Ass Training Cuckold

I the TaskI am all for teaching a trainee about humility and dignity in manual labor, but four...
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 through...
Our little Nympho MILF is learning a little about grace under pressure on her journey...
I picked her up from the train station and we ran into some male grouies. These guys were loving...
I picked her up from the train station and we ran into some male grouies. These guys...
In the final scene of Maddy OrsquoReillyrsquos live show, all bets are off. We have pounded out...
In the final scene of Maddy OrsquoReillyrsquos live show, all bets are off. We have...
Darling loves her husband, but he is not satisfying her sexual needs. She takes him to see a...
Darling loves her husband, but he is not satisfying her sexual needs. She takes him to...
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave trainer She...
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave...
This girl is hot, hot, fucking hot. She is tall, blonde, pretty face, nice ass and great tits....
This girl is hot, hot, fucking hot. She is tall, blonde, pretty face, nice ass and...
Our eastern European expeditions continue with Mistress Lorelei Lee at an old meat factory in...
Our eastern European expeditions continue with Mistress Lorelei Lee at an old meat...
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...
Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a practical...
Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a...
Our little Nympho MILF is learning a little about grace under pressure on her journey through...
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 is ready...
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 fragile...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a...
Proxy Paige and Isis Love are Back on Everything Butt with beautiful chemistry that leads to...
Proxy Paige and Isis Love are Back on Everything Butt with beautiful chemistry that...
Candy Manson returns to porn after a two year break to do her first anal sex scene while in...
Candy Manson returns to porn after a two year break to do her first anal sex scene...
I the TaskI put her into a dark hole in the basement used to store miscellaneous bondage gear....
I the TaskI put her into a dark hole in the basement used to store miscellaneous...
Tricia Oaks is a dirty anal slut who hires Dia to service her. Dia is training a new gimp Sienna...
Tricia Oaks is a dirty anal slut who hires Dia to service her. Dia is training a new...
She says she wants to feel pretty. So, on Day One I strapped a pair of standard issue slut heels...
She says she wants to feel pretty. So, on Day One I strapped a pair of standard issue...
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There is nothing we could have said to prepare trainee rosie for this day. James Deen is ready...
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 on...
Submissive slut Yhivi has been training, and is now taking huge dick in her tight ass...
The final update from slave trainer JP. Coral is trained to submit to Derrick Pierce. She is...
The final update from slave trainer JP. Coral is trained to submit to Derrick Pierce....
div idmm h3Divine Bitch Goddess Aiden Star br Slave Kadeh3 pKade has almost made it the full...
div idmm h3Divine Bitch Goddess Aiden Star br Slave Kadeh3 pKade has almost made it...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one...
Izamar Gutierrez is a conservative house wife who has come to Miss Casey Calvert for some anal...
Izamar Gutierrez is a conservative house wife who has come to Miss Casey Calvert for...
Cheyenne jewel has been doing some extensive training for a fitness show. She she fails are...
Cheyenne jewel has been doing some extensive training for a fitness show. She she...
Welcome all natural beauties Dani Daniels and Anna Morna to Whipped Ass! Both of these gorgeous...
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 great tits....
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
Sporty babe ready to continue her training doing some ass-fucking exercises
Jay Wimp continues his forced feminization training with Bella Rossi and Madelines promised plan...
Jay Wimp continues his forced feminization training with Bella Rossi and Madelines...
I the BurdenShe wants a collar. I give her a collar of steel she never wants to wear again.II...
I the BurdenShe wants a collar. I give her a collar of steel she never wants to wear...
My mind is made up to use this trainees ass all week long. In fact, I am going to only punish...
My mind is made up to use this trainees ass all week long. In fact, I am going to only...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic...
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 sadistic...
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 stretching sounds...
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 far shes...
Last week you saw Mona trying desperately to gape for you. Today, you get to see how...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to believe...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to...
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Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to believe...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to...
Last week you saw Mona trying desperately to gape for you. Today, you get to see how far shes...
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, Jenna...
Simone Sonay is making an Army of Anal Soldiers and needs Jenna Ashleys ASS but first,...
Proxy Paige and Isis Love are Back on Everything Butt with beautiful chemistry that leads to...
Proxy Paige and Isis Love are Back on Everything Butt with beautiful chemistry that...
