Gorgeous Blonde Cadence Lux is a Good Whore (2020/HD/2.69 GB)

It's Cadence Lux's first training and she's ready to prove herself. She has a beautiful body, perfect breasts, legs for days, and expressive eyes. First, she is tied upright and spread eagle for inspection. She is gagged with a strap of leather and flogged all over. Once her gag is removed, the games begin. One of her legs is marked "Good" and the other, "Bad." Each time she is good, she receives a caning on the corresponding leg and vice versa. Cadence loves brutal, degrading treatment, and she cums hard, squirting, and since she asks for permission like a good girl, she receives a bright stripe on her "Good" leg. Next, she is bound in a chest harness with industrial clamps on her nipples. This good little cock whore delivers a messy spit-filled blow job. She strains against the ropes holding her back to choke on cock like a good little slut. Cadence is an enthusiastic cock sucker and ends up covered in spit and drool. For doing such a good job, she gets rewarded with orgasms and another stripe. Now the real fun begins. Bound on her elbows and knees, Cadence begs for cock as she gets flogged, spanked, and zapped. She loves getting her pussy filled and once she has a dick in her, she pleads for permission to cum until she is granted release. She cums hard multiple times on dick and is still hungry for more. Finally, the real and final test begins. Cadence is bound with her cunt exposed. Her nipples are clamped and attached to her toes. If she puts her leg down, her nipples will bear the pain. As she struggles to keep her leg upright, she gets fucked, flogged, and caned. Caught in between pleasure and pain, this greedy painslut cums hard. She keeps cumming through all the pain and impact play as her pussy is fucked, fingered, and vibrated. At the end of the day, it's clear: Cadence is not only a good whore, she's also a tough painslut.
Karlee Grey - Begging in Bondage (2020/HD/2.06 GB)

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 hands bound by leather cuffs attached to the ceiling. Ramon swings a single-tailed whip around and around repeatedly smacking Karlee's ass through her polka-dot mini skirt. He rips her shirt open, exposing her big natural tits squeezing and slapping them from behind. He asks what she wants and she replies saying she'd like all the pain he'd like to give her, and so there it begins. Ramon repeatedly smacks Karlee's pussy with a crop, applies nipple clamps to her tits and zaps her with electricity. He ties one leg up in the air, blindfolds her with his shirt and fucks her senseless until she's begging to cum. In the next scene we find Karlee completely naked on her knees, bound with rope to a wooden St. Andrew's cross with a vibrator held in place and affixed to her pussy. Karlee gets her mouth used like a whore as she sucks and gags on Ramon's fat cock over and over until her tits are dripping with spit. Later Karlee finds herself placed on a box in another rope bondage predicament face down and ass in the air, wrists bound to her ankles. Ramon gets the clover clamps and attaches one to each labia and slides his meaty dick into her slutty pussy and pounds it hard deep and fast. Karlee begs and begs to cum but Ramon is too amused by her cries and will not allow her to have an orgasm until he hears her screaming at her most desperate. In the final scene Karlee is on her back, blindfolded with her tits tied up. One foot tied in the air and the other pulled to the side by another rope. Ramon continues to torment her with zappers vibrators and extreme orgasm denial as he wrecks her pussy once again ending in an orgasmic crescendo
Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage (2020/HD/2.32 GB)

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 up for with a ceaseless, dogged determination to jiggle and twerk her perfect milf ass all day long. Her squeaky innocent voice didn't fool James and Tommy for one second. They both knew right away that this whore was a cock-gobbling, sex kitten that only wants more and more satisfaction. James puts her to work and gives her two tasks to learn throughout the course of the day. The first is to say please and thank you. The second -and my god did she ever take this commandment to heart- was to jiggle her ass and tits at all times. First she was tied in place standing upright and was shocked repeatedly with and electric zapper to get her engines moving. She learned to the balance of power and was able to quickly understand that what is good for Dom's is what is good for her. A crotch rope split her ass and pussy in two creating a harness for Tommy to grab so he could help her ass bounce. Once she was warmed up they threw her to the ground and shoved Tommy's massive cock down her throat. She gagged and drool oozed all over her tits and face. As soon as she could catch her breath, the cock would cram down her throat, making her whimpers of gratitude barely audible. But that only made her hungry for more. Her heavenly booty was then put on display so Tommy could fuck her tight pink pussy from behind. Crouched in a doggie position her firm and perfect ass gyrated as Tommy pounded her behind. Pleased with her gratitude and her commitment to shaking her ass, she was then allowed to lie on her back and take Tommy's dick as deep and hard as possible. She came over and over and just when her multiple orgasms couldn't possibly continue, Tommy blows a giant wad of cum all over precious tits. Breathless and sweating, she keeps bouncing and thanking her masters for their generosity. Richelle Ryan shakes her ass and tits all day long while restrained in rope bondage and fucked by a massive cock!
Abigail Dupree - The Dig (2020/FullHD/2.99 GB)

