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.
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.
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.
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.
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.
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.
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!!
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.
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.
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 .
All natural submissive slut Veruca James loves being put into tight predicament bondage that balances pain in her luscious natural tits and pleasure in her tight little pussy, while Xander Corvus teaches Veruca her manners with his dick down her throat. Hardcore anal sex and bondage are Veruca's rewards for obeying the rules.
Beautiful redhead Katy Kiss is put into predicament bondage with nipple clamps, ball gag, tight rope and vibe tied to her pussy making her orgasms over and over while trying to follow the orders of her sadistic slave trainers. Katy is tied into vulnerable positions of submission and fucked hard while being toyed with, zapped, slapped, clamped and spanked.
All natural nubile beauty April Brooks learns the ins and out of hardcore sex at the hands of a sadistic slave trainer and his gimp. Tight rope bondage, drool dripping gags, orgasms overloads and corporal punishment all drive the lessons home for April as she tries her best to keep up with the demented demands of her Trainer.
Super hot Gina Valentina wants to earn her slave collar so badly she will do anything to get it. Gina's pretty mouth drools around the big red ball gag as she squats with the buckets and the nipple clamps - awaiting her fate. Will it be pain or pleasure for the eager little slut? … and then, a face full of hard cock. Reward for her slutty performance is an orgasm - now get it, Gina.When Gina is bent over naked and bound to the fuck box, her little pussy opens up to take Tommy's fist! Pussy fisting little slut. Tommy canes her ass and thighs for being such a whore, then he fucks her silly, doggie style, while finger banging her tight asshole.Gina loves it and fucks Tommy back like a bitch in heat, all day long. This babe is super sexy, and she gives it up for us, hardcore, in this hot update.
Callie Klein wants to be dominated and trained. Her goal is to become the obedient, willing dirty slut that she knows she can be. Slave trainer Tommy Pistol uses bondage, gags, nipple clamps, pain and orgasms to teach Callie how to please him. Callie fucks hard and fast for her trainer, and begs for his discipline and come.
Sexy newcomer Harley Jade is an eager little submissive that brings allot of enthusiasm for cock to the table. But is she willing to work hard to get fucked? Harley learns that whips and chains strengthen our resolve as she suffers in frustrating predicament bondage just to earn a huge cock gagging down her tight throat. And when it's time to fuck, the harder the better. Harley takes a vicious pounding from the Gimp and begs for more as the hot come is splattering all over her tender white skin. Impressive Harley, you are a very apt pupil.
Sexy Kacie Castle loves to play the punishment game. Kacie was a Bad Girl, and Seth Gamble gives her a chance to make it up to him. Kacie is told to clamp her own nipples, and from then on she takes her punishment like a good girl. Kacie's ass is not the only thing that gets spanked. Her squirting pussy is plump as a plum by the time we are done slapping it and fucking it.When Kacie takes her punishment in the ass she begs for redemption, and Seth anoints the slave with a hot load across the face. Kacie was a bad girl, but she's a good girl now.
Cali Carter is a big tit, big ass beauty that knows how to bounce it. But first I want to see those tits tied and clamped. After a couple of screaming orgasms, Cali shows off and tells us she loves it down the throat - so, we put it to the test with our two foot long dong! Pete finishes of the Oral part of our lessen with a gratuitous and sloppy blow job.Cali Spends the rest of her day bouncing that ass on hard dick, tied up, gagged, clamped, slapped and spanked so get yer dicks out and give this beauty the one fist salute!
Bill Bailey puts Kira Noir to the task of fucking herself. In the ass. With her own fist! Bailey warms the slave girl up with a hard, sloppy face fucking in tight rope bondage. Then it's face down, ass up for some doggie pounding, ass stretching, anal slave training! Kira get's Bills big dick in all her holes by the time she is on her back with her thighs tied open, begging for Bill's come! Kira is smokin` hot in this filthy film about stretching anal limits.
All natural hottie Alison Rey begs for her trainer's attention, and Mr Pete responds with strict bondage, strict rules and quick discipline. Alison learns the value hard work and the rewards of pleasing Pete. A hard, sloppy blowjob in tight bondage leaves Alison's perfect natural tits cover in her own drool. Alison is a great submissive slut and gives it up to Pete in several positions, Super hot girl, hot training!
