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Kink · October 15, 2025

I Want it Rough

Arabelle Raphael and Vanessa Sky are lounging by the pool when Vanessa lets Arabelle know that her boyfriend won?t fuck her the way she likes. Vanessa wants it rough and Arabelle offers to help her out like a good friend would. She starts by bending her over in the pool and giving her some spankings before dunking her head under water. The girls move inside and Arabelle has Vanessa tied up in doggy, She face-fucks her with her big strap-on dildo and fucks her pussy from behind. She uses a zapper and cane on Vanessa?s ass, legs, and feet. Vanessa gets bound on her back to a bed by her ankles and wrists. Arabelle takes the opportunity to get herself off and sits on Vanessa?s face with her big beautiful ass and then her covers Vanessa?s face with her huge boobs. She licks Vanessa?s pussy good and Vanessa cums hard in her mouth. After that Arabelle torments Vanessa?s pussy with the vibrator until she can?t take it anymore.

Arabelle Raphael

Vanessa Sky

Kink · December 23, 2024

Dirty Whore

Vanessa Sky is ready to be bound and dominated in cool metal stuff, rope is fine but metal devices get her hot and horny. She also wants dildos and fingers in all her slutty holes. Eli Cross is the dungeon master to make all her desires come true. To start the day Vanessa is bound to a metal contraption with legs spread and arms behind her back. She wears a leather neck collar chained to the ceiling threatening to choke her neck if she moves in the wrong way. Eli squeezes and slaps her tits, thighs, and face and then torments her with the cane bundle. He eases the pain by vibrating Vanessa?s clit and then fucks her pussy with a dildo, causing her to cum. Next Vanessa is in a challenging position, standing on one leg with the other lifted and chained to the ceiling, a butt-plug in her ass. Eli pinches clothespins on her tits and then beats her ass with a thick wooden stick and leather strap leaving red marks all over her butt. Then he fingers Vanessa?s asshole and fucks her with a big red dildo making her eyes roll back in her head and she cums hard. Finally Vanessa is bound, gagged, and bent over a wooden box with her arms pulled back tight. Eli tenderizes her flesh with a thuddy rubber baton causing her to scream and try to escape but she can?t go anywhere. She just keeps taking it as Eli pushes her closer to the edge. Then Eli fucks her pussy with a dick on a stick and pounds her ass with the dildo driving Vanessa into mind blowing convulsing orgasms.

Vanessa SkyEli Cross

Kink · October 18, 2024

Ungrateful Holes

Ball-gagged, blindfolded, tied up with rope, and bent over a box, Vanessa Sky is reluctantly ready for whatever sadistic things Tommy Pistol has planned for her. He slaps her ass and fingers her pussy. He takes the ball gag-out of her mouth to hear her moans. Vanessa gets a mouthful of cock and spit and then gets her pussy fucked hard until she?s left quivering. In the next scene, Vanessa is on her back with one leg tied up in the air by the ankle, the other in a frog-tie with her hands tied above her head. Tommy fucks her gorgeous mouth and then overstimulates her clit with the Hitachi. He fucks her hard until she turns cross-eyed in orgasmic bliss. Tommy gets the electronic zapper and zaps her body as he fucks her face. Vanessa gets her pussy fucked some more and has multiple crazy hard orgasms. In the final scene, Vanessa is in a full rope upside down suspension. Tommy flogs her while he uses her mouth as his very own cock holster until he glazes Vanessa?s pretty face with his hot load.

Vanessa Sky

Tommy Pistol

Kink · June 7, 2024

Vanessa's Anal Appeal

Vanessa Sky is worried that she and boyfriend Tommy Pistol are growing apart, but she?s going to do whatever it takes to keep her man, even if that means getting fucked in the ass! Tommy doesn?t believe that Vanessa really wants to explore his kinks so she strips in front of their condo and makes him fuck her in the front yard. Tommy starts with some choking then quickly moves onto a rough blowjob. He pulls Vanessa on top of him and fucks her in reverse cowgirl. Then the action moves indoors and gets even hotter, starting with Tommy face-fucking his hogtied hottie. He tosses her onto the couch and fingers her soaking wet pussy. After some more oral and hard fucking, Tommy explores the ultimate taboo of their relationship, anal. He starts by adding finger after finger in her tight asshole. Tommy works Vanessa into a frenzy and then fucks her ass deep and hard. Vanessa gets really turned on by Tommy?s kinks and fucks him back like a champ. After some more ass and pussy pounding, Tommy tries fisting Vanessa?s asshole and her hungry backdoor can almost take it all. Tommy rewards her with a hot load all over her pretty face.

