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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

Tiny Holes

Tiny Holes

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

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

The Training of Juliette, Day Three

The Training of Juliette, Day Three

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

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

The Shoplifter

The Shoplifter

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

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

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

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

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

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

Slave training, overcoming the cattle prod, a category 5 suspension, and extreme orgasms is how pet's final day went. Actors: Lorelei Lee

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 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 Training of Jessie Cox, Day Two

The Training of Jessie Cox, Day Two

Actors: Jessie Cox

Sex Rehab: Aurora Snow

Sex Rehab: Aurora Snow

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

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 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

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

No Escape

No Escape

Busty prisoner used as sex slave and fucked in bondage. Actors: James Deen, Andy San Dimas, Devon Taylor

Ebony bitch gropes her slave's full tits

Ebony bitch gropes her slave's full tits

Ebony bitch of a mistress spanks and gropes full tits of her tied blonde slave

My Wife is an Escort!

My Wife is an Escort!

Exposed escort wife punished and ass fucked in bondage by husband. Actors: Mark Davis, Katie Kox, Mickey Mod, Krissy Lynn

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 Jade Indica, Day Three

The Training of Jade Indica, Day Three

Gorgeous slave girl trained to serve sadistic Masters Actors: Jade Indica, Maestro

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 Training of Gia DiMarco, Day Two

The Training of Gia DiMarco, Day Two

Gia DiMarco is face fucked and objectified by slave trainers in the basement Actors: Gia DiMarco, Maestro

Cheating Little Slut

Cheating Little Slut

Cheating on a test gets Savannah West fucked in bondage and punished! Actors: Mark Davis, Savannah West

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

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

The Training of Tia Ling, Day Four

The Training of Tia Ling, Day Four

Actors: Tia Ling

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 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

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

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

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 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

A savage beating of a bound slave

A savage beating of a bound slave

After a savage beating of her bound slave, her mistress rewards her with hot vibrations

Testing Nerine Mechanique

Testing Nerine Mechanique

Nerine Mechanique is tested with electricity, pain, and blowjobs Actors: Nerine Mechanique, Maestro Stefanos

Skin Diamond-Day 4Intense Predicament Bondage & Non-Stop Orgasms Pushes ash Over the Edge

Skin Diamond-Day 4Intense Predicament Bondage & Non-Stop Orgasms Pushes ash Over the Edge

Tortured, humiliated, electrifying orgasms, and the most intense predicament bondage wear this whore down to a sniffling pile in the floor. Actors: Skin Diamond

4 Girl AuditionsDay 1

4 Girl AuditionsDay 1

Four sluts compete to be the next trainee. The question is, will any of them prove to be worthy? Actors: Akira Raine, Sofia Lauryn, Diamond Dahlia, Maestro, Rozen Debowe, Odile, Maestro Stefanos

The Training of Cherry Torn, Day Five

The Training of Cherry Torn, Day Five

Service slut trained for table service and cock sucking under the table Actors: Jade Marxxx, Cherry Torn, Maestro

Kinky Couple

Kinky Couple

Kinky couple torment and fuck bound whore. Actors: Lorelei Lee, Vanessa Naughty, John Henry

Pushing Limits with Hardcore BDSM Sex

Pushing Limits with Hardcore BDSM Sex

Submissive girl endures pain and bondage while ass fucked! Actors: CiCi Rhodes, Mark Davis

The Training of Calico, Day Three

The Training of Calico, Day Three

Beautiful slave girl takes on two cocks Actors: Calico, Mister Torn

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