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. View more »

Anna De Ville is a pretty petite anal whore who came to The Training of O to have her ass stretched to its limits. We start with Anna tied in rope bondage with her ass in the air and a ball gag in her mouth. Tommy Pistol spanks and stretches Anna’s ass with his hands getting it ready for a big acrylic toy. Tommy then fucks her ass with the toy, violently stirring it around and pops it in and out of her ass with ease making Anna’s asshole gape so big you can see all the way into her pink butt tunnel. A short distance away, Tommy has placed two glass butt plugs on the ground. He explains that the only way she’ll get any cock is to waddle over and shove both glass butt plugs up her ass and waddle back. As she does so with ease, Tommy rewards her with a proper face-fucking and crams his cock and balls all inside her whore mouth. Tommy then makes Anna give back his toys. View more »

We start in a well lit white bedroom with Dolly Leigh sitting at the edge of the bed with her skirt up, fingering her pussy. James Mogul, dressed in all black is asking her questions about her fantasies while The Gimp, Owen Grey jerks off in the corner. Dolly has often had the fantasy of being taken, tied up, and taught how to worship cock and wants nothing more than to be molded into an observant obedient fuck toy. James Mogul along with the help from our Gimp, Owen Grey and his massive cock are both here to fulfill all of Dolly’s slutty desires. James gets right to it and ties Dolly’s wrists with rope behind her back, lowers her to her knees holding only her head and guides Dolly to Owen’s cock to give her the first lesson of the day. Cock Worship. He explains that there are four steps to cock worship; observe the cock, kiss the cock, pleasure the cock, and indulge in the cock. Although challenging at first, a few cracks of the flogger helps Dolly get it right. Next James has Dolly standing in a french doorframe, tied with rope to all six hinges along with breast bondage and a vibe tied to her inner thigh, smashed up against her pussy. View more »

It is just another day in the Corvus household. The sun is shining, birds are singing, the house is spotless, and his slave Summer Day is wearing nothing but nylons and heels and is ready to serve him when he gets home from a long day at work. What could possibly go wrong? Maybe it is too good to be true or maybe Xander has simply had a horrible day, but irregardless of reason, he is looking for a fight. Just two simple mistakes are all that it takes for him to have just cause to punish his little house slave slut. First he becomes irate at the sight of the wrong liquor being served to him by Summer. And, if that isn’t bad enough, he notices that her thumb is touching to top of the silver serving tray that his incorrectly poured drink sits upon. How can Summer be so careless? View more »

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 isn’t 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. View more »

The adorably bratty Juliette March is the Queen of all Pain Sluts and is super excited to be back for her fifth brutal round on The Training of O. James Mogul knows just how rough Juliette March likes it. She’s no stranger to Kink, and we all know she likes a lot of pain. It seems as though she actually needs it to cum. James Mogul shows no mercy punishing Juliette March whenever she breaks the rules whilst being trained on how to not act like such a petulant little brat. In the first scene of The Training of O, Juliette March is gagged, standing in a rigid predicament. Juliette’s slutty pussy is securely bound with rope to pieces of bamboo. One piece has a dildo at the end of it, stuck up inside her dripping cunt, all while John Strong incessantly flogs her ass and back, as James gives her a clamp for each nipple and the days lesson which is to keep proper eye line. View more »

James Mogul and Bill Bailey double-down on training the beautiful pain slut Stella Cox to not be afraid and to keep bouncing those big natural titties… View more »

What is to be done when an ungrateful wife steals money and lacks the respect that the man of the house deserves? Mr… View more »

Mandy Muse experiences The Training of O for her first time but is no stranger to Kink… View more »

Big Tits, Tight Dress, High Heels all tied up in rope bondage… View more »

Perky Slut Eden Sin has no discipline over her tight young body… View more »

Beautiful and sultry Violet Monroe tests her limits as Tommy Pistols guides her through tight bondage, breath play and hardcore anal sex… View more »

Ella Nova loves anal sex, but first she must learn her lessons… View more »

Sexy and flexible Eliza Jane is back for day two of her training… View more »

Carter Cruise is back for her dose of hardcore sex, bondage and discipline on Training of O… View more »

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