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Lilly Calloway

Free Spanking and Abdl Videos and Galleries with Lilly Calloway. We have previews with Lilly Calloway from Northern Spanking and Spanked And Diapered.
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⁞⁞⁞⁞Ella Raine - Playing School - HQ Photos PreviewLittle Ella Raine has been playing and coloring at her big sister's desk. When Lilly gets home from school, though, she sees what Ella was coloring on: her report, which is due tomorrow! She's furious at her sister and calls for their mother, Alex Reynolds. Alex is very upset with Ella for constantly getting into Lilly's things despite being told not to. She tells Lilly that since she was the offended party, she should punish Ella and brings her a wooden spoon to do it. Lilly relishes the opportunity to get even, and she spanks her sister hard with the spoon, leaving her tiny bottom marked and sore. But in this house, acting like a naughty baby gets you treated like one. So, Alex announces that since Ella can't behave like a big girl, she is going to be put back into diapers. Alex delivers this diaper discipline herself, leaving Ella a very sore and very embarrassed little girl as she picks up her toys and crinkles her way out of the room.► ⁞⁞⁞⁞How To Punish A PrincessPrivate detective Kennedy is on a revenue protection gig for a casino. Having studied her gambling habit carefully, and done some digging, he visits Lilly unannounced in her room and confronts her with evidence that she is not in fact minor European royalty, but a penniless waitress from Baltimore. Lilly is not very good at poker it turns out and her gaming debts amount to about half his fee, thus he could report her and have her arrested or, since he admires her audacity (and her bottom), he could be benevolent and pay them for her. This would of course be at some considerable cost to the Duchess of Brunswick's dignity... and her bottom!⁞⁞⁞⁞Because You Won't Be Good - Photos PreviewLeft in the care of their older sister Lilly, Anastasia and Kiki just cannot behave themselves. Lilly *hates* being interrupted by squabbling girls when she's on the phone with her boyfriend. The painful and humiliating punishment Kiki and Anastasia suffer at her hands however, does make you wonder whether the girls' claims that Lilly is 'enjoying this way too much!' might have some truth to them. Evil big sister!Because You Won't Be GoodLeft in the care of their older sister Lilly, Anastasia and Kiki just cannot behave themselves. Lilly *hates* being interrupted by squabbling girls when she's on the phone with her boyfriend. The painful and humiliating punishment Kiki and Anastasia suffer at her hands however, does make you wonder whether the girls' claims that Lilly is 'enjoying this way too much!' might have some truth to them. Evil big sister!► ⁞⁞⁞⁞Potty Mouth Punishment - Spanked & DiaperedAnother great video from Spanked & Diapered, the unique producer of high-quality videos and pictures focused on the intersection of spanking and ABDL. Enjoy a diverse mix of popular ABDL models and performers trying adult diapers for the first time! Their scenes include ageplay, diaper discipline, punishment regression, and more.► ⁞⁞⁞⁞Wet Little SisterElla Raine behaved so disgusting... she was pissing on the floor, without even noticing it, while she was playing with her cellphone. Her sisters Lilly and Alex have no other choice but teaching her a memorable lesson in how to behave like a lady. Ella is spanked and diapered.► ⁞⁞⁞⁞Naughty Ella Gets A SpankingLilly 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 further's Ella's regression and Lilly's delight.► ⁞⁞⁞⁞Lilly Calloway Strapped For DeceitSchoolgirl Lilly Calloway has forged and faked her way onto a school trip. Discovered, Lilly must now face the consequences, a spanking from the teacher in charge and the strap across her naughty bottom.► ⁞⁞⁞⁞We're Gonna Have A SpankingLilly and her little sister, Ella, had a good day at the zoo today. Now it's time for Ella to get ready for bed-- she comes out to say night night to her sister and snuggle with her on the sofa. As she's getting up to go get in bed, though, the dropseat on her pajamas falls open...revealing no diaper inside! Ella knows the rules: she should absolutely be wearing a diaper to bed. She's a bedwetter, after all! Not listening and trying to be sneaky after her sister took her on such a nice day out definitely has little Ella in trouble! And with her bare bottom presented by the open dropseat...well, the solution is obvious. Ella is getting a spanking. Once Ella's little bottom has been smacked red and sore, and she has promised to wear her diaper like a good girl, Lilly strips her out of her pajamas to diaper her herself-- she can't trust Ella to do these things on her own anymore. She is going to have to be diapered like the little baby that she is, then tucked into bed.