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Severe Mistress is waiting for her new sissy slave to train him
Severe Mistress is waiting for her new sissy slave to train him
Dominant Goddess trains her sissy slave
Dominant Goddess trains her sissy slave
Cuckold Slave Duties
Cuckold Slave Duties
Hypnosis mistress punishes her sissy slave
Hypnosis mistress punishes her sissy slave
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most humiliating...
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most...
Cuckold Slave Duties
Cuckold Slave Duties
The long wait is over! For those of you who have been fans of Maitresse Madeline since her early...
The long wait is over! For those of you who have been fans of Maitresse Madeline since...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to...
This sissy slave gets dominated by Strapon Helga
This sissy slave gets dominated by Strapon Helga
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but McKenzie has...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but...
Nyomi Banxxx keeps her slave cuck around to lavish her with beautiful gifts, expensive vacations...
Nyomi Banxxx keeps her slave cuck around to lavish her with beautiful gifts, expensive...
Strapon domme bends her slave over and fucks his sissy ass with her big strapon
Strapon domme bends her slave over and fucks his sissy ass with her big strapon
Nyomi Banxxx keeps her slave cuck around to lavish her with beautiful gifts, expensive vacations...
Nyomi Banxxx keeps her slave cuck around to lavish her with beautiful gifts, expensive...
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most humiliating...
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most...
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McKenzie and her husband Glenn invite their good friend Evan over for dinner, but McKenzie has...
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but...
Mistress Sophie Dee and her cuckold close down the local bar where three hot well hung black...
Mistress Sophie Dee and her cuckold close down the local bar where three hot well hung...
Christian Wilde is Bobbi Starrs sexy fuck toy. Hes perfect. Beautiful body, amazing hard cock...
Christian Wilde is Bobbi Starrs sexy fuck toy. Hes perfect. Beautiful body, amazing...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me. The heels I...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me....
Slave girl wannabe Hollander has been holding back her pussy all week like it was a fragile...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a...
Maitresse Madeline is a hard women to please. When it comes to satisfying her sexually you...
Maitresse Madeline is a hard women to please. When it comes to satisfying her sexually...
Gorgeous mistress in latex poses and strips off near her sissy slave in rubber
Gorgeous mistress in latex poses and strips off near her sissy slave in rubber
Mistress Sophie Dee and her cuckold close down the local bar where three hot well hung black...
Mistress Sophie Dee and her cuckold close down the local bar where three hot well hung...
The long wait is over! For those of you who have been fans of Maitresse Madeline since her early...
The long wait is over! For those of you who have been fans of Maitresse Madeline since...
Male sissy slave made to open his legs wide and Mistress fucks his ass hard
Male sissy slave made to open his legs wide and Mistress fucks his ass hard
Mistress prepares slave crossdressing him to sissy made to serve dominas on party 3D
Mistress prepares slave crossdressing him to sissy made to serve dominas on party 3D
Two dommes in latex training their sissy slave in rubber doll suit
Two dommes in latex training their sissy slave in rubber doll suit
Mistress Anastasia Pierce disciplines her bound slave by dripping hot wax across his back
Mistress Anastasia Pierce disciplines her bound slave by dripping hot wax across his...
Blonde slave gets a nasty pussy beating from a domina
Blonde slave gets a nasty pussy beating from a domina
Mistress Anastasia Pierce grooms her malesub to prepare him for his slave training
Mistress Anastasia Pierce grooms her malesub to prepare him for his slave training
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Gia Dimarco is officially inducted into Bitchdom and given slave DJ as a present for the day. A...
Gia Dimarco is officially inducted into Bitchdom and given slave DJ as a present for...
Mistress Gwen Diamond makes her slave eat her twat and later fucks him with a strap on after...
Mistress Gwen Diamond makes her slave eat her twat and later fucks him with a strap on...
Fierce Dominatrix Christina Aguchi wears her hot fishnet outfit and later gags her slave in this...
Fierce Dominatrix Christina Aguchi wears her hot fishnet outfit and later gags her...
Returning with a tribute only gets his best efforts ground into the dirt of the Armorys lowest...
Returning with a tribute only gets his best efforts ground into the dirt of the...
Daphne dominates and teases slave boy Lobo
Daphne dominates and teases slave boy Lobo
Ryanne Red has a special treat in store for her slave. Ryanne starts to insert different size...
Ryanne Red has a special treat in store for her slave. Ryanne starts to insert...
MISSogyny lashes her slave with a leather flogger, cruelly whipping her breasts, stomach, pussy...
MISSogyny lashes her slave with a leather flogger, cruelly whipping her breasts,...
Chanel Preston and Ariel X treat Tia Ling like a lesbian BDSM timeshare, with both of them...
Chanel Preston and Ariel X treat Tia Ling like a lesbian BDSM timeshare, with both of...
Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old Tyler...
Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old...
Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old Tyler...
Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old...
Beefy slave of medical bitches ready for crazy exam
Beefy slave of medical bitches ready for crazy exam
Strapon Jane is planning on doing very naughty things to her submissive slave.
Strapon Jane is planning on doing very naughty things to her submissive slave.
Episode 3 Unbound and able to roam...or run, Bella is sitting still, as a good little submissive...
Episode 3 Unbound and able to roam...or run, Bella is sitting still, as a good little...
Sindee is ready to get her pussy rocked! Shes been counting the minutes since she first got out...
Sindee is ready to get her pussy rocked! Shes been counting the minutes since she...
You dont want to miss Penny Flame in this update. She takes complete control from the start, You...
