Kink: The Training Of O

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Trained to Serve: Nineteen Year Old Alaina Dawson

Alaina Dawson in a hot, shaved nineteen year old..

Added: 2019-06-25 Rating: n/a

Training Lilly LaBeau - Day 1-Evaluating the Slave

Lilly is placed in a cage and instructed to wait..

Added: 2019-05-20 Rating: n/a

Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch

Big tit juicy redhead Lauren Phillips learns a..

Added: 2019-04-25 Rating: n/a

Eighteen Year Old Kinky Slut Learns Her Manners

JoJo Kiss is a brand new, eighteen year old..

Added: 2019-04-18 Rating: n/a

Training Lily LaBeau - Day Two - Trust, Deprivation, Humiliation, & Proper Service to a Female

Lily has trust issues, and for her full..

Added: 2019-04-17 Rating: n/a

Seven Slave Intake - Extreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak

The potential trainees arrive the evening before..

Added: 2019-04-17 Rating: n/a

Slave Training Jessie Cox, Day 4 - Submitting to a Goddess

Cox has proven that she can take cock, and even..

Added: 2019-04-17 Rating: n/a

Slave Training a Big Tit Blonde Bombshell In Bondage, Day One

Smoking hot porn star Cherie Deville is..

Added: 2019-04-09 Rating: n/a

Trained to Serve: Nineteen Year Old Alaina Dawson

Alaina Dawson in a hot, shaved nineteen year old..

Added: 2019-04-01 Rating: n/a

Lorelei Lee Day 3 - Learning the Ropes of Brutal Domination

Today is the day that pet learns what brutal..

Added: 2019-03-29 Rating: n/a

Juliette Day 2 - Heavy Labor, Intense Bondage, and Brutal Torment

The day begins with two, but it doesn't take..

Added: 2019-03-29 Rating: n/a

Anal Sex Slave Penny Pax: In Service

Penny Pax Pax has endured many days of training..

Added: 2019-03-25 Rating: n/a

Veruca James' Anal Submission

All natural submissive slut Veruca James loves..

Added: 2019-03-23 Rating: n/a

Speech Training Veruca James, Day Three

Talk Dirty to Me. It is a simple command, but it..

Added: 2019-03-20 Rating: n/a

Zoey's Anal Review

Gorgeous all natural slave in training Zoey..

Added: 2019-03-19 Rating: n/a

Training Kimber Woods to be the Best Little Anal Whore Ever

Kimber Woods is a thick ass brunette with a..

Added: 2019-03-16 Rating: n/a

Big Tit Milf Faces Her Fears to Get Dick

Shay Fox is terrified of small spaces but wants..

Added: 2019-03-09 Rating: n/a

Anal Fear: Roxanne Rae Day Two

Roxanne Rae is at Ramon Nomar's mercy when his..

Added: 2019-03-06 Rating: n/a

Masochistic Fuck Slut: Training Trillium

Hot little blonde Trillium in a masochistic..

Added: 2019-02-25 Rating: n/a

Spanish Slave Girl Begs for Discipline and Training

Spanish Beauty Amarna Miller begs for pain and..

Added: 2019-02-09 Rating: n/a

The Anal Submission of Lorelei Lee

Lorelei Lee crawls for cock in this feature..

Added: 2019-02-08 Rating: n/a

Petite Brunette Pussy Pounding in Hardcore Bondage

Beautiful blue eyed brunette Sabrina Banks puts..

Added: 2019-02-05 Rating: n/a

Big Ass Double Penetration Squirting Bondage Slave, Savannah Fox

Savannah Fox is a hardcore double penetration..

Added: 2019-02-02 Rating: n/a

Trained to Fuck with All Holes Filled

Welcome nubile Ela Darling to Training of O. Ela..

Added: 2019-02-01 Rating: n/a

Anal Slave Training Audrey Holiday

Hot hot Audrey Holiday is trained by Tommy..

Added: 2019-02-01 Rating: n/a

Roxanne Rae Day Three: Facing Her Fear

Roxanne Rae wants to be made to face her fears..

Added: 2019-01-30 Rating: n/a

Slave Training Lauren Phillips: Your Whore, Your Cunt, Your Bitch

Big tit juicy redhead Lauren Phillips learns a..

Added: 2019-01-29 Rating: n/a

Hardcore Anal in Strict Bondage, 19 Year Old Abella Danger, Day One

Abella Danger in heavy bondage, huge ball gags,..

Added: 2019-01-28 Rating: n/a

Squirting Slave Girl: Samantha Hayes Day Two

Beautiful and masochistic trainee Samantha Hayes..

