Penny Barber is bustling around the house preparing a cookie plate for her thick dicked step-son to get home for Christmas. Her husband is safely scheduled to return a day late, leaving her lots of time to get all her slutty holes filled and get her round ass punished for all her misdeeds this year with a strict belting and caning. Huge tits bouncing in her Christmas sweater she runs right into a holiday disaster: her step-son making out with his goth girlfriend he brought home for Christmas. Cookies come crashing to the floor as Penny regards her new rival Ivy LaBelle. A curvy perfect body to match Penny's with plenty of attitude, iconoclast Ivy is having none of Penny's holiday cheer, and drags her boyfriend upstairs to fuck her in tight bondage, flogging her wet cunt, and spanking her big round ass. Xander takes Ivy to task for thinking she's superior to his step-mother, but nothing prepares him for when Penny charges right up the stairs and calls him out of his bedroom in a clever bid to get some. He politely tries to stay out of trouble, but Penny get's right on his cock and tell's him she needs her punishment. Her handsy bullshit activates a sadistic flare in him, and he throws her over the couch, spanking the shit out of her, belting her ass, and giving her a strict caning. Putting her in tight belt bondage he plows her ass hard and fast, making her scream and cum like a whore in the living room. However, even that isn't enough for Penny. She waits like a cat for her prey in the living room all night, and eventually is rewarded when Ivy appears to steal some cookies from Santa's platter. She gives Ivy her Christmas present early: a big metal butt plug to prepare for her step-son's monster cock. Before she can get fucked, Ivy has to endure confessional, having hot wax dripped all over her tender flesh, flogged off, and made to hold her orgasms back while holding heavy buckets of coal. When Penny is sure this little goth slut is good enough for her step-son, she commences in training her how to take a huge dick in her tight ass, smothering her new step-daughter in her tits and cropping her swollen red cunt until she cums, shuddering and screaming in front of the Christmas Tree.

Curvy Mommy Penny Barber is busy cleaning the house for long lost Uncle Ramon's arrival and scolding her hot little piece-of-ass step-daughter for being a brat. Both ladies think that uncle Ramon is simply visiting to straighten out a small mistake in the will, not knowing that his brother did actually leave him everything, including them. He immediately starts by retracting the family Porsche from spoiled little princess Moka and makes her earn back the right to even touch the car. An over the knee spanking and flogging help her get the picture Soon she has a cute little shocked expression as she gets on her knees, handcuffed, to suck dick and get fucked with tight nipple clamps, gently kissing the bumper of the car that used to be hers. After putting Moka back in line he heads right upstairs to let the secretly submissive housewife Penny Barber know that Daddy is back in charge. Throwing her over the sink, he beats her ass red with a wooden spoon and instructs her in how she can keep paying the rent with her bouncy tits, wet mouth, and hot jiggly ass. Clamps on those big luscious tits, and a sold face fucking on the kitchen floor get's Penny's pussy wet, and soon she is begging to cum against the kitchen counter with her apron above her hips. Ramon shoves his thick cock in her ass sending her over the edge into screaming orgasms that she endures further humiliation and beatings to get. Moka discovers them there, and embarrassed yells at her Step-Mommy, only to be reprimanded by both Ramon and Penny. Moka is placed in a tough standing suspension and made to suck and fuck as Penny places strip after strip on her coed ass for calling her a whore. Drooling and begging and screaming apologies Moka does her best to remain composed, but eventually has to cum and does so with her feet lifted in a full suspension. After promising to be a good girl she is let down and allowed to take her Mommy's fist and lick up her Uncle's cock fresh out of Penny's hungry ass.

It's Cadence Lux's first training and she's ready to prove herself. She has a beautiful body, perfect breasts, legs for days, and expressive eyes. First, she is tied upright and spread eagle for inspection. She is gagged with a strap of leather and flogged all over. Once her gag is removed, the games begin. One of her legs is marked "Good" and the other, "Bad." Each time she is good, she receives a caning on the corresponding leg and vice versa. Cadence loves brutal, degrading treatment, and she cums hard, squirting, and since she asks for permission like a good girl, she receives a bright stripe on her "Good" leg. Next, she is bound in a chest harness with industrial clamps on her nipples. This good little cock whore delivers a messy spit-filled blow job. She strains against the ropes holding her back to choke on cock like a good little slut. Cadence is an enthusiastic cock sucker and ends up covered in spit and drool. For doing such a good job, she gets rewarded with orgasms and another stripe. Now the real fun begins. Bound on her elbows and knees, Cadence begs for cock as she gets flogged, spanked, and zapped. She loves getting her pussy filled and once she has a dick in her, she pleads for permission to cum until she is granted release. She cums hard multiple times on dick and is still hungry for more. Finally, the real and final test begins. Cadence is bound with her cunt exposed. Her nipples are clamped and attached to her toes. If she puts her leg down, her nipples will bear the pain. As she struggles to keep her leg upright, she gets fucked, flogged, and caned. Caught in between pleasure and pain, this greedy painslut cums hard. She keeps cumming through all the pain and impact play as her pussy is fucked, fingered, and vibrated. At the end of the day, it's clear: Cadence is not only a good whore, she's also a tough painslut.

