A Special Client

Fridays were the worst.

Being a broke college student, Jack hadn’t exactly been selective when he had been applying for jobs. In hindsight, he probably should have at least read what it was he was sending in an application for, but at the time all Jack had cared about was casting as wide a net as possible in the hopes that at least one of them would give him a call back.

And then one did, and Jack had jumped on it immediately. Again, in hindsight, he would have compared it to jumping on a live grenade if anyone had asked him.

And thus, Jack found himself employed at the last place he would have ever imagined working: a maid cafe, one that offered jobs to both men and woman alike. Now, working as a glorified waiter was not what Jack had imagined his life would be, especially when he had gotten his first look at the… “uniforms”.

The very embarrassing and revealing maid outfit hadn’t been a big shock to him given where he was now employed. What had been a shock to him was what he had been expected to wear with it, so much so that he had at first thought it was a joke, a trick to play on the new hire to see if they were serious about the job. Unfortunately, as he had quickly found out, they had been dead serious at the time.

Diapers, and not like those ones you can find in every drug store, but huge, massive diapers that pushed your legs apart and forced you to waddle everywhere like some kind of toddler. But even that wasn’t as bad as the plastic pants they were required to wear, even the large plastic diapers didn’t need them. Not only did they crinkle louder than a jet engine, but the plastic pants had a “special” surprise inside them, one that was used to both reward and punish the maid staff: a remote controlled vibrator, and a powerful one at that.

Now, with all that, you may wonder why Jack hadn’t quit the moment he had been shown the embarrassing uniform and walked out the door without looking back even once. And yet, beggars can’t be choosers, especially when you were broke like him, so he had reluctantly taken the job with the intention of quitting the moment he got another job offer that didn’t involve humiliating him for hours on end.

Except no other offers ever came, as was the case with often fluctuating job market. Weeks slowly turning into months, and pretty soon Jack had to resign himself to the fact that he was here to stay. If there was one silver lining to the constant humiliation he was subjected to, it was that the maid cafe paid their staff exceptionally well, and it turned out their were numerous horny and rich business men who would pay a small fortune in tips to see a maid prancing around in thick diapers, regardless of gender usually. Even the uniform, diapers and all, where comfortable to wear at least, though Jack would never admit that to anyone outside him fellow coworkers.

But there was one aspect of the job that Jack hated above all else, and it happened every Friday evening during his shift without fail. So much so that he could almost set his watch for when his manager would approach him and say, “Doug has requested for your services tonight.”

One of the “premium options” offered to customers was the chance to request a particular maid to serve them, albeit for an extra fee. They even got to control the short ranged remote for that particular maid’s vibrator for some extra fun. Now, there were rules to keep the staff safe like the fact that the maid’s uniform had to stay on at all times and other such precautions that would result in immediate expulsion of the customer from the cafe if breached, and those that were requested often made even more in tips that usual, so you would think that Jack would have at least tolerated it for the sake of money, right?

Not when it came to Doug.

Doug was a rather wealthy patron, and a perverted one at that. While the diapers the maids all wore couldn’t be removed by customers, that didn’t stop customers from asking to pat or rub them from time to time, and Doug was especially keen on making sure the maids knew they were diapered at all times. Unfortunately, he had also taken a noticeable shine to Jack, since every Friday night for the last two months he had requested for Jack serve him specifically. Jack had hope, prayed even, that Doug would eventually get bored with him and leave him alone, but no such luck.

So, with a resigned sigh, Jack had waddled off in the direction of Doug’s usual table. “Welcome to th–Ahhh!” Jack fumbled misstep as a jolt of pleasure pulse through the diaper wrapped around his crotch as the vibrator switched on. Already!? But I haven’t even started! Straining to resist the vibrator’s pull, Jack stuttered out, “We—Welcome to the Poof-ehhhh-Poofy Maid! How can I he—help!— you todaaaaay?”

Doug smiled like a total lech as he continued to thumb the vibrator’s remote, slowly increasing the intensity. “Well, well, well… if it isn’t my favourite maid, back again for more. Couldn’t stay away from me, huh?”

You know very well I don’t have a choice, you filthy pervert! Jack hissed as another jolt of pleasure shot through his padded crotch. “Wha—What can I get for… for you this evening, s…s…sir?”

“The usual, my dear. And before you go…” Reaching into his pocket, Doug pulled out a crisp twenty dollar bill and waved it in front Jack’s face teasingly. “Wet yourself for me, my dear.”