Added: 2019-01-28 Rating: n/a

Anal MILF Syren de Mer Earns Her Final Marks

Hardcore Anal MILF Syren de Mer learns to..

Added: 2019-01-24 Rating: n/a

Training Lily LaBeau - Day Two - Trust, Deprivation, Humiliation, & Proper Service to a Female

Lily has trust issues, and for her full..

Added: 2019-01-22 Rating: n/a

Slave Training Jessie Cox, Day 4 - Submitting to a Goddess

Cox has proven that she can take cock, and even..

Added: 2019-01-22 Rating: n/a

Eighteen Year Old Kinky Slut Learns Her Manners

JoJo Kiss is a brand new, eighteen year old..

Added: 2019-01-22 Rating: n/a

Lesbian Slave Training Ariel X - Featured Trainer-Aiden Starr

Aiden is a familiar face here at TTOO, and made..

Added: 2019-01-22 Rating: n/a

Slave Training Beretta James<br>Day Three

Applicant Profile Weight: 105 lbs...

Added: 2019-01-21 Rating: n/a

Shaved Little Submissive Pussy Submits All Her Holes

Hot little anal submissive spinner Trisha Parks..

Added: 2019-01-19 Rating: n/a

Redhead Spanish Slave Training - Amarna Miller Day 3

Big asses, red heads, and shaved submissive..

Added: 2019-01-18 Rating: n/a

All Natural 19 Year Old Submissive Training

Sabrina Banks is a gorgeous brunette with..

Added: 2019-01-15 Rating: n/a

Slave Training a Big Tit Blonde Bombshell In Bondage, Day One

Smoking hot porn star Cherie Deville is..

Added: 2019-01-12 Rating: n/a

Fortitude and Lust - Training Kasey Day Two

19 year old Kasey wants to be a slave girl. Yes,..

Added: 2019-01-11 Rating: n/a

Hardcore Anal Bondage: Jodi Taylor Day Two

Training of O delivers the hottest girls in the..

Added: 2019-01-08 Rating: n/a

Speech Training: The Art of Begging

Gorgeous nubile Emily Austin learns to beg at..

Added: 2019-01-06 Rating: n/a

Darling's Sexual Destruction

A special feature for the New Year, starring..

Added: 2019-01-06 Rating: n/a

Pain Slut Slave Training - Samantha Hayes Day One

Samantha Hayes has the makings of a good slave,..

Added: 2019-01-05 Rating: n/a

Cute Submissive Slut Earns Cock

Cute all natural Alice March is hungry for cock..

Added: 2019-01-04 Rating: n/a

Training of a Bondage Slave: Eliza Jane Day Two

Sexy and flexible Eliza Jane is back for day two..

Added: 2019-01-03 Rating: n/a

Trained to Serve: Nineteen Year Old Alaina Dawson

Alaina Dawson in a hot, shaved nineteen year old..

Added: 2019-01-03 Rating: n/a

Kira Noir Trained to Fist Her Own Ass!

Bill Bailey puts Kira Noir to the task of..

Added: 2018-12-30 Rating: n/a

Lorelei Lee Day 3 - Learning the Ropes of Brutal Domination

Today is the day that pet learns what brutal..

Added: 2018-12-30 Rating: n/a

Position of Punishment and Reward: 19 Year Old Sabrina Banks Day Two

All natural 19 year old pussy tied tight in rope..

Added: 2018-12-29 Rating: n/a

Veruca James' Anal Submission

All natural submissive slut Veruca James loves..

Added: 2018-12-25 Rating: n/a

Training Barbary Rose: Orgasm Denial

Barbary Rose thinks it is all about her, but..

Added: 2018-12-24 Rating: n/a

Abella Danger's Anal Submission, Day Two

Abella has a craving deep inside for what can..

Added: 2018-12-22 Rating: n/a

Speech Training Veruca James, Day Three

Talk Dirty to Me. It is a simple command, but it..

Added: 2018-12-22 Rating: n/a

Slave Ransom Day 5-Sexual Overload - Every Hole Gets Filled

In the conclusion of this abduction fantasy, I..

Added: 2018-12-21 Rating: n/a

Training of Carter Cruise Day 2!

Carter Cruise is back for her dose of hardcore..

Added: 2018-12-20 Rating: n/a

Zoey's Anal Review

Gorgeous all natural slave in training Zoey..

Added: 2018-12-20 Rating: n/a

Help Me Understand The Pain - Amarna Miller, Day One

Gorgeous red-head submissive pain slut Amarna..

Added: 2018-12-18 Rating: n/a

Blonde Slave Slut Training: Ela Darling Day 2

Ela Darling returns to The Training of O. This..

Added: 2018-12-17 Rating: n/a

Sexy Japanese Marica Hase Trained for Deep Anal Submission

Cute and sexy Marica Hase is eager to endure the..

