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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!

Little Alex Reynolds is doing some coloring when she starts to feel like she needs to pee. She's really absorbed in what she's doing, though, so instead of going potty like a big girl, she tries to hold it. This doesn't work out well for her, and the accident she has isn't very little: she wets her panties and her dress and leaves a huge puddle of pee on the floor. When Daddy comes in to check on her, he finds his little girl absolutely soaked.

Alex has been warned about this before: only naughty little girls pee in their panties when they could have easily made it to the potty! Alex is made ...

Little Alex Reynolds is doing some coloring when she starts to feel like she needs to pee. She's really absorbed in what she's doing, though, so instead of going potty like a big girl, she tries to hold it. This doesn't work out well for her, and the accident she has isn't very little: she wets her panties and her dress and leaves a huge puddle of pee on the floor. When Daddy comes in to check on her, he finds his little girl absolutely soaked.

Alex has been warned about this before: only naughty little girls pee in their panties when they could have easily made it to the potty! Alex is made to undress until she's only wearing her pee soaked blue panties, then it's over Daddy's lap for a spanking. She gets spanked over her wet panties, and then on her bare bottom with a heavy Vermont Country Store bath brush.

Then, to Alex's great embarrassment, her Daddy decides that she is going to have to wear a diaper for the rest of the day to avoid any more accidents. Although Alex insists that she's not a baby, she gets put into a very babyish Carousel diaper. Whining about her punishment leads to Alex getting spanked some more over her crinkly, padded bottom.

When Alex has learned her lesson, she shares a tender moment with her Daddy, cuddling up and showing him the coloring she was working on (while only wearing her diaper).

Alex is adorable in her little space in this video, and Paul makes a perfect stern but loving Daddy. Fans of panty wetting, over the knee spanking, diapers and ageplay will love this clip!

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!

Kitty Catherine is getting ready for a trip to overnight scout camp, wearing her authentic scout uniform and a pair of tight, white leggings. Her mommy, Alex Reynolds, is helping her pack. She reminds her that she needs to bring some pajamas, a change of clothes, her camera...and diapers. Kitty has some problems with wetting the bed and her mommy doesn't want her to have any accidents when she's away from home. Unfortunately for Kitty, these aren't some discreet pullups: Alex has packed big, padded Rearz diapers with a bright, babyish print. Kitty starts having a fit about how she does not ...

Kitty Catherine is getting ready for a trip to overnight scout camp, wearing her authentic scout uniform and a pair of tight, white leggings. Her mommy, Alex Reynolds, is helping her pack. She reminds her that she needs to bring some pajamas, a change of clothes, her camera...and diapers. Kitty has some problems with wetting the bed and her mommy doesn't want her to have any accidents when she's away from home. Unfortunately for Kitty, these aren't some discreet pullups: Alex has packed big, padded Rearz diapers with a bright, babyish print. Kitty starts having a fit about how she does not want to wear diapers at camp and that even if Alex packs them, she isn't going to wear them. It's too embarrassing! She keeps taking them out of the bag that Alex is packing for her, so her mommy has had enough. She pulls little Kitty over her knee for a spanking, first on her panties and then on her bare bottom.

She spanks her little girl hard with her hand, and Kitty is soon crying real, wet tears from her sore bottom and the humiliation of having to still be in diapers at her age. But a spanking isn't the only punishment that Kitty is going to get. Because she threatened to not wear her diapers and mommy won't be able to check on her, she figures that everyone is going to need to know that Kitty needs to wear diapers so that they can help enforce that she does. So mommy Alex puts little Kitty into a diaper right then and there, then gives her a few more smacks over her padded bottom. She then dresses Kitty in her leggings, which do nothing to cover the diaper. The diaper extends above the waistband of the leggings and the tight fitting material makes the outline of the diaper very obvious. In fact, the baby footprint print can be clearly seen through the thin, white material. This is how poor Kitty is going to have to arrive at camp.

The lesson? Make sure that you don't argue when told you need to be in diapers!

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 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.

mommy Alex took her little girl, Nuna, on a road trip. They stayed in a hotel, and they're getting ready to leave for their second day of driving. But Alex is concerned about how often Nuna needed to stop to go potty on the first day, and how close they came to not finding a place to pull over in time for her. So, she tells her little one that she's going to be putting her in a diaper for the drive today, especially since they're going to be driving through less populated areas and have fewer chances to stop for Nuna to take a potty break.

Nuna is so embarrassed and insists that she's a big ...

mommy Alex took her little girl, Nuna, on a road trip. They stayed in a hotel, and they're getting ready to leave for their second day of driving. But Alex is concerned about how often Nuna needed to stop to go potty on the first day, and how close they came to not finding a place to pull over in time for her. So, she tells her little one that she's going to be putting her in a diaper for the drive today, especially since they're going to be driving through less populated areas and have fewer chances to stop for Nuna to take a potty break.

Nuna is so embarrassed and insists that she's a big girl and that she doesn't have accidents anymore! After all, she made it all day without wetting her pants, didn't she? She starts to throw a tantrum about it, stomping her little feet and pouting. mommy tells her that she may not fuss like this or else she will get a spanking, but Nuna responds to that with even more fussing.

True to her word, Alex takes Nuna over her knee and spanks her across the seat of her romper. But Alex knows that a proper spanking is given on the bare bottom, so she strips Nuna out of her clothes since her romper doesn't have any other way to be removed. Nuna is even more embarrassed to be so bare while getting spanked and she kicks her feet in her little lacy socks as she protests.

Once Nuna has been soundly punished, she agrees to wear the diaper in the car. mommy powders her and then tapes her into a Lavender diaper while she's still naked-- at least it's cute and pretty! Nuna feels glad to get back in her clothes, even if she isn't convinced that her puffy, padded bottom is discrete. But she is really cheered up when mommy agrees to take her for ice cream on the way out of town. She knows that a mommy has to be strict, but still needs to treat her little girl.

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!

Kitty gets a spanking on her padded bottom after having been told several times to put her toys away.

Baby Alex Reynolds is wearing a wet diaper under a cute, flowered bodysuit. She's in littlespace and is an absolutely adorable little girl. She's feeling playful and naughty, so she sits on her giant teddy bear's lap. She begins to wiggle around, feeling how good it feels to grind in her warm, wet diaper. She decides to lie the bear down and climb on top of him in order to have more ability to move around and begins to really properly hump her oversized stuffie, moaning with pleasure as she feels the friction against her padded princess parts. Eventually, she comes in her diaper, but that's ...

Baby Alex Reynolds is wearing a wet diaper under a cute, flowered bodysuit. She's in littlespace and is an absolutely adorable little girl. She's feeling playful and naughty, so she sits on her giant teddy bear's lap. She begins to wiggle around, feeling how good it feels to grind in her warm, wet diaper. She decides to lie the bear down and climb on top of him in order to have more ability to move around and begins to really properly hump her oversized stuffie, moaning with pleasure as she feels the friction against her padded princess parts. Eventually, she comes in her diaper, but that's not enough for her!

Alex goes off to find her other "special toy": her hitachi magic wand. She plugs it in and leans back on the teddy, giving you a show of her soaking wet diaper as she masturbates a second time, coming loudly. She knows she should probably change soon, but being wet feels too nice, so she decides to stay this way for a while.