Latest 'Gimp' updates from Risque Sluts (Page 12)

Maitresse Madeline Marlowe in 'Time Out With Maitresse Madeline Marlowe'

Maitresse Madeline Marlowe - Time Out With Maitresse Madeline Marlowe

Long lost slaveboy, DJ, returns to the Church of the Divine Bitches begging for reentry. One thing that DJ doesn't understand is I never look back and historically his devotion was mediocre at best. I use this as fuel to really fuck with his mind. I taunt him with my soft, sensual pussy hair and whip him for even thinking he deserves a look. I show him what real devotion looks like by sliding my entire fist arm deep into my gimp, milking his prostate and making him cum from just fisting his asshole! DJ gets a deep pegging and is made to gag on my black cock. Then I blindfold him and tease his cock with my mouth and edge his dick. He gets his asshole licked by who he thinks is me. Once he cums, the blindfold is removed and realizes he came to another man (my gimp) licking his asshole! Welcome back, DJ! I sure missed you!XO,Maitresse Madeline Marlowe

Alina West in 'Anal Slave Trained in Hard Bondage: Alina West Day One'

Alina West - Anal Slave Trained in Hard Bondage: Alina West Day One

Eager slut trainee Alina has a lot to offer, and we take it all. Her sweet young face is fucked in an inverted suspensions while her pink pussy gets flogged and she learned to submit to orgasms given without her will. Made to work hard, she rides the cock until we are satisfied, and then submits her ass for rough stretching an intense training.

Audrey Holiday in 'Rough Sex Anal Slave Training - Audrey Holiday - Day Two'

Audrey Holiday - Rough Sex Anal Slave Training - Audrey Holiday - Day Two

Hot gorgeous model Audrey Holiday is back and trained by Gage Sin to take hardcore anal stretching and fucking while in tight rope bondage. Audrey takes hard face fucking while suspended in ropes, then gets tied up and fucked hard in the ass for the Master's pleasure.

Keira Nicole in 'Hot Blonde Pussy Pounded: Day One'

Keira Nicole - Hot Blonde Pussy Pounded: Day One

Dirty little slut Kiera Nicole learns to obey. She sucks and fucks a huge cock, while in hardcore bondage.

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.

Sabrina Banks in 'Petite Brunette Pussy Pounding in Hardcore Bondage'

Sabrina Banks - Petite Brunette Pussy Pounding in Hardcore Bondage

Beautiful blue eyed brunette Sabrina Banks puts her gorgeous body on the line as Mr. Pete's slave in training. Hardcore rough sex in tight bondage positions, nipple clamps, gags, drool, rough blow jobs, heavy dominance and sexual submission.

Audrey Holiday in 'Anal Slave Training Audrey Holiday'

Audrey Holiday - Anal Slave Training Audrey Holiday

Hot hot Audrey Holiday is trained by Tommy Pistol to take hardcore anal stretching and fucking while in tight rope bondage. She can suck cock but can she do it while suspended and vibe driving her pussy over the top? Audrey takes hard face fucking while suspended in ropes, then gets tied up and fucked hard the the Master's pleasure.

Ela Darling in 'Trained to Fuck with All Holes Filled'

Ela Darling - Trained to Fuck with All Holes Filled

Welcome nubile Ela Darling to Training of O. Ela wants the experience of getting fucked in hard bondage with all her holes fill. We are happy to oblige.


Sabrina Banks in 'All Natural 19 Year Old Submissive Training'

Sabrina Banks - All Natural 19 Year Old Submissive Training

Sabrina Banks is a gorgeous brunette with stunning blue eyes that beg: "More fucking, please Sir." When Sabrina is suspended with her legs spread wide, she learns to keep her slutty thighs open and available for fucking at all times during her training. The hard vibrating cunt and painful nipple clamps dig in to drive the point home with shattering bound orgasms.The trainer rams her throat with hard dick, the theme is reinforced: "Open". Sabrina struggles to swallow the dick as her tender pussy is pulled apart and teased to orgasm. When he is done with her mouth, she is gagged, tied on her back and fucked like sex slave.