Vanessa Sky

Tommy Pistol

Kink · August 30, 2023

Punished Red Ass: Vanessa Sky Pounds Luna Lovely

Luna is tied, bent over, wearing a ball gag and collar. She has an anal hook in her ass tied with rope to her neck. Her domme, Vanessa, saunters in and flogs Luna while she squirms. Luna is made to count the beatings until she can?t take any more. Luna lays on her back ready to receive a strap-on pounding. She sucks the dildo and gets it nice and wet before it goes in her ass. Then she is commanded to put as many clothespins as she can fit all over her breasts and nipples. They get yanked on and pulled off for added pain and pleasure. Vanessa stretches Luna?s asshole open with her big strap-on cock, still adding and removing clothespins all the while. Luna receives ass to mouth, choking and gagging on cock. Then Luna has a powerful orgasm from the hitachi while Vanessa plows her ass hard. Vanessa bends over and smothers submissive Luna with her ass, shoving her face deep in. Vanessa gets on her back and commands Luna to lick and tongue fuck her mistress?s hole before opening it up with a glass toy. Vanessa uses the hitachi and vibrates her clit while Luna licks her ass and Vanessa cums hard.

Luna Lovely

Vanessa Sky

Kink · August 16, 2023

Anally Yours: Summer Vixen and Vanessa Sky

The extremely gorgeous Vanessa Sky kneels naked on a mattress with her ass out.Her tits are bound in rope and a metal hook is buried in her asshole. Super sexy Summer Vixen enters the room and begins playing with the hook in her ass. She pops it out and let?s Vanessa have a taste.Summer grabs her leather flogger and goes to town on Vanessa?s ass. Vanessa cums fast and hard as shegrinds her pussy against a vibrator while her ass gets whipped. After that, Vanessa is put into a pile-driver position, and she gets her ass and pussy fucked with a double-ended dildo until she squirts all over her own face. Summer sits on Vanessa?s face and smothers her with her big round ass. Vanessa tongue-fucks her asshole. Summer slides a clear butt-plug inside her own asshole and Vanessa cleans it off with her mouth. In the final scene, Summer sits on a dildo as Vanessa convulses from cumming so hard while being strapped to a sybian.

Summer Vixen

Vanessa Sky

Kink · February 6, 2023

Vanessa Sky: Bondage Slut Begs For More

Vanessa is an insatiable slut that craves everything The Pope has to offer her. She wants to be helpless in bondage, tormented, and made to cum as he sees fit. She would take so much more, but for today this is all this slut gets. She begins in a standing position with her arms bound in a box tie, and tethered to the up point. The bondage will evolve until she is totally suspended and helpless, but the road to get there is exactly what she wanted. His hands inflicting pain, and her legs being held open with ropes is everything this slut was craving. Next, Vanessa is in an inverted hogtie and awaiting the return of her captor. He issues some brutal nipple torment, anduses a thick leather crop to make his toy scream. There are holes that need to be filled, so The Pope puts a dildo on a stick and fucks her mouth and pussy. The Hitachi is added, and our little slut erupts with massive orgasms. The final scene has Vanessa atop a table on her back, and The Pope goes to work administering more pain before ripping non-stop orgasms form her wet pussy.

Vanessa SkyThe Pope

Kink · August 12, 2022

Turning Her Out: Vanessa Sky Uses Hazel Moore's Asshole

Hazel Moore is tied up, standing defenselessly in the dungeon with a glass butt-plug in her ass. She patiently awaits her dominant, Mistress Vanessa Sky. Vanessa chokes, teases, spanks and slaps her submissive as much as she pleases. Hazel is then tied up in a doggy-style position, on a box where her asshole gets gaped again and again with dicks on sticks. Finally, Vanessa instructs Hazel on how to anally pleasure her mistress and return the favor.

