Desperate Slut Carmen Caliente Trains For All The Cocks


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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, she’s tied to the bars by her wrists and neck, while Tommy Pistol fucks her wet, hungry mouth and throat. She’s 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 head-down and ass-up 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. She’s 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 Carmen’s 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 she’s 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..

Submissive Young Slut JoJo Kiss Endures Deep Anal Training


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The beautiful young perky brunette JoJo Kiss arrives chained to the ceiling and fully tied up in restrictive rope bondage. Her mouth is gagged with fabric from her torn pink shirt. Her perky tits bursting out exposed for her master and ready for training. When Tommy arrives she is allowed to sit up straight and begin her brutal obedience training. This slut has a lot to learn and it starts with the flogger. This submissive slut is made to lift her fucking whore head and open her mouth to do her job swallowing cock as far as she can go. She needs to learn to be a proper submissive slut by keeping her eyes open while pleasuring her trainer. Next JoJo is restrained in rope with her ass spread wide open in the air, ready for more beating and training. Tommy flogs her ass bright red before pounding his hard cock deep down her tight wet pussy hole.Her tits fully exposed get slapped and squeezed hard. JoJo’s mouth is stuffed with a red ball gag and her screams of pain are muffled in Tommy’s training office. Alternating pleasure and pain, Tommy flogs and fucks her stunning ass. This submissive whore wants all her holes filled tight and begs Tommy for deep hard anal penetration. JoJo delivers as promised and is fucked soo hard her ass gapes for more. This slut learns the best way to please is to cum deep and hard from anal gape fucking. Finally JoJo gets what she needs, a face full of cum. With her eyes wide open, her asshole spread wide, and her face full of cum, this training day is complete..

Alex Harper, Pretty Pale and Pliant


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Bound on a square black table with skin as white as snow, Alex Harper is positioned on her back with a red ball-gag between her teeth. Her wrists are tied firmly to the table with rope above her head. Wrapped around the end of her long legs are several loops of rope binding her ankles together and to the ceiling making her look like a sexy backwards “L”. Mogul fingers her asshole and flogs her bare ass and pussy then brings an assortment of insertable toys of diverse material. First a clear glass butt-plug is slowly inserted into her tight hole, letting us see inside and looking quite (as James puts it) lascivious. Next an inflatable black latex plug is inserted into her asshole and James pumps in some air and tugs on what looks like a black rubber tail. After the inflatable, a metal toy is popped in and out of her gaping ass with ease. Tommy Pistol enters the scene and enters her ass for the grande finale and pounds her hole hard while Mogul applies clamps to her pale pink nipples. In the next scene Alex starts in a standing position, her deliciously perky pale tits are tightly bound with rope. With her hands also bound behind her back, James helps Alex to her knees and the nipple clamps are applied once again. Tommy instructs her how to suck his cock and she follows his commands like a good whore. Good whores get rewards so a vibrator gets pressed on her clit while James sticks his thumb up her pussy and presses on her G-Spot sending her into an orgasmic frenzy, screaming with a mouth still full of Tommy’s cock. In the third scene, Alex is completely naked on her back with her ass in the air, bound in a pile-driver position, ass already gaping. James whips her pussy with a crop and switches to a vibrator, going back and forth and makes her cum hard. Tommy fucks her cunt, pounding it like a jack-hammer while James crops the bottoms of her feet. Tommy then fucks her asshole again and cleans his dick off in her mouth. In our final scene, Alex is on her back spread-eagle. With one leg frog-tied and the other leg tied to the ceiling, Tommy fucks her pussy and ass until he cums, blowing his hot load all over her pretty face..

Gorgeous Blonde Cadence Lux is a Good Whore


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It’s Cadence Lux’s first training and she’s 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 spit-filled 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, it’s clear: Cadence is not only a good whore, she’s also a tough painslut..

Chloe Cherry Gagged and Bound


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Chloe Cherry sits, gagged and bound to a wooden chair in a red pleated skirt that’s been pulled up to show that her hairy pussy has had an hitachi vibrator secured directly beneath it. Chloe’s wrists are bound behind her back with rope and her milky thighs tied to the chair with leather belts. Black rubber pads are stuck to her upper-thighs pulsing electricity into each muscle. James Mogul has some questions and stands wearing knee-high black leather boots at the helm of this interrogation holding two potentiometers. One knob controlling the electricity and the other knob controlling the strength of the vibe, depending on her answers. Next we find our adorable blonde damsel squatting with her thighs bound to her ankles wearing only white thigh-high stockings, balancing on her tippy toes, her tits bound with rope, tied to the ceiling. Tommy pistol gets his cock ready in the background as James Mogul makes Chloe zap herself with electricity while he flogs her. Soon after, Tommy Pistol walks up and stuffs his cock deep down her throat covering her face and tits with her spit. Unhappy with her open-mouth blow job, Tommy strictly reminds her to keep her lips tight as James Mogul applies the nipple clamps once again. In the next scene we find Chloe on her back with her legs spread eagle bound with rope. Mogul attaches two clothespins to her pussy and rips out an orgasm with an old fashioned vibrator pressing it on her exposed clit. Tommy comes in and fucks her pussy and ass deep and hard going back and forth. In the final scene Chloe is placed on her knees with her thighs tied to her calves and her ass is fucked fast and hard until she begs for his cum..

Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!


