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!!

We here at Sensual Pain are all about slutty, promiscuous harlots. but we simply won't tolerate an adulterous whore. Tess Dagger has been sent to us to be kept in confinement until the hour of her atonement in which she will suffer for her wrong doings under the hand of Master James. Traditionally, in order to be cleansed of ones iniquities, blood must be shed. In this regard, we are sadly limited in what we are able to publicly display. however, with much practice, Master James delivers quite the adequate alternative with his behavior correcting techniques. And George (the cat) made Tess' suffering not in vain by capturing the sacrificial bird in his debut leading role as "The Executioner".

Riley Reyes gets treatment she'll never forget. It must have been a panic attack. I got really upset about things in my life. I had no idea how much worse they could get. The facility they took me to was supposed to provide me with help. Instead OT just helped himself. I don't remember being transported to his special dungeon. I just remember waking up and feeling groggy. Once I realized what was going on. That I wasn't going to get the help I needed. Rather that I was going to serve the sadistic whims of a madman I did my best to play along. I took his torments. I participated in his horrific sexual experimentations. I let him touch me. I let him put his fat fingers inside my asshole. I thought I was crazy. I thought I needed help. I guess I was wrong. All I needed was to find the right person to touch me in the right ways.

Today we are getting down to the wire. We have the Cheyenne Jewel who is a beautiful, muscular Cowgirl ranked 2nd in our Big Ten tournament. She is taking on Ultimate Surrender's favorite Bratty MILF, Penny Barber. Penny Barber has a brutal Giftwrap maneuver that most girls can not seem to figure out. Cheyenne Jewel has a bull like ability to push girls over and overpower them. Both of these beautiful wrestlers have fine asses and they use their asses to hold each other down. One wrestler takes the lead after ripping and orgasm on the mat from her opponent. The winner fucks the loser with the biggest dildo our strap on can handle. Loser is humiliated with hand gags, fisting, orgasm denial, hair pulling, spanking face sitting and ass smothering. The loser is fucked so hard in the ass, her asshole is left gaping open.

Ebony Goddess Misty Stone is holding auditions for her personal Apollo, the perfect man to do her bidding and bend to her dominating will. After a string of duds, in walks Lance Hart, oblivious to what awaits him. Misty is unimpressed at first, but after telling him to strip and seeing what an obedient, quick learner he is, she decides to give him a chance. Misty truly uses Lance for everything she desires. She oils him up and teases him. She uses his body for her own arousal, not letting him touch himself while she touches him everywhere. She then blindfolds him and shoves her long thick strap-on down his throat, making him choke and gag on it, lubing it up with his spit before she slams it into his ass. She pounds Lance on his stomach and then on his back, loving every howl of pain and pleasure coming from his filthy mouth. Lance shoots his load all over himself, and Misty scoops it up and feeds it to him. She's enjoyed running Lance through the ringer, using his body for her pleasure, and milking his prostate deep and hard. But she's still not done with the poor man. Finally she fits him with a dildo gag, puts him on his back and uses his face to fuck. Lance can only lie there, staring up at Misty's beautiful body and perfect pussy writhing above him, using him to cum. When she's finished, she leaves him there, spent and used. Next!

Melissa is a sexy young lady that started out wanting to know more about bondage, but quickly became a bondage slut at the hands of The Pope. The proverbially door opened and she learned things about herself that she had no idea were there. She now craves to submit to him, she needs to be restrained in his ropes, and most importantly desires his sadistic touch. She is subjected to extremely devastating bondage, that would make some tap out, yet her pussy gets wetter. The torment introduces her to a feeling that she's never encountered before, yet she embraces the pain as it warmly overtakes her body and mind. Melissa shows her excitment and submission with uncontrollable squirting orgasms. Every scene is filled with juicy squirting orgasms to prove how authentic her experience really is.

