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Lily Lane - Lily Lane and Miss Robin Double-Team Charlotte Sartre's Ass and Pussy

Lily Lane - Whipped Ass

21st June - Lily knows most of her dates can't resist her little slave's unique charms. Charlotte gets permission to worship Miss Robin's feet and lick her toes. The sight of her slave's naked ass sticking up in the air is too tempting for Lily. She spanks, slaps, licks, and kisses Charlotte's round ass. Lily tells Miss Robin to spank Charlotte's ass while she lets her slave lick her shoes and suck her feet. Charlotte soon moves up to Lily's hot, wet pussy while Miss Robin flogs Charlotte's ass. Charlotte does a good enough job to get the privilege of tonguing her mistress' asshole. Miss Robin helps by holding slave's head deep in between Lily's ass cheeks. “She's so fucking lucky she gets to taste my asshole and my pussy.” Charlotte gets her mouth back on Lily's pussy and brings her to orgasm while Miss Robin continues flogging her ass. As a reward Charlotte gets Lily's foot stuffed in her hungry mouth. Once Lily has been taken care of she's ready to watch Miss Robin have some fun with her slave. Miss Robin turns the zapper on Charlotte, then a few punches from her fisting hand. The women laugh. Charlotte cries and moans, but her pussy is dripping wet. Lily pushes her fingers deep into Charlotte's ass. She begs for more until she has swallowed Lily's entire fist deep into her ass. But one fist isn't enough, Charlotte wants a whole foot in her ass. The women suspend Charlotte and Lily fucks her slave's pussy with a strap-on. Miss Robin strips off her top and soon Charlotte's tongue is deep in Miss Robin's ass. Keep licking it clean. Taste every last drop. Miss Robin repays the slave with more flogging while she is pounded silly by Lily and her strap-on. Charlotte takes it like a champ and begs for more anal pounding. Taken down from the suspension, Charlotte straddles Miss Robin, reverse cowgirl, and has her ass filled with a strap-on dildo. Lily fucks her slave's pussy while Miss Robin fucks Charlotte's ass. Add a hitachi and some breath play and little Charlotte is done for the evening. Good little whore. Miss Robin is impressed with how much of a pounding Charlotte's ass can take. A great first date by any standard. ...Read More
Savannah Fox - Savannah Fox vs London River

Savannah Fox - Ultimate Surrender

20th June - Welcome to the Summer Vengeance series Tournament on Ultimate Surrender! We have 13 of this season's finest veterans and rookies in a single knockout seeded tournament. Today we have our #11 ranked wrestler, London River, put against our #5 ranked wrestler, Johnny Savannah Fox. The wrestling starts out friendly but as the girls feel each other out, things start to change as we see the evolution of their tactics throughout each round. They become much more serious and cruel towards each other as they realize anal is on the line. In round 3 one wrestler completely dominates the other; trapping her on the mat and making her cum against her will again and again until she's nearly brought to orgasmic tears. The Winner then takes her Prize. She ties her opponent up in rope bondage with a vibrator strapped onto her leg so she must take it while she's getting fucked in the pussy and in the ass. The orgasms are so powerful and so frequent that the loser nearly can't handle it. She is tied up and can not get away and must take it. The winner spits on the losers face, slaps her pussy until its red and then leaves the loser on the mats a beaten and broken disgrace. ...Read More
Aiden Starr - Strip Poker: Three Anal Whores Go All In