Added: 2018-12-16 Rating: n/a

Slave Training Karla Kush, Day One

All natural blonde stunner Karla Kush wants to..

Added: 2018-12-15 Rating: n/a

The Price of Pleasure: Training Eighteen Year Old Anastasia Rose

All Natural eighteen year old Anastasia Rose is..

Added: 2018-12-14 Rating: n/a

Polite Obedient Slut Takes It

Mandy Muse experiences The Training of O for her..

Added: 2018-12-14 Rating: n/a

Big Tit Milf Faces Her Fears to Get Dick

Shay Fox is terrified of small spaces but wants..

Added: 2018-12-13 Rating: n/a

Rough Sex Anal Slave Training - Audrey Holiday - Day Two

Hot gorgeous model Audrey Holiday is back and..

Added: 2018-12-13 Rating: n/a

The Trouble with Yhivi

When a trainee tells me they do not have orgasms..

Added: 2018-12-10 Rating: n/a

Kacie Castle's Punishment Game

Sexy Kacie Castle loves to play the punishment..

Added: 2018-12-08 Rating: n/a

Slave Training Rikki Rumor

Cute blonde loves to be taught discipline and..

Added: 2018-12-07 Rating: n/a

Training Carmen Valentina

Hot, thick and beautiful Carmen Valentina..

Added: 2018-12-07 Rating: n/a

No Whining: Gabbriella Day Two

Whine: v. to complain in a feeble or petulant..

Added: 2018-12-06 Rating: n/a

Big Tits, Tight Dress, High Heels: New Slave Training Violet Starr

Big Tits, Tight Dress, High Heels all tied up in..

Added: 2018-12-02 Rating: n/a

Masochistic Fuck Slut: Training Trillium

Hot little blonde Trillium in a masochistic..

Added: 2018-12-01 Rating: n/a

Jodi Taylor and the Slave Trainer

Training of O delivers the hottest, newest..

Added: 2018-11-30 Rating: n/a

Hot Latina Slave for a Day

Knock out beauty Luna Star wants to be a slave..

Added: 2018-11-30 Rating: n/a

Ashley Adams' Slave Desires: Training Ashley Day One

Ashley Adams is an all natural big tit sex..

Added: 2018-11-30 Rating: n/a

A Higher Protocol: Training Veruca James, Day Two

Slave trainee Veruca James learns to manage all..

Added: 2018-11-23 Rating: n/a

Sabrina Banks: Assessment Day

Gorgeous all natural brunette Sabrina Banks..

Added: 2018-11-22 Rating: n/a

Training an Obedient, Squirting Whore

Zoey Parker wants to be an Obedient Whore for..

Added: 2018-11-19 Rating: n/a

Hardcore Bondage Rough Sex Slave Training

Nubile Kacy Lane is fucked hard in tight rope..

Added: 2018-11-17 Rating: n/a

The Anal Submission of Lorelei Lee

Lorelei Lee crawls for cock in this feature..

Added: 2018-11-13 Rating: n/a

Anal Slut Trained in Hard Bondage: Alina West Day Two

Holy shit this girl can fuck. And she loves..

Added: 2018-11-11 Rating: n/a

Petite Brunette Pussy Pounding in Hardcore Bondage

Beautiful blue eyed brunette Sabrina Banks puts..

Added: 2018-11-09 Rating: n/a

Anal Training Submissive Slut Kira Noir

All natural beauty Kira Noir is a naturally..

Added: 2018-11-07 Rating: n/a

Big Ass Double Penetration Squirting Bondage Slave, Savannah Fox

Savannah Fox is a hardcore double penetration..

Added: 2018-11-06 Rating: n/a

Anal Slave Training Audrey Holiday

Hot hot Audrey Holiday is trained by Tommy..

Added: 2018-11-05 Rating: n/a

Trained to Fuck with All Holes Filled

Welcome nubile Ela Darling to Training of O. Ela..

Added: 2018-11-04 Rating: n/a

Training Violet Monroe

Beautiful and sultry Violet Monroe tests her..

Added: 2018-11-02 Rating: n/a

Squirting Slave Girl: Samantha Hayes Day Two

Beautiful and masochistic trainee Samantha Hayes..

Added: 2018-11-01 Rating: n/a

Hardcore Anal in Strict Bondage, 19 Year Old Abella Danger, Day One

Abella Danger in heavy bondage, huge ball gags,..

Added: 2018-10-31 Rating: n/a

Anal Slut Trained to Obey

Roxanne Rae loves her tits tied so tight that..

Added: 2018-10-30 Rating: n/a

Training Asphyxia-Live December Shoot<br>atom's Final Test

We bring in James Deen to help out on the final..

