Sarahgregoryspanking

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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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Rachel and Dolly's Etiquette Lesson - Sarahgregoryspanking

Meet Rachel and Dolly, two spoiled sisters who think they know it all. But when their parents hire the strict and no-nonsense Miss Matthews to teach them a lesson in proper behavior and etiquette, these brats are in for a rude awakening. The lesson begins with deportment classes, where the girls struggle to balance books on their heads while walking - a task that proves to be more challenging than they anticipated. But it's their attitudes that really need adjustment, and Miss Matthews is more than happy to oblige. As the lesson progresses, the girls are treated to a dose of old-fashioned discipline, courtesy of Miss Matthews' firm hand. Each sister is taken over the knee for a sound spanking, their squirms and protests falling on deaf ears. But that's only the beginning. The real punishment comes when they're bent over side by side, their bottoms exposed and vulnerable to the sting of the leather strap and the cane. The crack of the strap and the swish of the cane echo through the room as Miss Matthews metes out a lesson they'll never forget.

Clara Hewitt, Dolly Mattel, Rachel Adams

Resolution : 1920x1080
Duration : 00:19:04

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My Apartment My Rules - Sarahgregoryspanking

Sarah's had enough of her roommate Jess's disrespect! After constant disregard for the rules, Jess's boyfriend crashing for free, and her friends helping themselves to Sarah's food and Netflix, it's time for a harsh reminder. A humiliating over-the-knee spanking awaits Jess, teaching her that respecting Sarah's rules is non-negotiable if she wants to share the apartment. And this won't be just any spanking - Jess will be bared bottom and subjected to a relentless barrage of swats from Sarah's hand and a stinging leather paddle. The punishment will be intense, with each strike leaving its mark on Jess's tender skin. By the time it's over, Jess will be left red-faced, sore, and regretful of her actions.

Goddess Jess, Sarah Gregory

Resolution : 1920x1080
Duration : 00:13:20

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Prison Disciplinary Triple Caning - Aaaspanking, Sarahgregoryspanking

In this intense custom production, three female inmates - Carissa Dumond, Dani Synclair, and Cara Day - are processed with cold efficiency before being left naked and vulnerable in the stark holding room, awaiting their court-ordered canings. Each prisoner must endure a sentence of 36 full-strength strokes of the heavy judicial cane, delivered with unrelenting precision. Nurse Sarah Gregory outlines the harrowing procedure, her clinical demeanor adding to the dread, before Carissa is led away to the punishment chamber. There, her identity is confirmed, her shackles removed, and she is secured face-down over a solid wooden desk, wrists, torso and ankles firmly bound. Guard Johnny Lake then administers the caning: Two punishing sets of 18 strokes, with a brief pause midway to ensure Carissa remains capable of receiving her full penalty. By the end, her buttocks are an angry tapestry of raised welts and deep, burning shame. The ordeal intensifies as salt is methodically rubbed over her bare cheeks, drawing cries of anguish as the pain surges anew. She is then returned to the holding room, trembling. The same unforgiving ritual is inflicted upon both Synclair and Day, their punishments no less severe. In the grim finale, all three inmates stand, chastened, as they acknowledge the completion of their discipline. Lingering close-ups capture the state of their caned bottoms, a stark testament to the merciless correction they’ve endured.

Cara Day, Carissa Dumond, Dani Synclair, Johnny Lake, Sarah Gregory

Resolution : 1920x1080
Duration : 01:03:07

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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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