Aiden Starr - Everything Butt

15th June - Throughout the night, Kimber Woods and Cheyenne Jewel have been playing strip poker with Aiden Starr. Both Kimber and Cheyenne sit there fully nude having lost their last article of clothing and Cheyenne wants to play just one more hand. Aiden is mildly amused with the hubris of her two naked playmates. She is willing to play one more hand, but the completely naked girls are going to have to come up with something to bet. Kimber has the brilliant idea to wager their assholes. The cards are dealt and Aiden tells the girls to show their hand. Aiden wins and is determined to show these two little losers what it means to give up their asses. Aiden bends the girls over and brutally spanks their asses until they are bright red. She pops toys in and out of their holes, making them gape wide open. The girls lick and suck each other's assholes and the toys that come in and out of them. Aiden ramps up the energy with some heavier anal play. She puts the entire two foot long slink all the way into Cheyenne's asshole. She pushes it in and pulls it out, making Kimber lick and gag on the long toy that was buried deep inside Cheyenne's ass. Kimber's asshole gets stretched wide open with the metal speculum. We see deep into her asshole, getting a glimpse of her pink asshole walls. Cheyenne gets throat fucked by Aiden's fists which makes Cheyenne drool puddles of spit down into Kimber's pried open asshole. Aiden really wants the girls to ante up more so she lays them down and ass fists both the girls hole's until they beg for mercy. Both girls have explosive anal orgasms. Cheyenne's asshole is punished the most for her being a horrible card player. Cheyenne is bent over and strap on fucked in the asshole right over Kimber's pretty face. Kimber waits with her tongue out to suck the cock right when it comes out of Cheyenne's ass. Cheyenne get's pounded good and hard until her asshole is dripping with her own anal cum and Kimber licks it all up. ...Read More
The Upper Floor @ Kink.com

Penny Barber - Penny Barber vs Johnny Starlight

Penny Barber - Ultimate Surrender

13th June - Welcome to the Summer Vengeance series Tournament on Ultimate Surrender! We have 13 of this season's finest veterans and rookies in a single knockout seeded tournament. Johnny Starlight, ranked #10, is a curvy dark haired beauty who was our intermin Rookie Cup champion this season. Penny Barber, ranked #7, is everyone's favorite big mouthed MILF with a terrible gift wrap hold that gives ever girl problems. Johnny wants to squash Penny and fist her pussy. Penny wants to hand gag and humiliate the sassy little rookie. Penny Barber bullies our rookie in the first round with her signature hold, the "gift wrap" and is able to hold Johnny down. This frustrates her and get her close to orgasm. Sadly, for Penny her weakness is fingers in the pussy and once that happens, it can be game over for her. Today, that's exactly what Johnny needs to do. The winner of this match will move on in the tournament which means more money, more fame, and more fans. One girl gets trapped, fingered relentlessly and is utterly broken by the end of the match. The winner has her way with the loser. The winner hand gags, hair pulls, and puts feet in the mouth of the loser and fucks her pussy in brutal fashion. ...Read More
Helena Locke - Syren de Mer Submits Every Hole to Helena Locke

Helena Locke - Whipped Ass

7th June - Helena Locke has high expectations of her subs, especially Syren de Mer, who comes to her ready to submit. The chemistry between them is dripping hot as Helena uses Syren in every way, punishing her when she disobeys, and rewarding her for a job well done. Syren's put in multiple positions, including an inverted full suspension, and on her back in chains, as she's subjected to anal strap-on fucking, flogging, caning and spanking. Syren arrives at Helena's dungeon to find a letter, telling her how to present herself. Helena arrives and immediately corrects Syren for her backtalk and sloppy presentation. She puts her on her knees and flogs her ripe ass, the leather swatting her hungry pussy with each strike. Helena then pulls Syren down on her boot and makes her slide her dripping cunt all over it before licking it clean. Syren is then put in an inverted suspension so Helena can have unrestricted access to her creamy pussy. She flogs Syren and eats her pussy, giving her a little pain and a little pleasure at the same time. She then canes her, swatting her legs and her cunt and her ass, before fucking her with a dick-on-a-stick. Syren can't keep herself from cumming, even as she's made to beg for permission. Finally Syren is chained by the ankles and wrists as Helena fucks her tight ass with a strap-on. She torments her at the same time with a vibrator, and Syren can barely take it. She struggles to ask permission to cum while at the same time trying not to. When Helena finally allows it, Syren cums hard, repeatedly. But she's not done yet...Syren still has to give her domme an orgasm, so Helena sits on her face and rides her tongue until she cums. She leaves Syren a used, abused, fucked mess on her floor, and Syren loves every bit of it! ...Read More
Jasmeen LeFleur - Bella Rossi vs Jasmeen LeFleur

