Alex Harper, Pretty Pale and Pliant

Alex Harper, Pretty Pale and Pliant

Alex Harper, Pretty Pale and Pliant Bound on a square black table with skin as white as snow, Alex Harper is positioned on her back with a red ballgag between her teeth. Her wrists are tied firmly to the table with rope above her head. Wrapped around the end of her long legs are several loops of rope binding her ankles together and to the ceiling making her look like a sexy backwards L. Mogul fingers her asshole and flogs her bare ass and pussy then brings an assortment of insertable toys of diverse material. First a clear glass buttplug is slowly inserted into her tight hole, letting us see inside and looking quite as James puts it lascivious. Next an inflatable black latex plug is inserted into her asshole and James pumps in some air and tugs on what looks like a black rubber tail. After the inflatable, a metal toy is popped in and out of her gaping ass with ease. Tommy Pistol enters the scene and enters her ass for the grande finale and pounds her hole hard while Mogul applies clamps to her pale pink nipples. In the next scene Alex starts in a standing position, her deliciously perky pale tits are tightly bound with rope. With her hands also bound behind her back, James helps Alex to her knees and the nipple clamps are applied once again. Tommy instructs her how to suck his cock and she follows his commands like a good whore. Good whores get rewards so a vibrator gets pressed on her clit while James sticks his thumb up her pussy and presses on her GSpot sending her into an orgasmic frenzy, screaming with a mouth still full of Tommys cock. In the third scene, Alex is completely naked on her back with her ass in the air, bound in a piledriver position, ass already gaping. James whips her pussy with a crop and switches to a vibrator, going back and forth and makes her cum hard. Tommy fucks her cunt, pounding it like a jackhammer while James crops the bottoms of her feet. Tommy then fucks her asshole again and cleans his dick off in her mouth. In our final scene, Alex is on her back spreadeagle. With one leg frogtied and the other leg tied to the ceiling, Tommy fucks her pussy and ass until he cums, blowing his hot load all over her pretty face


Download Video

Video

The Training of a Nympho Anal MILF, Day Two

The Training of a Nympho Anal MILF, Day Two Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a practical domestic setting, her pussy starts to twitch and her asshole dilates in anticipation of hard cock. Beautiful pouting lips wrap around thick cock as nipple clamps pull painfully, bouncing huge tits as she gags down gimp meat. Reverse cowgirl is the goto position for slave training because it is BRUTAL. Avluv is strongest than she thinks, especially when stuffed with hard dick. Her pussy responds to the merciless pounding by spasming and squirting a quart all over the loft. MILF Avluvs final test for the day is piledriver anal. Ass up and open, she is unbelievably sexy in this ass pounding pussy squirting scene

Skin Diamond Day One Slave Ransom
video

Skin Diamond Day One Slave Ransom

Skin Diamond Day One Slave Ransom This month we are doing a story line feature about a young bartender, who is so spoiled that she is oblivious to the world around her. She becomes the next mark for me and my crew, to snatch off the streets and make some money off of. After being tricked and abducted off the streets of San Francisco, she is transported to my dungeon and held for ransom. She awakes afraid and weary, but sure of one thing and that is her world has just been turned upside down. She is bound in a strange place with a stranger in the room with her and what follows is her own true hell

Forging a Slave
video

Forging a Slave

Forging a Slave This is not a joke. It is for real. Just look at her face. Submissive Women come to Training of O to be challenged physically, mentally and sexually. Thats real sweat, anguish, pain and focus your seeing. There is no script, only the most scant planning. Its all about that girl, in that moment, and the stuff of which she is actually capable. Why do we push them so hard

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

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

Assessing Rilynn Rae, Day One
video

Assessing Rilynn Rae, Day One

Assessing Rilynn Rae, Day One Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams Fuck Me. And she is smart enough to know right away what she needs to learn The Curriculum Items The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area. Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update

Fear Training Stella Cox
video

Fear Training Stella Cox

Fear Training Stella Cox James Mogul and Bill Bailey doubledown on training the beautiful pain slut Stella Cox to not be afraid and to keep bouncing those big natural titties. Bill Bailey sends his fat cock balls deep into Stellas pussy and ass and even further down her throat, all while getting flogged and zapped with electricity. Stella is in her element and takes all that they can give like a good whore

Training That Ass, Savannah Fox Day One
video

Training That Ass, Savannah Fox Day One

Training That Ass, Savannah Fox Day One What assessment can be made of Savannah Fox other than Voracious Whore. What is the best way to bend a voracious whore to ones will? Deny Her. But first, she must sweat. I heard that she works out so I take her and my whip to the Armory Gym. She is strong! She knocks out probably 50 60 squats and sweat like a bitch in heat for us as I get some goals and rules out of her. Once she gets my program, I reward her with a hard squirting orgasm all over her pretty workout pants. I drag her to the dungeon and strip her down to naked. I slap some leather around her throat and fuck her face with anonymous, grunting dick. Between deep throat thrusts, I pick her up my the hair and torture her cunt with a vibe and whip the shit our of her tits. Thats when the pain slut emerges and she starts squirting all over the place. Who knew the little slut comes from having her nipples whipped? Girls got talent. The thing that really impresses me however is how fiercely she fucks that dick for us in reverse cowgirl. She is a fucking beast on that dick and we can barely keep up with her. It takes all I have to drain that cunt of everything its got, but I manage to get her completely used up and put away wet

Anal Training Amara Romani
video

Anal Training Amara Romani

Anal Training Amara Romani Anal Addict Amara Romani loves to be handled roughly, talked down to, tied up, heavy pussy slapping and fucked hard in the ass. She is an anal slave in the rough. When Amara comes to Training of O we give her exactly what she wants a deep sense of gratitude for the gifts she receives here.

Slave Training Karla Kush, Day One
video

Slave Training Karla Kush, Day One

Slave Training Karla Kush, Day One All natural blonde stunner Karla Kush wants to be manhandled by two men, told she is a bad girl, and made to suck and fuck her way back into the good graces of her Slave Trainers. This update includes hardcore sex in bondage, manhandling girl, multiple orgasms, whipped slave girl, submissive blonde made to suck cock and fuck.

Training of Carter Cruise Day 2!
video

Training of Carter Cruise Day 2!

Training of Carter Cruise Day 2! Carter Cruise is back for her dose of hardcore sex, bondage and discipline on Training of O. Tommy Pistol welcomes Carter back with a leather bound sloppy blow job featuring a nasty spider gag that spills drool all over Carters tied tits. Nice pierced nipples, Carter! When it is time to give up her submissive pussy, Tommy makes Carter work for the dick while she is tied in tight bondage. Great shoot, thank you Cater and Tommy!

Adriana Chechik Slave Slut Teaser
video

Adriana Chechik Slave Slut Teaser

Adriana Chechik Slave Slut Teaser Day Four of Chechiks slave training had to be postponed, but before she fled the building we were able to get a teaser scene in the can for you to whet your appetites. Chechik willbe back to finish her training, and in the meantime enjoy this little boner teaser in addition to our regularly scheduled update. Slut girl is put in a tight leather corset, arms tightly bound behind her back, pussy vibed with her nipples are tortured to orgasm. Super hot squealing slut girls gets teased to orgasm in the basement on Training of O.