Diapered Schoolgirl Penny is stuck in detention writing standards on the board, but the thought of being punished while dressed in diapers and her school uniform is just too much for the naughty little girl to resist! Soon she's got her hands off the chalk and down into her diaper. The thick, crinkly, padding around her crotch makes her so horny, and she just loves the feeling of the diaper squeezed between her legs.
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Adult baby girls Bailey, Kitty, and Lily are fed up with wearing diapers and training panties. They think that it's about time Sasha got a taste of her own medicine though. After they convince Sasha to let them play outside the playpen, the the girls pounce and soon have Sasha naked and tied down on the crib! The girls thoroughly enjoy teasing Sasha while they humiliate, put her into thick disposable diapers, and treat her like a baby.
Diapered schoolgirl Gabriella has gotten herself in trouble for not doing her homework, so she's been grounded to her room for the afternoon. Gabby has no intention of staying inside though, so she sneaks out to the balcony to see if she can climb over the rail (all the while giving us a lovely view of her thick Cushie underneath her school uniform skirt).
Kitty stumbles home the morning after partying all night for her prom and immediately falls fast asleep on her bed. But thanks to all that partying she awakes to Gabriella asking her why she wet her bed! When Kitty argues with Gabriella she earns herself a punishment diapering. Sulking about her punishment, Kitty gets herself deeper into trouble by calling Gabriella a bitch. This earns her a mouth soaping in addition to having to wear the humiliating diapers.
Even though it's against the rules, diapered schoolgirls Kitty and Bailey just can't keep their hands off each other. But when tattle tale Lily tells on them, the two girls find themselves on the receiving end of a spanking from Sasha. So naturally, at the first opportunity, they try to take their revenge on Lily by pinning her down and spanking her diapered butt!
Jesse has gotten into trouble at school for playing with matches, and Sasha has picked him up from school and driven him home. When he whines about getting in trouble (even though he's thickly diapered and strapped into a car seat), Sasha decides that he needs a more severe punishment than usual. And when Jesse thinks it's a good idea to cuss in front of little Christopher, Sasha pulls out the soap.
Penny has been a good girl all day at work, wearing a nice, thick disposable diaper under her work clothes. When she gets home she thinks that maybe she can have some big girl fun at home with William. He has other plans for Penny though and doesn't think Penny will get to be big enough for those sorts of games. Penny protests and tries to argue her case while William gets her out of her work clothes and into a super-cute baby girl dress.
Schoolgirl Kitty finds herself in a strange adult-sized nursery with another young lady. Stephie has been in the nursery for a while now, and she's been kept in diapers and strange, kinky outfits for quite some time. Since Stephie's learned to be compliant for the nursery's owners, Will and Gabe think she'll be a good role model for Kitty now that Kitty's going to be trained to be a good little diaper slave.
Kitty stops Christopher and Jesse on their way home from school and convinces them to come "study" with her while Sasha isn't home. They start fooling around, and the boys find out that Kitty is dressed in a diaper. Kitty's strong advances (and willingness to take off her clothes) convince the boys to make out with her.
Having hidden the hated diaper taped onto her by Miss Kat, Bailey tries hiding in the classroom to avoid her new teacher. When Bailey complains that it isn't fair for her to not be allowed to take off her diaper by herself, Miss Kat decides that maybe Bailey shouldn't be allowed to be a big girl any longer. Miss Kat starts stripping Bailey out of her school uniform, then bends her over a school desk for a sound hand spanking.
Diapered, dressed as a schoolgirl, and on his hands and knees, Logan waits obediently for Miss Kat to peg him with her strap on. Kat takes her time with Logan, teasing, spanking, pounding, and playing with him. But when Logan starts to think that he should be allowed to fuck Miss Kat, she decides to put him in his place. Miss Kat tapes Logan back into his diaper and gets out her paddle for the day's lesson.
Penny strips out of her leotard and William dresses her in a cute pink schoolgirl blouse with a Peter Pan collar. Penny adjusts her white tights while William buttons up her blouse, and then Penny is locked into a pair of heavy plastic pants. Even though she does her best to keep from getting put into the hated plastic pants Penny eventually finds herself dressed in a short, pink, plaid skirt with her thick diapered bottom peeking out for anyone who cares to see.
