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Sarah Gregory is a college girl who isn't old enough to drink yet but got caught at a bar trying to use a fake ID. Her father usually handles the discipline, but her stepmother, Alex Reynolds, has decided to step in. Sarah thinks she's so grown up that she can disobey the law and drink when she isn't allowed to, so Alex is going to show her that she's really still a little girl with some humiliating regression punishment.

First, Sarah is in for a spanking over her stepmom's lap, first over her panties, and then on her bare bottom. Then, Sarah is stripped nude, showing off her ample breasts ...

Sarah Gregory is a college girl who isn't old enough to drink yet but got caught at a bar trying to use a fake ID. Her father usually handles the discipline, but her stepmother, Alex Reynolds, has decided to step in. Sarah thinks she's so grown up that she can disobey the law and drink when she isn't allowed to, so Alex is going to show her that she's really still a little girl with some humiliating regression punishment.

First, Sarah is in for a spanking over her stepmom's lap, first over her panties, and then on her bare bottom. Then, Sarah is stripped nude, showing off her ample breasts despite her attempts to hide them. Ignoring all of her bratty stepdaughter's protests, Alex spreads Sarah's legs and powders her, then tapes her into a Fabine diaper. Sarah looks very cute as a naked baby in just her diaper, but she's beyond embarrassed.

To make matters worse, Alex coos and baby talks at her then dresses her in some humiliatingly babyish pink dropseat pajamas. She's given a pink pacifier and a baby rattle to play with. She certainly isn't a big girl anymore-- she's a well spanked, blushing little baby now, and she's going to do as she's told and follow all the rules or else she'll be back in diapers permanently!

Dorothy Burnett is working as a maid in a very strict household. She has to wear a revealing little uniform and she has strict rules to follow. She's paid a high hourly rate by her eccentric boss, but he insists that she do nothing but clean when she's at his house: she cannot waste time to take breaks. He also has told her that there would be serious consequences if she ever broke any of his rules.

Dorothy almost had an accident at work yesterday because she was unable to take a break to go use the toilet. Fortunately, though, the tiny girl realizes that she's little enough to still be able ...

Dorothy Burnett is working as a maid in a very strict household. She has to wear a revealing little uniform and she has strict rules to follow. She's paid a high hourly rate by her eccentric boss, but he insists that she do nothing but clean when she's at his house: she cannot waste time to take breaks. He also has told her that there would be serious consequences if she ever broke any of his rules.

Dorothy almost had an accident at work yesterday because she was unable to take a break to go use the toilet. Fortunately, though, the tiny girl realizes that she's little enough to still be able to wear baby diapers, so on her way to work she stops and buys herself a pack of Size 6 Pampers. Once she's at work, she lies down and diapers herself up in the adorable little diaper.

Unfortunately, while she's lying on the sofa checking to see how wearing diapers like a little baby again feels, her boss comes in to check that she's still working! Dorothy tries to explain that she's only putting the diaper on to avoid taking breaks, but Mr. Kennedy considers this to be a break, and also considers it to be inappropriate behavior for a member of the staff of his house. He told Dorothy that she would have consequences for her behavior and she does indeed. She gets put over his knee and spanked across the seat of her little diaper. The tight-fitting diaper leaves a lot of her round little bottom exposed and she's so embarrassed to be being seen dressed like this. She cries out and kicks and squirms. When the spanking is finally over, Dorothy is told to get back to work but the bear in mind that she has a red, sore bottom and a diaper on under her uniform and to, perhaps, follow the rules next time.

Alex Reynolds and Christy Cutie are best friends. The two started a little competition to encourage one and other to do better in their college courses-- whenever exam results are posted, the two friends compare, and the higher scoring friend gives the one who was less successful a spanking to encourage her to perform better. Since the start of this arrangement, Christy has consistently scored higher than Alex.

Christy is pretty surprised, then, when Alex pulls up the results on her phone and shows her that she's ranked significantly higher than Christy is! Christy tries to argue that it ...

