The Holding Challenge (Patreon Exclusive)

“Alright, I’m ready,” Tabitha said, rubbing the soft, smooth layer of padding she’d applied to herself.

Two diapers. It was a bit much, but she would rather deal with a little puffiness now. Besides… she liked it a little thick, even if she wouldn’t want to wear it for a whole week.

She and her fiance were both into diapers, and both had a switchy streak, but leaned towards topping. Tabitha found few things more pleasurable than to tie up Anita, put her in a diaper, and then tease her with a magic wand until she was desperately begging for permission to use her diaper. Anita, meanwhile, liked little more than to dress up Tabitha as a precocious little baby girl, with diapers and frills and cute little clothes… then tease her with a magic wand until she was desperately begging for permission to use her diaper.

They liked diaper girls. It was kind of a thing.

Hence the challenge, though - Anita had proposed it, and Tabitha had agreed. They would both put on whatever amount of padding they dared, dress in tight jeans and high-waisted shirts, then go out and walk around the park, the mall, downtown - anywhere, as long as it was public.

Whoever’s pants got wet first would be declared the loser, and then she’d be declared the dedicated diaper girl for a whole week - in addition to not getting to use the potty at all, the loser would also be completely at the winner’s mercy for diaper changes and for any sort of sexual gratification.

But… there was the whole catch of the skinny jeans and high-waisted shirts. The two diapers Tabitha had put on were already enough to make an obvious bulge in the denim she would be wearing, and she wouldn’t be able to completely hide the waistband peeking up on her hips.

A little embarrassment now, in exchange for a strong chance at victory later.

Now, she just had to see what Anita had dressed in. One layer would mean that Tabitha was overpadded but would be likely to win, and if her fiance had gone with three layers, Tabitha would be in real danger - but in the meantime, her lover’s bottom would be absurdly puffy and it’d be obvious to anyone walking by what she was wearing.

When Anita walked into the bedroom, though, Tabitha’s jaw dropped.

“That’s it?” she asked, blinking a few times.

“Well, duh,” Anita said, smirking. “Unlike you, I’m not a baby - I’m a big girl, and these are the underwear that big girls get to wear.”

Tabitha stared. It was hard not to be shocked. Anita had chosen to wear… a pair of panties.

No absorbancy at all. Even just a tiny bit of leakage, and her jeans would be wet. It was going to be an easy win for Tabitha, certainly.

“Aww, that’s cute!” Anita teased, sauntering over to the bed and rubbing her hand on the outside of Tabitha’s fresh diapers. “Such a puffy little baby bottom - I can’t wait to see how much you blush when it starts leaking, and you have to admit that you’re just a little diaper girl.”

Tabitha squirmed, looking away. “We’ll see about that. Let’s get dressed, I- um, I can’t wait to see how you look when you’re the wet one.”

Anita snickered, putting a hand to her mouth. “Sure thing, baby.”

We’ll see who’s baby, Tabitha thought, sitting up and walking to her dresser.

She and Anita were the same size, so to be totally fair, they’d bought the same pair of jeans for this challenge. When Anita pulled hers on, zipped, and buttoned them in place, they highlighted her feminine curves and ample butt - helped along by the pose Anita struck when she saw that Tabitha was staring.

“You like what you see?” Anita asked, grinning. “‘Cause it’ll be on your face tonight.”

When Tabitha pulled on the jeans, well… At first she struggled to even pull them up over her doubled diapers. Anita stepped in and helped without being asked, pulling the jeans’ waistband back and up, and then helping pull them tight so that Tabitha could button them shut.

The jeans also showed off a sort of curve on her, but it was more the puffy curve of her diaper. As tight as it was, she couldn’t pull them up as much as she’d wanted, and more than an inch of elastic waistband was poking out at the top.

It was humiliatingly obvious what she was wearing.

Anita snickered. “You can always just admit you’re the diaper baby now and forfeit, if you don’t want to go out like that,” she pointed out.

Tabitha turned pink, but she wouldn’t back down now. She would still be soaking through her first layer while Anita was drenching her pants, after all, and then she’d get back at Anita for today’s teasing with a full week of much more overt teasing.

“Come on, puff butt,” Anita said, leaning in to give her a smooch. “Get your top on, and then we’ll start walking.”