Having gotten themselves into trouble for picking on little Kitty, Penny, Bailey, and Chrissy are getting changed into baby clothes for a nap. Despite their protests and attempts to distract William from their punishment, the three naughty girls are stripped out of their school uniforms (down to their diapers) and dressed in embarrassing baby clothes. Once all the girls are changed William locks them in the playpen together for a nap.
Bailey can't seem to help getting into trouble at school, and William has decided to enroll her in a new school where Miss Kat is the headmistress! Bailey isn't too sure about this arrangement but reluctantly agrees. Miss Kat sits Bailey down to explain the rules at the new school, and (noticing Bailey's wet training panties) she explains to Bailey that she's going to be put into diapers.
In this sequel to "Reluctant Roleplay," Logan has returned to Miss Kat and wants to play with her again. He admits that he enjoyed himself before, and Miss Kat makes him promise to be a good little diapered sissy for her. Miss Kat watches, amused, while Logan strips out of his clothes and starts dressing in his cute little schoolgirl uniform. Miss Kat spreads a diaper out on the floor for him and thoroughly rubs powder all over his crotch.
Naughty little Penny just can't seem to keep her fingers out of her diaper, so William has dressed her in tights and a leotard in an effort to help Penny resist temptation. Penny's too horny to resist though, and she eventually finds a way to get her fingers into her diaper and get herself off. Her treat isn't without consequences however, and William discovers her at the height of her climax.
Diapered schoolgirls Bailey, Chrissy, and Penny are tired of little Kitty being teacher's pet, so they've decided it's time to bring her down a notch. The three naughty schoolgirls concoct a plan to gang up on her when the teachers aren't around. While Chrissy keeps watch, Bailey and Penny pin Kitty down, spank her, and tie her hands together with the ribbon from Kitty's hair.
Adult baby girls Bailey and Penny are good girls at heart, but they think William's been way too mean lately. To make things right, Kat suggests that maybe the girls should put William in diapers and chastity. So when William gets home the girls pounce on him and unleash their diabolical plan for revenge! William goes along with the girls' plan for a while, expecting the girls to have their fun without things getting out of hand.
Christopher thinks he's in for some hot group sex, but things turn out a little differently than he planned. He doesn't know his new flings too well, but his hormones get the best of him when he agrees to be stripped and tied up. Soon things turn a little weird though, as the ladies powder Christopher's crotch and tape him into a thick, embarrassing diaper.
Schoolgirl Bailey has gotten herself into quite a predicament, and she finds herself tied up, taped into a thick disposable diaper, and locked into a playpen. Things are about to get even more complicated when William finds Bailey's phone in her purse and texts a couple of her friends invite them over as well. When William checks Bailey's diaper, he finds that it is soaked and proceeds to change her into a super-thick cloth diaper and humiliating ruffled plastic pants.
Penny and Bailey decide they're not going to listen to Miss Kat anymore, so they've drawn a bath and set down into it still wearing their diapers. Their diapers fill up with loads of bathwater until they're bulging and sagging off the girls. Miss Kat comes across the two naughty girls and decides that if they're going to act like babies, then she's going to treat them like babies. Miss Kat strips the girls out of the diapers, wraps them in cute little towels, and takes them up to the nursery.
Schoolgirl Bailey has been nothing but trouble for her sexy teacher Miss Kat. When she refuses to do her standards one too many times, Miss Kat has no choice but to call her Daddy to pick her up from school early. While waiting for Daddy to arrive, Bailey is bent over the school desk for a spanking with her teacher's yard stick followed by a hand spanking.
Bailey and Penny have been less-than-desirable employees for too long, and Kat's had enough of it. Since they've been acting like children, Miss Kat is going to treat them like children. Bailey goes first and has to choose the diaper she'll be taped into. While Bailey and Penny lament the poor job market that's gotten them into this mess, Miss Kat tapes the two petulant girls into their "punishment diapers" and sets them to work cleaning up.
