Essie is a grown woman who acts like a silly spoilt brat. Step Mommy Sarah knows exactly how to treat ladies who do not know how to behave and is an expert in age regression. Essie has already received a spanking and is now dressed in a teenage girl dress with her hair in plaits and is feeling much more submissive and once more under the stern but caring control of her strict Step-Sister in Law Step Mommy Sarah. She is instructed to get back over the knee. Sarah is sitting in the dreaded punishment chair but has an added surprise for Essie. She has recently purchased some spiky punishment pads which are ideal to use on naughty girls bare bottoms and hands. The spanking starts on the tight white panties but these are soon removed and Sarah checks to make sure they are clean. Essie is rather shocked at pace if the spanking, it is hard, fast and unrelenting. Smack after painful smack. To make matters worse, she is then placed in the humiliating diaper position. This gives her Step-Sister in law access to tender places which cannot normally be reached and her bottom is soon marked by the heavy hand. The plimsoll is then used full strength on her already sore bare bottom. To make things even worse Essie is then made to sit on the painful punishment pad.

File Name : spr-2249.mp4
File Size : 1160.99 MB
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Duration : 00:22:20

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Essie has been left sitting bare bottomed on the punishment pad to reflect on her recent bad behaviour. Her poor welted bottom is in agony as the sharp spikes prick her tender skin. This part of her punishment seems unbearable and eventually Essie stands up to give her poor bum some relief. She is aware that this is breaking the rules, but is hoping this will go undetected. She should know better. Step Mommy Sarah has a way of finding out the truth and making sure that rule breakers are soundly punished. Essie is told to go and change into her adult school uniform and report back to Sarah immediately. A very sorry and contrite Essie quickly changes and returns to find out exactly what consequences her rule breaking will entail. After more scolding Essie is made to hold out her hands for strokes with the heavy tawse. This is a terribly painful punishment and one she has never experienced before and she never, ever wants to experience again. The tawse is then applied to her bare bottom. Sarah discovers that Essie has wet knickers so makes her take them off and they are placed in her mouth!

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Duration : 00:26:25

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Essie has been told that as she has been behaving like a spoilt then she should be dressed as one. We see her in the bedroom getting changed and putting her hair up in ribbons. She has been tasked by Sarah to look after her rival Alora. As Alora is bedridden Sarah has given her a bell to ring if she needs Essie to help her. Essie also has written instructions which include when poor Alora should be given her medication. Despite assuring Sarah that she would look after Alora Essie is far to busy taking selfies and chatting on her phone. A desperate Alora needs assistance so keeps ringing her bell. This infuriates Essie who decides that Alora can have some very special treatment. She pisses in a glass and takes it up to Alora.

Unbeknown to Essie there is CCTV in the house and Sarah is absolutely furious when she finds out what Essie has done. Essie tries to protest that it was just a joke but Sarah is far from stupid. A nasty looking slipper is produced and Essie is soon feeling the full weight of it, firstly over her tight white school knickers before these are lowered to the knee for the spanking to continue on the bare. A sound slippering is given to this naughty little minx which has her apologising and begging for mercy. Her poor cheeks are already sore from the hand and this nasty slipper really stings. When her ordeal is finally over she is made to kneel in rice in the corner.

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Duration : 00:17:01

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Poor Essie is in so much trouble. Not only has she fallen foul of her Step-Sister in Law Sarah and been made to dress like a maid and do household chores but it also seems the police are closing in on the fact that she was responsible for the accident which has left Alora bedridden.

She has received a call from her Husband informing her that the police are very interested in talking to her. Sarah comes in mid conversation and naturally wants to talk to her Step-Brother. He states that they want to inspect the car which immediately alerts Sarah to the fact that Essie has been far from honest.

She interrogates Essie who first of all denies any involvement up then tries to claim that although it was her car that she was not the driver and cannot or will not name the responsible party. Sarah is determined to get to the bottom of it and decides that perhaps the heavy strap will help Essie tell the truth.

Essie is strapped over the knee. She continues to protest her innocence so Sarah decides that she should kneel in the naughty chair as this position allows her to swing the strap more fiercely. Each stroke bites painfully into her tender cheeks but Sarah shows no pity. She applies stroke after painful stroke which leave Essie close to tears and she eventually admits her part in this whole sorry tale. Her quivering bottom is marked, bruised and sore. Essie is sent to bed with the promise that further punishment is deserved and will be given. What does Sarah have in store for her wayward Step-Sister in law?

File Name : spr-2230.mp4
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Duration : 00:17:05

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This film starts with young Willow in the corner of the office. Her knickers are at her knees and her hands are on her head. Her Boss Sarah Stern has spanked her rather than sack her for her lewd and unreasonable behaviour towards another staff member. Willow has also been made to write lines. It took her a considerable amount of time to write them so she is somewhat dismayed when they are ripped up without even being barely looked at.