Grumbling, Tabitha finished getting dressed. Per the rules on what they’d wear, her top did nothing to help the waistband of her diaper, and she hadn’t really considered how the bulk of the diaper would be multiplied by the tightness of the denim, making her waddle feel intensely pronounced as she and Anita walked out the door, hand in hand.

“Hold it,” Anita said, pausing to sling her backpack free so she could get inside. “Drink up.” Two reusable water bottles, filled to the brim - one for her, one for Tabitha. As per the rules, any time either of them drank something, they both had to drink it, just to make sure the holding contest was totally fair.

They both drained the bottles, Anita put her backpack back in place, and they resumed their walk.

It was a really nice day out, and the city park was only a few blocks away from their home. For the most part, nobody seemed to pay them any particular attention, but despite this, Tabitha couldn’t help but steal anxious looks over her shoulder every once in a while, watching for anyone who might be looking at her.

“What’s the matter?” Anita asked while they were out of earshot of anyone else, her tone cutesy and just a touch condescending. “Afraid people might realize you’re a diaper girl?”

“Hmmph,” Tabitha replied, shaking her head.

“Water fountain,” Anita added, pointing. Walking over, she bent to the spout, taking a long drink. When she stood back up, she said, “Fifteen seconds, crinkles.”

Tabitha walked over, bending over to the fountain to drink for fifteen seconds. She heard Anita giggle while she drank, and when she stood, she saw that Anita was holding up her phone screen to show off the picture she’d just taken.

Looking at the photo, Tabitha turned bright pink. When she’d bent, her flexible, snugly taped diapers had stayed at the top of her hips, but the jeans hadn’t, and you could easily see the pink hearts decorating the back of her diaper while she drank.

“Don’t worry,” Anita said, putting away her phone. “Nobody was looking, diaper girl.”

She stopped to fill up their water bottles, then the walk resumed, strolling through the rest of the park.

Their next stop after that was the mall. It was half a mile away, but still easily in walking distance, even if it took them a little further from home, and made the threat of leaking a little more dangerous - having to waddle home in soggy pants all the way from the mall wasn’t going to be particularly fun.

And, by the time they were inside and walking around, Tabitha found that she had to pee.

Anita, naturally, noticed.

“Hey there,” she said, reaching down and giving the back of Tabitha’s diaper a discreet squeeze. “That’s what your diaper’s for, baby. Just go ahead and use it. It’ll leak sooner or later, but that’s okay - you can’t help it, can you?”

Tabitha turned pink and her back straightened. “N-no!” she said, loud enough that it got a few people to turn and stare at her.

Anita just shrugged. “Okay then, be uncomfortable if you want. Holding it won’t make you leak any later, y’know.”

It was… a fair point. While they stopped at a Lemon Juliet to get fruit slushies, she fidgeted a few times, held her breath, and convinced her body to let go.

Her fiance must have had super hearing or something, because as soon as the incredibly quiet ‘hiss’ began, she got the biggest smirk that Tabitha had ever seen. As her diaper grew warm and swelled slightly, she could only blush and look around again for fear that someone else might have noticed.

“Two lemon slushes, large,” Anita ordered, once they got to the front of the line. Squeezing Tabitha’s hand, she asked, “That’s what you wanted, right, baby?”

The ‘baby’ could be mistaken for a pet name to anyone else, but it just made Tabitha feel even smaller.

This is cheating, she realized. Anita’s getting a head start on the week, and I haven’t even lost yet!

Er…

Because I’m not going to lose. Because I’m wearing two diapers and she doesn’t have any.

They got their drinks and sat down, and Tabitha made sure to take a seat with her back to a wall. In case her jeans were riding low again, she didn’t want the diaper to be too visible.

“You know,” Anita said, sipping on her frozen lemonade. “Once you’ve used your diaper once, you always turn into a lawn sprinkler. Just dribbling away, practically helpless.”

“I can still hold it!” Tabitha objected. “I just… usually don’t. But today I will.”

“Sure you will,” Anita replied. “I believe you’ll try, but we both know you want to lose, deep down.”

“How come you don’t have to go, anyways?” Tabitha asked.

