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Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!

Big Ass-ed MILF Richelle Ryan Trained and Fucked in Rope Bondage!!

Not every wanton whore can become an "O". Every so often an ass comes along that lacks the true discipline required to become an "O" but is so eager to gyrate and please that it melts the icy hearts of our handlers.. Case and point: Richelle Ryan. What she lacked in BDSM knowledge she made up for with a ceaseless, dogged determination to jiggle and twerk her perfect milf ass all day long. Her squeaky innocent voice didn't fool James and Tommy for one second. They both knew right away that this whore was a cock-gobbling, sex kitten that only wants more and more satisfaction. James puts her to work and gives her two tasks to learn throughout the course of the day. The first is to say please and thank you. The second -and my god did she ever take this commandment to heart- was to jiggle her ass and tits at all times. First she was tied in place standing upright and was shocked repeatedly with and electric zapper to get her engines moving. She learned to the balance of power and was able to quickly understand that what is good for Dom's is what is good for her. A crotch rope split her ass and pussy in two creating a harness for Tommy to grab so he could help her ass bounce. Once she was warmed up they threw her to the ground and shoved Tommy's massive cock down her throat. She gagged and drool oozed all over her tits and face. As soon as she could catch her breath, the cock would cram down her throat, making her whimpers of gratitude barely audible. But that only made her hungry for more. Her heavenly booty was then put on display so Tommy could fuck her tight pink pussy from behind. Crouched in a doggie position her firm and perfect ass gyrated as Tommy pounded her behind. Pleased with her gratitude and her commitment to shaking her ass, she was then allowed to lie on her back and take Tommy's dick as deep and hard as possible. She came over and over and just when her multiple orgasms couldn't possibly continue, Tommy blows a giant wad of cum all over precious tits. Breathless and sweating, she keeps bouncing and thanking her masters for their generosity. Richelle Ryan shakes her ass and tits all day long while restrained in rope bondage and fucked by a massive cock!!

Scamming Squirting Slut Punished by Crazy Anal Housewife

Scamming Squirting Slut Punished by Crazy Anal Housewife

It's a battle of the blonds as a scam artist faces off against a sadistic housewife resulting in brutal sybian, squirting, bondage, anal, humiliation, and pussy clamps. Cadence Lux is a hot little whore running a her last job, but picks the wrong rich and sadistic psycho's to pull one over on. Before she arrives from the third party designer app agency, Tommy and his hot and bothered wife Mona are playing power games. Instigating her sadistic husband's wrath is a time honored tradition, so Mona coyly throws her collar on the floor leaving herself open to Tommy's discipline. Panties stuffed in her mouth and pussy, paddled and flogged until she is bound and squirting on the floor with a cock in her ass, choked out on her husbands work tie, Mona looks like a happy little sadistic house whore. Until she remembers the decorator is coming... Cadence will be sad to find that the cupboards and drawers are empty, and there is nothing in the house to steal except a single silver collar draped playfully in front of a security camera, as if for her to find. Walking directly into her fate, Cadence takes the necklace and finds herself immediately under Mona's thumbs, pussy clamped wide open, nipples in tight metal clamps, made to gush and squirt with painful orgasm after painful orgasm. Humiliated and used up, Cadence scrambles out of the house, but cannot resist trying to steal one last thing before making it out the door, landing her in Tommy's hands, and then bouncing on his cock as he and Mona decide what to do with their newly acquired toy. Answer is wrap it up tightly in black tape and place it on the sybian for a terrible torrent of orgasms while being shocked, face fucked, and made to like Mona's asshole. Once Cadence is thoroughly objectified and fucked out, she must please Mona's pussy and clean Tommy's cock as he fucks his wife's gorgeous asshole and she relishes every orgasm. Tied up and thrown on the bed, Cadence is fucked, spit on, humiliated, and gushes uncontrollably all over Tommy's dick until the stockholm syndrome sets in and she promises herself as a pet to Tommy and Mona, to keep forever.

All Natural Redhead Lauren Phillips gets Double Anal from a Gang Bang!

All Natural Redhead Lauren Phillips gets Double Anal from a Gang Bang!

