Blonde cutie Chloe Cherry is making bad grades so she has to prove herself to teacher Luna Star by getting her ass fucked, stuffed and stretched. First assignment is to wear a jewel topped butt plug in her ass in order to get it ready for their study session. Luna inspects Chloe's ass and pushes the plug in and out of her tight hole and lets Chloe taste it. This gets Ms. Star excited so she sticks her curvy ass in Chloe's face and makes her lick her asshole round and round in and out while she vibes her clit with the Hitachi and grinds around on Chloe until she cums. Luna and her strap on give Chloe a deep and thorough throat fuck to get her cock all wet and ready for the fuckin' thats about to ensue. Now Chloe on her back with legs spread wide open Ms. Star fucks Chloe's ass with gusto. Her big tits are framed in a black strappy bra that matches her leather strap on and her high heels give her leverage to pound Chloe hard and fast. Flipped over on all fours Chloe gets it in the butt with that thick dick until her little hole gapes. They rotate around into all kinds of crazy upside down positions so Luna can hammer Chloe's ass in the best possible way. Then Chloe climbs on top of Ms Star's cock and slides it in her slutty hole reverse cowgirl and with the aid of the magical vibrator Chloe takes a great ride to fuck town until she cums hard. Chloe is on her way to being student of the month if she can handle all the toys Luna wants to play with. First the see thru cylinder fills Chloe's ass and stretches her real good, then she stuffs a rainbow colored tapered butt plug that looks like a unicorn horn in Ms. Cherry's butt and fucks her until she cums. Finally the impossibly long slink is pushed deep inside Chloe's butthole and she takes it like a champ. Now its Lunas turn to get fucked so in doggie position Chloe fucks her ass with a long stainless steel rod while Luna uses the Hitachi until she orgasms. Ms. Star wants the slink so Chloe slowly but surely rotates it in her sexy ass and jiggles it all around driving Luna crazy til she cums hard. Chloe has learned so much today and turned her F into an A by fucking Luna’s A.

Chloe Cherry is an orderly at the Anal Asylum. It's her job to let the anal whores out of their cages from time to time and give them their anal therapy. Today she releases patient Lexi Lore. When Lexi's cage door opens, she wriggles out feet first wearing a leather straight jacket with her perfect perky pierced titties exposed, and a ball gag in her mouth. First Chloe takes Lexi's ball gag out and lifts up her lab coat. She puts one leg up, spreads her bare ass and tells Lexi to start licking. Lexi shimmies over and shoves her tongue way up Chloe's ass and tongue-fucks her pretty hole. After that, Chloe gets a double-ended acrylic toy and stuffs it in Lexi's ass with the big side. Chloe makes Lexi's ass gape but wants to stretch it even more so she grabs an even bigger glass toy and fucks Lexi's ass with it, getting even bigger gapes. Chloe wants to go even bigger so she gets a fat dildo and plunges it in and out of Lexi's asshole until it opens up nice and big. Finally Chloe gets a big metal, hollow butt-plug and leaves it in Lexi's ass while she lets her press a vibrator against her clit and cum. After that, Chloe gets her strap-on and attaches a fat dildo to it. She tells Lexi she only fucks the good girls and slides it in her ass and fucks her deep. She flips her over and fucks Lexi's ass with her legs spread and Lexi cums hard with Chloe's cock buried in her ass. With Lexi looking like she's having too much fun, Chloe wants Lexi to play with her ass now. Chloe gets up on the exam table, ass in the air, completely naked, and Lexi shoves a big metal dildo inside her ass and fucks her with it while Chloe presses a vibrator against her pussy. After that, Chloe gets a big pink double-ended dildo and shoves it inside both of their asses and position themselves ass to ass. Before returning Lexi to her cage, Chloe gets on her back and has Lexi slide the slink deep inside her ass and cums hard with a vibrator.

