Category: SarahGregorySpanking

Sarah Gregory Spanking – MP4/HD – Sarah Gregory, Miss Iceni, Matilda Caesar – Matron Knows Best .99 (Premium user request)

Sarah Gregory Spanking – MP4/HD – Sarah Gregory, Miss Iceni, Matilda Caesar – Matron Knows Best $39.99 (Premium user request)

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Sarah Gregory Spanking – MP4/HD – Sarah Gregory, Miss Iceni, Matilda Caesar – Matron Knows Best $39.99 (Premium user request)

Description: 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.

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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.

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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.

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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.

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Related Categories: Enema, Medical Clinic, Nurse Play, Older Woman / Younger Women, Spanking F/F, Spanking
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Sarah Gregory Spanking – MP4/Full HD – Wasteful Tenant

Sarah Gregory Spanking – MP4/Full HD – Wasteful Tenant

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Sarah Gregory Spanking – MP4/Full HD – Wasteful Tenant

Description: Amelia loves to take long baths, well actually multiple long baths a day. This wastes a ton of water and her landlord is not too happy with her. He walks in on her in the bath and she is very upset about this. He demands she not take so many baths, but when she refuses he says that the price to pay will be spankings in exchange for long baths. She hesitantly agrees even though she thinks it is gross and perverted. She has to take her spankings in order to not get evicted for wasting the water.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Cheers for a Red Bottom (.99 Clips4sale)

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Cheers for a Red Bottom ($19.99 Clips4sale)

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Cheers for a Red Bottom (.99 Clips4sale)

Naughty Sarah has gotten caught with alcohol on a school cheerleading trip. Her coach calls step-daddy to let him know. He waits for her to come home steaming. When Sarah walks in she acts as if nothing happened and lies to her step-daddy. Step-Daddy will not have this bratty lying attitude. He gives this brat the spanking and belting she deserves.
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Sarah Gregory Spanking – MP4/Full HD – Casey Calvert – Expelled And Punished (.99 Clips4sale)

Sarah Gregory Spanking – MP4/Full HD – Casey Calvert – Expelled And Punished ($14.99 Clips4sale)

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Sarah Gregory Spanking – MP4/Full HD – Casey Calvert – Expelled And Punished (.99 Clips4sale)

Casey’s step-daddy is very disappointed in her. This is the second school she has been expelled from. Step-Daddy is so angry. After a good scolding he knows just a hand spanking won’t cut it this time. He gives her a hard otk hand spanking on her bare bottom before taking leather and the hairbrush to his naughty step-daughter.

CASEY CALVERT – STEP-DADDY – SCHOOL GIRL – UNIFORM – OTK – BENT OVER – HAIRBRISH SPANKING – BARE BOTTOM – DOMESTIC DISCIPLINE – SPANKING M/F
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Step-Mommy Spanks Syrena (.99 Clips4sale)

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Step-Mommy Spanks Syrena ($10.99 Clips4sale)

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Step-Mommy Spanks Syrena (.99 Clips4sale)

Step-Mom had found cigarettes in Syrena’s purse and is not happy. After confronting her step-daughter, she takes this naughty girl over her knee for a hard spanking with hand and heavy ebony hairbrush until Syrena is crying and promising not to put her health at risk again. But that is not the worst of it, she must wait for step-daddy to now come and deal with her. Coming soon “Step-Daddy Spanks Syrena”
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Sarah Gregory Spanking – MP4/SD – Sarah Gregory,Amelia Jane Rutherford – Spanked At Dawn

Sarah Gregory Spanking – MP4/SD – Sarah Gregory,Amelia Jane Rutherford – Spanked At Dawn

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Sarah is staying in England with her friend Amelia Jane as an exchange student. She is not too happy to find out that the standard punishment for outlandish behavior is spanking. Amelia’s guardian finds a note from school that the two were trying to hide about some trouble they had gotten into. Paul wakes these brats at dawn to give them a bare bottom spanking and a good old fashioned slippering British style.

