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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!

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!

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.

Adorable little Dorothy is lounging on the bed reading a book about puppies to herself, sounding out the words and sounding very small indeed as she does. Her mommy, Adriana Evans, comes to check on her little girl to discover that Dorothy is in a wet diaper...a soaking wet diaper. She wet herself and did not come tell mommy that she needed a change, which is strictly against the rules. mommy doesn't want her little one sitting in a wet diaper.

Adriana scolds Dorothy, and then puts her legs up and spanks her in diaper position...over her wet diaper. Dorothy feels so embarrassed and covers her ...

Adorable little Dorothy is lounging on the bed reading a book about puppies to herself, sounding out the words and sounding very small indeed as she does. Her mommy, Adriana Evans, comes to check on her little girl to discover that Dorothy is in a wet diaper...a soaking wet diaper. She wet herself and did not come tell mommy that she needed a change, which is strictly against the rules. mommy doesn't want her little one sitting in a wet diaper.

Adriana scolds Dorothy, and then puts her legs up and spanks her in diaper position...over her wet diaper. Dorothy feels so embarrassed and covers her face, but her punishment isn't over. mommy takes her diaper off and puts her across her lap to give her a bare bottom, old fashioned over the knee spanking. Dorothy cries and sniffles as her round little bottom turns bright pink.

After the spanking, mommy lovingly cleans Dorothy up and gets her into a fresh diaper. Dorothy looks so cute in her puffy, padded diaper, and mommy snuggles up on the bed with her so that Dorothy can practice reading to her.

Nobody plays a strict but loving mommy like Adriana Evans, and Dorothy is one of the cutest possible little girls, so this pairing is not one to miss!

Maddy Marks is so embarrassed by the idea that her parents hired a babysitter for her after she kept getting caught sneaking out when they weren't home. Discovering that it's Alex Reynolds, a girl who had been at the same school as her just a couple of years ago made it even worse. But that's only the start of Maddy's worries: Alex has some very nontraditional methods of keeping her charge in line. She wants Maddy to be aware of what a baby she is in order to keep her under control, so she's brought some supplies to force her into this headspace. Maddy is given a spanking as "preemptive ...

Maddy Marks is so embarrassed by the idea that her parents hired a babysitter for her after she kept getting caught sneaking out when they weren't home. Discovering that it's Alex Reynolds, a girl who had been at the same school as her just a couple of years ago made it even worse. But that's only the start of Maddy's worries: Alex has some very nontraditional methods of keeping her charge in line. She wants Maddy to be aware of what a baby she is in order to keep her under control, so she's brought some supplies to force her into this headspace. Maddy is given a spanking as "preemptive discipline" and then, to her great embarrassment, Alex makes her lie down to be diapered. Her humiliation is obvious on her face as she's taped snugly into an ABU Space diaper. Alex makes her play with baby toys and suck on a pacifier to keep her from "fussing" when she tries to express herself like an adult.

Alex doesn't think that Maddy's tight-fitting dress is appropriate for a baby, either. Besides, the dress has a built-in bra, and have no need for bras. She spends some time reminding Maddy that her perky little breasts are so small that she'll feel more comfortable this way. Alex talks to her in a sweet voice, but her words are so humiliating to poor Maddy, but she can't do much but blush as Alex strips her down to her diaper before dressing her in her outfit for the evening: a pastel pink blanket sleeper, complete with a drop-seat to expose her diaper and a pair of matching booties.

After this treatment, Maddy has no choice but to accept that she's just a silly little baby now and that she needs Alex to take care of her.

Maddy loves ageplay, but had never explored diapers before this shoot. Since Maddy and Alex are best friends in real life, they had remarkable chemistry in this film, and since this was all very new to Maddy, her headspace as she's taken on this embarrassing adventure is so genuine, and it shows! This is your first chance to see popular spanking model Maddy Marks in diapers, and it's a wonderful chance to see some intense, real reactions.

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!

Adriana Evans is a Girl Scout leader who is out of patience for the naughty behavior that some of the girls in her troop are displaying. Dorothy, for example, seems more interested in aesthetics than anything else, and is willing to lie and steal to achieve the goal of "looking perfect" as a scout. Adriana won't tolerate this: Dorothy is being a naughty little baby, so she's going to treat her like one. First, Dorothy gets spanked across her authentic Girl Scout culottes. Then, both her shorts and her panties are pulled down so that she is given a bare bottom spanking. But that's not all that ...