Everyone knows California neighbors do anal! Everyone except for Christie Stevens. Fresh from middle of the country, Christie is shocked to find her neighbor Chloe Cherry stripping in her backyard. Christie rushes over to let Chloe know that everyone walking by can see her, but Chloe isn't bothered. She's a California girl through and through, and she's excited to show her hot new neighbor how they do it in California. She helps Christie out of her dress and leads her inside for an introduction to California anal! Inside, Christie wiggles out of her panties and spreads her legs, revealing her perfect pink pussy. Chloe can't wait to get her mouth on a fresh pussy. As she licks Christie's pussy, she slowly slides her fingers into Christie's tight asshole. Christie moans as Chloe's tongue and fingers work their magic. Chloe pushes a plug in Christie's ass and then it's Christie's turn to return the favor. She tastes her first California pussy and teases her new neighbor's ass with a plug. All this foreplay has Christie hooked. Seeing all Chloe's toys, she asks if they can try other toys and Chloe is more than happy to share. She spreads Christie's cheeks and watches as her neighbor's ass swallows a fat glass plug. Once the plug is in, Chloe licks the opening of Christie's tight hole as it clenches down around the plug. These two hot babes take turns cumming on a variety of plugs as they tease each other. Next, Christie sets her sights on bigger toys. She pushes a fat black dildo into Chloe's ass and fucks her to orgasm. Chloe moans as her neighbor fucks her tight ass. She then puts another anal toy on the floor and bounces on it as Christie tells her what an anal whore she is for splitting her asshole open for her new neighbor. Then it's Christie's turn to get fucked. Chloe fucks Christie's ass with a fat cock. Christie cums hard as Chloe fucks her relentlessly. Finally, Chloe gets Christie to fill her ass with as much of her hand as she can fit. Christie gets most of her fist in and works it in and out of Chloe's tight ass as Chloe cums over and over again.

Cherry Torn is without a doubt the most prolific and experienced Kink.com model of all time. She has done and seen it all but her love of fetish and BDSM seems to only grow in intensity and raw lust as the years go by. She is the kind of curvy lady that needs to be fucked senseless morning, noon, and night. Most men cannot even begin to satiate her sexual appetite so when she wants to be fucked for for real she knows that only one place in world can deliver the multiple orgasms that she craves: FuckingMachines.com. She wastes little time and strips out of her skimpy lingerie and reveals a well trimmed bush. Her tiny pink pussy peeks through the sides of her panties as she begins to play with her whore hole, first with her fingers and then with a hitachi. As the vibrator warms her up, the pussy juice begin to soak through the fabric of her panties. She smiles as her body shakes from the first orgasm of the day. Once warmed up, she just lays back and lets the first machine take her. As the massive dildo slides into her warm and wet pussy she trembles and smiles the coy grin of a greedy slut who wants it all. The machine starts of slowly, sliding gently in and out dragging the evidence of her creamy cum juices along to show the whole world just how turned on she is. Quickly the speed escalates and the machine pounds her pussy, slamming her like no man could possibly ever dream of doing. She keeps cumming over and over again until she is screaming for joy. Every time she peaks she immediately grinds her hips and goes deeper into the waves of non-stop orgasms. In a fever, she flips over onto her knees and lets the machine fuck her doggie style from behind. She pushes back and almost seizes the machines motor has her powerful pussy muscles clamp down and suck the the huge dildo deeper into her hungry cunt. The sweat glistens off her big natural tits and her divine ass quivers with delight as the relentless machine continues its sexual onslaught. And in one last explosion of sexual energy, Cherry screams and pushes the machine clear across the room and collapsed backwards into a hot sweaty heap of breathless exhaustion. Cherry's sexual greed is satisfied, but as the camera fades her smile reveals that this satisfaction will only be very brief...very brief.

Cherry Torn and Krissy Lynn enjoy getting their perfect round asses spanked and fucked in this sexy all anal update. Watch them explore their butts thoroughly as they switch from being in control to submitting. Then Mark Davis penetrates deep inside their holes in a kinky threesome.

The beautiful Cherry Torn’s magnificent breasts are one of the seven wonders of this world. They keep getting bigger and she loves them being bound severely with rope. This hot blonde and blue eyed beauty with big natural breasts begs to cum on a sybian ride from hell, challenging suspensions, and nice tight weighted breast play! The electric zapper gets Cherry screaming from pain on her body and asshole. Her mouth is wrapped tight with plastic to keep her screams muffled in the dark bondage dungeon. Her nipples are clamped tight. While suspended in the air with rope bondage, her pussy is tormented and the vibrator is pressed against her clit. Next she gets the ball gag while the flogger comes out to sting her with pain. Upside down in an reverse suspension she gets the dick on a stick and the hitatchi. Finally on the sybian she is covered in oil and her tits are tightly tormented as she screams in orgasm over and over again.

