Freja gagged naked and spred-eagle tiedWhen 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.Cute teen girl gets her big big-boobed ass spanked and paddledMarina is always a fun playmate for Sister Dee. She is willing to go to lengths that most would never dream of if it means satisfying SD.Tied and gagged abu ghraib style
Katarina handcuffed and dogy-bone gaggedSgt. Major is back and his prey for today is a young and beautiful newcomer. Willow has such a look of innocence, that he can't help bu to put his sadistic hands all over her body. She is restrained in steel and is helpless to his evil ways. She is tormented and played with however he pleases, and she has no choice, but to take everything he dishes out.
homemade bdsm tit torture picturesPussy tortured with chopsticksAshley is no stranger to the sadistic mind of The Pope. She did her first shoot with him and has come a long way since then. She likes a good challenge and today she's going to get more than she's had before. She begins the day in a brutal predicament with her balancing on her knees. The punishment is swift and devastating as she gets tormented and the bondage keeps her helpless. The bondage gets increasingly more painful and grueling and the torment becomes more brutal as the day goes on. When she is allowed to orgasms they are monumental.
Janice is very fresh to our world of dark dungeons, bondage, supremacy, and submission. She's very nosey about it, but it taking it slow because she wants to be sure about it before completely committing. She is reluctant to do too many things so we take it slow and give this nervous little cockslut all the time she needs. Her giggling is obviously a defense mechanism to deal with the pain, which is fine by me. I like violating in the new gals, and will have her revved into a true pain slut in no time. Her dumping orgasms prove that she's into it.The service Calico provides earns her special attention from Sister Dee. Whether it is licking boots or providing a target for the whip, Calico gets wet from being used. Even her orgasms are better when they are out of her control. As Sister Dee takes her dominance to higher levels Calico dives deeper into her own submission. Being a toy and a tool is her ultimate fantasy fulfilled.You couldn't have thought we were done with Bella Rossi already. View at her assets. Those massive globes, that tight butt, that flawless cunt; there's no way we were going to finish with her after just one quick flick. To tell the truth, tho', she isn't done with us either. She isn't some piece of rump we found on the streets. Bella came to us, asking to be used and manhandled in the worst of ways.Secrets are revealed, compromises made and what ensues is the most epic forest fuck fest you've ever seen. Talk about
bdsm amateur tits tormentcarmel moore dominates a guy/girl couple. Hot scene!
Cradle of Pain Gallery #52Welcome Phoenix Askani to Whipped Ass! Phoenix enjoys lesbian BDSM and plays a pre med student who's also the president of The Purity Ring, a group of students who abstain from sex before marriage. When Phoenix fails to get into med university her professor, Maitresse Madeline gives her an easy out, follow along with her hidden kinky sadistic lesbian games and she'll get her into medical school. Besides, it's only having sex with a woman and she would still have her virginity, rightttt? Phoenix is handcuffed, spanked, made to lick Madeline's asshole and pussy, flogged, stripped with an acrylic cane, nasty clover clamps on her nipples and strap on ass fucked while bound in black leather straps!

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Education UGLYBONDAGED BOOBS There is nothing we could have said to prepare trainee rosie for this day. James Deen is ready to jump up her round ass, literally. Within the first 10 minutes James has a fist in Kristina as she struggles to remember everything she has learned about protocol and grace. This session of training leads me to believe that trainee rosie might be one of the most dedicated and apt slaves to enter the TTOO program. 

After her supple body endures a sound beating and fucking at the hands of our insatiable guest, she performs all 12 slave positions from memory for the first time. As rosie performs her task, James takes every opportunity get his cock serviced. In the finale, rosie gets fucked in position 12, a back breaking reverse bridge, and manages to keep her pussy in the air the whole time. 

