Sarahgregoryspanking

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Gena Punished At Work - Sarahgregoryspanking

The new employee, Gena, has shown up to work in a very short shiny back skirt. This is wholly inappropriate and she acts as if it is ok to wear suggestive, cheap-looking attire. She has also been late for work quite a few times in her brief period of employment. Naturally, this does not bode well for Gena; she knows how her boss deals with this poor behavior. If she wants to keep her job she must take a good old-fashioned disciplinary punishment across the lap of her boss, including an embarrassing bare-bottom spanking, and a promise to dress more appropriately and show up on time!

Gena, John Osborne

Resolution : 1920x1080
Duration : 00:13:20

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Head Girl Vs Matron - Sarahgregoryspanking

In this Custom Film, Sarah plays the rebellious head girl and Miss Bernadette the Nurse. Sarah thought faking an illness would get her excused from class - until Nurse Bernadette diagnosed her with a clear case of "Young-Girl Syndrome." The treatment? An excruciatingly thorough examination where her inappropriate lace panties are confiscated, her bare bottom bared for stinging hairbrush discipline, and her temperature taken the old-fashioned way while humming a nursery tune under threat of additional spanks. Dressed only in an open-backed hospital gown, Sarah's humiliation peaks with a soapy enema administered to the beat of her own favorite boyband hits - ensuring she'll never hear those songs without blushing again. The real torment comes when she must waddle through school corridors in nothing but that flimsy gown, delivering her own shaming medical report to the headmaster. With Nurse Bernadette cheerfully scheduling a second enema for 5pm, Sarah learns some lessons are best absorbed through a combination of soap, sting, and unbearable embarrassment. This is medical discipline at its most creatively cruel - where every spank, enema, and documented whimper reinforces Nurse's ultimate authority over unruly students.

John Osborne, Miss Bernadette, Sarah Gregory

Resolution : 1920x1080
Duration : 00:36:12

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Housekeepers Discipline - Sarahgregoryspanking

Lady Jose has had enough of Sarah’s sloppy housekeeping. Despite multiple warnings, the dining room remains a dusty disaster. This time, there’s no escape from a well-deserved punishment. Sarah is summoned to the lady of the house, her face etched with worry. Lady Jose is furious, and her anger is palpable. With a stern warning, Sarah is taken over the lap, her dress lifted, and her panties exposed. The first spanks land hard on her clothed bottom, followed by a series of stinging slaps on her panties. But Lady Jose is not satisfied, and Sarah’s panties are pulled down, revealing her bare bottom. The final part of Sarah’s punishment is the most intense. She’s instructed to fetch the hairbrush, her eyes downcast in shame. Back over the lap, she receives a merciless hairbrush spanking, each strike landing with precision and force. Lady Jose’s anger is unleashed, and Sarah’s bottom pays the price for her negligence.

Lady Jose, Sarah Gregory

Resolution : 1920×1080
Duration : 00:11:52

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Lexi’s Hard Hand Spanking - Sarahgregoryspanking

Lexi has been sent home from the gym for dressing inappropriately and wearing provocative exercise clothing. Her bottom is practically hanging out! stepDad got a call about her behavior and is waiting for her to come home so he can deal with her his way. When Lexi arrives home, he lectures and sternly reprimands his naughty girl before teaching her an important lesson with a mean hand spanking that makes her kick and squirm. Her revealing and tight work-out shorts don’t provide any real protection so when he pulls them down, it’s to embarrass her further. The spanking continues until her bottom is a sore glowing red mess. It only stops when he is satisfied Lexi understands since she had shamed the family by dressing so provocatively in a public space.

Lexi Holland, Robert Shore

Resolution : 1920×1080
Duration : 00:12:04

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Lily Punished at School - Sarahgregoryspanking

In the strict confines of the Principal's office, naughty student Lily faces the consequences of her misdeeds. Caught cheating on an exam and daring to be out of school uniform, she stands before the formidable Principal Bernadette, who delivers a stern scolding. Determined to instill discipline the old fashioned way, Principal Bernadette orders Lily to bend over the desk for a firm hand spanking, her bare bottom reddening under the relentless smacks that echo through the room. The punishment escalates as Lily's palms receive a stinging strapping, each sharp crack drawing winces of regret. Finally, the climax arrives with 18 strokes of the cane across her tender cheeks, reducing Lily to tears as welts rise and her resolve crumbles.

Lily Thot, Miss Bernadette

Resolution : 1920x1080
Duration : 00:09:24

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Matilda Learns Her Lesson - Sarahgregoryspanking

Just hours before the Lake Industries staff holiday party, Matilda’s boss, Mr. Lake, calls her to his hotel room for a private meeting. He’s noticed her lack of focus at work and suspects she’s got her mind on something else. As he addresses his concerns, Matilda’s attitude and defiance begin to surface, testing Mr. Lake’s patience. Undeterred, he decides to take matters into his own hands – literally. Matilda soon finds herself over his lap, receiving a firm and fiery spanking to get her back on track. But that’s not all – a strapping is also in store for this wayward personal assistant, who’s about to learn that disrespect won’t be tolerated. Will this holiday correction be enough to refocus Matilda and remind her who’s in charge?

Johnny Lake, Matilda Caesar

Resolution : 1920×1080
Duration : 00:12:01

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Matron Knows Best - Sarahgregoryspanking

In this hour special custom long film, meet Dr. Sarah, a former newly qualified nurse under Matron who later in life becomes Matron’s superior. She is young and ambitions but has not forgotten the hard time under Matron’s thumb, and she now bullies Matron just to show who is the boss now. Matron Miss Iceni, an old-fashioned, strict Matron. She has her ward and the nurses under control. And, the newly qualified nurse, Matilda, a quiet, calm and easily intimidated girl.

