SweetFemdom – Molly Jane – 3rd Wheel With Molly And Alex
Lance has been fucking Molly Jane once a week for a while. He thought she was single and it was a typical “fuck buddy” situation. She invited him over to talk, and now she is telling him she has a boyfriend. And she told her boyfriend about him… She calms Lance down, and tells him […]
SweetFemdom – Molly Jane – Becoming Her Cuckold Boyfriend
Molly is on the sofa wearing only fishnets, heals and panties. Her boyfriend, Alex Adams starts playing with her boobs. He wants to fuck, but she isn’t interested. She’s about to go work at the club and hook up with lots of hot guys, and she’s barely interested in Alex anymore. As he persists to […]
SweetFemDom – Rocky Emerson – Your Tall Hot Wife Brutally Cucks You
Your wife (Rocky Emerson) is tall, hot and horny AF. She keeps you in spiked chastity and loves to remind you that your dick is too small for her. She makes you watch her get fucked by guys with huge cocks, and loves to watch you squirm with your little dick gets stabbed by the […]
TheTrainingOfO – April Brookes, Squirting Slut April Brooks Trained to Control Her Pussy
All natural nubile beauty April Brooks learns the ins and out of hardcore sex at the hands of a sadistic slave trainer and his gimp. Tight rope bondage, drool dripping gags, orgasms overloads and corporal punishment all drive the lessons home for April as she tries her best to keep up with the demented demands […]
TheTrainingOfO – Arabelle Raphael – Domestic Training
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 […]
TheTrainingOfO – Ashley Adams – Ashley Adams’ Slave Desires: Training Ashley Day One
Ashley Adams is an all natural big tit sex addict with a submissive streak that takes her down to the very base of the cock. Ashley’s gorgeous tits are tied, whipped, clamped, drooled and slobbered on as she gags down thick gimp dick. When it is time to fuck, Ashley sweats and bounces her fat […]
TheTrainingofO – Britney Amber, Intense Whore Endurance Training
Gorgeous blonde bombshell Britney Amber has no idea what she’s getting into when she signs up for Training of O. But she’s here now and must endure all the intense unknowns. Britney begins her training strapped on her back to a fuck bench, with her hands encased, her ankles bound, and a vibrator strapped to […]
TheTrainingofO – Chloe Cherry – Gagged and Bound
Chloe Cherry sits, gagged and bound to a wooden chair in a red pleated skirt that’s been pulled up to show that her hairy pussy has had an hitachi vibrator secured directly beneath it. Chloe’s wrists are bound behind her back with rope and her milky thighs tied to the chair with leather belts. Black […]
TheTrainingofO – Dani Daniels – Cane Training Dani Daniels, Day Three
All natural slave girl Dani Daniels trembles at the sight of a cane, but our conditioning techniques teach her to love the cane. Fear play, canes, gags, bondage, hard pussy fucking and real slave training are all included in this update.
TheTrainingOfO – Dani Daniels – Don’t You Fucking Cry!
Dani Daniels faces just one rule on her final day of Training of O: Don’t Cry. I spent three days training this fine piece of merchandise to take the cane like a Lady, and now it is time for her to make me look good. Don’t disappoint me, Daniels.
TheTrainingOfO – Dani Daniels – The Objectification of Dani Daniels
Big Tits, Big Ass, Hot Pussy and a gorgeous face wrapped in Latex. Let’s take Dani Daniels apart piece by piece: Tits: First we cover her in latex and strap her to the Whipping Post to fetishize those gorgeous, big natural tits. Mouth: Next on her knees if you please, with a Sybian strapped between […]
TheTrainingofO – Ella Nova – The Supremely Subservient
With a stocking over her head and a blindfold covering her eyes, the beautiful submissive, Ella Nova is on her knees, arms stretched and tied at the wrist and thighs with rope to two vertical pipes. James Mogul flogs her back and ass as he comes up with a subject for the day’s syllabus. Charles […]
Sexy newcomer Harley Jade is an eager little submissive that brings allot of enthusiasm for cock to the table. But is she willing to work hard to get fucked? Harley learns that whips and chains strengthen our resolve as she suffers in frustrating predicament bondage just to earn a huge cock gagging down her tight […]
TheTrainingOfO – Juliette March, Eden Coxxx, Alexxa Bound, Maxine Holloway And Dana Vixen – Five Girl Intake The Elimination Begins
We start with five potential trainees and four handlers. The day is filled with heavy exercise, humiliation, pain testing and orgasm control. The girls are pushed through basic exercise to get the juices flowing. We try to teach them basic protocol, yet some can’t even get that right. I am trying to be positive about […]
TheTrainingofO – 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 […]
TheTrainingOfO – Lauren Phillips – Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave trainer: She is His Whore, His Cunt and His Bitch. Lauren endures tight bondage, gags, whips and a giant cock in her ass for a hard anal fucking in this slave training update!
