Transference - Part 2 (Patreon)

Jenny looked at herself in the mirror, still trying to decide if she'd lost her mind. She reached up, readjusting one of her ponytails, chewing on her bottom lip bashfully at the childish image looking back at her from the glass. She'd raced home from work, torn off her pantyhose, her dress, even her grown-up panties, and thrown on this - her old school uniform, the same one she'd worn for her ex-boyfriend when he was pretending to be punishing her for coming home with a bad report card. The only thing different about it from when she'd worn it as an actual high-schooler was that he'd had her hem the skirt higher as 'homework' for her 'home ec' class.

Her cheeks reddened as she fidgeted, watching that shortened skirt ride up just a bit, revealing a flash of plastic underneath. That night, in the tub, had gone much differently than she would have imagined... The diaper had held up, though just barely, which had been quite the shock. It had felt so swollen, so warm, between her legs... And then, she started to wonder if it could hold something else, and, before she could stop herself, she'd started to push...

What was wrong with her?! She had never even done that for him... And, while it did feel kind of gross, mostly it was just humiliating, knowing what she'd done, like some little baby... 

The next day, she'd spent far too long at work looking at adult diaper brands. She told herself she was just curious, wondering what kind he'd bought for her, and that she didn't really want them. She was shocked at how many different kinds there were, and, before she knew it, the UPS man was dropping off a large box of them at her door. She'd blushed as she signed for it, fantasizing that he knew exactly what they were, and that he'd be able to tell she didn't have any on now, and take matters into his own hands to correct that...

He hadn't, of course; she'd had to diaper herself, and had been pleasantly surprised at how nice the one's she'd chosen felt. She wore them to bed for a couple nights, and it was fun, but it just didn't seem the same.

Then, at the office, she overheard a couple of her co-workers discussing a tutor one of them had hired for her daughter, talking about how the woman was so effective, but harsh... Old school, one might say. She even said she wouldn't have been surprised to hear that she'd taken a ruler to her girl's backside, if she dared to step out of line...

That was when things really got out of hand. Jenny wasn't sure why she did it, but she 'happened' to run into the woman after work and asked her for the name of the tutor, saying she had a niece who might benefit from someone like that. She'd kept the number in her phone for several days, occasionally scrolling to it, finger hovering over the dial button, before changing her mind.

But, eventually, she couldn't stop herself. And now... Here she was, dressed up like a schoolgirl so she could go meet her new tutor. Would the woman believe her story? Would she kick her out? Would she spank her?

"You drove yourself?" the tutor asked right away, eyeing her up and down. 

"Y-Yeah," Jenny nodded. "My parents were both busy, so my mom had me borrow her car..."

"I see," the woman sniffed. "I would have liked to speak to your mother to confirm some things, but I suppose that can wait... Why don't we get to work?"

Jenny was sat down at a table, given several tests - she'd told the woman that she was struggling with all her subjects, so she was trying to get a sense of which area needed the most work - some of which Jenny found genuinely hard, even as an adult. Of course, even the answers she knew, she answered incorrectly...

"Go, sit," the tutor told her, pointing to a much softer, comfier looking chair. "Let me take a look at these."

Jenny's heart was pounding as she walked over to the seat to await her fate, knowing just how badly she'd done. She looked down and blushed to see that her skirt had ridden up, exposing her diaper, and quickly tugged it back down.

"Well, this is even worse than I thought," the tutor said finally, stepping in front of Jenny's chair. "I certainly hope you aren't as lazy as your mother says, or this is going to be a very long, painful experience for you."

Jenny gulped, feeling very much like a little girl being scolded by an adult. She squirmed in her seat, not thinking about the consequences until she saw the tutor's expression change. "And what is that, young lady?"

Jenny blushed, yanking at her skirt, knowing exactly what was being referred to. "I... umm... M-My parents say I have to wear these until I get my grades up, so..."

"I see," the tutor nodded. For a moment, Jenny wondered if she'd taken the story too far, if the woman wasn't going to buy that... "Well, I'd say you'd better get used to them, then, because even with my help, this is going to take some time. I'm going to send a note home with you, telling your mother that I think you ought to come here every weekday, not just Tuesday and Thursday."

"E-Every day?!" Jenny squeaked. She couldn't do that... She was an adult! She had things to do after work!

"That's right," the woman said sternly. "Your mother told me you aren't part of any clubs, and you don't have a job, so I can't think of a better use of your time... Can you?"

"But... I..." Jenny stammered.

"If it's an issue of transportation, I'd be happy to come to your house instead, or pick you up and bring your here," she offered. "And, while I'm writing this note, young lady, you are to go to my bathroom and bring me my wooden hairbrush. Clearly, your mother really is as dedicated to your education as she claimed, no matter what it takes.... I wanted to ask her to be sure, but that diaper proves it. You're going to learn that results like these are simply not acceptable."

Jenny froze; was she really going to go through with this? If she just got out her driver's license, surely she could explain things... The tutor had to believe her! Unless she thought the license belonged to Jenny's mom... Or was a fake... She might even confiscate it, in the latter case, and be even more upset...

"Y-Yes, ma'am," she said finally, getting to her feet, starting to feel genuinely scared. Her ex had only ever spanked her with his hand... What would a brush be like? Would she start bawling like a little girl in front of this woman, making any attempt to eventually tell her the truth even harder to make realistic? And how had she let things get this far?