Jack winced as he wrote down the order, and not because of the vibrator going off in his diaper. For another premium for customers was to request that the maid waiting their table actually use their diapers, though only for wetting. This was still an eating establishment, so messing was out of the question, though that didn’t make Jack feel any better as he reluctantly relaxed and let his bladder go, feeling the warmth spread through his diaper front and only serving to intensify the vibrations even more.

The whole time Jack just kept thinking to himself, Do it for the money, do it for the money…

Setting the remote down on the table, Doug reached one hand to tuck the fifty into the apron of Jack’s uniform while his other hand reach down and groped the front of Jack’s newly wet diaper, smiling as the plastic garment squished beneath his fingers. “That’s a good maid… Now toddle off, don’t want to keep me waiting, now do you?”

“Ye…Yes, sir…” Waddling away as fast as he could, he nearly stumbled again as Doug slapped his padded rear as he turned around, the vibrator still tormenting him with pleasure as it went up another notch. The feeling was maddening as Jack continued to work other tables in this state, which amused many of the other customers any the sight of the clearly flustered sissy maid stewing in his wet diapers, a feeling that Jack was terrified to realize he was becoming far too accustomed to.

I don’t like this, I don’t like this… he continued to mutter to himself like some kind of desperate mantra, though with each shift that was becoming less and less true, the pulsing of the vibrator pressed against his soaked diaper driving him closer and closer to orgasm each time.

And, if Doug had any say in it, it wouldn’t be long before he would have no choice but to waddle off to the “special” area of the break room, the one where clearly pleasure filled moans mixed with loud crinkles mixed together from behind the less than soundproof door. It was only a matter of time…

“Oh, maid?” Doug called from his table while holding up his glass. “A refill for my drink, please!”

Jack could only groan as he waddled and squished back over to Doug’s table, muttering under his breath, “This is going to be a long shift—Ahhh!”

Old Lady Wolfsbane

An expanded version of one of my first captions from way back when.

Everyone knew the stories about Old Lady Wolfsbane.

Every small town had that one house on the hill, the house that had likely been there since the town had first been built and looked very much the part: old, rickety, and like something plucked right out of another period in history. The house that was often owned by a little old lady that had been there for as long as anyone in the town could remember, one who rarely, if ever, seemed to venture outside the walls of her home. And, as with that one house in every town, it inevitably gathered a long list of fantastical stories and tales about it and it’s owner only spoken about in hushed whispers, none of them very flattering and likely not helped by the fact that she had the unusual last name of “Wolfsbane”. 

Some said she was a witch, one that would sneak out in the middle of the night and snatch naughty children right out of their bed to make them into a stew. 

Others claimed that when the moon was full, she would transform into a werewolf, and if you listened closely you could hear the sound of her clawing at her basement walls, the chains keeping her from going on a massacre through the town rattling in the night. 

Even more claimed that she was a demon bound to the land and the house, and would lure stray cats onto her doorstep before devouring them whole.

Whatever the case, it also became almost a kind of tradition among the youth of the town to prove their bravery by pranking the poor old women, even knowing that she could snatch them up at any moment and drag them inside, where they would never be heard from again. The old game of Ding Dong Ditch was a popular one among the teens of the town, which is how Hannah found herself hunched in the bushes outside the old house, eying the windows for any sign of movement.

Hannah had heard all the stories –what teen hadn’t?– but she was far too smart to believe any of the silly rumours about the house. Still, she had been dared by some of her friends into running up and ringing the poor old lady’s doorbell, so that’s what she was going to do. After-all, she wasn’t a chicken or anything like that!

“Come on!” One of her friends whined as he remained hidden nearby. “We haven’t got all day!”

“Fine, fine! I’m going!” Finally sure that the coast was clear, Hannah bolted up the front steps of the house and stopped just in front of the door. She glanced over at the window, checking one last time for any movement inside just to be safe. She didn’t believe any of the tall tales, of course, but she still didn’t want to get caught in the act. Once she was sure the coast was clear, she raised her hand to ring the doorbell…

… Only for the door to swing open on its own. “My my, what do we have here?”

Hannah froze like a deer in headlights as Old Lady Wolfsbane seemingly towered over her, smiling in that way that only old ladies could that made Hannah feel like she’d just been caught with her hand in the cookie jar. Behind her, she could hear her so called “friends” scattering in terror, not wanting to be caught as well and leaving Hannah to fend for herself.