Vanessa Sky

Hazel Moore

Kink · June 29, 2022

Vanessa Sky: Finding the Pain-Slut Inside

Vanessa Sky is brand new to bondage and new to Kink. She wants to have all of her limits pushed and so The Pope gives this little slut exactly what she wants. He begins with an inverted suspension. He builds a device that holds Vanessa tight against the wall, upside-down, and in a spread-eagle style position. Vanessa settles into the bondage as he begins to torment her with impact, and then nipple clamps. She is instructed to hold the chain of the clamps in her mouth. The Pope has his way with her flesh. He adds a vibrator and a dildo to edge her. She is not allowed to cum until she pulls the chain as tight as he tells her to. Next, Vanessa is put in a custom device that utilizes the scavenger?s daughter, but holds her in a doggy position. He uses his flogger to punish her amazing ass, but Vanessa just purrs like a sex kitten. He uses her holes against her and is able to tease her for quite some time before he allows this thirsty slut to have the orgasms she so desperately needs. In the final scene, Vanessa is on her back with her legs spread wide and secured with steel traps. Her hands are locked into steel shackles. The flogger is brought back to tenderize the front of her body again, so that he can give her some sensory overload. The Pope deprives her of her vision in order to make her flesh more sensitive to his sadistic touch. He uses metal claws to over stimulate her flesh as Vanessa writhes in the bondage, and begs to cum. Vanessa came for the experience, and left addicted to the pain and wanting more.

Vanessa Sky

Kink · September 27, 2019

Family First: Cucked Slut Signs It Away for Her Step-Brother's Cock

Ashley Lane is a sexy blonde step-sister whore to step-brother Seth Gamble, but she's also stubborn and wants things her way. She refuses to help Seth sell their childhood home. Seth gives her time to think about it, but all Ashley actually wants is his cock back in her life. Ashley has never found another master as good as her step-brother when they used to play back in the day, and she's determined to keep the house as a ploy to hold their relationship intact. Seth's fiance Vanessa Sky demands that Seth convince Ashley that they need to sell while the market is hot. Ashley takes the opportunity to make an outright pass at Seth and refuses to sign away the house until he is her master again. Her unruly behavior awakens the sadistic sex monster in Seth and he takes Ashley down brutally. She is thrown on her knees, made to suck his cock, then has her own panties tied into her mouth while he shocks her with a zapper. Still refusing to sign, Ashley is tied into a painful semenawa shibari position, making her vulnerable to a heavy beating with flogger, hand, and canes. Once Ashley's ivory skin is red with welts, Seth draws her up into a full suspension and pounds her brat pussy, hoping that orgasm denial will win the war. He fucks her tight cunt until her eyes cross and then leaves her hanging from the ropes. Riled up from his rekindled dominance, Seth isn't taking any shit from Vanessa when she lays into him for still not having the papers signed. He corrects her bossy bullshit with a quick slap around and rough blow job, which only turns Vanessa on. She begs for more beatings and cock. Seth obliges, paddling her juicy thick ass hard, then cropping her wet pussy while she is in strict metal stocks. Seth takes her cunt, and then her asshole while she begs for each orgasm. When she steals one he rips off her nipple clamps and stuffs a hitachi deep in her cunt while fucking her in the ass to teach her a lesson. Seth gives Ashley a second chance to sign the papers, but she continues to run him around, and is rewarded with a heavy caning, pussy slapping, fucking, and eventually a tight zipper down her lithe body. Gagged and tied spread eagle she can only scream as Seth canes and threatens her. However, it's only when Vanessa makes a surprise appearance that Ashley actually begins to feel the burden of her refusal. Vanessa cuckolds the little bitch, taking Seth deep in her ass. She shows off for Ashley and rips off Ashley's zippers every time she cums on Seth's cock. Jealous and humiliated, Ashley agrees to sign if she can be their sex toy and have Seth's cock back in a filthy three-way.

