
Cherie is one sexy bitch, and also known as the top MILF in the world. The Pope reached out to her about doing this type of shoot, and she wasn't sure how far she would go without him physically there to make her. Well, this is one for the books, because she flogs herself, spanks herself, fucks herself, and even pulls nipple clamps off of her tits at his command.

When Natalie Mars behaves like a brat, her Mommy Domme, Penny Barber, decides it's time for a spanking! She pulls Natalie over her knees and spanks Natalie's ass red. Natalie squirms as her Mommy slides her thumb into Natalie's cute asshole.After punishing her brat, Penny brings Natalie into the shower to prepare her for their Daddy Dom's arrival. Natalie's hands are bound behind her. After her Mommy bathes her thoroughly, Natalie eats her Mommy's ass. Next, Penny pinches Natalie's nipples hard before putting on latex opera gloves and fisting her girl's hole. Natalie moans as her Mommy's fist fucks her asshole.Penny then uses an anal spreader to stretch Natalie's hole wide open. She spits and squirts into Natalie's ass. She has Natalie bound and gagged and locked in chastity right before their Daddy returns from work.

Mistress Syren De Mer knows you've been misbehaving. So instead of getting your reward for being a good boy – you're going to have to watch her please herself with a fucking machine. One that is so much better (and bigger) than your sad little dick could ever be. Featuring anal, Hitachi, and some truly skilled verbal humiliation! It's time for you to learn your lesson.

Dee Williams is a small city mayor with big time appetites, leading her down a path of corruption and criminal liaisons. Dee has run an unimpeachable platform for years, but when nubile and earnest speech writer Victoria Voxxx enters the campaign office, she brings the chaotic forces of the dark web and hacker Mickey Mod with her. Together they plot to bring Dee's campaign down, but only Mickey knows the ultimate prize is two million in crypto-currency and that he is using Victoria to get into Dee's laptop and panties!Once Mickey has Dee's system password he initiates a complex game of extortion that culminates in an intense interrogation of Dee Williams in her home. Trapping her in her office, Mickey strips Dee of her privacy, placing her in chains and whipping her huge tits and ass with a belt and flogger until she is begging for relief through orgasm. With her slutty nipples tightly clamped and her wet pussy fucked and flogged, she has her lips used for more than sharing secrets. Mickey takes her talented mouth in a long deep throat session, then leads her downstairs for double penetration on her own living room couch. He ties her in a tight spread eagle so he can use her ass and pussy interchangeably in a humiliating and satisfying anal fuck.By the end, Dee is loving every cane stroke and anal thrust, and cums like a whore on Mickey's cock. This is only the beginning for Dee's holes and career challenges as she promises to get the two million in her crypto-wallet and is left in a pool of cum and sweat.'Security Risk' SERIES MAIN PAGEAll 4 episodes in this series:Part 1: CorruptionPart 2: Misconduct - COMING 10/29Part 3: Angst - COMING 11/5Part 4: Collateral - COMING 11/12

In 'Security Risk, Part Two,' Mayor Dee Williams has a major problem: she is being blackmailed and fucked by an unknown hacker, Mickey Mod. When he calls Dee to get his two million dropped into a crypto wallet, it is revealed that his girl on the inside is none other than Victoria Voxxx, Dee's annoyingly earnest speech writer.Dee is furious and drags Victoria to see her criminal colleague, Quinton James. This dangerous and handsome man stalks around Victoria, questioning her to see if she will break. If she won't give him information, then she will submit, and Quinton has her whimpering on her knees with a pair of tight metal nipple clamps in no time.Dee enjoys her role as handler, putting Victoria in a series of submission holds, smothering her with her giant tits and ass. Quinton slowly breaks Victoria down with a zapper on the clit, a brutal clothespins zipper, pussy clamps, and relentless orgasms on a vibrator and Dee's tongue. He uses Dee's willing holes to amuse his cock while he isn't fucking Victoria's tight pussy or defiant mouth.Finally he places Victoria in a brutal shibari torment position and begins to fuck her in the ass while she painfully balances on her toes to gain some small relief. Victoria breaks and admits she has no idea who Mickey is and that she has been a pawn as well. Quinton is a reasonable business man and determines if he is to lose two million, let it be repaid in filthy sex. Victoria makes a good dent in her debt to him, bouncing on his cock and begging for his cum like a good little pet with Dee Williams holding her on a short leash.'Security Risk' SERIES MAIN PAGEAll 4 episodes in this series:Part 1: CorruptionPart 2: MisconductPart 3: Angst - COMING 11/5Part 4: Collateral - COMING 11/12