Little Kitty is diapered, wearing her pretty kitty ears, and (what else?) horny! She spends some quality time with her vibrator, meowing, moaning, and wiggling, while trying to rub herself to an orgasm in her thick diaper. Eventually the feisty little kitten pulls down her tights, untapes one side of her diaper, and gets herself off while Mommy Gabriella watches. But now that little Kitty has had her fun, it's time for her to take care of her mommy.
William is in the business of training good little boys and girls to be diapered slaves for his clients, and Miss Kat is one of his best clients. When Kat arrives to take a look at her potential new slave, Jesse, she immediately gets to work testing him out, seeing how well he responds to commands, and how quickly re responds to pain. After much poking, prodding, spanking, and groping, Miss Kat decides that she'll take home a new slave today after all.
Naughty adult baby girls Bailey and Kitty are getting their revenge on the goodie-two-shoes baby ballerinas Chrissy and Penny. After escaping from the playpen they throw the good girls in and lock the door. Smug with satisfaction over their victory, Bailey and Kitty decide to play with the dollhouse and have fun while poor little Chrissy and Penny can only sit, diapered, in the playpen and watch.
Adult baby girls Kitty and Bailey wake up from their nap to a wonderful surprise, it's snowing outside! Unable to contain their excitement, Kitty and Bailey call for Karen to ask her if they can go play outside! Karen agrees but tells the girls that they've got to have breakfast first! Hungry after sleeping in the crib and eager to go play in the snow, Kitty and Bailey hungrily latch on to Karen's ample breasts to nurse.
Little diapered ballerina Kitty is in trouble, and she's been put into the corner wearing her "punishment shoes," 8 inch ballet heels! She's not happy about it, but she grudgingly tries to stand in the corner until William isn't watching. When the coast is clear, she immediately plops down on the floor and takes off the hated shoes. But when Bailey finds Kitty out of the corner and confronts her the two girls start fighting.
Loni's been chatting with a girl online, and he thinks he's about to score. But when he shows up to meet this internet chat room girl things don't go quite as planned. Kat and William have been plotting to get themselves another adult baby sissy, and Loni has fallen into the trap. Loni downs a special drink when he arrives at the couple's home, and is soon feeling small and compliant.
After having an embarrassing accident, and then jumping into the bathtub while still in diapers, Baby Penny and her friends are busy changing into nice, dry diapers and comfy sleepytime clothes. Before long though, the feisty little girls are giggling, wrestling, spanking, and pouncing one another in the nursery. Once everyone is dressed (Kitty in a fun, fetishy, PVC jumper) Bailey and Kitty get hot and bothered.
Little Jeffrey is woken up from his nap by Miss Kat and gets a nice surprise - Kat is feeling a little horny and wants her adult baby boy to nurse on her breasts while she masturbates. While Jeffrey sucks hungrily on Kat's nipples and breasts, she rubs the front of his diaper and teases him about the bulge in his thick disposable diaper. When Jeffrey asks Miss Kat for permission to cum, Kat stops playing with him and denies him an orgasm.
You just can't find good help these days. While Mistress Kat is away from the house Logan seems to think he can get away with fooling around with Lily, the maid. Before long Lily is laying in the sex swing and Logan has his face buried between her legs, at least until Mistress Kat comes home and finds them. As punishment for their poor behavior, Mistress Kat decides to put both her servants in thick disposable diapers.
Adorable adult baby girl Penny is happily playing with her doll house until she realizes something isn't right. Before she knows it she's wet in her cloth diaper. Ashamed of her accident, baby Penny hides in the corner with the stuffed animals. When Bailey, Chrissy, and Kitty find her hiding in the corner they quickly find out what happened. After teasing Penny a little about her accident the four AB girls decide that they should all get in the bathtub... in their diapers!
Little Christopher is strapped into bondage mittens and let back into the corner to stand in his punishment shoes but soon agrees to submit to an anal punishment in exchange for being released from the painful punishment shoes. Christopher is stripped down to diapers, then put on hands and knees with diaper pulled down and cute little bottom exposed to Miss Kat. Miss Kat starts off invading Christopher's bottom with her gloved finger but soon moved on to larger intruders!
