Latest Updates from 'Training Of O' at Risque Sluts

Ella Nova in 'The Supremely Subservient, Ella Nova'

Ella Nova - The Supremely Subservient, Ella Nova

With a stocking over her head and a blindfold covering her eyes, the beautiful submissive, Ella Nova is on her knees, arms stretched and tied at the wrist and thighs with rope to two vertical pipes. James Mogul flogs her back and ass as he comes up with a subject for the day's syllabus. Charles Dera enters the scene with his dick hard while Ella waits for it with her mouth open and tongue out. Charles shoves his dick down her throat and Ella sucks it with zeal. Displaying to Mogul what an obedient slut she's being, he rewards her with a vibrator for her pussy but cannot cum until he says to. James turns it up a notch and slides a clear glass butt-plug into Ella's ass and presses the vibrator hard against her clit. Ella cums hard, yelling and squirming on her knees. In the next scene Ella finds herself in another predicament, tied face down and ass up, to a wooden table. Mogul crops her exposed pussy making her repeat the word 'please' over and over to the beat of the crop. Mogul steps aside and Charles slowly sinks his cock into Ella's pussy and pounds away. In the final scene Ella is on her back, arms tied above her head with one leg frog-tied to her chest and the other sticking straight in the air, tied to the ceiling. James Mogul uses the flogger on Ella's ass, warming it up for Charles' cock. Charles once again enters the scene rock hard and tells Ella to "open up" as he presses the head of his cock against her ass. Charles pounds Ella's ass while intermittently fucking her mouth to clean her juices off of his cock. In the final scene, James has Ella squatting in the middle of the room holding two heavy silver trays. She must take Charles' load in her mouth without dropping them.

Britney Amber in 'Britney Amber's Intense Whore Endurance Training'

Britney Amber - Britney Amber's Intense Whore Endurance Training

Gorgeous blonde bombshell Britney Amber has no idea what she's getting into when she signs up for Training of O. But she's here now and must endure all the intense unknowns. Britney begins her training strapped on her back to a fuck bench, with her hands encased, her ankles bound, and a vibrator strapped to her pussy by a metal frame suspended above her. She's immediately educated in proper respect, being told to say thank you whenever she's given nice things. Nice things like cock sliding down her hungry throat, the vibrator turned on high, clothes pins clamped on her nipples and connected to the vibrator, linking her big round tits to her pussy. Seth Gamble repeatedly face fucks her as the spit runs out of her mouth over her face. Britney is then tied on her knees, with her head down on the bench as she's flogged and cropped, and at the same time tormented by the vibrator again. Seth fucks her exposed pussy and ass, plowing both holes wide open as Britney screams through her ball gag. She's taught to say please for nice things, in addition to thank you, and isn't released until she's clear on the purpose for both. She's then made to test her endurance, by riding cock for as long as she can, fast and slow, however she's ordered. In her pussy and in her ass. Both holes get fucking worked as Britney's resolve is tested and broken. Finally she's put on her back again and repeatedly fucked in both holes, and drilled again on the lessons for the day. Thank you for nice things. Please for nice things. And in the end, a fuckload of hot cum shot all over her face.

Carmen Caliente in 'Desperate Slut Carmen Caliente Trains For All The Cocks'

Carmen Caliente - Desperate Slut Carmen Caliente Trains For All The Cocks

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.

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

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

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.

Astrid Star in 'Sex Slave Astrid Star Submits to Rope Bondage and Extreme Fucking!'

Astrid Star - Sex Slave Astrid Star Submits to Rope Bondage and Extreme Fucking!

