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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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. View more »

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