Jodi Taylor in 'Hardcore Anal Bondage: Jodi Taylor Day Two'

Jodi Taylor - Hardcore Anal Bondage: Jodi Taylor Day Two

Training of O delivers the hottest girls in the business getting fucked in heavy bondage. Jodi Taylor is a beautiful girl next door face with an ass that just won't quit. Jodi is tied and fucked in the ass in several positions that show off her best assets. She loves the big ball gag stuffing her pretty mouth. Big beautiful nipples top her perfect all natural tits, and when the clips go on her tender nipples it drives her crazy. This update is full of hard anal, pussy pounding, ass jiggling bondage sex.

Abella Danger in 'Abella Danger's Anal Submission, Day Two'

Abella Danger - Abella Danger's Anal Submission, Day Two

Abella has a craving deep inside for what can only be found in the darkest places. She wants a potent mix of pain, debasement and sex that when correctly proportioned, brings out the absolute filthiest in her. Hard anal sex, tight nipple clamps, restrictive cruel bondage hold her supple body down while his cock pounds her submissive pussy. Her ass is fucked, nipples painfully clamped and tugged. Anything it takes to satisfy her dark craving.

Rilynn Rae in 'Forging a Slave'

Rilynn Rae - Forging a Slave

This is not a joke. It is for real. Just look at her face. Submissive Women come to Training of O to be challenged - physically, mentally and sexually. That's real sweat, anguish, pain and focus your seeing. There is no script, only the most scant planning. It's all about that girl, in that moment, and the stuff of which she is actually capable. Why do we push them so hard? A Slave is forged under intense pressure and heat. It Hurts. It leaves Marks. And, it instills Fortitude. Accomplishment. Self Actualization. The pinnacle of Maslov's Triangle. For those that seek to serve, there is no other way, but The Hard Way.This update features beautiful and fit Rilynn Rae really going to the wall for you here. She is bound tight into a painful squat to teach her the Four Points of a Formal Blowjob. The nipple clamps very cruel for Rilynn, and I almost feel bad for her. But she needs to feel she has earned this. So I clamp those tender little buds tight and start whipping.The reverse cowgirl is a staple because it is so hard to do. As the sweat forms, again I pin her bouncing tits with the clamps. If she can get through this, the rest will be easy. Or not.The final missionary pussy fuck is great because she is wide open for us to plunder what remains of her tattered ordinary virtue, make room to instill what really matters: Fortitude, Discipline, Accomplishment.

Yhivi in 'Yhivi's Submission to Hardcore Sex in Heavy Bondage, Day Two'

Yhivi - Yhivi's Submission to Hardcore Sex in Heavy Bondage, Day Two

When Yhivi is challenged to submit to Tommy Pistol's cruel intentions in hardcore sex and heavy bondage, she is pushed to the edge of what she is mentally able to handle. It is already clear that she has no control over her own body, and when Tommy demands she holds her legs open for the whip, the vibe or his hard dick, she is driven to the brink of sexual frustration.

Amarna Miller in 'Spanish Slave Girl Begs for Discipline and Training'

Amarna Miller - Spanish Slave Girl Begs for Discipline and Training

Spanish Beauty Amarna Miller begs for pain and discipline to satisfy her smart ass cunt. Different slaves have different ways of asking for their dominant's cruel and sexy attention. In Amarna's case, she mouths off. That's fine. In the end, she will admit to what she really is: a smart ass masochist.Amarna Miller is the willing slave girl in need of training. Ground rules are set as the bondage pile driver exposes the Spanish slut's tender cunt, and the cruel clips stretch her pussy lips open for the zapper and and vibe. Then, she is put into cruel bondage and made to suck cock as the drool soaked ropes bite into her tender, creamy skin.Rigged in a web of intricate bondage, Amarna Miller is made to bounce on hard to prove she can do the work. Her gorgeous ass is splayed open, jacking her pussy up and open for hard doggie style fucking. She is put into one cruel predicament after another till the gimp's balls are drained of come.

