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Lilly Calloway is babysitting Ella Raine. Lilly is a wicked girl who starts humiliating and regressing her young charge. After babytalking to Ella about how little she looks in her outfit, Ella refuses to admit that she's "just little baby". Lilly tells her that makes her a naughty little baby, and pulls her over her knee for a spanking, which she delivers with vigor and delight. A spanking is the least of Ella's concerns, though. After her bottom has started to turn red, Lilly bares it, and mocks her about how babies do not wear panties. Further punishment comes to her sore cheeks, but when ...

Lilly Calloway is babysitting Ella Raine. Lilly is a wicked girl who starts humiliating and regressing her young charge. After babytalking to Ella about how little she looks in her outfit, Ella refuses to admit that she's "just little baby". Lilly tells her that makes her a naughty little baby, and pulls her over her knee for a spanking, which she delivers with vigor and delight. A spanking is the least of Ella's concerns, though. After her bottom has started to turn red, Lilly bares it, and mocks her about how babies do not wear panties. Further punishment comes to her sore cheeks, but when that's over, things only get worse.
Lilly strips Ella naked, exposes her, opens her legs, and shows off her private areas. Ella is so embarrassed. It's almost a relief when Lilly tapes her into a vintage Fabine diaper. Almost.

Naked in nothing but her diaper, Ella must entertain Lilly like a plaything, now that she has been rendered to nothing but a baby. And that means that Lilly breaks out some baby toys, including a teething toy that she shoves aggressively into Ella's little mouth, gagging her and making her drool all over herself. This only furthers Ella's regression and Lilly's delight.

Little Dorothy Burnett is playing with her friend, Alex Reynolds. The two little girls discuss the fact that Dorothy is in trouble for biting her little brother. Dorothy worries about what will happen when her Daddy gets home, and tells Alex she will probably get a spanking. Alex has a brilliant idea: Dorothy is just a little girl and she still wears diapers, so Alex tells her that she can help protect her from the spanking. She returns with two more diapers and then puts her friend into them, one over the other. Dorothy is extremely padded now. Her tiny little bottom looks comically large ...

Little Dorothy Burnett is playing with her friend, Alex Reynolds. The two little girls discuss the fact that Dorothy is in trouble for biting her little brother. Dorothy worries about what will happen when her Daddy gets home, and tells Alex she will probably get a spanking. Alex has a brilliant idea: Dorothy is just a little girl and she still wears diapers, so Alex tells her that she can help protect her from the spanking. She returns with two more diapers and then puts her friend into them, one over the other. Dorothy is extremely padded now. Her tiny little bottom looks comically large under all those layers of fluff, and she can hardly move with all the crinkly plastic keeping her legs apart, but Alex gives her a few smacks and Dorothy confirms that she can't feel a thing through all these diapers.

Later, Dorothy's Daddy, Paul Kennedy, comes home and sits his little girl down to talk about her behavior. He lectures her about being kind to those younger than her, and then pulls her across his knee for a spanking over her diaper. He gives her several smacks over her triple diapered bottom but soon realizes what's going on: after all, Dorothy isn't reacting to the spanking whatsoever, and her bottom is noticeably padded.

As a punishment for trying to pad her way out of feeling a spanking, Daddy takes ALL of Dorothy's diapers off and spanks her on her bare bottom. She's a very sorry little girl after that!

There are few people who look cuter in diapers than petite little Dorothy, and what's better than one diaper on her? Three! She's sweet as pie in her littlespace as always and looking remarkably cute with all that padding. Don't miss this one!

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.

Nuna is on her first big business trip with a new firm, but at yesterday's negotiations meeting, she couldn't focus and got up over and over again to go to the restroom. She needed to be filled in whenever she got back and was creating a huge distraction. She's sharing a hotel suite with her boss, Alex Reynolds. Alex is flustered and frustrated by Nuna's behavior, so right before they head out to the meeting for the second day of negotiations, Alex has a talk with Nuna. She tells her that she is going to be punished for being so distracting yesterday and that she is going to fix the problem by ...