SARAH GREGORY – AMELIA JANE RUTHERFORD – BRITISH – OTK SPANKING – SPANKING M/F – PUNISHMENT – SLIPPER SPANKING – PAJAMAS – BAREFOOT
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Sarah Gregory Spanking – MP4/Full HD – Isobel Wren, Johnny Lake – Isobel’s Good Girl Spanking

Sarah Gregory Spanking – MP4/Full HD – Isobel Wren, Johnny Lake – Isobel’s Good Girl Spanking

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Sarah Gregory Spanking – MP4/Full HD – Isobel Wren, Johnny Lake – Isobel’s Good Girl Spanking

Isobel and Johnny are back in Florida where they met and enjoying an anniversary. Of course, a good girl spanking is in order for such a sexy girl like Isobel. They reminisce on all the fun spankings she has gotten including right under the Eiffel Tower! Johnny cant wait to spank her gorgeous booty so he feels the outline of her cheeks over her tight dress, spanking her over the thin material. Soon, she hastily undresses for a nude spanking over his lap. He continues to play with her cheeks, feeling them warm in his hand as moaning Isobel is spanked in a very fun-loving way until her cute booty is a lovely shade of pink.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory,Apricot Pitts – Interview Attitude Adjustment

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory,Apricot Pitts – Interview Attitude Adjustment

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory,Apricot Pitts – Interview Attitude Adjustment

Sarah has decided to apply for a job at a new fashion design firm. When she gets to the interview, she insists on speaking with the actual manager and not some young intern. Apricot informs this sassy young lady that she is in fact in charge and it is her company. Sarah has a hard time believing that someone so much younger than her is actually in charge and makes this well known. Apricot is shocked at this behavior and decides that if Sarah really wants this job she will take a spanking to adjust her attitude. She takes the bratty interviewee over her lap for a hard hand spanking, first across her panties and then with them pulled down after it becomes obvious Sarah is still not learning her lesson! This is a hot bare bottom spanking scene that ensures Sarah really does learn her lesson when she applies for a job!
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Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford – Rude Amelia Learns Her Lesson

Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford – Rude Amelia Learns Her Lesson

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Sarah Gregory Spanking – MP4/Full HD – Amelia Jane Rutherford – Rude Amelia Learns Her Lesson

Amelia has been very rude to he fiance’s best friend who will be their best man in the wedding. It’s time this naughty girl is taught a lesson. Davis is invited over to watch as this makes it much more embarrassing for her. She goes right over Michael’s lap for a good hard spanking with hand and strap. At the end he let’s David take a turn with the stingy strap. Amelia kicks and complains but she finally learns a much needed lesson.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Riley Haze, Cane Welts, Andy Moon – Prison Punishment for 3 Inmates

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Riley Haze, Cane Welts, Andy Moon – Prison Punishment for 3 Inmates

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory, Riley Haze, Cane Welts, Andy Moon – Prison Punishment for 3 Inmates

This is a special custom prison punishment film that is over 2 hours in length, showing the build-up and detailed intake, processing, and discipline including the aftermath shots of all three inmates.

The female prisoners – Lyra Skye, Riley Haze, and Andy Moon… are overseen by the cruel medical nurse, Sarah Gregory alongside John Osborne, tasked with carrying out the canings. The girls are to take 24 strokes with an authentic Malaysian Prison cane. This implement is unusually long, dense, and thick… designed to inflict maximum punishment when applied severely from the start.

Each of the miscreants displays their mugshots and offense as they are sent to the punishment room where the following is carried out. The nurse ties them to the bench before reading out the offenses and sentences to be carried out. The canings are in two sets of twelves… a brief respite from the howling, tears, and welted buttocks that each of the girls receives.

