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Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a legend to...
Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I wanted to...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I...
Welcome back Katie Jordin. This beautiful girl is as sexy as sexy comes. She looks so innocent...
Welcome back Katie Jordin. This beautiful girl is as sexy as sexy comes. She looks so...
Mistress Anastasia Pierce punishes her malesub partner with bondage and painful nipple torture
Mistress Anastasia Pierce punishes her malesub partner with bondage and painful nipple...
Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a legend to...
Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I wanted to...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already has...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already has...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already...
Casey Calvert is so much fun to torture I just can resist giving her that adorable look of pain...
Casey Calvert is so much fun to torture I just can resist giving her that adorable...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already has...
Milcah Halili arrives with a high pain tolerance, ready to be trained. She already...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a...
Miss Nikki Nefarious is a highly skilled rope bondage artist, not to mention a sexy Domme....
Miss Nikki Nefarious is a highly skilled rope bondage artist, not to mention a sexy...
Sexy MILF, Elexis Monroe gets a taste of her own medicine when shes invited to her employee Sinn...
Sexy MILF, Elexis Monroe gets a taste of her own medicine when shes invited to her...
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...
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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...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she arrives with...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she...
I honestly havent seen such an intense connection between two women on Whipped Ass quite like...
I honestly havent seen such an intense connection between two women on Whipped Ass...
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....
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be challenged...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be challenged...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be challenged...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be...
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...
Welcome Kaylee Hilton and Kara Price to Whipped Ass! In this fantasy roleplay update cute co-eds...
Welcome Kaylee Hilton and Kara Price to Whipped Ass! In this fantasy roleplay update...
I honestly havent seen such an intense connection between two women on Whipped Ass quite like...
I honestly havent seen such an intense connection between two women on Whipped Ass...
Aurora Snow makes her debut on Whipped Ass as the quintessential San Francisco Marina babe....
Aurora Snow makes her debut on Whipped Ass as the quintessential San Francisco Marina...
Beautiful and submissive Sensi Pearl has an amazing experience being Mr. Petes little bondage...
Beautiful and submissive Sensi Pearl has an amazing experience being Mr. Petes little...
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...
Hard core bondage fans know who Carissa Montgomery is. And if not, this is the time to meet her...
Hard core bondage fans know who Carissa Montgomery is. And if not, this is the time to...
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Gorgeous Dani Daniels in her most intense SAS scene to date with James Deen. She wanted to go...
Gorgeous Dani Daniels in her most intense SAS scene to date with James Deen. She...
If you missed the LIVE version of this shoot youre in luck! This is the edited version straight...
If you missed the LIVE version of this shoot youre in luck! This is the edited version...
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...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she arrives with...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she...
If you missed the LIVE version of this shoot youre in luck! This is the edited version straight...
If you missed the LIVE version of this shoot youre in luck! This is the edited version...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor Cherry...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor...
If you missed the LIVE version of this shoot youre in luck! This is the edited version straight...
If you missed the LIVE version of this shoot youre in luck! This is the edited version...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves kinky sexy,...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves...
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...
Welcome the beautiful and charming Bella Wilde to Whipped Ass! Bella is a local model with an...
Welcome the beautiful and charming Bella Wilde to Whipped Ass! Bella is a local model...
Sexy MILF, Elexis Monroe gets a taste of her own medicine when shes invited to her employee Sinn...
Sexy MILF, Elexis Monroe gets a taste of her own medicine when shes invited to her...
Famous pornstar Bobbi Starr goes back to her roots and submits to one of her closest friends,...
Famous pornstar Bobbi Starr goes back to her roots and submits to one of her closest...
When a last minute opening to perform with one of her favorite dommes presented itself, the...
When a last minute opening to perform with one of her favorite dommes presented...
I honestly havent seen such an intense connection between two women on Whipped Ass quite like...
I honestly havent seen such an intense connection between two women on Whipped Ass...
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...
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Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be challenged...
Welcome local model and masochist Bianca Stone to Whipped Ass. Bianca likes to be...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound together with a...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor Cherry...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor...
Super cute redhead Marie McCray is extremely excited about trying bondage and being dominated...
Super cute redhead Marie McCray is extremely excited about trying bondage and being...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves kinky sexy,...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound together with a...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound...
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...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor Cherry...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor...
Adorable and all natural blonde, Penny Pax, seems to have come out of no where and so unassuming...
Adorable and all natural blonde, Penny Pax, seems to have come out of no where and so...
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...
Poor Penny thinks shes been left all alone with no one to play with her. However, like a good...
Poor Penny thinks shes been left all alone with no one to play with her. However, like...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she arrives with...
Welcome the adorable Adrianna Luna to WhippedAss.com! Adrianna may be new, but she...
Lily LaBeau beautiful face, gorgeous long legs, all natural perky tits and shes dying to get...
Lily LaBeau beautiful face, gorgeous long legs, all natural perky tits and shes dying...
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...
Welcome Kaylee Hilton and Kara Price to Whipped Ass! In this fantasy roleplay update cute co-eds...
Welcome Kaylee Hilton and Kara Price to Whipped Ass! In this fantasy roleplay update...
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20 year old Ashli Orion was extremely excited about being tied up and punished for the first...
20 year old Ashli Orion was extremely excited about being tied up and punished for the...
To get in the Halloween spirit I wanted to do something extra special for the members of Whipped...
To get in the Halloween spirit I wanted to do something extra special for the members...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound together with a...