Fresh meat. Sadist extraordinaire Ramon Nomar is always hungry and when he laid his eyes on the innocent, submissive, and naive body of Astrid Star he drooled with desire. He wastes no time explaining the rules to Astrid and instead ties her up in restrictive rope bondage with her tiny pink pussy strapped tightly to a hitachi. He shoves a giant ball gag into her mouth to stifle her useless questions and pleas for mercy. Ramon slowly works her body over and examines her young and perfectly formed body. Her giant tits gyrate as Ramon beats her body with a heavy leather flogger and he pinches her taut skin with clothespins tied into a nasty zipper. He teaches her the day's first lesson: To beg for his attention. Astrid whippers some muffled words to articulate her desire to serve and please Ramon. When she finally learns how to beg for attention, Ramon tears the zipper off of her body and the slaps the tiny welts with his giant man hands. He checks to see how her pussy reacts to abuse and finds her wet with desire. She is a truly masochistic fuck toy and her greedy cunt only wants more attention. Ramon throws her to floor and jams his monster cock deep down her throat. The girth of his stiff rod barely fits into her mouth and she gags from the deep throat face fucking. Gasping for air she begins to learn the rules and begs Ramon to fuck her filthy mouth until she can barely breath. Grown tired of using her mouth as a fuck hole, Ramon ties her arms and legs to a table fucks her behind. His cock barely fits into her teeny pussy. She winces as the massive cock penetrates her for the first time. But, her pussy juices explode and Ramon begins to ram his all natural female slave with an intensity that pushes the table all the way across the room. Gasping for air she showers Ramon with platitudes and thanks him endlessly for fucking her. She begs to cum over and over but Ramon doesn't feel like she has earned that right. So, he flips her onto her back and ties one of her legs in the air so he can really stuff her cunt with his cock. As Ramon fucks her, he simultaneously hits her sensitive tits with thin and severe cane and then shocks her armpits with an electric zapper. Astrid is growing overwhelmed by all the different types of pain and pleasure that are flooding her senses. But a greedy whore only wants one thing; multiple unwilling orgasms, and Astrid begs her dom to cum. Fire burns in Ramon's eyes and he rips orgasm after orgasm out Astrid's pussy and she squirts all over herself. Ramon finally grows tired of his sub and blows a massive load of jizz all over her tits and pussy. He scoops it up and crams it into Astrid's hungry mouth and she licks every last bit of it up.

Alex Harper in 'Alex Harper, Pretty Pale and Pliant'

Alex Harper - Alex Harper, Pretty Pale and Pliant

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.

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

Cadence Lux - Gorgeous Blonde Cadence Lux is a Good Whore

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 in 'Gagged and Bound'

Chloe Cherry - Gagged and Bound

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.


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

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

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!!

Karlee Grey in 'Karlee Grey, Begging in Bondage'

Karlee Grey - Karlee Grey, Begging in Bondage

The beautiful buxom brunette Karlee Grey submits entirely to the dark and handsome Ramon Nomar. These two give it their all in this hot and sweaty episode of The Training of O. The scene begins with Karlee standing, legs apart with her arms raised above her head, a spreader bar between both ankles and her hands bound by leather cuffs attached to the ceiling. Ramon swings a single-tailed whip around and around repeatedly smacking Karlee's ass through her polka-dot mini skirt. He rips her shirt open, exposing her big natural tits squeezing and slapping them from behind. He asks what she wants and she replies saying she'd like all the pain he'd like to give her, and so there it begins. Ramon repeatedly smacks Karlee's pussy with a crop, applies nipple clamps to her tits and zaps her with electricity. He ties one leg up in the air, blindfolds her with his shirt and fucks her senseless until she's begging to cum. In the next scene we find Karlee completely naked on her knees, bound with rope to a wooden St. Andrew's cross with a vibrator held in place and affixed to her pussy. Karlee gets her mouth used like a whore as she sucks and gags on Ramon's fat cock over and over until her tits are dripping with spit. Later Karlee finds herself placed on a box in another rope bondage predicament face down and ass in the air, wrists bound to her ankles. Ramon gets the clover clamps and attaches one to each labia and slides his meaty dick into her slutty pussy and pounds it hard deep and fast. Karlee begs and begs to cum but Ramon is too amused by her cries and will not allow her to have an orgasm until he hears her screaming at her most desperate. In the final scene Karlee is on her back, blindfolded with her tits tied up. One foot tied in the air and the other pulled to the side by another rope. Ramon continues to torment her with zappers vibrators and extreme orgasm denial as he wrecks her pussy once again ending in an orgasmic crescendo .

Skylar Snow in 'Newbie Skylar Snow Endures and Indulges'

Skylar Snow - Newbie Skylar Snow Endures and Indulges

Introducing Skylar Snow, a brand new strawberry-blonde 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, she's here to endure a very real kinky BDSM experience. She'd 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 Skylar's big natural tits and we don't hear a peep from her so he hangs three weights to the clamp's chain and still nothing. James then begins flogging Skylar's beautiful big ass and sweaty back, delivering great thuds that aren't reciprocated with any screams, whimpers, or thank-yous. James tells Skylar she's too damn quiet and it's a weakness of hers that they'll soon work on. Skylar tells James that he'll have to make her scream. Inspired by Skylar's response, James kicks it up a notch and gives Small Hands a flogger and they both get to work on Skylar's 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 Hand's cock so that she can get her mouth used and her throat fucked. Next we find Skylar's arms securely bound behind her back in a labyrinth of rope bondage. After a few zaps of the zapper right on her clit, it'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.

