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18 year old brat Kendra Spade gets revenge on her strict teacher Dee Williams by fucking her in the ass with lots of huge butt toys and a fat strap-on dildo. Mrs. Williams is a stupid whore is written on the chalk board when Dee shows up late for their meeting. First thing Kendra does is pull her cutoff blue jean shorts down and tells Mrs. Williams to eat her 18 year old ass. And now it's Mrs. Williams turn to receive Kendra the brat's wrath. Teacher is bent over the desk with her curvy ass in the air and huge tits squished together while Kendra stretches her hole with a long glass butt toy. Dee is enjoying this a little too much and Kendra just wants to punish her lame teacher who tried to send her to the principles office. Next Kendra fucks teacher with a hard metal dildo while Dee vibes her clit until she cums hard and squirts all over. Kendra orders Mrs. Williams to bend over so she can fuck her tight bitch ass with her strap-on cock. She loves it and cums again. Flipped over on her back with her legs spread high and wide Kendra drives that giant cock up her ass and pounds her out until she gets off real good screaming and moaning like crazy. Dee gets on top of Kendra and bounces on that big dick and then does reverse cowgirl with the Hitachi and squirts a geyser of cum all over the room. But the punishment doesn't stop there because there are more toys to try in Mrs. Williams ass. A big rubber butt plug stretches her butt hole and then a clear glass cylinder fills her up and sends her writhing and moaning. Just when you think Teacher can't take any more she gets another long fat cock up her ass causing a squirt fest. Then Mrs. Williams shakes and drools as she takes the slink way inside making her wail with pleasure. Kendra fists her teacher and by the end of the day Kendra is Mrs Williams #1 student and the Teachers pet.

18 year old brat Kendra Spade gets revenge on her strict teacher Dee Williams by fucking her in the ass with lots of huge butt toys and a fat strap-on dildo. Mrs. Williams is a stupid whore is written on the chalk board when Dee shows up late for their meeting. First thing Kendra does is pull her cutoff blue jean shorts down and tells Mrs. Williams to eat her 18 year old ass. And now it's Mrs. Williams turn to receive Kendra the brat's wrath. Teacher is bent over the desk with her curvy ass in the air and huge tits squished together while Kendra stretches her hole with a long glass butt toy. Dee is enjoying this a little too much and Kendra just wants to punish her lame teacher who tried to send her to the principles office. Next Kendra fucks teacher with a hard metal dildo while Dee vibes her clit until she cums hard and squirts all over. Kendra orders Mrs. Williams to bend over so she can fuck her tight bitch ass with her strap-on cock. She loves it and cums again. Flipped over on her back with her legs spread high and wide Kendra drives that giant cock up her ass and pounds her out until she gets off real good screaming and moaning like crazy. Dee gets on top of Kendra and bounces on that big dick and then does reverse cowgirl with the Hitachi and squirts a geyser of cum all over the room. But the punishment doesn't stop there because there are more toys to try in Mrs. Williams ass. A big rubber butt plug stretches her butt hole and then a clear glass cylinder fills her up and sends her writhing and moaning. Just when you think Teacher can't take any more she gets another long fat cock up her ass causing a squirt fest. Then Mrs. Williams shakes and drools as she takes the slink way inside making her wail with pleasure. Kendra fists her teacher and by the end of the day Kendra is Mrs Williams #1 student and the Teachers pet.