Adult baby girl Kitty is being a very good and playful little girl for her Miss Sasha. Dressed in a fun blue ballerina dress (with a soggy Bambino Bianco peaking out from under her hem), Kitty is much more interested in playing with her doll house than getting her diapered changed. It takes a little convincing, but eventually Sasha encourages Kitty to strip down to her wet diaper for a change. And, since Kitty has been such a good girl, Sasha agrees when Kitty chooses a pull up to wear instead of another baby diaper.
Dominant woman Karen is training Tommy to be her new diapered toy, so she is teaching him that is proper place is serving her as a diapered slut. After securing Tommy into heavy leather bondage cuffs impish diaper girl Kitty shows up to help train Karen's diaper slut. To help him learn his place, Kitty sits on Tommy's face and smothers him with her diapered crotch. The two cruel mistresses continue to poke, prod, and beat Tommy into submission, eventually securing his wrist and ankle cuffs to a spreader bar.
Christopher has been a naughty little monkey. Instead of doing the homework Miss Kat had assigned to him, he blew it off and played instead! As a punishment Miss Kat decides that Christopher needs to be kept in diapers for the day. But when little Christopher starts to untape his diaper Miss Kat has to escalate his punishment. Instead of being a diaper boy Miss Kat decides that Christopher might start behaving a little better if he's kept as a diapered girl for the day!
Schoolgirl Bailey has been having accidents at school, and Kat has been called to come pick her up more times than is acceptable. Kat brings Bailey home in her car seat (still wearing her wet training panties) and explains that Bailey is going to be kept in diapers until she can prove that she can stay dry. Miss Kat changes Bailey out of her school uniform and into an adorable purple baby dress and thick Molecare disposable diapers.
Diapered sissy Loni is doing her best to do a good job sucking Will's strap on, and Miss Kat decides that Loni's dress should be taken off so everyone can see her thick disposable diapers. When Loni has proven she can do a good job sucking on the strap on, she's finally allowed to suck on Will's real cock! On all fours with a stiff cock in her mouth, Loni is spanked and fondled through her diaper (but not allowed to cum).
Diaper girl Bailey's had enough of William thinking he's in charge around the nursery, and she's decided to teach him a lesson. She gets his attention with the help of an English cane, then gets him up into the highchair for a snack. Thick leather mitts buckled on over William's hands make sure he can't do much to resist, especially after Bailey ties his wrists to the sides of the high chair.
Miss Kat has a big surprise for her diapered sissy baby Loni today. If Loni is a very good girl, she's going to get to get all dressed up for Will and suck his cock! First Miss Kat gets Loni dressed in a thick Abena disposable, puts a cute little girl hair clip on him, dresses Loni in an adorable skirted onesie, then makes her look all grown up with some pretty makeup!
Miss Karen is enjoying the services of her favorite kittykat. Kitty, taped into very thick Bambino Bianco disposable, collared and leashed, has her face pressed deep into Karen's pussy. Even though Kitty is very horny, Karen has to remind her to do her job before she will be allowed to play with herself. Horny and frustrated, Kitty rubs herself through her diaper while licking Karen's wet pussy.
Bailey is so cute sitting there on the rocking horse. When Kat gets on behind her they start touching each others thick Cushie diapers. Once they begin getting very horny (by discovering each others diapers) they get off Horatio and head to the crib. Where they discover they are both wearing matching diapers. Before long, naughty fingers are exploring naughty places, and the two horny diapered schoolgirls can't keep their hands off each other. School uniform jumpers come off and bottoms get playfully spanked.
William let Tommy tie him down so that they could have some kinky fun, but he didn't expect to be put into diapers! He complains to Tommy about being his "little diaper bitch," but Tommy convinces William to play along after a few rough slaps. When Tommy rubs the vibrator on William's diapered crotch though, he starts to discover that maybe diapers can be fun after all. Still recalcitrant though, William has to be paddled and punished by Tommy until he'll admit out loud that he's Tommy's "good little diaper bitch."