Jasmeen LeFleur - Ultimate Surrender

6th June - Welcome to the Summer Vengeance series Tournament on Ultimate Surrender! We have 13 of this season's finest veterans and rookies in a single knockout seeded tournament. Jasmeen LeFleur, ranked #9, is a tattooed, dark haired beauty who started this season with an impressive match against our muscle goddess Brandi Mae. Bella Rossi, ranked #8, is a little disappointed to be ranked in the mid level wrestler area but is more than happy to kick everyone's ass to show the world what's she's all about. Jasmeen has been training privately and looks more ripped than ever with solid and beautiful muscle. Bella too has been training but she's been doing something a little bit different. She's been domming on Whipped Ass and other Femdom sites, whipping girls into shape and making them cum on her command. Jasmeen shows some explosive power today in this showdown. She gets trapped and fingered but is able to explode out of the positions and gain control. This is a hard fought battle for both girls but at the end of the day, only one can move on in the tournament. The winner fucks the loser's pussy and ass ruthlessly. No mercy, all holes taken! The champion then makes the loser worship her muscles, lick her sweaty armpits, and eat her pussy. She then facesits the defeated grappler and rides her face to orgasm! ...Read More
Eliza Jane - Date Night: Eliza Jane stuffs Pierce Paris' balls in his ass

Eliza Jane - Divine Bitches

5th June - Couple Eliza Jane and Pierce Paris finally have a night off together! Eliza really wants tonight to be special and orders new toys to try out with Pierce. Pierce is hesitant at first, but will try anything for Eliza. He strips for her, revealing his toned fit body. After he's naked, Eliza slaps handcuffs on him and bends him over her knee. Pierce is shocked as Eliza begins spanking him -- hard! He's even more surprised that he kind of likes it. Eliza then begins to trail her petite feet along his body. When her feet land on his cock, Eliza decides it's time to for more pain. She kicks Pierce in his balls over and over again. Pierce moans as Eliza's petite feet bust his balls, and Eliza is delighted. She's never had so much fun! She loves treating her boyfriend like a piece of meat. She sits on his face and uses his mouth to pleasure herself before sinking her pretty teeth into his big fat cock. Next, she zip ties him down and flogs him all over his ass and back. She slides her fat cock into his open mouth. Pierce swallows every inch of her fat cock, getting it all wet for his ass. Eliza splits Pierce's ass open with her strap on, thrusting relentlessly as she pounds Pierce's asshole. Once his ass is stretched wide, she fist fucks his slutty ass before stuffing both his balls into his ass. After his balls are inserted, she pushes her fist inside, fisting him while holding his own balls in her hand. But Eliza isn't done yet. She fits Pierce with a strap-on gag and fucks his face as she tugs on his nipple clamps with a leash. Once she's satisfied, Eliza uses her petite feet to jerk off Pierce. He cums hard, covering her toes in sticky cum. Eliza grabs his dick and furiously keeps jacking Pierce off until he cums again. ...Read More
Tori Avano - Private Tori Avano's Anal Army Initiation

Tori Avano - Everything Butt

1st June - Tori Avano is an Army Private who is going to get the anal hazing of a lifetime. Dee Williams and Syren De Mer are two MILF commanders who are going to dish out the punishment with glorious tag-teaming action. Poor young Tori is tied up in bondage with her ass exposed and up in the air, ready to take a spanking. Syren De Mer starts the spanking. She warms up Tori's ass with spankings that turn her tushy hot and pink. Dee Williams finishes the spankings, making Tori's pink cheeks so sensitive that she jumps anytime her ass is touched. Syren grabs her flogger and goes to town on Tori's ass, back, and feet. To start, Tori's asshole gets opened up with a metal toy. These anal punishing MILFs know exactly how to open an asshole properly by giving it a good warm-up. The chemistry between all three of these anal whores is strong. Tori's asshole opens from the sexual energy, and just at the right time to attempt to take Dee William's entire fist. This is Tori Avano's very first ever anal fisting. She really wants to impress her commanders. She attempts to take the fist at first but the feelings are too intense for her. She calls mercy but then begs her commanders to try again. One the second attempt, Dee's entire fist goes in and with her ass full, Tori smashes a vibrator against her own clit and makes herself cum. Veteran ass stretcher, Syren De Mer volunteers to show Tori Avano just how its done. Syren takes a full blown anal punching from Dee Williams. Dee and Syren lick up all the gaping holes they create. Finally, Tori is released from bondage and is fully compliant to taking a good hard lesbian anal strap-on fucking from Dee Williams while Syren holds Tori's gaping asshole open and licks all the freshly fucked flesh. ...Read More
Chanel Preston - Chanel Preston Punishes Sleeping Employee, Nadya Nabakova

