Latest 'Master' updates from Risque Sluts (Page 14)

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.

Kleio Valentien in 'Blonde Submissive Bombshell Kleio Valentien Gets Punished and Pleasured in Strict Bondage!!'

Kleio Valentien - Blonde Submissive Bombshell Kleio Valentien Gets Punished and Pleasured in Strict Bondage!!

Alt goddess Kleio Valentine and her big tits return the brutal metal and leather bondage that is Device Bondage. To say that Kleio has a perfect body is an understatement. Toned, tanned, and taut, her skin shines and her tattoos decorate her complete and all encompassing aura of sex appeal. In the masterful and skilled hands of the Pope she first stands at attention in rigid bondage with her arms pulled back and big tits pressed forward. Her neck is bound in a leather collar that restricts her breath, her movement, and her gaze. Fixated and attentive on her dom she trembles but welcomes the sadism that he is going to inflict upon her. Her body is completely exposed and the Pope takes full advantage of his pain sluts desire to serve at his boot heel. The Pope tenderizes his piece of meat with a big, heavy, leather flogger. He thuds her chest and legs turning her golden tan into a perfect shade of pink. She howls and screams begging for her punishment to end, but the Pope doesn't relent and his pleasure builds as she gasps and screams in pain. He grabs her perfect breasts and covers them with clothespins that pinch at her skin relentlessly like a swarm of angry bees. The Pope expertly extracts the clothespins with the brutal help of his favorite flogger. They rip off of her skin leaving a trail of nasty sting bites in their wake. Gasping, Kleio is ready for what she hungers for most; uncontrollable orgasms. And that is just what she gets. The Pope jams a hitachi onto her clit and grinds her most sensitive area until her legs shake. The vibrator brings her to the height of ecstasy and she begs to cum. But she hasn't earned it yet and The Pope punishes her with orgasm denial. She begs and pleads with her master to let her cum. And just when she can't take another second, the Pope relents and allows her pussy to quiver from the first of multiple orgasms. Impressed with the devotion of his slave, The Pope flips her over and puts her face down on the ground with her back arched and her perfect ass on display. He knows that she wants to be punished and like every ungrateful whore she desires to be spanked and be put in her place. The Pope makes her natural ass jiggle as his giant man hands spank Kleio's meat. Her ass shines as it gets worked over by a nasty and mean leather cat o' nine tail. Even with a giant red ball gag in her mouth Kleio screams with joy that only extreme pain can bring. Once warmed up, The Pope thrusts a giant dildo into her hungry pussy. Her tight and tiny whore hole struggles at first to accept the massive girth of the dildo. But once it slides in she opens wide and soars to the heights of ecstatic bliss. Her orgasms roll from one to the next and she loses track of where one begins and one ends. To end her day she lies on back with her legs pulled out and to side, displaying her exposed and vulnerable body for the whole world to see. Spread wide open, The Pope plunges her pussy over and over with a giant dildo. She squirms and struggles against the bondage as he relentlessly destroys her pink little pussy. The neverending multiple orgasms become painful, but she can't stop them. Her greedy pussy betrays her better sense, and she howls as the orgasms mount in intensity. And when she can't possibly take any more The Pope pulls away and leaves her panting in puddle of her own succulent pussy juices. Kleio Valentine gets worked over in brutal metal and leather bondage and cums with delight!!

Aiden Starr in 'Armory Upper Floor Finale Part 2: Nora's Debasement'

Aiden Starr - Armory Upper Floor Finale Part 2: Nora's Debasement

Welcome to part two of our wildest BDSM party to ever be held in the historic SF Armory. 300 gorgeous swingers, dominants, and submissive fill out resplendent lounge with the sounds of sexual pleasure, exquisite pain, and playful partner swapping. This episode starts with Cherry Torn receiving a swift reminder of her place on The Upper Floor after she humiliates herself by cumming without permission with Ramon Nomar's thick cock in her ass. Ramon throws her on the floor, interrogates her with a crop, and ride fucks her around the lounge like little pony while the guests laugh at her predicament. One hot young couple become the focus of the game as Cherry begs them desperately for permission to cum while they giggle in her face and watch Ramon torment her pussy. Eventually with permission granted Cherry screams with relief as she is pounded into orgasmic oblivion.Meanwhile in the next room gorgeous house slave alumni Nerine Mechanique descends upon her prey dressed in a perfect latex gown with sex on her mind. Devi Lynn is a clever little submissive and maintains a charming exchange of quips and flirtation between her screams from lesbian domination, single tail whipping, fisting, corporeal, and athletic bondage predicament. It all ends with a kiss as the excited crowd cheers. With the extremely hot inspiration the room lights back up in a cavalcade of latex sex, spankings, squirting, rope suspensions, flogging, fucking machine fun, and lesbian swinging.The final scene finds Nora Riley in a tight spot. Tied up in an extremely painful kneeling rope suspension she must finally prove that she is worthy to petition as the Last Armory Slave in front of Cherry Torn. In order to make the cut she must hang like a piece of sex meat in the air and survive an onslaught of electrical torment, zappers, and cattle prods all while begging to have her will debased. If she can offer herself with enough submissive grace she will be rewarded with Cherry Torn's approval and her anal use at the hands of Ramon Nomar.

