Special thanks to Mr. ABDM for feedback.
I hopped into Lily's car when she arrived at my house. Nervous, I straightened out my skirt for the tenth time before sitting, feeling the diaper I was wearing beneath.
"Did you bring a spare?" She asked, smiling.
Still too nervous to speak without fumbling my words, I opened my handbag and showed her the extra diaper and wipes I brought along.
"Always better to have the option to change than not," she told me as she started the car and headed towards the city.
Ever since Lily suggested we hang out, we had brainstormed places we could go, and the topic of where we had gone as kids came up. At one time or another, we had visited the city with our families, so we settled on that.
Later, after thinking about it, I worked out it meant that Bobby had worn his diapers around thousands of strangers in the city. It got me curious -- and excited. I had a million questions and worked up the courage to tell Lily how I felt. Her advice was to capitalize on my excitement and to simply act on it.
It led me to wearing my diaper into the city with my boyfriend's sister to satisfy my curiosity as well as understand Bobby a little better.
We parked in a garage downtown, but as soon as we stepped onto the street the doubts creeped into my head.
I clung to the straps of my handbag, staring at the sidewalk.
"It won't do you much good staring at the pavement," Lily said, giggling.
I took a deep breath and started following her lead, acting casual and wishing it could be for real.
The enveloping softness of my diaper rubbing between my legs at each step left me hyper-aware of it the entire time. I averted my eyes from all the strangers I came across on the street because I felt so nervous.
I kept telling myself there was no way they could know I was wearing a diaper but thinking about it nonstop made everyone around me seem psychic. Their disgruntled faces said to me, 'I know what you have on under there.'
Seeing my escalating sheepish behavior, Lily grabbed my hand, pulling me closer to her.
"So," she asked, "do you think it has changed much since you were little?".
I knew she was trying to put me at ease. Even so, it worked a little.
"Well, I recognize some of the buildings, but they look different, newer," I said.
"Yeah, a lot of old ones got bought and changed up," she told me. "The department store we're going to use to be a warehouse before they renovated it."
"Cool," I responded, not knowing what else to say.
"What did you do here as a kid?" She asked to keep the conversation going.
"Um, I remember going to the Natural History Museum. We went there a lot."
"That must have been fun."
"Yeah," I said, getting into it, suppressing the thoughts of my diaper for a second. "We spent the whole day here, even staying for dinner. And afterward, we drove into the nearby mountains to see the city all lit up at night."
She chattered on, putting me at ease until we reached her favorite department store where we tried on a range of outfits. I kept an eye out for skirts and pants that would hide my diapers. Lily pointed out it meant I was already thinking about wearing them around people which got me to blush.
In the changing room, I hesitated to take off my clothes, recognizing only a thin door with cracks at the bottom and top separated me from exposing my diaper to everyone. After I worked up the courage to undress, I heard its crinkling at every move I made. The ambient music pulsing through the store did nothing to hide it.
Since it took me longer than I expected, Lily asked if I was alright, motivating me to swallow my anxiety to finish changing.
When we left, Lily took me to a surprise extra boutique store that sold a wide variety of bras and panties. Inside, she whispered to me to just find a cute bra since my diaper already maxed out the cuteness below.
I giggled, growing accustomed to her swings at opening to me, yet still looking away from embarrassment because I had already spotted a bra that looked like a good compliment to my diaper.
I pretended to browse elsewhere until I could check it out on my own. Seeing my chance, I picked up the pink bra with white ruffles lining the tops of the cups. It made me think of a diaper a princess would wear.
"I'd like to see you in that one," Lily said from an aisle across.
Startled, I jumped or backed into the table behind me, but I regained my composure, smiling at her and nodding. I was becoming accustomed to her assertive side.
We entered the changing room together. She took off my skirt while I removed the white blouse I had bought at the previous store. I liked it so much I just had to wear it when we left. She stood behind, clasping my new bra into place.
"There," she said. "You look like a diapered princess in a fairytale."
