Spanking Sarah Gregory

Riley has got herself into serious trouble at school for being the class clown once more... saying rude things about her teacher to get a cheap laugh. When her stepmother learns of this behavior she is very upset. She waits for Riley to come home and then asks her what happened at school. Riley is economical with the embarrassing truth but her stepmommy already knows the shameful facts and plans to add something special to the impending punishment. A spanking at school always means a spanking at home. Riley is taken over the maternal lap for a spanking over her panties and then on the bare bottom. To really drive the point home, the dreaded hairbrush is taken to Riley's already sore, aching bottom making the poor girl squirm and wriggle as the stinging implement does its job. After her spanking, she is taken to the bathroom and told the additional part of this punishment is a well-deserved mouth soaping for speaking rudely about her teacher. Riley's mouth is a frothy sudsy mess by the time the soaping punishment is finished, she is one lady who knows there are very real consequences for clowning around at school.

StepMommy is very disappointed with her precious girl as she has noticed money missing from her purse. When confronted, Ash finally admits that she took it to buy cigarettes. This is very naughty behavior and is told that it will be dealt with before bedtime. Ash knows that when she is called downstairs, she will be punished... and punished severely. Bedtime approaches... the call is made and Ash feels the dread of walking slowly down the stairs, one step closer each time to her deserved spanking. Another scolding is given by before she is spanked over her pajamas, and... of course on the bare bottom by StepMommy's mean hand. As her cheeks turn red, the final part of the punishment is with a Mason & Pearson hairbrush, delivered without mercy across the thieving girl's sore backside. The walk of shame back up the stairs is watched by as Ash is sent to bed with a sore, aching bottom.

Ashley is sent to a special institution for promiscuous young women and her introduction from Nurse Bernadette turns out to be a very humiliating experience. She has been to different clinics to cure her lascivious ways, but it seems Nurse Bernadette is the only one who can truly tame this little slut. Of course, her temperature needs to be checked in the most humiliating way... rectally! After all, the nurse needs to make sure she is healthy. Ashley is told how lucky she is that she has a nice bedroom, but if she misbehaves she will be put in "The Hole." After she is confirmed to be healthy, the punishment is a long hand spanking from the "medical" official as she straddles the hapless girl and enjoys dishing out this discipline. Ashley is then bent over on all fours, her bottom fully exposed as she is given a leather strapping. To ensure this slut learns her lesson, she is given a truly humiliating diapering to keep her from touching herself or others from wanting to touch her. Ashley hides her face in shame as she is powdered and placed into the cute diaper like a little baby. She will learn to be a better behaved young lady.

In this custom hairbrush spanking film, Bernadette and Clara are close friends... however, there is some behavior Clara wishes to discuss with Bernadette. She invites the good lady over for a discussion about why she is texting her husband and sending sexy photos of herself to him. Bernadette cannot really talk herself out of this one so she admits that she was just having a bit of fun and didn't mean any harm by it all. Clara doesn't see it that way and prepares to take out her frustration on Bernadette's bare bottom with her hand and hairbrush. Bernadette is humiliated to be over the knee of her friend and treated like a naughty When Clara feels that a proper lesson has been learned, she tells Bernadette to compose herself and get on her way. Well.... turnaround is fair play and a few weeks later, Bernadette confronts Clara about the exact same naughty texting behavior with her own husband! Clara doesn't have any excuses either! Now, it is her turn to know just what it feels like to be caught red-handed and then given an equally red, glowing bottom in the same humiliating fashion that she had relished dishing out not too long before.

Helen the Housekeeper decides to cut some of her boss's precious Blairgowrie Blush roses from his prized bushes to decorate the house. He has told her many times that they are not to be cut and displayed as they are for presentation at prestigious flower shows only. She knows that she should be buying flowers for the house. This is the last straw and if Helen wants to keep her job she will submit to a spanking from her boss. He plans to make her bottom as pink as the special blush roses she has chosen to bring into the house. She is spanked over his knee like a naughty and then bent over for a hard strapping until her bottom is a shameful burning pink.

Reyna is a new inmate and has been faking sickness to try and get out of chores as well as attempting to run away. The infamous Nurse Bernadette has been sent to deal with this miscreant as she sees fit. First, the nurse has to make sure that Reyna isn't as sick as she says. She is put into the humiliating diaper position to have her temperature taken rectally. This is a first for Reyna and she is so humiliated having her most intimate parts bared and exposed in this fashion. Of course, her temperature is quite normal and so the punishment follows. Reyna is strapped bent over on all fours as the leather tans her wicked behind. Then the cane is used on her bottom, whilst she is still in the "all-fours" position until nurse Bernadette decides that the backs of Reyna's thighs need some treatment too. Her legs are held high in the vulnerable diaper position once more and they are easily welted once the caning recommences. Reyna is now naked, ashamed, and will learn to behave from now on.

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 can't 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.