Ashley Lane

Vanessa Sky

Seth Gamble

Kink · May 4, 2018

Sexy Anal Submissive's Serve BDSM Swinger's Ball

In part two of our raucous BDSM sex bonanza, Karlee Grey is taught to serve up her orgasms in discipline her slutty anal trainee Vanessa Sky with a firm spanking hand. Governess takes special pleasure in making Karlee squirm and beg for her orgasms, squirting uncontrollably all over her huge tits while the crowd gets horny and cheers her on. Meanwhile Ramon takes Vanessa on a fuck ride through the whole party, humiliating and fucking her deep in her ass just as she likes it. He rides her like a little slut pony all over the room, railing her on every couch and making her beg like a whore for every orgasms speared on his hard dick. The guests get overwhelmed with all the sex in the air, clapping for the house slaves and making mischief of their own. Gorgeous women are spanked by their Master's, fisted, made to suck dick on their knees, and cum in screaming sweaty piles on the sybian. One house guests is covered in tight bondage and hot wax while her latex clad Mistress keeps her under tight control, requesting a thank you with every scream. Aiden Starr joins in the fun, having Karlee lick her cunt until she sums on that little bitches face with great enjoyment. Ramon still hasn't had enough, and after having Vanessa lick his cock clean after her wild anal ride, her brings her to heel at the front the room for one final test. Meanwhile one of our guests of honor is tied in an incredible split position by her Master and has her cunt whipped red with a cat-o-nine tails and still begs her have her whole pussy filled and cums with permission on her Master's hand. All eyes turn to the front of the room where Vanessa is hung like a piece of meat in full suspension, made to recite the rules as she is fucked in the ass. Karlee squats like a good girl over a hitachi and suffers for her submissive trainee's fun with tight clover clamps on her labia and nipples, pulled off slowly and painfully by Aiden Starr until she is ready to get on her knees and get her pussy fisted, soaking the carpet with squirt and begging for Ramon's hot cum all over her face. Looks like the house is finally back in order.

Aiden Starr

Karlee Grey

Vanessa Sky

Kink · April 13, 2018

Sister, Sister: Secret Anal Whore Shows Her Little Step-Sis The Ropes

When cute little rebellious teen Vienna returns home for a surprise visit with her new creep boyfriend Smallhands, she is aiming to torment her parents, but instead finds they are gone and her older sister Vanessa is home for the week end. Vanessa is a gorgeous uptight coed and is having none of Vienna's shenanigans. Dismissing Vienna as a slut after paying Smallhands out for picking up some Hot Topic mall teen, she throws her headphone back on and goes back to working out. Determined to get under Vanessa's skin, Vienna drags Smallhands up to her old bedroom and invites him to teach her all about the BDSM sex he has been trying to convince her to try. The resulting scene is a very real first timer experience of begging for cock, intense face fucking, flogging, spanking, paddling, and submissive fucking at the hands of a sadistic top. Vienna is dragged out on to her balcony, bent over the railing, and made to have a screaming orgasm for all the world to see, with Vanessa is in the front row seats.Later Smallhands gets lost in the mansion and wanders into Vanessa' room looking for the bathroom. He starts backing out apologetically, but Vanessa makes her move, telling him if he really wants a good lay he should try someone with some more experience. Smallhands doesn't like being told what to do, and Vanessa is one hot stuck up bitch, how could he refuse? Throwing her on the bed, he starts in immediately spanking her hard with verbal humiliation, making he admit she is a greedy cum slut while paddling her round ass red, throwing her on the floor and cropping her sensitive pussy. He cuts up her nice yoga gear and throws tight metal clamps on her sensitive nipples. Face fucking her and making her cum repeatedly on the floor like a dog, she is thoroughly humbled. When she is finally in tatters and ready to submit fully, he puts her in tight belt bondage, clamps her pussy lips, and fucks her to pieces, switching freely between her ass and cunt as she screams into her ball gag and begs for more. She is rewarded with a relentless pounding and electrical shocks from a zapper. All the noise obviously draws Vienna's attention. Upset, she comes in screaming, but Smallhands reminds her that she did promise herself to him and if she really wants to done with the game so soon? Vienna has always thought her big sister was hot, so now with her all tied up and speared on her boyfriends cock, she has a chance to get in on the fun. Vienna eagerly watches and learns how to submit from Vanessa, cleaning her boyfriends cock off every time it comes out of Vanessa's ass, and waiting to cum in unison with her slut sis.The rest of the evening is spent with the girl's giving each other revenge orgasms on the sybian, clamped and tied up tight, they are both throat fucked and made to beg. Both sister's eagerly lick each other's pussy's while Smallhands takes his fill of their nubile hot bodies and covers them with the biggest load of cum we have seen in a while.

