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Brittany Andrews in 'A Slave's Sissification'

Brittany Andrews - A Slave's Sissification

Supreme Commander, Brittany Andrews is gifted a slave, Tony Orlando. Miss Andrews takes the slave on a journey from a supposed man to full on sissified bimbo slut. Bound in rope, this sissy gets pegged with a big dildo. Next, she ties him up, standing naked, bound to bamboo with a ball gag in his mouth. Miss Andrews takes advantage of this vulnerable position and torments his flesh with assorted tools. In the final scene, Tony is dressed in a slutty pink outfit. His hair is put into pig tails. The Commander shoves a Fleshlight into ass and she fucks it with a dildo. She jerks his cock with it, and then squeezes his load out, into his mouth. Brittany makes Tony wear a pink strap-on and she fucks herself with it instead of his aching cock.

Megan Fiore in 'The Secretary's Secret: Megan Fiore and Pablo Ferrari'

Megan Fiore - The Secretary's Secret: Megan Fiore and Pablo Ferrari

When Pablo?s secretary Megan goes to the office to deliver a report she discovers something that will change the relationship between her and Pablo forever. Inside the closet she finds a secret stash of ropes and floggers and as she is inspecting them Pablo walks in to confront her. Megan is scared but excited and admits the attraction to her boss. It turns out she wants to get tied up and to be his submissive.Wearing a sexy leather skirt, high heels and bright red lipstick Megan is a sight for sore eyes. Pablo rips off her shirt to reveal a lacy, leather bodice and then tightens rope around her arms, breasts and legs.He bends her over the desk and uses the flogger on her curvy ass?her first taste of corporal punishment. She likes it. She eagerly sucks Pablo?s cock with slutty skill, he licks Megan?s pussy and then fucks her ass in several positions. First bent over the desk, then on her back with legs spread wide and finally in reverse cowgirl she rides his cock until she is moaning with pleasure and Pablo shoots his load all over her face. What a good day at the office!

Jessy Dubai in 'Beating and Breeding: Jessy Dubai and King Noire'

Jessy Dubai - Beating and Breeding: Jessy Dubai and King Noire

Beauty and poise, this Latina bombshell is titillating. In this scene, Jessy is a sassy bratty bottom, and King is up for the challenge of Domming the Dom! As he slips a blindfold over her eyes, she slowly lets her guard down and falls into subspace. The ass beating calms her down to submission but once she falls to her knees, she?s rewarded with Sir King?s enormous cock down her throat. She gobbles his dick all the way down to the balls while still tied to the ladder in the creepy dungeon. After some ferocious cock-sucking, Jessy is strapped down to a fuck table. Sir King takes turns between feeding her his giant dick and fucking her back-pussy. Balls deep in her welcoming asshole, he stretches her out and finishes her off with a huge cumload, in and all over her ass. She gets covered with so much hot juicy cum, it needs to be seen to be believed. Excellent pairing with these two porn superstars Jessy Dubai and King Noire.

Mistress Bella Bathory in 'Repentance: Bella Bathory and Tony Orlando'

Mistress Bella Bathory - Repentance: Bella Bathory and Tony Orlando

Tony Orlando has sinned mightily and he?s about to be very, very sorry. Goddess from hell, Bella Bathory smacks his ass with her belt, then switches to hard flogging. Paddles and slappers are next as Tony writhes in pain. Once he?s warmed up and takes the situation seriously, Goddess Bella makes Tony write down his sins, which include fornicating behind a dumpster, and in a church. This calls for purification with candle wax and rubbing in the painful liquid with the pages on which he wrote his confession. Bella finishes up by smacking Tony?s now sore and aching parts with a cross paddle. Next, Tony finds himself bound to a spanking bench and caned and flogged anew. Finally, Goddess Bella violates all his holes with religious-themed dildos, and finishes up by infusing him with a saintly spirit via heavy pegging.