Chanel Preston - Whipped Ass

24th May - Nadya Nabakova works at her desk, going through papers. The tedious work makes her so sleepy and as much as she tries to stay awake, she cant and falls asleep on her desk. Her boss, Chanel Preston catches her sleeping and wakes her up suddenly by slamming a box down on her desk. Nadya says she's sorry but Chanel says some punishment is in order. Chanel picks up Nadya out of her chair and bends her over the desk, lifts up her dress and spanks Nadya's ass until it turns pink. Next, Chanel strips Nadya naked and flogs her ass and back while scolding her about sleeping on the job. Chanel sticks her fingers in Nadya's mouth getting them wet and ready for her pussy. Chanel finger-fucks Nadya's tight pussy deep, then has Nadya sit on the desk and Chanel gets out the crop. Chanel crops Nadya's perfect perky tits, then spreads her legs to get her pussy cropped making it turn pink against her pale skin. Chanel lays her down on the desk and ties her tits up and ties her wrists to her thighs in rope bondage. She then applies binder clips to her nipples and stomach. Chanel pulls up her skirt and tells Nadya to stick out her tongue and grinds her pussy against Nadya's face while cropping Nadya's pussy, and doesn't stop until she makes Chanel cum. Chanel then gets a dick-on-a-stick and fucks Nadya's pussy with it while she smashes a big vibrator against her clit. Chanel fucks Nadya's pussy on her hands and knees with a strap-on and slides a thumb in her ass to get it ready for her cock. Finally, wearing leather cuffs and a leather harness, Nadya gets her ass fucked by her boss, Chanel with her legs spread on her back, biting down on a ball gag. After cumming with a cock in her ass, Nadya wakes up at her desk, still clothed. ...Read More

Delirious Hunter - Delirious Hunter's Orgasms Belong to Latex Dominatrix Aiden Starr

Delirious Hunter - Whipped Ass

10th May - Svelte sphinx Delirious Hunter has been beating up pathetic boys in her dungeon all week and needs a release! Ready to let go, submit her body completely, and choke down a dose of her own medicine, Miss Hunter texts the one woman she knows who can deliver the pain and pleasure she craves - the divine, the infamous: Mistress Aiden Starr. These two dominatrix pros waste no time, consuming each other quickly - each in her own way. Aiden teases, chokes, humiliates, and tempts Delirious, and Delirious, quite simply, can't stop fucking cumming. Stripped out of her latex into just her stilettos and thigh high pantyhose - and with the glorious tits of Aiden Starr bouncing above her - Delirious cums while being spanked, caned, and flogged with her very own whips. Wet, pink, bruised, and begging for more, Aiden easily shoves her entire hand deep into this whore's slutty cunt, extracting orgasm after orgasm as Delirious screams against her fist. Seemingly an endless well of pleasure, Delirious begs again and again of her mistress, dedicating each and every orgasm to the beauty and wit of the glorious Aiden. Spread-eagle, gagged, and bound standing to a pole, Delirious is covered in no less than eleven clover clamps - crisscrossing her tits, face, belly, and cunt. With a thick, long dick deep in her cunt, Delirious again becomes deliriously lost in her own pleasure as Aiden tears orgasm after orgasm from her adorable little dominatrix-turned-submissive. Struggling against her ropes to finally get to her true prize - Aiden's delicious cunt - Delirious twists and turns, stretching and reaching, until she finally breaks free for a face full of heaven. Aiden takes full advantage, riding her whore's face and smothering Delirious in her voluminous ass until she's ready to flip her over and take Delirious’ begging, spit-covered hole. Fully giving herself to Aiden, Delirious takes every inch of this dominatrix-of-dominatrixes, swallowing Aiden into her ass as she begs again and again to cum in missionary and doggy. As Delirious' eyes roll back in her head and she becomes merely a set of wet holes writhing and begging on the bed, it's clear that her clit has become completely and forever devoted to Aiden Starr. And what becomes of such a slut? Ask all the boys already lined up outside Delirious' dungeon waiting to be dominated by this queen of kink. ...Read More
Daisy Ducati - Horny roommate anally dominates redhead slut