The day continues with rosie still struggling but focused as she is tied up and down in tight rope bondage, fucked, caned, humiliated, and clamped. This slut is used to having her holes filled and used, but starts to lose it when asked to humble herself as a useless set of holes. James expertly pushes rosie towards whore humility, and rewards her progress with a load on her make up smeared face.
Hot blonde in see thru nightie strapped on her bare ass in the apartment - blistered glutesrough time machiningCharlotte is a slave in need of training and Tormentor A has a custom curriculum for her. He will train her the how to be a good biotch. The lessons may glance like plain chores, but they instruct her how to be a good house slave.  To Master A form and function are as significant as pulverizing. A good marionette knows how to do it all. Charlotte is so willing to learn that she will pick it up in no time.
Completely naked for the caning of her lifebondage imageS.A.M. stands for Clever Bum Sadist and that is totally Sister Dee. She keeps talking crap and the punishments keep on rolling in.Ashley Graham was not ready for this. She thought if she was a snarky bitch that we would just beat her a little and things would be even.
Tabitha Tucker is a standard gal in a humungous city who is
trying to make completes meet. One day, she is introduced
with a unique suggest: spend the rest of her existence
suffering however the day to day hell that is life, OR
give up her freedom for a world of sexual bliss and
steady forced climaxes and sexual arousal. To become
a fuck-a-thon slave that is coddled to orgasmic tiredness
every day, or to continue to deal with the harsh
reality of trying to make concludes meet - what would you
do?Alexa Von Tess is back and looking cute as ever.  This girl loves bondage, she loves tight rope, and she loves being dominated. 
We love how Alexa suffers on her tip toes.  We love how the crotch rope digs deep into her hot, wet shaved pussy. We love how her eyes roll back in to her head as she cums.  We love how she suffers.bondage picture
bdsm amateur tits tormentWe welcome our bad gal Lyla Storm back for a second wearisome day in the dungeon space.  She is to be tested for endurance, resolve, and knowledge of the rules. She will do this with trays strapped to her hands, thick metal weights pulling her down. She proves willing to sweat thru her ordeal, but makes a serious misstep. She offers a lazy answer. There is absolutely no end to the amount of penalty we can dish out to Hazel Hypnotic. Justine Joli, world legendary fetish model and nymph chick sex industry star comes back to Kink.com after Five years to reign as June's Cropped Rump Chick Of The Month! Get a slink peak into all the grubby things  Justine has been up to for the past five years and a look into what is to come at the end of the month!Ela Darling is quirky, fancy and unique. She brings her own special flavor as she steps onto the Sexuallybroken stage for the first time. Her pale lengthy limbs call out for the bondage and her mouth calls out for the dick. We are nothing if not obliging and have two dicks today to reshape that tender jaws to be custom-made fitted.Amber is roped to the floor and soon gagged.  Easy enough until the pubes chain comes out.  
With the chain pulled tightly through her smooth-shaven humid cunt, Amber is made to use all her energy to linger up in the air or the cunt chain will severely punish her.  Palms painfully behind her, up on her highly tippy toes, Amber must fight against time with her weakening body.  Briefly her force gives out and she can no longer prevent the chain from cutting in. So we let her endure, and suffer, until she strikes a deal. A deal we hold her to.
Torrid babe with jeans pulled down caned firm across the table - deep tramlinesBad DayVirgin Torn is one of our beloved fuckpole addicts of all time. She is absolutely one of a kind, completely kinky and unbelievably red-hot. Just bend her over a piece of iron, rope her down to it, and start taking her from both ends. She'll only make complaints is if you stop ramming your boner down her mouth long enough for her to catch her breath. We keep her utter and she keeps coming back for more.
Tight mega-bitch is tied up in bedWelcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be challenged with lesbian BDSM and having rough lesbian sex. She loves being restrained and giving up all control to a sexy dominatrix! Bianca loves the feeling of being in bondage and having her pussy fisted and asshole fucked. Watch as Aiden Starr pushes Bianca's limits with heavy spanking, nipple and pussy torture and being made to lick asshole while tied on a harsh back breaker!These teens and mums are bound and gagged