All natural, redhead Lauren Phillips has a business that helps troubled college students get back on track. Thinking she is going to the home of rich father to help his struggling son, Lauren gets lured into the secret underground lair of a devious band of clowns looking to gang bang an unsuspecting woman. She is nervous when she arrives at the address given to her, but she is desperate for money and decides to risk going into an old derelict building near the train tracks on the wrong side of town. She is quickly overrun by a gang of cackling madmen, frothing with raw sexual desire and hungry for her sweet pussy and tight asshole. Once Lauren realizes what their intentions are, she decides that this is actually a dream come true and begins to devour all five of their massive cocks. She gorges herself and squeals with bliss as she gets face fucked and gags on their stiff rods. Her pussy drips with desire and she begs the sadistic clowns to dominate her. They toss her around like a rag doll and begin to take turns mercilessly fucking her pretty pink pussy. She gags on their cocks and as she is choked pleads for more. Soon she is airtight with a huge dick in her pussy, mouth, and tight asshole. She only wants more and tries to cram two cocks in her mouth at once. Her greed and lust to be used as a useless fuck toy only makes the clowns fuck her harder and harder. In their wild passion the clowns begin to double penetrate her pussy. Painfully her pussy stretches open and she screams with delight. The fever intensifies and she begs for double penetration in her asshole. After some squirming and fighting back the men pin her down and take turns cramming two dicks in her asshole. She immediately climaxes and begins the first of an never ending wave of orgasms that flow from one to the next. When the nasty clowns finally grow tired of using her fuck holes they decide to turn her into a cum dumpster. They each take turns blowing massive loads of jizz on face while their ring leader fists her stubbornly tight pussy. As they walk away she smiles and asks for more. Lauren Phillips gets double vaginal, double anal, and fisted while being dominated by a gang bang of sadistic men and loves it!!

Training a Pain Slut: Busty Melissa Moore's First Submission

Training a Pain Slut: Busty Melissa Moore's First Submission

Welcome the stunning Melissa Moore for her first submission to The Training of O. This natural busty brunette is extraordinarily obedient and has a cock hungry dripping pussy and mouth. This slave desires a painful pleasure and is ready for her lessons. Tied up in tight rope bondage, her perfect huge natural tits are begging for attention. This slut loves nipple torment and screams from the pain of nipple clamps and clothespins. Her long legs in black lacey stockings expose her beautiful feet in high heels. Those strong beautiful legs are able to endure a full session in a stressful squatting rope bondage position. To start her lessons she is gagged with a black ball gag to muffle her screams. Her hairy pussy is shocked with the electric zapper, before being flogged and caned. This slave can endure a serious corporal punishment with a smile and wide open eyes. Finally this cock hungry slut is given permission to do what she does best. Swallow dick. She takes a huge cock down her throat over and over again. Covered is sloppy spit, this slut never looks down and keeps going back for more. Those are truly dick suck lips. Next she gets on top to show how much she can ride a dick. Deep hard fucking brings her to screaming orgasms over and over again. Finally hands firm around her throat she discovers her biggest orgasms ever from choking. The next position fins Melissa tied up tight with her asshole up and spread wide open. She has a hard lesson learning the screaming difference between stingy pain and thuddy pain. Her pussy is worked hard to a bright pink and learns that all pink pussies need cock! Finally tied up with her legs spread wide open and ready for a deep hard pounding. This slut takes a face full of cum to finish her training off.

Avi's Anal Training with her Sadistic Step Family

Avi's Anal Training with her Sadistic Step Family

Avi is a crafty little daddy's girl that arrives at her Step Father's house with plans to get back to her boyfriend, but Tommy's new wife Jessica see's right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi's misfortune to have interrupted Jessica and Tommy's date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy's cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife's cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get's herself off and cleans Avi's ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.

FILM FUCK: Nari Park Cums Repeatedly As She's Slammed In Every Hole

FILM FUCK: Nari Park Cums Repeatedly As She's Slammed In Every Hole

In her first gangbang ever, beautiful and desperately horny Nari Park is the only woman watching an adult movie in a darkened theater, surrounded by insanely horny men. As she plays with her perfect, slutty pussy, she gets more and more aroused, knowing the guys are all looking at her. The tension builds until finally one of them makes his move, changes seats and begins touching her. Soon all 5 guys are on her, taking sweet advantage of this goddess in the theater, tearing her out of her clothes, sliding their fingers into her wet pussy, pawing her perfect tits, and making her cum in only the first few minutes. Nari quickly has all their dick in her mouth, one after the other, deep throating even Donny Sin's long thick cock. He can feel it pushing into her throat, and she takes every huge inch. Nari literally doesn't know which end is up, or which guy is fucking her, as she's tossed from one man to the next, and each of them starts pounding his hard cock inside her dripping holes. She cums repeatedly, squealing and moaning with every powerful orgasm. Finally, Nari is double penetrated, and fucked hard and deep in both holes. She can barely believe what's happening as she's also fed enormous cock while getting double fucked from behind. It's an explosive gangbang for everyone as the guys shoot hot ropes of cum all over her face, drenching her. Nari slumps to the floor, exhausted, spent and covered in 5 loads. In her sexy, sweaty mess, she makes her pussy cum one last time.

