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Hello, my name is Steven and I was creating this so people could pop in and share a story or two about how you got into wearing and using diapers and or any particular story that stands out to you when you think about putting your next one on!

Content Warning: This story will include sexual content as well as various other themes that may not be everyone's cup of tea. I will do my best to put content warnings behind every chapter, but do mind that this will contain diapers, ddlb dynamics, and sissy content. For this chapter specifically, I only need to give a minor sexual content warning as various things are mentioned but none are carried out. And with that, on with the story. Sugar for Baby: Chapter 1 "Good luck dude!" "You'll be fine" "Let us know how it goes." Matthew sighed heavily as he slipped his phone into his pocket and grabbed his wallet and keys. The messages from the few friends he found in the group chat were encouraging him on his goal. His goal was an unusual one. Buy pull-ups from the store. It was unusual in the sense that, the pull-ups weren't for a younger sibling or a child. No, they were for him. Matthew was 18 years old and 5’ 8” tall. He was smaller than most of his peers and more book smart than he was athletic. It was never much of an issue, though. While he had a few friends, they went off to college, leaving him back in his hometown to live out his gap year and find out what he wanted to do. His parents were upper-middle class, and they had no qualms about him taking a year to find himself. It wasn’t as if he was using it to slack off. He was never the type for that. and from a young age, he found himself with a fascination with diapers. His fascination went so deep that he made his parents think Mama Martha's Pizzeria was his favorite restaurant. It was a small, local business, well known in his town. And while the food was nice and all, what made Matthew excited to go, was the bathroom. Mama Martha's had two family bathrooms in the entire establishment. And in each bathroom, there was a large tub of diapers under the sink. On the front was a handwritten sign that said "Give a Pamper, Take a Pamper." Because it was a courtesy-driven thing. People would come in to change their baby, and if they found themselves out, they could take one from the bin, if they felt charitable, they could leave a couple behind for the next parent. Matthew always found an excuse to go to the bathroom before his family left the establishment. And every time, he would take one of the diapers (or pull-ups as he got older) and put it on before they left. He loved the feeling of wearing them, he couldn't explain why. But he always had a smile on his face the entire ride home. "Did you enjoy the pizza, Matty?" His mom would ask and he would nod to her. Mama Martha's was a reward for him. They would only take him if he did well in class, or if he won an award. It served as great motivation for him to keep his grades up. But soon enough, he grew too big to wear the ones at Mama Martha's. It had been a handful of years since then. And he worked his way through school, saving up money for a car that his parents helped him buy. And went from working a fast-food job to being an online tutor. It paid well actually seeing as how he was a pretty good student and explained things well enough that his students hardly ever struggled. It was how he gained most of his money. But back to the present, Matthew cranked the ignition to his car, taking a deep breath as it started. Now was a good time for him to go to the store. Usually, his mom would want to tag along, but this time, she was out of town on a trip with her friends. And his dad worked and then went to a pool hall to have a drink with his friends before coming home. Since mom wasn't home, he wasn't coming home to eat dinner. Which was a-okay with Matthew. It meant Matthew was free to go out on his mission. The store Matthew picked was just up the road. And he picked said store for its self check out. The last thing he needed was to go red-faced at the check-out line and give himself away. Parking towards the back as he usually did, he walked casually through the automatic doors and grabbed a hand-basket. Matthew took his time, grabbing a few other things before making his way to the diaper aisle. Low and behold, they had them all. Varieties of sizes and cases and brands lined almost the entire wall. Only being broken by the baby accessories. Clearing his throat, Matthew walked to the pull-ups. The largest size they had should fit him just fine. His only conundrum was how many to get. Biting his lip, his hand reached out for the pack of 24 when someone stepping up beside him making him jump. Looking over, Matthew saw a man, a bit older than him, reaching up high on the shelf for a large 100 case of diapers. The man groaned as he pulled them down and smiled at Matthew. "Word from the wise. Always buy in bulk." He said. "It's expensive, but better not to have to come back so soon." Matthew nodded, looking back at the wall. He didn't want to carry out a case like the man beside him. He felt that would draw too much attention. Plus it wouldn’t fit in his hand-basket. "You have a kid?" The man asked, sensing Matthew's thinking. Matthew shook his head, "No! I'm just. Uh...shopping for my sister." Matthew had no sister. But it was the quickest thing that came to mind. The man nodded. "Well, I'll leave you to it." He says grabbing the case and heading to the checkout. Matthew, now feeling much more paranoid, grabbed for the girl's pull-ups instead. Diapers were diapers. And in this case, he didn't care what they looked like. The sister excuse was a pretty good one. Grabbing a 40 pack of them, Matthew dropped them in his basket and beelined it for the self check out. He scanned his items, bagged them up, double bagged the pull-ups. And went out to his car, heart