This custom film stars Sarah Gregory, Audrey Sugarsmak, and Amy Fox. All three of them work for the same company and Audrey is the deputy sales manager. She confronts Sarah about not making the numbers and being up to company standards. Sarah tries to explain that there has been a lot going on including her stepsister's wedding. However, Audrey is not having any of it and plans to humiliate Sarah by using a special wooden paddle... as that is how matters of discipline are dealt with. Sarah is so embarrassed to have her smart work pants pulled down by her superior but she knows she has to submit if she wants to keep her job. Sarah's cheeks are parted and bared, inspected and fully exposed by a smirking Audrey so that she can see everything before bending her employee over the desk for a hard paddling with the Company Paddle. Afterward, an embarrassed Sarah is sent on her way rubbing her sore red bottom. Fast forward to a few weeks later... Miss Amy Fox has now been assigned the role of deputy sales manager and Audrey has been demoted. Apparently, her work ethic had been woefully slipping. Audrey comes in surprised that she now has to submit to the same humiliating treatment from the new boss, Amy... who then advises Sarah on how to discipline her in the same embarrassing manner. Karma is a bitch and Audrey soon learns the hard way as she is placed on all fours over the desk, her legs spread and splayed wide, for further intimate humiliation throughout her double wooden paddling punishment.

Blaire has been spanked earlier in the day for being rude, disrespectful, and not doing chores. A spanking in the day always means a spanking at bedtime. Now it is Stepmom's turn to take this naughty brat over her lap. It isn't just going to be a hand spanking though. A hairbrush always teaches a longer-lasting lesson. Blaire is scared and waiting as she knows what is about to happen. After a good scolding, she is taken over the maternal lap for the long-awaited dreaded punishment. She is hand spanked over her pajamas, panties, and of course on the bare bottom... then comes time for the hairbrush, and to ensure she is thoroughly humiliated poor Blaire must present the implement and ask for it to be used across her sore bottom. This is one bedtime spanking that she won't forget in a hurry.

Helen the Housekeeper decides to cut some of her boss's precious Blairgowrie Blush roses from his prized bushes to decorate the house. He has told her many times that they are not to be cut and displayed as they are for presentation at prestigious flower shows only. She knows that she should be buying flowers for the house. This is the last straw and if Helen wants to keep her job she will submit to a spanking from her boss. He plans to make her bottom as pink as the special blush roses she has chosen to bring into the house. She is spanked over his knee like a naughty and then bent over for a hard strapping until her bottom is a shameful burning pink.

Miss Matthews has summoned young teacher, Miss Honeysuckle, to her office to discuss disciplinary matters. Miss Honeysuckle has lost control of her class and clearly doesn't understand the ways in which discipline is handled at this school. Headmistress is prepared to give her a severe hands-on approach to how she must keep control of the students. Miss Honeysuckle is spanked over the lap of Miss Matthews, without the protection of her undergarments having the skirt fully removed to humble her like she should her students. After the hard hand smacking, she is placed over the desk for a further leather strapping... her bare bottom fully exposed for the mean implement of correction. Now Miss Honeysuckle understands how to carry out the discipline of classroom miscreants, having been treated like one herself, and she will do this properly in the future!

Reyna has been a very naughty girl, caught smoking at school and being disrespectful in general. Her stepmother is now in charge of the brat and this also means she has full authority to discipline her as she sees fit. After the school day, StepMommy confronts Reyna about her appalling disgraceful behavior. After a good scolding, Reyna is taken over the maternal lap for a good old-fashioned, over the knee hand spanking. It's not long before her school knickers are pulled down to reveal a pink sore bottom. Next, it is the dreaded hairbrush! Of course, in this house... a spanking during the day means a spanking at bedtime. Reyna is to report back to StepMommy that evening for another chastisement and yet more spankings. Her punishment concludes with a sudsy mouth soaping to wash the dirty cigarettes and bad language out of her mouth. Reyna is a very sad and sorry girl who will be behaving properly from now on.

In this custom hairbrush spanking film, Bernadette and Clara are close friends... however, there is some behavior Clara wishes to discuss with Bernadette. She invites the good lady over for a discussion about why she is texting her husband and sending sexy photos of herself to him. Bernadette cannot really talk herself out of this one so she admits that she was just having a bit of fun and didn't mean any harm by it all. Clara doesn't see it that way and prepares to take out her frustration on Bernadette's bare bottom with her hand and hairbrush. Bernadette is humiliated to be over the knee of her friend and treated like a naughty When Clara feels that a proper lesson has been learned, she tells Bernadette to compose herself and get on her way. Well.... turnaround is fair play and a few weeks later, Bernadette confronts Clara about the exact same naughty texting behavior with her own husband! Clara doesn't have any excuses either! Now, it is her turn to know just what it feels like to be caught red-handed and then given an equally red, glowing bottom in the same humiliating fashion that she had relished dishing out not too long before.

