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The Training of Juliette, Day Three

The Training of Juliette, Day Three

Slave slut begs to serve gorgeous Mistress Actors: Juliette March, Aiden Starr

Big natural tits are tied up tightly

Big natural tits are tied up tightly

Big natural tits are tied up tightly, and then clamped and pulled on until they're purple

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

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

Actors: Aiden Starr, Beretta James

Sex Rehab: Aurora Snow

Sex Rehab: Aurora Snow

Legendary pornstar Aurora Snow ass fucked in medical bondage. Actors: Steve Holmes, Aurora Snow

The Brothel

The Brothel

Sex worker experiences kinky role play and bondage fantasies with anal sex! Actors: Sasha Sweet, Isis Love, James Deen, Mickey Mod, Mark Davis, Elise Graves, Rain DeGrey

The Wife and the Servant

The Wife and the Servant

Busty wife and servant humiliated and fucked in bondage! Actors: James Deen, Charley Chase, Charley Chase, Katie Kox

The Cheating Wife: Francesca Le Brutally Punished with Rough Sex and Bondage!

The Cheating Wife: Francesca Le Brutally Punished with Rough Sex and Bondage!

Unfaithful Busty Latina MILF in rough anal sex and bondage with real husband! Actors: Francesca Le , Mark Wood

Fantasies of a Submissive Wife

Fantasies of a Submissive Wife

Wife and maid get brutally fucked in bondage. Actors: James Deen, John Strong, Kristina Rose, Lizzy London, Nikki Daniels

Mistreated: Sara Jay

Mistreated: Sara Jay

Big tit MILF fucked in hard bondage and humiliated! Actors: James Deen, Mr. Pete, Sara Jay

Sex Scandal: Asa Akira

Sex Scandal: Asa Akira

Sexy Asian therapist is blackmailed and fucked in bondage! Asa Akira in anal bondage sex and submissive porn! Actors: Mick Blue, Asa Akira, James Deen, Mark Davis

The Russian Spy

The Russian Spy

Russian spy or just an innocent tourist girl? Extreme bondage sex with role play! Actors: Alysa, Mark Davis, Mick Blue

Purple wax drips on a slave's body

Purple wax drips on a slave's body

Red and purple wax drips and hardens on a slave's body until it's scraped off with a sword

The Training of Dia Zerva Day Two

The Training of Dia Zerva Day Two

Sexy slave girl scrubs toilets while ass plugged! Actors: Dia Zerva, Maestro

The Debt Collectors

The Debt Collectors

Felony tied up and double penetrated by the debt collectors! Actors: Steve Holmes, Felony, Erik Everhard

Day 3 - red and blue

Day 3 - red and blue

Day 3 - red and blue get put through the final 2 that will be trained in January Actors: Iona Grace, Krysta Kaos

Hard Bodied Slut, Felony, is Torn Apart During a Long Day of Brutal Torture

Hard Bodied Slut, Felony, is Torn Apart During a Long Day of Brutal Torture

Hard bodied slut, Felony, makes her first appearance on TTOO only to find that there is only one Dom here and it's not her. Actors: Felony, The Pope

Riley Shy: A Bonus Update!

Riley Shy: A Bonus Update!

Rough sex and painful nipple and pussy clamps with bondage. Actors: James Deen, Riley Shy

The Training of Tia Ling, Day Four

The Training of Tia Ling, Day Four

Actors: Tia Ling

The Clone

The Clone

Beverly Hills genetically modified and gang banged! Actors: Harmony, Mark Davis, Beverly Hills, Mr. Pete

Perky breasted slave has her teats clamped

Perky breasted slave has her teats clamped

Perky breasted slave has her nipples clamped by her master until they stand at attention

Slave Ransom Day 5-Sexual OverloadEvery Hole Gets Filled

Slave Ransom Day 5-Sexual OverloadEvery Hole Gets Filled

Every hole is filled and tested on this slave whore, with help from Isis Love, Matt Williams, and Maestro. Actors: Skin Diamond, Isis Love, Maestro, Matt Williams

Humiliated Wife

Humiliated Wife

Wife punished and humiliated in bondage by cruel husband and whore. Actors: Marco Banderas, Mark Davis, Kaylee Hilton, Yuki Mori

The Fitness Instructor

The Fitness Instructor

Busty Jessica Bangkok get a bondage and sex workout! Actors: Jessica Bangkok, Derrick Pierce

Pretty slave tied up and kept in suspense

Pretty slave tied up and kept in suspense

Masters enjoy their handiwork when they tie up this pretty slave and keep her in suspense

Servant Keen

Servant Keen

Sexy domestic servant ass fucked in bondage! Actors: Steve Holmes, Amber Keen

Prisoner Moore and the Counselor

Prisoner Moore and the Counselor

Busty prisoner and counselor bound and fucked in prison. Actors: Bella Rossi, Mason Moore, Mr. Pete, Princess Donna Dolore

American Whore Story

American Whore Story

Flirtatious busty girl gets harsh BDSM sex and fisting from the sadistic dentist! Actors: Charisma Cappelli, James Deen

Extra Bonus Movie: Candidate #40

Extra Bonus Movie: Candidate #40

Gorgeous blonde tied up suspended and fucked in the ass with dildo Actors: Mason

The Butler and the Mistress

The Butler and the Mistress

The Butler takes revenge with ass fucking mistress in restraints. Actors: Missy Woods, Steve Holmes

The Extorted

The Extorted

Adulteress blackmailed and dominated in bondage with anal sex. Actors: Mark Davis, John Strong, Kristina Rose