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Young hottie caned in the diaper stance and shows her cuntWe begin with Chanell on the floor with her legs spread wide, her upper arms bound to her body and her wrists pulled away from her. The Pope enters and goes straight to work on this helpless slut. She fights to escape the torment, but she quickly succumbs to her captor and his tortuous ways.Next Chanell finds herself spread out like the slut that she is. Her feet are tormented, her pussy is punished, and her breath is controlled by her captor. Her vulnerable pussy is destroyed with non stop orgasms until she is begging for him to stop.Now it's time to display this slut's amazing ass. She is tormented more and then her pussy betrays her. The orgasms are ripped from her willing pussy one after another and Chanell no longer has control of her body. The orgasms have taken over and it's everything that she can do to get through this grueling torment.AJ Applegate Fantasizes about getting roughed up and fucked in the ass by a shady bar owner in a bad part of town: AJ is a hot, all natural blonde babe with a nice big, round ass poking out from under her short skirt. Her boss sends her on an errand to pick up a payment. When the scantily clad errand girl walks into a dark bar late at night, she does not know that all errand girls get fucked. The sleazy bar manager wrestles the slutty babe to the dirty floor. She struggles to get away, but he ties her in rope bondage, stuffs his cock in her throat before gagging her pretty mouth shut. He leers at her hot, round ass, and knows he will be fucking her tight asshole soon.In AJ's fantasy, she is fucked hard in the ass in tight rope bondage, nipples clipped and pinned, twisted played with. Her legs are tied crudely open and her pussy is fucked hard by thick cock. AJ moans and squirms, begging to be let go but is met instead with more bondage and a hard ass fucking. Captive babe fucked in the ass.Even in the worst prisons in the world the prisoners are afforded some kind of physical activity. This is what Cheyenne Jewel gets as hers.All American, Blonde Headed, Big Tits, Cock Loving little slut girl Allie James is getting ready to graduate from Slave Training today, but she has a couple of little quizzes to pass first. Like how well can she take hard, horny cock down her throat while reciting her homework assignment And how will she do with her ankles pinned behind her head in a killer pile driver while a fat dick pound her tight little cunt. And most importantly, is she good enough at begging, pleasing, serving and maintaining her composure to get the TTOO stamp of approval. You be the judge on Allie James' final day in the basement.
Marie tied up and droolingCasey is running from something, or someone, who is tracking her down. She is afraid and runs into what she thinks is a safe place. She thinks she's alone, then out of nowhere he appears. She is taken down in a struggle, and then restrained. She is terrorized by strict devices, and evil torment. She is awakened every day by being repeatedly dunked into a cold bath before her captor begins more torturous activities. How long can this fragile captive take this before she's had enough.Whipped Ass welcomes the insatiable hardbody, Cherie Deville for part one of a very special feature presentation! Cherie celebrates with her closest friends her upcoming nuptials. It's a bachelorette party weekend for Cherie but little does she know Aiden, Chanel and Tanya have other plans in mind when lies, deceit and backstabbing come boiling to the surface leaving Cherie at the mercy of her cruel and bitter best friends. Intense revenge plot story line with awesome acting and chemistry between all the girls. Hard spanking, hot lesbian sex and cruel punishment not to be missed!Lyla Storm, Casey Calvert and James Deen return for a very special feature presentation with AMAZING rough sex and interaction.  Casey Calvert is a war reporter who lives out her fantasy when she goes deep into forbidden enemy territory looking for a hot story.  She takes photographs of what looks like a POW girl, Lyla Storm, who is naked and being fucked hard and dominated by some of the rebel soldiers.  Casey then tries to leave and gets caught by a soldier who ties her up, interrogates her and fucks her into oblivion.  Both girls are then tied up together and get the fuck of a lifetime.  This is one story this bad journalist will not be writing about!outdoor bondage
From the soles of her feet into her tight pussy, Sensi Pearl explores the balance in the exchange between the torment and pleasure of elecricity.
Isis Love brings her shockingly seductive charm to stimulate Sensi's nerves into wanting orgasms. Sensi is bound in compromising bondage and endures the tazer, an electrified grate and fucked senseless with an electrified strap on.She is so hot, but so spoiled. I buy her things, take care of all her worries, and I pay, and pay and pay. But no more. Today is the first day of our new life together - the day she graduates from trophy wife to sex slave.Beautiful and tough as nails Andre Shakti is brutalized in terrible bondage predicaments and rewarded with overwhelming orgasms. Put into a tough spot between a tight crotch rope and a desperate tit tie, Andre has to choose which torture to endure to earn her orgasms.Reward time: tied to a saw horse and stuffed with a dick in her cunt, and hook in her ass, and a brutal vibe on her clit, she is whipped while she spills orgasm after brutal orgasm all over the set.The sling style suspension finishes her off by ripping her slutty thighs apart for a thorough pussy plunging that rips orgasm after orgasm from her. Good job Andre, you went the distance with The Best Bondage Site on the Web!After a wild night of entertaining a group of hot ladies, Bartender Kay Kardia finds herself in Cherry Torn's bed. Never having questioned her sexuality before, Kay struggles with her desire and eventually gives in to Cherry taking orgasm inducing spankings, pussy licking, face sitting, flogging, bondage, a butt plug, finger banging and vaginal and anal strap-on!

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