Bella and Darlings mistress leaves them alone in her dungeon, shackled and bound...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor Cherry...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves kinky sexy,...
Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves...
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...
Welcome Mallory Malone to WhippedAss.com! Mallory is a local babe I met at San Franciscos...
Welcome Mallory Malone to WhippedAss.com! Mallory is a local babe I met at San...
Welcome Mallory Malone to WhippedAss.com! Mallory is a local babe I met at San Franciscos...
Welcome Mallory Malone to WhippedAss.com! Mallory is a local babe I met at San...
Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a legend to...
Funny, Mz Berlin never actually shot for Men In Pain back in the day yet she remains a...
div idmm h3Divine Bitch Mistress DragonLily br Slave Derrick Ph3 pMistress Dragonlily is a...
div idmm h3Divine Bitch Mistress DragonLily br Slave Derrick Ph3 pMistress Dragonlily...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I wanted to...
Halloween is my favorite holiday. To celebrate on this fantasy filled time of year I...
Sexy mistress Anastasia Pierce punishes her male submissive partner with painful duck tape...
Sexy mistress Anastasia Pierce punishes her male submissive partner with painful duck...
Militant Mistress Annie Cruz gets new recruit CJ into heavy submission with strict predicament...
Militant Mistress Annie Cruz gets new recruit CJ into heavy submission with strict...
In a clinical white room, Katja Kassin is given a harsh lesson in discipline and lesbian BDSM by...
In a clinical white room, Katja Kassin is given a harsh lesson in discipline and...
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...
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Mistress Claire has been grinding down euros will for a long time now, and this update is the...
Mistress Claire has been grinding down euros will for a long time now, and this update...
Sir C and Mistress Annie Cruz team up in this men in pain update to torture judas with all kinds...
Sir C and Mistress Annie Cruz team up in this men in pain update to torture judas with...
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Militant Mistress Annie Cruz gets new recruit CJ into heavy submission with strict predicament...
Militant Mistress Annie Cruz gets new recruit CJ into heavy submission with strict...
What a great name for a Waterbondage model eh? Amber Rayned on our parade, but in this case...
What a great name for a Waterbondage model eh? Amber Rayned on our parade, but in this...
Extremely bizarre slut fucked with a painful kitchen whisk
Extremely bizarre slut fucked with a painful kitchen whisk
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor Cherry...
Holly Hendrix is a sex-hungry pain slut being kept for observation by devious doctor...
The beautiful and very submissive Cherry Torn returns with new guy Xander Corvus! In this...
The beautiful and very submissive Cherry Torn returns with new guy Xander Corvus! In...
Blake returns for another day of training and this time hes lucky enough to catch Mistress...
Blake returns for another day of training and this time hes lucky enough to catch...
Skin Diamond is a blend of unique beauty and maso-slut. Today, we challenge her with endurance...
Skin Diamond is a blend of unique beauty and maso-slut. Today, we challenge her with...
20 year old Ashli Orion was extremely excited about being tied up and punished for the first...
20 year old Ashli Orion was extremely excited about being tied up and punished for the...
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...
Exotic beauty Marsha Lord is dressed in latex and dominated by Claire Adams in this spectacular...
Exotic beauty Marsha Lord is dressed in latex and dominated by Claire Adams in this...
Super cute redhead Marie McCray is extremely excited about trying bondage and being dominated...
Super cute redhead Marie McCray is extremely excited about trying bondage and being...
Welcome the beautiful and charming Bella Wilde to Whipped Ass! Bella is a local model with an...
Welcome the beautiful and charming Bella Wilde to Whipped Ass! Bella is a local model...
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Milcah Halili arrives with a high pain tolerance, ready to be trained. She already has...
Naughty brunette submissive Snow punished with extreme bondage and painful tit torture
Welcome back Katie Jordin. This beautiful girl is as sexy as sexy comes. She looks so innocent...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Lia Lor is your girl next door sandy blonde beauty that gets served fresh and hard a challenging...
Welcome Tia Ling to Device Bondage. Trapped and held in a custom one-person prison, Tia is...
Welcome Tia Ling to Device Bondage. Trapped and held in a custom one-person prison, Tia is...
Welcome Tia Ling to Device Bondage. Trapped and held in a custom one-person prison, Tia is...
Casey Calvert is so much fun to torture I just can resist giving her that adorable look of pain...
Casey Calvert is so much fun to torture I just can resist giving her that adorable look of pain...
Famous pornstar Bobbi Starr goes back to her roots and submits to one of her closest friends,...
Adorable and all natural blonde, Penny Pax, seems to have come out of no where and so unassuming...
Famous pornstar Bobbi Starr goes back to her roots and submits to one of her closest friends,...
Welcome Mallory Malone to WhippedAss.com! Mallory is a local babe I met at San Franciscos...
Nika Noire is in a coma in the hospital while Bailey Brooks the kinky night nurse, does more...
If you missed the LIVE version of this shoot youre in luck! This is the edited version straight...
This fantasy roleplay shoot is an ode to sexploitation, women in prison, revenge plot movies....
Welcome back the drop dead gorgeous Chanel Preston to Whipped Ass. In this fantasy roleplay...
We love Tara Lynn Fox. Why you ask? Because shes a tramp who needs hard punishment! Tara Lynn...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain slut back...
Aurora Snow makes her debut on Whipped Ass as the quintessential San Francisco Marina babe....
What a difference one year can make. Think about where your life was just a year ago. Has things...
Ariel X has been named the newest director of Ultimate Surrender while Darlings been tooting her...
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