After loosing everything on poker night Dee?s husband must use his only valuable asset as a gambling chip ?his wife! She pretends not to know what?s happening when in fact she is the one who set it all up to teach her lying husband a hardcore lesson! Five poker playing gangbangers take Dee down right in front of her husband and pound her slutty holes and cover her with cum while he watches. They stuff her airtight with deep-throat cock sucking, double penetration, double anal and loads of cum!

Anal MILF double anal, reverse cowgirl anal, hard discipline in stress positions


Darling is no stranger to tight rope and merciless orgasms, but this set of hard ties and ass fucking may have surprised even her. First scene finds Darling's bubble butt poking out of a pair of tiny jean shorts and her hot for teacher tits begging to be cut out of her top. Her arms are wrenched back behind her and tied to her waist, forcing her curves to draw tight against her clothing before we release them with some scissors and apply painful clamps. By the end she is securely fastened to the wall by her nipples in a painful, hobbled back arch. Second scene Darling in literally placed over a barrel, legs lifted off the ground and her already sore nipples clamped to the ceiling as her labia is sadistically spread with multiple clamps. We torment her exposed clit with vibration and fingers until she is squirting and screaming.Third scene Darling shows off her athletic body in a complete inversion, arms and shoulders weighed down with a 6x6 block of wood. As she is slowly stretched out, the tickling begins. And then the begging. And the the cumming.Final scene puts Darling in some tight ass shibari, with her hole s raised towards the ceiling with a pulley. With her face ground into a mattress and her glorious ass raised in the air there is only one thing we could do. Fuck her in the ass with every extreme toy in building until we had harvested 20+ orgasms from her exhausted and helpless body.

Young desperate sugarbaby dominated and fucked by high powered MILF lesbian!

Welcome back super MILF, Syren De Mer, and evil MILF domme, Holly Heart, to Whipped Ass. In this kinky lesbian role play Syren plays a secretary looking for a new job in Holly Heart's office where she has been the secretary for Mr. Dickinson for over 6 years! It's obvious Holly runs this office and she will stop at nothing to keep it that way! Hot MILF on MILF lesbian domination and rough sex with fisting, spanking, pantyhose and deep strap-on anal sex!

Ravenous MILF Veronica Avluv finds herself at the mercy of Goddess Aiden Starr who clamps her tits, spanks her OTK, double fists her, strap-on anally fucks her and makes her come all over the room, all day long! The horny MILF rides Aiden's thigh high leather boots, squirts all over them and runs her tongue up and down them, cleaning up her own filthy juices. Veronica eats Aiden's ass and licks her pussy until she satisfies her domme over and over again with multiple uncontrollable orgasms!!!


Veronic Avluv challenges all of our most powerful Fucking Machines and our biggest dicks to a free-for-all-fuck-off and wins. When the shoot was over the machines were soaking, broken, and steaming from the never ending stream of raw sexual energy that she unleashed on our set. Our machines will never work the same way again....

Simone is bound with her hands behind her back and her legs together. Her feet are pulled up to make her put excessive pressure on her chest, which inhibits her breathing. Her feet are tormented and her body flogged, then she is pulled into the air to endure a brutal two point suspension. Next she is on her back with her legs pulled one way and her arms the other to ensure there is no escape. She is tormented and made to cum repeatedly while in this agonizing position. In the third scene Simone is in an inverted suspension with her legs pulled wide to expose her helpless pussy. The vibe brings on a pleasurable orgasm at first, but the non stop pressure turns pleasure into suffering quickly. The final scene begins and we have Simone on her back again with her legs spread wide this time so that The Pope can destroy her pussy. She is fucked and vibed so much that it becomes unbearable, but that doesn't stop it. The orgasms flow out of this slut like water from a hose.