Hacienda Takedown

Hacienda Takedown

Sexy slim trim brunette bad-ass Silvia Saige has something special agent Tommy Pistol wants.She is desperately packing her bags to get out of town but Pistol and his cohorts show up just in time to to stop Silvia in her tracks. They find her gun and loads of drug money but where is the rest of it? Fuck you she says and spits in his face. OK, so its going to be like that. In an attempt to get her to tell him where it is Tommy chokes Silvia with his big cock and throat fucks her till she gags and mascara runs down her face. Give me what I want!! Another Fuck you! He adds nipple clamps to her big tits and shoves his dick down her throat for some more face fucking. It's a long, messy brutal blowjob but she still won't give in. Maybe a little rope bondage and some hardcore fucking will work. So he ties her up in doggie style for some flogging, spanking, pussy fucking and anal. Silvia is gagged with her wrists tied to her thighs and her ass high in the air. Tommy fingers her ass and teases her pussy with the vibrator. Then he fucks her good. First he fucks her little pussy and then her tight ass. She is starting to like this punishment so maybe, just maybe if Tommy can make her cum she will tell him what he wants to hear. Tied up and locked in the attic Silvia screams for help but no one can hear her cries. She is standing and tied to the rafters above. High heels feature her long slim legs and a crotch rope rubs her clit as she struggles to get free. In another attempt to get Silvia to confess where the money is Tommy flogs and vibes her pussy with the hitachi until she is loosing her mind. She is on the verge of caving in with all this cum. Finally Tommy ties Silvia up on the bed and gives her a pounding with his hard cock that takes her over the edge. Wrists tied together and legs spread wide he fucks her ass then her pussy and back again. Insatiable and writhing with pleasure Silvia begs for his cum. Will she give Tommy what he's after? Watch their dirty showdown in Hacienda Takedown!

Two Submissive Sluts

Two Submissive Sluts

Tommy Pistol anxiously sits in his leather chair, picks up the phone and orders two submissive sluts. Moments later a slight jingle of chains gets louder as James Mogul, holding two leashes, slowly approaches walking two hot submissive brunette sluts on all fours, Kimber Woods and Bobbi Dylan. Mogul has Bobbi and Kimber get on their knees in front of Tommy and commands them to rub each other's pussies. James give them both matching nipple clamps and flog them as they try to make the other cum. The two then are told to get back on their hands and knees and James grabs Kimber's head and burry's it in Bobbi's ass. Tommy claps his hands twice and the two come crawling over to his hard cock. Bobbi and Kimber work together worshiping Tommy's cock as James Mogul sticks a thumb up each of their pussies and smashes vibrators against their clits. The two scream muffled screams of ecstasy while they cum with ones mouth stuffed with cock and the other balls. Later we find Bobbi Dylan with her legs bound with rope spread eagle, her small natural breasts bound, suspended, swinging next to Kimber Woods in a predicament of very her own, suspended on her side by her tits and one foot. Tommy Pistol pounds Kimber's pussy and ass then moves over and fucks Bobbi's pussy while James flogs. After the two get fucked senseless in a double suspension, they're taken down and Bobbi gets placed on a trunk with her arms bound behind her back and one foot tied straight in the air. Kimber woods crawls on all fours to Bobbi's pussy and furiously licks while Tommy fucks Kimber's ass. Bobbi and Kimber switch places and Tommy presses Bobbi's face against Kimber's pussy giving him three holes to fuck.

Found And Fucked: A Gangbang Parody

Found And Fucked: A Gangbang Parody

Donny Sins, as Michael, is out snooping around for something to do when he comes across an abandoned old theater and the horny Nenetl Avril, as Star. Nenetl flashes one of her perfect breasts and lures him inside where he's soon confronted by her lost and horny friends. They taunt Donny into joining their brood, and then proceed to use Nenetl for their filthiest sexual desires. Nenetl is smothered in cocks and sucks them all, especially Donny's huge fat dick, which she gulps down with a passion. Each of the guys takes turns fucking her mouth and throat before spreading her wet pussy open and filling it with cock. They fuck her hard, all the while smacking her beautiful tits and smooth perfect ass, taunting her to take Donny's massive cock deeper and harder. He finally slides it into her tight ass, and fucks her wide open as she cums. The guys flip her over and double penetrate her, pounding her slutty pussy and hungry ass with dick as she continues to choke on cock after cock. Nenetl continues to cum, overwhelmed by so much hard fucking, until she's put on her back and every guy shoots his hot load all over her beautiful naked body. To add humiliation to her exhaustion, her mouth is finally used as an ashtray. Fucked and used, she's lost in her filth.

