Kacie Castles Punishment Game

Kacie Castles Punishment Game

Kacie Castles Punishment Game Sexy Kacie Castle loves to play the punishment game. Kacie was a Bad Girl, and Seth Gamble gives her a chance to make it up to him. Kacie is told to clamp her own nipples, and from then on she takes her punishment like a good girl. Kacies ass is not the only thing that gets spanked. Her squirting pussy is plump as a plum by the time we are done slapping it and fucking it. When Kacie takes her punishment in the ass she begs for redemption, and Seth anoints the slave with a hot load across the face. Kacie was a bad girl, but shes a good girl now


Download Video

Video

Karlee Grey, Begging in Bondage

Karlee Grey, Begging in Bondage 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 singletailed whip around and around repeatedly smacking Karlees ass through her polkadot 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 shed like all the pain hed like to give her, and so there it begins. Ramon repeatedly smacks Karlees 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 shes begging to cum. In the next scene we find Karlee completely naked on her knees, bound with rope to a wooden St. Andrews 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 Ramons 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

The Principles of Anal Servitude, Final Day
video

The Principles of Anal Servitude, Final Day

The Principles of Anal Servitude, Final Day India Summer becomes an Anal MILF Slave when she graduates from the Training of O. MILF of the year endures pain, discipline and physically grueling sex positions on her four day journey through our slave training program. Todays finale emphasizes what she learned, and what she has become

Spanish Slave Girl Begs for Discipline and Training
video

Spanish Slave Girl Begs for Discipline and Training

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 dominants cruel and sexy attention. In Amarnas case, she mouths off. Thats fine. In the end, she will admit to what she really is a smart ass masochist

Day 1 Seven Slave Intake
video

Day 1 Seven Slave Intake

Day 1 Seven Slave Intake The day begins with our new candidates arriving at the Armory. Upon arrival they are shackled together and made to march around the drill court and then to the basement of the Armory where their training will start. They are tested on many different levels of endurance and pain tolerance, until two get dismissed at the end of the day

Training of a Bondage Slave Eliza Jane Day Two
video

Training of a Bondage Slave Eliza Jane Day Two

Training of a Bondage Slave Eliza Jane Day Two 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

Breaking in the New Recruit Moka Mora
video

Breaking in the New Recruit Moka Mora

Breaking in the New Recruit Moka Mora Fresh faced and eager the stunning new bondage whore Moka Mora was blushing with excitement when she met James and Tommy for the first time. She likes it raw and was hungry for it all. But enthusiasm for hard fucking alone isnt enough to make a girl into a real submissive. Very few have the discipline, comportment, and appreciation that James demands from his potential new sluts. Moka is pushed almost immediately to vocalize her experiences to the skilled observations of her trainer. James senses that Moka is intimidated by the experience and probes deep into her psysche and demands her attention. She lacks focus. She lacks discipline. She lacks the ability to anticipate her trainers desires. But James approaches cautiously as one might handle a spooked animal. He soothes her as Tommy wales away on her ass and pussy with a flogger. She remains focused on James, processes her first experience, and has her first success as a wanton submissive. It was little more than a meek expression of gratitude, but her breathy utterance of, Thank you sir, lets James know that he is on the right track. He throws her a bone to keep her placated and engaged by telling her very quietly, Good girls get rewards. She expressed a keen desire to experience electro stimulation and James was only happy to oblige. Electrostimulation pads are taped to her inner thighs and she was placed into a squatting position over a vibrator. Here she learned to exude unflinching gratitude as her handler stimulates her pussy and thighs with both pain and pleasure. All the while Tommy is jamming a long dildo down her throat as if to coax the gratitude out her vocal cords with the skilled manual manipulation that one might expect from a master plumber of whore holes. Even as she gags she whispers, Thank you sir. She moans with pleasure as the vibrator edges her towards an orgasm only to be denied at the last second by the rush of an electroshock. Exhausted from her first two scenes, Moka is now ready to have her holes examined to determine their worthiness. And Tommy is only too happy to oblige. He fucks her pussy, her asshole, and her mouth relentlessly, slamming the table that she is on clear across the room. He doesnt let up and slides his cock in and out of her tight asshole and then directly into her tiny pussy. She coos with delight and whispers never ending thanks and praise for all the attention that she has received from her stewards. James told her at the beginning of the shoot that all good girls get rewards, so Tommy delivers her pussy and asshole a big cream pie. She says thank you over and over again as she watches Tommys load ooze out of her broken whore holes. Moka learned her lessons well

Eighteen Year Old Kinky Slut Learns Her Manners
video

Eighteen Year Old Kinky Slut Learns Her Manners

Eighteen Year Old Kinky Slut Learns Her Manners JoJo Kiss is a brand new, eighteen year old beauty that comes to Training of O to learn more about BDSM and sex. JoJo begs to come while nipple clamps pull on her tightly tied all natural tits, and her sadistic slave trainers teachers her the Rules. When Bill Bailey begins to work her tight little pussy, JoJo struggles to open up enough to let him in but Bill is persistent, and soon enough he is pounding her tight pussy into convulsive, kinky orgasms that JoJo Kiss will not soon forget.

Anal MILF Syren de Mer Earns Her Final Marks
video

Anal MILF Syren de Mer Earns Her Final Marks

Anal MILF Syren de Mer Earns Her Final Marks Hardcore Anal MILF Syren de Mer learns to process pain while getting fucked hard in the ass. Huge toys stretch the submissive MILFs tight asshole, and hard nipple clamps twist her nipples painfully as the huge cock pumps her plump, round ass. Slave MILF Syren begs for cane strokes and her pussy longs to wear the traditional mark of a slave Welts. The cane cuts the air and welts the soft mound of her cunt. Syrens Huge Tits bounce as she is fucked hard in the ass, and the cane cuts a sure welt across her tender tits, leaving a raised welt in its wake. Hard, thick cock is shoved down her slave throat and the plug stretches her tight slave ass. Bondage ropes dig into her ass, opening her gape for all to see. Clothespin zippers tear at her cunt and nipples as the cock reams her tight, spasming asshole. The Slave MILF pleads and begs with her eyes, but only gets more cruel treatment till it is time to beg for the come.

Big Tit MILF Faces Her Fears to Get Dick
video

Big Tit MILF Faces Her Fears to Get Dick

Big Tit MILF Faces Her Fears to Get Dick Shay Fox is terrified of small spaces but wants to face down her fears on Training of O. So we put her in tight bondage, bolt her head into a box, then put her into another box and screw the lid on. Her pussy is vibrated the whole time and she is told that the only thing to fear is what she brings into the dark with her. Our brave MILF survives the box, but before we are done she must show us what she learned and get fucked by the gimp while her head is bolted into a confining head box. Its pure objectification and fear play on Training of O, the ONLY slave training web site of its kind!