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Sibylla spots strange lip rouge on her boyfriend's face and gets very upset, but then decides to punish the dirty cheater in her own way. She puts on her provoking see-thru pants suit completed with a huge strap-on dildo before stripping naked and tying up bewildered Austin A. She's determined to chasten and humiliate him in brutal CFNM style, strapon fucking the face and butt of the cheating bastard.

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Divine Bitch: Mistress Bobbi Starr Slave: Scott Upton Scott Upton comes to Divine Bitches quiet and reserved with a dirty secret, HE LOVES BEING DOMINATED BY WOMEN! Scott had his first experience with BDSM with an older woman in a garage where she suspended him and whipped him into a frenzy. Scott hasn't been able to get to that same mind space again until, Bobbi Starr. The beautiful Mistress Bobbi Starr ties him up and whips him right into that submissive space, tortures his cock and balls and even dabbles in a bit of electrical torture. Scott has so much weight hung from his balls we ran out of weights on set so Bobbi just decides to brutally strap-on fuck his ass with all the weight on! And, for your viewing pleasure Bobbi gives you a POV style strip tease sure to bring any submissive right to their knees. After all it is all about the pleasure of her pussy and that is exactly what she gets. Orgasms for her and none for her pathetic piece of meat. Do you think Scott deserves a second chance with the Divine Bitches? Maitresse's Evaluation Goals pain tolerance tests doable pain levels unknown sensations try electricity selfless pleasure give pleasure receive none physically Closing assessment high pain tolerance can be pushed further willing relatively fearless quite cute quiet, learn to vocalize

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Welcome Mistress T to Divine Bitches! Most of you miscreants have already worshiped her from afar, and for those of you who haven't ,you're in for a treat. Mistress T is the real deal. She's a fetish specialist, making your deepest darkest secret dreams a reality. She will control your mind, cock and soul with such grace and expertise, you'll gladly give up your freedom for more of the painful pleasures she can dish out. Dutch has all his limits pushed with a mental fucking, severe caning, OTK spanking, fisting, strap-on ass fucking, boot worship, ass worship, foot worship, and Mistress T even uses his meaty cock for her pleasure. Of course, denying him any release whatsoever.

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It's office action and Rosa needs to fuck that sissy ass of her sissy secretary Silvester so she has the fool sucking her strap on cock to start things off. She loves to bang some sweet raw bum like it's going out of style and the horny cruel dominatrix really knows how to use a hard sturdy strap on and there's nothing he likes more than having a massive strap on stuffed up his backside.

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Locked in the padded cell Jade Indica is a sitting duck, just waiting for the moment when someone will come in and have their way with her. Bobbi Starr, Aiden Starr, and Princess Donna Dolore play three sadistic doctors who do just that, come in whenever they please and fuck with their sweet and helpless patient. Tazers, zappers, clamps, metal dildos, pussy and ass licking, air-tight penetration with strap-ons, cattle prod, and more! Don't miss this update!!!!!

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Bella Marie Wolf and Jewel De Nyle are fine figures of a women, with dark brunette hair cascading down their curvy bodies, a great rack and an amazing ass hiding behind lingerie. Lucky for us, they don't tease for too long, they just enjoy bending over and being very naughty. The strap on comes out early, and I was rather surprised at the ferocity of both of these curvy brunette lesbians. There's a lot of hair pulling and holding down heads on this fake dick. Both of these natural tit lesbians has other toys at their disposal and they aren't afraid to use them. Things come to a climax with a brutal anal strap on fuck - god bless kinky lesbians!

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Holly and Jeze have one goal to accomplish today and that is to make it through this shoot in one piece. The task seems easy enough but The Pope has a few tricks up his sleeve. Holly starts out with her legs spread wide exposing her whore pussy with her arms in a strappado and blindfolded. The Pope drags Jeze on set and puts her to work pleasing Holly's cunt. The pain comes from the cane and her body is covered with it from her nipples to the soles of her feet. Next Holly is in a brutal back arch with a sybian strapped between her legs. Jeze agai9n is brought in but this time she is used as a tool to increase Holly's suffering and also receiving some of her own. In the final scene these two whores are facing each other in a doggy position and made to watch as the other endures extreme punishment. They fight to help each other through the pain but in the end it's a hopeless struggle.