London River in 'So You Want to Fuck Me Sadist London River Torments Davin Strong'

London River - So You Want to Fuck Me Sadist London River Torments Davin Strong

A lot of submissive guys are kind of cute, but London River hit the jackpot with amazingly buff Davin Strong ? who?s bound to a cross and totally at her mercy. He?s more than willing to take any punishment to prove himself worthy of fucking his Mistress. London is both sweet and sadistic, so she administers flogging, caning, puts his cock in bondage and then gives him a blowjob ? one that includes biting Davin?s dick. Once she?s had her fun in this position, she binds him to a spanking bench and gets his ass bright red with more canes, floggers and paddles. She even lets him choose his instrument of torment: and is amused when he foolishly chooses the much more painful one. Davin has more tests to prove himself worthy of Mistress London?s pussy ? she sits on his face and then gives his extra muscular ass a good pegging. And then it?s that time at last: Davin gets to fuck his Mistress. But is she going to let him actually cum?

Tori Avano in 'Gets Machine Fucked'

Tori Avano - Gets Machine Fucked

Tori Avano stands naked, tied-up in rope bondage to a Saint Andrew?s Cross. An Hitachi is strapped to her pussy and she writhes in pleasure as the vibrator warms her up. Her hands are freed and she makes herself cum multiple times. In the next scene she?s in a doggy-style position with her wrists bound in rope. We get an unobstructed view of her gorgeous ass and her pussy getting machine fucked and she cums hard. In the final scene clothespins are placed across her tits as she straddles a Sybian and Tori cums multiple times from the vibrating saddle.

Alrik Angel in 'Atonement: Lily Lane and Alrik Angel'

Alrik Angel - Atonement: Lily Lane and Alrik Angel

Mother Lily catches Father Alrik jerking his cock inside the church. She bends him over the podium and spanks his bare ass. She ties him up with rope and lifts her gown and teases him with her tempting flesh, keeping it just out of reach. After that, she strips him naked and ties him to a cross. She teases his cock, sucking and grinding her ass into it. She hits him with a leather crop and a flogger. She lays him on the floor and sits on his face. Mother Lily then pours hot wax on his body. She fucks his ass with a demon dick and then fucks his dick with her pussy until he cums into a challis and is made to drink every drop.

Inkfit in 'The Offering: Bella Bathory and Inkfit'

Inkfit - The Offering: Bella Bathory and Inkfit

Inkfit offers himself to Mistress Bathory. She makes him worship her long legs and she teases his cock with her pussy and asshole. She tells him to jerk his cock and she rubs her pussy while she watches. She beats his ass with a leather flogger and then fucks his ass with her strap-on until he blows his load.


Maddy May in 'Breaking in the New Girl: London River and Maddy May'

Maddy May - Breaking in the New Girl: London River and Maddy May

Maddy May is tied with a chest harness. Her hands are behind her back, ankles spreadwide and vulnerable. London spits on her face and rubs it all over Maddy?s tits and playswith her bratty sub?s wet cunt. Then Maddy is bent over and ass fucked with a strap-on bydominant London with plenty of face fucking ass-to-mouth to get more spit as slippery lube. London sits onMaddy?s face making her sub lick her holes and open her Dom?s ass with a dildo. London getsgaped doggy style with a big glass toy while Maddy spits in London?s asshole.

Kay Carter in 'Draven is Here'

Kay Carter - Draven is Here

Draven is coming in for a session, and the Dommes at the dungeon are not happy. He?s obnoxious and demanding; Kiki and Lily flat out refuse to take him, but then he?s here, loud and arrogant as usual. (And he has a coupon for an extra 15 minutes!) Finally, Kay says she?ll do it - and proceeds to take the grin off his face. She talks him into a bondage harness and then proceeds to flog and cane the crap out of him. He?s already whining, but it?s no use. Key paddles him till his add is bright red. Next, he find himself attached to the giant wheel. Kay flips him sideways and makes him suck her strap-on cock. Finally, she ties him to a bondage bed and rails his ass in several positions. Draven is definitely learning his lesson!

