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...
The Upper Floor Returns With a Squirting Slave Fuck Fest
Our favorite BDSM swinger crowd returns for a new S&M party with the incredible masochist and squirting slut machine Melissa Moore to induct into the House. It's a war of the good girls, as Kira ...
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 ...
Tony Shore, Tied Up and Edged at the Gym
Tony Shore is a young handsome stud working out down at his local gym where he meets Sebastian Keys. Sebastian saunters over and spots Tony's last couple of reps and asks if he's ever been tied up be...
Scamming Squirting Slut Punished by Crazy Anal Housewife
It's a battle of the blonds as a scam artist faces off against a sadistic housewife resulting in brutal sybian, squirting, bondage, anal, humiliation, & pussy clamps. Cadence Lux is a hot little ...
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 ...
Muscle Stud Draven Navarro Gets His Big Cock Sucked and Edged
Huge muscle stud Draven Navarro is new to Kinkmen, but he's ready to take it on, and his excitement is matched only by his desperation to shoot his boiling load! Sebastian Keys and Chance Summerlin w...
A Mother’s Job is Never Done: Anal Assassin Trains Her Step-Daughter
Angel Allwood always thought the good life would be sweet. No longer tied to her old life as an assassin for hire, she decided to get married to a rich man and retire to a life of leisure. Little did...
19 year Old Slut Teaches Anal Fiance How to Serve Daddy
Roman Nomar find himself in a serious bind when his sexy new bombshell girlfriend Cherie DeVille and tiny little 19 year old slut step-daughter end up in the vacation house at the same time. Cherie i...
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...
Straight Beefcake Stud Gets Edged
Straight boy Darin Silvers finds himself gagged and bound in a dungeon with Sebastian Keys. Darin's never edged himself before and this greedy boy is in for an intense session of tease and denial! Se...
Black Stud Kaden Alexander Pounds The Fuck Out Of Kyler Ash
Kyler Ash is working in the storage room of a popular bar, except he's not exactly working. When no one's looking he whips out his phone to watch porn and jerks his big dick. His burly coworker Kaden...
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...
Hairy Hunk Shay Stone Gets Bound, Tickled, and Edged
Shay Stone arrives at the gym to find the David Emblem still tied up, spread eagle and exposed. As Shay rushes over to untie David, Sebastian Keys grabs Shay from behind and wrestles him down! Shay a...
Avi’s Anal Training with her Sadistic Step Family
Avi is a crafty little daddy's girl that arrives at her Step Father's house with plans to get back to her boyfriend, but Tommy's new wife Jessica see's right through her 18 year old lies and puts her...
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...
Helpless David Emblem Gets Bound, Suspended, and Edged Repeatedly
Sebastian Keys arrives at an empty gym, and while organizing the weights, he notices across the room the soft spoken and sexy David Emblem, gagged and suspended, bound to a punching bag with his ass ...
The Final Armory BDSM Orgy with a huge group orgasm!
In this last installment of the final Armory Orgy party, Nora finally earns her right to serve by Cherry's side. In Aiden's words, "If you have to lick every foot in this place, that's what is going ...
