Women Spanking Boys

Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up...
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...
Phoenix Marie earns the title of Anal Queen. This incredibly sexy women with an amazing ass...
Phoenix Marie earns the title of Anal Queen. This incredibly sexy women with an...
Cock-loving boy changes into womens clothes eager for a strapon butt ride
Cock-loving boy changes into womens clothes eager for a strapon butt ride
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up...
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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...
Phoenix Marie earns the title of Anal Queen. This incredibly sexy women with an amazing ass...
Phoenix Marie earns the title of Anal Queen. This incredibly sexy women with an...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked and gang...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend Yuki Mori is...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend...
We have many beautiful women come through WhippedAss.com, Chanel Preston is at the top of the...
We have many beautiful women come through WhippedAss.com, Chanel Preston is at the top...
Otk on the couch. Woman on woman. Brunette spanking blonde. We always like to see how women...
Otk on the couch. Woman on woman. Brunette spanking blonde. We always like to see how...
This storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires...
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In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked and gang...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend Yuki Mori is...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend...
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...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has never been...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has...
Mellanie Monroe gets turned on by kinky bondage sex and takes hard punishment from Nika Noire....
Mellanie Monroe gets turned on by kinky bondage sex and takes hard punishment from...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has never been...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li...
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!...
Cherry Torn is finally settling down and marrying the man of her dreams while her bridesmaids...
Cherry Torn is finally settling down and marrying the man of her dreams while her...
Black girl feels blondies ass and remarks how hot it is. Now the brown ass is otk. She tries to...
Black girl feels blondies ass and remarks how hot it is. Now the brown ass is otk. She...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked and gang...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role...
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...
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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...
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 storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has never been...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has...
This storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
This storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend Yuki Mori is...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has never been...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires...
This storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
Savannah Fox returns for more spanking, punishment, fisting, deep anal and extreme squirting in...
Savannah Fox returns for more spanking, punishment, fisting, deep anal and extreme...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up...
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Brawny and brash, Eros Sin is just another insolent, ungrateful young football star failing all...
Brawny and brash, Eros Sin is just another insolent, ungrateful young football star...
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Never before on ANY fem dom site have you seen such a blatant form of male humiliation until...
Never before on ANY fem dom site have you seen such a blatant form of male humiliation...
Parker London may be a sight for sore eyes but does he have what it takes to be a sex slave to...
Parker London may be a sight for sore eyes but does he have what it takes to be a sex...
Liza Del Sierra gets caught flirting with her professors husband. Chanel Preston spanks and...
Liza Del Sierra gets caught flirting with her professors husband. Chanel Preston...
Liza Del Sierra gets caught flirting with her professors husband. Chanel Preston spanks and...
Liza Del Sierra gets caught flirting with her professors husband. Chanel Preston...
Welcome back Yuki Mori! Lorelei Lee has been at war in Afghanistan while her girlfriend Yuki...
Welcome back Yuki Mori! Lorelei Lee has been at war in Afghanistan while 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...
Cherry Torn is finally settling down and marrying the man of her dreams while her bridesmaids...
Cherry Torn is finally settling down and marrying the man of her dreams while her...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked and gang...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked...
This storyline was a request made by a member named yooli. Thanks, yooli for the suggestion!...
This storyline was a request made by a member named yooli. Thanks, yooli for the...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked and gang...
The moment we have all been waiting for is here! On Halloween Sinn Sage gets spanked...
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei...
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei...
What happens when you pluck a cute, innocent girl right out of Golden Gate Park and bring her to...
What happens when you pluck a cute, innocent girl right out of Golden Gate Park and...
Leashed boy gets decent spanking before being allowed to lick dommes pussy
Leashed boy gets decent spanking before being allowed to lick dommes pussy
This week, our Boy DT, aka Deep Threat, aka Greedy got out of the pen and we decided to set him...
This week, our Boy DT, aka Deep Threat, aka Greedy got out of the pen and we decided...
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Welcome the devastating Mistress Francesca Le to Divine Bitches! Francesca may be new to Divine...
Welcome the devastating Mistress Francesca Le to Divine Bitches! Francesca may be new...
In this weeks comedic but tough fantasy roleplay storyline Madeline plays an ex prostitute...
In this weeks comedic but tough fantasy roleplay storyline Madeline plays an ex...
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...
What the fuck is this small cock gonna do for me, pretty boy? Mistress Harmony is relentless in...
What the fuck is this small cock gonna do for me, pretty boy? Mistress Harmony is...
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...
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...
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...
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up...
Mistress Sandra Romains command of the male anatomy is made painfully clear as she casually...
Mistress Sandra Romains command of the male anatomy is made painfully clear as she...
Cherry Torn is finally settling down and marrying the man of her dreams while her bridesmaids...
Cherry Torn is finally settling down and marrying the man of her dreams while her...
We have many beautiful women come through WhippedAss.com, Chanel Preston is at the top of the...
We have many beautiful women come through WhippedAss.com, Chanel Preston is at the top...
Cherry Torn is finally settling down and marrying the man of her dreams while her bridesmaids...
Cherry Torn is finally settling down and marrying the man of her dreams while her...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li...
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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...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend Yuki Mori is...
Welcome back Yuki Mori! Lorelei Lee has been away in the army while her girlfriend...
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...
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...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li...
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...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has never been...
Famous pornstar Asa Akira subs for the very first time at WhippedAss.com! Asa has...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role...
Cherry Torn is finally settling down and marrying the man of her dreams while her bridesmaids...
Cherry Torn is finally settling down and marrying the man of her dreams while her...
This fantasy roleplay shoot is an ode to sexploitation, women in prison, revenge plot movies....
This fantasy roleplay shoot is an ode to sexploitation, women in prison, revenge plot...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li...
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li...
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei...

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In the dungeon of her own mind, Syren de Mer confesses her incessant sexual desires and her...
40 women. 2 birthdays. 1 piece of meat. Never before on ANY femdom site have you seen such a...
Lefty thought he was a lucky fucker when Samantha Sin walked onto the set to team up with...
Femdom Cheyenne straightens out a punkass kid with a good old fashioned beating! She has the...
18 year old Sam Truitt gets the punishment that such a young man deserves in this hot domestic...
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Hot blonde AJ Applegate finds herself under the control of dominatrix Goddess Lorelei Lee....
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ALL HAIL PRINCESS DONNA!! Its her birthday and she is out to test the perverted loyalties of her...
Savannah Fox returns for more spanking, punishment, fisting, deep anal and extreme squirting in...
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The stunning Ana Foxxx is at a high fashion photo shoot with the nervous and sweaty Will Havoc....
Harmony Rose punishes her cheating boyfriend by cuffing him in a public bathroom and beating his...
Kait Snow, a young freshman in college, shares a dorm room with senior Ashley Fires. Kait is...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update...
Welcome MILF star Anjanette Astoria to WhippedAss.com. In this women in prison role play update...
Welcome back hard body Wenona to Whipped Ass! We pair Wenona with tough domme, Felony and the...
Nothing but huge ass running around town. Brick always gets ass out here. These sexy women love...
This fantasy roleplay shoot is an ode to sexploitation, women in prison, revenge plot movies....
We love Tara Lynn Fox. Why you ask? Because shes a tramp who needs hard punishment! Tara Lynn...
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After 4 years we welcome back Annie Cruz to Whipped Ass! This time the tables are turned and...
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