Lily Lane in 'Davin's Secret Life'

Lily Lane - Davin's Secret Life

Davin looks like he has the perfect suburban life with his pretty wife and a corporate job. But when no one?s looking, he?s booking five Dommes to dispense pain and pleasure at his favorite dungeon. The ladies warm him with flogger and crop as he?s bound to a cross; they stick his underwear in his mouth and have fun putting clothespins on his dick and nipples. Then it?s time to get him on a bondage bed and amuse themselves by pouring candle wax on his back. Finally, they rail him good with their strap-ons while Lily Lane and Kiki D?Aire smother him with their boobs.

Object T in 'LATEX TORMENT'

Object T - LATEX TORMENT

The house servant goes through a real nightmare?Tie-up, Balls-Torment, and deflowering of his slave asshole are only the beginning. He has to endure the worst drowning and suffocation panics. This is followed by harsh whippings and electric shock treatment of his useless junk and urethral torment. The Baronessa?s divine buttocks prevent the victim?s annoying screams with a breath-taking facesitting. Baronessa di Rivera and Miss Emelie Bentley know no mercy.

Lauren Phillips in 'Naughty and Nice: Lauren Phillips Makes Davin Strong Her Good Boy this Xmas'

Lauren Phillips - Naughty and Nice: Lauren Phillips Makes Davin Strong Her Good Boy this Xmas

This festive, holiday-themed Divine Bitches shoot stars Lauren Phillips and Davin Strong. Lauren is a voluptuous redhead who is known for being a switch, but today, she?s leaning into her dominant side. You can tell she loves being a sadistic top from all the giggles she emits when she torments her submissives. Her male sub, Davin, will do any amount of groveling for this drop-dead gorgeous, big-tit Femdom.Davin is strapped helplessly to a chair with a sensory deprivation hood over his head. He only has a small opening from which to breathe. He is giving his body up to Lauren as her Xmas gift this year. His excited cock is all wrapped up with a bow on top.She begins playing with her new boy toy by controlling his breath. She can?t wait until Christmas to open her present, but she?s in charge so she?ll open it whenever she pleases! She unwraps her gift and reveals Davin?s pumped-up cock. He begs pathetically to be tied up and have his dick pumped even more. She pumps up his cock to the thickness of her liking, then takes it out and gives him a blowjob. He is so sensitive from being pumped that her mouth sucking him off feels incredible!Then, Davin gets bent over and flogged, paddled, and fucked by Lauren?s strap-on cock. She loves degrading her male sub with some dirty ass-to-mouth action. Lauren continues to give Davin an ass and mouth full of dick and he takes it like a good, obedient submissive.Now it?s time for Ms. Phillips to get her pussy and ass pleased. She smothers his face with her big, round ass. His cock gets rock hard from all the facesitting, so she pussy fucks him while her huge tits bounce up and down. She has her way with his face and cock for a marathon of breath-taking face riding, pussy fucking, ass licking, and handjobs. Will Lauren give her submissive the gift of cumming today? He?ll have to earn it by being her ?good boy.?

September Reign in 'September Cums in March'

September Reign - September Cums in March

September Reign may be new to Kink.com but she is no stranger to BDSM and is an eager submissive for The Pope. Starting off in a stockade type device September is prone to whatever The Pope wants to do to her, and what he wants is to spank her sexy ass. The Pope fingers September?s sweet wet pussy. The Pope breaks out the Hitachi and really starts testing September?s self control, which she has a hard time keeping because she?s enjoying the torment she?s receives. Next, The Pope has September bound face-down on a box, leaving her pussy and ass exposed for The Pope to do whatever he wants. He starts with some clit stimulation. The Pope quickly moves on to the flogger and continues to test September?s limits. The Hitachi returns and gets September?s pussy aching to cum. The Pope fucks her with the dildo on a stick. After driving September crazy from the fucking, The Pope finger fucks her g-spot while vibrating her clit, ripping more orgasms from a very happy September. Finally The Pope straps sexy September to the mattress springs against a wall. This time he can test how much electricity she can handle. He starts easy with a static charger in his pocket that zaps her when he touches her, much to her confused enjoyment. Soon the zapper comes out and really gets September?s juices flowing. The Pope brings out the blackout goggles and torments her with more zapping before finishing her off with the Hitachi, leaving September Reign both exhausted and very satisfied.