TheTrainingOfO – 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.
TheTrainingofO – 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 […]
TheTrainingOfO – Nerine Mechanique, Bella Rossi, Cherry Torn, Sasha Lexing, Sarah Shevon, Maggie Mayhem And Savannah West – The Auditions Part One
House owner, Peter Acworth, is very annoyed that the training of Upper Floor slaves is taking so long. Worried that the slaves will not be ready for a Cocktail Party tentatively planned for next month, Peter has asked Lead Trainer, James Mogul, to screen several local applicants and host a full-scale slave audition in the […]
TheTrainingofO – Penny Pax – Anal Sex Slave Penny Pax: In Service
Penny Pax Pax has endured many days of training and service in the Armory over the years and today she returns to show us what a well trained sex slut she has become. Pax shows of her perfectly shaved submissive pussy and asshole while wearing a tight fitting ball gag before John Strong makes full […]
Penny Pax loves it in the ass, and I am considering turning her into my little anal slut. Does she have the right stuff? I the Hydra: The Hydra is a seven headed beast. She is tied to the ceiling and made to balance on a 4×6 beem in heels. Her asshole is stuffed with […]
TheTrainingofO – Richelle Ryan – Big Ass-Ed MILF Richelle Ryan Trained And Fucked In Rope Bondage!!
Not every wanton whore can become an “O”. Every so often an ass comes along that lacks the true discipline required to become an “O” but is so eager to gyrate and please that it melts the icy hearts of our handlers. Case and point: Richelle Ryan. What she lacked in BDSM knowledge she made […]
TheTrainingofO – Riley Reyes – My Ass Belongs to You Sir: Slave Training of Riley Reyes
Hot anal loving blonde babe Riley Reyes loves when Tommy Pistol trains her to be his slave. Tommy wastes no time in teaching the fundamentals: Posture, Eye Contact and Gratitude. With the basics in hand, Riley is ready to move on to hard anal submission. Bondage, gags, discipline, whips and rough sex fill the rest […]
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 […]
TheTrainingOfO – Stella Cox – Fear Training
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 […]
TheTrainingofO – 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 […]
TheTrainingOfO – Sydney Cole, Slave Training of Sydney Cole
Beautiful Sydney Cole submits to her trainer Bill Bailey. Hardcore sex, bondage, gags, stress potions and BDSM
TheUpperFloor – Aiden Starr, Amara Romani, Sadie Santana, Kasey Warner, Ember Stone, Evil & Hot Halloween Orgy
The witching hours of our annual Halloween BDSM ball were chocked full of beautiful local BDSM players riding the fucking machine, taking floggings from their Master’s and fucking on all the furniture. Meanwhile our nympho house slave Amara has her hungry little pussy clamped wide open to the floor as her senior slave Ember strains […]
TheUpperFloor – Aiden Starr, Ashley Lane And Lauren Phillips – Anal Sluts Subjugated At BDSM Swinger Orgy
The heat is on Ashley Lane for having given her busty partner Lauren Phillips the house rules during Lauren’s interrogation. If there is anything that brings out the sadistic lesbian urge in Aiden Starr, it’s cheating little sluts. She ties Ashley’s hot little ballerina body up in a tight ebi shibari tie and begins placing […]
TheUpperFloor – Aiden Starr, Ashley Lane And Lauren Phillips – Babe BDSM Swinger Becomes Sexual Submissive For The House
Ashley Lane is a gorgeous masochistic rope slut that has been gracing The Upper Floor with her hot body and intense play scenes for years. After repeatedly petitioning The House she has been allowed to suffer, squirt, and serve on a trial basis. Her senior submissive for the night is a selfish sexual slut, Lauren […]
TheUpperFloor – Aiden Starr, Cherry Torn And Nora Riley – 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 […]
