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Maddy Marks is a new student at a prestigious boarding school. An older student, Alex, has caught her in the senior girls' common room. It's a tradition that first year girls may not enter that room. There's another tradition that says that older girls get to discipline the younger girls. They utilize corporal punishment in the form of spankings, and another important element to remind the new students that they are the babies of the school. The childish Freshman sailor dress uniform is not enough: the girls who think they run the place aren't just spanked, they're diapered.

Maddy is shocked and horrified, but there's nothing she can do besides lay back and let it happen. After all, it's a tradition.

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!

Alex Reynolds' mommy, Penny Barber, is waiting for her to be ready to leave for school. But when Alex comes out, she's still in her pajamas. She explains that she doesn't want to go to school because a new medication that she was prescribed by her doctor is making her constantly have to pee. Penny won't let this be an excuse for Alex to stay home- in fact, she has a whole plan ready. She tells Alex she is going to be diapered for school.

Lilly Calloway is a beautiful, popular sorority girl. Her little sister, Lola, is just getting to be college-aged herself, and she's always looked up to Lilly. She's excited when her big sister takes her on a trip to visit the campus of her University, and she definitely wants to join her sister's house, but she's a little intimidated by the pledging process. Fortunately, big sister is here to explain how it works. As she tells stories of her pledging experiences, Lola's eyes grow wider. She's not sure if she's up for this, but she definitely wants to follow Lilly's footsteps... Lilly senses ...

Lilly Calloway is a beautiful, popular sorority girl. Her little sister, Lola, is just getting to be college-aged herself, and she's always looked up to Lilly. She's excited when her big sister takes her on a trip to visit the campus of her University, and she definitely wants to join her sister's house, but she's a little intimidated by the pledging process. Fortunately, big sister is here to explain how it works. As she tells stories of her pledging experiences, Lola's eyes grow wider. She's not sure if she's up for this, but she definitely wants to follow Lilly's footsteps... Lilly senses Lola's hesitation, and she decides that the best thing for her to do is to prepare her little sister for the hazing to come. She can't have her embarrassing her by wimping out, after all! So. she takes Lola over her knee for a spanking, all the while telling her about what kind of treatment to expect when she's a pledge. When Lola's bottom is red and sore, Lilly explains that the pledges are the babies of the house and that they have to be treated appropriately. This involves laying her back, baby wiping her princess parts, giving her plenty of powder, and then taping her into a bright pink diaper. Lola is so embarrassed, but it gets even worse when her sister makes her wear a bib! She tells her a few more stories about what to expect and makes her PROMISE not to let her down. Lola agrees that she'll do whatever it takes to join her sister's sorority: even being babied by the older girls like this!

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!

One of our most popular Spanked and Diapered models is back: Nuna Starks! Adorable little Nuna is on a school trip and staying overnight in a hotel. She's about to get headed to bed when one of her teachers, Alex Reynolds, comes to her room. Miss Reynolds spoke to Nuna's mother before the trip and was told that Nuna has a bedwetting problem and therefore must be diapered for bed. Nuna, however, is not wearing a diaper under her pastel pajamas. In fact, she insists that she never wears them and does not need them. When her protesting starts to turn to fussing and she continues to lie, it's over ...

One of our most popular Spanked and Diapered models is back: Nuna Starks! Adorable little Nuna is on a school trip and staying overnight in a hotel. She's about to get headed to bed when one of her teachers, Alex Reynolds, comes to her room. Miss Reynolds spoke to Nuna's mother before the trip and was told that Nuna has a bedwetting problem and therefore must be diapered for bed. Nuna, however, is not wearing a diaper under her pastel pajamas. In fact, she insists that she never wears them and does not need them. When her protesting starts to turn to fussing and she continues to lie, it's over her teacher's knee for a hard spanking on her pink panties and then on her bare bottom. Once Nuna is contrite and ready to behave, Miss Reynolds tenderly lies her down and wipes and powders the little girl before taping her into a soft, padded diaper for the night. Nuna is clearly feeling very little after her punishment, and doesn't fuss anymore about being diapered for bed.

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.

Little Dorothy has no sooner gotten into the door after coming home from school when she starts having a full-fledged tantrum. mommy Alex Reynolds, dressed impeccably from her office job, finds herself shocked and appalled by her daughter's actions as she falls to the floor, kicks and flails, then finally slams her brightly colored cartoon character backpack on the ground. The reason? Alex has already started making dinner and won't order her fussy little daughter pizza.

Alex won't have her little girl behaving like this so she hauls Dorothy off the floor and over her knee. She lifts her ...

Little Dorothy has no sooner gotten into the door after coming home from school when she starts having a full-fledged tantrum. mommy Alex Reynolds, dressed impeccably from her office job, finds herself shocked and appalled by her daughter's actions as she falls to the floor, kicks and flails, then finally slams her brightly colored cartoon character backpack on the ground. The reason? Alex has already started making dinner and won't order her fussy little daughter pizza.

Alex won't have her little girl behaving like this so she hauls Dorothy off the floor and over her knee. She lifts her daughter's school uniform dress and spanks her bottom firmly, first across the seat of her tight-fitting white panties, and then on her bare, round bottom. But a spanking isn't the only punishment awaiting Dorothy.

Dorothy has acted like a little baby by getting this fussy, so mommy has decided to put her back into diapers. Dorothy doesn't believe that she can: she only has a tiny diaper meant for a real baby at hand, after all. It's a very babyish thing, too, of course: printed with little baby bunnies.

But Alex is determined and after powdering Dorothy thoroughly, she tapes her little girl into the diaper that she was so sure wouldn't fit her. Dorothy is thoroughly humiliated, especially when Alex tells her that bad behavior in the future might mean she has to go back into diapers...forever.