Melissa Moore in 'Training a Pain Slut: Busty Melissa Moore's First Submission'

Melissa Moore - Training a Pain Slut: Busty Melissa Moore's First Submission

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.

Roxanne Rae in 'Shy College Slut, Roxanne Rae, Gets Ass Fucked in Tight Rope Bondage!!'

Roxanne Rae - Shy College Slut, Roxanne Rae, Gets Ass Fucked in Tight Rope Bondage!!

It is always the quiet ones that you have to watch out for. Sexy girl next door Roxanne Rae returns to The Training of O to continue her training at the hands of the sadistic Ramon Nomar. Don't let her coy smile and glasses fool you. Roxanne is a brat that needs to be put in her place and reminded at whose pleasure she serves. It is a beautiful summer day and Roxanne hasn't done anything all day besides twirl her beautiful curly brunette hair, eat potato chips, and play with her lacy panties and little pink pussy. She was supposed to have dinner cooked for Ramon when he gets home from a long day of work but instead Roxanne has been on her phone texting and flirting with people. When Ramon gets home he is furious and tries to confront Roxanne about her lack of discipline and her lazy ways. The only defense that she offers is back talk and sass. Infuriated, Ramon grabs his wanton slut by her hair and drags her kicking and screaming into the bedroom so she can receive her punishment. Ramon decides that the best way to shut his little masochistic slave up is to tie her to the bed and then clamp nasty clothespins to her tongue and her pussy. Her temperament begins to improve when she remembers her place in the home. He shoves his massive, throbbing cock down her mouth and she winces from the pain of the clothespins. She quickly wants to please her master and apologizes for her insubordination. Ramon only laughs and rewards her by jamming his dick down her throat again and again as she drools and makes a mess of herself. Satisfied with her devotion he then jams a hitachi onto her pussy and makes her beg to cum. She grinds on the vibrator purring with delight and pleads with her daddy to let her climax. Ramon is a reasonable man and allows her a brief moment of pleasure. But her delight is short lived and he quickly ties her face down and ass up with her wrists tied to her ankles in tight rope bondage. He mercilessly whips her with a set of mean black leather floggers while she begs to be taught a lesson. Once her smooth skin is tenderized Ramon jams his stiff rod into her pussy and she screams with delight. Mercilessly pounding her greedy cunt into submission he then penetrates her hungry asshole and gives her the anal fucking that she is craving. He plows away and brings Roxanne to the edge of ecstasy right before stuffing her greedy mouth full of potato chips. But Ramon is not done yet. He ties her spread eagle to the bed and starts to fuck her tight little asshole with renewed vim and vigor. Grabbing her by head he fucks her harder than her slutty ass has ever been fucked before. She screams with pleasure and begs her dom to give her his cum. And in one last moment of sweaty bliss Ramon cums all over her pussy and then spoon feeds her his massive load. Roxanne Rae learns her lesson and gets fucked in the ass while bound in tight rope bondage!!

Bobbi Dylan in 'Two Submissive Sluts'

Bobbi Dylan - 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 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.

Anna De Ville in 'Extreme Anal Training: Anna De Ville'

Anna De Ville - Extreme Anal Training: Anna De Ville

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.

Dolly Leigh in 'Pleasure Training: Dolly Leigh'

Dolly Leigh - Pleasure Training: Dolly Leigh

We start in a well lit white bedroom with Dolly Leigh sitting at the edge of the bed with her skirt up, fingering her pussy. James Mogul, dressed in all black is asking her questions about her fantasies while The Gimp, Owen Grey jerks off in the corner. Dolly has often had the fantasy of being taken, tied up, and taught how to worship cock and wants nothing more than to be molded into an observant obedient fuck toy. James Mogul along with the help from our Gimp, Owen Grey and his massive cock are both here to fulfill all of Dolly's slutty desires. James gets right to it and ties Dolly's wrists with rope behind her back, lowers her to her knees holding only her head and guides Dolly to Owen's cock to give her the first lesson of the day. Cock Worship. He explains that there are four steps to cock worship; observe the cock, kiss the cock, pleasure the cock, and indulge in the cock. Although challenging at first, a few cracks of the flogger helps Dolly get it right. Next James has Dolly standing in a french doorframe, tied with rope to all six hinges along with breast bondage and a vibe tied to her inner thigh, smashed up against her pussy. Also on her thigh are electrodes sending a charge into her leg from a tens unit. Mogul commands Dolly to not cum despite how much she would like to. She lets one slip and pays for it with the flogger. Dolly holds back another orgasm as long as she can and gets rewarded with Moguls thumb right up her pussy, pressing on her g-spot, sending her flying in the air for the biggest orgasm of her life. Next Dolly is tied up and fucked in pile-driver, doggie and missionary. Owen "The Gimp" Grey stretches Dolly's pussy with his fat dick while Mogul crops her pussy and zaps her natural tits with high voltage if she breaks any of the days rules.


