A New Year’s Wedding

Some people said Sophie had a drinking problem… She said she just liked to celebrate. It wasn’t that often, anyway, not really; when she did drink, however, she definitely drank, especially considering her tiny size. And the one time she definitely did that was New Year’s Eve.

But everyone partied on New Year’s Eve! Why shouldn’t she? She’d had a pretty good year, getting a promotion, a new house,a new car – plenty of reasons to celebrate. Before she even got to her friends’ New Year’s party, she was buzzed, and she wasted no time building on that when she arrived, until her buzzkill friends decided they needed to talk to her about it.

“This is bullshit,” she shook her head, stumbling away, frustrated that they would choose now to confront her.

“Yeah.” Sophie looked up, surprised to hear somebody agreeing with her. “This party is lame… You want to come to a better one?”

Sophie had never seen the other woman before, but at the moment, she didn’t care that much. “Sure!” she nodded, letting herself get led out of her friend’s house and to the woman’s car. She nodded off partway through the ride, so she wasn’t sure how far they went, or where exactly they were, just that they were out, away from the city, since, when she woke up as the woman pulled into a driveway, they were surrounded by trees.

The party inside the large house she’d been brought to was, indeed, better, though, with nobody bothering her about how much she was drinking. For a moment, she thought they were, when one of them walked up to her, tapped her on the shoulder; instead, they leaned over and asked, “Hey, we need a New Year’s baby… Do you think you could do it?”

Sophie was all too happy to help. After all, what was a New Year’s party without a New Year’s baby?! The outfit was minimalistic, though she supposed she could have kept some of her old clothes on as well… But it was New Year’s Eve, and she was feeling nice and warm and tingly… The biggest surprise was that the diaper, rather than being essentially a bikini bottom with oversized diaper pins, like she usually saw, was big and thick, bulging between her legs and crinkling with every step she took.

She was the center of attention now, which made the party even better than before. Despite the strange sensation of the diaper, she still strutted through the crowds of people, happily chatting with anyone who told her how cute she looked, until, finally, as the countdown to midnight neared, she came across the house’s Christmas tree, still standing, with a giant teddy bear sitting underneath it.

At the moment, she would have been fine kissing just about anyone when the ball dropped, despite not really knowing any of the people at this party, but she hadn’t actually found anyone yet. Most people there seemed to be paired off already, and more interested in telling her she was adorable than giving her a New Year’s kiss. She giggled as a silly idea entered her head, and, as she was given her last glass of champagne for that year, she plopped herself down on the teddy bear, straddling it.

It was much harder to time than a kiss, but also, so much better, especially as she saw the other guests watching her as she sipped her champagne and rubbed her diaper against the bear, feeling it grow damper and damper between her legs, encouraging her to ride faster and faster, until, as the ball finally dropped, her back arched, fireworks exploding behind her eyes and between her legs, before she slumped over the bear, happy and exhausted.

A Naughty Girl

“And what do you want for Christmas, little girl?” Santa ho-ho-ho’ed, with, Samantha liked to think, a special twinkle in his eye as she lowered herself onto his lap, wriggling her bottom to perch just right on his leg.

“Hmm…” Samantha mused, biting her bottom lip, twirling her immaculately curled hair around one finger. “I don’t know… What do you think I should ask for, Santa?” She wiggled again, making sure her dress rode up just enough to let the old man catch a glimpse of the panties underneath.

It was an act she’d pulled off many times… She knew it was wrong, teasing these guys like that, but she always did her best to make sure she was at the end of their lines, at the end of the day, or at least right before a break, when there were no more kids around; there was just something about it, tempting these people dressed up as such a pure character, that excited her. Watching them break character and turn into the pervy old men she knew they actually were was an absolute delight.

“Hmm,” Santa thought out loud. “I’m not sure, little girl… Maybe you shouldn’t get a gift this year after all.”

“What?” Samantha blinked, briefly plucked out of her reverie. She’d never heard that before… Usually, they either played along, generally with some rather inappropriate suggestions, which made the game all the more amusing to her. It was Christmas Eve, so this would be the last visit of the year; for it to end this way would be quite the let down. “No presents?”

“I think somebody’s been an awfully naughty girl, hasn’t she?” he asked.

