Pushed to the Max: Cody Winter takes it all
Cody Winter is back in the dungeon and eager to suffer. Heavy metal chains are padlocked shut around his body, keeping him standing and exposed to the devious plans of Sebastian Keys. Sebastian pinch...
The Good Slave: Tough built boy Brian Bonds returns
Built slave Brian Bonds returns to serve the House, and Master Sebastian Keys is ready to put this tough slave to the test. Brian is put in chains and told to hold two buckets in his outstretched arm...
Kinky Tea Party with Jessica Fox
Wearing a mixture of lace and latex, the lovely Jessica Fox sets everything on her table just right for the tea party she is hosting for her gimp guest, Tony Orlando. Tony doesn't say a word through ...
Alley Cat Slut: New boy Brodie Ramirez gets tormented & fucked
This week's Men on Edge left new boy Brodie Ramirez tied up in an alley after being edged and teased. As Brodie struggles to get loose, Dominic Pacifico is on the prowl. He took down Brodie and he's ...
The Supremely Subservient, Ella Nova
With a stocking over her head and a blindfold covering her eyes, the beautiful submissive, Ella Nova is on her knees, arms stretched and tied at the wrist and thighs with rope to two vertical pipes. ...
Britney Amber’s Intense Whore Endurance Training
Gorgeous blonde bombshell Britney Amber has no idea what she's getting into when she signs up for Training of O. But she's here now and must endure all the intense unknowns. Britney begins her traini...
FIRST SHOOT for Muscle Stud Chad Stone
Muscled mustached Chad Stone is in for a lot of firsts in his first scene EVER! Once Chad gets chained up in metal bondage and blindfolded, and Sebastian Keys is ready to break in this new slut. He i...
Gorgeous Blonde Cadence Lux is a Good Whore
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 insp...
Chloe Cherry Gagged and Bound
Chloe Cherry sits, gagged and bound to a wooden chair in a red pleated skirt that's been pulled up to show that her hairy pussy has had an hitachi vibrator secured directly beneath it. Chloe's wrists...
Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!
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 ...
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 ...
Newbie Skylar Snow Endures and Indulges
Introducing Skylar Snow, a brand new strawberry-blonde busty babe here for the first time on The Training of O and here at Kink.com. Skylar Snow is not here to pretend for the camera, she's here to e...
Training a Pain Slut: Busty Melissa Moore’s First Submission
Welcome the stunning Melissa Moore for her first submission to The Training of O. This natural busty brunette is extraordinarily obedient and has a cock hungry dripping pussy and mouth. This slave de...
Shy College Slut, Roxanne Rae, Gets Ass Fucked in Tight Rope Bondage!!
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 h...
Two Submissive Sluts
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 a...
Muscled God Endures Extreme Torment
Like a greek statue chiseled from marble, Alex Mecum stands tall, his muscles glistening with sweat as he awaits the 30 Minute Challenge before him. Against the wall, his hands are bound above his he...
Extreme Anal Training: Anna De Ville
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 he...
Pleasure Training: Dolly Leigh
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 fantas...