Summer Day in 'All Natural Blond Teen Gets Trained to Fuck, Suck, and Serve Her Master: Summer Day'

Summer Day - All Natural Blond Teen Gets Trained to Fuck, Suck, and Serve Her Master: Summer Day

It is just another day in the Corvus household. The sun is shining, birds are singing, the house is spotless, and his slave Summer Day is wearing nothing but nylons and heels and is ready to serve him when he gets home from a long day at work. What could possibly go wrong? Maybe it is too good to be true or maybe Xander has simply had a horrible day, but irregardless of reason, he is looking for a fight. Just two simple mistakes are all that it takes for him to have just cause to punish his little house slave slut. First he becomes irate at the sight of the wrong liquor being served to him by Summer. And, if that isn't bad enough, he notices that her thumb is touching to top of the silver serving tray that his incorrectly poured drink sits upon. How can Summer be so careless? The years of training and hard work that her master has poured into shaping every detail of her life seems to be squandered in just a matter of seconds. Maybe she just wants to be punished? Xander takes pause and wonders if the perfection that he demands from his wanton house whore is even possible. After considering his options he decides to invest himself one last time to see if Ms. Day can stand up to the rigor of his huge cock, his immaculate eye for perfection, and his unflinching standards. In short, Summer Day needs correction. First she is tied tightly down with rope bondage to the dining room table with her arms spread apart. Serving trays are placed in her hands in predicament bondage to teach her to never again place her thumbs on the top part of the tray. After tenderising her skin relentlessly with a big black leather flogger, Xander decides to cleanse Summers whore mouth of its impertinence. And there is only one way to wash a mouth clean and that is by jamming a giant dick as far down her throat as possible. She gags and contorts her trachea like a skilled oral gymnast to find just enough space to suck her medicine deep into her esophagus as she gets brutally face fucked. Gasping for air, choking on her own spit, she doesn't relent and continues to devour Xanders massive fuck stick. She is committed to proving her worth and begs to be corrected further. Xander is pleased with her progress. Eager to continue her program of redemption Summer proceeds to take his giant cock in her pussy and then in her tight asshole with some hot rough sex. She gapes as Xander switches back and forth between both of her whore holes. She moans and arches her back while being fucked doggie style and then opens her mouth wide for some ass to mouth attention. Her perfect natural tits gyrate as she rides Xander in reverse cowgirl. Her soft round ass twerks as she mounts his monster cock from the top while getting a spanking that turns her natural ass a bright shade of red. The ropes restraining her tighten as Xander finishes her off tied to a table spread wide open in a missionary position. She pleads for more and moans with delight as she gets deeply penetrated in both her cunt and asshole. Gasping, she pleads for approval and finally Xander acquiesced and rewards her with a big load of cum all over her tits and face. He feeds her the mess and she licks his fingers clean. Summer Day learned her lesson and she just might have what it takes to be a true "O."

Moka Mora in 'Breaking in the New Recruit: Moka Mora'