Extreme Anal Training: Anna De Ville

Extreme Anal Training: Anna De Ville

Anna De Ville is a pretty petite anal whore who came to The Training of O to have her ass stretched to its limits. We start with Anna tied in rope bondage with her ass in the air and a ball gag in her mouth. Tommy Pistol spanks and stretches Anna's ass with his hands getting it ready for a big acrylic toy. Tommy then fucks her ass with the toy, violently stirring it around and pops it in and out of her ass with ease making Anna's asshole gape so big you can see all the way into her pink butt tunnel. A short distance away, Tommy has placed two glass butt plugs on the ground. He explains that the only way she'll get any cock is to waddle over and shove both glass butt plugs up her ass and waddle back. As she does so with ease, Tommy rewards her with a proper face-fucking and crams his cock and balls all inside her whore mouth. Tommy then makes Anna give back his toys. As suspense builds, Anna eventually pushes both glass toys out and reveals to us her pretty rosebud. With her ass still in the air, face shoved on the floor with her legs and wrists tied with rope, Tommy double dips and pounds Anna's ass and pussy in pile driver back and forth. Tommy then has Anna fist her own ass while he flogs her. In the next scene, Anna De Ville shoves Tommy Pistols cock in her ass in reverse cowgirl with clamps on her nipples and breast bondage and rides his cock until she cums. Anna then finds herself on a table completely naked in missionary with one leg in a frog tie. Tommy wrecks her gaping ass once again until he blows his load all over her face.

ANGEL FACE: Gorgeous Riley Nixon Double Penetrated In Desert Gangbang

ANGEL FACE: Gorgeous Riley Nixon Double Penetrated In Desert Gangbang

Angel Face: A Sexual Revolution, is a tale of lust, desire, and envy! Riley Nixon is a freshman forensic science major, investigating an old mining town for clues into what really happened to the mine owner's wife, a century earlier. The myth of sex and domination has Riley so captivated, she loses herself in her investigation, finding herself set upon by figments of the past, horny miners with only one thing on their mind: to take Riley as they took the mine owner's wife, and fuck her again and again. After combing the town and the old mine for clues, Riley comes face-to-face with the miners in an abandoned house. Overwhelemd, she willingly submits to them, voraciously swallowing all five cocks in her throat as they grope her beautiful big tits. But Riley wants more. She wants to fully live the life of whorish depravity the same way the mine owner's wife did, to get fucked hard by a revolving door of men! The miners sense this, each of them pounding her wet pussy, one after the other. They turn their focus on her asshole, pounding it deep, sending Riley into orgasmic fits as she continues to suck and stroke their dicks. Before she knows it, she's being double penetrated in her hot, slutty pussy and hungry ass. So much cock slamming into her holes! She cums several times under the punishing onslaught of rock hard dick, pumping and stretching her with every orgasm, until she's finally put on the floor and showered in a heavy rain of hot cum. She feels her body twitching with orgasm and tastes the sharp tang of cum on her tongue, filling her mouth. With all those hot loads she finally gets exactly what she wants... to experience the outrageous, liberating life of that slutty miner's wife!