Savannah Fox in 'Big Ass Double Penetration Squirting Bondage Slave, Savannah Fox'

Savannah Fox - Big Ass Double Penetration Squirting Bondage Slave, Savannah Fox

Savannah Fox is a hardcore double penetration anal nymphomaniac bondage and cock slut that needs kinky sex to function! Her all natural big ass bounces on hard cock like it is the last dick on earth, and her pussy squirts like a fountain. Savannah swallows cock deep throat style like it is candy, and takes the nipple clamps, the crop and the flogger like the good little hardcore, pussy dripping painslut that she is.Savannah's big round ass it tight in rough ropes that spread her ass cheeks wide open. The gimps hard rod slides right into that wet, submissive pussy for a hard doggie fuck in tight rope bondage. Ball gagged and drooling Savannah dangles helplessly in bondage while hard dick rams her slave cunt.When Savannah is tied down pile driver style, her wide ass spreads open to take a double penetration with huge dildos that makes her slutty pussy squirt all over her own face. Slave girl Savannah Fox endures harsh slave training on the basement of the Armory and earns her stripes in servitude at the hands of sadistic slave trainers.Savannah Fox is is nymphomaniac anal sex, bondage and cock slut that needs kinky sex to function! Her all natural big ass

Abella Danger in 'Hardcore Anal in Strict Bondage, 19 Year Old Abella Danger, Day One'

Abella Danger - Hardcore Anal in Strict Bondage, 19 Year Old Abella Danger, Day One

Big ass all natural anal slave girl Abella Danger begs for cock in her ass and the sting of discipline. Heavy bondage, hard nipple clamps, hard anal.


Syren de Mer in 'Anal MILF Syren de Mer Earns Her Final Marks'

Syren de Mer - Anal MILF Syren de Mer Earns Her Final Marks

Anal MILF Syren de Mer cruel sexual punishments and rewards. Asshole stretching, nipples clamped, huge tits bouncing, huge ass fucked by hard cock.

Kasey Warner in 'Fortitude and Lust - Training Kasey Day Two'

Kasey Warner - Fortitude and Lust - Training Kasey Day Two

19 year old Kasey wants to be a slave girl. Yes, of course. Come right in and let us strip you naked, strap you down, tie electrodes to your creamy thighs, stretch your tight pussy with huge toys and test your aptitude for the vocation. After that you beg for more, and we put the wooden bondage stocks and the hand boxes on you for the hardest, sloppiest face fucking of your short life. The final pillaging will be your desire soaked cunt stuffed with huge cock, slitting you open while you struggle in tight bondage and try to enduring the biting pain of the clothes pins. This is your vision, slave girl trainee.

Cherie Deville in 'Slave Training a Big Tit Blonde Bombshell In Bondage, Day One'

Cherie Deville - Slave Training a Big Tit Blonde Bombshell In Bondage, Day One

Big Tit Blonde Bombshell Cherie Deville fucked in tight rope bondage and slave trained to submit to her Master

Sabrina Banks in 'Position of Punishment and Reward: 19 Year Old Sabrina Banks Day Two'

Sabrina Banks - Position of Punishment and Reward: 19 Year Old Sabrina Banks Day Two

All natural 19 year old pussy tied tight in rope bondage and made to fuck hard dick is what awaits Sabrina Banks today. She's a dirty fucking slave girl who cheats on her homework and needs to be punished for it. Sabrina Banks is put into a vicious suspended back bend. Between gags on hard dick and shattering hitachi orgasms, she sputters "This is my position of punishment and reward Sir!"As her tiny, submissive shaved pussy is ripped apart by huge dick, a painful clothespin zipper is ripped off her tits. Slave girl's pretty ball gagged face is splattered with hot jiz. Do you think Sabrina Banks learned her lesson today?

Amarna Miller in 'Help Me Understand The Pain - Amarna Miller, Day One'

Amarna Miller - Help Me Understand The Pain - Amarna Miller, Day One

Gorgeous red-head submissive pain slut Amarna Miller wants to be tied up and flogged before you fuck her, but she does not understand why. Amarna learns the connection between her masochism and her pussy in this opening day of slave training.A devastating inverted blowjob covers the trainees face in spit and drool. Then a strict strappado fuck with hard nipple clamp play. Her tits bounce painfully as her pussy is rammed. A painful rope suspension tests the depth of her tolerance, and she is finished off with a rough sex scene that leaves her exhausted, delighted, and covered in come.