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Exciting blonde MILF Cherie DeVille's big boobs show from her chain bondage harness and her big ass sways in sexy fishnets. Completing her ensemble: a lifelike, monstrously thick 12-inch dildo, strapped on. Filthy talking Cherie gags and collars wimpy, naked bitch Chad Diamond; she spits on and cock-slaps his face and sits on his head for a rim job. She sucks his dick (less than half the size of hers) and shoves three fingers up his ass. Dominant Cherie brutally butt-fucks him with her gigantic prick, making him wail and jack off; she fucks his face ass-to-mouth. When she lets him fuck her, he cums on himself. Her big ass pumps as she pegs him doggie-style. Chad jacks a second load onto Cherie's tongue, and she drools the mess into his mouth like a mother bird.

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Gia Dimarco is officially inducted into Bitchdom and given slave DJ as a present for the day. A surprise guest appearance gimp assists the gorgeous Gia Dimarco while DJ surrenders to a full day of female domination. Gia starts the day off with some paddling, humiliation and trampling. Once she is good and warmed up she handcuffs her toy to a dirty urinal and strap-on fucks his ass while her gimp serves her champagne. He's humiliated even further by having his head flushed in the toilet after he has been brutally ass fucked. DJ holds on to a glimmer of hope that Mistress Dimarco would have a moment of sympathy for his pathetic ass however in true Bitch form Dimarco denies his cock locking it in chastity and using her gimp as a human dildo cuckolding DJ into complete submission. Gia spreads her juices over each of the slaveboys marking her territory and claiming who's the finest Bitch of them all!

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This picks up right after the Ultimate Surrender Match between Ariel and Angel leaves off. for this match go to ultimateSurrender.com Angel Allwood is lift and carried to the Enema room where Ariel cleans her asshole out for the full day of anal torment. After the enema, Ariel ties Angel up and gives her brutal spankings in the locker room. She is spanked until she gapes. Angel is known for her beautiful rose buds but Ariel wants to torment Angel so she won't allow rosebuds alone, She wants gapes and gapes she will have. She puts Angel over her knee for more spanking and gape training. Ariel Fucks Farts in and out of Angel's Asshole and sniffs and licks them. Angel takes full slink insertion, HUGE anal Strap on, Anal Fistings and more and more fart training!. Ariel allows Angel to redeem herself with a face sitting and anal finger match. Angel's Giant ass gets the best of Ariel and she is able to sit on Ariels face and give her pay back.

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Pink the pain slut visits brutal dominatrix Felony for a session filled with flogging, spanking, rubber band snapping, strap-on fucking, and intense wax play before turning her into her pleasure slave demanding pussy licking, anal fucking and powerful squirting orgasms!

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Busty, tattooed bitch Karmen Karma strokes her pussy and squeezes her giant knockers, anticipating an intimate anal date with submissive boytoy Spencer. Except he's the one who's getting assfucked -- courtesy of Karmen's big strap-on dildo! She lets him pump her juicy pussy while making Spencer suck on the fake cock. Karmen blows him and eats his bunghole, inserting several fingers... then brutally reams the lucky dude with her sphincter-stretching phallus until he helplessly spurts his load.

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Here comes Jess the horny cruel dominatrix who intends on slamming some tight hot sissy butt and none other than crossdresser Walter is her target. She starts the crossdresser off by his sucking her strap on cock getting it all wet and slimey so it can squeeze on into that gripping hot sissy ass of his. That rigid strapon dildo plows into that nasty hot ass or His and then she starts pounding that sissyboy's butthole until she totally owns it.

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When another hooker is booked for turning tricks, Officer Ariel X has to check all of her holes for contraband...thoroughly. Soon, Ariel is up to her wrist in this slut's cunt, fisting her dripping pussy in between paddlings, floggings, heel licking, and enough spanking to turn Nadia's tight round ass a bright crimson. In order to earn her freedom, however, Nadia must submit to a brutal line of clothespins pinching the glistening lips of her open cunt as she expertly devours Ariel's pussy and asshole. Unsatisfied with just one hole, Officer X ties the hooker to her desk, shoving her strap-on deep into Nadia's hungry ass until she squirts uncontrollably all over her new favorite cop.