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.

Holly Hendrix in 'Facts of Desire: Petite 19 Year Old Trained by Anal Slut Step-Mom and Sadistic Butler'

Holly Hendrix - Facts of Desire: Petite 19 Year Old Trained by Anal Slut Step-Mom and Sadistic Butler

Petite 19 year old Holly Hendricks is heart broken after another bad college affair and is home to receive solace and advice from her MILF Step-Mom, Syren de Mer. Nuzzled in her female role models huge tits she confesses she never wants to see another boy again and maybe isn't cut out for this dating thing. Syren nods knowingly, consoling Holly as she rubs her slutty thighs together and waits desperately for Holly to leave so she can go back to fucking her sadistic Butler Xander Corvus.Once Holly is tucked safely back in her room, Xander sets in on his buxom prey, tying Syren's huge tits up tight and tormenting her nipples with the terrible clover clamps. Howling for mercy, Syren has her mouth filled with hard cock and her pussy clamped as well. Thrown over the family pool table and caned, anally violated, and made to cum Syren is finally put in her rightful place as a submissive anal whore.However, Xander has not had enough until he posses both women in the family and sets about seducing an indignant Holly, whose tight body and curious mind betray her in the end. Agreeing to try out the blindfold and give up control for a moment, Holly finds herself wailing under a downpouring of hot wax on her tiny pert nipples, a storm of flogger hits, and throat full of hard cock. Handcuffed, she can only try to hold the position against the onslaught and contain her delight and surprise when she finds that her beloved Step-Mother is in the room and ready to guide her through her first BDSM sexual experience. The rest of the day is celebration of women training eachother in the art of submission, desire, and sex. An afternoon of anal fisting, hardcore threesome fucking, orgasm control, and it seems that Holly is ready to go out and try dating again as a fully mature submissive slut.

Abella Danger in 'The Sex Toy'

Abella Danger - The Sex Toy

Hot, big ass brunette cutie Abella Danger is The Sex Toy for Xander Corvus. Every day he comes home from work, pours a drink and gets his sex toy out of the closet where he stores her. Adorned in nipple clamps, ball gag, leather straps, stockings and garters with fetish high heels Xander leads his ready and willing sex slave by a leash into his bedroom. She can barely walk because her legs are strapped together in tight leather bondage making each step challenging and precarious in those spiked heels. Abella's mouth is watering as she is excited to get the chance to please her master. Xander's fat cock slides into her mouth and down her throat. She can handle every inch of it. He gives her a good deep throat slobbering face fuck with his massive hard cock and she just can's get enough. Xander straps Abella's legs out wide open into the splits position and flogs her ass until she is screaming with pleasure. Her back arches and she shakes her curvy ass at Xander begging for more. He flogs her pussy making her squeal but it just makes this pain slut horny and want to fuck. What more could you ask for in a Sex Toy? With Abella's face plastered to the floor and her arms chained and locked to the couch Xander gives her pussy a deep hard fucking as she is upside down. Submission has never felt so good.Onto the bed now Abella is on her back, legs spread open and wrists strapped to her ankles. Xander flogs her pussy and perky natural tits until he crams his meaty cock back inside her. He canes her sensitive feet and fucks her ass and pussy until she cums again and again. Xander shoots his load all over Abella's ass and then puts his Sex Toy back in the closet for next time. Now that was fun!

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."

