Tough Men Spanking Boys

18 year old Sam Truitt gets the punishment that such a young man deserves in this hot domestic...
18 year old Sam Truitt gets the punishment that such a young man deserves in this hot...
Logan Vaughn is used to girls falling all over him with his big muscles and pretty boy blonde...
Logan Vaughn is used to girls falling all over him with his big muscles and pretty boy...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first...
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a snobby art...
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
When Aiden Starr wants to get fucked you either agree to play her way or you take a hike! This...
When Aiden Starr wants to get fucked you either agree to play her way or you take a...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
This is the edited version of the most recent interactive porn shot live for the...
Ariel X has been named the newest director of Ultimate Surrender while Darlings been tooting her...
Ariel X has been named the newest director of Ultimate Surrender while Darlings been...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
John Jammen runs his own business when outside the Armory walls but when inside he craves to...
John Jammen runs his own business when outside the Armory walls but when inside he...
John Jammen runs his own business when outside the Armory walls but when inside he craves to...
John Jammen runs his own business when outside the Armory walls but when inside he...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
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When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
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Greedy bathroom-pig Connor is perched in a grungy stall in the public bathroom anxiously...
Greedy bathroom-pig Connor is perched in a grungy stall in the public bathroom...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Sexy Boy gets filled with rock hard men meat
Sexy Boy gets filled with rock hard men meat
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a snobby art...
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a...
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...
Welcome back the tough and beautiful Elise Graves to WhippedAss.com! Lorelei Lee and Aiden Starr...
Welcome back the tough and beautiful Elise Graves to WhippedAss.com! Lorelei Lee and...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy...
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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Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a snobby art...
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
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,...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
The poor, yet hot, secretary in this spanking video has one tough boss with unconventional...
The poor, yet hot, secretary in this spanking video has one tough boss with...
Welcome back the tough and beautiful Elise Graves to WhippedAss.com! Lorelei Lee and Aiden Starr...
Welcome back the tough and beautiful Elise Graves to WhippedAss.com! Lorelei Lee and...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy...
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Amber Rayne is back domming and has Kiera King as her pet. Ambers new plaything is brought down...
Amber Rayne is back domming and has Kiera King as her pet. Ambers new plaything is...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
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,...
What a difference one year can make. Think about where your life was just a year ago. Has things...
What a difference one year can make. Think about where your life was just a year ago....
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
Amber Rayne is back domming and has Kiera King as her pet. Ambers new plaything is brought down...
Amber Rayne is back domming and has Kiera King as her pet. Ambers new plaything is...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on...
Uniformed men are brutally spanking and humiliating 3 russian filthy sluts
Uniformed men are brutally spanking and humiliating 3 russian filthy sluts
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first...
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Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
This weeks update is a new style of interactive femdom putting YOU in the hot seat! Have you...
This weeks update is a new style of interactive femdom putting YOU in the hot seat!...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy...
Sensi Pearl, an all natural petite girl whos truly submissive and into pushing her limits is put...
Sensi Pearl, an all natural petite girl whos truly submissive and into pushing her...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
This is the edited version of the most recent interactive porn shot live for the...
Sensi Pearl, an all natural petite girl whos truly submissive and into pushing her limits is put...
Sensi Pearl, an all natural petite girl whos truly submissive and into pushing her...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired beauty...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired beauty...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
This is the edited version of the most recent interactive porn shot live for the...
After 4 years we welcome back Annie Cruz to Whipped Ass! This time the tables are turned and...
After 4 years we welcome back Annie Cruz to Whipped Ass! This time the tables are...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
This is the edited version of the most recent interactive porn shot live for the...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on...
Gia Dimarco gets dominated, punished and ass fucked by Maitresse Madeline LIVE for Whipped Ass...
Gia Dimarco gets dominated, punished and ass fucked by Maitresse Madeline LIVE 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...
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Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a snobby art...
Krissy Lynn returns to Whipped Ass in this sexy role play fantasy. Krissy plays a...
Ariel X has been named the newest director of Ultimate Surrender while Darlings been tooting her...
Ariel X has been named the newest director of Ultimate Surrender while Darlings been...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then...
This weeks update is the edited version of the live show from last week with the cute and tough...
This weeks update is the edited version of the live show from last week with the cute...
Hot tough chicks Mona Wales and Mistress Kara close up the bar and head to the tail end of an...
Hot tough chicks Mona Wales and Mistress Kara close up the bar and head to the tail...
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,...
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,...
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,...
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,...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one. She is a...
When the need for a house gimp came up, I looked to Miss Delilah Strong to train one....
What you dont understand is that I did this to you purposely, just to watch you suffer. Your...
What you dont understand is that I did this to you purposely, just to watch you...
The Kink Bitches are looking for a new editor and silly boy Kip Johnson applies for the job....
The Kink Bitches are looking for a new editor and silly boy Kip Johnson applies for...
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Naughty dominatrix Ice La Fox dominating a tough looking guy and gave him thorough ass spanking
Naughty dominatrix Ice La Fox dominating a tough looking guy and gave him thorough ass...
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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Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili, in the...
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Ariel X and Stacey Stax are not only hot chicks, theyre tough as hell! With the participation of...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired beauty...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
Remy LaCroix has never been with a woman, Remy LaCroix has never done porn, Remy LaCroix has...
Porn star royalty, Francesca Le has all her fantasies come true when she trades in the red...
Bella Rossi returns to sub on Whipped Ass for the first time in 4 years! Since then Bella has...
Hot tough chicks Mona Wales and Mistress Kara close up the bar and head to the tail end of an...
Sadistic lesbian detective Mona Wales, trains hot new detective deputy, Milcah Halili, in the...
Welcome back Mz Berlin to Whipped Ass! Mz is a true sadist with wicked verbal. We give Mz the...
Leashed boy gets decent spanking before being allowed to lick dommes pussy
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This week, our Boy DT, aka Deep Threat, aka Greedy got out of the pen and we decided to set him...
Welcome the devastating Mistress Francesca Le to Divine Bitches! Francesca may be new to Divine...
Krissie Dee has had a long standing fantasy of being snatched out of her dorm room at night and...
In this weeks comedic but tough fantasy roleplay storyline Madeline plays an ex prostitute...
Our eastern European expeditions continue with Mistress Lorelei Lee at an old meat factory in...
What the fuck is this small cock gonna do for me, pretty boy? Mistress Harmony is relentless in...
This is the edited version of the most recent interactive porn shot live for the Whipped Ass...
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After 4 years we welcome back Annie Cruz to Whipped Ass! This time the tables are turned and...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is...
Welcome Zoe Voss to Whipped Ass! Zoe, a tall, fair skinned, all natural, red-haired beauty...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is...
Logan Vaughn is used to girls falling all over him with his big muscles and pretty boy blonde...
After 4 years we welcome back Annie Cruz to Whipped Ass! This time the tables are turned and...
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