4 years ago 15368 4:00
In this conclusion of The Upper Floor's finest Summer Soiree Orgy, Joseline Kelly has gotten herself in deep trouble. This silly cock slut had promised Aiden that she would do her a favor in exchange for a prompt on the House Rules. Mistress Aiden Starr only ever wants one small favor: to be fist-deep in a whore's pussy. She starts by flogging Joseline's beautiful body a bright red, while making her recite the rules over and over again, and then makes the move for Joseline's cunt. Aiden works her whole fist in that wet, hungry pussy and has Joseline orgasm and scream for the amusement of the guests. Next, Aiden takes a massive dildo to Joseline's tight pussy, fucking her good and then having her stretch her mouth over a giant cock, creating some quiet for once. Stefanos is concerned that Kira Noir seems to be very focused on getting her holes fucked and is losing her focus on service to the orgy and our esteemed BDSM swinger crowd. Kira is handed a vibrator and told to go give orgasms to at least three guests before she's allowed any more cock. Stefanos pursues Kira with a flogger to drive the point home on her bright pink ass. Kira readily finds three beautiful women in the crowd being fucked with a fucking machine, engaging in nipple torment, or being held fast by their master while Kira holds the vibrator to their trapped clits. All the guests find Kira very pleasing, and summon Donny over to fuck her pussy before them. Kira holds fast to her duties, drawing one final orgasm out of a guest as she is rammed from behind on all fours by Donny's massive cock. The party is inspired by Kira, and lights up into all sorts of sexual mischief. Latex submissives take strict canings and suck cock, while one lesbian Mistress hooks her submisive up to a very devious looking suction machine. Mr. Kilt You gets Foxhole stretched out in a tight shibari stress position and takes his time single-tailing her, using her pretty mouth, and edging her towards a painful orgasm. Other guests play in rope suspension, or enthusiasticly fuck on the furniture. Joseline is sent crawling over to fetch Kira and Donny, but Kira shrieks and begs to keep the cock, going so far as to sit on Donny's dick and push her underling away. Aiden isn't having any of it, so she calls them both over for a punishment spanking before Kira is to be fucked in the ass and beg for forgiveness from the party goers. Stefanos is secretly pleased that Kira has reconnected with her selfish sluit side, and allows her some orgasms before hauling her off the cock and putting Joseline to the test. Can she gets her tits zapped, resist cumming on that giant cock in her pussy, and recite the rules? Watch to find out.

In this conclusion of The Upper Floor's finest Summer Soiree Orgy, Joseline Kelly has gotten herself in deep trouble. This silly cock slut had promised Aiden that she would do her a favor in exchange for a prompt on the House Rules. Mistress Aiden Starr only ever wants one small favor: to be fist-deep in a whore's pussy. She starts by flogging Joseline's beautiful body a bright red, while making her recite the rules over and over again, and then makes the move for Joseline's cunt. Aiden works her whole fist in that wet, hungry pussy and has Joseline orgasm and scream for the amusement of the guests. Next, Aiden takes a massive dildo to Joseline's tight pussy, fucking her good and then having her stretch her mouth over a giant cock, creating some quiet for once. Stefanos is concerned that Kira Noir seems to be very focused on getting her holes fucked and is losing her focus on service to the orgy and our esteemed BDSM swinger crowd. Kira is handed a vibrator and told to go give orgasms to at least three guests before she's allowed any more cock. Stefanos pursues Kira with a flogger to drive the point home on her bright pink ass. Kira readily finds three beautiful women in the crowd being fucked with a fucking machine, engaging in nipple torment, or being held fast by their master while Kira holds the vibrator to their trapped clits. All the guests find Kira very pleasing, and summon Donny over to fuck her pussy before them. Kira holds fast to her duties, drawing one final orgasm out of a guest as she is rammed from behind on all fours by Donny's massive cock. The party is inspired by Kira, and lights up into all sorts of sexual mischief. Latex submissives take strict canings and suck cock, while one lesbian Mistress hooks her submisive up to a very devious looking suction machine. Mr. Kilt You gets Foxhole stretched out in a tight shibari stress position and takes his time single-tailing her, using her pretty mouth, and edging her towards a painful orgasm. Other guests play in rope suspension, or enthusiasticly fuck on the furniture. Joseline is sent crawling over to fetch Kira and Donny, but Kira shrieks and begs to keep the cock, going so far as to sit on Donny's dick and push her underling away. Aiden isn't having any of it, so she calls them both over for a punishment spanking before Kira is to be fucked in the ass and beg for forgiveness from the party goers. Stefanos is secretly pleased that Kira has reconnected with her selfish sluit side, and allows her some orgasms before hauling her off the cock and putting Joseline to the test. Can she gets her tits zapped, resist cumming on that giant cock in her pussy, and recite the rules? Watch to find out.

