Gold-Digging Anal Teen Learns the Old Fashioned Way

With a sexy young body and an airy sense of entitlement, Chloe Cherry is any Step-Mother’s worst nightmare. Whenever Chloe needs some more money, she has no qualms about popping by her Step-Father’s house to suck his dick and get another loan. Submissive and sexually curious, this has been a long standing agreement with her and her Daddy/Master Tommy Pistol, but when she rolls up unexpected in a hot little dress looking for some good fucking and a little lipstick money, Tommy is a bit apprehensive- until Cherry get’s on her knees and put’s her greedy little hands all over his cock without permission. Clearly in need of a submissive training update, Tommy takes her through her paces with intense face fucking, spanking, hard flogging, nipple clamps, and some humiliation. What do bad girls get when they steal orgasms? They get fucked in the ass, bent over on the kitchen floor and used like a little sex doll. Enjoying both her holes Tommy gets close to cumming, but hears the sound of the front door opening and puts his cock away, demanding that Chloe get in her clothes FAST. His new fiancé and stopped by – the gorgeous and intimidating Helena Locke. She takes one hard look at Chloe and you know there is going to be trouble for this little blond minx. Once Tommy has left them alone to get acquainted Helena takes full advantage of the situation, stripping Chloe of her heels and dress, throwing her naked teen body on the floor and making her pick up her clothes while being brutally flogged, zapped, and spanked. Helena stuffs her fist in that sweet young pussy, only to deny Chloe and orgasms. As head bitch and new step-mother Helena will always get her orgasms first, and grinds her pussy on Chloe’s face as she flails and screams from her spankings. Having came on Chloe’s face, she takes her thoroughly humiliated young miss downstairs to receive further punishment and discipline. Tommy returns to a comforting domestic scene: Chloe tied down to the Syrian with a full zipper and a service gag holding a perfect scotch just for him. Only problem is, he didn’t request this, and it seems his type A submissive bride to be has gotten a little bit ahead of herself. After Chloe apologizes for her misbehavior and shakes like a whore on the Syrian while being flogged, choked, and throat fucked, she has her zippers pulled off and struggles through the mot painful orgasm of her life. She’s not the only one bound for punishment. Helena is bent over the couch and has her perfect athletic body covered with thick cane stripes for being so presumptuous as to punish Tommy’s daughter for him, and assuming a role of dominance in his hierarchy. Fucked and begging for orgasms with a pink cropped pussy and red spanked ass, Helena leads by example, and shows Chloe how to really degrade herself and beg to cum like a slut.The whole new family unit takes a fuck ride not the couch, double stuffing CHloe’s pusy and ass, and sucking Daddy’s dick real good like a team.
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Katya feels a belt across her bare bottom after stepping over the line.
Copying a key to her boyfriend’s home and letting herself in while he’s away “just to check it’s ok” earns Katya Nostrovia a sore bottom in Sugar Daddy. John Friday is alarmed to discover her asleep on his bed when he gets home and uses a leather belt on her bare bottom to make sure she knows that arriving uninvited isn’t a good plan!
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Missed training sessions costs Lyra Bryant a butt-rippling bare-ass strapping.

Turning Lyra Bryant’s gym toned bottom a glowing red with a tawse is a routine part of John Friday’s job after she misses training in Fitness Fanatic. Her sponsorship could be in the balance, so Lyra decides to stick out her ass and feel the burn of a leather strap across her jiggling bare buttocks. Reaction Cam replay captures each yelping moment!
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Caroline Grey is an exchange student sent to us from America for two semesters. She is rude, ill mannered, sassy and shows no respect to the teachers. When the Headmaster called her into his office, she was her usual sassy self which earned her a severe scolding, having the back of her legs slapped and a quick hard spanking to get her to listen. Then the Headmaster gave her a proper St. Catherines style HARD! spanking
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Tears from a spanking with the dreaded hairbrush for sexy Katya Nostrovia
Katya forgets to collect Sugar Daddy John Friday from the airport, so he decides that only a hairbrush will remind her to keep a schedule. “I hate the hairbrush with a passion!” admits Katya, mascara smudged from tears and red-bottomed after a tough spanking. “It stings so bad I nearly took off!” Check out her Reaction Cam too!
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Lyra Bryant makes her spanking debut in the all new Fitness Fanatic!
Meet real-life athlete Lyra Bryant as she makes her spanking debut at Firm Hand with John Friday taking her to a new level of ‘training’ – reddening her buttocks with a series of spankings that test her resolve and set her cheeks jiggling. Commitment to her sports sponsors earns Lyra her first of many spankings In the all-new Fitness Fanatic.
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Bottom burned by 100 swats with a leather paddle: Alison Miller takes the heat!
Alison Miller suggested a Challenge series and we knew she’d deliver! In the second of her all-new series, Alison challenges John Friday to give her bare bottom 60 swats with a leather paddle. Then she increases the challenge by going from 60 to a full 100 stinging, cheek-bouncing swats! Seen from two angles, this is intense spanking action.
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Lazy Mechanic Nikki Hearts Gets Tag-Teamed by Boss & Client