Day 1- Seven Slave Intake

Day 1- Seven Slave Intake

Day 1- Seven Slave Intake - Seven slaves are are put through the paces in order to determine who will be dismissed. Actors: Iona Grace, Krysta Kaos, Missy Minks, Bella, Devon Taylor , Lolita Haize, Emma Haize, Coffee Brown, Minx Grrl, AnnaBelle Lee

The Training of Dia Zerva, Day Three

The Training of Dia Zerva, Day Three

Latex Hooded slut takes cum in the face Actors: Dia Zerva, Maestro

Coma Patient

Coma Patient

Holly Halston ass fucked and dominated in bondage! Actors: Mark Davis, Holly Halston

Angelica Saige

Angelica Saige

Sex slave fucked by cruel master. Actors: Angelica Saige, Mark Davis, Claudia Valentine

The Loan Sharks

The Loan Sharks

Interracial bondage double penetration rough sex and role play! Actors: Mr. Pete, Krissy Lynn, Skin Diamond, Mark Davis

The Training of Jessie Cox, Day Two

The Training of Jessie Cox, Day Two

Actors: Jessie Cox

A mistress binds her slavegirl's tits

A mistress binds her slavegirl's tits

A mistress wants to injure her fatty slave, she binds the girl's hands and tits with a hard rope

The Training of Cherry Torn Day Three

The Training of Cherry Torn Day Three

Latex slut Cherry Torn trained to drink piss Actors: Cherry Torn, Tom Moore, Maestro, Madison Young

Take One for the Team

Take One for the Team

Girl dominated in bondage, double penetrated in co-ed sports team. Actors: Mr. Pete, John Strong, Nicki Blue

The Training of Savannah West, Day Two

The Training of Savannah West, Day Two

Hot Blonde Beauty in Slave Training Actors: Savannah West, Maestro

Alanah Rae: Purchased

Alanah Rae: Purchased

Busty beauty Alanah Rae, a sex slave fucked in bondage. Actors: Derrick Pierce, Alanah Rae

The Shoplifter

The Shoplifter

Hot girl punished for shoplifting with bound rough sex, humiliation and double penetration! Actors: Amy Brooke, Mark Davis, Marco Banderas

Tiny Holes

Tiny Holes

Cute girl submits to domination and sex in bondage. Actors: James Deen, Megan Murray

Lolita Haize Tested & Fisted LIVE

Lolita Haize Tested & Fisted LIVE

We were asked to bring more slaves to The Upper Floor. Lolita was one of the Fresh Meat girls brought upstairs and we decided to give her a go in the Actors: Emma Haize, Wolf Hudson, James Deen, Cherry Torn

Slave Training Beretta JamesDay Three

Slave Training Beretta JamesDay Three

004 is told that we are going to use all of her holes and Mr. Pierce stays true to his word the entire day. Actors: Beretta James, Derrick Pierce

The Training of Kristine, Day One

The Training of Kristine, Day One

New meat slave slut trained to obey masters Actors: Samantha Sin, Maestro, Kristine

Looking for Trouble

Looking for Trouble

Jennifer White ass fucked and dominated in bondage by bartender. Actors: James Deen, Cece Stone, Jennifer White

I am a Sex Slave

I am a Sex Slave

19 year old slave girl fucked in hardcore BDSM sex! Actors: James Deen, Cassandra Nix

A master gropes and ties a chained slave

A master gropes and ties a chained slave

Horny master cuts threads into his chained slave's huge tits, gropes and ties them tightly

The Big Bust

The Big Bust

Two girls house raided and rough bondage sex by cops. Actors: James Deen, Jade Indica, John Henry, Tricia Oaks, Mr. Pete, Charley Chase, Charley Chase

Dia Zerva

Dia Zerva

Blonde girl dominated and fucked in bondage. Actors: Mark Davis, Princess Donna Dolore, Dia Zerva

Classic Archive Feature: Bathroom Etiquette

Classic Archive Feature: Bathroom Etiquette

Classic SexandSubmission shoot from achives, Savannah Stern and Brandon Iron. Actors: Brandon Iron, Savannah Stern

Asphyxia Day 3Sadistic Sexual Obedience for atom

Asphyxia Day 3Sadistic Sexual Obedience for atom

Atom is made to beg for cock, fucked, and throat fucked into submission during her day of being trained to serve cock. Actors: Asphyxia Noir, Derrick Pierce

Cherry Cream Pie

Cherry Cream Pie

Tough chick with hot natural body bound and fucked. Actors: Mr. Pete, Courtney Cummz , London Keyes, Missy Woods, Cherry Ferretti

Obedient Girl: Sensi Pearl

Obedient Girl: Sensi Pearl

Cute, flexible girl loves rough, kinky, manhandling bondage sex! Actors: Sensi Pearl, Mr. Pete

The Training of Bella Rossi, Day One

The Training of Bella Rossi, Day One

Hot slave girl wannabe tests her tits and pussy Actors: Wolf Hudson, Maestro, Bella Rossi

Jordan Kingsley

Jordan Kingsley

Busty blond MILF fucked and wet in bondage. Actors: Derrick Pierce, Jordan Kingsley

The Training of Kristine, Day Four

The Training of Kristine, Day Four

Pain slut sucks cock to orgasm under a whip! Actors: Samantha Sin, Maestro, Kristine

The Training of Juliette Day Four

The Training of Juliette Day Four

Hot slave slut get used and whipped hard Actors: Juliette March, Maestro, Sir Nik

My Fiancee is a Call Girl!!!

My Fiancee is a Call Girl!!!

Punished and Humiliated with Hardcore BDSM Sex for being a Whore! Actors: James Deen, Steve Holmes, Denice K