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Best porn of First Time Anal

Total Videos: 1160
Stefanos and Aiden are running a test to determine the best raw material for an Upper Floor servant. Is it an experienced pervy anal MILF, who's a hardcore bottom with years of BDSM experience? Or is it an eager know-nothing teen with huge tits, a can do attitude, and dick sucking skills to spare? London River is the pervy MILF, tied to a vibrator, with clamps all over her body. Amilia Onyx is the horny teen. The rules are explained to both of them, and the guests roar with laughter as all hell breaks loose. London's made to hold the trays while Amilia's set loose on a gigantic cock. Trays are dropped, the teen trainee tries desperately to pick up the slack and hold them, while drooling all over a massive dick. And London is shocked with the zapper and the cattle prod repeatedly. All the pain gets London's tight pussy wet with anticipation, and Aiden can't help but slip her fist in there and make her beg to cum. Stefanos ups-the-ante by placing heavy chains all over her exhausted outstretched arms and tells her to cum, but only with her arms extended like a well-disciplined slut. She is rewarded with dick in her hungry, freshly fisted hole, while Amilia is made to lick her pussy and take a spanking. The crowd goes wild, fucking on all the couches and caning their subs, and the room is alight with blow jobs and swinging couples. Sebastian Keys and Rain DeGrey have a long overdue first play date. They start by wrestling to determine who's on top. Sebastian is victorious, leaving a slutty Rain begging for her pussy to be flogged. She sucks his cock and crawls around the floor licking his boots. She does such a good job Sebastian rewards her with a fat load of cum on her pretty face, leaving her panting on the floor. Aiden has decided it's time for Amilia to take some dick and ties her her legs spread with tight rope. Stefanos interrogates her while she gets slammed with the biggest hard dick she's ever seen. That milky jiggly ass bouncing on cock impresses the guests and they come over to cheer her on while River gets a test of her own. All she has to do is beg for permission to cum and hold her orgasms, but it's a bit difficult for this hot MILF babe when she's tied up on sybian with Stefanos stepping on her worn, red pussy. Aiden tries everything, flogging, cock sucking, humiliation, but the thing that finally gets London to behave is the promise of licking Aiden's pussy. Screaming and sweating on the machine, she is rewarded with her Governess' perfect cunt on her face. Amilia finally gets the picture herself, and delivers a perfect recitation of the House Rules, after facing the cattle prod and the cheers of several instructive house members. Her wild orgasm with London swallowing all her toes like a foot whore is worth all the suffering. Stay tuned for Part Two of this evening, coming soon.

Stefanos and Aiden are running a test to determine the best raw material for an Upper Floor servant. Is it an experienced pervy anal MILF, who's a hardcore bottom with years of BDSM experience? Or is it an eager know-nothing teen with huge tits, a can do attitude, and dick sucking skills to spare? London River is the pervy MILF, tied to a vibrator, with clamps all over her body. Amilia Onyx is the horny teen. The rules are explained to both of them, and the guests roar with laughter as all hell breaks loose. London's made to hold the trays while Amilia's set loose on a gigantic cock. Trays are dropped, the teen trainee tries desperately to pick up the slack and hold them, while drooling all over a massive dick. And London is shocked with the zapper and the cattle prod repeatedly. All the pain gets London's tight pussy wet with anticipation, and Aiden can't help but slip her fist in there and make her beg to cum. Stefanos ups-the-ante by placing heavy chains all over her exhausted outstretched arms and tells her to cum, but only with her arms extended like a well-disciplined slut. She is rewarded with dick in her hungry, freshly fisted hole, while Amilia is made to lick her pussy and take a spanking. The crowd goes wild, fucking on all the couches and caning their subs, and the room is alight with blow jobs and swinging couples. Sebastian Keys and Rain DeGrey have a long overdue first play date. They start by wrestling to determine who's on top. Sebastian is victorious, leaving a slutty Rain begging for her pussy to be flogged. She sucks his cock and crawls around the floor licking his boots. She does such a good job Sebastian rewards her with a fat load of cum on her pretty face, leaving her panting on the floor. Aiden has decided it's time for Amilia to take some dick and ties her her legs spread with tight rope. Stefanos interrogates her while she gets slammed with the biggest hard dick she's ever seen. That milky jiggly ass bouncing on cock impresses the guests and they come over to cheer her on while River gets a test of her own. All she has to do is beg for permission to cum and hold her orgasms, but it's a bit difficult for this hot MILF babe when she's tied up on sybian with Stefanos stepping on her worn, red pussy. Aiden tries everything, flogging, cock sucking, humiliation, but the thing that finally gets London to behave is the promise of licking Aiden's pussy. Screaming and sweating on the machine, she is rewarded with her Governess' perfect cunt on her face. Amilia finally gets the picture herself, and delivers a perfect recitation of the House Rules, after facing the cattle prod and the cheers of several instructive house members. Her wild orgasm with London swallowing all her toes like a foot whore is worth all the suffering. Stay tuned for Part Two of this evening, coming soon.
4 years ago 6709 4:00
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1 not rated
The Upper Floor's Halloween Sadists & Swingers Ball is to be served by two trained house sluts, Chloe Cherry and Ana Foxxx. Governess Aiden Starr is not convinced that Ana is worthy of wearing the full uniform as Ana's service on the The Upper Floor preceded Aiden's rigorous training regime. Aiden sets a simple test for Ana: if Ana can keep the house collar on the tray in her hand through the entire first service session, then she can keep it. But if she drops it, she'll be subjected to brutal whore and service training at the very bottom of the slut pile. So Ana has her hands full, literally. In the meantime, a tightly tied Chloe Cherry can only moan and scream as she has her tight teen body punished for every mistake Ana makes. And Ana's in quite a bind! She's holding a tray, while in an athletic squat, with tight clamps on her pussy and nipples, with Donny Sins throat fucking her with his massive cock. Ana holds on tight for as long as she can while slobbering and working his dick, but gravity prevails and the tray falls. Chloe's feet are held aloft and exposed in her rope shibari, leaving her vulnerable to the barrage of electro zaps. Ana is throat fucked and then pounded from behind as she licks Chloe's cunt ad begs for Chloe to take the dick so she can request more instruction and take her flogging. The scene ends with Chloe taking a glorious pounding in her beautiful pink pussy while reciting the rules for the delighted crowd. Ana is given punishment orgasms on her knees like a filthy little trainee. The crowd is dressed in kinky Halloween costumes and having a wild party with plenty of partner swapping, asses spanked, and sluts earning their Master's cum. The Darko BDSM babes take the shiny new wooden TUF paddle at the hands of their Master Darko, leaving both beautiful masochists gasping with deep red asses. A masked red-headed bondage slut takes a brutal rope suspension, flogging, and relentless orgasms, while another party goer offers her perfect ass for a long and strict caning with a metal rod. When Ana and Chloe return to the floor, it is for Chloe's anal fucking in a doggy rope tie that makes her round ass press deliciously against the ropes. However, Ana again steals the show with her disobedience. The governess discovers Ana has rips in her stocking already, and has Ana lick Chloe's asshole as she personally zaps each of Ana's exposed toes for being out uniform. Ana is already quite sorry for her mistake by the time Donny uses her mouth as a wet service hole, but she is truly apologetic when the Steward traps her clit with a vibrator and Aiden refuses to let her cum. In the meantime, Chloe is enjoying a deep anal fucking in doggy and asking for all her orgasms like a good girl. Ana on the other hand is cumming, and falling over herself, unable to speak since she is so overwhelmed with the vibrator. Sweating, zapped and flogged, she can't stop herself from cumming without permission to the entertainment of the crowd. Aiden laughs in spite of herself and promises Ana that she will pay for each stolen orgasm for the rest of the night. Please join us for the next installment of this incredible celebration of perversion, kink and sexual service.