Anita shrugged. “Because I’m a big girl.”

Frowning, Tabitha put off the concern. Anita was just pretending that she didn’t need to go, pretending that she wasn’t as in need of a toilet as Tabitha had been just moments prior.

She’s not actually a ‘big girl’ any more than I a… wait, no. I am a big girl. That’s not-

“Ugh!” Tabitha said, out loud.

Anita smiled. “What?”

“You’re- Never mind.”

“Well,” Anita said, setting aside her drink. “I think I need to check your diaper, to make sure you’re not at risk of leaking. Since you’re a little baby, you know.”

“I… huh?” Tabitha said, looking around. “We’re in public!”

“So we’ll go to the changing room,” Anita said, raising a sultry eyebrow. “It’s midday on a week day. We won’t make a line.”

“But…” Tabitha squirmed, Anita’s expression just widening the gap between them. “Er… Okay.”

Taking Tabitha’s hand, Anita led her to the family bathroom, locking the door behind them, and then slipping her hand right into Tabitha’s pants.

“Oh my goodness,” she said, feigning shock. “You’re practically soaked. It’s a good thing you were wearing your diaper, or you’d have had an accident all over the floor!”

Tabitha bit her lip, putting her back on the wall. “It was… ‘cuz you told me too…”

“Uh-huh,” Anita said patronizingly, as she squeezed the outside of Tabitha’s diaper, then slipped her hand inside the soggy padding. “And that’s why it’s so wet in here?”

Breath catching, Tabitha nodded, rocking her hips forward into Anita’s fingers.

“I know you like being my baby,” Anita teased, running her fingers in little circles around Tabitha’s sex. “If you didn’t, you wouldn’t have had a little accident like this.”

Probing a finger inside, Anita smiled, and Tabitha just gasped, putting her hand over her mouth.

“It’s true, isn’t it?”

At the moment, Tabitha would have agreed to just about anything. She nodded her head vigorously. This wasn’t how she’d expected their ‘holding challenge’ to go, but she wasn’t about to argue with the turn it had taken.

“Tell me you’re a baby,” Anita said, whispering into Tabitha’s ear.

“I’m a baby,” Tabitha said, obediently.

“And I’m so much more of a big girl than you,” Anita added.

“You’re- Mmmph,” Tabitha was cut off by a wave of pleasure, but found her words. “You’re so much bigger than- a girl- me- Aaah!”

“Cum for me.”

Anita’s statement left no wiggle room, and Tabitha was so close to the edge that she couldn’t argue anyways. Her back arched and she moaned softly into her hand, squirting…

Into…

Her diaper.

Hey, wait a minute.

Anita pulled her fingers away, smirking broadly. “I thought that would work.”

“That was…” Tabitha stammered. “You… Fuck…”

“The rules were, ‘Whoever has wet pants first’, not, ‘Whoever has pee pants first’” Anita smirked, patting the outside of Tabitha’s even soggier diapers. “It looks like you held up for now, but we both know you’ll be a piddle-pants soon.”

“That’s cheating!” Tabitha objected.

“Would you have stopped me if you’d thought about the consequences?” Anita asked. “You sure seemed to like being my baby a moment ago.”

“I mean…” Tabitha blushed.

“That’s what I thought. Let’s get going downtown, sweetheart, and see how much longer your diapers can hold up against a sprinkler like you.”

Squirming with little feelings, Tabitha followed her fiance out of the mall, waddling behind her as she got out their water bottles. “Drink up!”

Downtown was another half mile past the mall. Dangerously far from home to have an accident. The plan was to spend a couple hours there, then start orbiting back towards home. If Tabitha could at least hold it until they were back in the park, then she wouldn’t be wet in public for very long.

At least she was, mostly, able to put her troubles out of her mind for a while. They checked out a new toy store, got coffees, dug through records at the vintage vinyl shop.

And, all the while, the pressure was building.

Tabitha had stopped checking to see if anyone was staring - If they were, nobody was commenting on it, and she didn’t want to ruin the evening for herself with paranoia. Besides, she was just having fun being a little diaper girl with her big-

With her fiance.

While they were waiting in line to get hot dogs, though… she realized she wasn’t going to be able to hold it.

