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Goldie is getting her training on the stairs. When her trainer Kurt thinks she has...
I the TaskI am all for teaching a trainee about humility and dignity in manual labor,...
Our little Nympho MILF is learning a little about grace under pressure on her journey...
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In the final scene of Maddy OrsquoReillyrsquos live show, all bets are off. We have...
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave...
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When Chastity Lynn returns to the Upper Floor, the House slaves recruit Maestro to...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
The Majestic Queen herself Maitresse Madeline Marlowe is back at work training her...
Our little Nympho MILF is learning a little about grace under pressure on her journey...
There is nothing we could have said to prepare trainee rosie for this day. James Deen...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a...
Bobbi is here to show 010 some humility. 010 is known for being one of the most...
I the TaskI put her into a dark hole in the basement used to store miscellaneous...
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She says she wants to feel pretty. So, on Day One I strapped a pair of standard issue...
There is nothing we could have said to prepare trainee rosie for this day. James Deen...
Submissive slut Yhivi has been training, and is now taking huge dick in her tight ass...
Chastitys final day will test her her on all levels of her training, from boot...
Gorgeous big tit, blonde hair, bubble butt Angel Allwood fucks her way into Slave...
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Three ladies compete to earn their stewardess hats to fly the friendly skies but one...
Callie Klein wants to be dominated and trained. Her goal is to become the obedient,...
Charlotte is a slave in need of training and Master A has a custom curriculum for her....
Rain is put to the test on her second and last day of training. Will she be back for...
Izamar Gutierrez is a conservative house wife who has come to Miss Casey Calvert for...
Welcome all natural beauties Dani Daniels and Anna Morna to Whipped Ass! Both of these...
This girl is hot, hot, fucking hot. She is tall, blonde, pretty face, nice ass and...
Sporty babe ready to continue her training doing some ass-fucking exercises
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch...
Sweet and obedient Cadence Lux arrives for a romantic get away with her fiance Tommy...
Jay Wimp continues his forced feminization training with Bella Rossi and Madelines...
My mind is made up to use this trainees ass all week long. In fact, I am going to only...
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Three ladies compete to earn their stewardess hats to fly the friendly skies but one...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one...
Isis Love warms up Soverign Syres ass with a hollow buttplug that echoes the...
Last week you saw Mona trying desperately to gape for you. Today, you get to see how...
Dana DeArmond, Ariel X and Vicki Chase fill up there butts with stretching objects,...
Last week you saw Mona trying desperately to gape for you. Today, you get to see how...
Simone Sonay is making an Army of Anal Soldiers and needs Jenna Ashleys ASS but first,...
Dana DeArmond, Ariel X and Vicki Chase fill up there butts with stretching objects,...
This picks up right after the Ultimate Surrender Match between Ariel and Angel leaves...
This picks up right after the Ultimate Surrender Match between Ariel and Angel leaves...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili,...
All Natural eighteen year old Anastasia Rose is hungry for pleasure but is she able to...
Willing and able slave girl in training Kendra Cole is a nasty submissive slut that...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain...
We have no intention of releasing this sexy bitch from her slave training program...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the...
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Little cock slut Amanda Tate faces the reality of manual labor when ordered to move a...
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Submissive office slut Dolly Leigh gets caught snooping on lesbian office shenanigans...
Mouthy little pussy girl Amanda Tate comes in for her final day of training bright...
Maitresse Madeline has her slaves on display ready to be sold to the highest bidder....
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
Sabrina Banks is a gorgeous brunette with stunning blue eyes that beg More fucking,...
Gorgeous nubile Emily Austin learns to beg at the hands of Slave Trainer Tommy Pistol....
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Taking a break from family holiday obligations, Darling wanders into the local dyke...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili,...
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili,...
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Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Hot fan girl, Charlotte Cross, begs adult superstar Chanel Preston for submissive...
Submissive office slut Dolly Leigh gets caught snooping on lesbian office shenanigans...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch...
One day of sexual slave training wasnt enough for this sex crazed masochist, so day 4...
When Veruca James signs over 90 minutes of her life to Training of O, we get real time...
AVN Female Performer of the Year 2012, Bobbi Starr, was the first to be trained for...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili,...
Submissive slut Yhivi has been training, and is now taking huge dick in her tight ass...
Rilynn Rae and Lyla Storm have a little bit of history which makes this Public...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
Welcome all natural beauties Dani Daniels and Anna Morna to Whipped Ass! Both of these...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the...
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Taking a break from family holiday obligations, Darling wanders into the local dyke bar where...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for her...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes caught...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes caught...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the rising...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the rising...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the rising...
Hot fan girl, Charlotte Cross, begs adult superstar Chanel Preston for submissive lesbian...
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch Cherry...
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch Cherry...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili, in the...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili, in the...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili, in the...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the rising...
Todays update if the full tag team match that was streamed Live earlier this month. Every First...
The MILF is the most difficult subject to train because they have more shit to undo than other...
Ela Darling returns to The Training of O. This blonde slut is made to fuck with all her holes...
Gorgeous big tit, blonde hair, bubble butt Angel Allwood fucks her way into Slave Training in...
Savannah Fox is a hardcore double penetration anal nymphomaniac bondage and cock slut that needs...
In this fantasy role play, Gaia has been taken out of a womens prison and brought to a secluded...
Let us all take a moment to be thankful.... that we are not in atoms shoes. br br Trainee atom...
Anal MILF Syren de Mer is trained in domestic cock service. First she is challenged to endure a...
Anna Tyler will stop at nothing to prove her devotion to dominatrix Cherry Torn! Watch Cherry...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic...
Welcome all natural beauties Dani Daniels and Anna Morna to Whipped Ass! Both of these gorgeous...
She has failed me before. But I saw something in her innate grace. So, instead of moving on to...
Brand new kinky model Ella Nova has been making the rounds lately - a shoot here and there, a...
Veronica Avluv is set to graduate slave training but must first prove her worth in the domestic...
Roommate Cherry Torn, helps broke San Francisco chick, Missy Minks, keep up with the rising...
Callie Klein wants to be dominated and trained. Her goal is to become the obedient, willing...
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