Fantasies - Part 3 (Patreon)

"We're so sorry to pull you away on such short notice," one of Don's Mommy's said. "We'll pay you extra, of course..."

"Oh, it's no problem," the sitter smiled. "I mean, I'll take the extra money, but I don't mind that much. I can only take so much opera in one month, and I just went a few weeks ago."

"Come on, Donna," the other Mommy waved the bashful, diapered girl in. "Show her why we had to hire her tonight..."

Even as his usual self, Donald would have been nervous to meet this sitter... She was gorgeous, and - compared to him, anyway - tall, her huge breasts threatening to spill out of her red dress, making him all the more aware of his own new breasts, and how small, comparatively, they were. As a guy, he wouldn't have stood a chance with her... As a sitting charge, he felt pretty much the same.

"Oh, Donna," the sitter sighed, "Diapers again?"

Don tore his eyes away from the woman's chest, which he'd hardly realized he was gawking at, turning them down to his own feet. From her tone, this wasn't exactly a shocking development... This person, or version of himself, whatever it was, must be diapered often; there was a full nursery, after all, and he'd already been in Goodnites. His Mommies were also both very skilled at changing diapers, since the second had gotten her chance mere moments before the sitter had shown up.

"We'll pay extra for that, too, as usual, but it wasn't accidents this time," one of her Mommy's informed the sitter. "It was the other thing... So, there are no games today, no dress-up, and she is to report to you before she uses her diaper... If there are any wet spot beforehand, you can punish her, and let us know so we can punish her tomorrow." There was no mention of him using the toilet, or even a potty... He would be using his diapers, just without the benefit of the privacy they could bring, since the sitter was always going to be aware when he was going. 

Both Mommies said their goodbyes and goodnights, leaving Don alone with his babysitter, who left him sitting, legs splayed, in the nursery with the baby toys while she whipped up some macaroni and cheese, hot dogs, and baby carrots for his supper. For the first time, he was alone with his new, diapered body, and he couldn't resist toddling over to the mirror.

It was impossible to deny that this body was adorable, especially with the extra padding between its legs. He'd never been able to order real diapers before, and they felt quite good, too - he had always been more interested in watching other people wear them, though, now, he wouldn't mind trying them with his real anatomy, seeing how they felt, taped snugly over him when he had a little more beneath them...

He had no idea when, or if, that was going to happen, however. There was no ripple in the mirror, no clear way back home, back to his real body... He was trapped here, in the middle of one of his fantasies. Everything about it... The hot babysitter, the smaller, less physically mature, diapered girl, totally under her control, the mittens, rendering her helpless.... Wearing them, he knew he could get them off, if he really needed to use his hands, but he didn't want another spanking, and that fear was enough to keep them firmly in place.

"Admiring yourself?" the sitter asked, sneaking up behind him, bending over to give him a faceful of breasts, constantly trying to spill out of the dress. "You are quite the little cutie!" She booped him on the nose condescendingly. "How's your diaper?" Before he could answer, he was subjected to another check, revealing... "Donna! Already!"

Don frowned, squirming, afraid he'd had another accident without realizing. "N-No," he shook his head. "I'm dry..."

"Don't be silly," the sitter took his hand, leading him over to the changing table, locking his mittened hands to the restraints. "I know a wet diaper when I see it..." 

Donald was still confused, wriggling, trying to figure out what she could mean; he couldn't detect a single damp spot. Then, she bent down, opened one of the drawers in the changing table, and pulled out a Hitachi. Don's eyes widened as she plugged it in, started it up, and he watched it whirring, moving closer and closer to his diaper.

"I'm sorry, sweetie," the sitter shrugged. "But your Mommies pay me more when you're in diapers, and you're cuter that way anyhow... So, like it or not, you're going to be having plenty of 'accidents' tonight... I thought I'd at least make it fun for you. And here..." She reached down with her free hand, popping her breasts free, nearly making Don drool as he saw them hanging over him, "I know how much you want them, and yet, you're just a little baby, aren't you? I've seen you gawking at them today... I hate it break it to you, but you're already fully grown. This is as big as you get... And that's why you're a baby, and I'm a big girl. And that's never going to change... You think about that, okay?"

Don really had no choice in the matter; it was hard not to think about how he was a girl now, and a rather small one at that, and how he had no idea of how to change that. How long would he be trapped here, under the rule of his Mommies, and his sitter? The concept of what was happening to him was so hot, and if he'd been on the outside, looking in, he knew he'd love it... But now, even feeling the vibrations penetrating down, through the padding, and he let out an involuntary moan, he knew the consequences weren't going to be nearly as much fun.