It was inevitable that Master James would start to run out of space for all of the diabolical creations that are fabricated from His imagination. So He did what any sensible Master would do and put His slave abigail to work on digging a hole for an underground vault just big enough for her to be tucked and rolled into.for safe keeping of course. slave abigail, heavily clad in chains, leather bondage and an anal plug, had been digging for the better part of the day in between her other slave duties. When she needed a break and was on the brink of exhaustion, she was locked inside one of the cantilever cages and hoisted to it's highest peak, making her vulnerable to unsuspecting eyes from every direction. In other words, she wasn't so eager to rest for too long. Down she comes to finish digging the hole that is nearly big enough to host the aluminum tub. Master James is caught in a very rare posture as he props his feet up to enjoy the view and a glass of iced tea as the sun sets and the hole specifications are met.
Jessica Kay, Master James - Fiddle Pig (2020/FullHD/1.95 GB)

Slave Jess has joined us for another installment of pain and suffering here at Sensual Pain. This time, she was the one askin' for a hurtin'. It was forcast to be a scorchingly hot day out and Master James had planned accordingly by waiting until about 4pm to get started. the hottest part of the day. By the look of slave jess's pure white skin, it's quite obvious this little lady doesn't find the sun to be enjoyable and by her own confession "never goes outside". She is stripped down and fitted with a metal waist cinch, heavy metal ankle shackles chained together, and plopped onto an upside down bucket right next to the scorched tree trunk in direct sunlight. Her disdain already showing at this point, Master James instructs his slave abigail to wrap slave Jess's hands into fists using medical wrap and fit her with the fiddle restraint that was dangling from a chain on the tree trunk.
Abigail Dupree - Bagged and tagged (2020/FullHD/2.66 GB)

This sexy slave girl, Abigail Dupree, is pushed to her limits yet again by being Bagged. Master James brings her to the edge of one of her biggest fears that could possibly take her breath away. He is constantly challenging her by finding new ways to ride that fine line of her limits and boundaries. Witness as Master James leads this experienced, masochistic slave to just this side of using her safe-word. Carefully balancing between a state of panic and twisted ecstasy. – A word of caution, this video could take your breath away.
Tess Dagger - Atonement (2020/FullHD/3.07 GB)

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".
Abigail Annalee - Stuck in the Mud part 1 (2020/FullHD/2.05 GB)

Part I: After a receiving a full experience at Paintoy.com just two days prior, this little pain slut was back for more. But it just didn't seem right to give her exactly what she wanted. For being such a tough girl, Abigail Annalee sure has a lot of fears. Master James just so happened to tap right into them one after the other. Hoisting her up high in the cantilever cage reveals her fear of heights. Trembling and petrified, she is taunted by Master James as his unpredictability with the simplest of implements, tests her to a point of tears. Freezing cold water from the pressurized spray nozzle catches her off guard between her spread legs and another point of her anguish is discovered. the cold. Being the country bumpkin she is you'd think she was used to getting dirty but when the mud starts flying, the grimace on her face shows disgust and humiliation. She begs for pain instead of these horrible things as she is brought back down where the real fun begins.
Abigail Dupree - Slaven Exploited (2020/FullHD/3.28 GB)

