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Vienna Black - Dana DeArmond's Anal Agency: Boss Bitch Trains Anal Newbie

Vienna Black - Everything Butt

13th July - Dana DeArmond is a fierce boss bitch and she runs a strict anal modeling agency. Dressed in a tight black dress and high heels, she demands loyalty and respect from her obedient employees. Her ASSistant, the curvy natural beauty Maddy O'Reilly know exactly how to serve her boss. She will do anything to kiss Dana's perfect ass. The new girl, petite anal newbie Vienna Black, is looking to work in the industry and needs to land this job. Her showing up late to the interview gets Dana worked up and ready to deliver a brutal punishment to her new intern. Starting with rimming, Vienna is made to use her long tongue to fuck Dana's asshole wet. Maddy then brings out the metal dildo to pop Dana's asshole right gaping open. Eager to please, Maddy is next inline for the metal dildo to show Vienna how it's done. Maddy cums hard right away from the anal fucking and it's now time for Vienna to get to work. Stuffed with a butt plug, Vienna's face is bound with a strap on dildo to fuck her new boss. Vienna has a front row view of her bosses perfect gaping asshole as she is made to fuck Dana deep. Maddy is again eager to show off and cum for her boss and she takes the first fist before both girls are stacked ass to ass ready for the bosses huge strap on cock. Both the girls get their asses rammed which causes Maddy to scream with body shaking orgasms. Looks like Dana found the perfect assistant for Maddy. ...Read More
Penny Barber - Penny Barber vs Mistress Kara

Penny Barber - Ultimate Surrender

11th July - 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 #7 ranked wrestler, Penny Barber, put against our #1 ranked wrestler, Mistress Kara. Penny is a curvy, big-titted, big-assed, brunette MILF who is known for cumming on the mats. Her wrestling skills is honed but her compulsive lust on the mats have lost her many fights. This is why she is ranked #7. Kara "The Queen" was originally ranked #2 behind Ariel X but Ariel has had to pull out of the tournament due to injury. Dee Williams will take Ariel's place. Kara will be bumped to #1 ranking, Dee Williams will default to #2 ranking. Kara is the Queen for a reason.. She easily dominates her opponents and makes them call her Daddy. Right of the bat, Penny is able to secure a Head Scissor and it puts Kara into trouble. Penny takes the lead in the beginning of the match and this mentally effects both wrestlers. Kara tries to come back in full force but is it enough to win her this match? Kara knows she promised to give up anal if she lost on Ultimate Surrender again, so there is a lot on the line here today! These girls give it everything they've got but only one can move on. The winner drags the loser into the locker room. Loser is fisted in the pussy and fucked in the ass. She is then humiliated and made to concede her loss: she's out of the tournament and the chamption moves on to the next victim! ...Read More
Eliza Jane - Lesbian Teen Eliza Jane Gets Anal Revenge From Step Mom Ryan Keely

Eliza Jane - Families Tied

6th July - Eliza Jane has a twisted sexual obsession with her voluptuous Step-Mommy. After a taboo affair under her father's own roof, Eliza loses track of her disgraced Mommy, but tracks her down to the suburbs, enjoying a fresh start and marriage to a new man. Enraged that she has been betrayed and turned on by finding Ryan Really bare ass naked unaware she is being watched through the window, Eliza knocks on the window and starts a world of dark sexual turmoil. Demanding that Ryan apologize for leaving her like that, Eliza throws her on the ground, ties her big titties up, clamps her milky nipples, and makes her lick her rebellious teen pussy. Ryan laps at her step-daughters cunt until she is thrown over, fucked hard with a strap on, humiliated and made to cum on her step-daughters dick.Eliza thinks she is in full control, happily eating a sandwich and concocted ways to break up Ryan's marriage when Tommy comes home. No fool to her game, the first chance he gets, Tommy plays Eliza and disciplines her scheming ass with an over the knee spanking, degradation, face fucking, tight rope bondage and some violently hot anal sex, stepping on her head and railing her until she cums like a helpless slut.Ryan comes home to find her past and her present have collided, resulting in Eliza tied spread eagle before her with her tiny body heavily clamped for punishment. Ryan endures a punishment of her own: Train Eliza to obey Tommy as the man of the house, or kick her out of the house for good. Like a good Mommy, Ryan gets fucked by her husband in doggy while amusing Eliza's clit in a game of positive reinforcement. The rest of the day is hot threesome action, with a resistant rebellious Eliza transformed into a proper daughter sucks dick with her Mommy like an enthusiastic little whore. ...Read More
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Bella Rossi - Intern Summer Day submits to kinky office sex with boss Bella Rossi