4 years ago 73851 4:00
Jet Setting Jasmine sits at her leather throne looking gorgeous and powerful. Graveling at her feet in a latex hood is Tony Orlando. She makes him clean her black high heeled shoes with his tongue and so he licks them clean including the soles. Jasmine tells Tony to remove her shoes and worship her stocking covered feet. He sniffs and licks them and she shoves them in his mouth. Next he's told to remove Jasmine's stockings and he does it slowly and continues licking her now naked feet and sucks her toes. Jasmine shoves both of her feet into his big mouth. She makes him remove his leather jock and she presses her toes against his cock and scolds him for producing pre-cum without permission. She feeds it to him with her feet and he tells her he's sorry. She commands him to sniff and to lick her underarms and as he does, she traps his nose and mouth in there, gets him in a headlock and squeezes. In the next scene, Jasmine wields a giant dildo attached to her strap-on. She has Tony bent over a leather padded cage in a black straight jacket, with a blindfold covering his eyes and a ball gag in his mouth. She flogs his ass with a flogger in each hand and after his ass turns pink, she slides the huge dildo into his asshole and fucks him deep. Jasmine puts Tony on the floor with his ass in the air. She slides on latex stockings, lubes them up and shoves almost her whole foot into Tony's ass. He backs up onto his Goddess' foot, trying to fit the heel in, and she takes her foot out and makes him clean it off with his mouth for being such a greedy slut. Next, Jasmine has Tony on his back, on top of a padded table, covered in layers of plastic wrap, unable to move. She cuts a hole, made only for his cock and pulls it out. She lubes up a sounding rod and shoves it deep down Tony's urethra and fucks his pee hole with the metal rod. After that, she relieves her full breasts on to Tony's face, squeezing them and showering him with her breast milk. He frees one of his hands to jerk off and cums while the warm milk rains from his Goddess.

Jet Setting Jasmine sits at her leather throne looking gorgeous and powerful. Graveling at her feet in a latex hood is Tony Orlando. She makes him clean her black high heeled shoes with his tongue and so he licks them clean including the soles. Jasmine tells Tony to remove her shoes and worship her stocking covered feet. He sniffs and licks them and she shoves them in his mouth. Next he's told to remove Jasmine's stockings and he does it slowly and continues licking her now naked feet and sucks her toes. Jasmine shoves both of her feet into his big mouth. She makes him remove his leather jock and she presses her toes against his cock and scolds him for producing pre-cum without permission. She feeds it to him with her feet and he tells her he's sorry. She commands him to sniff and to lick her underarms and as he does, she traps his nose and mouth in there, gets him in a headlock and squeezes. In the next scene, Jasmine wields a giant dildo attached to her strap-on. She has Tony bent over a leather padded cage in a black straight jacket, with a blindfold covering his eyes and a ball gag in his mouth. She flogs his ass with a flogger in each hand and after his ass turns pink, she slides the huge dildo into his asshole and fucks him deep. Jasmine puts Tony on the floor with his ass in the air. She slides on latex stockings, lubes them up and shoves almost her whole foot into Tony's ass. He backs up onto his Goddess' foot, trying to fit the heel in, and she takes her foot out and makes him clean it off with his mouth for being such a greedy slut. Next, Jasmine has Tony on his back, on top of a padded table, covered in layers of plastic wrap, unable to move. She cuts a hole, made only for his cock and pulls it out. She lubes up a sounding rod and shoves it deep down Tony's urethra and fucks his pee hole with the metal rod. After that, she relieves her full breasts on to Tony's face, squeezing them and showering him with her breast milk. He frees one of his hands to jerk off and cums while the warm milk rains from his Goddess.