Sasha Beart in 'Horny Russian Anal Slut'

Sasha Beart - Horny Russian Anal Slut

The first time Sasha Beart ever jerked off it was to some hot content on Kink.com and ever since then she wanted to be a porn star and ultimately be a model on Kink. Well her dream has come true and it?s all here for you to dig into and enjoy! Paired up with the super hot and super busty Lily Lane, these two make quite the dynamite duo with their big tits and sexy butts. Sasha is the quintessential Horny Anal Slut with long blond hair, a cute accent, a beautiful body, and a ?magical? asshole. There is nothing she can not handle or will not try. Adding some power dynamic to the mix, Lily is the perfect Dom with her long shiny black hair, massive boobs, and curvy ass. She knows how to put Sasha in her place and give her the ride of her life. Lily starts the day with a bang by busting out the big toys. First Lily easily inserts a big fat green dildo up Sasha?s ass and she immediately loves it, so much that she begs Lily to fuck her ass more, deeper and harder. This calls for an even bigger rainbow-colored unicorn dildo which slides in nicely and leaves Sasha?s ass stretched and gaping. Then if that wasn?t enough, and it wasn?t, Lily crams an even bigger fatter dildo into Sasha?s hole and makes her cum hard, her whole body shaking from pleasure. They both lick the dildo clean tasting all the slutty ass juice from Sasha?s gaping hole. Now on her knees and all tied up in bondage, Sasha?s butt is up in the air ready to take the strap-on cock that Lily wears around her sexy hips. She takes a good pounding, loving every thrust which leads Lily to stuff her whole fist up Sasha?s butt. Sasha takes every inch of Lily?s fist as she writhes around moaning with eyes rolling back in her head. Now it?s Lily?s turn to get pleasured and Sasha is more than happy to oblige. She has a great time licking Lily?s asshole and pussy and playing with her tits. Then Lily throat fucks Sasha with a popsicle dildo and fucks her own ass with it but Lily needs something bigger and harder too so Sasha fucks her ass with a shiny stainless steel dildo until Lily cums real good. They end their day with lots of sexy kissing as Lily is very pleased with her little bimbo slut and all the nasty, filthy things they have done today.

Lauren Phillips in 'Discretion Is Advised: Christian Wilde and Lauren Phillips'

Lauren Phillips - Discretion Is Advised: Christian Wilde and Lauren Phillips

Christian Wilde is stressed out and needs a good massage. His regular girl is not available so the agency sends a replacement in the form of the sexy, voluptuous redhead Lauren Phillips. Mr. Wilde is somewhat famous, so he requests whoever comes to do the job be very discreet and private. Lauren recognizes Mr. Wilde right away. During the massage she tries her hardest to contain her excitement but she is smitten and can?t help herself as she sneaks a deep and inappropriate feel of his ass and then even touches his dick to ?help relieve his stress?. Christian knows now this little slut wants cock real bad so he?s going to have his way with her. Lauren eagerly submits to sucking Christian?s big cock. She takes the whole thing deep down her throat easily, and loves it. Mr. Wilde pulls Lauren?s shirt and bra off revealing her massive tits and lets her know she will be calling him ?Sir? today and that he is going to use all her holes to make his cock feel spectacular. Yes sir! This is like a dream come true for Ms. Phillips. She is more than willing to give him whatever he wants. First Lauren is tied up on her back with her legs spread wide open. Christian fucks her wet slutty pussy as her big juicy tits bounce with every thrust. She takes it like a good whore and then Christian slides his cock in her ass and fucks her deep and hard, making Lauren squeak and giggle as her eyes roll to the back of her head. Christian shoves his cock in her mouth and gives her an aggressive mouth fucking making her clean off all that ass and then fucks her huge tits and both of her holes thoroughly until she begs to cum. Christian is not done with his little fuck-doll! Next, Lauren is tied up to the banister with her limber legs stretched high and wide. He fills her ass with hard cock and pounds her sloppy wet pussy some more. He keeps his dick buried deep in all her holes until Lauren begs for his load. He shoots hot cum all over her juicy whore ass, trembles with satisfaction and makes plans for their next appointment.