Mrs Stern has spoken to other staff members who have also been subjected to sexual overtures from young Willow. She is a very attractive girl but this does not mean she should be allowed to fondle and touch other staff members. She also can be quite nasty if her affections are rebuked. This is no way for a fully grown woman to act so to try and prove a point Sarah is going to try and curb this behaviour using a rather old fashioned technique. If Willow wishes to act like a spoilt and entitled brat she should be treated like one. Sarah provides her with a dress to put on including Mary Jane shoes, tight gym knickers and socks. Sarah makes Willow change there and then in the office and to compound her embarrassment she pins up the back of the dress so that the tight gym knickers can be seen. Willow is then sent to the bathrooms to put her hair up into plaits and ribbons. She has to walk past all the other offices in her dress with her knickers on display. Willow is so embarrassed it if she wants to keep her job she has little choice.

When she returns to the office she Is given a new set of rules to abide by. One of these rules state that she cannot have access to her mobile phone during office hours. She can either leave it at home or hand it in. She must also now address her Boss not as Mrs Stern but as Step Mommy Sarah. Willow is out over the knee once more for a dose if the slipper. This slipper is very old and worn and those of you who know about slipper punishments know that this makes this implement extra stingy. Her bottom and thighs are given a good slippering. Firstly over those tight bottle green gym knickers and then onto the bare. Willow kicks her legs and cries. It her new Step Mommy Sarah knows exactly how to treat full grown women who act like naughty.

Willow is subjected to a sound slippering which leaves her poor bottom very marked and sore. Whilst her a Boss carries on with her work Willow is made to stand on a little stool with her knickers around her knees in front of the window so that everyone can see what a naughty she is…

File Name : spr-2241.mp4
File Size : 1112.46 MB
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Duration : 00:21:12

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It’s been a few weeks since Essie has seen her Step-Sister in Law Sarah Stern. They did not part on the greatest terms as Essie and Alora had been at war and were both asked to vacate the house. Essie left immediately but Alora managed to convince Sarah to let her stay. This enraged young Essie who felt like she had been usurped by her rival for Sarah’s affections. Essie was so angry that she had hit Alora with her car and driven away!

Sarah is totally unaware of this but has been looking after a bed bound Alora since her release from hospital. Essie is delighted that Sarah has invited her around but is not so impressed when she finds out that the reason she has been summoned is because Sarah wants to go out and needs someone to look after Alora! Sarah cannot believe just how bratty Essie is being. She berates Essie for her terrible attitude. Essie can’t help but pull faces and roll her eyes, she hates Alora and certainly does not want to help look after her. Sarah warns Essie to stop acting like a silly spoilt . She reminds Essie what happens to fully grown women who act like entitled little princesses but Essie is so consumed with jealousy that she cannot help herself.

Sarah realises that the only way to deal with this is to regress Essie back to mode and the best way to do this is to haul her over the knee for a hard hand spanking. Sarah sits herself down on the spanking chair and is soon smacking her Jean clad bottom. It is not long before the jeans are pulled down and the spanking continues first over her sexy underwear and then onto the bare. A knicker inspection reveals that they are wet! How embarrassing that a fully grown woman can’t even keep her knickers clean. This also means that Sarah is going to smack her naughty bottom even harder.

Eventually a very sore and sorry Essie is allowed to stand up and rub her reddened cheeks. She is made to stand in the corner and given strict instructions to look after poor Alora whilst Sarah goes out. Has Essie learnt her lesson?

File Name : spr-2228.mp4
File Size : 836.52 MB
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Duration : 00:15:57

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Alora has just had a real hard spanking for stealing sweets and telling lies. She is now doing corner time in her room with instructions not to move. She needs to take a pee, what to do? She looks around and sees a tall vase and squats over this and does a big, long piss into it. When Step Mommy Sarah comes back, she soon discovers this and is beyond being annoyed, she is really mad. Alora is going to get a severe hairbrush spanking as punishment, this on top of her already red and painful bottom. That’s not the end though, because she wet herself, she is going to be put into a diaper, well she does not want this but she ends up diapered and back in the corner to continue corner time.

File Name : spr-2176.mp4
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Duration : 00:11:00

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As Essie enters the kitchen at the home of Miss Sarah Stern she is thinking to herself, will this punishment ever end. Unfortunately for her it will not be ending anytime soon. This is the final part of the story of Essie, a beautiful young lady who was unfaithful to her partner, she spent money and time on herself in order to attract other lovers. Unfortunately, her partner was related to Miss Sarah Stern and she found out about the affairs she had been having and was determined to put Essie back on the straight and narrow path of fidelity. After the humiliations and the spankings and hair brushing, she has received over the last couple of days Essie just does not want to endure any more pain but she knows there is no way out for her. She stands in the kitchen as Miss Sarah tells her just what will be happening to her. There is a special caning stool in the middle of the floor, Essie has to strip naked and bend over the stool. Sarah swishes the cane through the air and tells her how many strokes she is to get. Then the caning starts. Hard and accurate strokes placed in lines across her bare bottom. This is a real lesson for her, pain and humiliation for a grown woman now reduced to a sobbing teenager. Then after the caning stops her bottom is massaged with oils. What more is to come?