4 years ago 11430 4:00
Jasmine Jae is a gilded trophy wife with a perfect body and silky voice. While she is a grade-A whore, she's also terrible mother and has deeply disappointed her new crime boss husband by mis-educating his teenage daughter Mackenzie Moss. Mackenzie is a posh little thoroughbred with attitude for days, and she spends those days sitting by the pool waiting for her inheritance while drinking cocktails with her step-mother. Her mobster father is disappointed with both his daughter and new wife, and sends Uncle Ramon to teach them a few lessons about discipline, learning, and familial duties. Jasmine immediately knows something is up when she goes to greet the new tutor for Mackenzie, but finds Ramon instead. She can't help but mouth off to him, who is quick to point out her wifely duties are the only thing that grant her privilege in their criminal family. Before she can flutter her long eyelashes, Ramon takes Jasmine down roughly to her knees, paddling and flogging her perfect curvy ass. As she protests, Ramon presents her with his stiffening cock. Jasmine knows the score and gets to work sucking his dick while suffering through some tight nipple clamps and continued flogging. Ramon enjoys throat-fucking Jasmine and watching her drool on her giant boobs, but he can't abide the lack of gratitude. Using her bathrobe as a hood, he throws her over the couch and uses her posh pussy roughly, causing her to orgasm on his cock despite herself. This only arouses Ramon's sadistic ire, and he puts her in iron bondage and fucks her ass and slutty pussy hard while she screams around a ball gag. He leaves her exhausted in bondage and goes to find Mackenzie. Mackenzie is enjoying an afternoon cocktail by the pool, but the mood changes when Ramon tosses out her drink and begins spanking her spoiled ass with a hard cover book. Mackenzie protests but Ramon has been given carte blanche to discipline her. Mackenzie is a quick learner and starts sucking his cock while balancing the book on her ass. But whenever the book falls, Mackenzie is treated to an electro zap or series of spanks. Uncle Ramon gets into his work and bends Mackenzie over, using that teen pussy right and showing her how good rewards can feel. Soon, it's time to teach mother and daughter how to work together towards Mackenzie's goals, so Ramon ties both Jasmine and Mackenzie to some school desks in tight rope shibari, and moves between both of them, punishing each for the others misdeeds, leading to Mackenzie's first zipper orgasm and some very instructive oral service from Mackenzie. Jasmine returns the favor, teaching her teenage brat how to fuck like a champion slut on Ramon's cock, licking at her step-daughter's clit as a reward. Jasmine is rewarded for her stewardship with a final rough anal fucking and the chance use Mackenzie's face to coax cum from Ramon's cock.

Jasmine Jae is a gilded trophy wife with a perfect body and silky voice. While she is a grade-A whore, she's also terrible mother and has deeply disappointed her new crime boss husband by mis-educating his teenage daughter Mackenzie Moss. Mackenzie is a posh little thoroughbred with attitude for days, and she spends those days sitting by the pool waiting for her inheritance while drinking cocktails with her step-mother. Her mobster father is disappointed with both his daughter and new wife, and sends Uncle Ramon to teach them a few lessons about discipline, learning, and familial duties. Jasmine immediately knows something is up when she goes to greet the new tutor for Mackenzie, but finds Ramon instead. She can't help but mouth off to him, who is quick to point out her wifely duties are the only thing that grant her privilege in their criminal family. Before she can flutter her long eyelashes, Ramon takes Jasmine down roughly to her knees, paddling and flogging her perfect curvy ass. As she protests, Ramon presents her with his stiffening cock. Jasmine knows the score and gets to work sucking his dick while suffering through some tight nipple clamps and continued flogging. Ramon enjoys throat-fucking Jasmine and watching her drool on her giant boobs, but he can't abide the lack of gratitude. Using her bathrobe as a hood, he throws her over the couch and uses her posh pussy roughly, causing her to orgasm on his cock despite herself. This only arouses Ramon's sadistic ire, and he puts her in iron bondage and fucks her ass and slutty pussy hard while she screams around a ball gag. He leaves her exhausted in bondage and goes to find Mackenzie. Mackenzie is enjoying an afternoon cocktail by the pool, but the mood changes when Ramon tosses out her drink and begins spanking her spoiled ass with a hard cover book. Mackenzie protests but Ramon has been given carte blanche to discipline her. Mackenzie is a quick learner and starts sucking his cock while balancing the book on her ass. But whenever the book falls, Mackenzie is treated to an electro zap or series of spanks. Uncle Ramon gets into his work and bends Mackenzie over, using that teen pussy right and showing her how good rewards can feel. Soon, it's time to teach mother and daughter how to work together towards Mackenzie's goals, so Ramon ties both Jasmine and Mackenzie to some school desks in tight rope shibari, and moves between both of them, punishing each for the others misdeeds, leading to Mackenzie's first zipper orgasm and some very instructive oral service from Mackenzie. Jasmine returns the favor, teaching her teenage brat how to fuck like a champion slut on Ramon's cock, licking at her step-daughter's clit as a reward. Jasmine is rewarded for her stewardship with a final rough anal fucking and the chance use Mackenzie's face to coax cum from Ramon's cock.