The beautiful buxom brunette Karlee Grey submits entirely to the dark and handsome Ramon Nomar. These two give it their all in this hot and sweaty episode of The Training of O. The scene begins with Karlee standing, legs apart with her arms raised above her head, a spreader bar between both ankles and her hands bound by leather cuffs attached to the ceiling. Ramon swings a single-tailed whip around and around repeatedly smacking Karlee's ass through her polka-dot mini skirt. He rips her shirt open, exposing her big natural tits squeezing and slapping them from behind. He asks what she wants and she replies saying she'd like all the pain he'd like to give her, and so there it begins. Ramon repeatedly smacks Karlee's pussy with a crop, applies nipple clamps to her tits and zaps her with electricity. He ties one leg up in the air, blindfolds her with his shirt and fucks her senseless until she's begging to cum. In the next scene we find Karlee completely naked on her knees, bound with rope to a wooden St. Andrew's cross with a vibrator held in place and affixed to her pussy. Karlee gets her mouth used like a whore as she sucks and gags on Ramon's fat cock over and over until her tits are dripping with spit. Later Karlee finds herself placed on a box in another rope bondage predicament face down and ass in the air, wrists bound to her ankles. Ramon gets the clover clamps and attaches one to each labia and slides his meaty dick into her slutty pussy and pounds it hard deep and fast. Karlee begs and begs to cum but Ramon is too amused by her cries and will not allow her to have an orgasm until he hears her screaming at her most desperate. In the final scene Karlee is on her back, blindfolded with her tits tied up. One foot tied in the air and the other pulled to the side by another rope. Ramon continues to torment her with zappers vibrators and extreme orgasm denial as he wrecks her pussy once again ending in an orgasmic crescendo

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!

Realtor Lotus Lain is excited. Her client, TS Foxxy, seems to be enjoying the house she's showing her. TS Foxxy is interested is the house, but not as much as she is in the beauty before her. As Lotus shows her the rooms, Foxxy has only one thing on her mind, and her flirtation makes it known. Lotus is flustered by Foxxy's come-ons, but Foxxy is obviously smoking hot and Lotus really doesn't mind the attention, even as Foxxy opens her blouse and exposes her lacy bra. Lotus is ready to make a deal today, so she and Foxxy start negotiating. Foxxy says she'll sign if that means she'll get Lotus too. Turned on as Foxxy woman-handles her over the couch, Lotus eagerly agrees. Foxxy gives Lotus a spanking and then leans in to sniff her pussy. Lotus moans as Foxxy bites, kisses, and licks her inner thighs. Foxxy removes her panties and spits on Lotus' pussy before leaning in to lavish it with licks. She uses her fingers to coax Lotus to the brink of orgasm, before pulling back and having Lotus undress her. She commands Lotus to her knees and pushes her glorious ass into Lotus' face. Lotus buries her face in Foxxy's ass, licking Foxxy's perfect asshole. Next, Lotus takes Foxxy's cock in her mouth. Foxxy loves seeing Lotus' big eyes looking up at her as she fucks her mouth. Drool leaks out of Lotus' mouth as Foxxy makes her take every inch. Once they're both undressed, Foxxy slips her cock into Lotus' cunt and gives her a hard pounding in doggy. Lotus moans, clenching around Foxxy's cock. She loves the way Foxxy's cock feels inside her and cries out as Foxxy pummels her hole. Then they flip into missionary to continue fucking. Foxxy slaps Lotus' breasts and fills her mouth with fingers. Lotus cums hard as Foxxy fucks her just right. Finally, Foxxy blows her load all over Lotus.