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Welcome to March Madness on Everythingbutt.com Holly and Penny are two glorious wrestlers with glorious asses. Their ass are so Glorious that we are making them the Prize for this ANAL SURRENDER wrestling match. These girls must gain control and score points by finger each other's assholes, putting their assholes into each other faces or doing anything involving their big powerful tushies. The winner of this match up gets to do WHAT EVER SHE WANTS to the loser.Round 1 tactics allowed: Ass Sitting/Smoothering, Forceful ass worship, Anal, Fingering, AnilingusRound 2 tactics allowed: Same as round 1 however when a Wrestler gains control, she will be handed a toy and will be allowed to fuck her opponenets ass until control is lost. Prize round Brutal Ass fucking, Strap on and fisting!

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When a sissy wannabe like Walter sees a steel hard strapon there's nothing he'd rather have is one stuffed up his tight sissy anus and slut Ninette is happy to oblige him. The horny cruel dominatrix hops right onto that gripping hot sissy ass of his and the sissy fool starts sucking her strap on cock and after being humiliated enough he then gets that rock hard strap on dildo stuffed up him royally. She then begins slamming that sissy's bunghole and totallly destroys him.

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Two of our most stacked, fit, muscular girls meet on the mats today. Cheyenne Jewel, Ranked #2 takes on our Rookie, Ebony muscle goddess, Kelli Provocateur who is ranked 14th. So much power displayed in todays match. These girls flex all over each other with their giant biceps and giant Asses smothering each other out. Brutal Leg Scissors, 4 submissions, and orgasms to go around. The Winner dominates the loser in the sex round with heavy pussy fucking and anal with a long strap on. Winner gives the loser hair pulling, hand gags, spankings and rides her like a pony bitch that she is. Winner Take loser

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The action gets hot as Rosa takes Randolph on with a thick plastic strapon for some nasty anal sex the guy will freak over. They become sexually aroused with some sensually hot kissing and then she whips out that massive strap-on cock and goes straight for his snug dirty asshole. She makes him give her a sloppy nasty blowjob so that the thick plastic strapon will be lubed up enough to slide into his tight nasty ass where she's going to be unmercifully fierce fucking him like crazy.

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This is what happens when a tranny like Leonard gets tangled up with a cruel sneaky dom like Judith here. The horny naughty couple are tending plants until she breaks out her large scary strap-on and starts tending that whiney little sissy snug little butt of his. Next she forces him to give that hard ripping strapon a messy wet blowjob so it will be easy for her to shove it up his tight nasty ass and do some ruthless hardcore fucking he deserves.

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Maitresse Madeline concludes her Euro Expedition in an abandoned prison outside of Prague where she finds eager, hard cocked slave boy Chris Hollander. Madeline subjects her new boy toy to caning, whipping, flogging and strap-on fucking while brutally teasing him with pantyhose worship, pussy sniffing, a dildo gag and sensual domination.

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Poor John didn't know that filthy sexy whore Jessica was all geared up with her massive fat strap-on to totally destroy his nasty tight ass. The horny sniveling punk was so confused that when she broke out her fearsome large strapon he jumped on it to give a sloppy oral sex. That got the horny hot couple to go sexually aroused and get it on. Soon she was brutal hardcore screwing the submissive fool with such fury that when he reached awesome total orgasm he howled.

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Many have tried. Some have failed. Some made it through the final day of training. In this update Maitresse Madeline searches for new meat for the Bitches LIVE! This is the edited version of the live shoot where three potential amateurs submit for the chance to go through full training with the Divine Bitches. The boys are put to the test with CBT, CFNM humiliation, spanking, flogging and cat-o-nine tails right to the cock! They are all examined on their anal abilities with a brutal strap-on ass fucking. In the end only one can win the big reward, the honor of training with the Bitches and licking Maitresse Madeline's ass clean while she strokes his cock to the edge. Watch as the winner shows his lack of training by begging Madeline to put his cock inside her. She teases him with her pussy so close and strokes him to the edge but slaps the hell out of his cock denying him any pleasure. Bad slaveboy! If you are interested in the full version of this live show complete with in between the scenes Q and A with Madeline it's available streaming. Just click on the LIVE SHOW link.