File Name : spr-2158.mp4
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Duration : 00:12:39

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Alora is on her bed dressed in her best party dress and eating sweets. Mommy Sarah discovers her and after some questioning it turns out that she has stolen the sweets from the supply Sarah was putting together for her friends birthdays. Alora tries to lie her way out of trouble, this just makes matters worse. She has to be punished and she knows just what is coming. She is in for a hard spanking but this time it will be given in the very humiliating diaper position. She has to lay down and lift her legs, her panties are taken down round her ancles and then she gets a real hard spanking that does not stop even when she has tears and kicks and screams. Once the spanking is over she is sent to the corner of her room for some deserved corner time.

File Name : spr-2175.mp4
File Size : 888.12 MB
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Duration : 00:10:20

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Morgan has now been made to wear her clothes and asked to refer to Sarah as ‘Step Mommy’ She feels rather ridiculous in her school uniform and having to put her hair in ribboned bunches. Mommy Sarah then adds to the humiliation by pinning up the back of her skirt so that her tight maroon school knickers are on constant display.

Morgan is handed a list of rules to read out. She just cannot believe the things that are expecting of her. No longer is she to be treated like a grown woman. As her recent behaviour has been more akin to that of a naughty, this is how she is going to be treated. Sarah explains that is any of the rules are broken, then Morgan will immediately be punished wherever they are. To further increase Morgan’s embarrassment, Sarah decides that every time Morgan needs a spanking she will also get her temperature taken rectally.

Sarah places the thermometer in Morgan’s bottom and leaves it there hands free. As Morgan complains so dramatically, Sarah decides to add to the humiliation and checks the temperature three times. It is of course normal so Sarah decides that Morgan is fit for some more punishment.

Back over the knee she goes to have her bottom spanked but this time with the nasty stingy hairbrush. Sarah lays the strokes on hard and makes sure that every part of her already sore bottom gets a real good hair brushing. Morgan is soon kicking her legs and pleading with her ‘Step Mommy’ to stop but it is to no avail. Sarah will carry on with this nasty punishment until she feels that Morgan has learnt her lesson.

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File Size : 1231.78 MB
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Duration : 00:23:29

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Jane is not keen to be under the complete control of her ‘Step Mommy’ Sarah. She is used to getting her own way and doing whatever she likes. Sarah has put a stop to this and has demanded that Jane starts to act like the grown woman that she is and not like a silly. Jane has always relied on men to give her money and the thought of getting a real job seems unbelievable. She then realises that she can earn some money doing what she does best and starts web camming. This is not the sort of job Sarah has in mind and she is disgusted when she walks in on Jane dressed in sexy lingerie and playing with a huge glass dildo. It’s straight back over the knee for an unrepentant Jane. She doesn’t feel that she has done anything wrong! She was asked to get a job and has complied. Sarah feels very differently and soon has Jane kicking and squirming whilst her bottom is spanked and spanked hard.

Sarah has secured a proper Job for Jane in a friends office. The pay is not great, but Sarah is keen for Jane to start paying her way and to start acting like a mature woman. She has provided a respectable suit and heels for her to wear for the interview and decides to give Jane a further wheel barrow spanking to remind Jane that if she messes up the interview that there will be very painful consequences.

File Name : spr-2218.mp4
File Size : 1517.99 MB
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Duration : 00:28:56

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The pain increases for Essie as Miss Sarah really gets into the swing of regressing her from the slutty adult she is to the naughty schoolgirl she is becoming. From that it is hoped that her behaviour will improve. This is the continuing story of Essie, a beautiful young lady who was unfaithful to her partner, she spent money and time on herself in order to attract other lovers. Unfortunately, her partner was related to Miss Sarah Stern and she found out about the affairs she had been having and was determined to put Essie back on the straight and narrow path of fidelity. In this part of her regression session Essie has to report at a given time, carrying a cane which will be used on her and she has to tell you just what is happening, she finds this very embarrassing. What is to follow is even more painful than anything that has come before. Dressed in her vest and knickers she has to stand in front of Miss Sarah while her breasts and body are stroked and explored. Then comes the pain. A special hairbrush is used by Miss Sarah on her bare bottom, this make of hairbrush is used by those who know about these things as it imparts a nasty sting. Bent over the knee she gets the most blistering spanking which leaves her bottom red and well bruised. To end, she has to pick up the cane and take it t o the kitchen where she is to suffer more pain.

File Name : spr-2157.mp4
File Size : 1069.8 MB
Resolution : 3840×2160
Duration : 00:12:19

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