By the end, all prisoners are welted, marked from their bottoms to the middles of their tender thighs. Add to this the atmospheric and brooding soundtrack, somber lighting including each and every angle of the cold caning, and facial reactions/side shots… you will not miss a thing!
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Triple A Spanking – AAA Spanking – MP4/Full HD –

Triple A Spanking – AAA Spanking – MP4/Full HD – A Judicial Caning of 5 Inmates MOV

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Triple A Spanking – AAA Spanking – MP4/Full HD –

This film is so long (over 2 hours 12 minutes) that we can only feature it in 1280×720 HD format to ensure that it does not breach the current 4Gb limit. There are 5 prisoners each facing a penalty of a severe cold caning punishment with the thick, dense Malaysian Rattan Cane. This cane is longer… designed to cause maximum impact to the unlucky recipients. We will be featuring the caning punishments of each individual in full HD1080 in due course, but if you wish to see the full film this is the place to do so.

The prisoners are lined up naked and afraid, from left to right, in the order of punishment: Lily Swan, Kalaisha Mae, Jayda Blayze, Reyna St Clair, and Kajira Bound.

Prison nurse, Sarah Gregory, calls each girl in turn for their punishment, reading out their offense, and then ties them to the Punishment Bench. Once they are bound, they are given 2 sets of 12 hard deliberate cold strokes of the Malaysian Cane, full strength, without mercy. Halfway through, the nurse checks on the girls to ensure they can complete their punishment. The only girl not to receive the full 24 is Kalaisha Mae, who receives a total of 12 (due to her offense being less severe) … but her reactions, like the other girls, are enthralling to watch! Multiple angles show each girl’s caning in full, as they scream out, swear and cry (there are much sobbing and tears from many of the girls); as they deal with this incredibly painful punishment anyway they can. Afterward, the girls are sent back to the holding room where you can see the difference in their demeanor… and of course, the striped mass of welts that each girl will now possess for a long time!

This is an incredible custom film that we recently made, our longest intense “Judicial” to date… the austere conditions, the dark, brooding settings, and camera work make this an essential piece of severe caning erotica for the discerning connoisseur. This film is only available from our clip stores (not on any website). The default price (due to the length of the film was set at $131.99) – of course, we have reduced this vastly and we feel the cost of this full-length video, the quality editing, and music score makes this a masterpiece you need to download and own for yourself!

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Triple A Spanking – AAA Spanking – MP4/Full HD – Elle Bea, Johnny Lake, Lily Swan, Sarah Gregory – Severe Judicial Singapore Caning

Triple A Spanking – AAA Spanking – MP4/Full HD – Elle Bea, Johnny Lake, Lily Swan, Sarah Gregory – Severe Judicial Singapore Caning

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Triple A Spanking – AAA Spanking – MP4/Full HD – Elle Bea, Johnny Lake, Lily Swan, Sarah Gregory – Severe Judicial Singapore Caning

Lily and Elle have been caught selling firearms in Singapore. Normally women would receive a lengthy prison sentence. Lily’s step-mother is a senior member of the American government and the authorities are keen to avoid an international incident. They are to be secretly caned and then be deported. Elle, as the accomplice will receive 12 strokes and Lily will receive 24 for being the ringleader. Ahead of the severe physical punishment, a psycholgical deterrant of a humiliating medical examination, stripped bare and shivering, only makes them even more nervous and worried! Elle is first and taken to the Punishment Room. She is tied and restrained to the caning bench, then with a heavy rattan cane she is slowly and deliberately given each painful stroke. Welts quickly appear and you will see both the rear and facial angles as tears flow freely. She is returned to the medical room where Lily sees Elle a blubbering mess then the defiant girl takes the same harsh punishment with 24 strokes! In the epilogue, the girls are given lotion on a medical table to preapre them on a long and uncomfortable flight back to the USA later that evening! This is a special feature that observers of hard, calculated discipline will appreciate.

