Submissive Young Slut JoJo Kiss Endures Deep Anal Training

Submissive Young Slut JoJo Kiss Endures Deep Anal Training

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


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Newbie Skylar Snow Endures and Indulges

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

Adriana Chechik Slave Slut Teaser
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Adriana Chechik Slave Slut Teaser

Adriana Chechik Slave Slut Teaser Day Four of Chechiks slave training had to be postponed, but before she fled the building we were able to get a teaser scene in the can for you to whet your appetites. Chechik willbe back to finish her training, and in the meantime enjoy this little boner teaser in addition to our regularly scheduled update. Slut girl is put in a tight leather corset, arms tightly bound behind her back, pussy vibed with her nipples are tortured to orgasm. Super hot squealing slut girls gets teased to orgasm in the basement on Training of O

February 7 Slave Intake
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February 7 Slave Intake

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

Big Assed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!
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Big Assed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!

Big Assed 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 didnt fool James and Tommy for one second. They both knew right away that this whore was a cockgobbling, 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 her Doms 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 Tommys 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 Tommys dick as deep and hard as possible. She came over and over and just when her multiple orgasms couldnt 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!

Pleasure Training Dolly Leigh
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Pleasure Training 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 Dollys slutty desires. James gets right to it and ties Dollys wrists with rope behind her back, lowers her to her knees holding only her head and guides Dolly to Owens 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 gspot, sending her flying in the air for the biggest orgasm of her life. Next Dolly is tied up and fucked in piledriver, doggie and missionary. Owen The Gimp Grey stretches Dollys 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

Two Submissive Sluts
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Two Submissive Sluts

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

Day 1 Seven Slave Intake
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Day 1 Seven Slave Intake

Day 1 Seven Slave Intake The day begins with our new candidates arriving at the Armory. Upon arrival they are shackled together and made to march around the drill court and then to the basement of the Armory where their training will start. They are tested on many different levels of endurance and pain tolerance, until two get dismissed at the end of the day

Mia Lelani Exotic Porn Slut is Tortured and Fucked
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Mia Lelani Exotic Porn Slut is Tortured and Fucked

Mia Lelani Exotic Porn Slut is Tortured and Fucked She is used to doing normal scenes, but to bring her into a training session is a different story. She has been bound before and has an understanding of BDSM, but never trained. We make sure that she gets a full taste of what we are doing here at TToO, and it seems she has a true desire to serve. She is strung up, tortured, and made to show just how much of a cock whore she really is. I will access her further and then see if she has an interest to petition for future training.

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

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!

Darlings Sexual Destruction
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Darlings Sexual Destruction

Darlings Sexual Destruction A special feature for the New Year, starring very special slave meat Darling. Darling is a hardcore masochistic fuck slut and we take the intensity straight to eleven right out of the gate with this one. Darlings body is looking phenomenal and takes the rope great. Gags, multiple nipple clamps, squirting orgasms and hard anal fucking for days start the New Year off right!

Big Tit MILF Faces Her Fears to Get Dick
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Big Tit MILF Faces Her Fears to Get Dick

Big Tit MILF Faces Her Fears to Get Dick Shay Fox is terrified of small spaces but wants to face down her fears on Training of O. So we put her in tight bondage, bolt her head into a box, then put her into another box and screw the lid on. Her pussy is vibrated the whole time and she is told that the only thing to fear is what she brings into the dark with her. Our brave MILF survives the box, but before we are done she must show us what she learned and get fucked by the gimp while her head is bolted into a confining head box. Its pure objectification and fear play on Training of O, the ONLY slave training web site of its kind!