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Turn about is fair play as Emilia the horny cruel dominatrix took Gilbert's cock big time and then decided she wanted some of his tight hot sissy butt. After making him put on his sissy boy skirt and wig He fell to her by sucking her strap on cock so it would be lubricated enough to fuck his tight hot sissy butt. She put that hard sturdy strap on to work big time in his sweet raw bum and just continued pounding that sissyboy's butthole to the extreme.

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Welcome back the tough and beautiful Elise Graves to WhippedAss.com! Lorelei Lee and Aiden Starr take down Elise right from the opening interview and treat her to a day filled with lesbian bondage, humiliation, hard punishment and rough sex. Elise is a fan favorite because of her intense love of pain and BDSM. Hard spanking, choking, caning, ass worship, pussy torture, strap-on anal sex and brutal intense oragsms!

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Morris watches as Sibylla puts on her makeup and prepares to serve his cowardly little punk tight nasty ass with a massive strap-on cock. They start off sensually hot kissing and as they become sexually aroused she springs that savage nasty strapon on him and the game is on. She cracks his snug dirty asshole open and starts brutal hardcore screwing him in a session of filthy ass fucking that sends shivers up his spine. Soon the cowardly little punk gets that hardcore butt blasting action that he deserves.

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Chastity Lynn is a prospective new hire to Kink.com, and like all potential new hires she's given the nickel tour of the Armory's facilities by Bobbi Starr. However, unknown to Bobbi or the other employees, Chastity's been sent by a rival website to steal as much data as she can from the company's servers. Bobbi catches the little spy red-handed while she's attempting to download the information. Trying to take what's not hers from a facility outfitted with whips, chains and other tools of masochism isn't a great idea. But Bobbi takes Chastity to Kink's head of security, Nicki Hunter, who gets all Jack Bauer on her petite lily white ass. With floggers and nipple clamps Nicki fucks the information out of Chastity. But just to make the information good, Chastity is secured in a standing doggie and brutally fucked in her ass with a strap-on. Bobbi checks in on Nicki, and gets in on the interrogation by gagging Chastity with her own strap-on for the inconvenience.

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Randolph is such a cowardly little punk that he can't go a day without a sexy milf slut to slam his snug dirty asshole with a thick plastic strapon. He didn't realize that Mabel was so hot for some groveling dirty sissy dirty filthy buggery that when he finally gets on that wicker bench and Mabel stuffs his tight nasty ass to the max with that fearsome harsh strap-on. She gives him a unmercifully fierce fucking he'll never forget and as she rocks him with some nasty anal sex this horny nasty couple reaches reach total orgasm fast.

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Divine Bitch: Maitresse Madeline Slave: Jason Miller Lead Slave: Kade It's judgment day! Jason Miller has made it to the top. He's endured 4 days of training with 4 different Divine Bitches and now faces his biggest challenge yet, Queen Bee; Maitresse Madeline. In this very intense and very real shoot you see Jason FINALLY fully submit. He's heavily caned, heavily flogged, his cock is locked up and tortured. He's brutally strap-on fucked in the ass in a humiliating pile driver position. Jason is tied up, locked in chastity and teased and denied while Maitresse's pussy juice drips in his mouth as she uses her lead slave's face for a dildo gag. Even after all his training Jason still humps the air and begs for release. He can't help himself. Does he get it or will Madeline tease and ultimately deny him forever? Maitresse's Evaluation Goals trust rely on the integrity and strength of the domme submit fully yield all control to the domme pride positive emotion resulting from submission Closing assessment fully submitted prideful sub shall remain a chastity slave finally understood his reasoning for being here

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Rosa and Gabriel are going to do some savage anal sex with her humongous terrifying strap-on as the weapon of choice. This horny sexy slut is such a dominatrix that she is totally enjoying tight little ass hardcore brutal fucking this dude. He is such a cowering girlie man that he begged her to use that big fat strapon on him but didn't realize how wild she was. She does some filthy butt slamming on him so wild that there looks like steam coming out of his tight little ass. The nasty bad twosome do it so hot they both climax.