You dont want to miss Penny Flame in this update. She takes complete control from the...
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Lovely teenage brunette in latex uses slave for a unilever
Lovely teenage brunette in latex uses slave for a unilever
Male slave feminized with strap-on dildo
Male slave feminized with strap-on dildo
Smashing chick teasing sissy guy to lure him into strap-on entertainment
Smashing chick teasing sissy guy to lure him into strap-on entertainment
Asa Akira gets busted for turning tricks in a massage parlor by a psychotic sex crazed cop....
Asa Akira gets busted for turning tricks in a massage parlor by a psychotic sex crazed...
cute white slave girls fucking
cute white slave girls fucking
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horny slave fucks black cock
Sissy guy fitting on pantyhose before getting banged by strap-on armed babe
Sissy guy fitting on pantyhose before getting banged by strap-on armed babe
Slave Positions
Slave Positions
Sissified cuckold humiliated by his perverted wifey and her studly fuckmate
Sissified cuckold humiliated by his perverted wifey and her studly fuckmate
Mistress makes her cuffed slave eat pussy and nails his ass with a big strapon cock
Mistress makes her cuffed slave eat pussy and nails his ass with a big strapon cock
Kades back on the tail end of his first experience on The Upper Floor Jan. 11th update...
Kades back on the tail end of his first experience on The Upper Floor Jan. 11th...
Correcting My Sissy Maid
Correcting My Sissy Maid
It was Saturday night and I met up with my girlfriends for our school reunion. We visited an old...
It was Saturday night and I met up with my girlfriends for our school reunion. We...
Leashed slave licks one dominas stockinged feet while getting his ass paddled by the second
Leashed slave licks one dominas stockinged feet while getting his ass paddled by the...
Sissy crossdresser in frilly panties gets teased by Jane
Sissy crossdresser in frilly panties gets teased by Jane
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Sissy Trouble
Sissy Trouble
New dom of the house, Alan Ladd is a sexy hairy muscle daddy with a fat cock. He approaches his...
New dom of the house, Alan Ladd is a sexy hairy muscle daddy with a fat cock. He...
Mistress Lorelei Lee is sex in heels. Her beauty is devastating and new slave sausage Artemis...
Mistress Lorelei Lee is sex in heels. Her beauty is devastating and new slave sausage...
Maitresse Madeline concludes her Euro Expedition in an abandoned prison outside of Prague where...
Maitresse Madeline concludes her Euro Expedition in an abandoned prison outside of...
Sissy guy in a stunning gown gets strap-on fucked before going to the party
Sissy guy in a stunning gown gets strap-on fucked before going to the party
Dolled-up sissy guy gets butt fingered by a chick thru his ripped open hose
Dolled-up sissy guy gets butt fingered by a chick thru his ripped open hose
Miss fucking her slave with a huge strapon after a golden rain.
Miss fucking her slave with a huge strapon after a golden rain.
His sexy slut gets busy with his family and when her boyfriend comes home hes pissed off
His sexy slut gets busy with his family and when her boyfriend comes home hes pissed...
The cat was out of the bag Ashleys husband could smell the strange cock all over her pussy and...
The cat was out of the bag Ashleys husband could smell the strange cock all over her...
Let the buyer beware! Never were there truer words spoken. For Heidis sissy husband Jimmy it has...
Let the buyer beware! Never were there truer words spoken. For Heidis sissy husband...
Illustrated Cuckold Stories

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Alluring mistress whipping a sissy slave gagged and restrained for disobedience
Sissy slave gives his Mistress a ride on his back
Dominatrix in rubber overall trains her sissy slave on gyno table squeezing his nuts
Strict mistress training her sissy slave story
Krista humiliates her sissy slave and fucks him with strapon dildo
Miss Krista humiliating her sissy slave
Mistress wearing just pantyhose and high heels punishing her sissy slave
The old saw goes You cant teach an old dog new tricks. But what you may not know is that theres...
The old saw goes You cant teach an old dog new tricks. But what you may not know is that theres...
Nicole has forced her twit of a husband to take her to Chef Wolf Ramzhers new restraunt in Las...
Jimmy and his wife have a perfect life, the perfect house, the perfect family, and of course,...
Jimmy and his wife have a perfect life, the perfect house, the perfect family, and of course,...
Nicole has forced her twit of a husband to take her to Chef Wolf Ramzhers new restraunt in Las...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me. The heels I...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me. The heels I...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me. The heels I...
For a girl that claims to not feel very pretty, she looks pretty fucking hot to me. The heels I...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a fragile...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a fragile...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a fragile...
Rileys Sissy Boyfriend Bisexual Cuckold
McKenzie and her husband Glenn invite their good friend Evan over for dinner, but McKenzie has...
Welcome to another installment of the Hogtied feature movie series. These movies are real life...
Welcome to another installment of the Hogtied feature movie series. These movies are real life...
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Cuckold Slave Made To Watch - SHQ
Christian Wilde is Bobbi Starrs sexy fuck toy. Hes perfect. Beautiful body, amazing hard cock...
Maitresse Madeline is a hard women to please. When it comes to satisfying her sexually you...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Lesbian cuckolding is all the rage as of late and here at WhippedAss.com we like to deliver to...
Cuckold Slave Duties
Cuckold Slave Duties
Nothing beats coming home to your sissy bitch slave, and using him as youd use any household...
His hobbies include getting spanked and subdued, just what the tall beauty was looking for, and...
Foot worship by a sissy-dressed slave
His hobbies include getting spanked and subdued, just what the tall beauty was looking for, and...
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