TheUpperFloor – Aiden Starr, Cherry Torn And Nora Riley – 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 […]
TheUpperFloor – Aiden Starr, Cherry Torn And Nora Riley – The Final Upper Floor Orgy P. 1
Alas, all parties must come an end, but what an end it will be. We invited 300 of our perviest, hottest BDSM swinger friends to celebrate what has been a magical 7 years of incredible service. Of course we had the pleasure of inviting the original house slave, Cherry Torn, who is looking just as […]
TheUpperFloor – Aiden Starr, Joseline Kelly And Kira Noir – Chaotic Cock Slut Steals All the Dick at the Summer Swinger Orgy
The Upper Floor is back to training eager anal whores in service to hard cocks, entertainment, and filthy fun. Aiden Starr and Stefanos have Kira Noir on hand to deliver a perfect example of submissive behavior. Kira is gorgeous, well mannered, knows her rules, always asks permission to cum, and will wait her turn for […]
TheUpperFloor – Aiden Starr, Joseline Kelly And Kira Noir – Slutty Teen Trained To Serve Orgy By Submissive Anal Queen Kira Noir
In this conclusion of The Upper Floor’s finest Summer Soiree Orgy, Joseline Kelly has gotten herself in deep trouble. This silly cock slut had promised Aiden that she would do her a favor in exchange for a prompt on the House Rules. Mistress Aiden Starr only ever wants one small favor: to be fist-deep in […]
TheUpperFloor – Aiden Starr, Karlee Grey And Vanessa Sky – Anal Submissive Sluts Ravaged & Squirting At Holiday Winter Orgy
The night is alive with holiday cheer as hot swinger babes line up to suck dominant dick and get their beatings in this wild yule tide BDSM orgy. Meanwhile, Stefanos has proclaimed that The House will return to the basics: protocol, rules, hierarchy. But busty slave slut Karlee Grey already has the cock deep down […]
TheUpperFloor – Aiden Starr, Kimber Woods And Roxanne Rae – 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 […]
TheUpperFloor – Aiden Starr, Kimber Woods And Roxanne Rae – 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 […]
TheUpperFloor – Aiden Starr, Kira Noir And Melissa Moore – Nympho Slave Slut Soaks The Folsom Orgy with Squirt
Melissa Moore is a craven whore that can’t get enough sex and pain, but her drive to be a good girl throws her salacious nature into conflict as she struggles to maintain good behavior and hold her orgasms. Kira Noir is a complete bondage angel and good girl, getting railed with a huge cock in […]
TheUpperFloor – Aiden Starr, Kira Noir And Melissa Moore – The Upper Floor Returns With A Squirting Slave Fuck Fest
Our favorite BDSM swinger crowd returns for a new S&M party with the incredible masochist and squirting slut machine Melissa Moore to induct into the House. It’s a war of the good girls, as Kira Noir and Melissa Battle it out over who is the most submissive cock sucker, the most willing to bend her […]
TheUpperFloor – Aiden Starr, Kira Noir And Penny Pax – BDSM Swinger Orgy Served By The Anal Servant Girls
The second half of our evening opens up with Penny Pax and Kira Noir tied in a predicament, challenging both of their slut service skills. Kira is tied tightly in rope bondage and used for anal service. She is a picture perfect submissive, taking a huge cock in her ass, biting down on a red […]
TheUpperFloor – Aiden Starr, Krissy Lynn And Avi Love – Teen Anal Slut Taught The Ropes at Halloween Swingers Ball
In part two of this wildest of All Hallows Eve BDSM orgies, Avi Love has earned her way into some tight bondage with a huge, hard cock in her slutty teen ass. MILF whore Krissy Lynn isn’t so lucky, having stirred the ire of Aiden Starr for neglecting her duties in training Avi. Avi handles […]
TheUpperFloor – Aiden Starr, London River And Gia Derza – Big-Titted Anal Slave Rewarded & Fisted For Training Teen Submissive
