Painful Anal Punishment

Chick suffering from kleptomania punished anally and left with a jizzed ass
Chick suffering from kleptomania punished anally and left with a jizzed ass		 Newcomer Ella Nova gets destroyed in this high energy role play scenario about a massage...
Newcomer Ella Nova gets destroyed in this high energy role play scenario about a...		 Painful punishments for young disobedient girls
Painful punishments for young disobedient girls		 Young and busty, Angelina Valentine is bound and dominated for the first time. She loves the...
Young and busty, Angelina Valentine is bound and dominated for the first time. She...		 Krissy Leighs overnight stay at the hospital is full of sexual domination and lesbian sex. Nurse...
Krissy Leighs overnight stay at the hospital is full of sexual domination and lesbian...
Bonnie Day, a petite local masochist who likes lesbian sex and punishment has her work cut out...
Bonnie Day, a petite local masochist who likes lesbian sex and punishment has her work...		 All girls crave for anal sex, you can take that for the bank. Even when they tell you they think...
All girls crave for anal sex, you can take that for the bank. Even when they tell you...		 Whipped Ass would like to wish you a Happy Halloween with this weeks special, Sins Of The Flesh....
Whipped Ass would like to wish you a Happy Halloween with this weeks special, Sins Of...		 Chastity Lynns friends think that a large abandoned building is haunted and dare her to sneak...
Chastity Lynns friends think that a large abandoned building is haunted and dare her...		 This girl has always wanted to try anal sex but was too scared. She thought it was going to be...
This girl has always wanted to try anal sex but was too scared. She thought it was...
Welcome 20 year old Mandy Muse to Whipped Ass! Shes young, sweet and eager to explore all her...
Welcome 20 year old Mandy Muse to Whipped Ass! Shes young, sweet and eager to explore...		 This was a rough anal sex tryout where we witnessed a lot of pain but also a lot of pleasure....
This was a rough anal sex tryout where we witnessed a lot of pain but also a lot of...		 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...		 Shop lifters looking for a 5 finger discount get a 5 finger fist from Mona Wales. Dresden and...
Shop lifters looking for a 5 finger discount get a 5 finger fist from Mona Wales....

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Chiara Diletto is back on Public Disgrace and ready for another brutal humiliation. We are also...
Chiara Diletto is back on Public Disgrace and ready for another brutal humiliation. We...		 There is no beating around the bush with this live feed. The first few questions our members ask...
There is no beating around the bush with this live feed. The first few questions our...		 Raisa did not care about the pain that came with having anal sex for the first time. She wanted...
Raisa did not care about the pain that came with having anal sex for the first time....		 When Barbary Rose ended up in the emergency room after a mild car accident, she didnt expect to...
When Barbary Rose ended up in the emergency room after a mild car accident, she didnt...		 Brunette babe whips out big strap on to deal out anal punishment!
Brunette babe whips out big strap on to deal out anal punishment!
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...		 Holly Michaels first time on Sex and Submission gives us one of the most intense scenes of the...
Holly Michaels first time on Sex and Submission gives us one of the most intense...		 Mistress Aiden has a pain toy to play with. tao subjects himself to the sadistic Mistresses...
Mistress Aiden has a pain toy to play with. tao subjects himself to the sadistic...		 Irresistible Zoey Monroe is a gorgeous little blonde bombshell that will melt your heart, swell...
Irresistible Zoey Monroe is a gorgeous little blonde bombshell that will melt your...		 Stella Cox is the 1 sales person at the telecom knife sales company. Francesca Le wants to...
Stella Cox is the 1 sales person at the telecom knife sales company. Francesca Le...
Stella Cox is the 1 sales person at the telecom knife sales company. Francesca Le wants to...
Stella Cox is the 1 sales person at the telecom knife sales company. Francesca Le...		 Sexy newcomer Penny Pax loves to be tied up and sexually brutalized! In the fantasy role play, a...
Sexy newcomer Penny Pax loves to be tied up and sexually brutalized! In the fantasy...		 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...		 Episode 4 Audrey has already proven herself to be an anal whore and a pain slut. Who can resist...
Episode 4 Audrey has already proven herself to be an anal whore and a pain slut. Who...