Samantha couldn’t help but giggle. Of course… He was playing the game after all, just going a different way. “Me? Naughty?” she opened her eyes wide, full of faux innocence. “Not me, Santa! I’ve been such a good girl this year…”

She tried to straddle his leg, but he calmly, easily held her in place, which just made her more giddy, especially when he spoke again, his tone deadly serious. “Yes, you… You’ve been a naughty girl for quite some time, haven’t you?” She shook her head, though he didn’t buy it. “I think somebody deserves a lump of coal this Christmas.”

“No!” she pouted. “I want a nice, big present from Santa!” she bounced on his lap. “Pleeease?”

“I’m afraid not,” Santa shook his head. “If you can’t even admit the truth, then I can’t give you any presents, young lady.”

“All right,” Samantha sighed dramatically. “I’m a very naughty girl, Santa… And the truth is…” She squirmed closer to him, leaning next to his ear – noticing, to her surprise, that his hair and beard, which looked so big and pure white, and exactly like she imagined Santa having, that she’d been sure right away were fake, actually appeared to be real, or just attached extremely well to his skin – before whispering, “My panties are so wet right now.”

She giggled again, positive that would shake him out of character, get a real response out of him. The mall was about to close, anyway, and there were only a few other people milling about, so who cared? “Well, in that case, I have a special present for you.” Samantha grinned, prepared for him to whisper something himself… Instead, he leaned over, reaching into the crumpled, red bag on the floor beside him, and pulled out a small teddy bear, handing it to her, then, with surprising strength, lifting her off his lap. “Have a Merry Christmas, Samantha.”

An Early Christmas Present

“No, I didn’t!” Sunnie whined, stomping her foot. “If I bought anything, it was Christmas presents… Probably for you, you jerk!”

“Really?” Aaron raised an eyebrow. “For me? At Victoria’s Secret?”

“Y-Yeah…” Sunnie defiant attitude wavered for a moment before springing back as strong as ever. “I mean, for me to wear, but for you to enjoy!”

“You already have more than enough lingerie, along with… Well, everything else. That’s why I asked you to watch your spending last month,” Aaron said. “And just look at all these charges… This is ridiculous!” He shook the credit card statement in front of his wife’s face, until Sunnie batted it away.

“Well, what am I supposed to do?” Sunnie pouted. “I can only clean so much… I’m not your maid!”

“No, you aren’t,” Aaron agreed. “We have a maid; she’s told me how much work it is here, because you never clean or straighten up anything, just leave it all to her.”

“It’s her job!” Sunnie reminded him.

“Maybe you should get one of those for yourself,” Aaron suggested. “Just something little, part time, and you could spend that money however you wanted, and…”

“Nooo,” Sunnie crossed her arms sulkily. Half the reason she’d married Aaron was so she wouldn’t have to do that! He was so rich, she knew a few shopping sprees a month shouldn’t make that big a difference, and yet he was always lecturing her about it… It was awful!

“Sunnie,” Aaron sighed. “Honestly, it’s like I’m talking to a petulant teenager… No, not even that, a spoiled little girl.”

“I am not a little girl!” Sunnie huffed, stomping her foot again. “I am an adult, and…” She gasped as Aaron grabbed her, pulling her over his knee. “What do you think you’re…?!” she growled unhappily, her eyes opening wide with shock as he yanked her pants and underwear down and delivered a hard swat.

It took a few seconds to register what was happening, as she craned her neck, trying to look up at him. “Y-You wouldn’t…” she gasped, only then realizing she was about to get spanked, like a naughty child. But, it turned out, he would. He very much would…. And that was only the start.

Just Like Old Times

“I don’t know, Grandma,” Kaylee did her best to suppress an eye roll, not wanting to offend her grandmother, although she also didn’t want to have to agree. “I have stuff to do, and…”

“But you just said you were off work the next few days,” the older woman pointed out.

“Yeah, I know,” Kaylee had to admit, having told her that without thinking it could be used to guilt her into giving up that free time.

“And you aren’t going to be here for Christmas…” her Grandma said. “You could stay overnight, and we can have our Christmas tomorrow morning, just like old times!”

