On The Road Again - Chapter 15

The next morning, Isla woke up slowly. Her head was groggy and aching from last night's drinking. She didn’t remember feeling drunk enough to be this hungover, but then she didn’t remember much before Jill wetting her pants and their retreat to the hotel. As Isla came to, she realized that she was spooning Jill. Well, more like groping Jill in her sleep, as Isla’s hand was resting, cupping Jill’s breast. Isla took a big breath in and groaned out, rubbing her temple with her free hand.

Isla and Jill were both naked except for their diapers, and as Isla became more aware, she realized her diaper was soaked. She had wet the bed. Since Jill was still asleep, Isla slowly pulled the blanket back to reveal her diapered backside. The diaper was thoroughly yellowed, colouring all the way up, and unfortunately, out of the diaper. The more blanket Isla pulled back, the more she realized the state she was lying in. The diaper she was wearing had not contained the extent of her bedwetting, and the sheets were damp.

Isla cringed but instantly became grateful for the plastic sheets outfitted under the bed while they were out. However, as Isla continued to investigate, she realized that the damage to the sheets might not be solely her fault. Isla pulled away from Jill carefully and lifted the blanket further to reveal that Jill had also wet the bed, and her diaper had been soaked to the point of leaking as well. Isla smiled, snuggled back into Jill and lowered the blanket.

“What time is it?” A waking Jill asked sleepily. Isla pulled her head from the pillow and glanced at the alarm clock.

“11:39am,” Isla replied as she dropped her head back to her pillow. Jill groaned and turned to face Isla. Isla smiled as she watched Jill struggle to open her eyes. Finally, when Jill's beautiful blue eyes opened to sleep Isla, they both smiled bigger.

“Hey,” Isla said. Jill chuckled.

“Hey,” Jill closed her eyes and pushed her nose against Isla’s.

“So last night was….” Isla started.

“Fun?” Jill completed the thought. Isla nodded, then Jill kissed her softly.

“What now?” Isla asked. Jill shrugged.

“I don’t know,” Jill started. “Whatever we do, though, let’s keep it secret for the trip, alright?”

“That works for me,” Isla replied. The two closed their eyes and slept for another moment.

“Why does everything feel wet?” Jill broke the silence. Isla laughed.

“We both wet the bed. Actually, we soaked the bed. Absolutely obliterated our diapers.”

“Really?” Jill asked, then she lifted the blanket up to see the state of their lower halves. “Holy shit, we really did!”

“Think you could change me?” Isla asked. Jill nodded.

“Just, give me a minute,” she replied. Jill snuggled in closer to Isla, prying her leg in between Isla’s. For a moment, she remained motionless; then, her leg inched closer and closer to Isla’s diaper. Isla’s breath got heavy, and her heart began to skip as she realized what was happening. Jill pushed her knee up firmly against her wet diaper, pressing it against her very sensitive clit. Isla gasped as she felt the wet padding against her, encouraging Jill to continue. Isla began grinding her hip back and forth on Jill’s leg, the diaper and sheets squishing with every moment.

Isla dropped her hand and reached into Jill’s wet diaper. Jill moaned sharply as Isla’s fingers began to play with her pussy; she groaned heavily as Isla put her fingers inside her. The motions became more and more aggressive with every thrust and push. Both girls moaning, biting their lips as their mattress squished beneath them. Jill’s body began to tense around Isla’s fingers. Jill getting closer just brought Isla closer until finally, in perfect unison, both Isla and Jill tensed and spasmed with orgasms.

Their hot breath flowed off each other's cheeks, and for a moment, they laid unmoving.

“Okay,” Jill finally said. “Now I can change you.” Isla smiled and kissed Jill, then tossed the blanket off the bed.

When the girls stood up, they both stopped to laugh at how absurdly wet their diapers were. Both diapers were begging to be removed and practically falling off their waists. Jill ripped the tabs and let the diaper fall to the floor with a wet THUMP. Isla laughed, then did the same. Finally, they disposed of their diapers in the bin the hotel staff outfitted for them, and Isla grabbed two fresh diapers. Just as she presented them to Jill though, she realized something.

“Oh! I’m sorry, I didn’t want to presume. If it was just for last night, I–” Isla started.

“I wet my pants more than I peed in a toilet yesterday,” Jill interrupted. “If you’re wearing one, I’m wearing one. Besides, it makes me feel….”

“Naughty?” Isla completed Jill’s thought. Jill nodded.

“We should probably shower first, no?” Jill suggested.

“We?” Isla asked playfully.

Jill winked, then walked over to the shower, looking over her shoulder just as she entered the door. Isla put the diapers on the bed and walked over to the bathroom to meet her.

Jill turned on the water and stepped inside once it was hot. Isla followed her, letting the steam flow over her. Jill took care to wash down every inch of Isla, finally arriving at her tender, bare pussy. Jill got to her knees, staring up at Isla the whole time, and began to kiss. Isla was so sensitive, so turned on already that after moments of Jill’s tongue making contact with her clit, she was already buckling over with another orgasm. Jill stood up straight and smiled.

“That was quick,” she said.

“I’ve never cum that fast before,” Isla panted, startled.

“Have you ever been with another woman before?” Jill asked. Isla shook her head no. “Well, there you go.”

The two finally cleaned up, dried off and got out of the bathroom. When they did, Isla heard her phone ringing, and she pranced over to it and saw it was Heather, then picked up.

“Hey, what’s up?” Isla said.

“Hey, not much. Just getting ready. Are you going to be ready soon?” Heather replied.

“Yep, we both just showered and are getting dressed,” Isla replied, and Jill gave her a look. Isla realized what she said and hoped Heather didn’t pick up on it.

“Okay, good,” Heather continued, oblivious to the selected wording. “We’re going to meet for brunch in twenty. I just have to help Kennedy clean up.”

“Clean up?” Isla questioned. “What happened? She barf everywhere?”

“Aha, ooooooh no. Not barf. I’ll tell you at bunch; see you there.”

“See you,” Isla hung up the phone and looked up at Jill, processing what Heather said.

“Do you think…” Jill started.

“No way…” Isla continued.

After a pause, the two laughed in excitement.

“Alright, now you’re going to have to help me hide a diaper under my clothes,” Jill instructed. Isla smiled and got to work.