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...
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Welcome 19 year old year old Yhivi to Whipped Ass. In this kinky roleplay fantasy Yhivi has a...
Welcome 19 year old year old Yhivi to Whipped Ass. In this kinky roleplay fantasy...
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...
Barra just started her work out routine when her spanking Mistress decided she wanted some...
Barra just started her work out routine when her spanking Mistress decided she wanted...
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...
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...
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...
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...
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...
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...
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...
Meiko, a college freshman, is an aspiring journalist at the College of Communications and Media...
Meiko, a college freshman, is an aspiring journalist at the College of Communications...
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...
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Our spanking Master loves to punish a naughty girl. He also likes to punish for sport. Thats why...
Our spanking Master loves to punish a naughty girl. He also likes to punish for sport....
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...
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...
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...
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...
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...
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 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 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...
Cherry Torn runs the premiere dungeon in the city. New dominatrix, Mona Wales, is earning more...
Cherry Torn runs the premiere dungeon in the city. New dominatrix, Mona Wales, is...
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...
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...
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 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...
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...
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Already hog tied and sitting for her spanking Mistress to appear, Laura tries to prepare herself...
Already hog tied and sitting for her spanking Mistress to appear, Laura tries to...
Leonelle has been a very naughty girl. Her spanking Master has had enough.
Leonelle has been a very naughty girl. Her spanking Master has had enough.
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...
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...
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...
Every once in awhile we have a girl come through the doors that really likes to be degraded, I...
Every once in awhile we have a girl come through the doors that really likes to be...
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...
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...
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...
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...
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...
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...
Yet again, Ines has to be disciplined. It seems our spankings have no effect on his dark haired...
Yet again, Ines has to be disciplined. It seems our spankings have no effect on his...
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 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 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...
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...
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They can stay for awhile, but they have to earn it. One by one, she takes them over her knee,...
They can stay for awhile, but they have to earn it. One by one, she takes them over...
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...
Katrina Jade enjoys rough sex and punishment in her personal life. She comes to the Armory to...
Katrina Jade enjoys rough sex and punishment in her personal life. She comes to the...
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...
Ines regrets the misdeed her spanking Mistress discovered, only because she has to pay for it....
Ines regrets the misdeed her spanking Mistress discovered, only because she has to pay...
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...
The dominating Mistress of this spanking video came home one day to find that her lesbian lover...
The dominating Mistress of this spanking video came home one day to find that her...
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...
Tardiness isnt accepted here at Elite Spanking. If our spanking Master has to wait for a girl,...
Tardiness isnt accepted here at Elite Spanking. If our spanking Master has to wait for...
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...
New slaves beretta james, audrey rose, and odile are pulled from their respective lives and...
New slaves beretta james, audrey rose, and odile are pulled from their respective...
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...
Cora loves pestering our spanking Master. No one punishes her like he does.
Cora loves pestering our spanking Master. No one punishes her like he does.
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...
The sting of the flogger against her back does feel quite good, leaving streaks of red skin....
The sting of the flogger against her back does feel quite good, leaving streaks of red...
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...
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...
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Have you ever heard of a caning competition? Well, the best way to be enlightened is to watch...
Have you ever heard of a caning competition? Well, the best way to be enlightened is...
Lily LaBeau returns in an explosive sadistic dungeon scene with Bella Rossi on top. Lily suffers...
Lily LaBeau returns in an explosive sadistic dungeon scene with Bella Rossi on top....
Live Show Mondays brings you part 2 of the June live show that featured Princess Donna, Jame...
Live Show Mondays brings you part 2 of the June live show that featured Princess...
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...
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...
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 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...
We love inviting Katty for a spanking session. She loves being tied and is always prepared to...
We love inviting Katty for a spanking session. She loves being tied and is always...
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...
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...
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...
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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...
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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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