Moka Mora - Breaking in the New Recruit: Moka Mora

Fresh faced and eager; the stunning new bondage whore Moka Mora was blushing with excitement when she met James and Tommy for the first time. She likes it raw and was hungry for it all. But enthusiasm for hard fucking alone isn't enough to make a girl into a real submissive. Very few have the discipline, comportment, and appreciation that James demands from his potential new sluts. Moka is pushed almost immediately to vocalize her experiences to the skilled observations of her trainer. James senses that Moka is intimidated by the experience and probes deep into her psysche and demands her attention. She lacks focus. She lacks discipline. She lacks the ability to anticipate her trainers desires. But James approaches cautiously as one might handle a spooked animal. He soothes her as Tommy wales away on her ass and pussy with a flogger. She remains focused on James, processes her first experience, and has her first success as a wanton submissive. It was little more than a meek expression of gratitude, but her breathy utterance of, "Thank you sir," let's James know that he is on the right track. He throws her a bone to keep her placated and engaged by telling her very quietly, "Good girls get rewards." She expressed a keen desire to experience electro stimulation and James was only happy to oblige. Electro-stimulation pads are taped to her inner thighs and she was placed into a squatting position over a vibrator. Here she learned to exude unflinching gratitude as her handler stimulates her pussy and thighs with both pain and pleasure. All the while Tommy is jamming a long dildo down her throat as if to coax the gratitude out her vocal cords with the skilled manual manipulation that one might expect from a master plumber of whore holes. Even as she gags she whispers, "Thank you sir." She moans with pleasure as the vibrator edges her towards an orgasm only to be denied at the last second by the rush of an electro-shock. Exhausted from her first two scenes, Moka is now ready to have her holes examined to determine their worthiness. And Tommy is only too happy to oblige. He fucks her pussy, her asshole, and her mouth relentlessly, slamming the table that she is on clear across the room. He doesn't let up and slides his cock in and out of her tight asshole and then directly into her tiny pussy. She coo's with delight and whispers never ending thanks and praise for all the attention that she has received from her stewards. James told her at the beginning of the shoot that all good girls get rewards, so Tommy delivers her pussy and asshole a big cream pie. She says thank you over and over again as she watches Tommy's load ooze out of her broken whore holes. Moka learned her lessons well.

Juliette March in 'Petulance Training: Juliette March'

Juliette March - Petulance Training: Juliette March

The adorably bratty Juliette March is the Queen of all Pain Sluts and is super excited to be back for her fifth brutal round on The Training of O. James Mogul knows just how rough Juliette March likes it. She's no stranger to Kink, and we all know she likes a lot of pain. It seems as though she actually needs it to cum. James Mogul shows no mercy punishing Juliette March whenever she breaks the rules whilst being trained on how to not act like such a petulant little brat. In the first scene of The Training of O, Juliette March is gagged, standing in a rigid predicament. Juliette's slutty pussy is securely bound with rope to pieces of bamboo. One piece has a dildo at the end of it, stuck up inside her dripping cunt, all while John Strong incessantly flogs her ass and back, as James gives her a clamp for each nipple and the days lesson which is to keep proper eye line. Without a rest, James Mogul unleashes John Strong's fat cock which eagerly complies to destroy Juliette's tight anticipating ass and pussy and to pound it deep and mercilessly. After having multiple orgasms from a thorough face-fucking ass-fucking and pussy-fucking, it proves to not be even close to enough cock to satiate Juliette March's greedy, insatiable pussy. So more cock she shall have! Juliette screams like a little bitch from all the nipple abuse, pussy caning, pussy flogging, hard pussy and anal fucking, all while wearing a gas mask. The training continues with face-fucking, ass whipping, flogging and caning, until she's choked and fucked in bondage just the way her whorish needs demand. She couldn't be happier, getting tormented and punished so beautifully. The Training of O is like a spa day for the Queen of all Pain Sluts, Juliette March.

Stella Cox in 'Fear Training: Stella Cox'

Stella Cox - Fear Training: Stella Cox

James Mogul and Bill Bailey double-down on training the beautiful pain slut Stella Cox to not be afraid and to keep bouncing those big natural titties. Bill Bailey sends his fat cock balls deep into Stella's pussy and ass and even further down her throat, all while getting flogged and zapped with electricity. Stella is in her element and takes all that they can give like a good whore.

Arabelle Raphael in 'Domestic Training: Arabelle Raphael'

Arabelle Raphael - Domestic Training: Arabelle Raphael

What is to be done when an ungrateful wife steals money and lacks the respect that the man of the house deserves? Mr. Pete knows exactly how to fix this problem and calls upon the services of James to train the big-titted Arabelle in the ways of devoted, domestic appreciation and obedience. Sloppy-rough-deep-throated-blow-jobs teach her how not to talk back. Anal pounding schools her in how to be devoted to Mr. Petes dick. And, of course, her gigantic-palatial-voluptuous titties never stop gyrating as they are tied-up, smacked, and cummed all over. Arabelle learned her lessons and loved going to school!!