Tight bodied all natural 19 yo Addison Ryder is taught how to ride hard cock by slutty MILF slave Simone Sonay. Simone is rewarded with an anal pounding in tight bondage. The brunch crowd get's excited and use fucking machines on beautiful local women in a kinky orgy.It's a sexy brunch crowd full of new horny guests. They're there to see 19 year old natural Addison presented as fresh slave stock. On hand is our MILF slave Simone Sonay, who already has her slutty body locked into a stock table, leaving her pink ass and wet pussy exposed for abuse. She tries her best to advise Addison on manners with her head locked below the table top, but a big anal plug and strict cropping keep her fairly occupied. Addison stumbles through her tasks until a male guest takes pity on her and stuffs her newbie mouth with dick and pounds her against a table for everyone to see. The Steward has prepared many fucking machines for the Brunch. Many beautiful local women start to mount the machines and fill the room with the sound of cumming. Soon it's a full blown orgy, with BDSM players and swingers fucking on all the furniture and playing sadistic games with canes and rope. Amidst the orgy, Simone teaches Addison run her tight pussy on a guest's dick, and has her own pussy painfully clamped as a punishment for her earlier performance. After being brought to a punishment orgasm, Simone uses Addison's face to sooth her pink and swollen cunt. Both slaves are ready to be put on display and are tied together tightly and left in the middle of the room for use. Ramon takes turns with the slave's holes, bring Addison close to orgasm a violent fucking, then leaving her begging when he leaves to use Simone's ass. Steward takes pity on Addison's wiggling and deprived pussy and makes her squirt all over the floor and beg to serve the house. Simone meanwhile works her feminine charms to keep Ramon's thick cock in her ass until she is cumming and getting zapped for Addison's greedy stolen orgasms. Final scene, we find Addison able to recite all the House Rules and properly beg for her orgasms. Simone is rewarded with a good hard anal fuck with Addison's fresh young face lapping at her clit.

Because we had a rookie cup tournament, some of the matches had to be shot out of order to accommodate our update schedule. This is one of Lisa's First matches ever and she's going up against our finest vets, the Big tittied, mouth Milf we all love to hate, Penny Barber. These girls clash hard on the mats. There is a lot of power in both their legs, and much damage to be done with their huge tits flying around everywhere. The Winner takes the loser's ass and pussy as a prize. The tits are tied up and the loser is made to acknowledge they are a failure to all their fans.

Slutty Syren De Mer is the perfect sex slave, but is selfish and only serves her own cunt. When she fails to train the newbie know nothing slut Katerina Kay we take away her slave collar AND her orgasm privileges. Orgasm denial is pure torment for a squirting MILF whore like Syren, so she gets right on her task. Unfortunately the sadistic Butler won't let her have it that easy, and bangs her trapped cunt in bondage while she tries to teach a gagged Katerina the House Rules. To make matters worse, Butler Bill has a penchant for stretching holes, and soon has his massive fist crammed in Syren's tight pussy, causing her to lose control and squirt all over the furniture. Katerina is a good slut and soon shows that she know's the rules while enduring a deep pounding in front of all the guests. Syren is pleased to earn her collar back, but is a strict senior slave and sets to making Katerina sweat in a reverse cow girl fuck to prepare the Butler's cock for her ass. Syren is a true anal slut, and will not be satisfied until Bill's cock is deep in her ass she has her own face face deep in Katerina's butt, licking her sweet asshole. Truly, Syren is one of the finest MILF sex slaves we have on hand, and she has delivered a perfect performance as both senior slave and slutty anal submissive. Thank you ladies!


Holly is one of the hottest MILFs in the industry, as well as one of the toughest. This slut is a true masochists that craves the suffering that comes from brutal torment. She begins in a standing position that allow The Pope access to her sexy body. The torment begins quickly and Holly finds that place that she knows all so well.Holly is locked into our next device that has her in a bent over doggy position. The impact begins and the room is filled with screams of agony. She is then hoisted into the air and suspended in the device. Her nipples get clamped and then heavy weights are added. Her pussy is fucked and stretched as she cums against her will.We finish her on her back with her pussy pushed out. She is flogged until her skin glows red, then a zipper covers her sensitive skin and hot wax covers the already painful predicament. The orgasms are ripped from her body just like the zipper from her skin at the precise moment to give this pain slut the full brunt of brutality.See the complete Behind-the-Scenes documentary of the making of this very shoot, on Kink University now! Learn what really goes on off-set...the process, the planning, the building, and the true deviance behind the devices.