Nikki Hearts has fallen behind again at her job working at Lea Lexis’ motorcycle shop, and Lea is tired of it! She refuses to make apologies on her employee’s behalf and decides it’s Nikki’s turn to face a frustrated client. So when Helena Locke arrives to pick up her bike, Nikki is put to task. Nikki can’t tell Helena when her bike will be done, only that it’s not ready. Helena is not pleased and now Nikki must make it up to her with good customer service. Luckily Lea is here to guide her. She commands Nikki get to her knees and worship Helena’s lean body. She smells Helena’s scent and kisses her all over. Then Lea and Helena strip Nikki of her mechanic’s suit. It’s time to see if Nikki can put in the work without getting distracted. They paddle her over Lea’s knee until her ass is bright pink. They take turns flogging and spanking her and using her mouth for their pleasure. Nikki services Helena with pussy licking as Lea tests Nikki’s multi-tasking abilities. She plays with Nikki’s cunt and Nikki cums hard. Next, Nikki is bound and outfitted with a strap-on cock. Helena slips that cock in her cunt and works it up and down, as Nikki struggles unsuccessfully to touch her beautiful body. Lea sits on her face and Nikki is trapped between these two dominant women as they use her body. Once Helena cums, it’s Lea’s turn and she cums hard as Nikki gets spanked while licking her perfect pussy. Finally, Lea and Helena strap-on cocks and tag team Nikki. Helena slides her fat cock into Nikki’s pussy while Lea flogs her and fucks her mouth. Nikki’s moans get louder and louder as her holes get worked open by these motorcycle goddesses. When Helena is done with her pussy, Lea pushes her cock into Nikki’s tight asshole. She makes Nikki spank herself as she thrusts in and out of Nikki’s ass. Nikki is allowed to rub her pussy and cums hard with Lea’s cock in her ass. Then Lea and Helena take turns using Nikki to orgasm. Once they’re finished, they leave Nikki to her work. Maybe now she’ll be able to focus.
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Miss Jasmine’s hubby slave kneels in front of her as she pulls on his nipples, which he apparently likes in spite of his whining, because he’s rock hard. She tells you that she’s trained him to do all the domestic chores, but no matter what, there’s always a slip-up or two. She tells hubby she has just found some crumbs on the floor in the kitchen. He says he’s sorry but she has even worse news for him – there was fluff in the dryer! Does this slave have no shame? How can someone be in the presence of a Goddess yet continue to make these sorts of mistakes?? She picks up her wooden spoon and spanks his man tits before telling him to get over her knees. “This is how I keep a successful marriage” she says, as she spanks him with her bare hands.

She reminds him that she’s going to a party shortly and that when she returns, things had better be spotless. She gets his ass glowing pink with repeated blows administered by both hands, and says his incompetence is a direct result of not being spanked enough. She continues to spank him and reminds him of her pet peeves; things which must never be overlooked – sloppy things like soap bubbles in the sink drain, and so on. “We’ve been married long enough for you to know what needs to be done” she says. She tells him he must hand wash her sexy lingerie, the stuff she wears for other men, and do the cooking, before she picks up the solid wooden brush to give his ass a few good smacks. The slave knows what’s coming and his sins will not go unpunished. Jasmine knows she has to be brutal and show no concern for his pain or his screams if she’s to mold him into the perfect husband; one she’s proud to show off to her friends. “You must try harder” she says, as she lets loose with repeated blows across his ass. She reaches between his legs and squeezes his nuts between her hands. The beating intensifies until his ass is crimson; her favorite color. She asks you if you could take the same kind of beating. Hubby cries out as his ass explodes with color, but Jasmine doesn’t let up; he needs this and would be doing himself a disservice if she stopped. She tells him to crawl into the kitchen, find the errant crumbs, and lick them up. As he crawls, she follows him into the kitchen and continues to wail on his ass. “I put so much into our marriage… he doesn’t deserve me” she says with a smile.
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Alison Miller takes a series of spanking challenges to test her bottom to the max!
Alison Miller’s bouncing bubble butt is always a hit at Firm Hand, so what better way to celebrate her bootylicious buns than taking a series of spanking challenges! See Alison talk about her favorite – and most dreaded! – implements to John Friday and go longer, harder and more serious with every spanking. Full Reaction Cam replay too: can’t wait!
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This hawt by a woman needs to dig her true sexuality fulfill all your wildest wishes. Pleasure and ache 2 sides of the same coin.
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This is another excellent film in our School Detention Punishment series and this time it is a special “Double Detention” for Nuna Starks (making her first appearance at Triple A) and Mackenzie Reed. They have been told to report to the school’s punishment room where they will be disciplined after school. This is no ordinary detention, as these girls are a whisker away from being expelled, this is their final punishment and it will count! The girls are nervous, and are fully aware of how much trouble they are in but didn’t expect such a harsh and humiliating session as this one! Kenzie is taken over Sir’s lap and given a spanking on her crisp white panties, whilst Nuna is told to watch. The girls swap and it is Nuna’s turn. the tension builds as Kenzie goes over his lap for a panties down, bare bottom spanking. This is repeated for Nuna, who kicks and squeals as the spanking starts to really hurt. Then they are told in turn to take turns at kneeling on the bench as the other girl watches the Reformatory Leather Strapping of the other. It is hard and mean, and poor Kenzie quickly loses count in between the floods of tears. Nuna can see the obvious anguish of her fellow conspirator and learns to concentrate on keeping count of 12 hard swats of leather. The final installment is unexpected as the girls are given a blistering caning, but they have to hold each other’s hands and look into the eyes of the other across a table. This is deeply personal and so humiliating that it brings yet more tears to both girls! It is a tearful detention punishment that these young ladies will not forget, which is the whole point as this is their final chance to remain in school! So it is hoped that this will remind the girls just how serious it really is!
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Hear him moan and whimper as we torment the skin on his butt. Mistress Shane and I, Fetish Liza love to whip and cane his ass, turning it in to a nice shade of red. He is so lucky being able to suffer and take it all for us.
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Helen Stephens totally nude for a final caning, held over a gym horse
Creamy smooth bottom bared, naked breasts jiggling, Helen Stephens waits to be told to bend over the gym horse in Reform Academy. Once over, Belinda Lawson grabs Helen’s wrists to hold her in position for Earl Grey’s final caning, seen from multiple angles. Exclusive behind the scenes chat with Belinda and Helen about the series!
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