Kaylee opened her mouth, trying to come up with an excuse that would satisfy her grandmother without hurting her feelings, but nothing came to mind. As much as she would have liked to just go home and relax, and enjoy the fact that she didn’t have anything to do, she knew that her grandmother was just lonely, and wanted somebody to spend some time with her. Maybe it wouldn’t hurt to just spend one night with her, and then she could go home the next morning…

“Oh, good,” her grandmother smiled as Kaylee gave in. “It’s been so long…. But I know what you like, sweetie. Get into your PJs and we’ll bake some cookies!”

Cookies did sound awfully good, especially Christmas cookies, undoubtedly the best kind of cookies. And her Grandma made the best Christmas cookies around, as far as she was concerned. She could remember being a little kid, standing around the kitchen, almost definitely under foot and in the way, watching her work… It would be nice to relive that, she supposed, except…

“I don’t have any pajamas with me,” she said, wondering why she hadn’t thought of that earlier as an excuse to get her out of there in the first place.

“I’m sure I have something,” her grandmother told her. “You just wait right here…”

Kaylee expected a spare nightgown, something for an old person… She got just the opposite. She blushed as she saw the pair of footed pajamas, not even wanting to ask why her grandma would have those, and in her size. “I don’t know,” she protested sceptically.

“This is what I remember you wearing when you would help me,” the older woman said. “You were so adorable… Do you remember that?”

“Not quite,” Kaylee replied, though that didn’t stop her Grandma from handing the pajamas over. As the girl took them, she realized there was something else behind them, as her hand brushed against crinkling plastic, her cheeks darkening. “I-I don’t think… This isn’t exactly what I had in mind…”

“This is exactly what I always think of you in,” her grandmother told her, a thought that did nothing to make Kaylee feel less embarrassed. “I have pictures around here someplace, if…”

“No, no,” Kaylee shook her head. “That’s okay. I guess I can wear this, but I’m not going to…”

“Now, don’t argue,” the other woman lectured. “Your mother told me you’d say you didn’t need them…”

“Yeah, like six years ago!” Kaylee somehow found a darker red for her face to turn. Unfortunately, while she may not recall wearing footed sleepers around her grandmother, the diaper was another story… She had more than a few vivid memories of that from not nearly as long ago as she would have preferred. “I really don’t need them anymore.”

“Your mom didn’t tell me that,” her Grandma said. “And I remember the last time I trusted you about that, and…”

“Fine!” Kaylee cut her off, not wanting to hear the rest of the story. “I’ll go change…” At first, she thought she could fake it, that there was no way her Grandma would actually check, but as soon as she zipped the sleeper up, she knew it wouldn’t work, that no check would be needed. With a sigh, she debated breaking her grandmother’s heart and telling her she wasn’t going to stay after all.

“How cute!” her Grandma exclaimed, a few minutes later, as Kaylee came toddling back to the kitchen. “Just like old times!”

Kaylee didn’t help with the baking much, but just standing there, surrounded by the smell of the cookies in the oven, enveloped in the warmth of the kitchen, and – to her chagrin – hearing the rustle of her diaper with every tiny move, she had to admit, it really did take her back to her childhood.

Maybe that was why it happened… Her Grandma made her go to bed early, which didn’t bother her as much as it probably should have, since she was feeling pretty tired. When she woke up, however, she was greeted by another familiar feeling, this one much less welcome. There was a present sitting on her bed, a signal that ‘Santa’ had come, beckoning her to open it, then wander to the living room for the rest; for the moment, she was too concerned with what was happening under her PJs.

She hadn’t wet the bed in years, and yet, there was no mistaking that was what had happened. It was a good thing she’d worn a diaper, sure, but how was she going to explain this? She wasn’t sure how she could possibly hide it… Maybe her Grandma wouldn’t check her, though she couldn’t stay in this forever, and she definitely didn’t want to wear it out of the house. If she threw it away in there, however, her grandmother was sure to find it, and it would probably be worse for Kaylee if she didn’t admit to what had happened beforehand.

She sat on the bed, blushing and pawing at the thick padding of her diaper, pondering how best to handle it, whether coming right out and admitting it would at least keep Grandma from telling Kaylee’s mother about this… Kaylee was really too old to be tattled on for her bathroom habits, but that didn’t mean she wanted them to be blabbed around, especially when they were this infantile. No matter what she did, though, she had a bad feeling that she’d find herself in these same, exact pajamas the next time she stayed with her Grandma, and probably for a long time to come… Just like old times…

Find more exclusive captions and stories at my Patreon!

