Latest 'Oral Sex' updates from Risque Sluts (Page 38)

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.

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.

Riley Reyes in 'Sisters in Sexual Slavehood'

Riley Reyes - Sisters in Sexual Slavehood

Cadence is living the submissive dream under the thumb of her dominant and loving Master when trouble comes knocking on the door in the form of her seductive step-sister Riley. Riley has a long history of stealing lovers, and she clearly has her eyes set on Ramon. Unaware of the kinky high protocol world of BDSM she has just stepped into, Riley proceeds to offer her perfect little body for fucking and finds herself signing up for some true discipline and a rough anal ravaging she won't soon forget. Hot wax, metal bondage, floggers, canes, cattle prods, nipple clamps, squirting, and serious spankings are but a few tools to be used top unite Cadence and Riley in sisterly submission.

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!


Roxanne Rae in 'The Savaging of Sweet Karlee Grey'

Roxanne Rae - The Savaging of Sweet Karlee Grey

Roxanne Rae is an eager beauty, well trained to serve as Senior Slave. She comes to our live dinner party ready to initiate her deceptively sweet protegee Karlee Grey. Karlee is ordered to fuck and cum consistently and constantly, while Roxanne must train this new, seemingly innocent submissive to serve, as she herself satisfies the needs of a roomful of horny guests. Karlee is run through the trials, milking Mickey's huge cock with her hungry pussy while in bondage and locked in punishing stocks. The evening is a beautiful display of training, particularly as Roxanne demonstrates how to take a giant pounding cock in her tight wet ass over and over again. The two slaves learn to serve together while cumming repeatedly, finally sharing Mickey's explosive load and licking up the mess they made.

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.

Veruca James in 'How to Give Mindblowing Handjobs'

Veruca James - How to Give Mindblowing Handjobs

Learn the best techniques and variations for giving amazing handjobs, from both a dominant and submissive role. Veruca James demonstrates her porn star secrets including basic stroke variations, twisting, squeezing the base and the balls, perineum play, edging for maximizing orgasm, various positions, using "nearly-penetration" and "nearly-oral sex" for tease and denial, ruining orgasm, and other techniques.

Marica Hase in 'Suspension Bondage for Sex'

Marica Hase - Suspension Bondage for Sex

Learn successful rope bondage techniques for tying a partner for sex during suspension. JP "The Pope", director of DungeonSex.com and now HogTied.com shares and shows his porn-proven secrets for tying flying sex bondage. From partial suspension sex techniques to full shibari suspension for advanced riggers, you'll learn the important tips for maximizing comfort, simplifying your ties, and ensuring easy penetration. Then Danarama puts this bondage to use as he fucks Asian bondage porn star Marica Hase, who enjoys and delivers great oral sex while flying in ropes.For more information on Suspension Safety, please see Suspension Safety, with Lew Rubens on Kink University.Note: Rope Suspension Bondage can be dangerous. This video is meant for experienced rope bondage riggers only. Practice these techniques at your own risk.

Daisy Ducati in 'Femdom FFM Threesomes'

Daisy Ducati - Femdom FFM Threesomes

Learn how to enjoy FFM threesome sex with two females taking charge of the action. Whether or not you are a dominatrix or have a femdom and male submissive dynamic, Daisy Ducati and Lyra Louvel show you how the girls can call the shots, including double penetration of the male and bisexual interaction with each other, including cocksucking and three-way oral sex. See how to incorporate strap-on sex for pegging or fucking of all holes!To learn more about FFM threesomes, including tips on how to make one happen, see our How to Have a Threesome tutorial on Kink University.

