Summer was meant to be a time to relax, recharge a little, prepare for the next school year… Lolette had never been particularly good at that, even when she’d been a student – and she was a student for a very long time. It turned out, becoming a college professor didn’t help much with that… Certainly, she had more responsibilities during the break now, but even when she wasn’t dealing with those, she couldn’t bring herself to slow down and enjoy her time off.
That was, she supposed, why her husband had decided she needed to lose her responsibilities for a while, learn to put everything into someone else’s hands… That, or he just wanted to see her in a diaper. He’d teased that desire in the past, and she’d never been fully opposed to it; she just hadn’t ever gone any further than a, “Maybe”, when he’d brought it up before.
He started on the weekend, during a two week stretch when she had nothing that really needed to be done, slapping a thick, pink, crinkly diaper down on the coffee table in front of her. “Come on,” she’d whined, shivering a bit at the sight of it, far bulkier and more childish than she’d ever imagined, now that she was seeing it in person, rather than on his smartphone screen, as a reality instead of a vague possibility. “You’re not serious, are you?”
But, clearly, he was. He’d already bought the diapers, along with, she soon found out, some clothes, some toddler toys and books, and various other things, like bottles and pacifiers, she might need to get fully into character. For that whole weekend, she was his baby, and, while it took her almost the whole time to get used to the feeling of the diapers, much less the sensation of wetting them, she had to admit it wasn’t too bad.
On Monday, however, he had to go back to work, and she’d assumed she would be able to go back to her adult life then, getting back into her big girl panties and grown-up clothes, and take care of all the little things she’d thought of over the weekend, that she couldn’t even make a note to herself about, since he’d confiscated her laptop, her phone, anything that a toddler wouldn’t be allowed to have.
That morning, before he left, he still put her into a fresh diaper, still dressed her up in an admittedly very adorable pink dress, with tights, and pulled her hair into a pair of ponytails, held in place with ribbons, dolling her up like he had over the weekend. She assumed he was just going to trust her to stay that way, that she’d play along, even without him there to keep an eye on her… She hated to betray that, but there was simply too much to do!
So, when she heard the doorbell, she was quite surprised, and more than a little anxious; they didn’t get many visitors, especially this early in the morning… And, the whole weekend, they hadn’t had any, hadn’t left the house, kept the curtains drawn tight to ensure nobody could possibly see her like this.
“Can you be a big girl and go answer that for me?” he asked, although the twinkle in his eye made it obvious all he’d wanted was to see her eyes widen at the thought, rather than her actually doing it. “No? That’s all right, sweetie, Daddy will handle it.” He kissed her on the forehead, stepping out of the living room and into the hall, returning a few moments later.
“Now, Lolette,” he lectured, “You’re way too small to stay at home by yourself, so I got you a babysitter… I expect you to be a good little girl for her, because she has full permission to punish you, and she’ll be giving me a report on your behavior when I get home…”
“A babysitter!” Lolette squeaked, cheeks turning as pink as her dress at the very thought of someone coming in to look after her, of seeing her in her silly dress, and even more ridiculous diaper… But that blush was nothing compared to the one that stained her cheeks when the actual sitter stepped around the corner and revealed herself.
Lolette hadn’t seen her for a year or two, but she’d never quite forgotten Cybil. It wasn’t overly impressive that the girl was taller than her – most of Lolette’s students were – there had simply been something about her that Lolette had found effortlessly, incredibly cool, especially in comparison to herself.
That feeling was only amplified now, as she stood in front of the girl, dressed as she was. Of all the people she could have chosen to be the first one, after her husband, to see her this way, Cybil was, perhaps, one of the last, despite the fact that she hadn’t seen the girl since she’d graduated, and hadn’t really expected to again, in all honesty.
Lolette was so flustered, she barely thought to say goodbye to her husband, knowing that, once he left, she’d be alone with her sitter. She gulped, listening to his car pull away, wondering what Cybil thought of her… She’d had that same worry while teaching the girl, though, now, she had a much better reason for the thought, obviously.
“I-I…” Lolette started to say, unsure where to go from there, or even what she could possibly hope to accomplish with her words.
“Let’s see them,” Cybil interrupted, something Lolette was almost grateful for, although she frowned, uncertain at first what she meant. “I can see a bit of it peeking out from under your dress, but show me the whole thing.”
Lolette blushed as she suddenly realized what the girl was talking about. Bashfully, she pawed at her skirt, raising it up, displaying the whole front of her diaper through her tights, which did little to hide the infantile thing. “I-I don’t really need them,” she mumbled, starting to let her skirt drop, wanting to hide them again as best she could.
“Did I tell you to do that?” Cybil asked. “Hold on, I’ll be right back.”