Hey loser! Today's your lucky day. Hot Asian MILF Christy Love is in a good mood and willing to put up with your pathetic lame self. She tells you her five golden rules for servicing her and lets you watch her use her gimp of the day, Papa Georgio. Georgio wears a hood and his cock is locked up in chastity. Christy womanhandles Georgio to his knees and lets him clean her shiny thigh high red boots. Georgio's tongue glides along the vinyl, from the tip of his Mistress' toe to the top of the boot nestled near her perfect pussy. Pleased with her gimp's performance, she pushes his face into her ass and makes him smell it. Georgio tries to please her, inhaling the glorious smell from her sweaty ass. Christy commands Georgio onto his back and then sits on his face, smothering him and allowing him to worship her. Satisfied with his ass licking, she pulls aside her mesh red thong to reveal her beautiful shaved pussy. She gives him permission to worship her cunt and Georgio uses his pathetic tongue to bring his Mistress to an orgasm. Next, Georgio is in a latex shirt with his legs tied up and open. Christy laughs as she shoves her strap-on cock into his whore mouth. She holds his nostrils shut and makes him choke on her perfect cock. Then she gives him the honor of receiving her cock. Georgio moans, his feet curling as his Mistress' cock penetrates his tight hole. His hole is so tight but Christy knows exactly how to stretch out this slave's ass. She fucks it open, telling him she needs to prepare him for all of her friends who he'll be servicing also. Georgio cries out as Christy laughs and pounds his little slut hole. Finally, Christy lets this sad slave worship her perfect size six feet. Georgio works his tongue between each toe and lavishes her heels with attention. Pleased, Christy sits on his face and lets him lick her to another orgasm. She cums hard and turns her attention to his pitiful caged leaking cock. She releases it from the cage and plays with the copious amounts of precum leaking from the tip. Georgio is so hot from pleasuring his Mistress, he's hard and aching for any attention she'll give his cock. Christy pushes her gimp's cock into her pussy and uses it for her pleasure. She takes every inch, fucking down on it as Georgio squirms beneath her. Giggling, she cums hard drenching her slave in all her delicious squirt. Then she drain's Georgio's balls and wipes his disgusting cum all over his disgusting face. Maybe one day you'll be so lucky.
Gia DiMarco is a high powered attorney, and with such a demanding job it is important she can find a few moments in her busy schedule to take a break, relax and relieve some of the stress and tension from her work. To do this Gia has some unorthodox methods. Every attorney needs a good paralegal, and Gia is no different. Known to the other partners in the firm only as Ruckus, he is kept in Gia's private office. By kept, we mean in a tiny cage, not even big enough to stand up in. Not only is he kept in a cage most of the day (and all night), but he must wear a face muzzle. Some may wonder why she treats him this way. You are not a high powered attorney so you wouldn't understand. The demands of her job are such that she needs a safe outlet for her stress. And today has been especially rough.Gia takes a big leather flogger to his ass. She also spanks Ruckus. It's such a relief to take out her frustrations on this pain slut. She pulls down his pants so the flogger can really do a number on his pale, bare skin. While Ruckus' skin burns red, Gia feels sweet relief. She gets out her aggression and works up a little sweat. It's so important to find the time for quick beat downs of her paralegal in between meetings, depositions and trial appearances. The flogger isn't enough so Gia turns to a thick leather strap to make his ass red and swollen. She loves to dominate this little worm and now she is ready to penetrate his asshole with her strap-on cock. But first DiMarco takes a moment to slip off her high heels and have her slave suck on her toes through her sheer stockings. It feels luxurious after standing on her feet all day.Now Ruckus is bent over her desk and she is ready to slide her cock into his tender butthole. What a great way for her to forget her responsibilities for a few golden moments. She teases Ruckus, telling him he is a filthy cock slut. He can only thank her for allowing his hole to be used. Gia fucks him deep, hard and long. Her cock is all the way inside his filthy hole, right where it belongs. These midday workouts really help DiMarco stay focused the rest of the day.
Liv Revamped, an eager little slut, is gagged and tied to a pole in Sinn Sage?s dungeon. In a sensuous back and forth between pleasure and pain, Sinn cuts her dress and panties off, spanks, flogs, and fingers Liv until she cums. After a good ass flogging, Liv enthusiastically returns the favor by servicing Sinn with some pussy licking before Sinn takes it over with face-sitting and a hot sixty-nine! Finally, Sinn straps it on and fucks Liv in both of her holes. She makes Liv cum over and over again and then locks her inside a cage to bask in the afterglow of the session!