Vienna Black

Vanessa Sky

Kink · February 23, 2018

Honey Trap

Vanessa Sky is a corporate spy dispatched to seduce a rival executive and steal corporate secrets. But when Derrick outmaneuvers his freshman opponent, Vanessa ends up the victim of Derrick's sadistic sexual interrogation. He ties her up to the bed flat on her back with legs spread and the Hitachi vibrating on her sensitive pussy. He punishes her with the flogger demanding to know who sent her on this mission but she claims to know nothing. This only fuels the fire in Derrick so he flogs her tits harder and with his dick in her mouth brings her to the edge of cumming but doesn't let her, not yet. One leg up one leg down bent over the edge of the bed Derrick spanks Vanessa's tender ass until it is ruby red and fucks her pussy good until she is moaning and drooling from the ball gag in her mouth. Derrick is just getting warmed up cuz this bitch needs to be taught a lesson. In doggie with a mouth gag Derrick pounds Vanessa pussy and ass until she is screaming and loving it. And finally Derrick flips her over for the grand fucking finaleâ€”with tight nipple clamps Vanessa sucks Derricks cock and gets it all wet and ready for her slutty holes and then he fucks her pussy and ass until she is begging to come again and again and again. Beware of the sweet, sticky, delicious Honey Trap!

Vanessa SkyDerrick Pierce

Kink · February 9, 2018

Anal Submissive Sluts Ravaged and Squirting at Holiday Winter Orgy

The night is alive with holiday cheer as hot swinger babes line up to suck dominant dick and get their beatings in this wild yule tide BDSM orgy. Meanwhile, Stefanos has proclaimed that The House will return to the basics: protocol, rules, hierarchy. But busty slave slut Karlee Grey already has the cock deep down her throat and is bouncing her tits like she doesn't remember a single rule. It will be up to newbie Vanessa Sky to get her rules through painful zipper the guests can rip off of her in exchange for hints. meanwhile Karlee is getting dicked down and screaming for permission to cum, which she is roundly denied by a cruel crowd. Beaten with her fucking Karlee howls while Vanessa tried to absorb her training with tight rope digging into her flesh and a hitachi fixed against her hungry cunt. When she is finally able to recite the rules, Vanessa is thrown onto the floor and get her anal reward while Karlee is flogged and fucked and further denied her orgasms. Meanwhile, the crowd has melted into a total BDSM orgy with spankings, rope bondage, lines of blowjobs, and our very special guests of the night playing with an electro box that denies its beautiful inhabitant any vision through its two way mirrored walls. All she can hear is the vibrator on her pussy and the violet wand closing in on her flesh. When the hatch is finally opened for her to breath, her mouth is stuffed with cock. Earning her way out of the box does not offer much relief, and she is immediately tormented with a terrifying taser and fucked with the largest candy cane anyone has ever scene. Covered in glitter like a little ornament, her master uses her like a fuck doll while she begs for cum. Vanessa learns that pain and pleasure roll downhill when she is made to hold buckets of her sister submissive squirt, her buckets getting heavier with each orgasm in tight rope suspension. the corwd is really worked up, single tailing and fucking each other, while Vanessa struggles to prove herself and stay in an athletic squat, holding her buckets proudly, and cumming like a proper whore, waiting her turn with the dick so that she may beg for each anal orgasm from the crowd. Happy Holidays!

Aiden Starr

Karlee Grey

Vanessa Sky

Latest Updates from Kink

I Want it Rough

Dirty Whore

Ungrateful Holes

Vanessa's Anal Appeal

Punished Red Ass: Vanessa Sky Pounds Luna Lovely

Anally Yours: Summer Vixen and Vanessa Sky

Vanessa Sky: Bondage Slut Begs For More

Turning Her Out: Vanessa Sky Uses Hazel Moore's Asshole

Vanessa Sky: Finding the Pain-Slut Inside

Family First: Cucked Slut Signs It Away for Her Step-Brother's Cock

Sexy Anal Submissive's Serve BDSM Swinger's Ball

Sister, Sister: Secret Anal Whore Shows Her Little Step-Sis The Ropes

Honey Trap

Anal Submissive Sluts Ravaged and Squirting at Holiday Winter Orgy