Cherry Torn was groomed in a very special era of BDSM exploration. There aren't too many like her. She's the kind of woman you put a metal head cage on in stocks and leg spreader. The kind you torment for your jollies. She takes it all. Sitting on a stool her anus receives several large steel balls on a stick. This elicits a scream. She's not unhappy with the pain, but pain is pain after all. She suffers beautifully as he transitions her from one painful position to the next. Suspended in a steel contraption with a tight leather collar Cherry is again penetrated. This time it's more than just a dildo. Even pleasure becomes torment when applied in the right way and Cherry's already sensitive clit is the right way.

A Mother’s Day celebration with the Step Mothers of ‘Families Tied’ we like to fuck!Derrick Pierce has no idea that his future mother-in-law, Cherie DeVille is part owner of Ella Nova’s ass. He tries to reassure his blushing bride-to-be that she has nothing to worry about, they will all get along fine, as long as Cherie can respect him as the man of the house. What follows is a melee of sex, bondage, and competition for dominance. Mommy’s GirlCharlotte Sartre is a moody little bitch with a bad attitude. Step-mom London River and new husband Derrick Pierce put her in her place. Ungrateful Goth Teen Fucked Into Line By Step-ParentsCarolina Sweets is a hot little teen that wants to be good, but her horny pussy gets her in trouble every time. Her uptight aunt, Cherie DeVille catches her masturbating and punishes her with some good old fashioned spanking. When Seth Gamble arrives, he takes full advantage of both of their weaknesses, fucking and humiliating them both! Psycho Anal Step-MommyMark Davis, the sadistic butler, seduces a sexy 18 year old Holly Hendrix and her slutty step-mother, Cherie Deville in a dark game of sexual blackmail and servitude with rough anal, punishment, bondage, and fisting. Black Mailed: Step-Mother & Daughter Sexually PunishedSlutty step-mother, Penny Barber just wants anal for the holidays. Her step son, Xander brings home girlfriend, Ivy LeBelle so they can both get their hands on her. Xander fucks them both with his huge cock til they all have screaming orgasms. Cock Crazed Step-Mommy Just Wants Anal

Blonde All-American beauty Cherie starts in a standing spread with her arms harshly bound in reverse prayer. She desperately tries to please, enduring a hard pussy flogging. Claire tightens the neck rope pulling her neck into an intense angle. A vibrator is held in front of her cunt. If she wants to get off, she is going to have to strangle herself. Claire feels the cunt needs more incentive to go get the vibrator and attaches nipple clamps, using them as a leash to urge the hot blonde to get off. The hot blonde cums again and again all over the vibrator. In a writing hot mess, she gets even more excited and is more than willing to experience choking herself to be a greedy cum whore. Claire needs more than that to be impressed however, and flips the bitch onto her stomach and into an intense back arch.

She’s back and it has been far too long. Seasoned submissive pro’s like Cherie Deville love dishing massive loads of punishment and justice to professionals of adult film world. She has fucked, sucked, smacked, slapped, and sounded every conceivable hole in every conceivable fashion over the course of her career. However, as she dishes out her unique brand of sexual justice on the world she secretly hungers to be put in her place. She yearns for a giant set of man-hands to smother her and choke her until sees God. A woman like Cherie needs to have control taken from her and then have massive orgasms ripped from her hungry holes. And, there is only one place that she goes to have this need met: Device Bondage. The Pope wastes little time and gets his little play thing naked and spread wide open right way. He paws at Cherie’s feet like a famished bear that doesn’t know its own strength and is blind with hunger. Mercifully he inflicts ceaseless waves of pain to the bottoms of her feet that yield raw gasps of anguish hushed only by the giant ball gag that stifles her pleas for help. The Pope then tenderizes her body with a mean cattle prod that gets his piece of meat inline and behaving like a submissive worthy of his time. He then bends her over and displays her all natural and athletic MILF ass for all the world to see. Using his giant hands, he makes her butt a tender shade of pinks with a spanking that stings Cherie to core and makes her hungry pussy drip with desire. She begs The Pope to play with her cunt and he obliges her by cramming a massive dildo so deep inside of her that you can see it coming out of her mouth. He coerces her to have a never ending way of multiple orgasms until she can no longer hold her own weight. And, when The Pope has grown tired of playing with his whore toy, he straps her into a sybian and watches her gyrate until every drop of sexual energy has been expelled from her body like a greedy demon stealing into the dark night. Cherie Deville gets punished and fucked in sadistic metal bondage and cums until she can hardly stand!!