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Not every wanton whore can become an “O”. Every so often an ass comes along that lacks the true discipline required to become an “O” but is so eager to gyrate and please that it melts the icy hearts of our handlers.. Case and point: Richelle Ryan. What she lacked in BDSM knowledge she made up for with a ceaseless, dogged determination to jiggle and twerk her perfect milf ass all day long. Her squeaky innocent voice didn’t fool James and Tommy for one second. They both knew right away that this whore was a cock-gobbling, sex kitten that only wants more and more satisfaction. James puts her to work and gives her two tasks to learn throughout the course of the day. The first is to say please and thank you. The second -and my god did she ever take this commandment to heart- was to jiggle her ass and tits at all times. First she was tied in place standing upright and was shocked repeatedly with and electric zapper to get her engines moving. She learned to the balance of power and was able to quickly understand that what is good for Dom’s is what is good for her. A crotch rope split her ass and pussy in two creating a harness for Tommy to grab so he could help her ass bounce. Once she was warmed up they threw her to the ground and shoved Tommy’s massive cock down her throat. She gagged and drool oozed all over her tits and face. As soon as she could catch her breath, the cock would cram down her throat, making her whimpers of gratitude barely audible. But that only made her hungry for more. Her heavenly booty was then put on display so Tommy could fuck her tight pink pussy from behind. Crouched in a doggie position her firm and perfect ass gyrated as Tommy pounded her behind. Pleased with her gratitude and her commitment to shaking her ass, she was then allowed to lie on her back and take Tommy’s dick as deep and hard as possible. She came over and over and just when her multiple orgasms couldn’t possibly continue, Tommy blows a giant wad of cum all over precious tits. Breathless and sweating, she keeps bouncing and thanking her masters for their generosity. Richelle Ryan shakes her ass and tits all day long while restrained in rope bondage and fucked by a massive cock!!.

Training a Pain Slut: Busty Melissa Moore’s First Submission


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Welcome the stunning Melissa Moore for her first submission to The Training of O. This natural busty brunette is extraordinarily obedient and has a cock hungry dripping pussy and mouth. This slave desires a painful pleasure and is ready for her lessons. Tied up in tight rope bondage, her perfect huge natural tits are begging for attention. This slut loves nipple torment and screams from the pain of nipple clamps and clothespins. Her long legs in black lacey stockings expose her beautiful feet in high heels. Those strong beautiful legs are able to endure a full session in a stressful squatting rope bondage position. To start her lessons she is gagged with a black ball gag to muffle her screams. Her hairy pussy is shocked with the electric zapper, before being flogged and caned. This slave can endure a serious corporal punishment with a smile and wide open eyes. Finally this cock hungry slut is given permission to do what she does best. Swallow dick. She takes a huge cock down her throat over and over again. Covered is sloppy spit, this slut never looks down and keeps going back for more. Those are truly dick suck lips. Next she gets on top to show how much she can ride a dick. Deep hard fucking brings her to screaming orgasms over and over again. Finally hands firm around her throat she discovers her biggest orgasms ever from choking. The next position fins Melissa tied up tight with her asshole up and spread wide open. She has a hard lesson learning the screaming difference between stingy pain and thuddy pain. Her pussy is worked hard to a bright pink and learns that all pink pussies need cock! Finally tied up with her legs spread wide open and ready for a deep hard pounding. This slut takes a face full of cum to finish her training off..

Two Submissive Sluts


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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 other’s 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 Kimber’s head and burry’s it in Bobbi’s ass. Tommy claps his hands twice and the two come crawling over to his hard cock. Bobbi and Kimber work together worshiping Tommy’s 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 Kimber’s pussy and ass then moves over and fucks Bobbi’s pussy while James flogs. After the two get fucked senseless in a double suspension, they’re 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 Bobbi’s pussy and furiously licks while Tommy fucks Kimber’s ass. Bobbi and Kimber switch places and Tommy presses Bobbi’s face against Kimber’s pussy giving him three holes to fuck..

Extreme Anal Training: Anna De Ville


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Anna De Ville is a pretty petite anal whore who came to The Training of O to have her ass stretched to its limits. We start with Anna tied in rope bondage with her ass in the air and a ball gag in her mouth. Tommy Pistol spanks and stretches Anna’s ass with his hands getting it ready for a big acrylic toy. Tommy then fucks her ass with the toy, violently stirring it around and pops it in and out of her ass with ease making Anna’s asshole gape so big you can see all the way into her pink butt tunnel. A short distance away, Tommy has placed two glass butt plugs on the ground. He explains that the only way she’ll get any cock is to waddle over and shove both glass butt plugs up her ass and waddle back. As she does so with ease, Tommy rewards her with a proper face-fucking and crams his cock and balls all inside her whore mouth. Tommy then makes Anna give back his toys. As suspense builds, Anna eventually pushes both glass toys out and reveals to us her pretty rosebud. With her ass still in the air, face shoved on the floor with her legs and wrists tied with rope, Tommy double dips and pounds Anna’s ass and pussy in pile driver back and forth. Tommy then has Anna fist her own ass while he flogs her. In the next scene, Anna De Ville shoves Tommy Pistols cock in her ass in reverse cowgirl with clamps on her nipples and breast bondage and rides his cock until she cums. Anna then finds herself on a table completely naked in missionary with one leg in a frog tie. Tommy wrecks her gaping ass once again until he blows his load all over her face..