Pull-Up Thief

Back to the first chapter of Pull-Up Thief
Posted on December 5th, 2023 03:30 AM

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AUTHORS NOTE: So this one is actually a follow up to the last story on the previous one off compilation. I was a little cheeky making you wait til this one came out. No big warnings on this one this is just some easy going smutty stuff. Hope you enjoy.


Bella was standing nervously underneath the small overhang that was Darla’s porch. She unconsciously pulled her small ruffled blouse down; thought she didn’t need to. It and her jeans were more than enough to cover the pull up she was wearing from anyone who didn’t have the super power to see through pants. Even with that though, the whole situation made Bella flustered and nervous.

She had showed up here to baby sit and she was wearing a pull-up. Not only was she wearing a pull-up, but she was wearing a pull-up at the command of her boss, Darla. Darla had been encouraging Bella's exploration into this kink, and Bella knew now that’s what it was. She was so confused about it before, but talking to Darla had let her learn a lot, both about the kink and about herself.

She was a little, she was into diapers and being treated like a baby. She wanted more than what she had now even. Even though she could appreciate the pull-ups, she really wanted diapers, she wanted the full baby experience. Such things were out of her reach though. She could be happy with what she had now, however. It was more exploring than she had ever done and it made her feel more at ease with herself. She just wished the source of this wasn’t so problematic.

Surely learning all of this from her boss, the divorced mom who used her to watch her kid while she went on dates, violated all kinds of implicit consent. Yet here she was. Showing up wearing her pull-up at the request of her, well, whatever Darla was to her. It was wrong, at least that’s what convention told her, but she couldn’t help but fall into it. Couldn’t help but be absorbed with this maybe not totally appropriate relationship, if it was even a relationship.

The musing was interrupted when the door opened. Darla glanced at Bella and Bella nervously averted her gaze to the ground. That was all Darla needed to see to know that Bella had worn her pull-up to this job, just as she instructed.

“Good to see you Bella,” Darla said with a smirk. “Come on in Chelsea is waiting.” Bella meekly entered the home and sure enough she was greeted by an energetic Chelsea.

“Hey Bella!” Chelsea waved happily from the living room. “I hope you’re excited to finish up our movie from last time.”

“I don’t even think you were paying attention last time,” Bella joked.

“Well yeah, I’ve already seen it,” Chelsea retorted. “But you need to finish it.”

“Well, you two can get to your movie in a moment,” Darla said officially. “I need to talk with Bella for a bit.” Bella did her best to hide her flush, she knew what this conversation was going to be about.

“Oh,” Chelsea said knowingly. “Riiiiiight,” she said with a smirk. Bella was a little taken aback. What did Chelsea know about this conversation.

“Don’t spoil things Chelsea,” Darla said ushering Bella to her room. “We’ll be out in a minute.” As soon as the two were alone in her room Darla’s mood switched to a more sultry one. “Ok little girl let me make sure you’ve got your protection on before I go out on my date.”

“What was Chelsea talking about?” Bella did her best to work past the surge of desire she just had at that statement. “Did you tell her something?”

“That’s for later sweet pea,” Darla said softly. “Let’s enjoy this moment now ok.” She could tell from Bella’s expression that she wasn’t convinced. “Ok. Well I’m thinking this may be the last time you’re babysitting for Chelsea. She’s a big girl now, she wants to take care of herself and I think she’s ready.”

“Oh,” Bella said relieved. “Oh” she said again realizing the consequences. “What about … us,” Bella struggled for words.

“See I was worried you would get like this,” Darla said quickly. “Come here.” Darla held her arms open, and Bella entered her embrace with a blush. She soon found herself sitting on top of Darla’s knee, pressing the padded pull-up into her. “I know you’re worried, but I have it under control. It’s going to be hard, but I want you to focus on the now. You’re here with me, and I need to make sure you have your pull-up on like you should. Now show me.” Darla commanded gently. Still unsure, Bella slowly unbuttoned her jeans and let them drop to her ankles revealing the pull-up underneath. “That’s a good girl,” Darla praised and a sweet voice. “Wearing your protection. Momma is so proud.”

“Momma?” Bella questioned.

“We can workshop it later,” Darla dismissed. “Now though,” Darla once again set Bella over her knee, this time nothing stopping the contact between pull-up and bare skin. “I’m going to be gone a while and when I get back, I expect this pull up to be full. I want all the butterflies to be gone. Ok.” Bella looked unsure. “You’ve been wetting them in your dorm, right?”

“Well yeah,” Bella blushed. The two had been texting about this and she had gone over some of her exploration, but to say it in real life had her embarrassed.

“Then just do it here,” Darla said like it was the simplest thing in the world. “And if you do, momma has a surprise for you when she gets back.”

