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...
asian femdom spanking bad boys
asian femdom spanking bad boys
College Boys In Spanking Action
College Boys In Spanking Action
Two sexy chicks bent over the dining table with their butts in the air - hot spanking and...
Two sexy chicks bent over the dining table with their butts in the air - hot spanking...
Wenona and Sasha Lexing are two ballerinas in training who get used and abused by kinky...
Wenona and Sasha Lexing are two ballerinas in training who get used and abused by...
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...
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.
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...
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...
Trust fund brat, Penny Pax is a control freak. Day after day she tortures her maids by making...
Trust fund brat, Penny Pax is a control freak. Day after day she tortures her maids by...
Servant Dia fails to pour Maitresse Madelines tea properly and receives harsh sexual punishment...
Servant Dia fails to pour Maitresse Madelines tea properly and receives harsh sexual...
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...
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...
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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...
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...
Caned in the cloisters - naughty nun bares her ass for a spanking and the cane
Caned in the cloisters - naughty nun bares her ass for a spanking and the cane
Hot brunette take a hard butt spanking
Hot brunette take a hard butt spanking
My Spanking Roommate - episode 86
My Spanking Roommate - episode 86
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first scene Tia is...
Welcome Tia Ling back to Whipped Ass in one of her hottest movies yet! In the first...
Beautiful, sexy and painfully desirable Taylor Vixen has never stepped foot through Kink.coms...
Beautiful, sexy and painfully desirable Taylor Vixen has never stepped foot through...
Yuki Mori was so damn cute displayed with her ass in the air, her cunt wet and begging for...
Yuki Mori was so damn cute displayed with her ass in the air, her cunt wet and begging...
Dirty all girl spanking wanking
Dirty all girl spanking wanking
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.
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...
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 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...
Yuki Mori was so damn cute displayed with her ass in the air, her cunt wet and begging for...
Yuki Mori was so damn cute displayed with her ass in the air, her cunt wet and begging...
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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...
Its always a special week when Lorelei Lee decides to submit on Whipped Ass! We make Loreleis...
Its always a special week when Lorelei Lee decides to submit on Whipped Ass! We make...
Sleeping and spanking
Sleeping and spanking
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on another one of...
Last month Bobbi Starr was on the bottom but this month Bobbi gets her revenge on...
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...
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...
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...
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...
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...
Domestic spanking with hand, paddle and cane for misbehaving girls
Domestic spanking with hand, paddle and cane for misbehaving girls
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...
My Spanking Roommate 127 - Bouncy Bum Spankings
My Spanking Roommate 127 - Bouncy Bum Spankings
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...
Charlotte Vale gets an intense BDSM experience with Claire Adams. She is introduced to new forms...
Charlotte Vale gets an intense BDSM experience with Claire Adams. She is introduced to...
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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Very hot tow watch a woman of color take a spanking.
Very hot tow watch a woman of color take a spanking.
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...
Kacey Villainess is failing her French class and is desperate for a passing grade on her final...
Kacey Villainess is failing her French class and is desperate for a passing grade on...
Shameful naked spanking over the old mans knee for young blonde sweetie
Shameful naked spanking over the old mans knee for young blonde sweetie
Cute teen show off her white panties and gets heaps of hand spanking in her fleshy backside
Cute teen show off her white panties and gets heaps of hand spanking in her fleshy...
Maitresse Madeline hired Holly Heart to satisfy the members on KINKLIVE.com webcams but all shes...
Maitresse Madeline hired Holly Heart to satisfy the members on KINKLIVE.com webcams...
Gorgeous redhead girl is taken OTK for a sound spanking on her bared bottom
Gorgeous redhead girl is taken OTK for a sound spanking on her bared bottom
Beautiful, sexy and painfully desirable Taylor Vixen has never stepped foot through Kink.coms...
Beautiful, sexy and painfully desirable Taylor Vixen has never stepped foot through...
Welcome Hope to WhippedAss.com. Hope is only 20 years old, brand spanking new to BDSM, cute as a...
Welcome Hope to WhippedAss.com. Hope is only 20 years old, brand spanking new to BDSM,...
Sinn Sage seduces rich girl Lux Leota at the bar and lures her back to a motel room in San...
Sinn Sage seduces rich girl Lux Leota at the bar and lures her back to a motel room in...
In this fantasy roleplay update Lorelei Lee plays a woman from a small town who has become...
In this fantasy roleplay update Lorelei Lee plays a woman from a small town who has...
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...
Sinn Sage seduces rich girl Lux Leota at the bar and lures her back to a motel room in San...
Sinn Sage seduces rich girl Lux Leota at the bar and lures her back to a motel room in...
Maitresse Madeline and Tia Ling reunite after three years for another explosive LIVE Whipped Ass...
Maitresse Madeline and Tia Ling reunite after three years for another explosive LIVE...
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Natasha Lyn is an all natural local blonde cutie whos fairly new to BDSM, but has hit the ground...
Natasha Lyn is an all natural local blonde cutie whos fairly new to BDSM, but has hit...
Its always a special week when Lorelei Lee decides to submit on Whipped Ass! We make Loreleis...
Its always a special week when Lorelei Lee decides to submit on Whipped Ass! We make...
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...
Birthday Spanking Party
Birthday Spanking Party
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...
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...
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...
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...
The school girl in this spanking video doesnt mind if she leaves the house looking like slob....
The school girl in this spanking video doesnt mind if she leaves the house looking...
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...
If Bobbi Starr wants tits, Bobbi Starr will get tits. Bobbi hires a big titted stripper for her...
If Bobbi Starr wants tits, Bobbi Starr will get tits. Bobbi hires a big titted...
Double spanking military style
Double spanking military style
My Spanking Roommate - episode 52
My Spanking Roommate - episode 52
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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...
Casey Calvert is an adorable all natural girl with a thirst for pain. This is her very first...
Casey Calvert is an adorable all natural girl with a thirst for pain. This is her very...
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...
Natasha Lyn is an all natural local blonde cutie whos fairly new to BDSM, but has hit the ground...
Natasha Lyn is an all natural local blonde cutie whos fairly new to BDSM, but has hit...
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...
2 girls in serious spanking trouble
2 girls in serious spanking trouble
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...
Granny makes the boys hammer her old pussy and they must fuck or get shot
Granny makes the boys hammer her old pussy and they must fuck or get shot
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...
Natalie Moore gets her first anal domination from Dani Daniels in this hot update with gorgeous...
Natalie Moore gets her first anal domination from Dani Daniels in this hot update with...
Fetish Tranny in Latex Spanking her bear
Fetish Tranny in Latex Spanking her bear

More Spanking Galleries

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...
asian femdom spanking bad boys
asian femdom spanking bad boys
asian femdom spanking bad boys
asian femdom spanking bad boys
asian femdom spanking bad boys
asian femdom spanking bad boys
asian femdom spanking bad boys
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...
asian femdom spanking bad boys
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...
Boys need spanking
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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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