Bella Rossi - Whipped Ass

5th July - Summer Day is super thrilled to be interning for hot lawyer Bella Rossi. During a late night, Summer spills hot coffee all over her boss and is mortified. Embarrassed, she cleans off her boss' gorgeous tits and the mess she made on the floor. Unsatisfied with Summer's performance, Bella takes out her crop and smacks Summer's cute ass peaking under her skirt. Summer apologies profusely and lets her boss strip her of her clothes and bend her over the desk. Bella spanks and flogs Summer's ass as Summer struggles to maintain her composure. Summer has never been spanked by her boss before and she admits that her boss dominating her turns her on. She presents her pussy to Bella and begs Bella to make her cunt feel good, promising to be a good girl. Bella puts Summer over her lap and plays with Summer's hungry cunt until Summer begs to cum. After cumming over and over again, Summer is tied down. One of her tights is stuffed in her mouth and the other is pulled over her head by Bella. Bella then gets a dick on a stick and fucks her apologetic intern turned fuck doll. Summer begs to cum again as Bella fucks her tight cunt, but this slut isn't allowed to cum again until she's gotten her boss off. Bella rips open Summer's mesh hood, freeing her tongue, and then sits on her face. Summer enthusiastically licks her boss' beautiful cunt as Bella teases her and grinds on her face. After Bella cums hard, she fucks Summer to more hard orgasms. Finally, Bella straps on a cock and fucks Summer's greedy pussy before turning her attention to Summer's ass. Summer is only allowed to cum if Bella is fucking her asshole. Luckily, Summer loves feeling her boss' cock in her tight ass and begs to cum almost immediately. Bella fucks Summer in doggy before flipping her over and fucking her on her back. Summer cums over and over again under her boss' attention, and promises to be the best intern. Now that Bella's had her fill, she leaves Summer to clean up the office and prepare for their appointment tomorrow. ...Read More
Cheyenne Jewel - Kelli Provocateur vs Cheyenne Jewel

Cheyenne Jewel - Ultimate Surrender

4th July - 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 #13 ranked wrestler, Kelli Provocateur, put against our #4 ranked wrestler, Cheyenne Jewel. Kelli is a petite muscle goddess with flawless ebony skin and a sexy hot fat clit. Cheyenne Jewel is an all natural muscle-goddess with wrestling training and powerful farmer girl strength. Today it is a classic muscle on muscle match up. One wrestler is just to powerful for her opponent. She dominates her opponent with brutal leg holds, explosive power during sweeps and transitions, and good old fashioned school girl pinning. After the wrestling is done, the winner is allowed to take her prize. She ties up her opponents hands and makes her cum over and over and over again, just like she did during the wrestling. That's right y'all, We had an orgasm on the mat! The loser is turned into a useless pile of weak flesh. All her powerful muscles did her no good during the wrestling and now they do her no good in the prize round. Our champion makes the loser worship her muscles and then lifts and carries her prize off the mats. ...Read More
Charlotte Sartre - Charlotte Sartre vs Daisy Ducati

Charlotte Sartre - Ultimate Surrender

27th 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 #12 ranked wrestler, Charlotte Sartre, put against our #6 ranked wrestler, Daisy Ducati. Sartre is a tattooed, dark-haired beauty who started this season with an impressive match against Izamar Gutierrez, scoring several points against our top vet. Daisy Ducati, back for more grappling, attacks little Charlotte right off the bat. The size and skill level difference makes it difficult for Charlotte to gain any ground. Daisy traps Charlotte and fingers her while Charlotte squirms away reluctantly getting finger fucked. It isn't a shut out however, Charlotte gets better and better each round and she gets a feel for her opponent. Charlotte executes beautiful sweeps and reversals and gets Daisy's back and to give her a dose of her own medicine. Charlotte mounts Daisy and makes her take deep french kissing. For the Prize round, our wrestlers take the tournament very seriously. The loser herself concedes and states that losers in tournaments deserve to get fucked in the ass. The winner agrees, and even adds that losers deserve to ONLY get fucked in the ass. The winner bypasses the vagina completely and goes straight for the ass fucking then the ass fisting. The loser is left gaping open wide, wet and broken. Our chamption picks up the defeated, submitting loser and carries her gaping ass off the mats. ...Read More
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

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
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