Aiden Starr in 'Hot Slave Girls Degraded, Fisted and Fucked'

Aiden Starr - Hot Slave Girls Degraded, Fisted and Fucked

Two pieces of fine slave flesh are up for consideration. On hand we have busty blond powerhouse dominatrix Aiden Star to run these sluts through the ringer and decide who should join the sex slave stock for good. The swinger party is packed with gorgeous women playing with their dominants and submissives. Meanwhile good girl Charlotte Cross and nymphomaniac Nikki Knightly are tied tightly to a post and made to choke on cock and lick ass while interrogated. Once Aiden has the answers she is looking for both slaves are made to cum for the crowd's amusement.Second trial of the evening finds the ladies tied with their legs back and hands latched down to a box in tight rope bondage. Unable to get away, they are punished and fucked in turn with hard cocks, vibrators, electrical shockers, and a pile of canes. Both ladies beg for punishment and pleasure until the whole scene devolves into a fuck pile with Aiden cumming on top. So far both slave wannabes are neck in neck, so The Upper Floor classic is deployed: The Tray Test. Both slaves are handed their object of desire, a slave collar, and told to the hold the trays until one of them must drop it from physical exhaustion. To make the game more fun vibrators are attached to both their dripping wet pussies, and they are made to cum uncontrollably for the laughing audience. Both ladies quiver in agony, pushing their athletic abilities and self control until one drops. Once the new slave girl had won her collar she is rewarded with a rough fucking with a hard cock while the loser gets strap on plowed and has Aiden sit on her loser face. The night ends with fisting, squirting, and lot of hot cum swapped. Well done ladies.

Veruca James in 'Anal Slave on Top'

Veruca James - Anal Slave on Top

Veruca James and Amarna Miller dutifully clean the lounge after the Halloween Party, vulnerable naked flesh pinched and spanked by the lecherous Butler, but when one of the slaves finally break a glass nobody knows whose perky tits to punish. There is no clear senior slave, but The House calls for hierarchy and these two hot slave girls are to be bound tightly and made to submit their perfect holes for inspection and fucking. First Amarna is put in charge of Veruca as she begs for her asshole to be filled with cock using the proper house decorum. Stuffed with dick she cries for orgasms while Armarna cleans up the mess with her mouth. Next Veruca is put in charge of Amarna's curious gaze, righting her eyeline with a strict cattle prodding while the Butler fucks her perfect body in a tight suspension. But when it finally comes down to it, the slave that will offer all her holes for all its uses will truly be the senior, and hungry slut Veruca takes the cake and the cock, using Armarna's pussy to catch a hot load of cum.

Dahlia Sky in 'Nerdy College Girl Turned Depraved Anal Slave'

Dahlia Sky - Nerdy College Girl Turned Depraved Anal Slave

Nickey Huntsman is a precocious Human Sexualities major coming to the darkly sensuous Upper Floor to study female submission and the BDSM lifestyle. Dahlia's pleasure in consensual sexual slavery and desperate need to let the Butler have his way with her gorgeous body and mind beguile the young student. Soon Nickey's glasses are off and her eyes are wide as she is inducted into the slave lifestyle. Hard cock shoved deep in her throat and ass as she learns to play the power games and keep her fellow slaves' pussy happy while she takes her punishment flogging. Nickey's empathy gets in her way, and she finds herself holding silver trays attached to Dahlia's nipple clamps and getting fucked after her dress is cut away from her perfect body. In the slave training collar she has her round ass beaten and her face used to please Dahlia's pink pussy. Both slaves have their asses fucked and shocked in turn by the Butler until Nickey learns to beg like a depraved slave for the cum.


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."

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.

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.

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.

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.

Stella Cox in 'Gorgeous Fan Girl uses Big Tits to Get The Final Anal Slave Training'

Stella Cox - Gorgeous Fan Girl uses Big Tits to Get The Final Anal Slave Training

