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Sexy and flexible Eliza Jane is back for day two of her training. Xander trains Eliza to take his dick while she is restrained in the hardest bondage positions: two suspensions, a wide open doggie and a legs splayed open missionary. Weighted nipple clamps and copious heavy flogging keep Eliza enthusiastic, and Xander delivers the sexual dominance in spades. Great job Eliza!

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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.

The potential trainees arrive the evening before the shoot and are numbered. Taking away their identity is the first step in breaking them down and rebuilding them the way we want them to be. They are caged and left overnight with anxious anticipation of what the following day holds for them.
Morning comes and they are awaken and brought to me for selection. There are a few that stand out right from the start, and they are made an example of for the rest to see. With seven girls petitioning, we must eliminate the weak as soon as they show signs of it. We are only looking for the top of the class for our slave training.
We then test them on pain endurance using sadistic nipple torture with clover clamps and excessive weight. We are now down to four girls and they are all placed on sybians for orgasm denial training. The competitiveness between all of them is amazing to watch.
We finish the day with exhausting exercising to see who has the determination to push themselves the hardest for the spot as the new trainee. It comes down to two and the decision is made for our new trainee, and the other is sent away.

Cradle of Pain Gallery #85

I was really inspired by the works of John Willie. I thought if I could dress up like those women and be photographed maybe I'd be as sexy as them. After some negotiations I agreed to meet OT at his studio. I should have known by the way he looked at me.

When Ramon's girlfriend tries to break up with him, he wants her to know what she will be missing and gives her one last hard fuck like she has never had. Big tit blonde bombshell Bridgette B is dragged to the basement and punished before being ass fucked in tight bondage.This update includes: bondage, hard spanking, sloppy blow jobs, big tit fucking, hardcore anal sex, pussy fucking in bondage, dominance and submission.

Hot tough chicks Mona Wales and Mistress Kara close up the bar and head to the tail end of an after party where they join Phoenix Marie in dominating hog young thing Abella Danger! The evening quickly escalates from spanking, foot worship and pussy licking to florentine flogging, intense fisting, severe humiliation, pussy and anal strap-on, and strap-on DP!

Welcome back the always beautiful Wenona to hang out on the Hogtied set. Today we put this former Gymnast/Fitness model's flexibility and toughness to the test.
Bound in the splits and to the wall, Wenona has never been more open, and helpless. Her huge nipples are swollen, her delicate feet begging for attention. Her shaved pussy is dripping wet and her clit is sensitive, just thinking about what might happen next. As we begin our scene Wenona slowly begins to sweat. As we pick up the nipple torture, foot caning and pussy flogging, this girl is soon covered in a sheen of sweat as her body's natural defense mechanisms kick in.However nothing can save Wenona from the brutal orgasm torture she is about to endure. You see, after Wenona cums once her clit is so sensitive that even the slightest touch can send her screaming. Now imagine what happens when we leave the vibrator on and make her cum over and over and over.. It's worse then you can possibly imagine, and by worse we mean freaking awesome!

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Felony is game for anything. This busty brunette is extremely horny and turned on by rough treatment and hard fucking from Derrick Pierce. She is objectified and punished in our custom build wall stockade. Being double jointed, Felony is tied extra tight and fucked mercilessly in her pussy and ass. Her body uncontrollably releases a ton of liquid as she comes from a powerful vibrator while suspended. She obeys, sucks cock like a champ, loves hard anal sex and can be bound in virtually any position. What more can you ask for?

Outdoor Needle Pain

Aunt Snow's Spanking

This is part 1 of 4 from January's live show.
Boobs (Ruby) and Romeo (Juliette) are first face off with the straps competition. A sexy sight seeing these two woman squirm and struggle to get out of the tight straps. The one to remove the most straps and clothing gets to cum while the loser gets whipped hard. A warm up indeed
Boobs and Romeo are bent back on hands and feet. Hips pushed out with their pussies out in the open. Their ankles and wrists chained out to be caned in the most sensitive fleshy parts. They are finger fucked to be distracted on how hard the position is. We fasten zippers all over their front side and remove the support beneath them. Watch as they struggle to keep themselves up or slowly pull off one clip at a time as fatigue sets in.