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Episode 4 Audrey has already proven herself to be an anal whore and a pain slut. Who can resist...
Episode 4 Audrey has already proven herself to be an anal whore and a pain slut. Who...		 There is no telling what will happen when sexy Domme, Jasmine Byrne, has a hunger for punishment...
There is no telling what will happen when sexy Domme, Jasmine Byrne, has a hunger for...		 Goddess Starli has an anal virgin to play with. She starts small and works her way up to shoving...
Goddess Starli has an anal virgin to play with. She starts small and works her way up...		 18 year old Jessie Parker loses her anal virginity and gets fucked in the ass for the first time...
18 year old Jessie Parker loses her anal virginity and gets fucked in the ass for the...		 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...
When Barbary Rose ended up in the emergency room after a mild car accident, she didnt expect to...
When Barbary Rose ended up in the emergency room after a mild car accident, she didnt...		 the InterviewShe is told to peel off that hot little dress and sniff the cuffs. A thick dildo...
the InterviewShe is told to peel off that hot little dress and sniff the cuffs. A...		 Beautiful, Perky, Young Melanie is made to service a huge crowd. This slut loves anal pleasure...
Beautiful, Perky, Young Melanie is made to service a huge crowd. This slut loves anal...		 New girl Bailey Blue does an incredibly hot and hardcore scene with James Deen in this awesomely...
New girl Bailey Blue does an incredibly hot and hardcore scene with James Deen in this...		 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...
These girls have done everything with their asses except for the whats truly taboo. Today they...
These girls have done everything with their asses except for the whats truly taboo....		 Beretta James and Gia DiMarco are two nurses who are anally punished by head nurse Ariel X....
Beretta James and Gia DiMarco are two nurses who are anally punished by head nurse...		 Tara Lynn Foxx gives up her big ass and hungry butt hole in this special Halloween update! Bobbi...
Tara Lynn Foxx gives up her big ass and hungry butt hole in this special Halloween...		 In this scene we will see this cute anal virgin named Ashley get down on all fours and take a...
In this scene we will see this cute anal virgin named Ashley get down on all fours and...		 Veruca James and Charlotte Sartre are butt sucking vampires invited in by the secret wishes of...
Veruca James and Charlotte Sartre are butt sucking vampires invited in by the secret...

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Bianca Breeze is a very picky anal slave master in the market for some new ass meat. She has...
Bianca Breeze is a very picky anal slave master in the market for some new ass meat....		 Lilly Lovecraft has found an opportunity to sneak into her dad and step moms room for a little...
Lilly Lovecraft has found an opportunity to sneak into her dad and step moms room for...		 Nora Riley waits in a creepy doctors office, masturbating her asshole. Francesca Le finds her...
Nora Riley waits in a creepy doctors office, masturbating her asshole. Francesca Le...		 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...		 The gorgeous Christie Stevens plays a rich bitch who despises anything Christmas until a ghost...
The gorgeous Christie Stevens plays a rich bitch who despises anything Christmas until...
Cecilia Vega is one of the most amazing performers of all time. She has a body to die for, and a...
Cecilia Vega is one of the most amazing performers of all time. She has a body to die...		 Top notch talent agent Chanel Preston is fed up with entitled actress Zoey Monroe making her...
Top notch talent agent Chanel Preston is fed up with entitled actress Zoey Monroe...		 Alexa shows up to set full of smiles and joking around. She is a bright fucking ray of sunshine,...
Alexa shows up to set full of smiles and joking around. She is a bright fucking ray of...		 Rose Rhapsody cant be let loose in the Armory due to her constant fornication with random cock...
Rose Rhapsody cant be let loose in the Armory due to her constant fornication with...		 Sex and Submission presents Part 2 of Bound for the Apocalypse, a Feature Presentation. Darling...
Sex and Submission presents Part 2 of Bound for the Apocalypse, a Feature...
Mz Berlin dominates two large breasted submissives. Lylith Lavey is new to BDSM and looking to...
Mz Berlin dominates two large breasted submissives. Lylith Lavey is new to BDSM and...		 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...		 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...		 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...		 Angell Summers and Maitresse Madeline have a HOT lesbian connection in this weeks Whipped Ass...
Angell Summers and Maitresse Madeline have a HOT lesbian connection in this weeks...