“I… I… uh…” Hannah stuttered, desperately trying to form some kind of apology or explanation that would placate the elderly woman enough that she wouldn’t call her mom and get her grounded until she graduated.

“Oh, how kind of you!” Ms. Wolfsbane cooed. “It’s so rare I get guests, how nice of you to want to keep me company.”

Seeing an easy way out, Hannah quickly nodded her head. “Right, I thought you could use some… help?” 

“I certainly could, deary,” Ms. Wolfsbane replied. “Come in, come in, don’t want you to catch a cold!”

Gulping nervously, Hannah cautiously stepped inside, her fate sealed as the front door closed behind her. Don’t panic… Hannah told herself as she followed Ms. Wolfsbane further into the house. None of those old stories are true, she’s just a normal old lady. I’ll help her with some chores around the house and then I’ll be out of here in no… Hannah stopped mid through as a decadent smell wafted from the kitchen. “What’s that smell?”

“Oh, I was just in the middle of baking cookies. Would you like to try some?”

Believing it would be rude to refuse, Hannah accepted the offer as the pair stepped into the kitchen, the teenager taking a seat at the table as she Ms. Wolfsbane put on a pair of oven mitts and retrieved a fresh plate of cookies from the oven. “Mhhh, just right…” she said as she set the tray of cookies aside. “These are a little too hot for a youngling like you, but luckily I have another batch ready to go you can try.” Pulling out a plate from the cupboard, Old Lady Wolfsbane piled it high with fresh cookies before placing the plate before Hannah. “Well, what are you waiting for? They’re delicious, I promise.”

Not wanting to refuse, Hannah cautiously picked up one of the cookies. It looked like a simple chocolate cookie, nothing suspicious about it, so why did Hannah still feel like her nerves were standing on edge? It was just a cookie, what harm could it do? And so, Hannah raised it to her lips and took a bite.

Flavour exploded in her mouth as she chewed, causing Hannah to moan slightly as her senses became overloaded with an indescribable combination of flavours that was like nothing she had ever experienced before. All her worries seemed to melt away as she quickly wolfed the cookie down before reaching for another, and then another.

“My my, you sure are hungry,” Ms. Wolfsbane remarked as she walked behind Hannah and tied a bib around her neck to catch the drool beginning to run down Hannah’s chin. Hannah didn’t seem to notice, nor would she have cared either way as her attention was solely focused on having one delicious cookie after another. Just when it seemed the plate might run out, Ms. Wolfsbane was quick to place another plate loaded high with fresh cookies for the teenager to dig into.

As the third plate of cookies was reduced to little more than crumbs, Ms. Wolfsbane reached over and began to wipe at Hannah’s mouth with a cloth, causing the still hungry girl to fuss and whine. “You’ve made quite the mess of yourself, haven’t you?” Ms. Wolfsbane cooed as she delicately grabbed Hannah by the wrist and began to lead her deeper into the house. “I think it’s time you got out of those icky clothes and into something more fitting for one your age.”

“But… but cookies!” Hannah whined, attempting to escape the old woman’s grasp so she could return to eating more and more delicious cookies.

“Oh, don’t worry your little head, there’ll be more cookies for you soon. Until then, I think this should keep you occupied…” Reaching into her apron pocket, the old woman produced a rather large looking pacifier and quickly popped it into Hannah’s open mouth.

Normally, Hannah would have spit the pacifier out of her mouth in disgust and confusion, but the moment the pacifier entered her mouth, a similar sense of relief and pleasure she got from the cookies seemed to run through her body, more so whenever she sucked on the pacifier. For the moment, Hannah was captivated by her new Paci as she was lead into a bed room in the back of the house.

A bedroom that resembled a large nursery, complete with a diaper changing table, a crib, and even a toy chest in the corner. Hannah knew for a fact that Old Lady Wolfsbane didn’t have kids, so she should have questioned and wondered why the old woman had a room like this in her house. But for the moment, all she cared about was suckling her new Paci, barely putting up a fight as she was laid down onto the soft carpeted floor. 

Her senses felt more pronounced than before, as she felt every touch against her skin as Old Lady Wolfsbane gently undressed the captivated girl, removing her jeans and band shirt and leaving her in just her bra and panties, which where just a quickly removed and leaving her completely naked and at the mercy of the old woman towering over her. Hannah knew she should run, but she was still too focused on sucking on the pacifier in her mouth to care.

The smell of baby powder filled the air as Ms. Wolfsbane sprinkled a generous amount onto Hannah’s crotch. “Lift your bottom for me, dear.”