Added: 2018-10-27 Rating: n/a

Anal MILF Syren de Mer Earns Her Final Marks

Hardcore Anal MILF Syren de Mer learns to..

Added: 2018-10-27 Rating: n/a

Slave Training Jessie Cox, Day 4 - Submitting to a Goddess

Cox has proven that she can take cock, and even..

Added: 2018-10-26 Rating: n/a

Eighteen Year Old Kinky Slut Learns Her Manners

JoJo Kiss is a brand new, eighteen year old..

Added: 2018-10-26 Rating: n/a

Lesbian Slave Training Ariel X - Featured Trainer-Aiden Starr

Aiden is a familiar face here at TTOO, and made..

Added: 2018-10-26 Rating: n/a

Training Beretta James Day 2<br> Processing the Pain to Become a True S&M Slave

Applicant Profile Weight: 105 lbs...

Added: 2018-10-26 Rating: n/a

Jessie Cox Day 1 - Sexual Slave Training

This not cox's first time being trained, but it..

Added: 2018-10-25 Rating: n/a

Training Lily LaBeau - Day Two - Trust, Deprivation, Humiliation, & Proper Service to a Female

Lily has trust issues, and for her full..

Added: 2018-10-25 Rating: n/a

Seven Slave Intake - Extreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak

The potential trainees arrive the evening before..

Added: 2018-10-25 Rating: n/a

Slave Training Jessie Cox - Full Anal Annihilation for the First Time

The day starts with warming up cox's ass and..

Added: 2018-10-25 Rating: n/a

Classic Shoot- Where it all Began - The Training of Bobbi Starr, Day One

AVN Female Performer of the Year 2012, Bobbi..

Added: 2018-10-25 Rating: n/a

Disciplined For Dick: Slave Training Raquel Roper!

When novice submissive Raquel Roper meets her..

Added: 2018-10-24 Rating: n/a

Shaved Little Submissive Pussy Submits All Her Holes

Hot little anal submissive spinner Trisha Parks..

Added: 2018-10-23 Rating: n/a

Slave Training of Alison Rey

All natural hottie Alison Rey begs for her..

Added: 2018-10-20 Rating: n/a

All Natural 19 Year Old Submissive Training

Sabrina Banks is a gorgeous brunette with..

Added: 2018-10-19 Rating: n/a

Anal Training Amara Romani

Anal Addict Amara Romani loves to be handled..

Added: 2018-10-17 Rating: n/a

Fear Training: Stella Cox

James Mogul and Bill Bailey double-down on..

Added: 2018-10-17 Rating: n/a

Slave Training a Big Tit Blonde Bombshell In Bondage, Day One

Smoking hot porn star Cherie Deville is..

Added: 2018-10-16 Rating: n/a

Fortitude and Lust - Training Kasey Day Two

19 year old Kasey wants to be a slave girl. Yes,..

Added: 2018-10-15 Rating: n/a

Hardcore Anal Bondage: Jodi Taylor Day Two

Training of O delivers the hottest girls in the..

Added: 2018-10-12 Rating: n/a

Speech Training: The Art of Begging

Gorgeous nubile Emily Austin learns to beg at..

Added: 2018-10-11 Rating: n/a

Darling's Sexual Destruction

A special feature for the New Year, starring..

Added: 2018-10-11 Rating: n/a

Pain Slut Slave Training - Samantha Hayes Day One

Samantha Hayes has the makings of a good slave,..

Added: 2018-10-10 Rating: n/a

Trained to Serve: Nineteen Year Old Alaina Dawson

Alaina Dawson in a hot, shaved nineteen year old..

Added: 2018-10-08 Rating: n/a

Cute Submissive Slut Earns Cock

Cute all natural Alice March is hungry for cock..

Added: 2018-10-08 Rating: n/a

Training of a Bondage Slave: Eliza Jane Day Two

Sexy and flexible Eliza Jane is back for day two..

Added: 2018-10-07 Rating: n/a

Dylan-Day 4 - Sexual Domination

029 has been making good progress thus far, but..

Added: 2018-10-05 Rating: n/a

Juliette Day 2 - Heavy Labor, Intense Bondage, and Brutal Torment

The day begins with two, but it doesn't take..

Added: 2018-10-05 Rating: n/a

Lorelei Lee Day 4 - Facing Fears, Taking Brutal Torture, and Extreme Orgasms

The final day of pet's slave training is based..

Added: 2018-10-05 Rating: n/a

Ultimate Obedience: Heights, Drowning, and the Dark

Let us all take a moment to be thankful.... that..

Added: 2018-10-05 Rating: n/a

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