Feb 29
TheTrainingOfO Full Siterip
544 Videos | 995.3 GB
This site features the "training" of sexy gals who are really into the bondage and rope fetishes.
TheTrainingOfO.com - SITERIP
Feb 29
Nov 22
Astrid Star - Sex Slave Astrid Star Submits to Rope Bondage and Extreme Fucking!
Released: November 21, 2017
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...
Nov 8
Alex Harper - Alex Harper, Pretty Pale and Pliant
Released: November 7, 2017
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...
Oct 25
Cadence Lux - Gorgeous Blonde Cadence Lux is a Good Whore
Released: October 24, 2017
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...
Oct 11
Chloe Cherry - Chloe Cherry Gagged and Bound
Released: October 10, 2017
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...
Aug 30
Skylar Snow - Newbie Skylar Snow Endures and Indulges
Released: August 29, 2017
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...
Aug 16
Melissa Moore - Training a Pain Slut: Busty Melissa Moores First Submission
Released: August 15, 2017
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...
Aug 2
Roxanne Rae - Shy College Slut, Roxanne Rae, Gets Ass Fucked in Tight Rope Bondage!!
Released: August 1, 2017
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!!
Jul 19
Bobbi Dylan & Kimber Woods - Two Submissive Sluts
Released: July 18, 2017
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.
Jul 5
Anna De Ville - Extreme Anal Training: Anna De Ville
Released: July 4, 2017
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.
Jun 21
Dolly Leigh - Pleasure Training: Dolly Leigh
Released: June 20, 2017
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.
Jun 7
Summer Day - All Natural Blond Teen Gets Trained to Fuck, Suck, and Serve Her Master: Summer Day
Released: June 6, 2017
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."
May 24
Moka Mora - Breaking in the New Recruit: Moka Mora
Released: May 23, 2017
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.
May 10
Juliette March - Petulance Training: Juliette March
Released: May 9, 2017
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.
Apr 26
Stella Cox - Fear Training: Stella Cox
Released: April 25, 2017
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.
Apr 12
Arabelle Raphael - Domestic Training: Arabelle Raphael
Released: April 11, 2017
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!!
