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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!

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.

Alex Reynolds is visiting her friend, Harley Havik. The two high school girls are trying to hang out together but Harley's little sister, Apricot Pitts, keeps bothering them. Harley keeps trying to get her sister to leave them alone, saying that she's just a dumb little baby. Apricot tries to argue that she's a big girl, but Harley tells Alex all kinds of embarrassing stories about her little sister. She tells her about how naughty she is and how often she has to get spanked. She even tells her that Apricot wets the bed and describes in detail how their parents react: cleaning her up, giving ...

Alex Reynolds is visiting her friend, Harley Havik. The two high school girls are trying to hang out together but Harley's little sister, Apricot Pitts, keeps bothering them. Harley keeps trying to get her sister to leave them alone, saying that she's just a dumb little baby. Apricot tries to argue that she's a big girl, but Harley tells Alex all kinds of embarrassing stories about her little sister. She tells her about how naughty she is and how often she has to get spanked. She even tells her that Apricot wets the bed and describes in detail how their parents react: cleaning her up, giving her a spanking and then putting her back in diapers!

Apricot is mortified that Harley has shared this very embarrassing information with her friend, but things are only going to get worse for her. Harley, with Alex's egging on, decides that Apricot has been naughty just then by annoying them and decides that she needs a spanking right this moment. She puts her little sister over her knee and pulls up her cute, pink dress to spank her bottom. She explains to her friend what the best way to give a spanking to her naughty sister is, and even lets Alex spank her as well.

The girls decide that spanking Apricot over her pink polka dot panties is not enough and pull them down to give her a bare bottom spanking, making her go over Alex's lap, too, as her bottom grows pinker and pinker. The girls laugh and tease poor little Apricot about being a bedwetter as they both spank her together.

Then, Alex suggests that if Apricot is going to be hanging around them, it's likely that she might just pee in Harley's room since she can't seem to control herself! Harley agrees and decides that it's best for them to put Apricot into a diaper right then and there. Apricot protests, insisting that she's a big girl and that she does not want to wear her diaper, but there's nothing that the helpless little girl can do.

Alex helps Harley lift and open Apricot's legs, leaving her embarrassingly exposed while her sister positions her adorable Fabine diaper and covers her little princess parts with baby powder. Then the two girls tape her in, then try to get her to show off the diaper. Apricot doesn't want to, so the girls give her a diaper position spanking on her padded bottom.

Finally, Apricot gives in and does as her sister says. The girls tease and torment her some more, tickling her in an attempt to force her to wet her diaper. She holds out, and the girls give her an ultimatum: go to the store with them with her diaper on (the baby print shows through her thin dress) or wet the diaper then and there. Apricot still doesn't pee herself, so the girls get her ready to go out. Hopefully, they'll run into some of her classmates there!

Little Cleo is playing nicely in her room. Clearly feeling deeply and authentically little, she spends some time playing with toys until her mommy, Alex, comes in to check on her. She asks Cleo if she is wet, and Cleo denies it. She tells mommy to go away and stop bothering her. But when mommy checks, Cleo's diaper is soaking wet. It's so soaked that we can clearly see it!

mommy insists on giving Cleo a change, but Cleo keeps arguing and fussing about it. Finally, mommy lies her little one down and opens up her diaper, showing off the wetness as she cleans and powders Cleo's little princess ...

Little Cleo is playing nicely in her room. Clearly feeling deeply and authentically little, she spends some time playing with toys until her mommy, Alex, comes in to check on her. She asks Cleo if she is wet, and Cleo denies it. She tells mommy to go away and stop bothering her. But when mommy checks, Cleo's diaper is soaking wet. It's so soaked that we can clearly see it!

mommy insists on giving Cleo a change, but Cleo keeps arguing and fussing about it. Finally, mommy lies her little one down and opens up her diaper, showing off the wetness as she cleans and powders Cleo's little princess parts. She's then taped into a new diaper, but she cannot stop being naughty about it.

So, once she's all freshly diapered up, mommy Alex makes Cleo kneel up on all fours and stick her padded little butt out for a spanking. Even little ones like Cleo need to learn to be nice, after all!

Paul brings his little girl, Cupcake, home from school. She looks adorable in her tartan school jumper, but neither looks happy. He's had to come pick her up from school because she had an accident and wet her panties.

Paul is caring and gentle with Cupcake, like a Daddy should be, but he insists that she must learn how to control herself at school. It shouldn't be hard for her to ask to go to the restroom, after all. A big girl like her should not be being sent home in pee soaked school knickers.

So, Cupcake goes over his knee and is given a spanking: over her wet knickers and on her bare ...

Paul brings his little girl, Cupcake, home from school. She looks adorable in her tartan school jumper, but neither looks happy. He's had to come pick her up from school because she had an accident and wet her panties.

Paul is caring and gentle with Cupcake, like a Daddy should be, but he insists that she must learn how to control herself at school. It shouldn't be hard for her to ask to go to the restroom, after all. A big girl like her should not be being sent home in pee soaked school knickers.

So, Cupcake goes over his knee and is given a spanking: over her wet knickers and on her bare bottom. Cupcake is flustered and embarrassed but does her best to take it without making too much of a fuss...well, the best a girl her age can do!

But there's more coming: Cupcake will need to be back in diapers for a little while. A girl who can't be trusted at school can't be trusted at all. So, much to her deep humiliation, Cupcake must lay back and open her legs to be cleaned up and powdered before being taped into a sweet looking and colorful diaper. She's crinkly and smells like a baby and very, very embarrassed, but at least she'll stay dry.