Aiden Starr in 'Horny Whores Holiday Orgy'

Aiden Starr - Horny Whores Holiday Orgy

In part two of this salacious holiday season insatiable Kimber Woods earns her collar in an epic display of anal submission and oral degradation in tight bondage. Riding her slutty little face is senior slave Roxanne Rae, her pert nipples painfully clamped and held on a short leash by the Governess Aiden Starr. Both sexy submissives are rode hard as Kimber has all her holes fucked and learns to beg and get permission for her orgasms like a good girl. Roxanne wait for cock fresh from her sister slave's tight holes and licks up all the cum.Meanwhile, the rest of the floor is filled with sexy swingers riding the fuck machines to capacity, fucking on the couches, suspended in the air in sadistic shibari, single tailed, flogged, spanked and used. Everyone is truly letting loose for the holidays and the sounds of pleasure and pain fill the room. The Steward has a present for Dan'O'Rama: It's Iona Grace wrapped as a present to be unwrapped with a single tailing. Iona is as beautiful and well behaved as her previous years as a house slave and makes her mouth available for deep throat fucking and takes her dragon tailing and flogging like a champ in a bit of predicament bondage. It seems to us that Kimber can take even more than her first challenge, so the Governess straps up and gives that bitch a large dildo in the ass while Xander uses her pussy. As Kimber endures her double penetration to the crowds screams and delight, Roxanne shoves her pussy in Kimber's face and demands oral service as she takes her punishment from the The Steward. The result is a wet and wild orgy with plenty of anal, pussy licking, and a huge holiday load for the grateful house slaves.


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.

Mona Wales in 'Crazy Couple Torments and Trains the Divorce Mediator'

Mona Wales - Crazy Couple Torments and Trains the Divorce Mediator

Most divorces are messy, but this BDSM love affair gone awry is a sexual black hole sucking in everything in its path, including nubile and curious Mediator Joseline Kelly. Mona Wales is a sexy and anally submissive wife, scorned by her dominant husband and out for revenge. When Joseline grows curious about what fuels the white hot fire of their arguments she opens the door to her new life as a owned submissive, throat fucked, made to beg, weighed down with nipple clamps and cumming on the floor like a craven slut. Caught by Mona in the Master bedroom, Joseline become a confused little pawn, spanked, mind fucked, hate fucked by Mona. The final day of the divorce, Joseline caught between sides until the warring couple put aside their differences in interest of playing with their new toy together. Blow job training, slobber, degradation and belt bondage are just the beginning for Joseline. With a face full of her new Mistress' pussy she screams and is pumped full of cock. Turned over, she is introduced to hot wax and flogging for the first time ever, just before being used as a little fluffed for Mona who is hot and ready to climb back on her husbands cock for the first time. The rest of the day is anal punishment fucking for Mona in intense bondage while Joseline plays a constant guessing game of which Dominant to listen to. Mona squirts on her husbands dick over and over while having intense breath control orgasms and tight zippers, only taking breaks to mount her new little toy on Tommy's cock and shock her repeatedly until she properly begs for cum like a little sex toy should.

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.

Nikki Darling in 'Off The Record: Anal Media Whore Gets Her Story'

Nikki Darling - Off The Record: Anal Media Whore Gets Her Story

Lauren Phillips creeps into the Upper Floor bouncing her gorgeous tits, just brimming with questions for The Upper Floor staff about the move from The Armory. The only problem is that she scored the exclusive interview name dropping a paper, while she is actually just horny blogger with too many questions. Nikki and Xander are more than happy to give her an in depth answer, tricking this little humiliation slut into bondage, tearing off her glasses, and having her cum against her will pressed against a sybian while being degraded and made to watch Nikki anally pounded. Having her mouth stuffed with cock fresh from Nikki's ass is her first story of the day. To follow: corporal, strict caning, anal orgasms, Lauren's first rope suspension ever, begging, and flogging. The last scene has Lauren in an extreme pretzel tie shaking with a new story: that she is a complete anal slut that can't stop cumming when humiliated.

Stella Cox in 'Fear Training: Stella Cox'

Stella Cox - Fear Training: Stella Cox

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.

Kira Noir in 'Duties of a Submissive Anal Wife'