Cherie Deville is an app developer by day and a webcam dominatrix on the side. She meets a prospective employer online for a job interview and fails to leave the meeting before she starts her second gig, domming online. Cherie greets her horny and perverted fans with a filthy show. She liberates her perfect tits and spreads her legs. Her pussy looks so good behind the nude stockings. She gags on a long double-headed dildo, rips her nylons open, and fucks her tight wet pussy. She tells her fans not to cum until she does, making their hard cocks throb and their balls ache. Cherie undulates in pleasure, her eyes roll back in her head, cumming over and over again.

The incredibly sexy Miss Victoria Voxxx has Charlotte Sins down on her knees and ready to be used. Charlotte looks so precious in her little schoolgirl skort that Miss Voxxx can’t help but tease and torment her. Victoria starts by getting to know her sub with spanking, foot worship, and orgasm denial. Next, Miss Voxxx gets Charlotte suspended in the air, ready to take a pounding with her giant cock. Victoria chokes Charlotte on it before sliding it inside her tight pussy. Victoria rips orgasm after orgasm out of Charlotte’s vulnerable body with her strap-on and her Hitachi. Then, Charlotte waits helpless, her legs pulled back, her holes exposed. Miss Voxxx uses the opportunity to slide her fingers and a plug inside Charlotte’s tight asshole, stretching her open. Victoria uses her stockings to choke Charlotte, her hands to discipline the soles of Charlotte’s feet, and her Hitachi to take even more orgasms from Charlotte’s body.

Rory Knox is a submissive girl owned by her Domme, Charlotte Sins. Rory is late to a date with Charlotte and is taken home for subsequent anal punishment. Charlotte places Rory over her knees and spanks her. Rory gets her ass used rough and hard, and is allowed to return the favor on Charlotte.

Evelyn Ink enters her dungeon to free her anal submissive, Charlotte Sins from her metal cage. She kisses Charlotte deep with her forked tongue and makes her lick her asshole and call her Daddy. Evelyn puts Charlotte on her back and spreads her legs. She hands Charlotte a vibrator for her pussy and shoves a graduated plug into Charlottes asshole and fucks her with it until she cums. After that, Evelyn gets a demon-dick and fucks Charlottes ass with it. Evelyn sticks a clear eyelet butt-plug inside Charlottes ass and blows smoke inside of Charlotte’s gape. Next, Charlotte gets fucked in the ass with a fucking machine while Evelyn sucks on her perfect tits. In the end, Charlotte gets strap-on fucked hard in the ass.

Chanel Charlotte Sins has played many roles at Kink over the years, and now she can play anal, sybian, bondage slut too! We usually let the model warm up with the magic wand, but Charlotte is not just any model. She’s here to do it all, so she climbs on to the sybian and we come out swinging with this update. After several mind-blowing orgasms, we move on to the machines. The first position has Charlotte on her back and we slide the dildo in her ass and start fucking her. It takes very little time to get her to orgasms, and this routine stays the same for the rest of the day. We fuck her ass, and she uses the magic wand on her pussy to achieve maximum orgasms. The next position has her bent over to showcase her fantastic ass. Again, we bury in her ass and start fucking her nice and slow. The speed is ramped up, the vibe is added, and the orgasms flow out of her like the slut that she is. We have fucked her tight little asshole nice and proper, so in the final scene we tie her on her back and slide another machine between her legs. We build the speed up and like the other scenes, Charlotte instantly begins to orgasm. We continue to fuck her until she is completely worn out!