The second half of our BDSM swinger soiree opens with petulant teenage slut Gia Derza tied on her knees in a back arch, pouting up at her handlers. A small group of guests has gathered to watch as she is finally stripped of house slut London’s guidance and she is presented alone for the first […]
TheUpperFloor – Aiden Starr, London River And Gia Derza – Teen Cock Whore Gia Derza Taught To Fuck By Masochistic Anal MILF
London River is a sadist’s wet dream, with deep curves, an ass that begs to be fucked, and a thirst for all the rope torment and beating this BDSM swingers orgy can dole out. Her one weakness is tested on this installment of The Upper Floor. She must take a slutty little teen, Gia Derza, […]
TheUpperFloor – Aiden Starr, Simone Sonay, Penny Pax, Christie Stevens And Yhivi – Costume Anal Orgy Part 1
Halloween is one of the strongest nights to party on the Upper Floor and this year was no different. Aiden Starr appears to host the Halloween Orgy, and she is a slave driver of sex! She works Simone Sonay and Christie Stevens hard and fast, and makes this one of the best anal parties of […]
TheUpperFloor – Aiden Starr, Veruca James, Bobbi Dylan, Nora Riley And Sydney Cole – 100 Orgasm Slave Girl Orgy
The epic conclusion of Stefanos’ Birthday party, in which he demands the horny crowd of BDSM swingers and beautiful anal slave whores to deliver him 45 orgasms – He will now live forever, because this wild night provided him 55 years to grow on. Perfect slave girl Veruca James hangs helplessly in brutal suspension while […]
TheUpperFloor – Aiden Starr, Veruca James, Sydney Cole, Nora Riley And Bobbi Dylan – The Steward’s Birthday Slave Orgy
The Lounge and dining room are alight with kinky celebration for Stefano’s birthday as 200 lifestyle BDSM players gather to torment each other in cages, play power games with canes, fuck on all the furniture, and collectively produce 45 orgasms in ode to his 44th year. With four beautiful slave girls on deck, pleasing cock […]
TheUpperFloor – AJ Applegate And Amanda Tate – The Ways Of The House
Senior Slave Amanda Tate Teaches Plebe AJ Applegate to service cock the way the Upper Floor expects it. We also learn that the newbie orgasms from nipple play, so we immediately put Tate on the task. Turns out that the newbie slave girl AJ Applegate know her way around cock pretty well, and she takes […]
TheUpperFloor – Amarna Miller And Chanel Preston – Evil Hot Step-Mother & Spoiled Brat Get Anal Punishment
Gorgeous little minx Amarna Miller is a spoiled brat daughter, returned to claim her Dad’s estate and play BDSM games with the butler. She’ll take a hard spanking and tight clamps on her pink pussy so she can get the hard fucking she so richly deserves. But her fun is interrupted by evil and hot […]
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 […]
TheUpperFloor – Ashley Adams – Fresh 19 Year Old Tied Tight And Made To Serve Orgy
Ashley Adams is everything The Upper Floor could hope for in a trainee slave: big bouncy natural tits, sexual hunger, a willingness to learn, and a perfect ass. However, this little slut cannot learn the rules to save her own hide! The first scene she is has her fresh young pussy lashed to the sybian […]
The Pussy Platoon is in full on the Upper Floor for this once a year blow-out slave review orgy. When nine trained Upper Floor slaves stand at attention, waiting to be inspected by the Steward and Mr. Acworth, the room stands still with anticipation until the order is given – ‘Get the Dicks Hard!” and […]
TheUpperFloor – Bella Rossi, Siouxsie Q, Penny Pax And Ashley Adams – Hardcore Anal Celebration Of Sexual Service
The House opens its doors to a throng of horny guests all gathered around fresh faced 18 year old Ashley Adams and our well trained Anal slave Penny Pax. It is Maestro Stefanos’ birthday, and gift wrapped slave girls sent from Peter Acworth jump into Stefanos’ lap, ready to deliver birthday blow jobs and anything […]
