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Sexual Training Lily LaBeauDay 3

Sexual Training Lily LaBeauDay 3

Lily gets tested on her ability to entertain two cocks in her mouth and a fist up her ass. Actors: Lily LaBeau, Mickey Mod, Maestro Stefanos

Bosom Buddies

Bosom Buddies

Two busty girls fucked in bondage! Actors: Derrick Pierce, Beverly Hills, Charley Chase

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

Ariel X Suffers Beautifully in Tight Bondage and Intense Torture

Ariel X Suffers Beautifully in Tight Bondage and Intense Torture

Ariel X Suffers Beautifully in Tight Bondage and Intense Torture Actors: Ariel X, The Pope

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

MILF Submission: episode 2 Lisa Ann

MILF Submission: episode 2 Lisa Ann

MILF roleplay, Lisa Ann dominated and fucked in bondage! Actors: James Deen, Lisa Ann

Four Girl IntakeSado-Masochists Slave Testing

Four Girl IntakeSado-Masochists Slave Testing

Four girls enter and only one remains after testing them on basic protocol, pain endurance, and orgasm control. Actors: Jessie Cox, Annika Amour, CiCi Rhodes, Alani Pi, Maestro Stefanos

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 Extorted

The Extorted

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

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

Obedient Girl: Sensi Pearl

Obedient Girl: Sensi Pearl

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

The Dark Crevice

The Dark Crevice

Halloween nightmare bonus shoot from Budapest! Actors: Steve Holmes, Cj, Gilda Roberts

The Loan Sharks

The Loan Sharks

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

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

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

The Training of Raina Verene, Day Three

The Training of Raina Verene, Day Three

Slave Girl Trained to Serve Sadistic Princess Donna Actors: Raina Verene, Lobo, Princess Donna Dolore

The Training of Satine Phoenix, Day Four

The Training of Satine Phoenix, Day Four

Gorgeous slave graduates submissive trials Actors: Satine Phoenix, Maestro

Big Tits Clinic

Big Tits Clinic

Huge tits redhead girl dominated and fucked in kinky clinic. Actors: Cassandra Calogera, Mark Davis, Sierra Skye

Slave HuntingCandidate #37

Slave HuntingCandidate #37

Slave candidate fails to make it though the interview! Actors: Sarah Shevon, Maestro

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

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

Mia LelaniExotic Porn Slut is Tortured and Fucked

Mia LelaniExotic Porn Slut is Tortured and Fucked

Mia Lelani is strung up, tortured, and made to show just how much of a cock whore she really is. Actors: Mia Lelani, Maestro

Revenge on Roxanne

Revenge on Roxanne

Intense BDSM sex and anal fisting with Roxanne Hall! Actors: Mark Davis, Roxanne Hall

The Surprise Date

The Surprise Date

Flexible girl abducted by boyfriend and fucked in strict bondage! Actors: James Deen, Beretta James, Sensi Pearl, Elise Graves

Alanah Rae: Purchased

Alanah Rae: Purchased

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

Hot for Teacher

Hot for Teacher

Hot busty teacher bound and fucked by kinky Janitor! Actors: Mark Davis, Beretta James, Jagger Jordan

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

Sabrina Fox

Sabrina Fox

Sabrina gets an intense bondage and sex scene! Actors: Persia Pele, Mark Davis, Sabrina Fox

Slave gets ready for some penetration

Slave gets ready for some penetration

Slave's snatch is shaved to get her ready for some metal penetration in her pussy and ass

The Training of Jessie Cox, Day Two

The Training of Jessie Cox, Day Two

Actors: Jessie Cox

Five Girl IntakeThe Elimination Begins

Five Girl IntakeThe Elimination Begins

We start with five potential trainees and four handlers. The day is filled with heavy exercise, humiliation, pain testing and orgasm control. Actors: Juliette March, Eden Coxxx, Alexxa Bound, Arabelle Raphael, Maxine Holloway, Dana Vixen

Tiny Holes

Tiny Holes

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

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 Anniversary Slut

The Anniversary Slut

Mason cums and cries in threesome BDSM sex with anal. Actors: Derrick Pierce, Isis Love, Jynx Maze, Mason Moore

London Keyes: Saliva Slut

London Keyes: Saliva Slut

Asian beauty London Keyes suffers hard bondage, domination, rough sex. Actors: Derrick Pierce, London Keyes

Brunette slave tied up on the floor

Brunette slave tied up on the floor

A girl is led on a leash by her mistress and then hogtied on the floor of the bedroom

Day 2 Final Two Slaves

Day 2 Final Two Slaves

Day 2-The Final Two slaves have been picked to go through the training and live in the Armory for the next month Actors: Iona Grace, Krysta Kaos, Coffee Brown, Emma Haize, Missy Minks

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 Debt Collectors

The Debt Collectors

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

Married to the Mob

Married to the Mob

Beautiful wife captured, dominated and double penetrated in bondage. Actors: Mr. Pete, Jada Stevens, Mark Davis

Mistreated: Sara Jay

Mistreated: Sara Jay

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

A slave gets her tits squeezed with pegs

A slave gets her tits squeezed with pegs

A cute slave asks her mistress not to squeeze her bared teats with these clothes pegs

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

The Training of Cherry Torn, Day Four

The Training of Cherry Torn, Day Four

Slave girl Cherry Torn licks come off the filthy floor Actors: Cherry Torn, Tom Moore, Maestro