The demoness Charlotte Sartre just wants two things today. To inflict pain and take balls. She wants to rip those testicles right off and put them on display on shelf. Maybe she'll wear them as earrings, anything is possible. Dressed in tight black, this slender goddess of the dungeon has some meat all tied up. Sebastian Keys, the ultimate pain slut, has no idea what he is getting his manhood into today. Tied up in fully restrictive rope bondage and gagged with a ball gag, his mistress asks a simple question, "Do you value your balls". Unable to answer through the gag and screams, Charlotte can only assume. With a staple gun she finished strapping Sebastians low hangers to the block. His cock tied up tight in rope, each testicle straining with tension pulling them down. Charlotte must first inflict the pain, she has to know if these are the right balls for her. She doesn't just cut off anyone's balls, ...well actually. She brings out the riding corp and begins to torment Sebastian, turning his testicles red. She punches his chest and slaps his face. She spits on him and humiliates this flaccid waste. Oh but she needs to test those testes more. After chocking him, she puts Sebastians balls in a vice. With each turn of the knob, Sebastian screams louder. His face is covered in clothespins as she torments his tongue with pain. Ok, maybe this pain slut deserves something, with a big black strap on cock she fucks Sebastians ass. Unable to scream clearly through the clothespin, all you can hear is pathetic whimpers as this goddess takes his ass. That's enough, this isn't about him. He needs to worship her pussy as she sits on him and smothers his face. She squeezes his balls to their breaking point while he eats her pussy. Her dripping wet lips drown his mouth. There is more for him to do. She offers her feet to be worshipped as he sucks on her toes and licks her perfect arches. His cock is now fully caged in chastity and this excuse for a man is equipped with a strap on cock, something that has the chance to please his mistress. Sebastian obeys and fucks his mistress demon with the strap on dildo. With the intense vibrations of the Hitachi she cums over and over again, taking what she needs from him. He maybe, just maybe might have done well today, but she is still going to punish his balls.

Blindfolded, gagged, and bound in bondage - Can Marcelo be anymore helpless? Marcelo resists the vicious whims of Chartlotte Sartre, Charlotte Sins, and Kay Carter. The Dommes start by spitting on him and smacking him with floggers. They announce a fun game called ‘The Sea Urchin’, which involves seeing how many clothespins they can stick on his cock and balls. They take the game further and give Marcelo clothespin earrings, and nipple clamps. To preventing him from talking one is pinning to his tongue. Next, Kay ties up his balls to make a leash. Mistress Sartre binds his hands. Then, Marcelo endures a relentless barrage of paddles and crops, hitting his already red ass and aching cock and balls. Finally, the Dommes deliver a pegging gangbang with huge dildos and fisting. Having had their fun, they leave Marcelo the way they found him.

The most extreme bondage and torment is exactly what Charlotte Sartre wants and needs. The only one she trusts in this situation is The Pope. This is probably one of the most intense shoots of her career. She begins stretched out in a brutal device that has her legs and arms pulled away from her body, everything locked into steel. There is no escape. The “helplessness” is the part of the mind fuck that begins the process of destroying her. Charlotte’s nipples get clamped and tied to her toes. The Pope administers a grueling bastinado. Charlotte is nearing the edge, so he pulls back on the torment and fucks her pussy and mouth. A well placed vibrator intensifies the orgasms even more. The next scene opens with Charlotte in a predicament position. She is held in place with a mixture of leather and steel. The bondage would already be enough torment for most, but Charlotte gets more because she’s tough as nails and can take it. The flogger is used to redden her flesh. A blindfold is added, and then more flogging. Usually there is more to the suffering. He keeps it simple and terrorizes her mind and body until she is almost breaks. The Pope reads her well, and administers more orgasms to ground her before starting the next scene. Now on the floor, she is locked into steel shackles, and under his boot is where Charlotte craves to be. The Pope tramples her. He uses the cat-o-nine-tails to make her flesh sensitive. Next is hot wax. With every drop of it she screams a little louder. Now with Charlotte covered in hot wax, The Pope focus’ on her sweet pussy and makes her cum harder than she’s ever orgasmed before. He doesn’t stop there. He wants every drop and so she is made to orgasm until he decides that she has had enough.

Charlotte Sartre stretches her asshole out just for you. Watch her fuck, fist, and gape herself as she primes her hole for anything you wish to do to it. Listen to her encourage you to join in as she revels in ecstasy from this rough anal pounding. Her fuck-fluids are begging for a taste!