Stella Cox is a long term fan of The Upper Floor and jumped at the chance to be our big titted slut trainee for the day. Wowed by the historical porn palace and TUF staff who are now serving as tour guides, she uses her gorgeous body and submissive manner to seduce our staff into giving her one final anal training at The Armory. As she exchanges flirtations with The Maid in perfect French and runs her curious little hand over the Butler's cock straining against his pants Stella feigns an innocent curiosity, but is betrayed by her devious eyes. Soon the door is locked and she is crawling with her ass high in the air, begging for cock, and having her face buried in the Maid's curvy ass instead.Lesson One: Tourists don't just walk in and get fucked on The Upper Floor. One must always earn cock. Stella will be earning hers in a terrible squat in hard bondage, her head locked in stocks, a vibrator firmly tied to her cunt, and the simple command to beg for and hold her orgasms. The Maid laughs at her plight while enjoying a deep anal fucking and crop beating from the Butler. She laughs until she finds that in fact she will be paying for all of Stella's stolen orgasms with a strict caning. Stella need only look pretty and scream around Xander's cock fresh from Arabelles ass. However, if she wants that dick she must learn her rules and hold those wild orgasms back like a good girl. Perhaps a bit of electrical discipline will help.Next scene finds Stella tied wide open on a chair, getting all her holes plundered by the Butler as Arabelle attempts to teach her Lesson Two: Eyeline. This curious little slut cannot stop looking at people and must learn her place. Luckily she can learn while being double stuffed and tormented by the Maid, but in Scene Three she is not so lucky. The very strenuous bondage has her in a complete strappado, her elbows touching in tight rope, arms yanked far above her head as she is anally ravaged by The Butler. She struggles to learn her Final Rule: Deportment. However The Maid seems hell bent on distracting her with pussy in her face, vibes on her cunt, and verbal humiliation.What training day would be complete without the trays and a cattle prod? Last Scene finds Stella in a painful squat, astraddle on the Butler's huge Cock, trying to balance trays, her beautiful tits bouncing in rope while she begs and cries and drops tray after tray. No matter, the Maid simple places the items back in her bands and shocks that pussy with the cattle prod while laughing withy sadistic joy. Eventually Stella Earns her collar and a place licking the Maid's pussy as she enjoys one last round of anal orgasms on the Butler's cock. It is indeed a special day, so Stella is treated to a face full of cum and left as every fan girl should be: locked naked in a cage for further use in the future.

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.


Aiden Starr in 'The Final Armory BDSM Orgy with a huge group orgasm!'

Aiden Starr - The Final Armory BDSM Orgy with a huge group orgasm!

In this last installment of the final Armory Orgy party, Nora finally earns her right to serve by Cherry's side. In Aiden's words, "If you have to lick every foot in this place, that's what is going to happen." Nora lowers her beautiful tits to the floor and grovels, licks boots, holds hitachi's on hungry pussies, Has her huge ass spanked and receives a tight clamp for every act of humbling. By the end her taught tits are covered in clothespins, which she begs to have flogged off before receiving a strap on anal fucking from Aiden Starr. She moans, and begs, and squirms, but the crowd makes her wait until she receives permission and laughs at her attempt to hold the orgasms back. Meanwhile, the rest of our gorgeous guests are deep in BDSM space, making each other cum in intricate rope suspensions, degraded in public humiliation, zapped with electro toys, spanked, and so may submissive blowjobs we lost count. The fucking machine is on the high setting and the air is alight with the sound of female orgasms. The final orgy is no exception, with what might be the largest group orgasm we have ever seen. Thank you ladies, for being our first and our last.

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!!

Jessica Ryan in 'Avi's Anal Training with her Sadistic Step Family'

Jessica Ryan - Avi's Anal Training with her Sadistic Step Family

Avi is a crafty little daddy's girl that arrives at her Step Father's house with plans to get back to her boyfriend, but Tommy's new wife Jessica see's right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi's misfortune to have interrupted Jessica and Tommy's date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy's cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife's cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get's herself off and cleans Avi's ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.

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.

Angel Allwood in 'A Mother's Job is Never Done: Anal Assassin Trains Her Step-Daughter'

Angel Allwood - A Mother's Job is Never Done: Anal Assassin Trains Her Step-Daughter