4 years ago 208640 4:00
Submissive little Sherman Maus has messed up again. His Domina Helena Locke is not happy, not one bit. It's time to retrain this pathetic little bitch. Stripping naked in the kitchen and made to go down on all fours, Sherman starts by worshiping Helena's high heels. His gorgeous dominant goddess deserves respect. Next comes out the riding crop and corporal punishment. Sherman takes a beating on his ass by Helena. It's time for the real punishment to start. Waterboarding in the kitchen sink. Sherman loses all breath as his mistress trains him with punishment. After gasps of air, the zapper comes out and she torments his cock and balls with electricity. You always have to beat a bitches balls. Next comes out the crop to the balls. Sherman takes a brutal beating. Moving on to the kitchen, Sherman has a rope bondage around his neck and a red ball gag in his mouth. Bent over he takes the flogger hard. This pathetic little bitch needs to learn a lesson. A BIG one. The biggest one! a giant huge strap on cock is on Helena's leather harness. Her body clad in latex she is ready to fuck his hole with a giant strap on pegging. Sherman screams with every inch. But this punishment and training isn't all about little Sherman, she is in control and in charge. She tramples Sherman's body before sitting on his face, smothering the air out of him. He is made to eat her perfect pussy and lick her delicious ass. She stands over him and cums all over his face, he is then made to clean it all up.

Submissive little Sherman Maus has messed up again. His Domina Helena Locke is not happy, not one bit. It's time to retrain this pathetic little bitch. Stripping naked in the kitchen and made to go down on all fours, Sherman starts by worshiping Helena's high heels. His gorgeous dominant goddess deserves respect. Next comes out the riding crop and corporal punishment. Sherman takes a beating on his ass by Helena. It's time for the real punishment to start. Waterboarding in the kitchen sink. Sherman loses all breath as his mistress trains him with punishment. After gasps of air, the zapper comes out and she torments his cock and balls with electricity. You always have to beat a bitches balls. Next comes out the crop to the balls. Sherman takes a brutal beating. Moving on to the kitchen, Sherman has a rope bondage around his neck and a red ball gag in his mouth. Bent over he takes the flogger hard. This pathetic little bitch needs to learn a lesson. A BIG one. The biggest one! a giant huge strap on cock is on Helena's leather harness. Her body clad in latex she is ready to fuck his hole with a giant strap on pegging. Sherman screams with every inch. But this punishment and training isn't all about little Sherman, she is in control and in charge. She tramples Sherman's body before sitting on his face, smothering the air out of him. He is made to eat her perfect pussy and lick her delicious ass. She stands over him and cums all over his face, he is then made to clean it all up.

4 years ago 7806 4:00