“Aww,” Anita said, seeing how Tabitha’s knees were trembling. Leaning in to whisper, she asked, “Is someone gonna have another widdle accident into her weaky diapees?”

“No,” Tabitha whispered back.

“It’s okay, get used to it,” Anita said. “You’ve got a whole week of crinkling ahead of you, but I’ll make you a deal - if you use your diaper now, and don’t hold it at all, I promise I’ll let you play with the hitachi every night without stopping you. If you try and hold it, though… Well, you’ll have a very, very frustrating week.”

“But-” Tabitha started. “That’s not- You’re cheating again.”

“Read the rules, baby,” Anita said, a little louder, though still quiet enough that nobody else in line could hear. “I’m just making you a bargain. Stop pretending you’re a big girl at all.”

Tabitha stuck out her chin, resigning herself to refuse Anita’s offer.

And then her bladder gave out anyways, because Anita had been right - once she was in a wet diaper, her body just stopped trying to hold it.

She turned pink, and Anita grinned, looking down and watching for the wet marks to appear. Tabitha’s diaper was already soaked, and it certainly couldn’t take another wetting. She was about to have her diaper leak in public, a mile from home, with a long walk and a week of frustration ahead of her.

She was mortified at the thought. Leaking, all the way out here, meant having to waddle all the way home in wet jeans, with everyone staring at her, and Anita teasing her mercilessly the whole way. It would feel intensely littling, intensely humiliating, and if Anita kept her promise not to let Tabitha cum for the whole week, she was going to be burning with frustration the whole time.

“No…” Tabitha whispered, blushing and fuming at having lost. “No no no no-”

The ‘No’s didn’t help close her bladder. She flooded her diapers, feeling the liquid slosh around in the soggy padding, overwhelming the absorbency and…

She didn’t leak.

She stood there for a moment, surprised, looking down almost in shock. Her diaper held up. It took a long while of still anticipation for the urine to soak in completely, during which she stayed tense for fear that a movement would squeeze her diaper and make the liquid run out the side, but before long, she was in the clear. Soggy, squelching with every step, and starting to smell rather strongly of pee, but not leaking.

She stuck out her tongue, triumphantly. She had a little more time.

And Anita, for once… looked concerned.

“What’s wrong?” Tabitha asked, grinning. “Does some widdle baby need to use the potty?”

Anita fidgeted, just a tiny bit. “N-no.”

“Oh my god,” Tabitha said, her smile getting even wider. “You’ve been holding it this whole time and pretending- You were trying to win with mind games!”

“Shut up!” Anita said, louder.

“You’re good at acting,” Tabitha said, “But you must be desperate, huh?”

“No!”

Eyes widening, Tabitha got an idea. If teasing and bribery weren’t against the rules, then surely tickling…

Reaching out, she shot her hands up beneath her fiance’s armpits, fingers moving to Anita’s most sensitive tickling spots. Anita giggled, yelped, tried to pull away, and-

HISSSSSSS-

…

“Can we go home yet?” Anita whimpered, her face bright pink as they made their fourth lap around the park. Her jeans were still sopping wet, while Tabitha had made a detour inside to take off her diapers and use the toilet.

“Sure,” Tabitha started, smiling.

Anita sighed in relief. “Thank goodn-”

“As long as you don’t care about having your diaper changed this week,” Tabitha finished.

“But-” Anita squirmed as a cool breeze wafted by them, no doubt making her wet jeans feel extremely cold. “It’s been like an hour since… y’know…”

“I know,” Tabitha replied, gloating as her fiance gave her pleading, puppydog eyes. “Okay, fine. We can go home, but first, you have to say, ‘I’m a big potty pants diaper baby.’”

“I’m a big, potty pants diaper baby,” Anita said, face burning with embarrassment.

“Louder,” Tabitha said.

Anita balled her fists in frustration, repeating, “I’m a big, potty pants diaper baby!”

“Louuuuder,” Tabitha insisted, in a singsong voice.

Shutting her eyes, Anita shouted, “I’M A BIG POTTY PANTS DIAPER BABY!”

“There we go!” Tabitha said. “Now, let’s go home and get you into a nice, fresh diaper, and then we’ll see how long you can hold it when you’re not pretending to be a big girl.”