Latest 'Gimp' updates from Pornstar Scenes (Page 14)

JoJo Kiss in 'Eighteen Year Old Kinky Slut Learns Her Manners'

JoJo Kiss - Eighteen Year Old Kinky Slut Learns Her Manners

JoJo Kiss is a brand new, eighteen year old beauty that comes to Training of O to learn more about BDSM and sex. JoJo begs to come while nipple clamps pull on her tightly tied all natural tits, and her sadistic slave trainers teachers her the Rules.When Bill Bailey begins to work her tight little pussy, JoJo struggles to open up enough to let him in but Bill is persistent, and soon enough he is pounding her tight pussy into convulsive, kinky orgasms that JoJo Kiss will not soon forget.

Amara Romani in 'Anal Training Amara Romani'

Amara Romani - Anal Training Amara Romani

Anal Addict Amara Romani loves to be handled roughly, talked down to, tied up, heavy pussy slapping and fucked hard in the ass. She is an anal slave in the rough. When Amara comes to Training of O we give her exactly what she wants: a deep sense of gratitude for the gifts she receives here.

Alaina Dawson in 'Trained to Serve: Nineteen Year Old Alaina Dawson'

Alaina Dawson - Trained to Serve: Nineteen Year Old Alaina Dawson

Alaina Dawson in a hot, shaved nineteen year old submissive that just wants to be tied, whipped and fucked hard to please her Master.

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.

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.

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.

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.


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

Kacie Castle in 'Awesome Anal Training!'

Kacie Castle - Awesome Anal Training!

There are so many good moments between sexy Kacie Castle and Tommy Pistol that it is hard to describe them all. Tommy commands this girl from the beginning to the end, and Kacie just sucks up the filth like the best little submissive whore. Great anal, great submission, great domination - we are spoiled rotten!

Joseline Kelly in 'The Training of Joseline Kelly'

Joseline Kelly - The Training of Joseline Kelly

Hot all natural cutie Joseline Kelly is eager to learn the ways of Kink, and her slave trainers are here to put her through her paces with painful stress positions, sloppy blowjobs and hard sex in tight bondage. Joseline gets through it just barely, and realizes by the end that there is more to being a slave girl than just getting tied up and fucked.

Kacy Lane in 'Hardcore Bondage Rough Sex Slave Training'

Kacy Lane - Hardcore Bondage Rough Sex Slave Training

Nubile Kacy Lane is fucked hard in tight rope bondage by Slave Trainer Tommy Pistol.

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."

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.

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.

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.


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!!

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.

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.

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 .

Lauren Phillips in 'Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch'

Lauren Phillips - Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch

Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave trainer: She is His Whore, His Cunt and His Bitch. Lauren endures tight bondage, gags, whips and a giant cock in her ass for a hard anal fucking in this slave training update!

Maitresse Madeline Marlowe in 'Reservation: Cuckold'

Maitresse Madeline Marlowe - Reservation: Cuckold

Maitresse Madeline Marlowe's Hotel Divine has been busy! Rick Fantana noticed the new hotel on his way to his construction job and thought he'd check in for an hour on his lunch break. He's welcomed by the divine gimp and to Rick's surprise nothing is what it seems. It's obvious he has stepped into a world unlike any other. Maitresse Madeline emerges from a bath of milk and rose peddles covered head to toe in latex. She slithers and slides over to him with the help of her gimp and without missing a beat Rick realizes his place in this triad.His raging cock is locked and trapped in chastity while Madeline slips her latex flesh up and down his body and sucks her gimps raging hard cock and spitting back into Rick's belt. Madeline is skull fucked hard, just the way she likes it, producing so much saliva. This is the only nectar of pleasure Rick gets to enjoy of Madeline's large, perfect, wet lips.Rick's bent over and penetrated with Madeline large long stick. The on going theme of Divine Hotel is to torment men not with pain but with pleasure. Rick adores having his prostate milked and Madeline hits his multiple orgasm button over and over again but pulls out every single time he is about to cum. You see he has made a cuckolding reservation and that means the only ones cumming are Madeline and her gimp bull! Madeline gets railed hard in her hungry, evil pussy while Rick is made to watch on his back getting pounded in his ass and denied every time he's on the edge. Orgasm after orgasm and Madeline is finally ready for her gimp bull to cum. She takes two loads of his in her mouth and swallows it all down. Lucky for Rick she sends him back to work with one last kiss and just the smallest scent of the sex he will never have with her.

Riley Reyes in 'My Ass Belongs to You Sir: Slave Training of Riley Reyes'

Riley Reyes - My Ass Belongs to You Sir: Slave Training of Riley Reyes

Hot anal loving blonde babe Riley Reyes loves when Tommy Pistol trains her to be his slave. Tommy wastes no time in teaching the fundamentals: Posture, Eye Contact and Gratitude. With the basics in hand, Riley is ready to move on to hard anal submission. Bondage, gags, discipline, whips and rough sex fill the rest of the curriculum for slave trainee Riley Reyes.

Eliza Jane in 'Slave Training of Eliza Jane'

Eliza Jane - Slave Training of Eliza Jane

Cute submissive Eliza Jane submits to Xander Corvus to learn what she is capable of! Eliza endures hard suspension bondage while satisfying hard cock.


Kimber Woods in 'Training Kimber Woods to be the Best Little Anal Whore Ever'

Kimber Woods - Training Kimber Woods to be the Best Little Anal Whore Ever

Kimber Woods learns to be the best little anal whore ever for Tommy Pistol. BDSM training with hardcore anal sex in crazy bondage!

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.

Maitresse Madeline Marlowe in 'Honeymoon Cuckold At Hotel Divine'

Maitresse Madeline Marlowe - Honeymoon Cuckold At Hotel Divine

Maitresse Madeline cuckolds her new feminized bride and makes him suck her cum off the bulls dick and jerks the bulls dick off on to his face & mouth!

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.

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!

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!

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!

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.