The Upper Floor's Halloween Sadists & Swingers Ball is to be served by two trained house sluts, Chloe Cherry and Ana Foxxx. Governess Aiden Starr is not convinced that Ana is worthy of wearing the full uniform as Ana's service on the The Upper Floor preceded Aiden's rigorous training regime. Aiden sets a simple test for Ana: if Ana can keep the house collar on the tray in her hand through the entire first service session, then she can keep it. But if she drops it, she'll be subjected to brutal whore and service training at the very bottom of the slut pile. So Ana has her hands full, literally. In the meantime, a tightly tied Chloe Cherry can only moan and scream as she has her tight teen body punished for every mistake Ana makes. And Ana's in quite a bind! She's holding a tray, while in an athletic squat, with tight clamps on her pussy and nipples, with Donny Sins throat fucking her with his massive cock. Ana holds on tight for as long as she can while slobbering and working his dick, but gravity prevails and the tray falls. Chloe's feet are held aloft and exposed in her rope shibari, leaving her vulnerable to the barrage of electro zaps. Ana is throat fucked and then pounded from behind as she licks Chloe's cunt ad begs for Chloe to take the dick so she can request more instruction and take her flogging. The scene ends with Chloe taking a glorious pounding in her beautiful pink pussy while reciting the rules for the delighted crowd. Ana is given punishment orgasms on her knees like a filthy little trainee. The crowd is dressed in kinky Halloween costumes and having a wild party with plenty of partner swapping, asses spanked, and sluts earning their Master's cum. The Darko BDSM babes take the shiny new wooden TUF paddle at the hands of their Master Darko, leaving both beautiful masochists gasping with deep red asses. A masked red-headed bondage slut takes a brutal rope suspension, flogging, and relentless orgasms, while another party goer offers her perfect ass for a long and strict caning with a metal rod. When Ana and Chloe return to the floor, it is for Chloe's anal fucking in a doggy rope tie that makes her round ass press deliciously against the ropes. However, Ana again steals the show with her disobedience. The governess discovers Ana has rips in her stocking already, and has Ana lick Chloe's asshole as she personally zaps each of Ana's exposed toes for being out uniform. Ana is already quite sorry for her mistake by the time Donny uses her mouth as a wet service hole, but she is truly apologetic when the Steward traps her clit with a vibrator and Aiden refuses to let her cum. In the meantime, Chloe is enjoying a deep anal fucking in doggy and asking for all her orgasms like a good girl. Ana on the other hand is cumming, and falling over herself, unable to speak since she is so overwhelmed with the vibrator. Sweating, zapped and flogged, she can't stop herself from cumming without permission to the entertainment of the crowd. Aiden laughs in spite of herself and promises Ana that she will pay for each stolen orgasm for the rest of the night. Please join us for the next installment of this incredible celebration of perversion, kink and sexual service.
4 years ago 605 4:00
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Aiden Starr
Ana Foxxx
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10 not rated

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