Blonde pain slut Dresden is nervous as she enters the dungeon of the renowned Mona Wales. Luckily, Mona knows how to make shy slaves open up. First, Dresden strips for her Mistress. Once naked, it's time for Dresden to find liberation in bondage. Mona buckles Dresden in arm binders so her pet feels nice and helpless. Bound and unable to escape from her desires, Dresden admits she wants to be a good little ass eater! Now the real training begins! Dresden gets her tits cropped and her round ass spanked red. Dresden struggles and giggles as her feet are tickled and cropped. Dresden worships Mona's shiny black boots and legs. She works her way up to Mona's juicy pussy and is rewarded by her Mistress coming all over her slutty face. Then Dresden gets finger banged and gets her cunt vibrated to multiple orgasms while Mona plays with her tits. Even after coming, Dresden is still horny – she writhes on the ground and rubs her clit all over Mona's boots. Next, Dresden is bound and ready to suffer. Mona warms her pet up with the flogger before putting small metal rubber-tipped clothespins on Dresden's tongue and tits. Then she clamps Dresden's slutty pussy shut with more clothespins. Once Dresden is all decorated Mona continues to use her pet's warm wet mouth. Dresden licks her Mistress' pussy to more orgasms and she even gets to eat her Mistress' ass. Mona is so pleased with her pet, she vibrates Dresden's wet throbbing pussy to more orgasms. Finally, Dresden is draped in heavy metal chains and fucked! Mona takes Dresden's pussy first and fucks her slut nice and hard with her strap-on cock. Once she's wrecked that hole, she turns her attention to Dresden's ass. Dresden begs to get fucked faster and harder, and Mona gives this anal whore exactly what she asks for. Dresden's moans get louder as Mona spits all over her, making Dresden even sloppier and more filthy. Dresden comes hard on Mona's dick and even when Mona is done with her holes, there's no rest for the slutty. These two babes are all over each other as Mona continues to vibrate Dresden's cunt to orgasm after orgasm after orgasm.

Dylan has is back and hotter then ever. She has a different kind of glow about her today, and is feeling a little more frisky than usual. The Pope suggests going more extreme with the bondage and she is ready for the challenge. The bondage will be part of the torment in every scene, and in one of them it's the only torment she can handle. This is one of the most grueling shoots that Dylan has had to endure, and you can easily understand why upon watching it. Her muscles are stretched to spread her legs as far and wide as they will go to expose her dripping wet pussy. The pain comes in strict and unstoppable. Her skin turns to a bright shade of red almost instantly as she is tormented. Her feet are going to be a main focus in this first scene, as well as the rest. Her pussy is filled with cock and then emptied with squirting orgasms. The second position will test her on every level. She is held up with one point to the sky and made to balance on her head and toes. Her mouth is tied to her ankles to ensure the most brutal experience of the day. She is then suspended in a side hogtie and tormented more before draining her pussy with more squirting orgasms.The final scene we bend her over a wooden horse and have our way with her one last time, fucking her pussy and finger banging her tight little ass hole.

Ariel Anderssen is back for more training! Her nipples need to be a little longer for maximum effect in the red cow milker, so we let her sit in the barn for a while with extreme nipple stretching clamps. These clamps can be adjusted to stretch the nipples even more, and they are very harsh Japanese clover clamps. We tell Ariel to give the clamps a few more turns, stretching her poor nipples to the max. Then it is on the milking bench, hands cuffed behind her, to get a nice long session on the red cow milker with her stretched out nipples. A nose hook prevents her from letting her head hang down. Ariel thinks this is all a bit too much. But it's not. It is really necessary to get good results later on!

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.

Curvy Adara is hopped into the living room tightly bound and gagged. Her wrists are tied behind her back and her curvy legs are fused together in ropes. A large ball gag that spreads her jaws has been jammed between her teeth. The Hunter forces her to hop on her bound stiletto heels swatting her ass when she stops to rest. He tells her that today is going to be special for her, he is going to slammed her elbows together behind her back and weld them there in ropes. Adara has never had her elbows tied completely together before and is scared. The Hunter forces her onto her knees and bends her over the sofa an leaves her alone in nervous anticipation of having her elbows crushed tightly together behind her back. She rolls over and worms her way up to sit on the sofa. Adara has a change of heart and struggles to her feet and hops to the door still tightly bound and gagged. As she struggles to open the door the Hunter comes back and catches her. He forces her to hop back to the living room. Adara bites down on the rubber ball gag as he wraps his rope around her upper arms and then slams her elbows tightly together. Adara grunts into her gag as she feels her elbows kiss together behind her back for the first time. She can feel more ropes through the leather gloves encasing her arms as he winds more ropes down below her elbows and her forearms fusing her arms tightly together behind her back. She has never felt so helpless and armless before as he ties off the knots. He pushes her back onto her knees and runs a rope between her bound stiletto heels up to her now tightly bound elbows. Adara is pushed to the floor on her belly as the Hunter cruelly hogties her on the floor. He leaves her laying on the floor totally helpless and immobilized in the elbow crushing hogtie. She sobs and cries into her gag not knowing how long she is going to have to endure the cruelly tight bondage.

