Derrick's Awakening - Chapter 20 (Patreon)

It was strange, he idly mused as Nanny led him back to the slide, more to distract himself from what he was going to do than anything. It had been a struggle to convince himself to poop his diaper, yes, but not nearly as much of one as it had been to wet it for the first time... Or even just wet it for the first time around Nanny.

His cheeks darkened at that thought, at how embarrassed he'd been, not wanting to pee his pants near her... And now, so shortly afterwards, it was like second nature. Was messing going to be like that, too? Would he be filling his pants as easily as he piddled in them in a few days? It was hard to believe, and yet, it had felt so nice, so freeing, so babyish...

Maybe that was why he'd found it so relatively easy, because he was seeking that sensation. How could he have known it would be this powerful, though? Other than, of course, Naomi and Oliver's encouragement... They hadn't told him that exactly, but it was implied, considering how much they'd wanted him to do it, and how much they were into acting like toddlers...

He squirmed a bit in his dirty diaper, nibbling at his pacifier. Could it be more than that? It had almost felt like Naomi and Oliver were doing more than urging him to do it... Like they were, themselves, doing something to him...

But that was silly, wasn't it? It was only a show... And he had really wanted to know what it was like to mess himself before he'd ever watched it. Given how much he'd enjoyed every other aspect of being treated this way, it was natural that he'd feel the same about this, and that he'd be eager to try it out after having so many other positive experiences... 

Right?

"You ready to go up the ladder?" Nanny asked patiently, Derrick blinking, realizing they were already there, that he'd been lost in thought. He stared upwards, the slide looking taller than ever... And, with him feeling like more of a toddler than ever, that ought to have been a dangerous combo, one that left him quivering on the ground, too scared to try it.

However, as Nanny told him a second later, "I'm right down here." He turned his eyes towards her with a smile. She seemed so big, almost as much as the slide itself, and so strong... If he slipped off the ladder, she'd surely catch him before he hit the ground. As long as he was with her, there was nothing to worry about.

"Okay, Nanny," he nodded, reaching up, grabbing one of the rungs of the ladder, hauling himself up. He felt her hand on his back as he climbed, rubbing it, encouraging him, showing him how close she was, keeping him steady. Even when he was up too high for her to do that, she gave him a pat on the bottom, earning a bashful giggle from him as she squished the mass in his diaper slightly.

Simply getting to the top seemed like an accomplishment, after he'd put it off for so long, and he was tempted to stand there for a moment, take in the view of the playground that he'd conquered... But that was still a little too risky with as slippery as the slide probably was. Instead, he plopped himself down, wiggling in place for a few seconds, then pushed himself down.

The added length no doubt helped, as did the metal the slide was made of, rather than plastic; whatever the cause, it felt like the world was whipping by him much faster. It was a bit scary, yes, and also fun, getting another giggle from him, and then a squeal as he hit the first bump. He'd nearly forgotten about those, and by then he'd built up enough speed to bounce off of it, landing back flat on his diaper to continue his journey with a messy squelch that was repeated again before he reached the bottom, Nanny waiting for him there to scoop him up before he slid off onto the ground, pulling him into a big hug.

"You did it!" she exclaimed. "Great job, sweetie!"

He hadn't really done anything, he knew, certainly nothing worthy of praise, yet that didn't keep him from being proud as he cuddled against her chest, feeling her give his diaper another pat or two. He didn't know why he'd been so terrified of it in the first place, but in a way, he was glad, since it made it seem so much more exciting to do, more of an event to finish successfully.

"Nanny?" he looked up at her.

"Yes, Derrick?" she replied with a smile.

"Can I do it again?"

She chuckled. "I had a feeling that was what you wanted," she told him, putting him down on his feet and taking his hand. "Of course, sweetie. As many times as you want."

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He'd been a little disappointed when Nanny insisted on changing him before they went back home, though he hadn't done much more than pout behind his paci about it. "We don't want you getting a rash," she'd informed him, and that was a good point, he had to admit. It seemed like he'd been in his messy diaper for quite a while by then, but the novelty of it still hadn't entirely worn off.

She also probably didn't want him smelling up her car too much unnecessarily, he acknowledged. It wasn't that long of a ride... She was the Nanny here, however, and she had far more experience with all this than him, so if she thought it was for the best, it was silly for him to argue... Especially when what he would be arguing for was to stay in a dirty diaper. What kind of a baby would want to do that willingly?!

He wriggled in her grip as he saw that they were headed for the women's room, blushing bright red. "It's okay," she cooed at him. "There's nobody here... It'll only take a minute."

"B-But..." he groaned. You had to be a very little boy, there with your Mommy, or your babysitter, to get away with being in the girls' room... Even though he knew that was what he was - the reason they were going in there, if nothing else, confirmed it - he still couldn't help being self-conscious about it, imagining someone his age walking in, finding him there. In the best case, it would be during the change, and she would assume he was a baby and not give him a second thought. If it was afterwards, perhaps while Nanny was using the toilet herself, what would this hypothetical girl think of him?

Nanny led him in, and right to the changing table folded into the wall. He wiggled and whined beside her, watching her fold it down, getting everything ready for his change, eyeing the bathroom door, certain that it would burst open at any moment. Thankfully, it didn't, not before Nanny picked him up, setting him down on his changing pad, undoing the snaps on the crotch of the shortalls and pushing the fabric aside so she could change his diaper.

"Quite the mess for such a little boy," Nanny teased, peeling back the diaper and starting to wipe him clean.

He squirmed, turning his head away from the door, and therefore Nanny as well, altogether. He'd thought it would be better to be walked in on now, in the abstract, but now that it was happening, the idea was far too embarrassing.

"Hey," Nanny told him gently. "It's okay... I'm not mad at you for it. That's what your diapers are for."

He nodded, though he still couldn't look in her direction yet, not until his fresh diaper was taped snugly into place, the shortalls snapped back up. As much as he'd liked the messy one, he did have to admit that the brand new one was quite nice, too, even as he fidgeted anxiously beside Nanny, waiting for her to finish collecting the supplies into her bag and throwing away his diaper.

"Are you ready to go home and have your treat?" she asked as she helped him wash his hands.

"Uh-huh," he agreed. It had been an incredible day at the park, but it would be nice to be back at her place, safe and sound. Another episode of Naomi and Oliver on the way helped, too, getting him in the perfect mood to have a bib tied around his neck before he was given a bowl of ice cream to munch on.

Unfortunately, it was time to go home after he was finished. It had been tough, his first day, to say goodbye to all this, but now, after everything he'd been through, it was so much harder, having to go back to being a big boy. It was a struggle not to cry in front of Nanny, and even then, he could tell that she knew that was what he was doing.

"It's all right," she told him, giving him one more hug. "You'll be back soon."

He nodded, though that didn't make him feel any better for today. "I-I know, Nanny."

There was one thing that might help, once he got back to his apartment. Branden was home, so he had to scurry back to his room to avoid being seen, curling up in bed with his laptop and his headphones, ready to watch an episode or two of Naomi and Oliver. He ran a quick Google to figure out what streaming service the show was on, only to come up with a baffling result.

"Where is it?" he whined, switching out the word 'and' with an ampersand, which didn't help at all. He searched for just the show itself, without the word 'streaming' now, to see if, perhaps, it was an older show, one that wasn't available online, that Nanny just had DVDs for, and then, baffled, moved specifically to IMDB.

No matter what he did, the answer was the same. Naomi and Oliver, apparently, was not a show, not something he could find anywhere... At least, anywhere in this dimension...