Chrissy tapes herself in to a thick, crinkly Bambino Bianco disposable diaper as she prepares for an evening out on the town with Kat. As she puts the diaper on and gets dressed, Chrissy talks about how it feels to diaper herself and how it feels to go out in public on with diapers on under her clothes. After her diaper is taped on, Chrissy slips into sheer, black stockings and pulls her tight fitting dress down to cover her diapered derriere. Chrissy then tops off her outfit with a pair of sexy, black Mary Jane heels.
Adult baby girl Kitty is being a good girl for William, playing with her doll house in her nursery. After a while she thinks that she needs to use the potty, but William thinks that she doesn't have to go bad enough and should wait a while first. Kitty grudgingly agrees but soon gets restless and decides that she really needs to go potty this time. Kitty begs and pleads, she just can't convince William that she should be allowed to use the potty. Much to Kitty's humiliation, William makes her wet her diaper on full display.
Miss Michele wakes up her adult baby girls Bailey and Kitty with a surprise... breast milk! The two girls nurse on Michele's breasts until they get very horny and decide to break out the vibrators. Naughty little Bailey gets a little too into her vibrator and cums without permission from her mommy. Her bliss doesn't last long, however, as she quickly realizes that she's going to be in big trouble for breaking the rules. As punishment, Bailey will have to put on a humiliating school uniform and clean her room.
Miss Kat's nursery school is full of well-behaved little sissies for a reason, she deals with misbehavior swiftly and effectively! Sissy Rebecca's mistress has sent her to Miss Kat's nursery school to learn how to be a good little girl, but Rebecca can't seem to keep from wetting the thick, humiliating Classy Comfort disposable diapers she's been sent to school in. Kat sends Rebecca to time out for some time to think about why she can't seem to remember to use the potty like a big girl.
Kitty's was sent her to school with a thick Bambino diaper on under her plaid school uniform jumper. She had several accidents during the school day and feels like a very naughty girl for wetting herself with all her classmates around her. When she gets home from school she takes the opportunity to examine her soaked diaper more closely. She knows that she's not allowed to take off her diaper without permission, but that doesn't mean she can't still have a little fun with her vibrator.
Bailey and Kitty hate their job working at a local home daycare, especially because their boss likes to humiliate them by making them wear diapers when they make mistakes. Bailey decides that she and Kitty should get the last word by using their diapers so that they'll boss will get to clean up the mess for a change. The two hold hands and together wet their disposable diapers under their jeans. When they take off their jeans to survey the damage both girls are intrigued by the warm wet feeling of wet diapers.
Diapered schoolgirls Bailey, Chrissy, and Kitty are playing in the nursery, and Chrissy decides to draw a picture... of her and Bailey teasing baby girl Kitty! Bailey and Chrissy decide to make art into reality, and they pounce on poor little Kitty! Despite the fact that all three schoolgirls are taped into super-thick Bambino disposables (that are constantly peeking out from under their school uniform skirts), the two older girls hold Kitty down, give her a spanking, and tell her to suck her thumb.
After a couple of dates, Kat has invited Logan back to her house to play around. Logan is intrigued by Kat's stern, seductive outfit, but he's a little confused by Kat's choice of venue. Kat tells Logan that it might be fun to do a little teacher/student roleplaying. He's a little hesitant at first, but Logan's lust gets the better of him and he agrees to wear a plaid school uniform for Kat. He's shocked and reluctant when Kat gets a diaper out for him to wear, but agrees to wear it when Kat tells him how horny it makes her.
Kat is in the bathroom getting ready to go out, but Tommy has to pee and isn't happy about having to wait. He bangs on the bathroom door, yells, and generally acts like a brat, but Kat refuses to let him in. Before long the inevitable transpires, and Tommy can't help but wet his pants. When Kat finds out that Tommy's not only acting like a little boy but also wetting his pants like one, she decides he needs to be taken down a couple of notches. Next stop for Tommy: Mommy Kat's changing table!