Lolette nibbled on her bottom lip as she watched her former student go, awkwardly holding up her skirt, wondering if Cybil had been serious or not. She didn’t want Cybil to be mad at her for disobeying… She also didn’t particularly want to stand around, skirt up, while she waited. There was no reason for anyone else to walk into the house, but, if for some reason, they did… Her cheeks turned even pinker at the idea.
When Cybil returned, she was carrying a bottle, filled with milk. Lolette groaned, squirming in place, as Cybil crossed the room with it, drawing closer and closer. She wasn’t intolerant, but she was not a fan of milk anyway, and it was only in the fridge for cooking, or, every once in a while, when her husband felt the urge to have a glass. She opened her mouth to protest, then instantly lost the words when Cybil reached up, putting one hand on her neck gently.
“Shh,” she cooed. “Be a good girl and drink your ba-ba for me, okay?”
Lolette shivered, nearly forgetting that she still had her skirt raised as she stared up, into her sitter’s eyes. She would have greatly preferred juice, not that Cybil had bothered to ask…. But she obediently opened her mouth anyway, not wanting to disappoint. She told herself it was so the girl would have no reason to discipline her, or give a bad report to her husband, though she wasn’t positive that was her real, or at least full, motivation.
Cybil stopped short, letting the bottle hover in front of Lolette’s mouth for a few moments before pulling it away. “Oh,” she said. “I forgot…” Lolette watched, confused, as Cybil knelt down in front of her. “Your Daddy wanted me to make sure you got some nice, organic milk…”
It still took Lolette another second or two to process the words, until Cybil lifted her shirt, her breasts spilling out. Lolette’s eyes widened, both at the sight, and the implication, as she truly realized what was being suggested. Had her husband actually said that?! Did he really want her to…?
Without thinking, she let go of her skirt, too flustered to think about keeping a hold on it. “R-Really?” she asked, looking up at Cybil again.
“Of course,” Cybil replied. “Or do I need to take some pictures of you in your cute little pink dress, and even cuter little pink diapers, to show to my friends who are still at college? I’m pretty sure a few of them are in your classes next semester…”
That made Lolette a bit more convinced that her husband had nothing to do with this; at the same time, it gave her very little choice. It was bad enough, a former student seeing her… Having a current one know would be terrible, and there was always a chance the pictures could make it out even further, potentially even reaching the dean…
“Okay…” she sighed, surrendering, kneeling down on the floor, too. “I-I’ll drink my bottle, I promise, y-you don’t have to…”
“No, that’s not what growing girls like you need,” Cybil told her. “Come on, be good, sweetie…”
Lolette reluctantly shuffled over closer, wanting to reach for the bottle, then, finally, turning towards the sitter instead. Cybil smiled, setting the bottle down, reaching down to lift her breasts, giving Lolette a better angle on them. Despite knowing she wasn’t growing anymore, and hadn’t been for years, and that she was certainly older than this girl, it was hard not to feel like a child, on her knees in front of her, diaper crinkling as she reached out, wrapping her mouth nervously around her nipple.
She couldn’t say that breastmilk tasted any better to her than cow’s milk. It was definitely warmer than she was used to – which, if anything, made it less appetizing – and different, although that could have been because of the circumstances, and being unable to forget where the stuff was coming from, since she was staring right at it, but it did nothing to change her mind on the drink itself.
“Oh!” Cybil said suddenly, surprising Lolette. “I forgot… Your daddy said one other thing, too… He wanted me to make sure you made a nice, poopy diaper for me while I’m here.”
Lolette’s eyes widened as she pulled away from Cybil’s breast slightly, again not knowing if the girl was telling the truth or not. They’d agreed she wouldn’t have to do that… He’d even said he wasn’t sure if he was ready for that, and teased that if she was that big of a baby, maybe she needed to wear diapers more often, potentially to work, when she went back… The very thought made her wrinkle her nose in disgust, wiggling in place, listening to her diaper rustle beneath her tights. “B-But…” she pouted.
“Hush,” Cybil commanded. “You should know better than to talk back to your sitter… I thought you’d be smarter than that. Who’s in charge here?”
The answer would have been obvious, even if Lolette hadn’t just, moments earlier, been sucking on the girl’s breast. “Y-You,” she admitted.
“That’s right,” Cybil agreed. “So, if I say you’re going to fill your diaper, what are you going to do?”
Lolette gulped, staring up into her sitter’s eyes once more. She knew she was older, that, once upon a time, she’d had authority over this girl, that she was an adult… But, despite all that, she still found herself saying, “F-Fill my diaper,” and knowing that, like it or not, she meant it.
Cybil smiled. “Such a smart girl… Oh, we’re going to have a lot of fun together, sweetie! This is going to be a great two weeks… Or maybe even longer, once your Daddy sees what a good girl I can make you be. Now, come on… Finish your milk.”
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The Princess's Castle 