Spanking Boys In Underpants

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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...
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...
Slave applicant Kristine Kahill is tied to the cross and offered up to the Brunch guests.Slave...
Slave applicant Kristine Kahill is tied to the cross and offered up to the Brunch...
Welcome beautiful, blonde, and tough Katie Summers. In scene one she is bound in an open hogtie...
Welcome beautiful, blonde, and tough Katie Summers. In scene one she is bound in an...
Barra has been a very naughty girl. Her spanking Master didnt even wait for us to record the...
Barra has been a very naughty girl. Her spanking Master didnt even wait for us to...
Welcome beautiful, blonde, and tough Katie Summers. In scene one she is bound in an open hogtie...
Welcome beautiful, blonde, and tough Katie Summers. In scene one she is bound in an...
Jade gets put over her Princess knee and receives a hard OTK spanking for being a dirty little...
Jade gets put over her Princess knee and receives a hard OTK spanking for being a...
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...
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...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
ALL HAIL PRINCESS DONNA!! Its her birthday and she is out to test the perverted loyalties of her...
ALL HAIL PRINCESS DONNA!! Its her birthday and she is out to test the perverted...
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...
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...
When our spanking Master and Mistress are in the room to punish, their victim did something...
When our spanking Master and Mistress are in the room to punish, their victim did...
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...
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 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...
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The business of inheritance can get quite sticky and dramatic. There is always someone who isnt...
The business of inheritance can get quite sticky and dramatic. There is always someone...
Her girlfriend has a sensitive round ass, reddening very quick. It only gets redder when the...
Her girlfriend has a sensitive round ass, reddening very quick. It only gets redder...
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...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
He keeps on spanking her with his bare hand, slapping her pussy in between. The way Nikki is...
He keeps on spanking her with his bare hand, slapping her pussy in between. The way...
things arent so joyous and lesbionic in this spanking video. Our spanking Mistress has found out...
things arent so joyous and lesbionic in this spanking video. Our spanking Mistress has...
She pulls one of the school girls across her knee and gives her a bare handed spanking, as her...
She pulls one of the school girls across her knee and gives her a bare handed...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
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 Alisha Adams to Whipped Ass and Lea Lexis our hot and evil Romanian domming for the...
Welcome Alisha Adams to Whipped Ass and Lea Lexis our hot and evil Romanian domming...
Oh dear Katty. When will this beauty learn her lesson. Her spanking addiction keeps her coming...
Oh dear Katty. When will this beauty learn her lesson. Her spanking addiction keeps...
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...
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...
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The successful couple in this spanking video have been having a hard time finding a housekeeper...
The successful couple in this spanking video have been having a hard time finding a...
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...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
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Hot spanking in latex
Carter Cruise makes her debut at Kink.com right here at Whipped Ass! Carter is an all natural...
Carter Cruise makes her debut at Kink.com right here at Whipped Ass! Carter is an all...
Tyron cant keep herself out of trouble. This time, its serious. Both our spanking Master and...
Tyron cant keep herself out of trouble. This time, its serious. Both our spanking...
Miela finds herself at the mercy of our spanking Master yet again. Admittedly, hes much more...
Miela finds herself at the mercy of our spanking Master yet again. Admittedly, hes...
Mielas back just healed from her last spanking. Thats good enough reason to mark it up again.
Mielas back just healed from her last spanking. Thats good enough reason to mark it up...
The House is renovating. Help us to take apart the Upper Floor doctrine and rebuild the...
The House is renovating. Help us to take apart the Upper Floor doctrine and rebuild...
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 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...
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...
After catching Cry Baby drawing more inappropriate pictures, her teacher pulls her over her knee...
After catching Cry Baby drawing more inappropriate pictures, her teacher pulls her...
No one likes a lazy bitch roaming around their house. Even if shes as hot as the lazy bitch in...
No one likes a lazy bitch roaming around their house. Even if shes as hot as the lazy...
This secretary has a sensitive pair of ass cheeks, reddening instantly. But her boss, a mean...
This secretary has a sensitive pair of ass cheeks, reddening instantly. But her boss,...
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...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than torturing...
You smell like fear, little boy. Nothing makes Mistress Aidens pussy more wet than...
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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...
Boys share drinks and bareback riding on a bed
Boys share drinks and bareback riding on a bed
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...
Lily Labeau, Aiden Starr, Juliette March, and Princess Donna star in this smoking hot Wiredpussy...
Lily Labeau, Aiden Starr, Juliette March, and Princess Donna star in this smoking hot...