Adult schoolgirls Bailey and Kitty look absolutely adorable in their authentic blue plaid schoolgirl uniforms, white knee high socks, black Mary Janes, and thick ABU Cushies peeking out from behind their plaid skirts! But while they're playing, Bailey suddenly becomes very quiet. Kitty wants to know what's wrong and figures it out right away. Bailey has wet her diaper! Kitty tells Bailey not to be embarrassed and that seeing Bailey in wet diapers is actually making her very horny!
William has dressed his diapered sissy Rebecca in an adorable pink satin dress with a matching ruffled diaper cover. He can't help but get aroused with his sissy all wrapped up and dressed so cute, so he decides it's time for Rebecca to practice cock sucking. Soon Rebecca is kneeling in front of William's stiff cock and getting a lesson in proper sissy cock sucking. Rebecca isn't as enthusiastic as William would like, however, and it's soon decided that Rebecca needs some extra encouragement.
Adult baby girls Bailey and Kitty have to get dressed for ballet class and don't want to have to have an embarrassing accident, so the two naked girls start off by taping each other into thick, crinkly, Bambino Bianco disposable diapers. Bailey starts to get very horny and wants to play, but Kitty reminds her that they'll have time to play before class if they are good girls and get all dressed first. So after their diapers, each girl slips into shiny, shear tights and leotards over their padded bottoms.
It's Kitty's birthday, and Miss Karen has a big surprise for adult baby girl Kitty, a new (live) baby doll to play with! Kitty gets to have lots of fun with her new doll, and decides right away that he should be in diapers just like her. Next, Kitty decides that she wants a diapered baby girl doll, but her new doll starts to protest. Lucky for Kitty, Miss Karen gives her a ball gag to use to keep her naughty baby doll from talking back. With her doll properly silenced, Kitty proceeds to dress the doll up in a cute pink baby girl playsuit.
Bailey is supposed to be taking a nap in the crib at adult baby nursery school, but she decides to be naughty and play with the vibrator she's hidden in the crib. While she's got one hand in her diaper and has her eyes closed in concentration, Kitty comes into the nursery to wake Bailey up from her nap. Caught in the act, Bailey is furious with Kitty for walking in on her and decides to punish the diapered schoolgirl herself. First she drags poor little Kitty to bend over a school desk and starts with a stinging spanking on her diapered bottom.
Katherine is having a wonderful time playing in the secret nursery she found in the house of her client, Mr. Watkins. Having already dressed up like a little schoolgirl in training panties, she's starting to feel more adventurous and decides to try on some of the diapers she found earlier. She climbs up onto the adult sized changing table and tapes herself into a Molecare disposable diaper with a liner tucked into the middle to make it extra thick. With the diaper taped up between her legs, forcing them apart a little, she feels very little and adorable.
It's another school day for sissy schoolgirl Loni, and William is getting her ready for nursery school with Miss Kat. It's a very special nursery school just for sissies, and Miss Kat is very strict with her little sissy girls. Loni wants to wear her big girl panties to school, but Daddy puts her in thick disposable diapers for nursery school because she's been having accidents. While little Loni is on her way to school though, she has an accident and knows that she'll be in trouble with Miss Kat when she gets to school.
Schoolgirl Kitty concentrates intently on her math tables until ... uh oh ... she has a big accident in her training panties. She tries to hide it, but it's gotten her legs, socks, and the seat of her desk all wet. Inevitably her teacher, Mr. Tommy, finds out about her wetting and puts the protesting schoolgirl back into humiliating baby diapers for the rest of the school day. To "encourage" Kitty from having accidents in the future, he also gives her a firm paddle spanking over his knee and stands her in the corner, school jumper tucked into her exposed diapers.
Kitty has gotten home a little earlier than usual, and she can't wait to get back into thick, crinkly Bambinos for the evening. Even though William isn't home yet, she sheds her grownup clothes, rubs sweet-smelling baby lotion into her skin, and tapes herself into a bulky disposable diapers. By the time she has changed into a childish pajama set, Kitty is getting too horny to control herself. Although she knows she's supposed to wait for William's permission, she starts playing with her vibrator anyway.