Alex Reynolds and Christy Cutie are best friends. The two started a little competition to encourage one and other to do better in their college courses-- whenever exam results are posted, the two friends compare, and the higher scoring friend gives the one who was less successful a spanking to encourage her to perform better. Since the start of this arrangement, Christy has consistently scored higher than Alex.

Christy is pretty surprised, then, when Alex pulls up the results on her phone and shows her that she's ranked significantly higher than Christy is! Christy tries to argue that it isn't fair, but Alex makes her kneel on the sofa and stick her bottom out for a spanking, first with her hand, then with a hairbrush. Christy is whining and whimpering throughout.

But Alex isn't finished yet. Christy has been bragging about how much better she is at school than Alex and did not seem sufficiently humbled by having been surpassed by her friend. She decides that a spanking is not enough. Christy is going to be put in a diaper in order to experience some humiliating regression. Not only does diaper discipline seem to bring Christy down a notch, it has an unexpected response-- Christy is so aroused by being spanked, diapered, and embarrassed that she practically begs Alex to make her come.

Being a truly good friend, Alex gets a hitachi magic wand out and begins to tease Christy over her diaper with it. It doesn't take long for Christy to come to a real and obvious orgasm in her diaper. Maybe Alex will be keeping her best friend in diapers more often.

Adorable little Dorothy is lounging on the bed reading a book about puppies to herself, sounding out the words and sounding very small indeed as she does. Her mommy, Adriana Evans, comes to check on her little girl to discover that Dorothy is in a wet diaper...a soaking wet diaper. She wet herself and did not come tell mommy that she needed a change, which is strictly against the rules. mommy doesn't want her little one sitting in a wet diaper.

Adriana scolds Dorothy, and then puts her legs up and spanks her in diaper position...over her wet diaper. Dorothy feels so embarrassed and covers her ...

Adorable little Dorothy is lounging on the bed reading a book about puppies to herself, sounding out the words and sounding very small indeed as she does. Her mommy, Adriana Evans, comes to check on her little girl to discover that Dorothy is in a wet diaper...a soaking wet diaper. She wet herself and did not come tell mommy that she needed a change, which is strictly against the rules. mommy doesn't want her little one sitting in a wet diaper.

Adriana scolds Dorothy, and then puts her legs up and spanks her in diaper position...over her wet diaper. Dorothy feels so embarrassed and covers her face, but her punishment isn't over. mommy takes her diaper off and puts her across her lap to give her a bare bottom, old fashioned over the knee spanking. Dorothy cries and sniffles as her round little bottom turns bright pink.

After the spanking, mommy lovingly cleans Dorothy up and gets her into a fresh diaper. Dorothy looks so cute in her puffy, padded diaper, and mommy snuggles up on the bed with her so that Dorothy can practice reading to her.

Nobody plays a strict but loving mommy like Adriana Evans, and Dorothy is one of the cutest possible little girls, so this pairing is not one to miss!

Alex's girlfriend, Felicia, moved in with her a few months ago. Alex was shocked to find out just how irresponsible Felicia really is. When she forgot to pay the internet bill for two months, resulting in their service being shut off, Alex has had enough. She needs to do whatever she can to teach her girlfriend a serious lesson in responsibility.

First, Alex makes Felicia shaved her bush. She scolds and embarrasses her while she uses a buzzer and then a razor and shaving cream to get her pussy silky smooth: after all, only grown-ups have hair there, and Felicia has been acting like a ...

Alex's girlfriend, Felicia, moved in with her a few months ago. Alex was shocked to find out just how irresponsible Felicia really is. When she forgot to pay the internet bill for two months, resulting in their service being shut off, Alex has had enough. She needs to do whatever she can to teach her girlfriend a serious lesson in responsibility.