“A surprise?”

“A surprise, but only if you’re a good girl and wet this pull-up for me.” Bella swallowed hard and pulled her jeans back up.

“But what about us. If I can’t come over any more.”

“I told you, that’s something to worry about later. For now, all you need to worry about is making sure that pull-up is wet when I get back." Bella nodded though she was still unsure. “There’s a good girl,” Darla kissed her on her forehead and left the room with Bella following. “Well sweetie I’m out. Behave for Bella, it is her last night after all.”

“I’m gonna miss sitting you so much,” Bella had turned on her baby sitter mode. “But I’m so pumped you’re big enough to not need me anymore.” Really, she was probably big enough to be without her for a while now, but it seemed Darla had wanted an excuse to keep inviting Bella over.

“That’s why we gotta finish out movie tonight,” Chelsea was adamant.

“Ok ok,” Bella laughed.

“Have fun girls,” Darla said leaving the house. “Be good.” The final phrase had meaning for both Bella and Chelsea.

It was only a few hours before Darla returned. Not even long enough for Bella to have to make dinner. But it was long enough for her to have to use the bathroom. For a while, actually, but she had been holding it in out of embarrassment, and fear that Chelsea might catch on to the game she was playing with her mother. Bella and Chelsea had long since finished their movie and were playing a board game when the door abruptly opened.

“Hey kids,” Darla said pointedly. Bella knew who it was directed to.

“Hey mom,” Chelsea answered. “How’d the date go?” Darla’s answer was a long sigh.

“Let’s just say I’m glad to be home. Let me go settle up with Bella, you get ready for bed.”

“Yes ma’am,” Chelsea answered and started packing up the board game. Bella obediently followed Darla into her room. As soon as the two were alone in the room Bella remembered what she was supposed to do, and she remembered the growing pressure on her bladder. Not wanting to disappoint Darla she finally found the courage to let go, and felt the more and more familiar sensation of her pull-up growing warm and wet.

“Waiting to the last minute are we,” Darla chastised, recognizing Bella’s unique stance.

“I didn’t want to leak in front of Chelsea,” Bella answered with a wince as she was currently still peeing. Which proved to be a valid concern as, while she was finishing up the deed, two small wet spots appeared on her jeans around where the pull-ups leg gatherers were.

“Well, you may have been late but the result speaks for itself,” Darla giggled a little and Bella grew flushed. “You were a very good girl. Let’s get you changed before you leave. Can’t have you walking home in soggy jeans, can we?” Bella meekly nodded no and found herself pushed down onto the bed with a flush. “Leaking onto your jeans, good thing your momma is prepared.” Darla slowly removed the lightly soiled jeans leaving Bella lying down in just the pull-up. “All the butterflies gone just like I said, such a good girl. You’ve definitely earned your surprise.”

“Sur – Surprise?” Bella questioned with excited hesitancy. Darla gave a knowing smirk as she ripped the tearable side of the pull-up and removed it.

“Well not much of a surprise if you think about it,” Darla smirked. “After this display I think it’s pretty obvious that you’re too little for pull-ups. I think this baby needs to go back to diapers,” Darla punctuated this be revealing the large adult diaper she was hiding. It was everything Bella dreamed of. It was thick, white, decorated with cute little bears and building blocks, with four tapes on it. She could hear it crinkling from the bed.

“Really?” Bella wiggled excitedly.

“You're so cute,” Darla exclaimed at the naked wiggling girl on her bead. “Yes really.” Darla got to working wiping Bella clean and applying a layer of baby powder before finally taping her up. Once the diaper was snuggly on Darla helped Bella up from the bed. “Well?”

“I love it,” Bella said with flushed cheeks. “It’s just so comfy so …. Mmmm”

“Well I’m glad, and you can take a few of them home with you on one condition,” Darla paused for dramatic effect. “Next week when you come over here, I want you already in your diaper, and in something that I can check you in.”

“Next week?” Bella was confused. “But I thought Chelsea didn’t need me anymore.”

“She doesn’t,” Darla confirmed. “In fact, she’s going over to her dad’s for a while. You, however, are still coming over. Am I clear?”

“Y-yes ma’am,” Bella answered.

“Yes …” Darla prompted.

“Yes momma,” Bella said with a blush.

“Good girl, and since you leaked on your big girl pants, now’s a good time to show you what I mean by something I can check you in.” Darla held up a small pink mini skirt. “You will wear this home.” Bella nodded sliding the skirt on. It covered her diaper, but just that. Any kind of movement would reveal peeks at the diaper underneath. If she ever bent over, or found herself at a height advantage over someone, there would be no hiding it. She blushed intensely as the thought both sacred and aroused her. “It’s late enough at night that you shouldn’t run into anyone on the way back, but remember that I can send you home in that during that day if you act up.” Darla explained sliding three of the baby printed diapers into Bella’s backpack.

