Preview Page 2 / 11

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 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!

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!

Alex is babysitting Xena while their moms are out. When she comes out of the bathroom, she discovers that Xena has completely emptied Alex's suitcase onto the floor. She says that she was just "looking for toys" but Alex can't believe what a mess Xena made in such a short time. She decides that Xena needs to be spanked. But when she lifts her skirt to punish her, she discovers that she's not wearing her diaper like she should be. Instead, she's wearing a pair of Alex's panties that she obviously found in the suitcase. This takes things to a higher level and Xena gets a harder spanking before being diapered again. She puts baby mittens on Xena to prevent her from being able to do so much damage until their moms get back.

Ashley's Belle's mommy, Alex Reynolds, has had quite enough of her little girl's behavior at the family reunion. Ashley shoved her younger cousin, so mommy took her upstairs to have a little talk. Little Ashley is in a fussy mood: she whines and protests at everything that her mommy says. mommy has had enough of her attitude and tells her little girl that she needs a nap if she's this cranky, but first she's going to get a spanking for being so naughty today.

Alex puts Ashley over her lap and lifts her adorable jean jumper. Ashley gets a spanking over her cute cartoon character panties and ...

Ashley's Belle's mommy, Alex Reynolds, has had quite enough of her little girl's behavior at the family reunion. Ashley shoved her younger cousin, so mommy took her upstairs to have a little talk. Little Ashley is in a fussy mood: she whines and protests at everything that her mommy says. mommy has had enough of her attitude and tells her little girl that she needs a nap if she's this cranky, but first she's going to get a spanking for being so naughty today.

Alex puts Ashley over her lap and lifts her adorable jean jumper. Ashley gets a spanking over her cute cartoon character panties and then on her bare bottom. Ashley insists that she's too old for this treatment, but her mommy has other ideas. When Ashley whines and protests too much, Alex puts a pacifier in her mouth to quiet the little girl. Then, she takes Ashley's panties away, telling her she only gets to wear these when she acts like a big girl.

Instead, she diapers her little girl in a Tykables diaper. Ashley is so embarrassed: she really wants to be a big girl. But her mommy reminds her that in order to be treated like a big girl, she needs to act like one.

mommy is strict but loving and as she reminds Ashley to be a good girl and to remember that she's not too old to be treated this way. Ashley is then undressed and put into just a t-shirt and her thick, padded diaper to take her nap. As she cuddles her teddy and sucks on her pacifier, she certainly doesn't look like a big girl!

Although Ashley loves wearing diapers off camera, this was her first time doing a video like this and her shy, embarrassed reaction to being babied is totally genuine. With her cute blonde pigtails and cherubic face, Ashley is a little girl we're sure you'll want to see more of!

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.

Diapergirl Alex Reynolds is home from school in an adorable school uniform...and a soaking wet diaper.

She tells you about her day, including wetting herself hours ago during a science test.

It's time for a change, so Alex lies down and undoes her soaked Abena M4. She decides to change into a Tykables Overnight diaper- she loves to wear cute babyish diapers, but feels embarrassed to at school!
She takes her time to baby wipe herself clean, showing off all her princess parts as she does, before powdering up and finishing changing into the clean, puffy diaper.

She then shows off how cute she looks as she talks more about school, how her dip feels, and what her favorite diapers are.

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?