The Training Of O

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The Training of a Monstrous Tit, Bleach Ash-blonde Porno Star, Day One

When porno starlet Riley Evens comes to The..

Added: 2024-05-28 Rating: n/a

The Training of Dana DeArmond, Day 3

Dana’s name and stardom are still undressed..

Added: 2024-05-10 Rating: n/a

Hard-core Ass-fuck in Rigorous Bondage, 19 Yr Elderly Abella Danger, Day One

Abella Danger in mighty bondage, fat ball gags,..

Added: 2024-05-09 Rating: n/a

Speech Training: The Art of Asking

Fabulous nubile Emily Austin learns to plead at..

Added: 2024-05-02 Rating: n/a

Humungous Arse Dual Intrusion Splattering Restrain bondage Slave

Savannah Fox is a hard-core dual penetration..

Added: 2024-04-28 Rating: n/a

Bootilicious 21 y.o latina Sereia Ninfo ass-fucked by Brazil's largest salami

Sereia Ninfo was always a reckless, insatiable..

Added: 2024-04-24 Rating: n/a

Extraordinary Sadism & masochism Castings Of 4 Horny Subs

I've determined to bring in some new faces and..

Added: 2024-04-23 Rating: n/a

Marionette Instructing Carter Cruise, Day One

The Teaching of O brings the newest, hottest..

Added: 2024-04-22 Rating: n/a

Instructing of Carter Cruise Day 2!

Carter Cruise is back for her portion of..

Added: 2024-04-13 Rating: n/a

19 yr older bi-atch trains anal fiance how to serve dad

Roman Nomar find himself in a serious tie when..

Added: 2024-04-09 Rating: n/a

Sex addict Sub Super-bitch Drenches The Folsom Fuckfest with Splatter

Melissa Moore is a craven superslut that can’t..

Added: 2024-04-07 Rating: n/a

Lovely redhead Maddy O‘Reilly shackled down stimulated & rough smashed

In vignette 3 of Maddy O’Reilly’s live BaRS..

Added: 2024-01-24 Rating: n/a

Redheaded Maddy O'Reilly trussed & spitting in strict restrain bondage by BBC!

Today we are blessed to welcome back that plump..

Added: 2023-11-02 Rating: n/a

Infernalrestraints - The Good Sub

The excellent victim does more than just serve..

Added: 2023-07-07 Rating: n/a

Painslut Instructing Sea Enza

Tormentor Kyaa has brought her victim Sea Enza..

Added: 2022-10-19 Rating: n/a

Maddy O'Reilly part 4

Maddy O‘Reilly gets restrained and..

Added: 2022-10-08 Rating: n/a

Mischievous students at st. Nymphian's penalized in puddles of pee

Ultra-cutie honey students Nathaly Cherie, Bella..

Added: 2022-09-29 Rating: n/a

HdT Predicament bondage - Kel Bowie

Some people find their way into restrain bondage..

Added: 2022-07-24 Rating: n/a

Sandra SIlvers & Lisa Harlotte The Cracking In and Training of a Romp Sub

Our bootylicious captive is clothed in catsuit,..

Added: 2022-07-16 Rating: n/a

Cowgirl Live Part 2

Guest, 72923: Can you describe your thought and..

Added: 2022-06-27 Rating: n/a

Maddy O‘Reilly is facehole taught

Live demonstrates are the only for the highly..

Added: 2022-06-22 Rating: n/a

The Supreme Gimp - Electra Rayne

The great gimp does more than just conform..

Added: 2022-03-25 Rating: n/a

Horny College girls

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2022-03-07 Rating: n/a

All congenital redhead Maddy O‘Reilly fettered down

In sequence three of Maddy O’Reilly’s live..

Added: 2022-02-26 Rating: n/a

Maddy O‘Reilly is mouth trained

Live displays are the only for the very hardest..

Added: 2022-02-25 Rating: n/a

Raunchy Sadism & masochism Cheater - Violet Monroe

Being the fuckslut that tempts harmless girl's..

Added: 2021-08-05 Rating: n/a

Maddy O'Reilly part 3

In gig trio of Maddy O’Reilly’s live Clubs..

Added: 2021-04-16 Rating: n/a

Electra Sensing The Life of a Superb Victim

The superb victim does more than just conform..

Added: 2020-11-01 Rating: n/a

Aria Alexander Receives Off the Job Instructing

Everyone has wished, at some point, that they..

Added: 2020-10-31 Rating: n/a

In puddless of piss

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2020-05-16 Rating: n/a

On Display - Amber Nevada

Nothing but the best make it into our dungeons...

Added: 2020-04-18 Rating: n/a

Maddy O‘Reilly is throat trained and completely conquered by cock

Live shows are the only for the very toughest..

Added: 2020-03-12 Rating: n/a

Maddy O‘Reilly gets restrained

Today we have the always eager Maddy O'Reilly..

Added: 2020-01-04 Rating: n/a

Sexy redhead bend over bound

Today we are happy to welcome back that lush..

Added: 2019-12-27 Rating: n/a

SB Maddy O'Reilly part 4

Maddy O‘Reilly gets restrained and..

Added: 2019-10-21 Rating: n/a

Spanking Girl Gone Wild

One lovely submissive's journey to a..

Added: 2019-10-19 Rating: n/a

Spanking Girl Gone Wild

One lovely submissive's journey to a..

Added: 2019-10-14 Rating: n/a

SB Maddy O'Reilly part 4

Maddy O‘Reilly gets restrained and..

Added: 2019-09-27 Rating: n/a

SB Maddy O'Reilly part 4

Maddy O‘Reilly gets restrained and..

Added: 2019-08-19 Rating: n/a

Maddy O'Reilly part 4

Maddy O‘Reilly gets restrained and..

Added: 2019-07-22 Rating: n/a

The Good Sub

The good sub does more than just obey commands..

Added: 2019-06-27 Rating: n/a

Trained to Serve: Nineteen Year Old Alaina Dawson

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

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

Bella Baby, Cayla Lyons, Nathaly Cherie, Lena Love

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-06-21 Rating: n/a

The girls closed in the room and pissing

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-06-12 Rating: n/a

Learn young bitches

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-06-04 Rating: n/a

Schoolgirls - Piss For Lessons Of Love(May 2014)

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-05-28 Rating: n/a

On Display

Nothing but the best make it into our dungeons...

Added: 2019-05-25 Rating: n/a

Pissing pools for love lessons

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-05-23 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

Maddy O‘Reilly gets restrained and throatboarded by 2 huge cocks

Today we have one the always eager Maddy..

Added: 2019-03-11 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

Nymphian's Punished In Puddles Of Piss For Lessons Of Love

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-03-07 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

The girls closed in the room and pissing

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2019-02-06 Rating: n/a

Petite Brunette Pussy Pounding in Hardcore Bondage

Beautiful blue eyed brunette Sabrina Banks puts..

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

Electra Rayne -The Good Sub

The good sub does more than just obey commands..

Added: 2019-02-04 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

Euphoria Entwined , Paintoy Emma ,HD 720p

You would expect a girl that finds herself tied..

Added: 2018-12-27 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

Naughty

Cutie babe schoolgirls Nathaly Cherie, Bella..

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

Naughty Schoolgirls

Cutie babe schoolgirls Nathaly Cherie, Bella..

Added: 2018-12-09 Rating: n/a

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