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On The Road Again - Chapter 27
🕑 Added 2022-03-31 06:00:03 +0000 UTC“What?!” Jill replied, scrambling. “No! Why would we be wearing diapers….”
“Yeah, that’s…so silly….” Isla added, unable to make eye contact with Heather.
Heather looked at them back and forth a few times with a raised eyebrow, seeing right through their lies and putting together the rest.
Isla couldn’t take the silence. “Okay, yes, we’re wearing diapers.”
“Isla!” Jill whispered to hush her.
“Don’t tell Kennedy,” Isla begged.
“I, I don’t even know what she’s talking about,” Jill tried to continue the lie.
“Relax, you two, it’s fine. I’m not going to tell anyone,” Heather reassured them. “And Jill, you can stop trying to cover it up. I thought your butt looked a little bulky today, but that spank confirmed it.”
“You really aren’t going to tell Kennedy?” Jill asked.
“Why would I?” Heather replied. “She was a bitch yesterday. Besides, her knowing would only validate her ego after your accidents yesterday.”
“Thanks…” Jill hung her head and blushed.
“I mean, it makes sense if you were having accidents anyways. And what, Isla just decided to wear for…emotional support?” Heather questioned.
“Uh…not exactly….” Isla replied.
“Okay, can we just get it all out on the table? If there is anyone you should not worry about judging you, it’s me,” Heather said.
“Well, remember how we all had accidents last year, and we said we’d wear diapers this year to avoid it?” Isla asked timidly.
“Yeah, that was a joke. Don’t tell me you….”
“I actually brought diapers. I’ve been wearing them pretty much the entire time since Kennedy picked me up.” Isla explained.
Heather took a moment to process the reply. “And so then, you….”
“Well, I actually noticed she was wearing them,” Jill added. “And then after the bars, I asked to wear one.”
“I guess…that makes sense,” Heather replied. “So that’s why you two have been so close lately? You’ve been doing the whole diaper...thing?”
“Uh, yeah,” Jill and Isla both replied awkwardly.
“Makes sense,” Heather paused to think again. “Wait, so if you two are wearing diapers, who piss their pants in the elevator?”
Isla and Jill blushed a deeper shade of red than before and averted their eyes.
“Uh, well,” Isla started.
“I was, uh, I thought,” Jill tried to find the words.
“Was one of you just like, ‘I don’t need them, it was a one-time thing,’ so you went out without them and then couldn’t make it back to the hotel room in time? Thus, back in the padding?” Heather theorized.
“Uh, yes!” Jill replied. “Exactly that. I took it off, and well…” Jill made a fist and chuckled away her embarrassment.
“Hey, don’t worry about it. It happens. If you need them, you need them,” Heather said to relax Jill. “Wait, why are you wearing them?” She asked Isla.
“Uh, I…also have…bladder issues,” Isla fibbed.
“So, have you actually been…using them?” Heather said, finally whispering. The girls blushed again, and Heather didn’t need an answer. “Alright, well, as long as you’re comfortable, it doesn’t bother me!”
“And you’re not going to tell Kennedy?” Jill reiterated.
“How many times do I have to say NO!” Heather rolled her eyes and laughed. “Come on, let’s go meet her. I feel like we’ve already said her name enough to summon her to this street.”
Heather pushed past Jill and Isla and started walking toward the shops. Jill pulled out her phone and texted Kennedy to ask her why she was, and Isla pulled out her phone to text Jill.
Isla: Hey, you okay?
Jill: I don’t know, hbu?
Isla: I think fine? I don’t believe Heather will say anything.
Jill: Can you be sure?
Isla: Pretty sure.
Jill: Okay.
“Kennedy’s at a cafe a few blocks from here. We’ll meet her there,” Jill announced to the group.
“Oh great, I NEED a coffee,” Heather responded.
Jill: Hey, have you peed yet?
Isla blushed and looked up at Jill, who shot her a smirking grin.
Isla: I’m not sure, shouldn’t Mommy check?
Jill: LOL, I don’t think I can be your Mommy anymore. I’ve had more accidents than you.
Isla: I don’t know about that. I haven’t told you about all my accidents.
Jill: Well, you’re telling me all about it later tonight. For now, we’re just a couple of babies pretending to be adults.
Isla: Deal.
As Isla thought about it, she realized she hadn’t really felt the urge to pee yet since their accident in the car earlier. She frowned inquisitively and, after a very casual glance around, reached towards the front of her crotch and gently squeezed. The soft crinkle of the diaper entered the air, and Jill’s gaze suddenly averted to Isla. As Jill’s head turned, Isla quickly removed her hand and pretended like nothing was happening.
The quick moment wasn’t enough for Isla to tell if she was wet or not, but she remained curious.
Jill: What’re you doing there?
Isla blushed as she read the text.
Isla: Just…checking XD
Jill: You actually don’t know if you’ve wet or not?
Isla: Well, I haven’t gone in a while, so I just wanted to make sure.
Jill: Shouldn’t you know when you’ve gone?
Isla: Hypothetically…
“Alright, is it this one up ahead?” Heather asked as the group approached the cafe.
“Yep!” Jill said, looking up from her phone. “That’s the one!”
“Looks cute. Hurry up; I need caffeine!” Heather urged Jill and Isla along. The two shuffled along, increasing their speed as naturally as they could in thick diapers.
Heather barged into the cafe and walked straight to the counter, ignoring Kennedy’s waves from her corner table. Jill and Isla walked over to the table and sat down.
“What’re you wearing?” Kennedy asked Jill with a laugh. “Isn’t that Isla’s?”
“Yes, I…wanted to wear it!” Jill fibbed.
“No way. You lost a bet, didn’t you?” Kennedy asked.
“Yep. You got it,” Jill replied, annoyed with the questioning already.
“What was the bet?” Kennedy continued to pry.
“I, uh, we,” Jill tried to formulate a lie.
“She thought that you were going to force her to buy something at that store, and I thought she could get away with not buying anything, so we made a bet, and whoever won got to pick the other’s outfit for the afternoon,” Isla jumped in with a quickly thought up bet.
“Ahhh, what would you have made her wear if you’d won?” Kennedy asked Jill.
“I probably would’ve forced her to buy and wear that dress with her tits falling out,” Jill teased.
“Oh man, I would’ve KILLED to see that,” Kennedy replied. Isla, with a table, finally blocking the view of her hand, finally glided it down to her crotch and gave it a very careful, quiet squeeze. Jill watched as Isla’s face went from smiling to pale and straight-faced. She pulled out her phone and wrote Isla a text.
Jill: What’s wrong?
Isla looked at the message, looked around the table, then wrote back.
Isla: I think I wet without realizing…