► ⁞⁞⁞⁞Ella's Giant Teddy TantrumLittle Ella is getting ready to go on vacation with her family. After a fiasco in which she almost lost some of her stuffies on a previous trip because she brought so many, Ella's mommy, Lilly Calloway, now only allows her to take one stuffie with her. Ella comes into the room with the stuffie that she intends to bring...and it's as big as she is. When Lilly tells her that this is not a travel-friendly animal, Ella throws a huge tantrum. Out of patience, Lilly resorts to the measures that she knows will work to get her naughty daughter under control: a spanking over her knee. But if Ella is going to act this way now, there's no way of knowing if she will decide to throw fits like a baby all day long. With the troubles of transit already looming in the future, Lilly takes actions to keep Ella from acting out later by giving her a punishment that lasts all day (and saves time, too). Ella gets a dose of diaper discipline as her red bottom is taped into a thick, padded diaper to travel in.► ⁞⁞⁞⁞Do Not DisturbLilly's morning is not off to great start. Somehow, the 'Do Not Disturb' sign got removed from her hotel room door and she is loudly wakened by housekeeping. Shortly thereafter her little sister, Lola, bounces into the room they're sharing, full of beans and full of breakfast, which Lilly has now missed. Also, did Lola really go down to breakfast in her PJ's?! Hopefully the rest of Lilly's day, and their trip, can be improved once her little sister has learned some respect... across Lilly's lap. Lola's inevitable spanking begins over her little PJ shorts which Lilly angrily yanks up tight into her sister's bottom, along with her panties, in a tight wedgie. Soon Lola's shorts and little cotton panties come down for the rest of her well deserved punishment.Playing SchoolLittle Ella Raine has been playing and coloring at her big sister's desk. When Lilly gets home from school, though, she sees what Ella was coloring on: her report, which is due tomorrow! She's furious at her sister and calls for their mother, Alex Reynolds. Alex is very upset with Ella for constantly getting into Lilly's things despite being told not to. She tells Lilly that since she was the offended party, she should punish Ella and brings her a wooden spoon to do it. Lilly relishes the opportunity to get even, and she spanks her sister hard with the spoon, leaving her tiny bottom marked and sore. But in this house, acting like a naughty baby gets you treated like one. So, Alex announces that since Ella can't behave like a big girl, she is going to be put back into diapers. Alex delivers this diaper discipline herself, leaving Ella a very sore and very embarrassed little girl as she picks up her toys and crinkles her way out of the room.► ⁞⁞⁞⁞Babysitters Club: Ella's InductionAlex 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.► ⁞⁞⁞⁞Mommy's Special CreamTeen Ella is getting ready for a date. She's finished her makeup, but wants to put on a special touch. She borrowed her mother's bespoke face cream, her mom always looks beautiful and youthful. She hardly looks a day over 20, to be honest, and puts the other moms to shame. So, Ella pats some of the strong smelling cream into her skin. She's soon feeling a bit funny... Later, her mother, Lilly, comes to check on her. She finds Ella deeply regressed. She's a blissed out baby, chewing on the end of a makeup brush without a care in the world. Lilly's face cream is magic: it's been really reducing her age. Unfortunately, taking that many years off Ella's age leaves her a babbling baby. Lilly tests her but Ella is too little to walk or talk. She's fussing when Mommy takes away the makeup, though, and soon earns a spanking, especially for playing with Mommy's special things! But Lilly can't leave infantilized Ella without protection. She's sure to wet herself. She finds a baby Pampers and manages to get Ella into it. Diapered up, the little one seems content. This cream usually works for about a month, so Lilly starts making plans. She'll have to pull her daughter from school...and get plenty of diapers! But oh, isn't it nice when they're little? She's so cute and innocent. Maybe Mommy will just keep Ella like this forever.► ⁞⁞⁞⁞Slacking OffLily takes her schoolgirl daughter Jess to work for the day and soon comes to regret it. Instead of learning something about the hospitality industry that is her mom's chosen career, Jess spends the day admiring the pool boy from afar, invading empty rooms and generally slacking off. When Lily eventually catches up with her, Jess is in for a spanking. As Lily punishes her daughter, she wonders how Jess would feel if the pool boy she likes so much could see her now, her little white panties pulled down, being smacked across her mom's lap, like a naughty little girl.► ⁞⁞⁞⁞How To Survive HazingLilly 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!► ⁞⁞⁞⁞Panties Are Not Optional!Recently introduced, this is Lilly's first ever spanking film and we are delighted that she chose us to fulfill a long-held ambition. You will be seeing much more of this very naughty girl! Based on real-life events, this one, with the identity of the culprit entirely unprotected as she is in no way innocent! Lilly's behavior at her friend's batchelorette (hen) party was utterly outrageous, including dancing drunkenly on the bar. Worse, Lilly had somehow 'forgotten' to wear panties for the evening!! This leads us to the next day, where a more sober conversation takes place between Lilly and a co-batchelorette, here played by Kelley May, in which Lilly is taken severely to task for her outrageous conduct and, eventually, upon completion of a rather thorough spanking with hand and hairbrush, a promise of better behavior, and an undertaking to wear knickers, is given. We are not informed as to whether these promises and undertakings were adhered to!
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