Selfies

Sometimes, she just couldn’t help herself… When she looked cute, she looked cute.

Adriana was a serious businesswoman, one who had worked hard, clawed her way to the top… But, every now and then, she’d catch a glimpse of herself in the mirror and realized just how good she was looking that day. Technically, her and her employees weren’t even supposed to have their personal phones with them at the office – and they definitely weren’t allowed to use the camera – since they dealt with some rather confidential information, though she knew she wasn’t the only one who snuck hers in. Her work phone was so boring, with not just no camera, but barely anything else, either.

Of course, there was little point in taking the photos if she couldn’t show them to somebody, and she knew the higher-ups were aware of her Facebook page, so it was too risky to put them there. Instead, she made an Instagram account, making sure not to link it to any of her other social media, telling her outside friends, but not her co-workers, about it. It worked just fine, for a while…

Then, one day, she got a message on her work e-mail, with an attachment of one of her pictures. To somebody who knew the office well, it was obvious where she’d taken it, though – she hoped, in case somebody screened the message – to a person who worked at the main headquarters and only visited every once in a while, it could have been from anywhere. There was no denying what the meaning was, however… Whoever this was had found her Instagram.

Sure enough, she felt her private phone buzz, checked it to find a direct message there. “It’s fun playing dress-up, isn’t it? If you don’t want your bosses to find out about this page, come here.” A second message appeared a moment later, with a link to a location on Google Maps.

Adriana returned to her work e-mail, heart pounding as she looked up the sender. He didn’t look familiar, but he was in the IT department, and she didn’t have much reason to go over there… The thought of going over to what she assumed was his house made her a little queasy, though so did the idea of somebody sending those pictures out to her superiors. She considered closing her account… If he had that picture, however, it seemed likely he’d already grabbed the rest as well, and she knew there were quite a few in more recognizable spots around the office.

Briefly, she wondered if she would get some mercy by turning the photos over herself, just to get ahead of this thing, but the rules were quite clear… If she wasn’t fired immediately, she’d at least be demoted, which, after all the work she’d put in to get where she was, would be just as bad. She sighed, staring at the messages for another moment before deleting the one on her work e-mail, and replying to the one on Instagram, “When?”

Kawaii

“Yeah, of course I like that,” Misako giggled at Jin, barely even listening to what he’d said. “I love all of that stuff…”

Really, she was just lucky that her sister, Chika, was into it… She’d made fun of the younger girl for years, telling her she was way too old to be so interested in all the cutesy, kawaii crap she adored so much; she never expected all the secondhand knowledge she’d picked up from having a sister who was a fan to come in handy!

Then again, she also would never have expected someone like Jin to be interested in the same things as her little sister; at first, she’d wondered if it was a joke, but he seemed to know a lot about all of it. For a lot of other boys, that might have been a deal-breaker, and yet, with Jin, she was pretty sure she could work around it, learn to live with it… She could put up with a lot for a chance to date him.

Just being in her house with him, alone, was almost enough, making her heart pound as she stared at him, eyeing Chika’s collection of DVDs, seeming to get more excited with every new title. She wished he would pay more attention to her, but this was a start, anyway… If that was what it took to get him here, and make him stay, then fine. In fact…

“I have more in my room,” she offered. “Do you… want to see it?” It probably sounded a bit forward… They were both adults, though, and she thought it sounded like a pretty legitimate reason.

“Sure!” Jin agreed, almost instantly. They got up, Misako leading him down the hall, past her own closed bedroom door, with its conservative, mature decorations, to her sister’s, feeling a touch of guilt as she pushed the door open. How many times had she mocked Chika for her room and how childish it looked, and now, she was taking advantage of it? She was just glad Chika was sleeping over at a friend, Aya’s, house, and gone for the rest of the day… She’d never live it down if she saw her doing this!

“Oh, wow!” Jin looked around, seemingly overwhelmed by the explosion of bright colors splashed across the wall. “You really are a fan, aren’t you?” Misako giggled and shrugged, watching him walk around the room, examining everything until he came to Chika’s bed. “What’s this?” he asked teasingly, pointing at something halfway under the covers.