hammering in his chest. He was so caught up in the adrenaline of his purchase that the drive back home passed in a blur. He took all the bags up to his room as soon as he got home. Even the bits and bobs he meant to leave in the kitchen. Taking his phone out, he pulled up the group chat. It was a large chat with over 300 members. He'd found the link on a diaper fetishist website and had been a member for almost a year now. He had even become an active and known member. "I'm home." He texts. And immediately the three dots signifying that someone was typing popped up. But he quickly added, "I panicked and bought girl ones." The three dots stopped for a second but immediately started again. TexBB: Awww that would look adorable Wishmebaby: It's not that bad. DipFranks: Have you tried them yet? MaddMatt: No... I just got home. Wishmebaby: Wha- Try them! That piece of wisdom followed by several more agreeing messages is what spurred Matthew to open the pack and take one out. It was all pink beside the brightly colored princesses dancing on the front. Setting it to the side, Matthew sighed and started kicking off his pants. His hands were already shaking as he opened the pull-up and started to step inside. Just like the commercial, the pull-ups slipped up his thin legs. It took a bit of maneuvering but soon it settled snugly on his hips. Looking at himself in the mirror hanging behind his door, Matthew paused. The pull-up fit a bit tightly but if he used it he didn't think it would leak. For giggles, he took his phone and snapped a photo of him standing there, one hand on the phone and the other fiddling with the waistband. Making sure the photo didn't show his face, he sent it to the group chat. His phone was quickly discarded. Using both his hands, Matthew felt up the Pull-up, pressing the padding into himself. The same rush of pleasure from back in the day came, but this time, with the pulsing of his dick. A flash of realization came over him...he could masturbate like this. With a shaky breath, Matthew stepped away from the mirror and grabbed his phone again. He bit his lip as he unlocked it and displayed the group chat by default. Thatfatcat: That's cute Wishmebaby: Aww TexBB: Congrats bud But something struck his attention. In the top left corner of the screen displayed a glowing red number 4. He had 4 private messages. Which was 4 more than he had before he sent the photo. Arousal momentarily forgotten, Matthew clicked over to his inbox. He found the 4 messages came from 3 different people. Clicking on the first, he almost dropped his phone in surprise. Someone had sent him a dick pic. Quickly, he blocked that person without replying. He never expected to get that kind of response. He never put much thought into his sexual orientation, mostly because he nor his parents cared. He knew that made him luckier than a lot of other teens, but still he never explored it. So while he wasn't much bothered by it being a man that texted him, what did bother him was the unsolicited nature of it. He clicked on the next one feeling less excitement than before. DomBrady: Text me on QuickChats @DomBrady. I make videos disciplining sissies like you. Immediately, another block. Matthew was offended by the onslaught of vulgarity that he almost just deleted the last message preemptively. After all, the track record wasn’t great. But, seeing no photos or links, he read it instead. MaverickW: Hello, MaddMatt. I share the fetishist group chat with you and I saw your recent posts. It's great to see your first experience unfolding. I wanted to message you a proposal of sorts. I'd be interested in paying you for exclusive (meaning nobody but me would receive) content. And perhaps, if you felt comfortable with it, some requests as well. The first message confused Matthew to no end, but it continued. MaverickW: I'm fully capable of paying you for any correspondences from this point. I'd be open to discussing a possible arrangement with you. But feel free to ignore this message if you feel I've crossed a boundary. Biting his lip, Matthew could not deny his curiosity. He even found his thumbs typing before he could stop them. MaddMatt: What kind of content are you asking for? The blue check mark rapidly turned green showing the message had been sent and read. And the three dots showed up just as quickly. Matthew waited with bated breath for the next message. He feared this person was much like the first. Only this time he feared they would want pictures of his privates. Although the promise of being paid was intriguing, he didn’t want them to end up in the wrong hands. MaverickW: Photos and/or videos. None of which you have to show your face in. I could make some requests, and then I send the payment in exchange for the media. We could have a small demo, of course, to prove I am legit. MaddMatt: That would be appreciated... MaverickW: Excellent. Let's start with... Would you be comfortable sending me a photo similar to the one you posted in the group chat, but this time, having my username written on the mirror? In exchange, I'll send you 5 dollars on PaySmart? Or if you have another pay app in mind. Matthew had PaySmart. He used it for his friends when they would buy each other food. Looking quickly, he saw that he had used the same username on the app rather than inputting his actual government name. It seemed handy for this. MaddMatt: I have PaySmart. Let me take the photo. Matthew set the phone down again and walked to his mirror with a dry erase marker. He wrote @MaverickW on the surface and grabbed his phone. Opening the photo app from the lock screen, he took a moment to pose. It was much the same as the one before, only this time, his hand was pressed against his stomach. Matthew meant it as a way to not block the sight of the pull-up, but it came out looking like one of the photos an InstaSnap model would post. He wasn’t so nervous about sending this one seeing as how he had