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Sarah Gregory Spanking – MP4/Full HD – Miss Bernadette – Cara arielle bernadette

Sarah Gregory Spanking – MP4/Full HD – Miss Bernadette – Cara arielle bernadette

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Sarah Gregory Spanking – MP4/Full HD – Miss Bernadette – Cara arielle bernadette

Welcome to the home for bad girls where the absolute worst of the worst are sent. Cara and Arielle have just arrived and are in for a very humiliating intake process by strict nurse Bernadette. The girls are told to strip off their clothes before their humiliating medical exam. Of course, this consists of their temperature being taken the old fashioned way… rectally! They are so embarrassed but know that they must follow the rules. Each in turn gets on all fours as the cruel nurse vaselines the thermometer and penetrates their puckered holes with the cold glass. The girls are then given a further lesson about the sort of discipline that is carried out at this home. When they misbehave here, they are given spankings. Not just hand spankings but leather strapping, paddling and much more! The nurse brings out two straps to demonstrate on their bare bottoms just how bad future punishments can get. Each girl is strapped until their bottoms are crimson red and sore. Then to add to their current embarrassing predicament, they are made to strap each other for more humiliation at their expense, which they hate. The punishment ends with one final hard strapping before the nurse leaves them to rub their red burning bottoms and reflect on what awaits them. Life in this home for bad girls if not going to be pleasant.
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Sarah Gregory Spanking – MP4/Full HD – Ashley Lane,Sarah Gregory,Miss Bernadette – (.99 Clips4sale)

Clips4sale Spanking/Sarah Gregory Spanking – MP4/Full HD – Ashley Lane,Sarah Gregory,Miss Bernadette – Slutty secretaries spanked by boss ($14.99 Clips4sale)

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Sarah Gregory Spanking – MP4/Full HD – Ashley Lane,Sarah Gregory,Miss Bernadette – (.99 Clips4sale)

Ashley and Sarah are humiliated to find out that their boss, Miss Bernadette, knows that they have been having sex during working hours. There are surveillance cameras at the office and she knows every dirty little detail of their sexual encounters. She invites them to her house as she doesn’t want to deal with them at the work place. Now she can do whatever she wants to them if they really want to keep their jobs. She informs the embarrassed girls that she is going to spank them like the naughty sluts they have been… and they will take the punishment given, if they really want to keep hold of their jobs. They are humiliated but each girl, starting with Ashley, goes over the lap of their boss for a hard hand spanking, first over their tight formal pencil skirts, then on their sexy panties and of course… the most humiliating of all, on the bare bottom. She ends their punishment with a hard leather strapping before placing them, bare bottomed, next to each other to admire her handiwork.

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Sarah Gregory Spanking – MP4/Full HD – Samantha Baker, Destiny Dacosta – Disruptive destinys school discipline clip02

Sarah Gregory Spanking – MP4/Full HD – Samantha Baker, Destiny Dacosta – Disruptive destinys school discipline clip02

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Sarah Gregory Spanking – MP4/Full HD – Samantha Baker, Destiny Dacosta – Disruptive destinys school discipline clip02

Destiny has been very disruptive in class once again and her teacher is not having any of this nonsense. She is marched right to the Headmaster’s office to be dealt with. Mr. Stamp is new and was brought in from England as the British way of discipline proves much more effective (as the school’s board of governors were advised). Destiny is first bent over the Headmaster’s desk and spanked by her teacher while being told to look into the eyes of Mr. Stamp. This adds to her growing embarrassment and humiliation. Next, Headmaster Stamp continues the spanking but ends with the British implement of correction: The Cane! He uses his experience to properly discipline this disruptive miscreant with some heavy strokes of rattan across her bare, quivering buttocks. The cane always brings about the desired effect, creating far more contrite students afterward.
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Sarah Gregory Spanking – MP4/Full HD – Samantha Marie – Samanthas school spanking

Sarah Gregory Spanking – MP4/Full HD – Samantha Marie – Samanthas school spanking

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Sarah Gregory Spanking – MP4/Full HD – Samantha Marie – Samanthas school spanking

