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Alex Reynolds and Lilly Calloway are older girls who run a club in which they babysit the youngsters in their neighborhood. Ella is almost the age where she could be one of them, but she's still a bit childish herself.

Alex and Lilly invite her over under the guise of interviewing and testing her for a position as a babysitter. She's dressed up as professionally as she can, even wearing slightly too big heels that she clearly borrowed from her mom.

But the girls have no intention of giving Ella a position. They instead tell her that they want her to get some experience...by being babysat by ...

Alex Reynolds and Lilly Calloway are older girls who run a club in which they babysit the youngsters in their neighborhood. Ella is almost the age where she could be one of them, but she's still a bit childish herself.

Alex and Lilly invite her over under the guise of interviewing and testing her for a position as a babysitter. She's dressed up as professionally as she can, even wearing slightly too big heels that she clearly borrowed from her mom.

But the girls have no intention of giving Ella a position. They instead tell her that they want her to get some experience...by being babysat by them! They will teach her all she needs to know about taking care of little ones by doing it to her. This involves spanking her bare bottom, stripping her naked, putting her in a thick diaper, and treating her like an absolute baby, all the while teasing her about times when she had accidents at school or acted like a little girl in the past.

Little Cleo is being babysat by the world's cutest babysitter: Alex Reynold. Cleo is dressed in her cute, pink pajamas and playing with a carebear, but she is not all the way ready for bed. Alex notices that Cleo is not wearing a diaper as she was told: this little one tends to wet the bed, and Alex doesn't want to have to deal with soaking sheets. Cleo insists that she is too big for diapers, even though she seems very little indeed in her protests. When she argues and fusses, Alex makes Cleo kneel up on the bed and put her little bottom out for a spanking: over her pajamas, over her polkadot ...

Little Cleo is being babysat by the world's cutest babysitter: Alex Reynold. Cleo is dressed in her cute, pink pajamas and playing with a carebear, but she is not all the way ready for bed. Alex notices that Cleo is not wearing a diaper as she was told: this little one tends to wet the bed, and Alex doesn't want to have to deal with soaking sheets. Cleo insists that she is too big for diapers, even though she seems very little indeed in her protests. When she argues and fusses, Alex makes Cleo kneel up on the bed and put her little bottom out for a spanking: over her pajamas, over her polkadot panties, and on her bare bottom. Soon Cleo is whimpering and promising to be good: a spanking has made her very subdued. Willing to admit that she is just a little one once she has a sore, red bottom, Cleo lies back and lets her babysitter diaper her in an adorable Fabine diaper. Her tight-fitting pajama pants won't fit over her padded diaper butt, so Alex tucks her into bed in just her top and diaper. Cuddling her carebear, Cleo doesn't seem to mind being treated like such a small girl after all.

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!

This punishment regression film stars Cherry Blossom and Ella Raine: two of the cutest diaper girls imaginable.

Babysitter Alex Reynolds has had enough of the girls fighting over their stuffed toys. When it leads to hair pulling, she knows she has to put a stop to it. Out comes the hairbrush, and after a stern scolding, she puts the girls over her knee one at a time for a hard spanking. The girls are then made to suck on pacifiers while Alex brings out the ultimate weapon in punishing naughty little girls: diapers.

Alex takes her time diapering each girl, opening their legs and exposing ...

This punishment regression film stars Cherry Blossom and Ella Raine: two of the cutest diaper girls imaginable.

Babysitter Alex Reynolds has had enough of the girls fighting over their stuffed toys. When it leads to hair pulling, she knows she has to put a stop to it. Out comes the hairbrush, and after a stern scolding, she puts the girls over her knee one at a time for a hard spanking. The girls are then made to suck on pacifiers while Alex brings out the ultimate weapon in punishing naughty little girls: diapers.

Alex takes her time diapering each girl, opening their legs and exposing their princess parts before wiping them clean, just in case, and powdering them, then taping them into matching diapers.

Once diapered and babied, the girls revert to being very little indeed, and enjoying playing with some baby blocks. Alex is going to have to just keep these two in diapers, it seems!

Mischevious little Dorothy is looking cute as can be in her kitty cat pajamas, her little shorts puffed out because of her padded diaper. Unfortunately, even though it's still early, Dorothy is very little and needs to be in bed...and she isn't. Her babysitter, Alex Reynolds, is trying to relax after having tucked her in...but she keeps cheekily poking her face around the corner despite being told time and time again that she needs to go back to bed.

When Dorothy refuses to listen, Alex has no choice but to put the naughty little girl over her knee, pull down her pajamas, and give her a ...

Mischevious little Dorothy is looking cute as can be in her kitty cat pajamas, her little shorts puffed out because of her padded diaper. Unfortunately, even though it's still early, Dorothy is very little and needs to be in bed...and she isn't. Her babysitter, Alex Reynolds, is trying to relax after having tucked her in...but she keeps cheekily poking her face around the corner despite being told time and time again that she needs to go back to bed.

When Dorothy refuses to listen, Alex has no choice but to put the naughty little girl over her knee, pull down her pajamas, and give her a spanking on her little diaper covered bottom. Dorothy kicks and wriggles, but she learns a lesson.

When she's finished, Alex picks petite Dorothy up and carries her off to tuck her back in.

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.

Gorgeous Casey Calvert is a bratty young lady who keeps getting herself into trouble. Her parents can't handle her anymore, so they've sent her to her aunt's house for the weekend so that Aunt Alex can straighten Casey's behavior out. Her own daughter is perfectly behaved. Alex scolds and lectures a sullen Casey, then gives her a spanking over her knee. This doesn't phase Casey at all until Alex pulls down her panties to give her a bare bottom spanking. Then she starts to get concerned-- her parents never do that! This is just the start of the humiliation that Casey is going to be ...

Gorgeous Casey Calvert is a bratty young lady who keeps getting herself into trouble. Her parents can't handle her anymore, so they've sent her to her aunt's house for the weekend so that Aunt Alex can straighten Casey's behavior out. Her own daughter is perfectly behaved. Alex scolds and lectures a sullen Casey, then gives her a spanking over her knee. This doesn't phase Casey at all until Alex pulls down her panties to give her a bare bottom spanking. Then she starts to get concerned-- her parents never do that! This is just the start of the humiliation that Casey is going to be experiencing. She's made to strip nude and then, to her horror, put into a diaper and told that she will be wearing these for the whole weekend, or even longer if she doesn't learn how to behave. Alex takes her time wiping and powdering Casey's princess parts before taping her up: she doesn't want her to get a rash, of course, but most importantly, she wants her to feel helpless and embarrassed. Casey most certainly does! She will surely be being a much more well behaved girl in the future!