First, Alex makes Felicia shaved her bush. She scolds and embarrasses her while she uses a buzzer and then a razor and shaving cream to get her pussy silky smooth: after all, only grown-ups have hair there, and Felicia has been acting like a baby.

Next, a fully naked Felicia is subjected to an inspection of her pussy to make sure that she did a good job shaving before going directly over Alex's lap for a spanking.

But the punishment is still not done! Alex is going to be putting Felicia in diapers to make sure that she really learns her lesson. She diapers Felicia up, exposing and humiliating her during the process, then dresses her in a baby shirt, booties, and mittens, as well as putting a pacifier in her mouth.

*Now* Felicia is ready to start thinking about acting more grown-up.

Alex Reynolds is babysitting little Cupcake SinClair. When Alex gets off the phone with Cupcake's mommy, she can't find the little girl. In the living room, she does find Cupcake's diaper: she's taken it off herself and it is soaking wet with pee. Meanwhile, Cupcake is in her room, playing with her teddy bears on the bed while she sucks on her pacifier...wearing a t-shirt, pink frilly socks... and big girl panties, something Cupcake is definitely not allowed!

Alex finds Cupcake playing and asks her why she took off her diaper. Cupcake insists that she's a big girl now and doesn't need to wear ...

Alex Reynolds is babysitting little Cupcake SinClair. When Alex gets off the phone with Cupcake's mommy, she can't find the little girl. In the living room, she does find Cupcake's diaper: she's taken it off herself and it is soaking wet with pee. Meanwhile, Cupcake is in her room, playing with her teddy bears on the bed while she sucks on her pacifier...wearing a t-shirt, pink frilly socks... and big girl panties, something Cupcake is definitely not allowed!

Alex finds Cupcake playing and asks her why she took off her diaper. Cupcake insists that she's a big girl now and doesn't need to wear diapers anymore. The fact that her diaper is soaked makes this argument pretty flimsy, though! Cupcake tries to argue with her babysitter, but Alex knows better, and after cleaning up the wet diaper Alex puts little Cupcake over her knee for a spanking. Cupcake is spanked over her panties while Alex lectures her about how her mommy told her about the fact that Cupcake is not ready to be out of diapers yet.

Then, once a lesson is learned, it's time to get Cupcake back where she belongs: with her sore little bottom wrapped in a soft, crinkly diaper. Alex finds a Carousel diaper in Cupcake's drawer and diapers up the mopey little one. But Alex isn't finished with Cupcake yet: she wants to be sure that Cupcake isn't going to take this diaper off! So she positions Cupcake on her hands and knees and spanks Cupcake over her padded diaper butt. When the punishment is over, Alex soothes Cupcake and gives her pacifier back to make sure she remembers that she's just a little girl.

Cupcake is so sweet but naughty in her little space in this video, and Alex does an excellent job being her no-nonsense babysitter. This video is just too cute for words!

Dorothy Burnett is sick and being treated by a doctor. She's on a medication that gives her some embarrassing side effects, though: she has to pee all the time, and sometimes she can't hold it. Her doctor suggested that Dorothy should wear diapers until the end of her treatment, but Dorothy is too embarrassed to be seen at school wearing a diaper under her school uniform dress so she's decided to skip school. She's lounging on the couch sans diaper when her mother, Alex Reynolds, stops home on her lunch break.

Alex is not impressed that Dorothy cut school instead of talking to her about it ...

Dorothy Burnett is sick and being treated by a doctor. She's on a medication that gives her some embarrassing side effects, though: she has to pee all the time, and sometimes she can't hold it. Her doctor suggested that Dorothy should wear diapers until the end of her treatment, but Dorothy is too embarrassed to be seen at school wearing a diaper under her school uniform dress so she's decided to skip school. She's lounging on the couch sans diaper when her mother, Alex Reynolds, stops home on her lunch break.