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Jessie Rogers and Riley Evans work in an underground drug operation where they try to steal some of the product. Bad Idea! Head guard, Chanel Preston, turns them over to the cruel and ruthless crime boss, Mark Davis, who makes them pay through intense sex, punishment and strict bondage! Two beautiful and busty girl's darkest fantasies come true in this feature update!

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Office Boy Reprimand

Stella Cox likes to play games. She plays in her room with her big box of toys: nipple clamps for her big, beautiful all natural tits. Anal toys for her round and hungry ass. But what Stella really wishes for is someone to dominate her - to take her in hand and fuck her hard in the ass, someone to make her their bitch. Stella's fantasy fuck comes to life when Seth Gamble appears to make Stella's dirty dreams come true. Hard bondage, corporal punishment, gags, clamps, and lots of rough anal sex take Stella from fantasy to the reality of BDSM.

He told me he was a photographer. He said he just wanted to take a couple pictures of my ass. It is my best feature. I thought for a moment that it might be cool, but something about the way he touched me without asking. Something about how he moaned.

Woodland Arse Abuse

We 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.

Woodland Arse Abuse

Foot torment is a fine art. People's feet take enough of a pounding on a daily basis that they tend to disregard them as a means of inflicting suffering. OT doesn't have that problem. Delirious Hunter does. Her feet are locked in stocks, and OT has his hands on a red hot poker. It's an absolutely amazing bit of edge play that Delirious was completely unprepared for.

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What is an excellent way to break a slave down quickly? Put them in the room with Goddess Aiden Starr. Within a few minutes, Aiden is in Anikkas head, and within an hour she is fist deep in Anikkas pussy.

Mistress Bella Rossi has redhead bombshell Lauren Phillips bound and at her mercy. Lauren begs for orgasm while submitting to flogging, spanking, and finger banging. Next, Lauren is bound with all her holes exposed for her Mistress's pleasure. Lauren worships Bella's stocking-clad and naked feet before servicing her Mistress with enthusiastic pussy licking and ass licking. As a reward for bringing her Mistress to orgasm, Lauren gets a vigorous dick-on-a-stick fucking and tons of orgasms. Finally, Lauren is strap-on fucked in her pussy and ass while she continues to come over and over.

Firm Hand Spanking

Jenna is so new to porn she still squeaks. We give her the full Hogtied treatment, just so she can get a feel for the pleasure and pain of rope bondage. First scene Jenna finds herself in a classic damsel in distress tie, balancing on her tippy toes with a vibrator tied against her pussy. After she endures some flogging, she is rewarded with another hitachi trapped against her clit. Second scene, it is time to take this cunt for a ride. We show Jenna a classic doggie style tie that forces her ass up, leaving her holes open to all sort of violation. Vibrators, fingers, and finally big rubber dildo all find their way into this girl's pussy. The last scene is special. Jenna has never done anything with anal on camera - EVER. We cannot turn down this opportunity, and manage to squeeze a piggy tail butt plug into her virgin ass before tying her spread eagle. It is pretty entertaining watching that curly little tail bounce around her big pink ass as she screams and tries to rescue her clit from the hose. Her final lesson in bondage for the day contains something about letting go and being at peace, but really its about not being able to get your sensitive nipples and clit away from the bad man, and all those terrible unstoppable orgasms that ensue.

Ivy has the typical shy girl next door. That is until the ropes go on and she starts to orgasm from heavy caning, ass fucking and sever bamboo bondage suspension! Tied in ways that expose her cunt and asshole, Ivy is left to the mercy of her pleading eyes as her screams & whimpers try to get past her tight gag.