Wife Swap

Wife Swap

Wife lured into swinging with kinky couple, double vaginal penetration. Actors: Sara Jay, Mark Davis, Katie Kox, Kait Snow, Steve Holmes

Holly Heart

Holly Heart

Busty blond girl submits to punishment and anal bondage sex. Actors: Skylar Price, Mark Davis, Holly Heart

A mistress ties up her three slavegirls

A mistress ties up her three slavegirls

A mistress taunts and ties up her three slavegirls together as she gags their mouths

Chick takes a pussy and nipple torture

Chick takes a pussy and nipple torture

A chick gets her feet flogged while they're tied up and her titties bound by rope

A master squeezes slave's tits with pegs

A master squeezes slave's tits with pegs

A man in a motley shirt puts a harness on a girl and tries to squeeze her tits with clothes pegs

Beautiful Suffering

Beautiful Suffering

Busty Asian fucked and dominated in strict bondage. Actors: Chanel Preston, Mark Davis, Mia Lelani

Ally Ann

Ally Ann

19-year old Ally Ann punished and fucked in hard bondage. Actors: Ally Ann, James Deen

Tales of a Submissive Housewife

Tales of a Submissive Housewife

Huge tits, submissive housewife, dominated, bound and ass fucked! Actors: Victoria White , Mark Davis, Candy Manson

The Training of Cherry Torn, Day Two

The Training of Cherry Torn, Day Two

Slave Training Cherry Torn Punished, Whipped Disciplined and Fucked Actors: Cherry Torn, Maestro

The Training of Tia Ling, Day Three

The Training of Tia Ling, Day Three

Actors: Tia Ling, Wolf Hudson

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

No Escape

No Escape

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

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

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

Training Lily LaBeau-Trust, Deprivation, Humiliation, & Proper Service to a Female Domme is par for the course during her second day of slave training Actors: Lily LaBeau, Isis Love

The Training of Jade Indica Day Four

The Training of Jade Indica Day Four

Jade Indica trains to serve the Masters and Mistresses of the Armory Actors: Jade Indica, Princess Donna Dolore, Maestro, Angelica Saige, Aiden Starr, Jessie Cox, Isis Love

Angelica Saige

Angelica Saige

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

Ball and Chain

Ball and Chain

Hot model fucked in hard bondage. Actors: Derrick Pierce, Phoenix Marie

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 Tia Ling, Day One

The Training of Tia Ling, Day One

Sex Slave Tia Ling trains to earn hard dick in her slave pussy Actors: Tia Ling, Wolf Hudson

The Accident: Blonde Bombshell Manhandled and Mercilessly Fucked!

The Accident: Blonde Bombshell Manhandled and Mercilessly Fucked!

Hot Blonde destroyed with rough sex and bondage! Actors: James Deen, Anikka Albright

The Debt Collectors III

The Debt Collectors III

Busty barmaid bound and double penetrated by the debt collectors! Actors: Mark Davis, Tommy Gun, Trina Michaels, John Strong

Backstage Bondage Slut: Sexy Slut used and fucked in bondage!

Backstage Bondage Slut: Sexy Slut used and fucked in bondage!

Groupie Slut with Perfect Ass gets Dominated and Fucked in Hard Bondage! Actors: Nacho Vidal, Remy LaCroix, Mr. Pete

October IntakeThree Doms Test Three Trainees

October IntakeThree Doms Test Three Trainees

Manual labor, pussy licking, and intense orgasms fill this intake day, but in the end there can only be one. Actors: Asphyxia Noir, Missy Minks, Ruby Reaper, Ruby Song, Tripod Man, Maestro Stefanos

Testing Nerine Mechanique-Day 2

Testing Nerine Mechanique-Day 2

She endures brutal torture, strict binds, and more face fucking to finish out her final day of training. Actors: Nerine Mechanique, Maestro Stefanos

The Training of Amber Keen, Day Three

The Training of Amber Keen, Day Three

Gorgeous slave girl is trained to serve the table and get fucked Actors: Amber Keen, Maestro

A naked girl gets a hot waxing

A naked girl gets a hot waxing

A naked bound girl gets a hot waxing on her tits and foot torture with a tickler

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

Final Training Day Juliette MarchThe Ultimate Test

Final Training Day Juliette MarchThe Ultimate Test

Orgasm denial and sadistic torment push this slave into true submission Actors: Juliette March

Asa Akira: First Time Fucked in Bondage

Asa Akira: First Time Fucked in Bondage

Gorgeous Asa Akira discovers a liking for bondage and sex! Actors: Asa Akira, Mr. Pete

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

The Submission of Sara Jay

The Submission of Sara Jay

Sara Jay fucked and dominated in real bondage! Actors: Mark Davis, Sara Jay

Laci's Punishment

Laci's Punishment

Cute girl in BDSM and sex role play. Actors: Steve Holmes, Violet Marcell, Laci Laine

Final Exam-blue and red

Final Exam-blue and red

Final Exam-blue and red**This is our January slave's live shoot. This was the day we let you as members choose who would become the next TUF slave. Actors: Iona Grace, Krysta Kaos

Scared captive gets her tits groped

Scared captive gets her tits groped

Scared captive gets her tits groped and her mouth fish hooked as she's spat on by her master

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

One slave watch the other being spanked

One slave watch the other being spanked

Gagged slave has the best view for watching the other slave being spanked in front of her

Role Reversal

Role Reversal

Sexy CEO bound and fucked in the ass by janitor. Actors: Derrick Pierce, Skylar Price