but never has it been so sadistically executed as it is on this day. The pain that she endures makes her body respond in such a way that she breaks our wooden stocks, but that doesnt stop Derrick from getting what was promised to him. The lesson learned today, is be careful of what you wish for

Newbie Skylar Snow Endures and Indulges
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Newbie Skylar Snow Endures and Indulges

Newbie Skylar Snow Endures and Indulges Introducing Skylar Snow, a brand new strawberryblonde busty babe here for the first time on The Training of O and here at Kink.com. Skylar Snow is not here to pretend for the camera, sheâ™s here to endure a very real kinky BDSM experience. Shed like to be a sex slave, find her limits and completely submit to James Mogul with the help of Small Hands and his big cock. We start with Skylar standing naked in high heels with her mouth gagged, hands bound above her head, and her legs tied together with rope around a vibrator smashed against her pussy. Small Hands applies nipple clamps to Skylars big natural tits and we donâ™t hear a peep from her so he hangs three weights to the clamps chain and still nothing. James then begins flogging Skylars beautiful big ass and sweaty back, delivering great thuds that arent reciprocated with any screams, whimpers, or thankyous. James tells Skylar shes too damn quiet and its a weakness of hers that theyll soon work on. Skylar tells James that hell have to make her scream. Inspired by Skylars response, James kicks it up a notch and gives Small Hands a flogger and they both get to work on Skylars back and thick round ass until she screams for mercy. In the next scene, Skylar is on her knees, tits bound with rope, her wrists tied just below leaving her hands free to hold, present, and jiggle those tits. Skylar holds her tits as they get flogged over and over with the stinging tips of the leather. James then puts a clothespin on each protruding nipple, ties a string to the clothespins and pulls her tits around, leading her to Small Hands cock so that she can get her mouth used and her throat fucked. Next we find Skylars arms securely bound behind her back in a labyrinth of rope bondage. After a few zaps of the zapper right on her clit, itâ™s face down ass up with a big black boot in her back and a big fat dick in her pussy just pounding it like an anvil with an awesome POV angle to make it seem like the viewer is doing the fucking. They flip her over and James zaps her tits and clit while Small Hands stuffs her pussy one more time until its left squirting and gaped and then Small Hands blows a fat load all over her smiling face

The Training of a Nympho Anal MILF, Day Two
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The Training of a Nympho Anal MILF, Day Two

The Training of a Nympho Anal MILF, Day Two Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a practical domestic setting, her pussy starts to twitch and her asshole dilates in anticipation of hard cock. Beautiful pouting lips wrap around thick cock as nipple clamps pull painfully, bouncing huge tits as she gags down gimp meat. Reverse cowgirl is the goto position for slave training because it is BRUTAL. Avluv is strongest than she thinks, especially when stuffed with hard dick. Her pussy responds to the merciless pounding by spasming and squirting a quart all over the loft. MILF Avluvs final test for the day is piledriver anal. Ass up and open, she is unbelievably sexy in this ass pounding pussy squirting scene

Sexual Training Lily LaBeau Day 3
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Sexual Training Lily LaBeau Day 3

Sexual Training Lily LaBeau Day 3 This will be the day that Lilys sexual ability will be tested. She had several AVN nominations, so she should be doing something right. We will test her on all levels of sexual service, including anal. First her cock sucking skills are put to the test. She handles two cocks like the true porn star whore that she is. Next we check her anal capacity with some anal fisting, followed by brutal ass fucking. The training session comes to an end with a hogtie suspension and more ass stretching and sadistic fucking

February 7 Slave Intake
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February 7 Slave Intake

February 7 Slave Intake This month we have 6 new faces and the return of one from last month. The girls are marched in and after a few moments it becomes apparent that I have my work cut out for me. These girls are so nervous that they dont know their right from their left. They are given heavy labor with hopes that they can at least do that right. We test them on deep throating skills and orgasm control and intensity. Two are dismissed and now we have five

Assessing Rilynn Rae, Day One
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Assessing Rilynn Rae, Day One

Assessing Rilynn Rae, Day One Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams Fuck Me. And she is smart enough to know right away what she needs to learn The Curriculum Items The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area. Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update.

Kacie Castles Punishment Game
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Kacie Castles Punishment Game

Kacie Castles Punishment Game Sexy Kacie Castle loves to play the punishment game. Kacie was a Bad Girl, and Seth Gamble gives her a chance to make it up to him. Kacie is told to clamp her own nipples, and from then on she takes her punishment like a good girl. Kacies ass is not the only thing that gets spanked. Her squirting pussy is plump as a plum by the time we are done slapping it and fucking it. When Kacie takes her punishment in the ass she begs for redemption, and Seth anoints the slave with a hot load across the face. Kacie was a bad girl, but shes a good girl now.

Zoeys Assessment, Day One
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Zoeys Assessment, Day One

Zoeys Assessment, Day One Irresistible Zoey Monroe is a gorgeous little blonde bombshell that will melt your heart, swell your dick and drain your balls. But is she built for service? This day of assessment tests the slave applicant with tough endurance scenes, hard inverted face fucking, painful pussy pounding and invasive anal sex. Lets find out if this beauty has what it really takes to serve.

Gorgeous Blonde Cadence Lux is a Good Whore
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Gorgeous Blonde Cadence Lux is a Good Whore

Gorgeous Blonde Cadence Lux is a Good Whore Its Cadence Luxs first training and shes ready to prove herself. She has a beautiful body, perfect breasts, legs for days, and expressive eyes. First, she is tied upright and spread eagle for inspection. She is gagged with a strap of leather and flogged all over. Once her gag is removed, the games begin. One of her legs is marked Good and the other, Bad. Each time she is good, she receives a caning on the corresponding leg and vice versa. Cadence loves brutal, degrading treatment, and she cums hard, squirting, and since she asks for permission like a good girl, she receives a bright stripe on her Good leg. Next, she is bound in a chest harness with industrial clamps on her nipples. This good little cock whore delivers a messy spitfilled blow job. She strains against the ropes holding her back to choke on cock like a good little slut. Cadence is an enthusiastic cock sucker and ends up covered in spit and drool. For doing such a good job, she gets rewarded with orgasms and another stripe. Now the real fun begins. Bound on her elbows and knees, Cadence begs for cock as she gets flogged, spanked, and zapped. She loves getting her pussy filled and once she has a dick in her, she pleads for permission to cum until she is granted release. She cums hard multiple times on dick and is still hungry for more. Finally, the real and final test begins. Cadence is bound with her cunt exposed. Her nipples are clamped and attached to her toes. If she puts her leg down, her nipples will bear the pain. As she struggles to keep her leg upright, she gets fucked, flogged, and caned. Caught in between pleasure and pain, this greedy painslut cums hard. She keeps cumming through all the pain and impact play as her pussy is fucked, fingered, and vibrated. At the end of the day, its clear Cadence is not only a good whore, shes also a tough painslut.