“Yes momma,” Bella answered lost in a bit of a haze.

“Good girl. Now you better snap out of it enough to get home. You can have your fun in that later, after you’ve wet it, and wet it twice. That’s more than a pull-up so you need to make sure you use the whole thing.” Bella nodded. “Text me when you make it home.”

“Yes ma’am,” Bella said more discretely now that she had opened the door to the bedroom to leave.

“I’ll miss you Bella,” Chelsea said grabbing Bella in a sudden hug.

“Oh I’ll miss you too Chelsea,” Bella said with a blush, hoping Chelsea didn’t hug too low. She lowered herself down a bit to talk at Chelsea, unknowingly giving Darla a full view of her diaper. “Be good for you mom ok.”

“Will do. Hey weren’t you wearing jeans when you came here.”

“She had just a small accident,” Darla cut in. “So, I let her borrow one of my old skirts.”

“Even big girls have trouble sometimes,” Bella blushed. “Happens when you get older.”

“But let’s not keep her Chelsea,” Darla said just as eager to keep her daughter from inadvertently flashing Bella’s diaper as Bella was. “She’s got to get to bed.”

“Yep I sure do. Bye kiddo its been nice being your baby sitter.” With that Bella bounded out of the house, hoping that Chelsea did not see the diaper that no doubt peeked out as she walked out of the house. She was a little sad that their goodbye had to be cut so short, but she also had a feeling she might see her again, depending on what would happen between her and Darla next week.

1 week later

This was probably the most nervous Bella had been when knocking on Darla’s door. As instructed, she was here, in a simple white shirt and the same pink mini skirt she had been sent home in. And underneath that skirt was the last of the three baby printed diapers she was given by Darla. Bella unconsciously pulled the skirt down as she did numerous times on her way over. The skirt was just as risky as it was that night and she didn’t doubt that it was doing a very poor job of hiding her diaper.

“Hello there little one,” Darla said happily as she opened her door. “My you look adorable dear. I love how that diaper of yours keeps peeking out from your skirt.” Bella squeaked and once again tried to pull the skirt down, causing a giggle from Darla. She quietly ushered Bella into the home, shutting the door behind them.

It was strange for Bella to be coming into this home without Chelsea there. There was no background noise from the girl doing things, everything was a little more put together, and most distressing to her the lighting was a touch moodier. Darla was being fairly upfront with her intentions it seemed. Bella followed Darla into the living room where one glass and one sippy cup were sitting on the small coffee table. Bella giggled as she sat down taking the sippy cup and Darla sat next to her.

“I can’t get over how cute you are,” Darla said looking over Bella, causing the girl to grow flush and try to pull her skirt down again. “I think it’s pretty obvious that I see you as a bit more than a baby sitter these days,” Darla said seriously, setting her drink down on the table, while Bella continued to nurse her own in the sippy cup. “I know you have your reservations,” Darla continued. “But I know you’re having fun, and I’m having fun to. That’s all it needs to be for now.”

“I mean. I don’t know,” Bella started but she found a pacifier stuck gently into her mouth by Darla.

“Shhh,” Darla shushed sensually. “Let me just do this for you first, before anything else.” Bella didn’t answer, but she didn’t make a move to remove the yellow pacifier sitting in her mouth. “Come on let’s get you dressed into something more appropriate for a girl your age,” Darla smiled and moved to take off Bella’s shirt. Bella was nervous for sure, but went along with it. Raising her arms up with the pacifier still in her mouth. Once her shirt was gone, she was laid back down on the couch and her skirt was removed just as quickly, leaving the girl in just her bra and the diaper. Bella blushed and tried to cover her diaper instinctually. “No point trying to hide what you are,” Darla said playfully pushing the pacifier in Bella’s mouth. “A girl this adorable can only be momma’s little baby. Arms up.” Bella found herself obeying without even thinking, raising her arms up to find a onesie pushed onto her. It was a soft yellow onesie decorated with several pictures of rainbow maned unicorns prancing around and playing. Bella got a better look at the onesie as she was laid back down so Darla could snap the buttons on the crotch shut.

“Esh berry coot,” Bella said around the pacifier.

“Cute onesie for a cute baby,” Darla took the pacifier from Bella briefly. “You like it?”

“I love it,” Bella said genuinely.

“Good,” Darla gave Bella her pacifier back, this time it had been looped through a paci clip that was clipped onto the collar of the onesie. Bella grabbed the pacifier at the end of clip and popped it into her mouth. "Hope you're having fun."