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In this fantasy roleplay update Lorelei Lee plays a woman from a small town who has become extremely wealthy and successful but the question is how. Ashley Edmonds flies out to California to visit her old friend only to find out she's selling lesbian sex slaves to bored small town girls and housewives! Amy Brooke returns to Whipped Ass and doesn't disappoint! Tough bondage, spanking, flogging, ass fisting, large strap-on sex, double penetration, multiple intense squirting orgasms and Amy's little rosebud makes a few appearances. For those of you who enjoy brutal lesbian anal sex, this update will not let down.

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It's going to be amazing when cowering girlie boy Silvester gets tangled up with bad ass dominatrix Christiana. The cruel sneaky dom knows a good deal and figures the silly whiney man will be the right target of her large scary strap-on. Soon the horny naughty couple get together and they start some brutal butt fucking that almost melts that hard ripping strapon. Hold on to your computer as their whiney little sissy brutal nasty screwing might break it.

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Welcome back the adorable redheaded slut Marie McCray to Whipped Ass. Marie loves kinky sexy, lesbian punishment and bondage and was excited to be dominated by Isis Love. She takes heavy whipping and caning, clothes pins and a hard strap-on fucking, suspension and brutal orgasms from the sybian. But, the hottest part about this shoot is when Isis starts to torture Marie's tits. They drip with milk and won't stop! Isis takes advantage of this ripe slut and milks her tits dry with torture.

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Jay Wimp is a constant disappointment to his extraordinarily strong dominatrix Kelli Provocateur. She uses her muscular legs to punish him with a brutal ball busting session, she uses her bulging biceps to flog his puny ass, and she puts his useless mouth to work on her big fat clit! Jay also endures feminization, trampling, smothering, face sitting, chastity, bondage, strap-on fucking and endless humiliation!

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Daisy Ducati is back to terrorize a Rookie. Muay Thai fighter, Kimber Woods, gives Grappling a go. She's tough and she's pretty sure her toughness will give her an advantage. The problem is, Kimber woods has a huge weakness and it's fingers in her pussy. One of the greatest things about the start of a new season is how easily our Vets make our Rookies Cum. If you love Orgasms on the Mat, you will love this match. Loser is brutally strap fucked, hand gagged, face sat and left dripping milky white cum after the winner has her way with her

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Pete is one of the luckiest kids in his whole school. The hottest girl Malina chose him to be her tutor, and he couldnt be happier! At least until the study session started. Malina barely paid attention to him or the topic at hand. Before he gave up hope, he went to use the restroom, and if Malina wasnt focused by the time he got back he was gonna end it. Malina, who loves to be nosy, goes through petes bag after he walks away, only to uncover a bunch of BDSM straps and ties. Shes quite shocked. She never thought such a square would be so kinky. Pete walks back and turns red from embarrassment. He quickly tries to hide them, but Malina is thinking differently. Shes super into kink too, and if Pete agrees to do all her homework, he can do whatever he wants to her. The second she gives Pete the green light, he turns into a dominant scumbag. Grabbing Malina tightly by the throat then dragging her to her room. After force fucking her mouth and spitting on her face, Pete ties Malina up nice and proper, and commences giving her one of the most brutal fuckings and facials she has ever received.

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In scene one she endures a brutal push up position back arch with a harsh breast bondage predicament. If she lets go with her hands, she is supported with her breasts, and if that is not uncomfortable enough, an anal hook is attached to her neck, so if she relies on the breast bondage, she chokes herself = HOT.Second, Iona gets subjected to a seemingly easy cross legged predicament, but its not easy for long. The cane and rubber bands come out laying stripes down her leg and tormenting her foot. She is suspended upside down where Mz Berlin fists her and Claire changes her bondage into a strappado back arch.Finally, Iona is bound with arms in strappado laying on a box with her legs in the air like a good whore. Mz Berlin pounds her cunt mercilessly with a strap on while Claire creates sadistic torments for Iona, distracting her from the pleasure. All for YOU and ALL LIVE!

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