already sent a similar one to the group chat. Sending it, Matthew wrote, "My user on PaySmart is the same as this one." And he waited. The sharp sounding DING from the PaySmart app almost surprised him signifying a payment. $5 have been sent from Maverick W. for Photo It was easily the quickest 5 dollars he had ever made. Going back to the group chat app, Matthew saw several messages waiting for him. MaverickW: Your eagerness is endearing. But you don't have to send me the content before the payment is sent. Regardless, I've sent the payment. And I very much enjoyed the photo. Attached to the message was a screenshot of the payment confirmation. Followed by another message. MaverickW: Would you like to try some more? Same rate of 5 dollars per photo request? Matthew's face reddened. He hadn’t thought that far ahead. MaddMatt: Sorry. I'm new to this whole thing. Thanks for not being a scammer though I guess... Yeah, I'd be up for more. After all, it was a quick way to make money. At the very least, it could pay for his dinner tonight. And he could always block the guy if he made any outlandish requests. MaverickW: It's alright, Matt (If I can call you that?). I found it endearing. Good that you're up for more. For this round, how about three photos. One, I'd like you to take kneeling in front of the mirror. Simple as that. The second request is a bit more complicated. I'd like you to put the phone on a timer and prop it up so that your hands are free. Same kneeling as before, but I'd like to see your hands flat on your knees. Lastly, I'd like to see your hand pressed against the front of your pull-up. Any way you'd like. Are you comfortable with this? As soon as you tell me you have the photos, I'll send the 15 dollars payment and you can send me the photos. Matthew's heart raced as he watched each message come in. And he blinked at the simplicity of the requests. MaddMatt: I can do that. Give me a moment. The first picture was easy enough. The second was a bit harder as he found himself having to turn around and flip the camera. He took a couple of pictures before he had one he was pleased with. For the final, he felt a blush journey down his chest. He took the photo in the same orientation except parting his thighs. And he raised his shirt to expose the pull-up. His free hand pressing against the front as he did before. Sitting down on his butt in front of the mirror, he turned his attention to his phone. Matthew deleted all the photos from before and emptied them from his trash, leaving only these three. Opening the chat app, he messaged the man back. MaddMatt: I have them. MaverickW: Good job. I'm sending the payment now. Like before, 15 dollars was delivered to his account. As easy as that. Wide-eyed, Matthew texted back. MaddMatt: I got it. Here are the photos. 3 attachments MaverickW: Very nice. I am confident in going forward with negotiations of this arrangement if you are as well? It had all seemed so easy so far...Matthew hoped there wasn’t a catch. But he felt safe at the moment. This man didn’t have his real name. All he had were photos of his body. And he didn’t think he was special enough to have a recognizable body. Nor did he have any tattoos. He had already made enough with a handful of photos to pay for his dinner that night. And, maybe he was greedy, but Matthew wondered just how much the man was willing to pay him. MaddMatt: Yes. MaverickW: Good. First off, I tend to give a lot of praise. And I use terms of endearment. Are those alright with you? If not, I will refrain. Matthew didn’t think that was a big deal. Maybe a little strange, but harmless. MaddMatt: I don't mind. Do you want me to use any with you? MaverickW: Only if you are comfortable. MaddMatt: I don't mind. They're just words...Do you have any you want me to call you by? I have no preference. MaverickW: Only if you're comfortable, I'd very much like for you to call me either Sir or Daddy. Matthew blushed bright red, clutching his phone in his hand. Honestly, he wasn’t stupid. He met the guy off a fetishist group chat. And who else would ask for pictures of him showing off his pull-up and kneeling than someone with more than just the one kink. Plus the Sugar Daddy aspect was hard to ignore. But...Matthew was glad to be given options. MaddMatt: Yes sir. MaverickW: Good boy. I am very pleased. You’re doing well so far. Matthew didn't know what to reply to that but he didn't have to as Maverick replied again. MaverickW: I'm happy with the standard rate of 5 dollars per photo. If you are comfortable with videos I would be willing to pay 10 dollars per 30 seconds. Unless, of course, there are elements that you feel require more? MaddMatt: I'm good with that. MaverickW: Good boy. And is there anything you don't want to do? Anything at all and I won't ask you to. This was Matthew’s time to place boundaries. He was grateful for the opportunity. He didn’t want to get through all of this only to get his first request and have to back out. MaddMatt: I don’t think I want to show you genitals. Is that okay? I'll take my clothes off, but I don’t want to be naked. And I don’t want to show my face for now. Calling me Matt is fine, but I don’t want to share real names. MaverickW: That is more than fine, baby boy. Thank you for telling me that. You can always tell me no and I won’t hold it against you. And as I said, I'd like this to be exclusive. Between you and I. I would like to be your only client. Is that doable? MaddMatt: Yeah of course. MaverickW: Good boy. And I will never share your videos or photos anywhere ever. MaddMatt: thanks MaverickW: It's alright, baby boy. I think that’s all the negotiations for now, but we will have more as things come up...are you ready for another request? Matthew took a deep breath. Everything had been easy so far. He didn’t think anything could trip him up at this point. MadMatt: Yes sir. MaverickW: Good boy. I would like you to- To be continued...