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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

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

Four Girl Auditions-Day 2Keeping Their Eyes on the Prize

Four Girl Auditions-Day 2Keeping Their Eyes on the Prize

Four sluts struggle to become the next trainee. Two stepped up, but will they succeed or fail? In the end, I just want one... Actors: Akira Raine, Sofia Lauryn, Diamond Dahlia, Rozen Debowe, Odile

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

The Poker Game

The Poker Game

Losing at poker gets Cherry fucked rough by 3 guys. Actors: Mr. Pete, Benjamin Brat, Mark Davis, Randy Spears, Cherry Torn, Alan Stafford

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

Severe breast and nipples abuse

Severe breast and nipples abuse

You've never seen breast and nipples abuse like this mistress is dishing out on her here

Surprise Visit to the Slave Quarters

Surprise Visit to the Slave Quarters

Surprise Visit to the Slave Quarters-I decide that the girls need a little invasion of their privacy. We wait until it's lights out and then make our Actors: Iona Grace, Krysta Kaos, Maestro, Kait Snow, Jessie Cox

Young Rope Slut Gets a Full Day of Intense Bondage - Live

Young Rope Slut Gets a Full Day of Intense Bondage - Live

Young Rope Slut Gets a Full Day of Intense Bondage - Live - Elise is very submissive and loves rope and tight bondage. Actors: Elise Graves

Revenge on Roxanne

Revenge on Roxanne

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

Seven Slave IntakeExtreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak

Seven Slave IntakeExtreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak

Extreme Bondage, Exhausting Exercise, & Overwhelming Orgasms Expose the Weak during this training process to show which slave will move on. Actors: Beretta James, Emii Ebi, Oliver Hyde, Kay Tastrophe, Pixie , Melanie Lucci, Sahara Rain, 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

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

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

Girl is clamped and singed by hot wax

Girl is clamped and singed by hot wax

Slave girl's chained up on the wall so her upper body can be clamped and singed by hot wax

Girl takes weights on the pussy

Girl takes weights on the pussy

A girl takes clamps on her tits and weights on the pussy by her old perverted master

Lily LaBeau Day 1

Lily LaBeau Day 1

Lily LaBeau goes through her 1st day of training and finds out the hard way that this will not be a cake walk Actors: Lily LaBeau, Tom Moore, Felony, Sinn Sage

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

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

A slut makes no resistance while punished

A slut makes no resistance while punished

A slut is put into wooden stocks and makes no resistance when her mistress scratches her butt

Annika

Annika

Busty MILF lifestyle submissive bound and fucked in the ass. Actors: Mark Davis, Annika

Mistress gives her slave a good spanking

Mistress gives her slave a good spanking

After a good spanking, this mistress gives her slave the strap-on fucking she deserves

Fantasy Squad

Fantasy Squad

Chanel arrested for masturbating and gets bound and double fucked! Actors: Derrick Pierce, Chanel Preston, Mr. Pete, John Strong

The Training of Savannah West, Day Two

The Training of Savannah West, Day Two

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

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

Delilah's First Time

Delilah's First Time

Fresh new face caned and ass fucked in bondage! Actors: Derrick Pierce, Delilah Knight

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 Debt Collectors

The Debt Collectors

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

Cash for this Ass

Cash for this Ass

Big ass girl turns prostitute, punishment and bondage kinky sex. Actors: Mark Davis, Kimmy Olsen

Mad Scientist

Mad Scientist

Busty Beverly's dark fantasy with mad scientist and BDSM sex. Actors: James Deen, Kayme Kai, Beverly Hills

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

Final Exam-muscles and sparky

Final Exam-muscles and sparky

Final Exam-muscles and sparky**These two trainees have come a long way and now they are put to the final test. Actors: Cheyenne Jewel, Sparky Sin Claire

The Extorted

The Extorted

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

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

Lily LaBeau Day 2

Lily LaBeau Day 2

Actors: Lily LaBeau, Wolf Hudson

The Training of Juliette, Day Three

The Training of Juliette, Day Three

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

The Training of Tara Lynn Foxx

The Training of Tara Lynn Foxx

Tara Lynn Foxx deconstructed. Actors: Tara Lynn Foxx, Wolf Hudson

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

Humiliated Wife

Humiliated Wife

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

Angelica Saige

Angelica Saige

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

Slave Training Jessie CoxFull Anal Annihilation for the First Time

Slave Training Jessie CoxFull Anal Annihilation for the First Time

Full Anal Annihilation for the First Time. There have been lots of attempts, but never at such a sadistic level has her ass ever been so brutally fuck Actors: Jessie Cox, Derrick P., Derrick Pierce

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

Asphyxia Noir

Asphyxia Noir

Sexy nurse overpowered, bound and helplessly fucked by patient Actors: James Deen, Asphyxia Noir

Kristine

Kristine

Submissive Kristine in bondage and ass fucked! Actors: Steve Holmes, Cherry Torn, Kristine

Yummy cuffed slave gets spanked roughly

Yummy cuffed slave gets spanked roughly

Yummy cuffed slave in bizarre BDSM lingerie gets subjected to a rough spanking by her mistress

Hot for Teacher

Hot for Teacher

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

The Training of Dia Zerva, Day One

The Training of Dia Zerva, Day One

Gorgeous slut taught to serve Actors: Dia Zerva, Maestro

American Whore Story

American Whore Story

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

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

Good Girl

Good Girl

Innocent girl gets bound, spanked and fucked! Actors: Derrick Pierce, Penny Play

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

Airport Security

Airport Security

Chanel Preston dominated, bound and fucked by airport security! Actors: James Deen, Chanel Preston

Skin Diamond Day OneSlave Ransom

Skin Diamond Day OneSlave Ransom

Slave Ransom-She becomes the next mark for me and my crew, to snatch off the streets and make some money off of. Actors: Skin Diamond

Needles slided through erect nipples

Needles slided through erect nipples

Master slides needles through her erect nipples, and then pulls on them to inflict pain

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

Sex Rehab: Aurora Snow

Sex Rehab: Aurora Snow

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

The Loan Sharks

The Loan Sharks

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

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