Syren de Mer and Bill Bailey fall into a twisted relationship of power and submission. The two of them have a criminal enterprise going where the payoff will set them both up for life. However, Syren has a different plan. When the slutty gangster moll double crosses Bill and hides out at her step-daughter's apartment, Bill tracks the two of them down and gets his revenge. Katy Kiss is beautiful and brilliant as Syren's adorable step-daughter who has to pay the price for her Mom's betrayal.Katy is made to please Bill's dick as Syren is bound and gagged, helplessly watching her innocent step-daughter mauled and molested by her criminal boss. When he is done with Katy, Bill pushes his hard cock deep into Syren's big round ass and her face into Katy's tight, puckering pussy. Bill makes the women do bad things to each other, and he makes them both very sorry they ever tried to fuck him over.

Anal MILF Syren de Mer is trained in domestic cock service. First she is challenged to endure a simple stress position to earn her training collar. Hard face fucking while warming up her ass for reverse anal fucking.

Rain DeGrey is legendary for her orgasms. Her cunt is on a hair trigger and will betray her every time. Long after she is sweaty, tired and unable to breathe, she will keep on cumming. Long after she wishes the relentless orgasms would stop washing over her, she will keep cumming. Naturally, all anyone ever wants to do is stick this slut on a sybian and watch her lose her ever loving mind.

Sabrina Banks is a hot young little slut eager to learn more about bondage. She knows a little about rope but is still new to the scene. In this shoot we have Sabrina spread out, slapped, fucked, flogged, zapped, suspended, and left a squirting mess on the dungeon floor.

Darling returns for a very intense lesbian BDSM experience with Lorelei Lee including lesbian bondage, fisting and anal fucking!

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Naughty Nanny Day Four

There are a lot of ways to torment your submissive or pain slut, but when you do it with the bondage alone, you've done something. Mia begins in a basic standing position, but when her heels are removed and then her entire body lifted off of the ground by her hair only, you see how dedicated this whore is to suffering. She suffers in every position from a multitude of punishments and torment before she is made to have screaming orgasms.

When a beautiful but desperate grad student applies for a housekeeping job at a mysterious estate, her new job duties take her to the dark side of service, bondage and sex.Juliette March play a sexy and vulnerable young woman drawn into Derrick Pierce's house of domination. Juliette submits to Derrick's bondage, nipple clamps, gags, whipping, hard anal sex and sexy, sexy humiliation.

Our little Nympho MILF is learning a little about grace under pressure on her journey through the Training of O. She is also getting fucked in the ass allot. In this installment, Veronica Avluv is taken back to the dungeon where she must prove herself worthy to return to a plush, domestic setting.Avluv is first made to suffer the cowgirl trainer, a simple device designed to make or break a slave girls ability to 'Do The Work'. Once past this trial, she may proceed to getting some real cock. First her face is brutally fucked in a blaze between masturbation, pussy control and deep throat skills.TTOO is famed for it's brutal cowgirl fucks, and Veronica applies herself to the task with a vengeance. Once her pussy is heated, she can accomplish anything, and she slams that huge gimp dick with her pretty little pussy for all she is worth.When we finally sink that cock into her waiting asshole, she cannot control the overwhelming orgasms and she is gone. Watching this slut get her ass pounded into oblivion in the name of servitude has a poetic justice to it. Is she good enough? You decide.

Cradle of Pain Gallery #122

I the BurdenShe wants a collar. I give her a collar of steel she never wants to wear again.II the BoxSensory deprivation and nipple training with my thumb up her ass.III Little Cock SuckerI make her beg for that hard gimp dick. Before I let her show of her oral skill, I stuff her ass with a rubber cock on a stick.IV Anal WhoreThe order is simple: show me how much of an ass whore you can really be.

Trussed Up & Pegged

Kristina Rose is a bored house wife who has sexually fantasies of her husband doing the kind of cruel things to her that she truly desires but would not dare ask for. In one fantasy, she is tied to a tree on the side of the road by the driver. She is striped down right in front of her husband and fucked for his amusement. Then she imagines the maid, Lizzy London, being brutally fucked along with her in bondage by both men. There are some intense scenes with hard fucking and anal sex in this erotic role play fantasy update!

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Best Pain Porn - Free BDSM Pictures Girls Anal Torture

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