Latest 'Oral sex' updates from Risque Sluts (Page 10)

Riley Reid in 'Bonnie Is In Full Charge Of Riley's Orgasms'

Riley Reid - Bonnie Is In Full Charge Of Riley's Orgasms

Every bad girl needs to be taught a lesson from time to time. Watch Bonnie Rotten have Riley Reid bow down to her every whim and desire because tonight - she's in charge!

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.

Dee Williams in 'in the hardest hour in Porn! Non-stop live action, brutal face fucking devastating!'

Dee Williams - in the hardest hour in Porn! Non-stop live action, brutal face fucking devastating!

Not many people on the planet can edure the Sexaully Live live show. It's intense helpless bondage, and some the roughest sex in mainstream porn and it's 45 minutes of straight no cut, no breaks, rough sex! We only do 12 a year, and we carefully pick our girls for it. Dee Williams is one of the best all around models in the industry, able to take the most hardcore bondage and fucking.Dress to kill in her stocking and black high heels, Dee is ready as she can be. Soon the boys of Sexaully Broken are going to bring the cock, and those boys know how to fuck a helpless girl. From brutal face fucking and deepthroating to hard fucking that causes Dee to squirt out several mind blowing, screaming orgasms, this update has it all.

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!!

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.

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.

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.

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.


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.

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 'BaRS part 1: The Return of the Face Fucking Machine, this girl was made for this!'

Eden Sin - BaRS part 1: The Return of the Face Fucking Machine, this girl was made for this!

Part One, of last months live feed with porn superstar Edin Sin. This girl was made for our face fucking machine!Bound strappado, and helpless in our face fucking machine, Edin Sin has found the perfect machine for her. With her face and head locked in place, there is nothing Edin can do but take cock down her helpless throat. For 12 minutes straight Edin must repeatedly deepthroat some pretty big cocks. The machine never tires, it never stops, nothing can stop edin's head from being thrust over and over onto hard cock. This is what she was built for! We have never met a better deepthroat artist, Edin is simply the best.

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.

Leya Falcon in 'Leya Falcon, hot blonds with Huge tits, bound down and double fucked throated. Pussy smothered!'

Leya Falcon - Leya Falcon, hot blonds with Huge tits, bound down and double fucked throated. Pussy smothered!

Leya Falcon and her booming huge tits are back of the pages of Sexaully Broken. We love Blond bimbos so much!Bound helpless with her head upside down and a vibrator stuck on her shaved pussy, Matt and Dee are about to fuck up a bimbo. Orgasm after orgasm is ripped out of Leya's helpless body as the BDSM couple unleash hell on her face with cock and pussy. Matt throat fucks and Dee smothers our big tited bimbo. Perfect breath play and orgasms make bimbos happy and Leya is one happy slut right now.Sexaully Broken the only rough sex and bondage site in the world that doesn't hit their models.

Casey Calvert in 'Anal Baptism'

Casey Calvert - Anal Baptism

When a hardened criminal, Tommy Pistol, is paroled into a private halfway house run by Mormon Casey Calvert, Casey becomes obsessed with saving Tommy. But when Tommy triggers Casey's long repressed sexual yearnings, the odd pair gives in to their passion and have an oral sex romp.After their encounter, Casey's Mormon guilt drives her to thwart her budding romance and betray Tommy to his Parole Officer. Tommy reacts with the anguish of a felonious jilted lover: he ties her up and punishes her. Then he fucks her in the ass. A couple of times.Casey hates herself for loving it. Tommy absolves Casey by holding her head in the toilet bowl as he fucks her ass, absolving her of all her guilt with her own Anal Baptism.

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.