Kira Noir - Duties of a Submissive Anal Wife

Dahlia Sky is a fucking dream wife: submissive, gorgeous, and a voracious anal slut. Plucked fresh from the sex slave stock of The Upper Floor, she finds herself back again a year later with her Dominant to retrain. Married life has made her lazy in her submission and the epicly hot and toned Kira Noir is on staff to show her how to beg, crawl, and earn her way back onto her husbands cock.Our submissive heroine is subjected to a body inspection and interrogation. Does she think she is above earning her husband's cock and attention? Loaded down with heavy weights, cropped, and made to sweat and beg as she watches Kira happily gorge herself on her husband's cock, Dahlia really let's her submissive desire take hold as she cries out and truly degrades herself. Allowed to taste cock out of Kira's mouth and drool, she obediently waits until her husband is ready to fuck her beautiful face. He rails her hard while she licks Kira's pussy and makes her trainer cum over and over again.Disallowed from cumming without permission Dahlia is placed in extreme partial rope suspension. Her husband takes her ass with his cock while Kira greedily waits to slurp up his dick anytime it comes out of Dahlia, amusing herself with shocking Dahlia whenever she must wait too long. The only way Dahlia is allowed to cum is when she lifts her foot, submitting to full painful suspension and cumming in the air like a little fuck puppet. Having cum more than a girl should in training, she is placed on sex toy duty while Tommy takes Kira's perfect ass and makes her cum over and over in tight bondage. Dahlia may only amuse Kira's pussy and clean up her husband's cock when requested. Kira shows us what a good girl looks like as she thanks Tommy for her beating and heavy anal fucking over and over again.Last scene of the day finds both sluts in a playful nipple clamp and slap fight for Tommy's cock, with Dahlia reigning victorious and submissive, riding high on her husband's cock and making Kira eat up all the cum from her pussy.

Arabelle Raphael in 'Domestic Training: Arabelle Raphael'

Arabelle Raphael - Domestic Training: Arabelle Raphael

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!!

Angel Allwood in 'Squirting Step-Daughter Punish Fucked'

Angel Allwood - Squirting Step-Daughter Punish Fucked

Angel Allwood is a hot busty MILF wth it all: A mansion and a younger boyfriend on the side. It all comes crashing down when her cute little piece of ass step-daughter comes to visit. Angel's Dominant boyfriend grows tired of playing butler and takes both step-mother and step-daughter on a squirt filled bondage and sex training. From Angel's brutal take down with rough anal, pussy clamps, a serious belting, and orgasm denial to Zoey's seduction with the zapper and cattle prod, hot squirting sex, and belt bondage, Seth keeps both these hot blond bitches under tight control. Bringing both blond sluts to heel in the master bedroom, Seth trains his new sex slaves, teaching Zoey to ask her Mommy for each squirting orgasm, training Angel to slurp up his cock after it comes out of her step-daughter's ass. Using all four hot wet holes for his pleasure, Seth torments his new toys with zippers, candle wax, floggers, and orgasm denial until he is good and ready to serve them a meal of hot cum.


Aiden Starr in 'Holiday BDSM Slut Orgy turns Fangirl to Sex Slave'

Aiden Starr - Holiday BDSM Slut Orgy turns Fangirl to Sex Slave

The decks are stacked for sexual deviance in this Holiday Upper Floor affair. Aiden Star has a greedy TUF fangirl Kimber Woods in her clutches, and that fit little bitch is going to earn every inch of dick. Upper Floor favorite Roxanne Rae is gobbling up cock like it's her last meal while the crowd cheers her on and laughs at Kimber's desperate attempts to shake her ass, beg, grovel, and lick shoes to get the cock. Thoroughly humiliated by the crowd of BDSM swingers is the only way that horny little cunt is getting anything.Meanwhile, hot lady guests ride the fucking machines and their Master's dicks. Dominant women spank their subs asses red while some truly inspiring shibari rope suspensions lit the room up. We are gifted with guests of honor Jack Hammer and Barbary Rose who are a real life D/s couple. Jack stuffs Barbary's throat with cock, ties her wide open and punishes her pussy with electrical shocks, slaps, and teases her with orgasm and sex until she is begging for Daddy's dick. Kimber entered her training, but how will she beg her way out of the terrible flogging and crop punishment she has earned by not knowing the rules. Her slutty senior slave Raoxanne is way too busy getting her tight little ass pounded to even notice her slave sister's plight- that is until the cane comes her way...

Mandy Muse in 'Polite Obedient Slut Takes It'

Mandy Muse - Polite Obedient Slut Takes It

Mandy Muse experiences The Training of O for her first time but is no stranger to Kink. James Mogul stretches the limits of Mandy's ass, pussy, and mind using single-tail whips, floggers, zappers, and Owen Grey's gigantic cock for anal fucking. Mandy Muse ultimately learns how a "good girl" takes it.