Cheyenne jewel has been doing some extensive training for a fitness show. She she fails are...
Cheyenne jewel has been doing some extensive training for a fitness show. She she...
Lea Lexis is the empress of a great city and the emperor has been demanding more and more anal...
Lea Lexis is the empress of a great city and the emperor has been demanding more and...
This picks up right after the Ultimate Surrender Match between Ariel and Angel leaves off. for...
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 off. for...
This picks up right after the Ultimate Surrender Match between Ariel and Angel leaves...
Lea Lexis is the empress of a great city and the emperor has been demanding more and more anal...
Lea Lexis is the empress of a great city and the emperor has been demanding more and...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain slut back...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain...
Darling loves her husband, but he is not satisfying her sexual needs. She takes him to see a...
Darling loves her husband, but he is not satisfying her sexual needs. She takes him to...
Veruca James is the boss bitch in this dungeon and Reed Jameson is her good little obedient pet....
Veruca James is the boss bitch in this dungeon and Reed Jameson is her good little...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be challenged by...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Little cock slut Amanda Tate faces the reality of manual labor when ordered to move a half ton...
Little cock slut Amanda Tate faces the reality of manual labor when ordered to move a...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but McKenzie has...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but McKenzie has...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but...
Maitresse Madeline has her slaves on display ready to be sold to the highest bidder. Some slaves...
Maitresse Madeline has her slaves on display ready to be sold to the highest bidder....
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Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be challenged by...
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 challenged by...
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 her...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on...
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...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be challenged by...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on...
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...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for her...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for her...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be challenged by...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
Mona Wales amp Bella Rossi are perfect wives in every way, including sexually. When new girl...
Mona Wales amp Bella Rossi are perfect wives in every way, including sexually. When...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be challenged by...
Welcome local model Coral Aorta to Whipped Ass. Coral enjoys pain and likes to be...
AVN Female Performer of the Year 2012, Bobbi Starr, was the first to be trained for this site....
AVN Female Performer of the Year 2012, Bobbi Starr, was the first to be trained for...
Mistress Gia Dimarco was booked to domme Sebastian Keys but on my way into the Armory that...
Mistress Gia Dimarco was booked to domme Sebastian Keys but on my way into the Armory...
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Submissive slut Yhivi has been training, and is now taking huge dick in her tight ass on...
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 Disgrace all the...
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 slut back...
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 caught...
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 caught...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is...
Welcome all natural beauties Dani Daniels and Anna Morna to Whipped Ass! Both of these gorgeous...
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 slut back...
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 her...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to believe...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for her...
Aiden Starr punishes, trains and ass fucks two hot little blondes into submission for...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to believe...
Former Wicked contract star, beautiful? Sure. Tough as nails? Youll have to see it to...
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...
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...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is...
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Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
Bella Rossi needs to be knocked down a notch since her elevated status as a domme on Whipped...
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...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
Savannah Fox is a hardcore double penetration anal nymphomaniac bondage and cock slut that needs...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already has...
Anal MILF Syren de Mer is trained in domestic cock service. First she is challenged to endure a...
Kimmy Lee is a gorgeous Asian slave girl that offer up her big tits and fine ass to slave...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic...
When slave trainee Penny Pax signs up for four days of slave training, she learns there is more...
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...
Mistress Kara and Cheyenne Jewel have been trying to best each other all season long in the tag...
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Long legs, Big Natural Tits, Gorgeous Face, but she is a LAZY FUCK. Holly Michaels is so...
Phoenix Marie is a high protocol anal submissive grand dame you would not want to cross, but...
Long legs, Big Natural Tits, Gorgeous Face, but she is a LAZY FUCK. Holly Michaels is so...
Lea Lexiss new 247 sex slave, Allie James, is too eager for her own good. When shes caught...
Jessie Parker is fresh off the farm and hoping for fame. Lorelei knows exactly who to send the...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain slut back...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
Three ladies compete to earn their stewardess hats to fly the friendly skies but one sadistic...
In her first shoot ever, Audrey Noir plays a curious virgin nun in training who is caught...
Christian Wilde is Bobbi Starrs sexy fuck toy. Hes perfect. Beautiful body, amazing hard cock...
Welcome the beautiful and charming Bella Wilde to Whipped Ass! Bella is a local model with an...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain slut back...
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