Adriana Evans is a Girl Scout leader who is out of patience for the naughty behavior that some of the girls in her troop are displaying. Dorothy, for example, seems more interested in aesthetics than anything else, and is willing to lie and steal to achieve the goal of "looking perfect" as a scout. Adriana won't tolerate this: Dorothy is being a naughty little baby, so she's going to treat her like one. First, Dorothy gets spanked across her authentic Girl Scout culottes. Then, both her shorts and her panties are pulled down so that she is given a bare bottom spanking. But that's not all that she's in store for: she's going to be diapered, and she's going to have to wear her diaper back to the meeting, as well as while they go sell cookies this weekend. But Dorothy doesn't have a choice: if she doesn't take her punishment, Adriana is going to demote her to Daisy Scout with the youngest girls. To make matters worse, once she's been taped into a vintage fabine diaper, Adriana picks up the humiliates little girl and carries her out into the room where the other girls are waiting, announcing that Dorothy has something to show her friends. How will she ever live this down?

Alex Reynolds calls her little sister, Dorothy Burnett, into her room. She tells her that she came up with something to help her to prepare to take her upcoming entrance exam to a prestigious new school. Dorothy is expecting help with her math. Instead, Alex presents a diaper. Dorothy has to pee frequently, and no one is allowed to leave the lecture hall until the exam is completed. So, Alex suggests that Dorothy needs to wear the diaper for the exam, and to wear one now to "get used to it".

Dorothy throws a HUGE tantrum over this, throwing the diaper, kicking and flailing, and whining the ...

Alex Reynolds calls her little sister, Dorothy Burnett, into her room. She tells her that she came up with something to help her to prepare to take her upcoming entrance exam to a prestigious new school. Dorothy is expecting help with her math. Instead, Alex presents a diaper. Dorothy has to pee frequently, and no one is allowed to leave the lecture hall until the exam is completed. So, Alex suggests that Dorothy needs to wear the diaper for the exam, and to wear one now to "get used to it".

Dorothy throws a HUGE tantrum over this, throwing the diaper, kicking and flailing, and whining the entire time. If she's going to act like such a little baby, maybe diapers are more than appropriate for her.

Alex has to physically lift and carry Dorothy into position and has to fight and wrestle her to get her to put her legs up, but when she does, it's to give her a diaper position spanking first. Only then does she tape Dorothy into her vintage DC Amore diaper.

Once she's wearing it, Dorothy still won't agree to wear one to the test, so Alex wrestles her down onto her stomach there and pins her in position, spanking her diapered bottom until Dorothy gives in and agrees.

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 Alex has her friend, Sarah Gregory, over to play and suggests that they play "house" together. Sarah is eager but doesn't exactly understand what Alex means by this. A very bossy little girl, Alex insists that she's going to be the mommy and Sarah is going to be the baby. This means that she has to do exactly as Alex says...and of course, since she's a baby, she'll have to wear diapers. Sarah isn't very into this idea, but Alex is a strict mommy, and when Sarah refuses to wear her diaper she pulls her over her knee, lifts the hem of her cute little girl dress and gives her a spanking ...

Little Alex has her friend, Sarah Gregory, over to play and suggests that they play "house" together. Sarah is eager but doesn't exactly understand what Alex means by this. A very bossy little girl, Alex insists that she's going to be the mommy and Sarah is going to be the baby. This means that she has to do exactly as Alex says...and of course, since she's a baby, she'll have to wear diapers. Sarah isn't very into this idea, but Alex is a strict mommy, and when Sarah refuses to wear her diaper she pulls her over her knee, lifts the hem of her cute little girl dress and gives her a spanking over her panties, and then on her bare bottom. Sarah fusses and protests, but eventually gives in and agrees to be diapered by a very self-satisfied Alex. Once she's taped into a cute MyDiaper diaper, Alex admires how padded and crinkly it is and tells Sarah about what a baby she is, much to her great embarrassment. Sarah gets frustrated and decides to spank Alex back, even if she isn't much of an authority figure while wearing diapers!

This is our first time having spanking model Sarah Gregory of Spanked and Diapered and you're going to love the results! Both girls are very into their littlespace and this creates an adorable energy between the two. Their outfits are too cute for words, and Sarah looks gorgeous diapered. Watching her spank Alex adds to it even more!