Daisy Ducati - Whipped Ass

26th April - Daisy Ducati catches roommate Lauren Philips masturbating to hardcore lezdom porn and using her butt plug! Lauren is so embarrassed and starts dressing, but Daisy isn't going to let this slut get away that easily. She cancels her evening plans and dominates her roommate! Lauren moans as Daisy pushes the plug in and out of her asshole. When Daisy breaks out her strap-on cock, Lauren can't wait to get fucked. Lauren's boyfriend would never fuck her up the ass! Daisy wastes no time pushing her beautiful cock into this anal slut. Lauren loves getting fucked in her ass and reaches her hand back to finger her cunt. Stuffed in both holes, Lauren is a very happy slut. She cums hard on Daisy's cock and then is tied up. Now helpless, Lauren squirms as Daisy breaks out the rest of her toys. Daisy flogs and canes Lauren all over her body. Then she teases Lauren with the zapper. Lauren's eyes widen in fear as Daisy runs it all over her body. Daisy tells Lauren she'll go easy on her with the zapper -- if Lauren licks her pussy good enough! She sits on Lauren's face and Lauren sucks eagerly at Daisy's cunt. Daisy cums hard on Lauren's face and then decides to fuck Lauren with a dick on a stick. Lauren's cunt clamps down hard around this cock, and she cums hard as Daisy slides it in and out of her pussy. Now it's Daisy's turn for more orgasms. She frees Lauren so Lauren can slip her fingers into Daisy's cunt. Lauren's fingers slide in easily and soon her whole fist is in Daisy! Daisy cums hard on Lauren's fist and squirts all over Lauren's bed. Lauren laps up her cum like a good little slut. ...Read More
Charlotte Sartre - Butthole Prison: Dee Williams Locks Up Charlotte Sartre for Anal Fraud

Charlotte Sartre - Everything Butt

20th April - Charlotte Sartre is a very disobedient inmate at the all women's prison. She's been keistering anal toys and copulating with the other female prisoners. The Butthole Prison has brought attention to the Warden on this issue. Anal Warden, Dee Williams is a no nonsense busty MILF who has been known for doing extraordinarily cruel and unusual things to her female inmates. Charlotte denies she's done anything wrong and seems to think she can prove her innocence by NOT being able to fit any toys into her “tight ass”. If the anal toys don't fit, you must acquit. Unfortunately for anal hungry Charlotte, try as hard as she can to keep her asshole tight, it just wants to stay open and suck up everything in its path. You could drive a truck through Charlotte's loose butthole. Dee starts with a nice firm over the knee spanking. Charlotte's tushy turns bright red and she writhes with pain and pleasure. The spanking isn't enough punishment, so Dee starts fingering and plugging Charlotte's asshole with toys. Charlotte's ass starts gaping wide open and Dee knows right away that she has caught her Anal Toy Smuggler and needs to administer a full anal examination. Dee then has to check the entire asshole so she performs a body cavity search putting her entire fist into Charlotte's ass. Determined to understand how Charlottes has been getting all these toys past the prison inspections, Dee has Charlotte demonstrate how she was able to stretch her ass out for keistering. Charlotte puts a giant red butt plug in Dee's asshole so that Dee can see how easy it is to hide things in buttholes. After learning how Charlotte is doing her bad deeds, Dee must perform one last punishment, She straps on a huge anal dildo and strap on fucks her poor, powerless inmate, leaving her asshole gaping wide open. ...Read More
Cherry Torn - Olive Glass Puts Up Every Hole For Whipped Ass