Slave Jess is usually on the submissive side of things but not today. the cards are suddenly turned when she catches someone spying on her and sniffing her panties when she's not looking. Little did he know she had been recording him in order to use it as blackmail for later when she needed a good fucking. It would sure be devastating if someone important found out that you had been inappropriate with your urges. But we can't really blame you after seeing how Jess begs for your thick cock to fill up her tight pussy. To have that waiting for me when I got home from work would be irresistible. Watching her struggle to get that thick dildo inside made me want to give her a hand and possibly another throbbing appendage.

Cheyenne Jewel is our muscular red head cowgirl wrangler who has beat out one of our finest wrestlers, Mia Li, to make it to the finales. She is taking out our toughest wrestler, ranked #1, our hot, sexy muscular MILF, Izamar Gutierrez. This is intense 100% competitive grappling and sexual fighting at it's finest. The action is back and forth, with each girl getting leg scissor holds, submissions, chokes, sweeps, and throws. Both girls do rough fingering on each other, trying to make the other cum on the mats. When the buzzer goes off, we have a winner. The Loser is tied up in bondage, ball-gaged, stripped of her colors spanked, tit slapped and made to take a huge winner cock while the winner wears a strap on and torments her with verbal humiliation. While the winner fucks the loser's pussy, she sneaks a thumb into the loser's tight asshole to let her know who's boss. The winner face sits the loser and uses her face and mouth to climax to orgasm. The winner's big Beautiful muscular ass bounces off of the lips and tongue of the humiliated loser. The loser is thrown in to a beautiful doggy style position that shows off the losers curves and muscular physique. While the loser is in doggy position like the little bitch she is, the winner pulls her hair and fucks her hard. Since there were two submissions in the wrestling segment, the winner gets even with the loser by making her tap out to two brutally strong Leg scissor squeezes. The Winner is deemed the Summer Champion for 2017 and calls out Mistress Kara for next season! This sex fight is over but the battle isn't over. These girls will meet next season in another exciting sex fight competition.

Alexa is slowly exploring her submissive side. She has been exposed to bondage before, but never like this. This is a world that she had no idea even existed, yet now that she has been exposed she is terrified. The first scene we put her in our vampire trap, which uses sharp wooden stakes to press against her milky flesh. Every tip is placed with precision to ensure that if she moves, she will regret it. The fear shows up quickly on her face and The Pope sees it. Instead of launching a full attack, he calms the new slut. He guides her through the fear and shows her how to channel it and to move past it. The fear doesn't go away, but she finds a way to cope. The next position has her ass high in the air to allow proper penetration of her slutty pussy. In the final scene she is placed on the floor spread eagle. The torment continues, but it is now helping her get through the fear instead of adding to it. The orgasms ripped from her pussy are proof that somewhere deep down inside, she is the submissive slut that she wants to be; she just need to believe that too.

Storm has found herself in quite a bind – literally! Clad in a black leotard and swim cap, she's been tied tightly with tape and gagged with a packed mouth, held in place by black electrical tape wrapped tightly around her head!! She's just the latest MILF to be sold off by me to some nasty buyers who are just itching to get their hands on an unwilling bound and gagged girl! She does her best to escape, "mmmmmpppph"ing and struggling for all she's worth, but it's no use! She'll make quite a lovely plaything for her new owners!

Our German hucow Angelica has been milked a lot lately, because she is the popular choice of farmers (fans who came to the barn) in the Want-to-be-a-Farmer program. She hates the fact that she is always chosen for these fan milking sessions when one of you comes to visit the barn. But all this milking is good for her, because it will elongate her nipples and adapt her to the hucow lifestyle. She is now used to being chained in the barn, but she still smiles a little too much. There is nothing like a good session on the powerful red cow milker to wipe that smile off her face!