Willow and Dolly are new stepsisters and they have decided to be very naughty. Not only have they snuck into stepmom's room and gone through her lingerie drawers, but they have actually tried on her sexy negligees. This gets them so turned on that they actually begin to touch each other and kiss. Just then, she walks in and is shocked as she witnesses the two of them in this bizarre situation. They are stepsisters and are being totally inappropriate... not to mention going through her intimate lingerie. She is angry and plans to take it out on both of their bare bottoms. First, she starts with her own girl just to show Willow how matters of discipline are handled in this household. Willow is embarrassed and in shock, as she sees Dolly taken right over the maternal lap for a hard hand and hairbrush spanking. She struggles so much that StepMom has to leg lock her naughty girl to complete this well-earned discipline. Next, it is Willow's turn to go over her new stepmommy's lap and feel her disappointment on her bare bottom as well. She is given the same mean treatment and she struggles and kicks but that doesn't stop her inevitable spanking. Both girls are left to rub their sore bottoms better and think about how naughty they have been.

In this custom hairbrush spanking film, Bernadette and Clara are close friends... however, there is some behavior Clara wishes to discuss with Bernadette. She invites the good lady over for a discussion about why she is texting her husband and sending sexy photos of herself to him. Bernadette cannot really talk herself out of this one so she admits that she was just having a bit of fun and didn't mean any harm by it all. Clara doesn't see it that way and prepares to take out her frustration on Bernadette's bare bottom with her hand and hairbrush. Bernadette is humiliated to be over the knee of her friend and treated like a naughty When Clara feels that a proper lesson has been learned, she tells Bernadette to compose herself and get on her way. Well.... turnaround is fair play and a few weeks later, Bernadette confronts Clara about the exact same naughty texting behavior with her own husband! Clara doesn't have any excuses either! Now, it is her turn to know just what it feels like to be caught red-handed and then given an equally red, glowing bottom in the same humiliating fashion that she had relished dishing out not too long before.

Helen the Housekeeper decides to cut some of her boss's precious Blairgowrie Blush roses from his prized bushes to decorate the house. He has told her many times that they are not to be cut and displayed as they are for presentation at prestigious flower shows only. She knows that she should be buying flowers for the house. This is the last straw and if Helen wants to keep her job she will submit to a spanking from her boss. He plans to make her bottom as pink as the special blush roses she has chosen to bring into the house. She is spanked over his knee like a naughty and then bent over for a hard strapping until her bottom is a shameful burning pink.

StepMommy is very disappointed with Essie. She had taken a look at her schoolwork and found that Essie had drawn very rude photos of her teacher and doodled all over her expensive textbook. After confronting the naughty girl with a good telling off for such childish behavior she does the only thing that seems to teach her a lesson: A good old-fashioned over the knee bare bottom spanking! Essie is spanked hard by StepMommy's hand across the maternal lap as her well-rounded buttocks provide an easy target especially when the dreaded Mason & Pearson hairbrush is used ensuring her bottom is red and sore. She is sent to get ready for an early bedtime rubbing her burning, swollen cheeks.

Miss Matthews has summoned young teacher, Miss Honeysuckle, to her office to discuss disciplinary matters. Miss Honeysuckle has lost control of her class and clearly doesn't understand the ways in which discipline is handled at this school. Headmistress is prepared to give her a severe hands-on approach to how she must keep control of the students. Miss Honeysuckle is spanked over the lap of Miss Matthews, without the protection of her undergarments having the skirt fully removed to humble her like she should her students. After the hard hand smacking, she is placed over the desk for a further leather strapping... her bare bottom fully exposed for the mean implement of correction. Now Miss Honeysuckle understands how to carry out the discipline of classroom miscreants, having been treated like one herself, and she will do this properly in the future!

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 can't 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.

This custom film stars Sarah Gregory, Audrey Sugarsmak, and Amy Fox. All three of them work for the same company and Audrey is the deputy sales manager. She confronts Sarah about not making the numbers and being up to company standards. Sarah tries to explain that there has been a lot going on including her stepsister's wedding. However, Audrey is not having any of it and plans to humiliate Sarah by using a special wooden paddle... as that is how matters of discipline are dealt with. Sarah is so embarrassed to have her smart work pants pulled down by her superior but she knows she has to submit if she wants to keep her job. Sarah's cheeks are parted and bared, inspected and fully exposed by a smirking Audrey so that she can see everything before bending her employee over the desk for a hard paddling with the Company Paddle. Afterward, an embarrassed Sarah is sent on her way rubbing her sore red bottom. Fast forward to a few weeks later... Miss Amy Fox has now been assigned the role of deputy sales manager and Audrey has been demoted. Apparently, her work ethic had been woefully slipping. Audrey comes in surprised that she now has to submit to the same humiliating treatment from the new boss, Amy... who then advises Sarah on how to discipline her in the same embarrassing manner. Karma is a bitch and Audrey soon learns the hard way as she is placed on all fours over the desk, her legs spread and splayed wide, for further intimate humiliation throughout her double wooden paddling punishment.