Hannah did as she was told, mesmerized as she felt something slide underneath her bottom, her rear soon enveloped in a soft cushiony feeling like a pillow. More crinkling followed as she felt the same cushiony object pulled up to completely envelop her lower half before she felt tapes being lined up and sealing her into her new underwear. Glancing up, Hannah felt a hint of panic shoot up her spine as she realized she had just been changed into a very large, and very thick diaper, the white plastic totally enveloping her crotch. She should have run then and there, but another suckle of her pacifier calmed her down, soothing her and causing her to forget that she had just been diapered like a baby.

Old Lady Wolfsbane wasn’t done with her yet, however, as she rummaged around in the closet for a moment before pulling out a more appropriate outfit for the diapered girl to wear. “Now sit up and raise your arms for me, deary…” She commanded, to which Hannah did without a moment of hesitation, too far under the woman’s spell to resist. Slipping the blue and pink dress over Hannah’s head, Ms. Wolfsbane couldn’t but remark, “Oh, you look simply adorable! And you’ve been such a good girl for me, how would you like some more cookies?”

The mere mention of cookies caused Hannah to perk up immediately, gurgling behind her pacifier as she was helped to her feet. The short skirted dress did absolutely nothing to hide the massive diaper she was now sporting, the sheer bulk of which pushed her legs apart and gave her a very pronounced waddled as she was led back into the kitchen. If any of her friends could see her now, they would have laughed their heads off at how pathetic Hannah looked, dressed up like little more than a giant toddler as she followed behind Old Lady Wolfsbane.

As the pair entered the kitchen, Hannah’s eyes were immediately drawn to a giant highchair that she knew hadn’t been there before, one that was just big enough for a teenage girl like her. As she walked closer and closer towards the highchair, she felt a strange gurgling sensation in her belly, one that caused her to grunt and bend over slightly as she felt a fullness in her lower abdomen, one that she couldn’t write place but knew was begging to be released.

Ms. Wolfsbane smiled as she admired the show, watching as Hannah bent her knees slightly and stuck out her rear, her eyes closed shut and her face turning bright red as she began to instinctively push. With a loud release of gas, Hannah was helpless to stop herself as she voided her bowels into the seat of her new diaper, the plastic garment ballooning outward as it stretched to contain the mess pouring into it. After a few moments, Hannah finally finished messing her diaper, the smell of her poopy mess – the first of many – filling the air.

“Such a good girl,” Ms. Wolfsbane cooed as she cupped a hand beneath Hannah’s diaper and squished it against the poor girl’s bottom, causing the infantile girl to squirm as her mess was pressed up against her rear. “It’s a good thing Mama put you in fresh diaper when she did, huh?”

Ma…Mama? Hannah tried to focus, her mind feeling like it was swaddled in a thick diaper of its own as she tried to formulate a clear thought. After a moment, she asked, “Cookies?”

Ms. Wolfsbane just smiled. “Yes, dear. You’ve been such a goof girl for Mama, so you get more cookies.”

Hannah gurgled and cooed as she picked up and placed into the high chair, undeterred as her messy diaper was squished further against her body. All she cared about in that moment was getting to eat more cookies and making her Mama happy.

With her work done, Ms. Wolfsbane snapped her fingers and dispelled the veil around her, transforming herself from a simple old lady back into the gorgeous looking woman she really was. While most of the stories about her were little more than flights of fantasy, the one about her being a witch was a hundred percent fact. It’s been centuries since I had another human to play with… she thought as she went about magicking up some more cookies for her “precious baby girl”, ones that would ensure her baby would use her new diapers to the fullest.

She would return the girl to her mother before the day was out, a believable story crafted that sweet Hannah had offered to help “poor Old Lady Wolfsbane” around the house, as she was far to frail these days to do things by herself. Hannah would have no memory of her time spent under the witches spell, though she would begin to develop a strange bedwetting habit as the days passed. And every time Hannah once more stepped foot in the witch’s house, she would once more revert to little more than the giant baby she really was, happily playing with her toys in her nursery in another well used diaper without a care in the world.

Maybe this’ll teach those damn kids not to prank poor old ladies, hmmm?

100th Caption

With that last batch, I have now converted all my Captions into image files. All 99 of them.

That’s right: my next caption will be my 100th Caption overall, and I’m looking for ideas on what to make it about. Feel free to message me your ideas and I might just choose your idea.