Cherry Torn - Whipped Ass

12th April - Olive is super excited to shoot for Whipped Ass, and she wants it all: spanking, flogging, fucking, anal, pussy licking...everything! She's a natural submissive, ready to please, and with Cherry Torn calling the shots, she gets it all and more! Cherry spanks her and inspects her, teaching her how to show gratitude, and the importance of asking for permission before cumming. Every time Olive cums she has to ask, and she has to endure pain at the same time. Olive is spanked relentlessly, then paddled on her feet and desperately hungry pussy, testing her endurance. She's then rewarded by getting her wet cunt finger-fucked. Cherry hands her a vibrator and Olive cums repeatedly. Olive is then put in a partial suspension with a ball gag and her ass out, and Cherry flogs her sweet ass, tenderizing her for what's to come. She climbs in front of Olive and makes her eat her wet, slutty pussy, and her tight asshole, making her cum again and again. Olive is finally spread open while Cherry fucks her pussy with a strap on. She pounds Olive and crops her, all while using her hole in every way. She turns her over and fucks her ass, making her cum multiple times. Finally, Cherry slides her fist into Olive's worn cunt and fists her, which Olive simply can't get enough of, and she cums hard, just before Cherry decides enough is enough, and says no more! ...Read More
Chanel Preston - Busty Thief Captured and Tased to Orgasm!

Chanel Preston - Whipped Ass

29th March - The busty and beautiful Ivy Lebelle is caught stealing Chanel Preston's hidden stash of cash! Ambushed by Chanel and woman-handled into submission, Ivy is terrified - stammering and beading with sweat - but still unwilling to give up the name of her boss. That's not problem for Chanel, who knows how to extract information from tough whores like Ivy. Trussing the determined slut up with duct tape and ripping every shred of tight clothing off of her body, Chanel buzzes a taser in Ivy's face and grazes it over her thighs, making this terrified thief scream and beg for mercy. Spanking and flogging Ivy's juicy ass, caning her feet, squeezing her puffy nipples, and slapping her ripe tits finally gets Chanel the intel she wants! Still shaking with fear and guilt at having given up her boss, Ivy begins to moan as Chanel rubs her swollen clit, sensitive from the interrogation. Sinking slowly deeper into Chanel's mind games, Ivy's tight cunt gets wet with pleasure as orgasm after orgasm is ripped from her body, struggling against the duct tape that binds her. But Chanel isn't going to let her toy go so soon! She binds Ivy onto her back, splaying the dripping lips of her pussy wide open with clothespins and fucking her with one hard cock and then another, in missionary and doggy, continuing to tear orgasm after orgasm from this hungry slut! Chanel rides Ivy's face, smearing her makeup with cum and cunt as she gets her own pleasure before flipping Ivy over and fucking her deep in the ass. This little thief whore can't stop cumming as Chanel fucks her tight asshole in missionary and doggy, screaming from the overwhelming pleasure of constant orgasm. Finally spent, little Ivy is thrown back to her boss, who's even more devious and twisted than Chanel... ...Read More
Casey Calvert - Anal Sorority Sisters

Casey Calvert - Everything Butt

23rd March - Kendra Spade and Isabella Nice are potential new members for the Pi Cum Louder Sorority. Today, the house mother is putting these two natural nineteen year olds to the test to see if they can be sisters in the sorority. Since true sisterhood is a group of women who appreciate each other for their strengths as well as their faults, Casey is going to be accepting of the fact that these two girls have no anal experience, limited lesbian experience, and little to no bondage experience. As a matter of fact, today is little Isabella's first time ever doing bondage and only her third time trying anal. Casey's first instruction for these two stunning nineteen year old girls is to have them lez out together for her amusement. Kendra and Isabella are both stunning all-natural brunettes with flawless young skin, long slender legs, tight round butts, and cute natural breasts. Kendra and Isabella really start getting into their instructions. They deep french kiss each other passionately and take each others clothing off until Casey interrupts them and gets the spanking and anal play started. Casey puts Kendra over her knees and starts popping toys into her ass until Kendra is gaping. Kendra and Isabella's gape aren't good enough for Casey, so Casey ties them get up in bondage and uses the speculum on them both to make sure their assholes stay open the way they should stay open. We get a nice look deep into Kendra's pink asshole. Kendra writhes and undulates with pain and pleasure as her asshole is stretched beyond what she knew it could do. Poor little Isabella can barely take the speculum. She takes it one notch wider and asks for mercy. Kendra is then rewarded with some heavy anal strap on fucking while Isabella is also rewarded for pushing her anal limits. Isabella is rewarded with licking Casey's big beautiful gape. ...Read More