Alex is not impressed that Dorothy cut school instead of talking to her about it and she tells her naughty daughter that she is going to be punished, then put into her diaper and brought to school. She puts her over her knee and spanks Dorothy over her white panties while she kicks her feet in her lacy ankle socks. Then it's time for a bare bottom spanking from Mom and some hard smacks with a stinging leather slipper. This makes Dorothy a very sorry girl but doesn't make Alex stop scolding her for her disobedient behavior.

Alex is serious about making sure that Dorothy wears her diaper to school and she lies her little girl down, powders her princess parts and tapes her into a small Dry 24/7. Dorothy's petite frame looks so cute with a padded bottom, but she doesn't think so. Still, she has no choice: her mother is bringing her to school in diapers, like it or not!

Dorothy Burnett is such an adorable, naughty little girl and she has a perfect, spankable bottom. She looks absolutely adorable in diapers! Alex plays a strict, no-nonsense mom in this video, with lots of excellent scolding towards her misbehaving daughter.

Little Sydney Wolfe (Bratty Wolfie) is playing with her toys happily when her babysitter, Alex Reynolds, comes in to help get her ready for bed by putting her in an overnight diaper. Sydney insists that she doesn't wear diapers anymore, but Alex knows that isn't true. She fusses and refuses to cooperate, so Alex has to put her over her knee to give her a spanking: first on her adorable, puffy playsuit, then she strips her down to her panties, and finally spanks her bare bottom. Sydney has learned a lesson and her brattiness subsides-- after having her bottom pinkened, she lies back and lets ...

Little Sydney Wolfe (Bratty Wolfie) is playing with her toys happily when her babysitter, Alex Reynolds, comes in to help get her ready for bed by putting her in an overnight diaper. Sydney insists that she doesn't wear diapers anymore, but Alex knows that isn't true. She fusses and refuses to cooperate, so Alex has to put her over her knee to give her a spanking: first on her adorable, puffy playsuit, then she strips her down to her panties, and finally spanks her bare bottom. Sydney has learned a lesson and her brattiness subsides-- after having her bottom pinkened, she lies back and lets her babysitter powder and diaper her in a soft, crinkly white diaper. She sucks her pacifier like a good little girl while Alex gets her ready for bed, and lets the truth show: despite all the fuss, Sydney likes wearing diapers, once she gets past how embarrassing it is!

Little Nuna is playing with her toys, including her puppy, Humphrey. Unfortunately, mommy Alex Reynolds had told her little girl to get ready to go out. She's sitting in an undershirt and a diaper...a very wet diaper. Nuna was supposed to tell mommy whenever she got wet so she could be changed. She certainly shouldn't have ignored the instructions that she was given, no matter how little she is.

So mommy comes back and hoists Nuna over one leg, so her little legs hardly touch the floor. She spanks her naughty baby girl over her soaking wet diaper, first with her hand and then with a heavy, ...

Little Nuna is playing with her toys, including her puppy, Humphrey. Unfortunately, mommy Alex Reynolds had told her little girl to get ready to go out. She's sitting in an undershirt and a diaper...a very wet diaper. Nuna was supposed to tell mommy whenever she got wet so she could be changed. She certainly shouldn't have ignored the instructions that she was given, no matter how little she is.

So mommy comes back and hoists Nuna over one leg, so her little legs hardly touch the floor. She spanks her naughty baby girl over her soaking wet diaper, first with her hand and then with a heavy, stinging, ebony hairbrush. Nuna struggles and fusses despite the padding protecting her: she is, of course, just a little girl.

But once the spanking is over, mommy lifts Nuna up on the table and lays her out to change her into a fresh diaper. She gives her Humphrey to play with, and she babbles happily as she gets wiped down, powdered and taped into a nice, clean diaper. She promises to be good next time, and mommy suggests that Nuna can show her what she'd like to wear out after a big hug.

This was Nuna's very first time being diapered and she was ADORABLE. Her little space was very obvious as she played with her toys, especially as she coyly lifted them into the air over her head to distract her while Alex cleaned her up for a fresh diaper.