Author's Note: Over thirty parts of this one are available on my Patreon, for anyone who wants to read more right away! Otherwise, you'll have to be patient and wait for the free releases. :)
The mature college school girl within me was screaming ‘NO.’
I’m nineteen. Way too old and way too mature to be wearing something so childish. Especially since it was Kate’s dare, and nothing good ever comes from letting my younger sister have her way. But my self conscious side was pushing back against the voice of reason. I already wore heels and slightly padded bras to enhance my otherwise petite body, as well as clever make-up and perfect hair for as many mature features as possible. Being called ‘Annie’ really undermined that, especially since my red hair made it too easy for people to compare me to the freckled orphan from the musical.
Yes, pull-ups were obviously beyond immature as well, but it was different. They’d be hidden. No one would actually know, as long as I was careful and as long as Kate didn’t do anything to screw me over. The name ‘Annie,’ however, wouldn’t be hidden in the slightest. I’d have to deal with it all weekend long, and it was easy to imagine my younger cousins latching onto the nickname. Still. I wasn’t exactly enthused about the way my sister called them MY pull-ups, and there wasn’t exactly a lot of trust when it came to the girl.
“Kate, do you promise not to tell anyone?” I asked. Thinking quickly, I added the other option, “Or show anyone?” Lifting my skirt would be difficult to prevent on my end, no matter how guarded I stayed. I still planned on taking them off before arriving, but that didn’t mean she couldn’t expose me to our parents on the way.
Kate gasped. She had the most exaggerated expression of shock and surprise all over her face, which almost earned her another eye roll from me. “An-ne-lise,” she said, enunciating each syllable, “What kind of sister do you think I am?” Kate held up three fingers as she settled back into a more nonchalant smile, “Your secret is safe with me. Scout’s honor.”
“You dropped out of Girl Scouts in 4th grade.”
“So? Once a Girl Scout, always a Girl Scout!”
“I’m serious, Kate. You can’t say a word. To anyone.”
“I won’t. But you have to wear them for the whole drive, sis. No changing until we’re out of the car, okay?”
I internally cursed at that little stipulation. It would be a lot more difficult to discreetly remove them between the car and our relatives’ house. That made it more of a risk if Kate decided to go back on her word and embarrass me, but I could still dart to the bathroom the moment we arrived. It’s common enough to need that kind of break after a long drive, and I could do a quick swap before visiting with anyone.
“Promise me, Kate.” I looked her dead in the eyes. I’m the older sister. Even if I have to look up in order to keep eye contact, I can still be serious. “You’ll call me ‘Annelise’ for the whole weekend.” Echoing her tone, wanting to be sure it wasn’t going to be one of those things where we made a deal without actually making a deal. I needed to hear her say it. And, while Kate was a lot of things, the two of us did take our promises pretty seriously.
She gazed down at me for a second, then glanced away in thought. In retrospect, her hesitation should have made me call things off right then and there. In classic teenage fashion, my sister was trying to think of a promise that wasn’t so cut and dry. And I was letting her, simply by not speaking up. “I promise to call you ‘Annie’ while you’re wearing your pull-ups,” Kate said, with a wink. Moving right on, she continued, “And yes, Annelise. When your dare is over and you’re back in your big girl underwear, I promise to call you Annelise all weekend.”
Unbelievable. That meant she was going to call me Annie for the whole drive! And after just giving me a taste of my preferred name again. Nothing was ever easy or straightforward with her. “Kate, no,” I said. It was important to put my foot down when it came to her antics, especially when I was already doing something so demeaning. “That wasn’t the deal.”
“It’s too late, Annelise,” Kate said, “Unless you’re saying I should break a promise?”
She immediately put me in an impossible position. As the older sister, I’ve lectured her about the importance of keeping her word. Leave it to Kate to twist that into making a promise in a way that binds her to something that works to her advantage. “That’s not-” I began. “You can’t-” Ugh! I couldn’t even find the words.
But Kate could. “Your choice, Annelise. But choose quickly. Mom and Dad are going to wonder what’s taking us so long.” She stepped over to the private bathroom and pulled the door open for me to enter if I wanted to. “Pull-ups and ‘Annie,’ or ‘Annie’ all weekend?”
The time pressure just made everything worse. Part of me still knew this was a terrible idea, but I was also falling victim to the ‘logic’ of her conditions. Kate was already regularly calling me ‘Annie’ these days. She had been doing so for months, and for the first half of the drive as well. What was another few hours? The only reason that it stung was because I had been given false hope. I also noted that she was still calling me ‘Annelise’ at the moment, which aligned with her promise. She would only call me the annoying name once the pull-ups were on.
One little dare. Just a few hours in embarrassing underwear, and then I could have a normal weekend where I wasn’t cringing at Kate’s name for me and constantly correcting her around our cousins.
“Kate. Promise me.” I took one step towards the bathroom. That’s it. Showing her I was game, but not wanting to cave without some assurances. “You won’t tell anyone. You won’t touch my skirt. This stays between us.”
“Where’s the trust, sis?” Kate giggled, “But fine. I promise I won’t tell anyone about your pull-ups. I promise I won’t touch your skirt. Happy?”
Not quite. “You promise this stays between us?”
“Jesus, Annelise. It’s just a sister’s dare. Yes. I promise it stays between us. Now, stop stalling and put your pull-ups on.
They’re not MY pull-ups!!! If we weren’t in public, I might’ve yelled just that. Instead, I merely scowled and walked into the bathroom. Kate’s annoyed tone already made me feel a little bit judged. At this point, it was best to just get it over with and pretend that I wasn’t bothered by the embarrassing underwear.
Unfortunately, I didn’t get the privacy I was hoping for. Rather than closing the door behind me, Kate followed me into the bathroom.
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Stories of Age/Time Transformation