Master wants to fuck me; exploit me for all that i am worth. He wants to see me exposed for his pleasure. Legs up and spread, pussy forward, arms behind my back in irons, gagged and restrained with steel and wood. This excites him. i can tell by the large bulge in his pants as he methodically puts me in restraints. Master shoves a dirty wooden block in my mouth and secures it with an impossibly scratchy rope. He puts all sorts of things in my mouth all the time because he likes to see my mouth opened and gagging. Master instructed me to insert a large pink anal plug to make sure my asshole was stretched and open for his cock just in case he wanted to use my alternate fuckhole. In complete submission, i am then whipped, caned and fucked for over an hour. Mmm, to feel Masters cock sliding in and out of my spread pussy was such a treat. i welcomed him with moans escaping my gagged lips. my legs were cramping so badly that i thought i was not going to last as long as Master wanted to use me. Tell me what you would do to me, how you would exploit this slaven if Master chose for you to have your way with me.to do as you wish.
SENSUAL PAIN - Impact Play Technique BDSM (2020/HD/1.23 GB)

Bondage Discipline Sadomasochism Impact play and tasting with whips, floggers, paddles, crops and Rattan cane. Master James is an authority in this kind of BDSM and Starlight has waited a long time to submit to Him, to be absolutely absorbed into his hands. If you are new to this kind of Dominant submissive energy exchange, then this video is a simple comprehensive introduction to this sensually painful tasting in impact play. If you are an experienced top or dominant, then I am sure you will find something in this vide to glean and possibly try on your next bottom for a closer connection with him or her. SPain – is a journey of a real life Master⁄slave dynamic with a fecund imagination in bondage torture devices that assist in sadistic deviance. We have a firm grasp on this subject, understand and practice the ideals of R.A.C.K. (Risk Aware Consensual Kink) as well as SS&C (Safe, Sane and Consensual) in my BDSM life and practice. Real sessions – No actors – No fakes and recognized around the world for the passed few years.
SENSUAL PAIN - One Horse Prison (2020/FullHD/2.30 GB)

Sexual Talent Optimization Today's objective is forced orgasms while being bound, impaled and spread. Master James knows that slave 465 needs more intensive training and discipline in pain pleasure to orgasm involving an artificial cock prosthetic of the beast variety. The slave knows full well that the failure of any given task will bring quite server penalties. So, Oskar the Horse Cock replica is the point of interest today, firmly mounted on a single point prison for the slave to ride in her pussy. Though the insertable length is only 7 inch, the flare at the head is 2 1⁄2 inches in diameter. Not a small task but manageable for certain. She is shackled and orally introduced to the horse dong synthetic. Though exhibiting some enthusiasm at the sight of the girth prosthesis, we could say that the proof is found in the pudding. She is attached to the pole, the dong is raised deep in her cunt, choking collar tight, vibrator attached then further bound with layers of nylons used as arm binders. Master fucks her from behind while adding more tension to the spring loaded clamps pulling her pussy lips wider for the powerful vibrator painfully does its job on the swollen clit. Objective accomplished!
Abigail Dupree - Butthole Needs Work (2020/FullHD/1021 MB)

Master puts me in the pole restraint under the gallows with my ass out, head down and my neck in a steel collar which is attached to the pole mounted to the floor. He is rough with me as puts oils on my ass with his hands and I feel the inflatable ass plug painfully stretching the inside of my bottom. My neck slowly warms up the steel collar it is so cold, then shackles my wrists backwards to the top of the pole. This makes me know there will be no escape, completely at his mercy. He pulls the ass plug then fingers my bottom hole saying that my butthole needs work. Master cock rubs my ass, butt hole and pussy, I want him.
Abigail Dupree - One Horse Prison (2020/FullHD/2.30 GB)

Today's objective is forced orgasms while being bound, impaled and spread. Master James knows that slave 465 needs more intensive training and discipline in pain pleasure to orgasm involving an artificial cock prosthetic of the beast variety. The slave knows full well that the failure of any given task will bring quite server penalties.
Ramon Nomar, Roxanne Rae - The Training Of O (2020/HD/1.81 GB)

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!!
Tommy Pistol, Bobbi Dylan, Kimber Woods - The Training Of O (2020/HD/1.98 GB)

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.