by: Lady Lucia | Story In Progress | Last updated Oct 3, 2026
PART 52
Kate
It was a lot easier to pressure Annie to behave for the second diaper change. Once I caught her in used diapers, it was all over. There was nothing she could say to explain away something like that, as I hadn’t even been present when it happened. In her embarrassed attempts to defend herself, it was clear that she didn’t suspect that I had tightened the pins on purpose. She certainly didn’t have the slightest inkling that I might have been the reason she had so desperately needed to use that bathroom in the first place.
Perfect. The sooner she believes that she’s having accidents in diapers all by herself, the better. She can blame me all she wants for what happened on the drive to our cousins’ place, but the rest is going to be set up so it seems like entirely her fault.
While I could assume my sister wanted to break away from our board games in the basement so she could handle her diaper situation, I also imagined having a little peace and quiet before bed was on her mind. Either to get a breather from being the bubbly tween I was having her pretend to be, or maybe to track down some of the things I had confiscated from her. The latter wasn’t going to happen, as I had hidden Annie’s phone and lingerie away from the rest of my stuff. That first trip to the basement with Lilah had given me a chance to scout down there for a good spot, and I figured Annie would try to scour our room before looking elsewhere.
Although how could she do that when it was her bed time?
Annie was so short and petite, meaning her little body wasn’t going to be able to resist the sleeping pills she had willingly taken for very long. Especially not when I was there to help things along. Instead of leaving her alone after tucking her in, I stayed to babysit her all the way to sleep. With the lights off, medicine in her system, and being made to breathe peacefully, she’d be out shortly. Not to mention the humiliating day she had. She was probably more tired than she realized.
The moonlight through the window was all I needed to study my sister’s face. I watched carefully as I quietly coached her to breathe. In and out, until I was satisfied with her pace. Then I simply sat there after instructing her to repeat the same thing two hundred times. If she could manage that, I would leave her alone. Even with her eyes closed, I could read Annie perfectly. She was confused, and annoyed, but also willingly to placate me if it meant finally having a minute to herself that wasn’t paired with dirty diapers. I watched with amusement as those emotions slowly faded. Counting that high was pretty much the same thing as doing so with sheep, and it wasn’t long before her face relaxed and her breathing got more natural.
Little Annie, going to bed at 9 PM while fully nude save for her doubled up diapers.
I knew that she normally slept more like a prude, with comfortable shorts and a tank top. Sneaking into her room on previous occasions had taught me as much, as well as something much more useful–Annie was a very heavy sleeper. Anything short of violently shaking her or blaring an alarm wouldn’t do much. My friends and I had experimented with this and that during sleepovers, and Annie would only really react with a facial twitch and/or an adjustment of her body. As long as we remained quiet during those moments, she wouldn’t stir any further.
While I really wanted to spend a few minutes ‘hypnotizing’ my sister with some of the phrases I had been pushing all day, as it would be easy enough to murmur them in her ear again and again to infiltrate her dreams and subconscious, I had some more pressing things to attend to. The used diapers were still in the upstairs bathroom, and I had already left the hallway unsupervised for way too long. Getting Annie to fall asleep required closing the bedroom door to ensure it was as dark as possible. After all, she hadn’t gone to bed this early in years.
It was a risk I was willing to take, however. Because while I enjoyed keeping this dirty little secret between me and my sister, as it was the perfect thing to hold over her head to ensure she fell even further, it wouldn’t be the worst thing in the world if our aunt or our cousins stumbled upon the mess. I did plan on letting Luna and Lilah find out eventually anyway, and I had already shared the diaper thing with Aunt Miranda. If I needed to improvise and adjust on the fly, that was fine. It’s not like any of this was planned out to begin with.
Thankfully, I was still the only one upstairs aside from the sleeping little girl in the other room. The clean-up itself wasn’t that difficult; my babysitting experience easily transferred to diapers that were slightly larger than the ones I was used to dealing with. I made short work of emptying and rinsing the innermost layer to the best of my ability, and then tossed the thick cloth undergarments into the washer with some extra detergent just in case. I assumed my aunt wouldn’t mind a little late night laundry, as the machines were at the end of the hall. Closest to the guest room, which both made sense for their daily living and was all kinds of convenient for me. Because if I played my cards right, Annie wasn’t done using her diapers just yet.