Cowgirl in 'Chanta-Rose and Cowgirl'

Cowgirl - Chanta-Rose and Cowgirl

This is one for the record books: after several self-inflicted machinings, the shoot culminates with Chanta stuffing Cowgirl with two dildos in the pussy and one in the arse

Shade Paine in 'and Chanta-Rose'

Shade Paine - and Chanta-Rose

Shade Pain is very submissive in her personal life. Chanta does a great job in punishing her and lets her have a wicked caning right at the moment of orgasm.

Tuesdae in 'and Chanta-Rose'

Tuesdae - and Chanta-Rose

Tuesdae is new to modeling and has never done any SandM before. Chanta does well breaking this newbie in with a good balance of pleasure and pain.

Abbey in 'and Kym Wilde'

Abbey - and Kym Wilde

Kym Wilde meet Abbey at a crazy party and decided to bring her back to the studio for some private kinky SandM. This beautiful curvy girl eventually takes a great deal of punishment and gets fucked real good.

Veronika in 'Veronika'

Veronika - Veronika

Veronika is a true ?girl next door? that wanted to experiment with electricity, bondage and being fucked by a machine?we were more than happy to help her discover ways to orgasm! There will be another update on Thursday due to the shortness of this video.

Adrianna Nicole in 'and Chanta-Rose'

Adrianna Nicole - and Chanta-Rose

Seven is back for more punishment with Chanta. There is water torment, strapon sex, ass licking, caning, hair pulling, spanking and more!!!

Roxy Jezel in 'Chanta-Rose and Roxy Jezel'

Roxy Jezel - Chanta-Rose and Roxy Jezel

Roxie is dominated for the first time ever by Chanta and discovers that SandM is a real turn on. There is great spanking, hair pulling, face slapping, ass licking and strapon sex.

Alisha Angel in 'Princess Kali and Alisha Angel'

Alisha Angel - Princess Kali and Alisha Angel

Peter met Alisha at Bondcon and immediately upgraded his hotel room so they could shoot! She is bound and punished on the balcony, tied to the bed and fucked with a strap-on and finally submerged in the jacuzzi tub where she struggles to keep her head above water!


Jenni Lee in 'and Chanta-Rose'

Jenni Lee - and Chanta-Rose

Chanta sneaks into her old office to get revenge on Jenni Lee for taking her Job. She is quickly cable tied and humiliated. The punishment starts hard on her ass and tits. A butt plug fills her asshole and she is fucked with a big black strapon cock.

Wild Bill in 'Janay and Wild Bill'

Wild Bill - Janay and Wild Bill

Janay teaches Wild Bill how to work-out and jack off.

Cassandra in 'and Chanta-Rose'

Cassandra - and Chanta-Rose

Casandra and her master have been fans of WhippedAss for some time now. She does this very hot scene with Chanta as a birthday gift to him for his and your viewing pleasure.

Wild Bill in 'and Janay'

Wild Bill - and Janay

Wild Bill didn?t really know what to expect from Janay and wasn?t willing to cooperate. He was one hurt dude by the end of the scene.

Heaven Lee in 'and Chanta-Rose'

Heaven Lee - and Chanta-Rose

Heaven Lee returns with more bondage and discipline by Chanta. She is made to lick ass for the first time. A true slave will do anything she is told to do.

Jenni Lee in 'and Chanta-Rose'

Jenni Lee - and Chanta-Rose

Jenni Lee wakes up in the strange lair of a bossy blonde, surrounded by menacing fucking machines.*** Pictures are now available in large format and high-res - make the selection in the pictures section. Past shoots will be re-processed little by little ***

Charlotte Brooke in 'and Chanta-Rose'

Charlotte Brooke - and Chanta-Rose

We meet Charlotte at BondCon Las Vegas. She had seen Chanta?s work on Whippedass and was dying to shoot so we took her back to the hotel room and made it happen.

Janay in 'Jason Maclane and Janay'

Janay - Jason Maclane and Janay

Jason gets some painfull humilation at the hands of Janay. He could not sit down for quite some time.