Mandy Muse in 'Polite Obedient Slut Takes It'

Mandy Muse - Polite Obedient Slut Takes It

Mandy Muse experiences The Training of O for her first time but is no stranger to Kink. James Mogul stretches the limits of Mandy's ass, pussy, and mind using single-tail whips, floggers, zappers, and Owen Grey's gigantic cock for anal fucking. Mandy Muse ultimately learns how a "good girl" takes it.

Violet Starr in 'Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr'

Violet Starr - Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr

Big Tits, Tight Dress, High Heels all tied up in rope bondage. The stunningly gorgeous Violet Starr is helpless and ready to have her curvy firm body frisked from head to toe. With a ball gag in her mouth, there's nothing she can do but have her huge natural tits felt up like a little slut, her big round firm ass slapped red, and her sensitive nipples tormented. When the flogger and cane come out, her training truly begins. Her big tits and wet pussy are brutally hit causing screams of pain which Violet learns to turn into pleasure for her orgasms. When she forgets her lessons her feet are caned and punished, but she will learn. She will learn to take a huge cock deep down her throat, and have her pussy pounded with hard fucking. All this pain will turn into pleasure as her body is filled with orgasms when her hair is pulled and her pussy is slapped red

Eden Sin in 'Bondage Slut Eden Sin Submits to Deep Anal Discipline Training'

Eden Sin - Bondage Slut Eden Sin Submits to Deep Anal Discipline Training

Perky Slut Eden Sin has no discipline over her tight young body. She begs to be taught some proper manners. Suspended in rope bondage, her pussy is exposed and ready for a rough lesson. Corporal punishment, nipple clamps, electric cattle prod, and hitachi feeds her hungry little insatiable body. Her mouth opened wide is ready for a deep throat cock sucking, her ass begs for hard anal.


Violet Monroe in 'Training Violet Monroe'

Violet Monroe - Training Violet Monroe

Beautiful and sultry Violet Monroe tests her limits as Tommy Pistols guides her through tight bondage, breath play and hardcore anal sex.

Ella Nova in 'Speech Training an Anal Slut: Ella Nova'

Ella Nova - Speech Training an Anal Slut: Ella Nova

Ella Nova loves anal sex, but first she must learn her lessons. Tommy uses operant conditioning, electro stim and a vibrator to teach Ella to talk dirty. Ella's reward is a hard anal sex, bondage and rough treatment at the hands of her sadistic slave trainer.

Eliza Jane in 'Training of a Bondage Slave: Eliza Jane Day Two'

Eliza Jane - Training of a Bondage Slave: Eliza Jane Day Two

Sexy and flexible Eliza Jane is back for day two of her training. Xander trains Eliza to take his dick while she is restrained in the hardest bondage positions: two suspensions, a wide open doggie and a legs splayed open missionary. Weighted nipple clamps and copious heavy flogging keep Eliza enthusiastic, and Xander delivers the sexual dominance in spades. Great job Eliza!

Carter Cruise in 'Training of Carter Cruise Day 2!'

Carter Cruise - Training of Carter Cruise Day 2!

Carter Cruise is back for her dose of hardcore sex, bondage and discipline on Training of O. Tommy Pistol welcomes Carter back with a leather bound sloppy blow job featuring a nasty spider gag that spills drool all over Carter's tied tits. Nice pierced nipples, Carter!When it is time to give up her submissive pussy, Tommy makes Carter work for the dick while she is tied in tight bondage. Great shoot, thank you Cater and Tommy!

Carmen Valentina in 'Training Carmen Valentina'

Carmen Valentina - Training Carmen Valentina

Carmen Valentina submits to slave trainer Charles Dera in a sloppy hot bondage and sex movie!

Riley Nixon in 'Slave Training Gorgeous Newbie: Riley Nixon'

Riley Nixon - Slave Training Gorgeous Newbie: Riley Nixon

Gorgeous newbie Riley Nixon endures Ramon Nomar's slave games including stress positions, bondage, discipline and hardcore sex.

Sydney Cole in 'Slave Training of Sydney Cole'

Sydney Cole - Slave Training of Sydney Cole

Beautiful Sydney Cole submits to her trainer Bill Bailey. Hardcore sex, bondage, gags, stress potions and BDSM

Raquel Roper in 'Disciplined For Dick: Slave Training Raquel Roper!'

Raquel Roper - Disciplined For Dick: Slave Training Raquel Roper!

Raquel Roper learns a hard lesson in Discipline and Dick at the hands of her aggressive and sadistic slave trainer, Seth Gamble.