“Uh am. Esh eby …” Bella spat the pacifier out letting the clip catch it and dangle it loosely. “It’s everything I’ve always wanted.”

“Everything?” Darla questioned. “Well, I know I couldn’t get you a crib last minute.”

“This is enough,” Bella giggled.

“Well I had more planned that just getting you dressed, and even more that I want to do later.” Darla said with a sly smile. “Come dear let’s watch some tv while we feed you your bottle.”

“My bottle?” Bella asked, but her question was immediately answered when Darla showed her the rather large glass bottle she had. Bella took her own sippy cup and sat it back down on the coffee table, clearly having made her preference for the more childish option made known to her caretaker.

“Come cuddle up,” Darla motioned to her lap, and Bella did just that while Darla loaded up a cartoon on the tv. With some maneuvering Bella found herself in a comfortable position, just in time for the nipple of the bottle to come into her mouth. Just like her pacifier, the bottle was made for adults, so she found a natural rhythm suckling down … was that apple cider. A wink from Darla let her know it indeed was, a non-alcoholic cider as Bella had noted her lactose intolerance during their texting.

Bella settled into the pure bliss she felt in her situation. She felt so warm, so comfortable, so loved. The gentle warmth from Darla, and the gentle crinkle and warm feelings as Darla rubbed and patted her diaper covered bottom.

“I would like to keep doing this,” Darla spoke not even looking at Bella. Bella moved to get the nipple out of her mouth but it was held in firmly by Darla. “Finish your bottle dear,” Darla said knowingly. Bella took the hint and kept suckling at the bottle while Darla kept talking. “I don’t know what this is going to be, if it’s going to go anywhere, but I would like to keep doing this. I would like to keep taking care of, keep being your momma, keep having you be my baby, keep you happy and contented just like you are now.”

There was a silence as Bella continued to drink from her bottle, and she thought to herself. Did she want this? "Yes!" was the quick thought her baby addled brain shot back with, but her more rational brain had its doubts. There were a million things wrong with Darla and Bella’s pairing. The age difference, the fact she used to be her boss, the fact that she was still actively looking for a more serious relationship. All of that fired in her head just as loudly as the part of her brain that craved for this kind of attention, and the two competing voices battled for supremacy in her head, though from the outside she silently kept suckling from her bottle as if nothing were wrong.

There was a final thought that stuck with Bella. Despite all her misgivings about this, she was already here. Already in a diaper, and a onesie, and suckling from a baby bottle in this woman’s lap. All of that, and nothing bad had really happened. Only good things have happened so far. Darla had helped her discover and explore this part of herself, and she had never been anything other than a caring guiding force.

“Seems my baby is thinking, that or you left something for me in that diaper,” Darla giggled as she more purposefully pressed against Bella’s diaper. “Nope still all dry, such a shame.” Bella blushed and wiggled some as about this time she had finished the bottle. “You don’t have to say anything,” Darla said caringly, as she draped Bella over her shoulder and started patting her back. “I know all this is new and hard to process. Words can be hard.” Bella couldn’t help but burp a little as her back was patted and rubbed, that was the idea after all. “So, you don’t have to use your words to answer this,” Darla had moved Bella back into a sitting position on her lap. Bella looked knowingly into Darla’s eyes as Darla looked back undoing the blouse she was wearing. “You don’t have to say a thing, but if you do want this, if you want to keep going.” Darla opened the maternity bra she had been wearing. “I’m right here.”

Bella gulped and grew hot and flush as she stared at the bare breasts of Darla. Given the presence of the maternity bra, and some of the conversations the two had had over text, it was clear to Bella what Darla was offering. All of Bella’s thoughts were rapidly colliding in her head as the choice, and Darla’s breasts laid bare before her. Darla was focusing on the cartoon, leaving Bella to make the choice on her own. Eventually one voice in Bella’s head finally won out. She snuggled herself back in to Darla, and after a brief hesitation latched onto Darla’s breast and began suckling. She was glad that she didn’t have to say anything to make this choice, because her thoughts were a soup of words that her brain that had no hope of forming into a coherent sentence. Darla’s response wasn’t much better.

“Good girl,” she said simply, stroking Bella’s hair as she suckled. Darla wasn’t making any actual milk of course, the act was purely symbolic, which is why Bella had an actual bottle before. Though it was real enough to Bella and Darla.

After a few moments, as the episode of the cartoon they were watching ended, Bella finally unlatched and looked up at Darla unsure.

“I uh …” Bella stammered. “We uh … I think.”

“Shhhhh,” Darla shushed putting Bella’s pacifier into her mouth. “I know sweetie. Come on cuddle up let’s watch another one.” Bella just nodded and kept suckling her pacifier, cuddling closer into Darla as the next episode of the cartoon automatically played.


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