Kinky gal plugs her boys rear with a well licked dildo and shares this toy
Kinky gal plugs her boys rear with a well licked dildo and shares this toy
Boys put at sexy work by young sexy CFNM sluts
Boys put at sexy work by young sexy CFNM sluts
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...
CFNM Initiations College Boys Naked gall
CFNM Initiations College Boys Naked gall
CFNM session goes kinky with veg wax and spanking
CFNM session goes kinky with veg wax and spanking
Boys put at sexy work by young sexy CFNM sluts
Boys put at sexy work by young sexy CFNM sluts
I found out last week that my boyfriend Barry was cheating on me. That prick. I was so pissed at...
I found out last week that my boyfriend Barry was cheating on me. That prick. I was so...
Hot beautiful 3 amazing milfs dressed in cat costumes and nurses take advantage of 2 horny boys...
Hot beautiful 3 amazing milfs dressed in cat costumes and nurses take advantage of 2...
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...
tattooed goth chick on leather spanking bench
tattooed goth chick on leather spanking bench
Kinky chick licks and rams her boys asshole after some blowjob foreplay
Kinky chick licks and rams her boys asshole after some blowjob foreplay
Shameful bare bottom spanking for a big arsed cutie
Shameful bare bottom spanking for a big arsed cutie
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Daemon Sadi has been begging Tyler Reed to fuck him just like he fucked all the other bottom...
Daemon Sadi has been begging Tyler Reed to fuck him just like he fucked all the other...
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Naughty blonde office worker totally naked punished by her boss with erotic ass spanking
Naughty blonde office worker totally naked punished by her boss with erotic ass...
Long dark hair, perfect teeth, big round boobs and a hairy pussy! What the hell is such a nice...
Long dark hair, perfect teeth, big round boobs and a hairy pussy! What the hell is...
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...
Hard spanking caning for naked young lovely - well striped ass
Hard spanking caning for naked young lovely - well striped ass
Before heading off to college, Elles step mother, Darling, plans a celebratory San Francisco...
Before heading off to college, Elles step mother, Darling, plans a celebratory San...
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...
Co-ed Emma Haize thinks shes pulled a fast one over on her teacher, Bella Rossi, when she writes...
Co-ed Emma Haize thinks shes pulled a fast one over on her teacher, Bella Rossi, when...
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...
Ana Foxx has led a life of sin where shameless masturbation was the norm in her life until she...
Ana Foxx has led a life of sin where shameless masturbation was the norm in her life...
Penny Pax and Ella Nova get stuck in customs on their way back from a whirlwind trip to Panama....
Penny Pax and Ella Nova get stuck in customs on their way back from a whirlwind trip...
Hard otk spanking with white knickers ripped down for tearful teen
Hard otk spanking with white knickers ripped down for tearful teen
Natural beauty Lexis Marie has just turned 18 and - though she seems innocent - is a secret pain...
Natural beauty Lexis Marie has just turned 18 and - though she seems innocent - is a...
Since Tanner wrestled on the boys JV team in high school, it seemed only fitting to pair her...
Since Tanner wrestled on the boys JV team in high school, it seemed only fitting to...
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House dom Christian Wilde sits on his throne as Randall OReilly approaches, locked in chastity...
House dom Christian Wilde sits on his throne as Randall OReilly approaches, locked in chastity...
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Its time for another dungeon session. Muscular Master Nick plays with his handsome slave boy...
Its time for another dungeon session. Muscular Master Nick plays with his handsome slave boy...
High quality photosets depicting every aspect of gay-play, such as sadomasochistic games, brutal...
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The Australian exchange program has placed Kelly in the USA. Shes free at last to fuck boys,...
The Australian exchange program has placed Kelly in the USA. Shes free at last to fuck boys,...
The Australian exchange program has placed Kelly in the USA. Shes free at last to fuck boys,...
Many have tried. Some have failed. Some made it through the final day of training. In this...
Many have tried. Some have failed. Some made it through the final day of training. In this...
Blake Daniels is blindfolded and in metal bondage. Tyler Saint takes him into a room of horny...
Blake Daniels is blindfolded and in metal bondage. Tyler Saint takes him into a room of horny...
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Kevin Case is a punk trying to get away with returning a skateboard that he thrashed in the...
Kevin Case is a punk trying to get away with returning a skateboard that he thrashed in the...
Presley Wright is brought into a balloon shop here in the Castro for a little fun. Hes bound and...
Presley Wright is brought into a balloon shop here in the Castro for a little fun. Hes bound and...
Its friday night here in San Francisco and the bar is standing room only! The crowd makes way as...
Its friday night here in San Francisco and the bar is standing room only! The crowd makes way as...
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