Samantha Marie is in trouble once more and this time it is not just a spanking that she will receive, but also a caning. She has shown such appalling attitude and been rude once too many times in the classroom. Her teacher Miss Bernadette, is fed up with this disruptive pupil and brings her to the Principal’s Office where she knows a humiliating double discipline will teach this appaling girl a lesson. Both Samantha’s teacher and principal give her a hard hand spanking with her bent over the desk. The principal pulls down Samantha’s panties and continues to punish her on the bare bottom. Then she receives a double dose of 12 cane strokes from each educator making a total of 24 which increase with intensity. Finally, this type of punishment serves notice to Samantha that she must be better behaved in the future or she will face the consequences.
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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Sarah learns the hard way

Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Sarah learns the hard way

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Sarah Gregory Spanking – MP4/Full HD – Sarah Gregory – Sarah learns the hard way

Sarah is sent to a special program for girls with too much sexual promiscuity. Unfortunately Sarah believes that her time is spent best laying in bed, not by doing her chores. Well, she will soon find out what happens when girls say that they are sick when they are not. Little does Sarah know that she will be paid a special visit from Nurse Bernadette. Nurse knows just what kind of game Sarah is playing and is prepared to deal with her the way a naughty girl should be dealt with. Sarah learns the hard way why faking sick to get out of her chores is not a wise choice. Nurse Bernadette loves her job and loves taking care of girls who are truthfully sick, but also loves to punish the liars and teach them that when you lie about being sick, you will wish you had never lied. Nurse of course checks to make sure Sarah is in fact lying, by taking her temperature the old fashioned, or shall we say, more humiliating way. Once she learns Sarah is in fact healthy and just a little liar, she teaches her a lesson with her straps until her bottom is sore and tender. I am sure Sarah won’t be faking sick to get out of doing her chores anymore.
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Sarah Gregory Spanking – MP4/Full HD – Ava Nyx, Paul Rogers – Grandpa spanks ava

Sarah Gregory Spanking – MP4/Full HD – Ava Nyx, Paul Rogers – Grandpa spanks ava

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Sarah Gregory Spanking – MP4/Full HD – Ava Nyx, Paul Rogers – Grandpa spanks ava

Ava has really upset Grandpa by disappearing at the theme park not just once, but three times.As soon as he gets her back to the hotel he takes her right over his knee for a hard hand spanking.A good old fashioned punishment will be the only thing that teaches this naughty girl a lesson.Ava struggles and wriggles, attempting to evade the hard mean hand of Grandpa but he is havingnone of it. She is spanked over her short skirt, then on her tight, white cotton panties and finallyon her bare, pert bottom. But that is not all after she is hand spanked, he takes the wooden hairbrushto her already very sore, red bottom to really drive the message home. She struggles and kicks herlegs even more and promises to be a good girl from now on and not wander off.
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Sarah Gregory Spanking – MP4/Full HD – Zoe Page – The English Tutor

Sarah Gregory Spanking – MP4/Full HD – Zoe Page – The English Tutor

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Sarah Gregory Spanking – MP4/Full HD – Zoe Page – The English Tutor

Red has been sent to strict disciplinarian and tutor Miss Zoe Page for half term. She has been falling behind in many core subjects at school and her parents feel that some extra help is required. There are strict rules where she is staying… and breaking them results in punishment. This discipline is, of course, good old fashioned over the knee spankings. From the start, Miss Page shows her just how discipline will be carried out to make sure she gets full co-operation from this wayward girl. Red hesitantly takes her position over the maternal lap of her tutor for a hard hand spanking. There is also a special rule: A spanking in the day means a spanking at bedtime. So later that evening, Red meets the English mistress in the study once again. She is back over the lap for a hard bare bottom spanking including the dreaded, stinging Mason and Pearson hairbrush. She cries out in pain as she promises to be on her best behavior to avoid any repeat punishments if she fails in her assignments.
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