It is always the quiet ones that you have to watch out for. Sexy girl next door Roxanne Rae returns to The Training of O to continue her training at the hands of the sadistic Ramon Nomar. Don't let her coy smile and glasses fool you. Roxanne is a brat that needs to be put in her place and reminded at whose pleasure she serves. It is a beautiful summer day and Roxanne hasn't done anything all day besides twirl her beautiful curly brunette hair, eat potato chips, and play with her lacy panties and little pink pussy. She was supposed to have dinner cooked for Ramon when he gets home from a long day of work but instead Roxanne has been on her phone texting and flirting with people. When Ramon gets home he is furious and tries to confront Roxanne about her lack of discipline and her lazy ways. The only defense that she offers is back talk and sass. Infuriated, Ramon grabs his wanton slut by her hair and drags her kicking and screaming into the bedroom so she can receive her punishment. Ramon decides that the best way to shut his little masochistic slave up is to tie her to the bed and then clamp nasty clothespins to her tongue and her pussy. Her temperament begins to improve when she remembers her place in the home. He shoves his massive, throbbing cock down her mouth and she winces from the pain of the clothespins. She quickly wants to please her master and apologizes for her insubordination. Ramon only laughs and rewards her by jamming his dick down her throat again and again as she drools and makes a mess of herself. Satisfied with her devotion he then jams a hitachi onto her pussy and makes her beg to cum. She grinds on the vibrator purring with delight and pleads with her daddy to let her climax. Ramon is a reasonable man and allows her a brief moment of pleasure. But her delight is short lived and he quickly ties her face down and ass up with her wrists tied to her ankles in tight rope bondage. He mercilessly whips her with a set of mean black leather floggers while she begs to be taught a lesson. Once her smooth skin is tenderized Ramon jams his stiff rod into her pussy and she screams with delight. Mercilessly pounding her greedy cunt into submission he then penetrates her hungry asshole and gives her the anal fucking that she is craving. He plows away and brings Roxanne to the edge of ecstasy right before stuffing her greedy mouth full of potato chips. But Ramon is not done yet. He ties her spread eagle to the bed and starts to fuck her tight little asshole with renewed vim and vigor. Grabbing her by head he fucks her harder than her slutty ass has ever been fucked before. She screams with pleasure and begs her dom to give her his cum. And in one last moment of sweaty bliss Ramon cums all over her pussy and then spoon feeds her his massive load. Roxanne Rae learns her lesson and gets fucked in the ass while bound in tight rope bondage!!

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.

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.

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!!

Standing in a brutal stapaddo is painful enough for Elise Graves. We have her feet secured to the floor in solid metal boots so she is not going anywhere. When her legs get tired she is going to want to sit down and the only seat available just happens to be a bed of spikes. She wants to cum from the vibration on her clit but there are so many things hurting her at the same time it is nearly impossible. The suction cups on her nipples are like a non-stop, tugging pinch. The spikes under her ass are digging in hard enough to leave dents. The collar around her neck is barely allowing Elise to breathe. How is a young slut supposed to orgasms through all of that? The marks each of these treatments leave are amazing. Her nipples are distorted, her ass is on fire and she cannot hold back the screams or the tears. At one point she had subtly done makeup. Now the mascara is smeared around her eyes. A few stickers tell Elise that she's been doing a good job in the most humiliating way possible. The savage caning that Elise takes next is enough to leave her weak in the knees. Again, she is left sobbing. We want her staring into the camera for every stroke and that level of concentration means she has no way to block out the pain. Even if Matt has a hard time hitting her around the frame she is secured to, each time he lands a blow it gets a response.

Naughty, horny people tie up and humiliate luscious brunette babe Francys Belle in a tattoo studio. This chick gets to experience hardcore erotic asphyxiation, spanking and wild sex, until her mouth gets filled up with cum by Pablo Ferrari

It's Only Natural:MILF Professor Made Anal Slave by Step-Daughter Uppity gorgeous ivy league professor and her step-daughter think they have a big dick summer fuck boy when intern Xander comes to stay for the summer. Professor Alana Cruise wastes no time showing Xander the lay out of the house, his room, and then her wet hot dripping cunt ready for some dick. Xander is shy at first, but soothed by her talk about revolutionary work relations and everything being natural, he goes ahead and dommes the shit out of her with a strict flogging, face slapping, spitting, and spanking. When her rich ass is bright hot red and raised in the air she takes her from behind, fucking her into complete cumming submission. He doesn't both asking before sliding right into her tight ass, fucking her like a cheap whore and humiliating her for cumming without permission by throwing her on the floor and choking her out with his own tie while she gets herself off with her hand. Much to his surprise, after cumming she jumps up like nothing happened and reminds him to prepare their conference presentation for the next day, leaving the room as quickly as she came onto him. Devious little teenage beauty queen Avi Luv entertains herself with trying to embarrass Xander, letting him know he isn't the first scholarship student her mother has invited to the house for sex and that he won't be the last. Her big green eyes widen with surprise and pleasure when he reaches up and grabs her by her arrogant little neck, throwing her down on the family couch and spanking her ass a deep red. Covering her tight little tits with clamps, he taunts her and throat fucks her in turn. She seems to lapping it all up until he puts a tight clamps on her hungry little clit and fucks her with deep long strokes on the living room floor. Placing the clamps from her tits to her mouth, her stretches her face into a degrading grotesque smile and fucks it with his cock. Stunned, she takes everything he has to give her. Heavily clamped with metal clovers, he bends her over backwards in a stressful bondage tie and fucks her while waiting for her mother to come home. Avi's face and cunt are left completely vulnerable for fucking, and Xander uses each hole in turn until her Professor Cruise comes homes and has her face shoved in her daughter's well used cunt to lap it all up. Playing them off against one another, Xander watches them shift the blame and takes floggings for their part of play in this family tragicomedy of errors. Beaten red and screaming in tight rope ties, Xander takes him time fucking all their holes, watching them come around to love his cock and eating each other's pussy's with taboo pleasure.