Veronica Avluv in 'The Nymphomaniac's Anal Apprentice'

Veronica Avluv - The Nymphomaniac's Anal Apprentice

The insatiable wonder that is our sex slave Veronica Avluv takes on her greatest apprentice yet: The gorgeous Amara Romani. This shoot is all chemistry as Ramon Nomar takes hold of these two hot anal whores and enforces the lessons of the day: How to beg for cock like a proper TUF slut slave, how to choke on cock and beg for more, how to endure painful punishment and bondage in service of sex, how to be double stuffed, how to squirt buckets on command and only on command, anally fisted, holes stuffed closed with hitachi's and still degrading themselves on hard dick as they are flogged and begging to cum with true nympho lust.

Violet Starr in 'Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr'

Violet Starr - Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr

Big Tits, Tight Dress, High Heels all tied up in rope bondage. The stunningly gorgeous Violet Starr is helpless and ready to have her curvy firm body frisked from head to toe. With a ball gag in her mouth, there's nothing she can do but have her huge natural tits felt up like a little slut, her big round firm ass slapped red, and her sensitive nipples tormented. When the flogger and cane come out, her training truly begins. Her big tits and wet pussy are brutally hit causing screams of pain which Violet learns to turn into pleasure for her orgasms. When she forgets her lessons her feet are caned and punished, but she will learn. She will learn to take a huge cock deep down her throat, and have her pussy pounded with hard fucking. All this pain will turn into pleasure as her body is filled with orgasms when her hair is pulled and her pussy is slapped red

Eden Sin in 'Bondage Slut Eden Sin Submits to Deep Anal Discipline Training'

Eden Sin - Bondage Slut Eden Sin Submits to Deep Anal Discipline Training

Perky Slut Eden Sin has no discipline over her tight young body. She begs to be taught some proper manners. Suspended in rope bondage, her pussy is exposed and ready for a rough lesson. Corporal punishment, nipple clamps, electric cattle prod, and hitachi feeds her hungry little insatiable body. Her mouth opened wide is ready for a deep throat cock sucking, her ass begs for hard anal.

Kacie Castle in 'The Sex Toy and The Whipping Girl'

Kacie Castle - The Sex Toy and The Whipping Girl

Naughty little bitch Kacie Castle is placed on cleaning duty shining up the house property: latex clad and gorgeously toned sex toy Sadie Santana. Locked in an extreme body stock, Sadie awaits sexual attention silently suffering as Kacie shines her tits and exposed cunt. As sex slaves are wont to do, Kacie over steps her bounds and is caught using the house property for her own pleasure. Severely punished with a pussy cropping that leaves her red and screaming for mercy, Kacie and made to catch the mess made from an afternoon face fucking for the sex toy. The rest of the days is a game of pain and pleasure with the sexy toy locked into hard wooden bondage and made to cum against her will, causing great punishment for Kacie involving zappers, canes, floggers, clamps and rough anal. Luckily that tough little bitch loves pain and laps up her punishment until it is her turn to teach the sex toy to ride hard cock and take it in her ass like a submissive sex object should.

Violet Monroe in 'Training Violet Monroe'

Violet Monroe - Training Violet Monroe

Beautiful and sultry Violet Monroe tests her limits as Tommy Pistols guides her through tight bondage, breath play and hardcore anal sex.

Penny Barber in 'Discipline for Mommy's Little Anal Slut'

Penny Barber - Discipline for Mommy's Little Anal Slut

Penny Barber had one little problem: her out of control little slut step daughter Mercy West. Using her perfect MILF body and uncontrollable sex appeal to bring Mercy's punk boyfriend on board for disciplining Mercy, she get's a little more than she bargained for. After having her juicy round ass spanked a deep red, clamped, flogged, and controlled by Xander's thick cock, she leaves Xander with a few tools to persuade Mercy with: handcuffs, wax, and a dress for her little princess to where to tea. All lines of dominance eventually meet in confrontation when Mercy starts acting up again, resulting in Xander and Penny teaming up to get that pretty little punk covered in cane marks and her boyfriends huge dick in her tiny virgin ass. With the newly minted little angel lapping at Mommy's cunt full of her boyfriend's dick, Mercy learns what it's like to really earn some cum.


