The pain slut is on his hands and knees as Goddess Tangent and Mistress Jewell admire their artistic whip marks on the slaves back. The only problem is that the slut’s ass doesn’t match the color of his back now. The Goddesses are nice enough to fix this embarrassing problem for him. They make him beg to be beaten again. After he properly begs and pleads to be punished and caned, the slave is positioned over a spanking bench. His ass and balls are totally exposed. Mistress Jewell grabs the bitch by his balls and threatens to cane his bulging balls. The two gorgeous Mistresses smile and laugh as they painfully poke and prod his balls with their canes. Jewell and Tangent keep squeezing and torturing his balls until he is squirming and crying for mercy. They make fun of the pathetic slut for being such a wimp and baby. Now for the main course! They take turns warming up the slave’s ass with their firm methodical cane strokes. The helpless slave screams as Goddess Tangent and Mistress Jewell give him a relentless beating with no mercy. They laugh hysterically with delight as the slave suffers from the beating. Mistress Jewell gets so much into beating her slave that her corset breaks. Of course, that’s the slave’s fault! The punishment continues until they are satisfied. Cane marks cover the poor pain slut’s ass and legs when they are finished with him.
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Pierson’s Picks – Veronica Spanks – A Series
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The Anal Submissive MILF And The Big-Titted 19 Year Old

Stefanos and Aiden are running a test to determine the best raw material for an Upper Floor servant. Is it an experienced pervy anal MILF, who’s a hardcore bottom with years of BDSM experience? Or is it an eager know-nothing teen with huge tits, a can do attitude, and dick sucking skills to spare? London River is the pervy MILF, tied to a vibrator, with clamps all over her body. Amilia Onyx is the horny teen. The rules are explained to both of them, and the guests roar with laughter as all hell breaks loose. London’s made to hold the trays while Amilia’s set loose on a gigantic cock. Trays are dropped, the teen trainee tries desperately to pick up the slack and hold them, while drooling all over a massive dick. And London is shocked with the zapper and the cattle prod repeatedly. All the pain gets London’s tight pussy wet with anticipation, and Aiden can’t help but slip her fist in there and make her beg to cum. Stefanos ups-the-ante by placing heavy chains all over her exhausted outstretched arms and tells her to cum, but only with her arms extended like a well-disciplined slut. She is rewarded with dick in her hungry, freshly fisted hole, while Amilia is made to lick her pussy and take a spanking. The crowd goes wild, fucking on all the couches and caning their subs, and the room is alight with blow jobs and swinging couples. Sebastian Keys and Rain DeGrey have a long overdue first play date. They start by wrestling to determine who’s on top. Sebastian is victorious, leaving a slutty Rain begging for her pussy to be flogged. She sucks his cock and crawls around the floor licking his boots. She does such a good job Sebastian rewards her with a fat load of cum on her pretty face, leaving her panting on the floor. Aiden has decided it’s time for Amilia to take some dick and ties her her legs spread with tight rope. Stefanos interrogates her while she gets slammed with the biggest hard dick she’s ever seen. That milky jiggly ass bouncing on cock impresses the guests and they come over to cheer her on while River gets a test of her own. All she has to do is beg for permission to cum and hold her orgasms, but it’s a bit difficult for this hot MILF babe when she’s tied up on sybian with Stefanos stepping on her worn, red pussy. Aiden tries everything, flogging, cock sucking, humiliation, but the thing that finally gets London to behave is the promise of licking Aiden’s pussy. Screaming and sweating on the machine, she is rewarded with her Governess’ perfect cunt on her face. Amilia finally gets the picture herself, and delivers a perfect recitation of the House Rules, after facing the cattle prod and the cheers of several instructive house members. Her wild orgasm with London swallowing all her toes like a foot whore is worth all the suffering. Stay tuned for Part Two of this evening, coming soon.
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Lady Victoria Valente in a real kinky corporal punishment session. The balls are fixated at o heavy steel ball so he cant move anywhere and must take his punishment with the cane
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Goddess Sheena has her slave on his back, naked on the floor. With her cane in hand, she proceeds to have a little “discussion” with her slave. She is toying with her prey prior to her attack. It doesn’t take very long before she can contain herself and has him restrained and ready for his beating. Goddess Sheena lays into his backside quite viciously, with a huge smile the entire time. You can see in her wicked smile how much Goddess Sheena enjoys punishing a slave, especially with a cane. Hopefully this slave learned his lesson, and next time Goddess Sheena wants her wine, she better have it.
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This is the third clip in this series. Lily has previously blackmailed the school principal when he tried to take advantage of her as a new teacher. The relationship has now progressed and Lily has decided that she rather enjoys having the principal over and today she actually wants to dominate him. She tells him to get over the bench and she warms him up by spanking him with her hand. The poor fool is so rattled he can’t even count out the number of times she spanks him. Too bad, that means more punishment. “I am a teacher and it’s my job to teach you this lesson” she tells him. Lily looks scintillating in her all black pvc outfit and her gorgeous stilettos. Next Lily grabs a studded paddle and takes it to his ass. The principal starts to leak pre-cum from his cock and his ass is starting to get a rosy red. Now she decides to really go at him and fires off a volley of hits causing the principal to really yelp in pain. “Now it’s time for your final lesson” Lily says, “And this is going to be worth 50% of your grade.” She takes the flogger this time and starts to strike him with it, making him thank her after each hit of his ass. “Since we’re both kind of new at this, I’m going to need you to come back every day” she tells him, laughing when he pleads for no more.
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Tight Bodied Teen Star and Anal Step Mommy Fuck Director’s Huge Cock