Hot MILF customer Simone Sonay pervs out on sexy barista Ana Foxxx every time she buys her latte. When the opportunity to get Ana alone presents itself, Simone takes full advantage with spanking, flogging, finger banging and pussy strap-on fucking. Simone makes Ana service her with pussy licking and a multiple orgasmic pussy and anal strap-on!

Simone Sonay and Cherry Torn zap each other for top position in electro sex scene. The winner dominates the loser with finger banging, face sitting, electrified pussy plugs, wired pussy clamps, bondage, dick on a stick, the violet wand, e-stim sticky pads, multiple orgasms, and lesbian strap-on fucking.

When two bank employees are taken hostage after a fowled up robbery things turn rough and sexy right away. Tommy Pistol realizes that his cover has been compromised, so he feels he has to take hostages. When He gets Goldie a young hot slut and the Milf manager Ryan Conners into his abandon warehouse, He has both girls tied up tight in bondage. He shoves his hard cock down there salivating throats and fuck it deep. He makes them suck and lick all over their asshole and Ryan's huge delicious tits. Tommy than fucks Ryan Conner's asshole and than shoves his cock all the way down Goldie's tight throat until they both submit to their captor.

Gorgeous and petite slave initiate Mystica Jade has submitted herself to the will of The House, with her asshole as an offering. MILF senior slave Cherie Deville is on hand to lead our initiate by her tight little nipples around the crowd to show off the goods. Mystica blushes as Phoenix Marie spanks her round ass and offers her blow job pointers. With such a tiny throat it is a wonder she can fit the Butler's fat cock all the way in, but Miss Deville provides a wonderful example and has her trainee stuffed full of hard dick in no time. Submissive blow jobs and exhibitionism aren't all it takes to be a slave. Cunning and strength are needed, and Mystica is put on the spot to answer questions and hold heavy trays so that her Senior Slave can enjoy a good fucking at the hands of the Butler. For such a tiny girl Mystica is determined and struggles through several screaming orgasms while holding position before dropping her trays. Naturally she apologizes to Miss Cherie's denied pussy with a sloppy series of kisses. The final Hours of the night find our initiate trapped on her back, legs spread wide, rope tied tightly around her as the Butler and Miss Deville explore her ass with cocks and fists until the crowd is satisfied she has paid her dues and allow both slaves on the furniture to finish milking the Butler's balls and entertaining the House with a series of nipple and clit torment games.

House Maid Warner is sent to turn down the beds and makes a terrible error when she finds the lead nympho slave in a strict rope deprivation punishment. Veronica is practically slavering all over her tightly bound tits. It's been two weeks since she was last given sex, and she will do anything to get it. Once she manages to make herself enough of an obstacle to cleaning that she must be untied, Veronica jumps the maids nubile young pussy and gets her fill of innocent flesh. Master Banderas comes in to find his deprivation experiment ruined and his slutty MILF subject's fist deep in the maids trapped pussy. Sexual punishment is due, and both the maid and the nympho slave will be subjected to a thorough and violent fucking. Tits tied tightly, clamps applied painfully, and fists deep in tight asshole and wet cunts squirting, these women get more sex than either of them bargained for, leading to Banderas' new experiment: Can a nymphomaniac MILF ever get filled with enough cock? Watch to find out.

Karmen Karma is a busty slut slave, fit and ready to serve a crowd of sadistic BDSM lifestylers. Wiley MILF bombshell Simone Sonay is on hand to teach her how to keep the cocks hard, the silver trays straight, and the crowd laughing. Karmen had her fresh pussy fucked on the table, her clit tormented by the sybian, and finally her perfect asshole railed by a horny Butler. Both gorgeous slave girls come out on top, but only because they are bouncing on cock in rope bondage, begging for more. Plenty of electrical punishment, predicament, and rough sex.

Ryan Conner comes home to find her stepson, Gage, on break from college and the house trashed. She's stressed and all she wants to do is relax. When Ryan retreats to the kitchen to drink some wine and unwind, her stepson's friends find other ways to relax her - with their cocks! Gage finds his mom on her knees with a face full of dick! He rips her clothes off revealing her huge round ass and gigantic tits! Him and his friends fuck her, double stuff her and leave his mom covered in their filthy cum!
