On The Road Again - Chapter 17

“Better go get our stuff then,” Jill said, looking at Isla and standing up.

“Yeah, we should….” Isla replied, then got up as well.

“Yes, we should. I've also got to sort everything out at the front desk, so I’ll meet you guys in the foyer in 20. Cool?” Kennedy explained. Isla and Jill nodded, then turned to head upstairs. Isla noticed Jill’s walk was slightly different due to the added bulkiness to her diaper from her accident below the table, and she bit her lip in heat as a result. The girls arrived at the elevator, and once the door closed and they were alone, Jill turned to Isla and pushed her against the wall.

Isla gasped but awaited Jill’s lips to meet hers. Jill didn’t hesitate long, pressing her face against Isla’s passionately.

“That was the craziest thing I’ve ever done,” Jill whispered between kisses.

“Did you like it?” Isla replied. Jill paused.

“It was…like nothing else. Because it was naughty and sexy, probably because of all the fun we’ve been having with them, but then it was also thrilling and scary because I was peeing my pants under the table in front of my sister and Heather. And then with your hand there, and the warmth, it just….” Jill’s brain scattered, trying to explain what she had just experienced.

“It’s something else,” Isla added.

“It certainly is,” Jill replied. The elevator dinged for their floor, and Jill stepped away from Isla to exit, passing a confused family on their way out. When they got in their room, Jill pulled Isla to the bed, but Isla resisted.

“I’m not sure I can take anymore this morning,” Isla laughed.

“Are you sure?” Jill asked, then pulled Isla’s hand into her crotch. Jill then curled her hand around Isla’s, guiding Isla to squeeze Jill’s wet diaper. Isla let out a heavy breath, and Jill moaned.

“You’re such a tease,” Isla whispered.

“It's not a tease if I let you have it,” Jill replied.

“We need to go soon.”

“We don’t need long.”

Isla released her hand from Jill’s crotch and pulled back slightly.

“Save it for later; it’ll be sweeter if we wait.”

“Now who’s the tease?” Jill asked.

“I mean, what you did under the table, that was something. We have all day to do stuff like that. And I can assure you; this is not the only diaper we’re going to get through today….”

Jill paused, still wanting Isla. “Fine. We’ll wait. But I can assure you,” Jill replied, standing and sliding her hand between Isla’s legs. “You’re going to regret waiting.”

Jill walked over to Isla’s bag and grabbed a diaper for Isla to change her into, along with the wipes and the powder. She then pulled down her pants and Spanx and laid on her back, revealing her absolutely soaked diaper to Isla. Isla got to work changing Jill, placing the dirty diaper in the outfitted drawer.

“We should play some games with these,” Jill suggested as Isla wiped Jill’s crotch clean.

“Games? How do you mean?” Isla replied.

“I’m not sure. But I think it would be fun to do some risky stuff together, you know?” Jill continued.

“Oh yeah? I like the sound of that….”

“Like how about for this next diaper, whoever can use it the most without it leaking wins?”

“Well, that’s not fair; I haven’t peed yet!” Isla complained.

“I see that as an advantage; you have more in the tank to fill your diaper with.”

“And what do I even win?” Isla asked.

“Hmm… You get to pick the next challenge?” Jill suggested.

“That sounds fair,” Isla said, then started thinking. “What if I want to do a challenge that doesn’t involve a diaper?”

“Well, as long as it’s in the same realm,” Jill replied as Isla finally taped her into her new diaper. “What were you thinking?”

“I’m not going to tell you! It would ruin the surprise!” Isla teased.

“Oh, come on. I wanna know what I have to risk if I lose.”

“...Fine,” Isla replied. “If you lose this challenge, you have to drink a large quantity of…whatever I pick, plus water, and hold it, without a diaper on, for 2 hours. No accidents.”

“One hour, two is impossible!” Jill bargained.

“We can do one hour, but that just might mean drinking more,” Isla explained. Jill groaned.

“Fine, I won’t tell you how to run your challenge, but then you don’t get to tell me how to run mine,” Jill replied.

“Oh? And what will you do if I lose this challenge?” Isla asked. Jill waddled over to her bag in her new diaper and reached into the bottom. There, she pulled out a little silicone device that was curved like a C.

“You’ll have to wear this under your diaper the whole time we’re at this carnival,” Jill said.

“What is that?” Isla asked.

“Have you never seen one of these before?” Jill asked, surprised. Isla shook her head no; then Jill pulled out her phone. After a moment, Jill handed the device to Isla.

“Are you ready?” Jill asked, and Isla nodded. Jill pressed the screen of her iPhone, and suddenly the device started vibrating.

“No way, a remote control vibrator?” Isla asked.

“Yep. It’s got all sorts of rhythms, and I can control the strength of it remotely while it's deep inside you.”

“That’s…wow. Wait, why did you have this with you?” Isla asked.

“It’s my favourite toy. I use it myself, and so I thought, just in case.”

“Glad you did. I kinda want to lose this challenge now….” Isla replied.

“Well, you just might….”

A moment of sexual tension silenced the room before Isla snapped back to reality.

“Shit, we gotta go,” she said, looking at the time. “Are you ready?”

“I’m ready,” Jill replied. “Are you ready?”

“Yep, let’s go.”

Jill stopped Isla at the door.

“Hey,” she said, then sticking her hand out. “May the best diaper girl win.”

Isla chuckled, grabbed Jill’s hand, and shook it. “You’re on.”