The rest of the evening was relaxing without my little sister around. While it was beyond amusing to keep her in this game of mine, it was also exhausting in terms of the nonstop effort required to make her listen to me. Now I could simply spend some time with our cousins. They were my age, which was perfect, as that made it easier to find common ground with them. And with Annie put to bed and out of the picture for the rest of the night, I could spend more time explaining things to the twins with a few clever omissions. And, of course, figuring out whether or not camp might actually be possible. They had been genuine earlier about registration being closed, so it would all depend on how much pull they had as returning counselors.
Unlike my sister, I was an eighteen year old girl who was more than mature enough to stay up late. The twins and I ended up calling it a night a little before 1 AM, but I wasn’t quite done with Annie yet.
I couldn’t help myself. I knew my younger sister would be out cold all night long, and I had too many devious ideas that kept me tossing and turning. Around 4 AM, my phone alarm buzzed and I quickly sat up and silenced it. Making sure that Annie was still sleeping soundly, I crept across the room and slowly pulled the covers away from her mostly bare body. Despite the subtle movements and the wave of cold that must have hit Annie, she didn’t stir at all. Perfect.
Cursing at myself for not prepping everything earlier, I momentarily slipped out of the room to grab what I needed. Managing to avoid any creaky floorboards, I snuck through the house undetected at the absurdly early hour to find a large bowl from the kitchen downstairs. When I made it back to the bedroom, I decided to pull the covers all the way off Annie. Nothing. Still body, and relaxed breathing. I smirked to myself as I dropped the covers to the ground, so my sister had nothing to block her bulky diapers or barely existent boobs. “Real cute, sis,” I muttered to myself. Though I had plenty of evidence already, I couldn’t resist pulling at my phone and snapping a few photos. Not nearly as damning as the ones from her diaper changes, but still amusing ‘proof’ that my sister wore the padded underwear to bed.
Finally, I took the metal bowl from the kitchen and tiptoed to the bathroom down the hall. A few minutes later, I returned to the room with enough warm water to dip Annie’s hand into. I had never tried the old camp trick before, but a few of my friends had shared their successful stories from a few years back. I carefully placed Annie’s hand in the bowl, then hopefully and impatiently waited. Nothing seemed to be happening, and I almost gave up. Then, after another minute or two, I heard it. In the quiet of the room, it was easy to hear the faint trickle that turned into a more consistent stream as my sister’s bladder fully released itself in its relaxed state.
It took everything I had not to burst into laughter. Clasping my hand over my mouth as preppy Annelise had her third accident in less than 24 hours, I waited until the sounds of her first bedwetting incident of many went quiet again. Satisfied with myself and the fact that Annie was going to wake up in wet diapers in a few hours, I gently dried her hand on the sheets and left the room to return the bowl to the kitchen. A couple minutes later, I returned to further document my older sister’s weekend with some more photos. Not wanting to draw attention to myself in terms of blame, I carefully pulled the covers back up and left Annie just like I had found her. I couldn’t get them quite as perfect as they were when I tucked her in, but something told me that she would be distracted enough by wetting the bed that she wouldn’t notice that the sheets were slightly out of place.
“Sleep tight, little sis,” I smirked. It’s not like she would know, but I leaned down and gave her a patronizing kiss on the forehead. It was more for me, anyway. Just another gesture that I was the older sister. More mature, more clever, and more endowed. Shifting to her ear, I whispered, “Who’s the brat now?”
Crawling back to my own bed, I easily found sleep upon hitting the pillow. Not just from the smugness and satisfaction that came with further demeaning and embarrassing my sister, but also because it was 4:30 in the morning. I needed my beauty sleep. The pull-ups had started in the middle of the afternoon, but tomorrow would be a /full/ day of messing with dear Annie.
And by the end of the weekend? Imagine the possibilities.
Ideally, Annelise would fail to make it to the bathroom every single time now that she had diapers that would serve as her toilet. I would be the mature older sister, and she would be the bedwetting tween. Who knows? Give it a couple days, and maybe she would start believing it.
The Road Trip
by: Lady Lucia | Story In Progress | Last updated Oct 3, 2026
Stories of Age/Time Transformation