lady_jipiter

The Babysitter, Part 75

Published: April 3rd 2025, 1:45:04 am

PreviousNext

(This is the end of Arc Two, both of which are compiled on my SubscribeStar, if you want an easier way to access the rest!)

PAIGE

Could this weekend get any better?

When making Alyssa wet the bed, I hadn’t really known what was going to come of it. I only wanted to embarrass her, and make the start of her day difficult. Sure enough, Noelle was not amused, though I never imagined she’d have pull-ups in Alyssa’s size. As soon as my friends and I learned about Alyssa’s underwear situation, we started scheming; it didn’t take long before we came up with the idea to slip a little something into her drink. What we didn’t expect, however, was Ruby causing ‘Miley’ to wet herself at the park. The fact that she called Alyssa by the wrong name was all I needed to hear; that meant she was another girl who didn’t get along with my stuck-up sister.

With Alyssa thoroughly trapped in her role, the rest of the ideas we came up with throughout the day played out rather easily. Getting her into a position where she was stuck using her pull-ups, which led to Noelle switching her to diapers. Some fun cardio outside that Alyssa was predictably terrible at. And, of course, another accident, courtesy of Miley and all the water my petite step-sister had chugged.

We also got to enjoy Miley’s story about how she managed to get herself in charge of Alyssa’s diaper change. If only she was a little older. While it was fun letting her be one of the older girls for the afternoon, particularly when her presence frustrated Alyssa with the name reversal, Miley was too young to be regularly included in our summer hangouts. Still, I definitely owed her for sending Noelle to our house. Maybe I could find a way to ‘babysit’ her until I left for college, while actually just leaving her to her own devices whenever her parents were gone.

After dinner, we sent Miley home. She was a little annoyed not to be able to participate in whatever we had planned next, though we reminded her that Noelle probably wouldn’t approve of a girl her age staying out after dark. No, not even in a suburban neighborhood where she lived three doors down.

For a little while, I chilled in the basement with Annika and Violet. It was easier for us to brainstorm ideas for Alyssa down there, with a closed door and a whole floor between us and Noelle. Once the bratty redhead was asleep, I was assuming her babysitter would quietly be working on the main floor for a while, or maybe relaxing with a book or show. Regardless, it was best to do our own thing for a bit, as we waited for Noelle to go to bed.

Annika wanted a turn making Alyssa wet the bed, since Violet had tagged along for the second trip to my sister’s room the previous evening. Disarming the alarm on her bedroom door was less stressful now that I had already done it a couple times, though I was still super careful to avoid setting it off as I did so. I was assuming Noelle had given Alyssa the same ‘vitamins’ as before, so she’d sleep nice and soundly. Between the pill and the humiliating day, I doubted she’d be stirring any time soon.

Deciding to risk it, we carefully pulled back her covers to see what she was wearing. Both of us nearly lost it when we saw that she just had on a tank top and the noticeably thick diapers that Miley had pinned on her. Calming down and waiting for the quiet snickering to subside, I crept up to the bed and held up the bowl of warm water while Annika gently lifted Alyssa’s hand and lowered it into place.

As I had experienced with Violet, it took a minute for Alyssa’s body to register the feeling and for her muscles to relax. But then, we both shared an excited look as we heard the faint trickle in the otherwise quiet of the bedroom.

The thick padding did nothing to mask the audible hissing of Alyssa wetting herself. Smirking as the stream continued for a good thirty seconds, or maybe longer since neither of us thought to time it, I also watched the diapers as she completely let go of her bladder in her sleep. It was kind of disappointing. With the two layers and her horizontal position, there wasn’t that satisfying sagging I witnessed earlier.

Of course, I couldn’t be /too/ disappointed. Alyssa was in diapers, and had just pissed in them. That was still all kinds of funny, and quite the victory over my obnoxious sister.

Annika and I wiped off Alyssa’s hand and pulled her covers back into place, doing our best not to giggle at how we were leaving her to be caught for the second morning in a row by Noelle. Only this time, there wouldn’t be sheets to clean. Slipping back out of her room and quietly heading back to mine, we could finally react properly to everything while sharing the story with Violet.

We rotated through a few different games until it was midnight or so, then decided to call it a night. Tomorrow was the last full day Noelle would be here, which meant we couldn’t sleep in and miss it all. Especially when the morning was going to start with Alyssa’s little accident being discovered.

Not so little, actually. Halfway through the night, I decided to make the best of my restless tossing and turning. Sneaking back to my sister’s room, alone this time, I repeated the whole process of putting her hand in warm water and making her relieve herself. It didn’t last nearly as long as the first round, though I liked the idea of her diapers being /soaked/ from a follow-up wetting by the time she woke up.

Back in my room, I eventually drifted off again with a content smirk on my face. Alyssa was in for a rude awakening and, if I played my cards right, an embarrassing experience in the afternoon. As for Monday morning, my friends and I were still figuring that out. So many possibilities.

Ideally, the end result would be keeping my sister in ‘Miley’ mode and keeping her out of our hair for the rest of the summer.