***

In the opening flashback scene, Sarah, a young and inexperienced nurse, lies across Matron’s lap, receiving a humiliating hand spanking for her mistakes on the ward. But that’s just the beginning, Matron has a special punishment in store, involving rectal and oral temperature taking an enema, and a healthy dose of public humiliation as this is exactly how Sarah treated a patient.

***

Next, the tables have turned! Doctor Sarah, once humiliated by Matron, now takes her revenge on student nurse Matilda. A small mistake with a hot water bottle earns Matilda a scolding, a spanking, and a dose of humiliation. But that’s not all, Doctor Sarah brings Matilda to Matron for even more punishment. Doctor Sarah orders Matron to spank Matilda, and then takes it upon herself to belittle Matron. Meanwhile, Matilda is torn between glee at seeing Matron get her comeuppance and anger towards Doctor Sarah’s cruel treatment. As the punishment unfolds, Matron’s unorthodox teaching methods are revealed, including a humiliating writing exercise that leaves Matilda’s bottom burning.

***

Later that day, the clinic is in disarray, with a major computer failure bringing everything to a standstill. But amidst the chaos, Matron emerges as the hero, with her trusty paper files and folders saving the day. Meanwhile, Doctor Sarah’s incompetence is exposed, and Matilda discovers a trail of mistakes and sloppy reports. The tables have turned, and Matron seizes the opportunity to exact her revenge on Doctor Sarah with a hard spanking, with Matilda looking on in satisfaction.

Matilda Caesar, Miss Iceni, Sarah Gregory

Resolution : 1920x1080
Duration : 00:54:57

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Messy Sage Spread and Spanked - Sarahgregoryspanking

Kiki’s had enough of Sage’s sloppy habits! Sharing a room at FetishCon, Sage’s exploding suitcase has clothes scattered all over the floor, and it’s getting in the way of Kiki’s scheduled shoots. The final straw is when Sage’s mess starts to compromise Kiki’s professionalism. It’s time for Sage to learn a lesson in tidiness… and humility. Watch as Kiki takes matters into her own hands, doling out a well-deserved spanking to Sage’s curvy behind. But that’s not all – Kiki’s not satisfied until Sage’s legs are spread wide open, exposing her most intimate areas for all to see. The humiliation is palpable as Sage’s face turns bright red with shame. Will Sage finally learn to clean up her act, or will Kiki have to take matters further? Find out in this sizzling clip, where discipline meets desire in the most unexpected way.

Kiki Cali, Sage Pillar

Resolution : 1920×1080
Duration : 00:12:31

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Sarah's Disciplinary Caning - Sarahgregoryspanking

Miss Bernadette waits on the bed of an elegant hotel suite, a slender cane balanced across her knees, her jaw tight with disappointment. Sarah enters wearing a dress far too brief for public decency, a clinging black scrap of fabric, fishnet stockings gripping her thighs, heels clicking with false confidence. She has been downstairs, circling the casino, collecting stares like trophies. She offers her Mistress a practiced smile, a flutter of lashes, the same tricks she uses to wriggle free of consequences. The performance only hardens Miss Bernadette's resolve. This requires attention. Immediate attention. She rises and takes Sarah by the arm, bending her over the bed without ceremony. The dress hikes up easily. Miss Bernadette stills. Nothing beneath. Bare skin, bare everything intended for private view alone. "No panty lines," Sarah murmurs, hopeful. "You'll have stripes instead," Miss Bernadette replies. The cane finds her bottom with crisp precision, stroke after stroke, welts rising in parallel lines across pale flesh, reaching down to stripe the backs of her thighs. Sarah dissolves into weeping apologies that sound finally, truly meant. Miss Bernadette hears the shift from performance to remorse. The lesson is landing. But landing a lesson does not mean stopping. She lifts Sarah up, gathers her close, lets the tears come against her shoulder until the shaking slows. Then she guides her to sit, to offer her unmarked front thighs for completion. Sarah obeys, weeping, trusting. The cane kisses the fronts of her thighs now, each stroke drawing sharp cries, building the discipline to full release. Sarah sobs freely, fully, held safe even in her undoing. When the last stroke falls, Miss Bernadette gathers her girl completely, murmuring forgiveness into her hair, sealing the punishment with tenderness earned through surrender.

Sarahgregoryspanking: Sarah's Disciplinary Caning

Miss Bernadette, Sarah Gregory

Resolution : 1920x1080
Duration : 00:14:25

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Secretary Spanked and Wedgied - Sarahgregoryspanking

Sarah is waiting in the office lounge on the couch for Lexi, her troublesome secretary. Lexi has come into work late once again and she is also wearing a skirt that is much too short. Sarah confronts her about the repeated lateness as well as all the other mistakes she has been making recently. Lexi tries to defend herself, but her boss doesn’t believe the foolishness coming out of her mouth. Sarah tells her that all the other women are complaining in the office about Lexi’s inappropriate skirts. Sarah has Lexi show off her skirt and bend over which reveals more than an indecent glimpse of her panties. Sarah now understands what the coworkers had complained about but Lexi starts mouthing off about this. Sarah has heard more than enough and decides to punish her for this and her many other offenses. The boss delights in giving her secretary embarrassing, hard wedgies, including a spanking over her short skirt, tight panties, then spanked by a hard hand with a further super panty wedgie. The humiliating punishment ends with Lexi bent over the sofa, her long legs and bare bottom fully exposed as she receives a few mean swats from a wooden paddle.

Lexi Holland, Sarah Gregory

Resolution : 1920×1080
Duration : 00:11:52

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