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Welcome back the drop dead gorgeous Chanel Preston to Whipped Ass. In this fantasy roleplay...
Welcome back the drop dead gorgeous Chanel Preston to Whipped Ass. In this fantasy...		 Bonnie Day, a petite local masochist who likes lesbian sex and punishment has her work cut out...
Bonnie Day, a petite local masochist who likes lesbian sex and punishment has her work...		 Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and submission but...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and...		 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...		 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 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 dominating lesbian is quite experienced at inflicting pain. She knows how to tease the ass...
This dominating lesbian is quite experienced at inflicting pain. She knows how to...		 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...		 Kylie Wilde is a hot blonde with a rock hard body. Savannah Stern dominates her sexually and...
Kylie Wilde is a hot blonde with a rock hard body. Savannah Stern dominates her...		 Amber Keen is a beautiful BDSM lifestyler who gets tied up and dominated by Bobbi Starr. She...
Amber Keen is a beautiful BDSM lifestyler who gets tied up and dominated by Bobbi...
Whipped Ass would like to wish you a Happy Halloween with this weeks special, Sins Of The Flesh....
Whipped Ass would like to wish you a Happy Halloween with this weeks special, Sins Of...		 Welcome Odlie to Whipped Ass. A lifestyle submissive with a hunger for pain and domination. In...
Welcome Odlie to Whipped Ass. A lifestyle submissive with a hunger for pain and...		 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 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...		 Seda gets punished and humiliated by naughty librarian Bobbi Starr after returning books in bad...
Seda gets punished and humiliated by naughty librarian Bobbi Starr after returning...

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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...		 In this classic archive shoot Dana DeArmond proves that she can take anything Sandra Romain can...
In this classic archive shoot Dana DeArmond proves that she can take anything Sandra...		 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...		 In this classic archive shoot Dana DeArmond proves that she can take anything Sandra Romain can...
In this classic archive shoot Dana DeArmond proves that she can take anything Sandra...		 In this classic archive shoot Dana DeArmond proves that she can take anything Sandra Romain can...
In this classic archive shoot Dana DeArmond proves that she can take anything Sandra...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and submission but...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and...		 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...		 Casey Calvert is an adorable all natural girl with a thirst for pain and this is her very first...
Casey Calvert is an adorable all natural girl with a thirst for pain and this is her...		 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...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and submission but...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and...		 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...		 Submissive babe Savannah Fox crawls into Mistress Chanel Prestons dungeon eager to serve. The...
Submissive babe Savannah Fox crawls into Mistress Chanel Prestons dungeon eager to...		 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...		 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...

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Mz Berlin dominates two large breasted submissives. Lylith Lavey is new to BDSM and looking to...
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and submission but...
Welcome back Penny Pax to Whipped Ass. We couldnt resist having this all natural pain slut back...
This weeks update is the edited version of the live show from last week with the cute and tough...
Kayden was excited about being dominated by Isis Love in sexy latex. Kayden specially requested...
Mellanie Monroe gets turned on by kinky bondage sex and takes hard punishment from Nika Noire....
Welcome newcomer Bailey Blue to Whipped Ass. Bailey is new to punishment and submission but...
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 challenged by...
This weeks update is the edited version of the live show from last week with the cute and tough...
Involved in a DS relationship with her boss Lily Cade, smart ass masochist, Mia Li purposely...
Cruel and sexy dominatrix Cherry Torn allows hot pain slut Violet Monroe to pick her implements...
Cruel and sexy dominatrix Cherry Torn allows hot pain slut Violet Monroe to pick her implements...
Top notch talent agent Chanel Preston is fed up with entitled actress Zoey Monroe making her...
Top notch talent agent Chanel Preston is fed up with entitled actress Zoey Monroe making her...
Lyra Louvel is catches her submissives doing lesbian activities without her. She needs to punish...
Blake has been a fan of Isis Love for as long as he can remember. As a matter of fact, Blake may...
When Ramons girlfriend tries to break up with him, he wants her to know what she will be missing...
In Anal Psycho part 2 after fucking thug Tommy Pistol, Mona Wales and Penny Pax chain him to the...
TsSeduction.com presents The League of Extraordinary Transsexuals featuring three of the...
TsSeduction.com presents The League of Extraordinary Transsexuals featuring three of the...
TsSeduction.com presents The League of Extraordinary Transsexuals featuring three of the...
Another incredible threesome on TsSeduction.com debuting Nicki Hunter to the site and starring...
Another incredible threesome on TsSeduction.com debuting Nicki Hunter to the site and starring...
Episode 1 Everyone has their own talent that makes them shine in a given situation. As one of...
Humiliating interrogation room punishments - deep vaginal and anal inspections - blistered ass...
Amber Keen is a beautiful BDSM lifestyler who gets tied up and dominated by Bobbi Starr. She...
Sea J Raw is quit the pain slut. She seems to get turned on from being punished and obedient to...
Highly orgasmic girl next door, Lindsey Grant shows off her flexibility and kinky side to Isis...
Natasha Lyn is an all natural local blonde cutie whos fairly new to BDSM, but has hit the ground...

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