Angel Allwood always thought the good life would be sweet. No longer tied to her old life as an assassin for hire, she decided to get married to a rich man and retire to a life of leisure. Little did she know that nothing is as perfect as it seems. The blight on Angel's perfect little dream is her husband's 18 year old daughter Chloe Cherry. She is spoiled, sassy, entitled, and still lives at home. And, if there is one thing that Chloe can't stand it is being told what to do by her slutty step-mom. The simplest of requests for Chloe not to wear her ear phones in the house gets spit back into Angel's face from Chloe's bitchy little mouth. Chloe knows that there is nothing that Angel can do about it because she will always be daddy's perfect little girl. Shitty days always seem to get worse, and Angel's day has only just begun. After the spat with her bratty step-daughter the doorbell rings and her old assassin boss bursts through the door and back into Angel's life. She begs him to leave her new family alone and to respect her decision to get out of "the game." But John Strong doesn't play by those kinds of rules and with a hand of her throat he reminds Angel that there is no "getting out." In a desperate attempt to appease him from potentially causing harm to her new family she follows his instructions. He makes her strip and then handcuffs her wrists to keep her restrained. Jamming his stiff cock down her throat, she pleads with him to stop, but he makes her gag over and over. Tired of her back talking, John duct tapes her mouth shut and starts to fuck her tiny pink pussy and her tight asshole back and forth with reckless abandon. After John has had his fill, he makes Angel clean his cock off and notices step-daughter Chloe cluelessly lounging outside in the sun. His appetite quickly grows and he informs Angel that he is going to teach Chloe some much needed respect. He drags Angel to the kitchen and takes Chloe by surprise. Chloe quickly realizes that she is out of control as John tackles her to the ground, strips off her slutty hot-pants, and then scrubs her mouth out with soap. Before she can catch her breath, John thrusts his huge rod into her mouth and teaches the incorrigible bitch how to deep-throat. He then tests Chloe's little cunt and her pristine asshole to see if she is as pleasurable as her step-mom. To keep the neighbors from hearing the sound of their screams he drags them into the basement, ties them up in tight rope bondage, and stuffs their mouths with huge red ball gags, so he can further discipline his unwilling captives. First order must be established, and he has Angel teach her step-daughter the sacred rules of submission: Honorific, Eyeline, and Deportment. The girls quickly learn their place and cower at the feet of their stern and dominant man. After relentlessly punishing the smooth white skin of his slaves with hot wax and a black leather flogger, John then puts his whore submissive's on their knees. They beg their master to shower their unworthy whore holes with a hot load of his cum. John then shoots a massive wad all over their faces and makes them lick each other clean. Submissive slut Chloe Cherry and her whore step-mom Angel Allwood get tied up in rope bondage, ass fucked by a huge cock. and learn the rules of discipline!!

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.

Cherie Deville in '19 year Old Slut Teaches Anal Fiance How to Serve Daddy'

Cherie Deville - 19 year Old Slut Teaches Anal Fiance How to Serve Daddy

Roman Nomar find himself in a serious bind when his sexy new bombshell girlfriend Cherie DeVille and tiny little 19 year old slut step-daughter end up in the vacation house at the same time. Cherie is a gorgeous MILF ready to get engaged, but is shocked to find out Ramon is secretly domming his little undisciplined step daughter with hard cock, tight rope suspension, and a strict flogging hand. After spying on Ramon fucking the laziness out of Gina and beating her with her science book in the guest house she reveals her dismay and find herself on the right end of Ramon's dominant hand. Turns out she was as turned on as she was shocked and wants to take a turn as the submissive. Face fucking, hardcore anal, electro punishment, and a strict spanking solidify her commitment to Ramon and builds her jealousy torwards Gina. She confronts the little whore and when she gets sass, drags that little brat into the basement rips her dress off, gives her a good hard spanking, and makes her lick her daddy's cum out of Cherie's ass. Unfortunately for this newly minted mommy dommy, Ramon catches her doling out discipline that isn't hers to give and hands Gina a flogger to get her revenge. Clipping Cherie's greedy cunt shit he fucks her ass good while her teen rival beats her red and then shoves her fist into her new step-mother's gaping ass while her Daddy fucks both their cunts. When it's Gina's turn, bondage, cattle prod and a cream pie finish the session, with Cherie sucking the cum out of her future step-daughter's used up pussy. Double penetration, anal fisting, and ATM seal the new bond between Gina and Cherie.

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 .