TheUpperFloor – Cherie Deville And Gina Valentina – 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 […]
TheUpperFloor – Cherry Torn And Alina West – Young Anal Slut Trained In Cock Worship
Alina is a pretty little package with a round ass, long legs, and a deep hunger for cock. However, her discipline is lacking and it will take the iron hand of Cherry Torn to right her course in anal cock worship. Cherry comes right out of the gate with electrical toys and cattle prods to […]
TheUpperFloor – Cherry Torn And Juliette March – Alpha Sex Slave Returns To Train Anal Rookie
Cherry Torn, the bombshell Alpha Slave from the original House Staff, returns to brutalize, humiliate, and fuck a domestic servant gone astray. Juliette March grovels and begs to have her throat fucked and her lithe body put in chains and anally punished. Truly Cherry Torn serves The House on her back like no other and […]
TheUpperFloor – Cherry Torn And Samantha Hayes – Spoiled Sex Slave Broken & Fucked
Samanatha Hayes is a spoilt sexual submissive, always demanding more punishment and sex, having forgotten how to truly serve. Her Master brings her The Upper Floor to train with the original slave, Cherry Torn. Busty and confident, Cherry diagnosis’ Samantha’s submission coming from self interest and immediately sets to work breaking her beautiful body and […]
TheUpperFloor – Dahlia Sky, Zoey Laine, Tax Day: The Slave and The Bad Girls Anal Punishment
When The Upper Floor’s head butler discovers Zoey Laine has been covering up the missteps of house slave Dahlia Sky the two are given punishment according to the ways of The House: spankings, floggings, anal punishment and uncontrollable orgasms in strict rope bondage.
TheUpperFloor – Dani Daniels And Cadence Lux – To Honor & Obey: Virginal Fiance Trained For Sexual Slavehood
Sweet and obedient Cadence Lux arrives for a romantic get away with her fiance Tommy so they may finish their wedding vows. However, Tommy has his own wedding vows planned and has ordered devious sex slave Dani Daniels to provide some much needed training for his future wife. Cadence has always dreamed of submissive sex […]
TheUpperFloor – Dani Daniels And Lilith Luxe – Gorgeous Kink Photographer Gets Curious…
When the trainee slave cancels for the day curious Kink PA Lilith Luxe offers her lean body and unexplored holes to The Upper Floor. The chemistry between herself, Derrick, and Dani Daniels is palpable, and the room explodes with kinky BDSM when she finally signs on for the day as a slave. She thought she […]
TheUpperFloor – Dani Daniels And Penny Pax – Playing On Dani Daniels’ Greatest Fear, And Anal Only Penny Pax
Fear makes pussies wet, and Anal Slaves should have their cunts zippered shut. And so it is on the Upper Floor tonight when Ramon Nomar takes over the room and runs our two slave girls into the ground. Mr. Nomar brings the gorgeous Dani Daniels to the party, and sets out to cure her of […]
TheUpperFloor – Dee Williams And Nikki Darling – Squirting DP Anal Sluts Serve the Folsom Orgy
In part two of our legendary Folsom BDSM ball Nikki Darling and Dee Williams serve up sexual mayhem and perfect submissive service amidst an incredible orgy of kinky swinger sex. Nikki is allowed to take her revenge upon Dee’s gorgeous new tits which are trapped in a painful back bend tie. The shibari keeps Dee’s […]
TheUpperFloor – Emma Haize And Cherry Torn – Eager Anal Cutie Returns To TUF To Be Destroyed
Petite little trainee Emma Haize returns to The Upper Floor to earn her training collar after humiliating failure at her initiation some years back. Unfortunate for her our most prestigious and well trained slave Cherry Torn is on duty that day, already getting slammed with cock and part way through shining all the silver. Cherry […]
TheUpperFloor – Emma Haize, Kait Snow, Iona Grace And Dana Vixen – Halloween Party At The Armory!
Annual Hallow Party At The Armory!