Chance to Advance

Chance to Advance

Blonde, blue eyed, big ass beauty AJ Applegate is the wife of an up and coming corporate VP Lucas Frost. He is about to be layed off but has the Chance to Advance to this prestigious position if he is willing the play the game. Frost's boss Tommy Pistol likes to fuck the wives of his employees and will hire the right man for the job depending on how far the wives will go.When Lucas goes home after the interview AJ welcomes him with a sweet smile and sexy blowjob. She pushes him down on the bed and rewards him for getting through a long day at work. AJ knows how to suck cock and she looks so pretty doing it.When Lucas tells AJ what its going to take to keep his job she is appalled but wants to support her man so she is willing to help.Bossman Tommy Pistol comes over for dinner and reminds them both that Lucas does not YET have the job. He asks AJ to show him her tits and after some awkward conversations a full on fuck fest ensues. Tommy wants to find out how submissive AJ is so he puts a red ball gag and leather leash on her to start. He puts her on all fours with that big curvy ass in the air while she sucks Lucas's cock. This kinky threesome has rope bondage, flogging, face fucking, pussy fucking, anal, ass to mouth, pussy to ass to mouth to ass to pussy and back again, this dinner party is going swimmingly! Later on the couch Tommy fucks AJ from below while Lucas fucks her ass from behind. Double penetration is AJ's favorite. Her hands are tied so she can't do anything except take it. They flip her over and do reverse cowgirl with Tommy's dick in her ass while Lucas fucks her pussy until she is loving it! Finally AJ gets off with the Hitachi while Tommy and Lucas shoot their loads all over her cum-drunk face. Watch AJ get totally fucked while she helps her man with the Chance to Advance.

Dirty Business

Dirty Business

Beautiful brunette Casey Calvert is in over her head. Her boyfriend Tommy Pistol wants her to steal some business information from her employer. She is hesitant but after she has a great time sucking Tommy's cock she follows through until she is caught by her tall blond goddess of a coworker Alexa Grace. To gain her trust back Casey goes down on Alexa and eats her shaved pussy until she cums. After Alexa makes Casey call Tommy and tell him she's not going to steal for him anymore Tommy comes knocking on the door to get back what is his. He throws Alexa out of the house, ties Casey up in rope bondage and fucks her good while Alexa watches through the window outside. Tommy's cock is looking pretty appetizing to Alexa so she gets in on the action. A threesome ensues with pussy eating, ass licking, hair pulling, face sitting, rough blow jobs, fucking and flogging. After that both Casey and Alexa are tied up tight while Alexa and her small perky tits get off with the vibrator and Tommy fucks both of them back and forth. Alexa and her Hitachi are a sight to see as she can't stop cumming from all the action. Tommy fucks Casey in the ass and then makes both of the girls suck his dick until he gives these chicks a facial. Check out these two hot sexy gorgeous gals get cum drunk doing Dirty Business!

SEX WITCH: Cherie Deville Takes Five Hard Cocks in Dystopian Fuck

SEX WITCH: Cherie Deville Takes Five Hard Cocks in Dystopian Fuck

In this epic, dystopian future Hardcore Gangbang, blonde bombshell Cherie Deville is a lust-filled Sex Witch, a warrior fighting for the right to sexual pleasure, who's only a few steps ahead of the militant hordes sent to destroy her. Isolated in the desert, Cherie fortifies her bunker and seeks strength from the spirits of the witches that came before her, so she might fight off--or better yet, SEDUCE--the savages pursuing her! When the five hunters reach her, they take her down and proclaim their judgment. But Cherie's sexual will is far too powerful. She bewitches them with her huge tits, slutty pussy and hungry ass, compelling them to whip out their hard cocks so she can suck and fuck them all! She pounces, taking every hard cock in her eager mouth, working the men into a sexual frenzy from which there is no escape. Out of control, they rip her remaining clothes off, setting her up on a piece of dilapidated old furniture for a nonstop, airtight, savage fucking! Cherie eats up every moment and descends into pure depravity as she takes every hard cock in every hole. She begs for more with her filthy mouth--for more intense pleasure, for more raging dick--and she gets it! The men DP her, sending her into an orgasmic fever as she cums again and again, always returning for a more vicious fucking. Tingling from head to toe after cumming so much and so hard, Cherie is finally drenched in hot cum. Each of the men, fully spent, shoots their angry load into her face. Fully satisfied, and after converting all five men to her wanton sexual cause, she writhes in bliss with the desert all around her, thanking her goddess for all she has received...every last drop.

Reformed Living: The Mormon Way

Reformed Living: The Mormon Way

When Nikki Hearts posts a video on a dating website for reformed Mormons, she's not looking for confession -- she's looking to relive all her past transgressions with new cocks! Luckily her new potential Mormon husbands are easily led into sin. Nikki sucks all their cocks greedily, spitting on them, and working them with her hands and mouth. While she's sucking cock, Nikki's future husbands take turns fucking her pussy and ass. After Nikki is set free from bondage, she can't get enough cock! She gets all her holes and hands filled at once. But it seems no amount of cock can satisfy her! Nikki takes it all and demands all the cocks, leading to double penetration, double vaginal, and double anal. Once Nikki is satisfied she gets baptized in the cum of her future Mormon husbands.