Jodi Taylor in 'and the Slave Trainer'

Jodi Taylor - and the Slave Trainer

Training of O delivers the hottest, newest starlets into servitude with hard physical slave training - like you will see nowhere else. These beautiful damsels beg to suffer willingly for a chance to please, and they ravage hard cock as their reward for disciplined service.Fresh faced Jodi Taylor is subjected to harsh treatment so that we can see what this newcomer is made of. Strenuous bondage, corporal punishment and stern discipline guide the trainee through a curriculum in cock service that she will not soon forget.

Gabriella Paltrova in 'Handling the Anal Slave, Day Three'

Gabriella Paltrova - Handling the Anal Slave, Day Three

Slave in training Gabriella Paltrova sleeps in a cage in the basement at night. Every night, a Handler will come to the slave quarters to use the trainee, remind them of their status. John Strong puts Gabbi's slave asshole to the test with hard anal fucking in tight bondage, sloppy blowjobs, tight pussy fucking and a good dose of discipline and humiliation.

Kasey Warner in 'Slave Training Nineteen Year Old Kasey Warner, Day One'

Kasey Warner - Slave Training Nineteen Year Old Kasey Warner, Day One

Newcomer Kasey Warner is assessed in the dungeons of Kink.com and we learn the all natural nineteen year old slut needs allot of sensory overload to engage in a meaningful way with the dick. We bind her and beat her and fuck her hard till the target behaviors begin to emerge. We've planted a seed, let's see if it grows.


Rilynn Rae in 'Assessing Rilynn Rae, Day One'

Rilynn Rae - Assessing Rilynn Rae, Day One

Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams 'Fuck Me'. And she is smart enough to know right away what she needs to learn:The Curriculum Items - The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. - The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area.Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update.

Sabrina Banks in 'Sabrina Banks: Assessment Day'

Sabrina Banks - Sabrina Banks: Assessment Day

Gorgeous all natural brunette Sabrina Banks enters the Curriculum hoping to learn if she has what it takes to serve sadistic dick in our dungeon. Rules, protocols, tight tit clamps, flogging and demanding discipline drive the little trainee to the limits of her abilities on this quest for the filthiest fuck possible.

Gabriella Paltrova in 'No Whining: Gabbriella Day Two'

Gabriella Paltrova - No Whining: Gabbriella Day Two

Whine: v. to complain in a feeble or petulant way.Some members think Gabbriella whines too much. I guess we spoil her a little. But today, whining is a punishable offense. We start her off with a fat ball gag in her little mouth and whip on her ass. You're welcome.Hard, sloppy face fucking turns her on so we deliver with one of the sloppiest blowjobs on the site. Gabbriella's face is completely pasted in drool. We let her wipe it off long enough to get her thighs spread for a massive vag and anal invasion that leaves Gabbie's gorgeous ass covered in hot come.

Darling in 'Revenge of the Gimp - Payback's a Bitch!'

Darling - Revenge of the Gimp - Payback's a Bitch!

Sick of his bitchy new Domme's insults and attitude, this gimp gets loose and teaches her a lesson she'll never forget about what true submission really means. Bill takes Darling down and puts her through her paces with a brutal throat fucking, bone-wrenching bondage, and even figging (with ginger burning up her ass) while she's made to crawl to him over a painful path of rice and beg to be fucked. She has much more to prove to him in sexual service if she wants to earn her orgasm...and his cum.

Dani Daniels in 'Don't You Fucking Cry!'

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.

Yhivi in 'The Trouble with Yhivi'

Yhivi - The Trouble with Yhivi

When a trainee tells me they do not have orgasms I am suspicious. This tells me there is a disconnect that just will not do in the arena of sexual servitude. I feel compelled to get to the bottom of things, and in Yhivi's case I happily strap her ass to an exam chair and splay that pussy wide open to discover just what this Trouble with Yhivi is all about.

Dani Daniels in 'Cane Training Dani Daniels, Day Three'

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.

Zoey Monroe in 'Zoey's Anal Review'

Zoey Monroe - Zoey's Anal Review

Beautiful all natural slave in training Zoey Monroe in tight bondage, squirting orgasms and hard anal slave training.