Nuna is on her first big business trip with a new firm, but at yesterday's negotiations meeting, she couldn't focus and got up over and over again to go to the restroom. She needed to be filled in whenever she got back and was creating a huge distraction. She's sharing a hotel suite with her boss, Alex Reynolds. Alex is flustered and frustrated by Nuna's behavior, so right before they head out to the meeting for the second day of negotiations, Alex has a talk with Nuna. She tells her that she is going to be punished for being so distracting yesterday and that she is going to fix the problem by putting her into a diaper for today. Nuna is dressed in her professional best, including a pair of silky stockings and a garter belt, but that doesn't stop Alex from diapering her. Nothing could make her feel more embarrassed than wearing a diaper with her stockings: it points out how mature she should feel, but how childishly she is being treated. This is *so* embarrassing! Poor Nuna!

Alex Reynolds and Christy Cutie's parents were recently married and the two girls are not getting along as stepsisters one little bit. Alex was raised by her strict father and was regularly disciplined with spankings growing up, while Christy's mother was very indulgent and never punished her daughter. As a result, Christy is an absolute spoiled brat.

Alex has grown tired of watching her new stepsister get whatever she wants and is embarrassed to be associated with her babyish behavior, especially when Christy has tantrums in public to get what she wants! Alex reminds Christy that she's the ...

Alex Reynolds and Christy Cutie's parents were recently married and the two girls are not getting along as stepsisters one little bit. Alex was raised by her strict father and was regularly disciplined with spankings growing up, while Christy's mother was very indulgent and never punished her daughter. As a result, Christy is an absolute spoiled brat.

Alex has grown tired of watching her new stepsister get whatever she wants and is embarrassed to be associated with her babyish behavior, especially when Christy has tantrums in public to get what she wants! Alex reminds Christy that she's the older sister, even if just by one year. If no one is going to teach Christy how to act, Alex will have to. She pulls Christy over her lap and begins to punish her the way that she would have been if she acted this way: with a bare bottom spanking, over her knee.

Alex tells Christy that she's her baby sister now: she certainly acts like a baby, after all. To prove her point, after a hard spanking that leaves Christy's bottom bright red, she tells her to lie down on the couch. Alex tells Christy that she's going to teach her a lesson in humility and pulls out a diaper, baby wipes, powder, lotion and a pacifier.

Christy is overcome with embarrassment and immediately loses her sassy attitude. Christy hides her face in shame as Alex spreads her legs and baby wipes her pussy, then makes her hold an exposed position for lotion and powder. She's then diapered up while Alex reminds her that she's nothing but a naughty little baby.

Christy's final humiliation comes when Alex makes her play with some baby toys and suck on a pacifier...while she takes photos. If Christy doesn't start behaving herself, Alex is going to show these to everyone at school!

Although Christy Cutie has fantasized about diapers for quite a while, this was her first time wearing one as an adult...at all, let alone on camera! She was very embarrassed, but when Christy's princess parts are on display it's pretty obvious how she felt about it! Alex and Christy are best friends in real life, so it was really special for them to explore this kind of play together!

Alex Reynolds is babysitting her friend Dorothy. It's her first time being asked to babysit, and she's convinced that this makes her quite a grown up. She bosses her little friend around while she's trying to play with toys quietly on the sofa, then goes off to find something to do. She returns a moment later with something she found in Dorothy's room: a bag of Pampers baby diapers. When she asks if the family has a new baby, Dorothy says no, which leads Alex to the conclusion that Dorothy must be the baby who still wears diapers. She teases and torments her friend about it until she comes up ...

Alex Reynolds is babysitting her friend Dorothy. It's her first time being asked to babysit, and she's convinced that this makes her quite a grown up. She bosses her little friend around while she's trying to play with toys quietly on the sofa, then goes off to find something to do. She returns a moment later with something she found in Dorothy's room: a bag of Pampers baby diapers. When she asks if the family has a new baby, Dorothy says no, which leads Alex to the conclusion that Dorothy must be the baby who still wears diapers. She teases and torments her friend about it until she comes up with an idea: if the diapers fit Dorothy, they must be hers. She pushes Dorothy back to try to get her into a diaper and discovers that she isn't wearing any panties...probably because she was wearing a diaper before and took it off. After further teasing her, and shoving a pacifier into her mouth, she powders Dorothy up and then diapers her in the baby diaper. It fits adorably, but Dorothy doesn't think so. She's so embarrassed. Things get worse when Alex lifts her lefts and spanks her in the diaper position for lying about not being a baby. Dorothy insists that Alex can't spank her, but that doesn't stop her. She pulls Dorothy over her lap so she can "spank her properly", making her bottom bright red and sore. Finally, Dorothy admits that she is a baby in order to make the spanking stop. Poor little Dorothy!