Tight bodied teen Isabella Nice is done being managed by her over bearing Step-Mother Penny Barber. Unfortunately for her, she doesn’t know Penny has been using her hot body and slut skills to buy Isabella every role she’s ever had. When the director send Isabella away for wardrobe, Penny is ready to pay him interest on her daughter’s big chance, getting on her knees and groveling for dick, her big nipples chained up with clips while she squirms and whines under the zapper. Tied in a tight strappado and bent over a chair, her big MILF ass is ripe for a hard caning, which she made to beg for. Smart mouthed as always, Penny is covered with red welts and ready to take a deep dicking her her ass and pussy. Unfortunately, Isabella comes back by the room and begins to understand how managed her career really in. Taking matters into her own hands, she offers her nubile little body to the director hoping to make it in the big leagues on her own. Seth puts her on the floor and shows her exactly what her is looking for in her performance. Slapped around, her labia tied to her toes in a painful squat with a vibe pressed to her pussy she starts to learn voice projection as she screams and begs for more cock in her throat, more orgasms, and to have the painful zipper torn off her body. Thrown over the bed and tied up she has her wet swollen clit cropped until she earns the fucking she was begging for. Cumming from the electrical torment and the cock in her tight pussy she really gets into her role. However, Mommy is none to happy, and decides to teach Isabelle about the finer points of acting, throwing her over her knee for a hard spanking, then humiliating Isabella and presenting her daughters reddened ass to the director for further use. Tied up in a painful partial suspension, Isabella is fucked, cattle prodded, and eventually thanking her Step-Mommy for every time she gets her little clit licked. Penny teaches Isabella how to take a cock in her ass with an up close lesson, including cleaning the cock off every time it comes out of Penny. For her biggest role ever, Isabella has her tiny tits clamps and tied and it made to take an athletic ride of the directors dick until her mother is satisfied she has learned her lesson and let’s her cum and beg for a big load on her face.
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Tags: Caning, Milking
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Pretty and Sassy redhead Maddy is almost constantly in need of a good hard paddling. Bent over in tiny jean shorts, the big school paddle is applied vigorously. Pulling her shorts down, the swats are repeated on her exposed cheeks. With her panties lowered, a giant paddle bruises her bare bottom. Exactly what Maddy Marks needs.
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One of Whippingsham’s Spanish students, the lovely MILF Montse, overslept and was late for college again!. The Director paid her a visit at home and after a good spanking he made her get a nice big solid old fashioned Slipper which was used on her naughty bare bottom just like her Grandmother used to do.
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Isabelle is required to do her work in the teacher’s lounge as a result of being a constant distraction in class. The dean comes in and addresses her behavior with a very strict bare bottom strapping.
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Veronica Ricci had spanked Ashley Lane a few weeks ago for not standing up for herself. But now Ashley is bullying other girls, taking this directive too far. So Veronica teaches Ashley another lesson on her already sore bottom by putting her over her knee for yet another spanking, this one with hand and a leather paddle. Ashley is so sore she can’t sit down and hopefully learns her lesson this time.
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In this remastered traditional classic, Clare Fonda spanks her 2 girls (Veronica Ricci and Lilia Spinoza) over her knee – over their 50s style dresses. This is a very retro scene.
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Syren de Mer Submits Every Hole to Helena Locke

Helena Locke has high expectations of her subs, especially Syren de Mer, who comes to her ready to submit. The chemistry between them is dripping hot as Helena uses Syren in every way, punishing her when she disobeys, and rewarding her for a job well done. Syren’s put in multiple positions, including an inverted full suspension, and on her back in chains, as she’s subjected to anal strap-on fucking, flogging, caning and spanking. Syren arrives at Helena’s dungeon to find a letter, telling her how to present herself. Helena arrives and immediately corrects Syren for her backtalk and sloppy presentation. She puts her on her knees and flogs her ripe ass, the leather swatting her hungry pussy with each strike. Helena then pulls Syren down on her boot and makes her slide her dripping cunt all over it before licking it clean. Syren is then put in an inverted suspension so Helena can have unrestricted access to her creamy pussy. She flogs Syren and eats her pussy, giving her a little pain and a little pleasure at the same time. She then canes her, swatting her legs and her cunt and her ass, before fucking her with a dick-on-a-stick. Syren can’t keep herself from cumming, even as she’s made to beg for permission. Finally Syren is chained by the ankles and wrists as Helena fucks her tight ass with a strap-on. She torments her at the same time with a vibrator, and Syren can barely take it. She struggles to ask permission to cum while at the same time trying not to. When Helena finally allows it, Syren cums hard, repeatedly. But she’s not done yet…Syren still has to give her domme an orgasm, so Helena sits on her face and rides her tongue until she cums. She leaves Syren a used, abused, fucked mess on her floor, and Syren loves every bit of it!
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