She cuddles up to her Daddy as he tells her that he hopes she learns a lesson and that there will be no need for diaper discipline in the future, but it seems unlikely.

When strict and unforgiving mom, Penny Barber, has to go pick her daughter, Alex, up from school where she was in trouble for drinking. The two are to spend the night at a hotel before taking Alex home, but Penny has come prepared to spend the evening punishing Alex.

First, Alex is scolded, lectured, and embarrassed. Then, it's time for a spanking. Alex is spanked over Penny's knee, first with her hand, but then with a heavy, vintage, ebony hairbrush. Just a spanking is not a sufficiently humiliating punishment to convince this mean mommy, though: Penny is going to diaper, shame, and regress Alex to make her feel as truly embarrassed as possible about her behavior.

Little Dorothy Burnett thinks that she's been very clever. She had already been put to bed by her mommy, Adriana Evans, but almost as soon as she fell resting...she wet the bed. This has been a big problem for Dorothy lately, and mommy has been making her wear diapers as a result. Dorothy doesn't want mommy to find out and put her in a diaper, so she changes her clothes and changes the sheets on her bed, hoping that she can get back to rest unnoticed.

But Adriana heard her making noise and noticed the light on in her little girl's room, so she comes in, wearing her own silky pajamas, to see ...

Little Dorothy Burnett thinks that she's been very clever. She had already been put to bed by her mommy, Adriana Evans, but almost as soon as she fell resting...she wet the bed. This has been a big problem for Dorothy lately, and mommy has been making her wear diapers as a result. Dorothy doesn't want mommy to find out and put her in a diaper, so she changes her clothes and changes the sheets on her bed, hoping that she can get back to rest unnoticed.

But Adriana heard her making noise and noticed the light on in her little girl's room, so she comes in, wearing her own silky pajamas, to see what Dorothy is up to. She sees through her plan immediately, but Dorothy won't admit to anything. She insists that she just felt like a change. When mommy gives her one last chance to tell the truth, Dorothy shyly admits that she wet the bed.

Adriana is not impressed that Dorothy tried to lie to her, and she knows that Dorothy knows that bed wetters have to wear diapers to rest. She scolds and lectures her little girl, then puts Dorothy over her knee for a spanking, first on her cat printed panties, and then on her bare bottom. Dorothy kicks her little feet the whole time, struggling against mommy's punishing hand.

When Adriana is sure that Dorothy has learned a lesson, it's time for her to be diapered for bed. She puts her little girl in a Bambino diaper, but not before she thoroughly powders her princess parts and spanked bottom. Once Dorothy is properly diapered, Adriana gives her a hug and tucks her into bed.

This video is too cute for words. Dorothy's littlespace shines here, and Adriana is the perfect mommy who every little one dreams of: sweet and loving, but strict and stern-- and very serious about keeping you in diapers!

Alex Reynolds is a popular girl at her school, and at the center of a clique. She's had her eye on a sweet new girl named Tai Crimson. Not only is Tai adorable, but it's so clear that she's more than a little eager to please, and this is exactly the kind of friend that Alex is seeking. In order to get the privilege of hanging out with Alex and her friends, to be invited to all their exclusive parties, to go along on their shopping trips and adventures and to have a place at the coveted "popular girls" lunch table, Tai is going to have to show that she's dedicated to being in the friends group. ...

Alex Reynolds is a popular girl at her school, and at the center of a clique. She's had her eye on a sweet new girl named Tai Crimson. Not only is Tai adorable, but it's so clear that she's more than a little eager to please, and this is exactly the kind of friend that Alex is seeking. In order to get the privilege of hanging out with Alex and her friends, to be invited to all their exclusive parties, to go along on their shopping trips and adventures and to have a place at the coveted "popular girls" lunch table, Tai is going to have to show that she's dedicated to being in the friends group. She's much younger than other girls, so she's going to be the baby of the group...and Alex means that very literally!

She explains to Tai that she's going to be initiated with a series of tests to prove that she'll be a good friend and obey the older girls. To start with Tai ends up over Alex's lap for a spanking. Her cute little bubble butt turns bright red very quickly. Tai is wearing a pair of very full cut, conservative panties that hide her adorable booty, though, and Alex tells her that this is certainly not what cool girls wear. She gathers up the material and pulls it into a tight wedgie while she lectures Tai about the kinds of panties that she expects her friends to wear: cute and flirty ones only!

Tai's spanking isn't anywhere near over, though: Alex produces a leather paddle and gives Tai hard swats with it while still holding her panties in a wedgie. You can see bruises start to form on Tai's bottom, but Alex isn't done testing her dedication. It's a long, hard spanking, but it's not all that's in store for poor little Tai.

Once Alex is satisfied that Tai has been spanked enough, she strips her of her dress and changes her into a baby onesie, and she pops a pacifier into Tai's mouth. Then she cleans Tai with a baby wipe and powders her before taping her into a cute diaper with a very babyish print. Then she snaps Tai's onesie shut and tells her that she's in luck: she *does* get to hang out with the popular girls. In fact, she gets to right now: Alex is going to arrange a movie night so that everyone can see Tai in her sweet baby look. Tai is clearly so humiliated, but the poor girl is willing to do anything to make friends, so she glumly agrees, even when Alex lets her know to expect everyone to laugh at her.

Tai Crimson was an absolute joy to work with. Spanking, wedgies, diapers, and humiliation are all big kinks for her, and her response to everything was very hot. Trans girl Tai has an innocent face and such a gorgeous body, and we get more than a few views of her sexy cock as she's forced into diapers. Watch for more films from this little cutie pie soon!

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.