Aiden Starr in 'Evil and Hot Halloween Orgy'

Aiden Starr - Evil and Hot Halloween Orgy

The witching hours of our annual Halloween BDSM ball were chocked full of beautiful local BDSM players riding the fucking machine, taking floggings from their Master's and fucking on all the furniture. Meanwhile our nympho house slave Amara has her hungry little pussy clamped wide open to the floor as her senior slave Ember strains in tight bondage and begs loudly for hard cock. The sadistic Governess torments poor Amara's exposed clit with a crop until she is desperately begging to learn the house rules so that she may cum from the pain Aiden Starr delivers. Anal slave babe Sadie Santana endures one of the hardest sex suspensions we have seen to date by our visiting Master, The Pope. She has her gorgeous holes stuffed with hard dick while her senior slave keeps her on task with titty torment and lots of pussy licking. The night culminates in all the horny locals gathering in one room to see our bartender Pink made to cum against her will with sweet little slave girls lapping at her nipples, the depraved anal slut slaves riding and waiting their turn to orgasm. From there the anal fisting of Amara and all slaves on the floor begging for cum for their Governess is an image that will haunt our fantasies for a long time.

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.

Anna Tyler in 'Submissive Secretary Anal Trained By Jealous Wife'

Anna Tyler - Submissive Secretary Anal Trained By Jealous Wife

Anna Tyler is a deliciously submissive new personnel assistant being trained by the seductive Veruca James in a twisted kinky game. Anna is eager to learn the needs and ways of her new boss, Ramon, but has no idea Veruca is leaving her old post to become his wife after years of sexual service and devoted submission. The chemistry between Ramon and Veruca is palpable as she interferes with Anna's training in a fit of jealousy and is savagely reminded of her place with a punishing sex and corporeal. Caught in their marital web, Anna finds herself in slave training, walking her tender young cunt across a crotch rope, drooling on cock with her new Mistress pushing her little mouth further and further, and lapping at both Veruca and Ramon's balls as they enjoy an anal afternoon fuck. Electricity, crops, floggers, and rope bondage are all utilized in the ultimate goal of training Anna's tight virgin ass to be eventually used by her new Master.

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!

Emma Haize in 'Eager Anal Cutie Returns to TUF to be Destroyed'

Emma Haize - Eager Anal Cutie Returns to TUF to be Destroyed

Petite little trainee Emma Haize returns to The Upper Floor to earn her training collar after humiliating failure at her initiation some years back. Unfortunate for her our most prestigious and well trained slave Cherry Torn is on duty that day, already getting slammed with cock and part way through shining all the silver. Cherry is a perfect slave, and that means being a vicious dominating guide for the new slaves. She wastes no time stripping down Emma for an old school TUF training day: heavy chains, athletic torment, fucking machines, caged pussies in orgasm training, intense bondage, blow jobs with gags, electrical punishment, and plenty of corporal. This tiny little ballerina is screaming all day long trying take cock deep in her ass and keep her new mistress pleased.

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!

Aiden Starr in 'Anal Slaves Serve Kinky Costume Ball'

Aiden Starr - Anal Slaves Serve Kinky Costume Ball

Ravenous Anal Slut Slaves are turned out and rode hard at the annual Kinky Halloween Ball. Sadie Santana and Amara Romani are perfect material for trainee submissive: eager to please, explosive orgasms, and perfect toned bodies. Their senior slaves are both well seasoned service whores, but neither have unlocked their anal capabilities, leaving the House with the question of how one teaches something they do not yet do themselves? Luckily the language of raw sexual desire and complete sexual submission is understood by all, and Kasey and Ember have their trainees trembling with well earned anal orgasms soon into the evening. Other moments to look forward to are Sadie Santana being introduced to the concept of orgasm control and The Sybian at the same time, Kasey Warner's tiny ballerina body rammed with hard cock under the cane, Ember Stone resuming her lesbian devotion to a cruel Aiden Star holding a strict crop, and sweating screaming begging Amara Romani being fucked in the ass in tight bondage doing anything she can to hold her orgasms back. Meanwhile, the crowd is spectacular tonight, riding the fucking machines, suspended and single tailed in tight shibari, shocked into orgasm with strange machines, submissive blowjobs, and plenty of swingers fucking on every available surface. Please enjoy.

Ariel X in 'Beautiful muscle Goddesses battle in a sex fight. Muscles CUM hard'

Ariel X - Beautiful muscle Goddesses battle in a sex fight. Muscles CUM hard

Today we welcome the SheHulk, Brandi Mae to ultimate Surrender. She is taking on another muscle babe, Ariel X. These two powerful babes go at it in a sex fight. One wrestler's power is too much for the other girl as the dominant fighter holds down her opponent and makes her cum again and again against her will. The buzzer goes off and it doesn't stop. The dominant wrestler has fingers inside the pussy after round 3 ends and she keeps fingering until another orgasm happens! Winner fucks her opponent hard and makes her concede and say the winner is her master. Giant Click sucking, Tribbing, Strap on fucking, Face sitting and Lifts and Carries.