Red August is so humiliated. Her older sister, Alex, snuck a photo of Red in a diaper. She has to wear them at home and at night for incontinence purposes but didn't want anyone to know. Alex not only got a picture, but she sent it to a group chat, with a note to pass it around. This is the talk of the whole school now!

This is not something that she is willing to let go, so she decides to teach her big sister a lesson. Wearing only a tank top and her diaper, she tells Alex that she is going to learn how it feels to be in diapers. And, since she was such a brat, she's getting a spanking ...

Red August is so humiliated. Her older sister, Alex, snuck a photo of Red in a diaper. She has to wear them at home and at night for incontinence purposes but didn't want anyone to know. Alex not only got a picture, but she sent it to a group chat, with a note to pass it around. This is the talk of the whole school now!

This is not something that she is willing to let go, so she decides to teach her big sister a lesson. Wearing only a tank top and her diaper, she tells Alex that she is going to learn how it feels to be in diapers. And, since she was such a brat, she's getting a spanking first.

Alex is not so tough once she's over her sister's knee, and she is soon kicking and struggling as she gets her shorts and panties pulled down for a bare bottom spanking.

Once her bottom is red and sore, Red makes Alex lie back and puts her in a diaper. Alex is so embarrassed and humiliated by the experience, but it isn't over yet. Red takes some pictures of Alex in her diaper, and threatens to send *those* to everyone unless Alex tells everyone in school that Red doesn't really wear diapers and that the picture was staged.

Alex Reynolds and Cupcake SinClair are college roommates. Cupcake is supposed to be doing important school work, but she keeps letting herself get distracted. She'll get up from her work to go to the bathroom and then find five more things to do before she gets back to it. When Alex comes home and finds that Cupcake is nowhere near where she should be in terms of progress, she has an unconventional solution. Cupcake needs to be punished for not focusing and then given a tool to defeat distraction.

How does Alex intend to do this? She scolds her roommate about procrastination and focus and ...

Alex Reynolds and Cupcake SinClair are college roommates. Cupcake is supposed to be doing important school work, but she keeps letting herself get distracted. She'll get up from her work to go to the bathroom and then find five more things to do before she gets back to it. When Alex comes home and finds that Cupcake is nowhere near where she should be in terms of progress, she has an unconventional solution. Cupcake needs to be punished for not focusing and then given a tool to defeat distraction.

How does Alex intend to do this? She scolds her roommate about procrastination and focus and then puts her over her knee for a good spanking on her bare bottom. Once Cupcake is promising to be good and do her work, Alex has something to make her less distractable: a diaper. She puts Cupcake into a Tena Slip Maxi and tells her that she won't need to get up for anything now since she can just use the diaper instead of going to the restroom. Cupcake is horribly embarrassed by this turn of events but she has to admit that she's feeling motivated to get her work done so she can get out of this humiliating, babyish diaper. It seems diaper discipline works for this young lady!

Dorothy has gotten ready for her ballet class, dressing in pink tights and a leotard. Her mom, Alex Reynolds, comes in to get her daughter, only to discover that Dorothy isn't wearing a diaper. She is required to wear diapers all week as a humiliating punishment for a bad report card and constantly being in trouble at school. Dorothy insists that she can't wear a diaper to dance class, but her mom is strict and unforgiving. She spanks Dorothy over her knee and then tapes her into a big, pink diaper, adding a booster pad to make it even more obvious. It's incredibly noticeable under her leotard and Dorothy doesn't want to leave the house, but she has no choice. She's near tears from embarrassment as she gets ready to head out the door.