Misako didn’t even know, or she might have tried to stop him – all she saw was a bit of the piece of cloth. Sure it was just one of Chika’s many adorable pairs of pajamas, she suggested, “Why don’t you take a look and find out?” As soon as he pulled the covers up, however, she was mortified. The shirt did look like it came from a PJ set, sure, yet the other piece certainly didn’t… There was no doubt that it was a diaper, accompanied by a pacifier. Her face turned bright red as she stared at it all, thinking back a few seconds to her urging Jin to look at it, then wondering why Chika would even have it.

Jin, for his part, didn’t seem embarrassed by having uncovered it, perhaps because Misako had asked him to… He didn’t even seem all that surprised. “Does someone have a little problem?” he teased, standing up and walking over to her. “Do you need those?”

Misako shook her head instinctively, although, from what she’d told him, it was hard to really deny it. “Don’t be ashamed,” he told her, “I like that, too… Do you need some help getting ready for your nap, Misa?”

She started to shake her head again, then slowly, bashfully, began to nod. Her heart was beating so fast, with him standing right there, so close to her… If this really was what he wanted, then… She started to slide her skirt down, but he took over, gently pushing her hand aside and undressing her, before putting her into the shirt and diaper, much to her chagrin. He’d had her there, naked… Was that really all he wanted to do to her?

“Can you show me what a good girl you are?” he asked. She looked up at him, confused until he clarified, “Use your diaper for me… Prove to me that you really do like them…”

She gulped and looked away, not able to meet his eyes. There was no way… She couldn’t do that… Could she? But, if it was what he wanted, and it kept him interested… She closed her eyes, trying to pretend she was on the toilet, gasping as it started, and she felt the warm urine begin trickling out through the padding, leaving her utterly soaked.

When she was done, she was too humiliated to look back up at him, not until he bent forward, extending his mouth towards hers. She bent towards him, expecting a kiss – a good start, at least, for going through all that – but, instead, as she opened her mouth expectantly, he pushed the pacifier into it.

Her eyes widened as she glanced at him, only to see his phone in his hands as he recorded all of it. “What a good girl you are,” he said. “Now, say night-night to our sisters and take your nap… That’s right… Did you even know Aya was my sister? Chika has told me all about the way you treat her, and I thought it was just awful, so I agreed to help out… Now, if you don’t want anyone other than me, Aya, and Chika to see this, you’re going to lie down and think about what you’ve done… And, when Chika gets home tomorrow, you’re going to do whatever she likes. If I were you, I’d get used to those diapers… After seeing how cute you are in them, I would bet she’d want to keep you in them for a while. After all, you know how much she likes cute things, don’t you?”

Commissioned by one of my Patrons. Find more exclusive captions and stories at my Patreon!

The Babysitter’s Helper

“All right, you little brat,” Cheshire smirked down at her charge, “You could have just listened to me, but no… This is all on you.”

To be fair, Isla was really too old for a babysitter… Cheshire wasn’t that much older than her, but for whatever reason, her parents still hired Cheshire, and, as long as they paid her, she would do the job. It was usually pretty easy, since Isla preferred to stay in her room and read, or do whatever it was she did, yet that didn’t mean Cheshire was just going to allow herself to be ignored.

“I’m in the middle of something,” Isla had whined when Cheshire had told her it was time to get ready for bed. “Besides, it’s the weekend, so it doesn’t matter.”

“Your parents told me this is your bedtime,” Cheshire had shrugged. Sure, they’d told her that ages ago, when she’d first started this job, but she wasn’t about to admit she was wrong now, not while Isla had that attitude. “So you’re going to bed.”

Isla had rolled her eyes, which only made Cheshire more annoyed, and finally prompted her to pull out her last trick; she wasn’t even sure it was going to work, and if it didn’t, she’d just look ridiculous, but from everything she’d read online, it ought to. She reached into her pocket, pulled out a pacifier on a leash – it would work with most anything, that was simply what she’d had at hand while practicing at home, feeling silly the whole while – and began swinging it like a pendulum, saying a few, certain words…

At first, Isla gave her a look like she thought her babysitter had gone crazy… A moment later, her eyes began to glaze over, and then she was staring up at Cheshire, docile and obedient. The older girl gave her a smirk as she looked down, shrugging away any remaining guilt at using such a trick on her charge. After all, it was her job to make sure the girl went to bed at a reasonable hour….