Once Upon A Dream World

Ash yawned as he pushed his plate away; he had been training hard all day as he had been up at the crack of dawn, unable to sleep. Hopefully tonight he would have dreamless sleep and not dream about the Striaton Gym again.

“I'm heading to bed early, night!” Ash yawned as he stood up and stretched.

“Get a good night sleep, tomorrow we should arrive in Nacrene City and we'll see if all your hard training has paid off!” Cilan smiled at Ash, but the smile was strained as he had not gone back to sleep the night before after dreaming about Cress.

“Alright, night!” Ash smiled as he slid into bed, but the smiled slipped away the second he had the covers pulled up around him.

“Here, Cilan! I can do the dishes tonight, you look like you're about ready to drop yourself.”

“Then I'll go check on the Pokemon and make sure everyone has had enough to eat... Hey, Oshawott! Give me back that berry!”

Listening to his friends talk, Ash made no attempt to get up and see what all the fuss was about; instead he was wondering once more about the dreams. They were only dreams, right?

But then why was Cilan so tired as well, and why would he not meet Ash's eyes without blushing and quickly looking away?

Slowly, Ash let the voices around him lull him to sleep.

 

“W-welcome to the Lumiose- I mean Striaton Gym.” The trainer who greeted him had blond hair and was wearing a skintight blue catsuit instead of the more standard dresses; but with cut outs that showed his nipples and ass through clear plastic. As the boy turned around, Ash saw that the rear cut out was detachable for easy access, and his cheeks were tinted red with embarrassment as me made sure the zipper covering the crotch of the catsuit was properly zipped up.

“Where are the Gym Leaders?” Ash glanced around, but could not see Chili, Cress or Cilan anywhere.

“They have not arrived yet.” He spun back around as though he sensed that Ash was staring at his ass through the thin plastic.

“I don't think I've seen you here before. I'm Ash.”

“Clemont. It's a p-pleasure to meet you...” Clemont replied, tripping over the words and blushing harder than ever.

“Where is Lumiose? I've never heard of that town before.”

“Lumiose is the largest city in the Kalos region.” Clemont replied, then waved Ash's next question away. “But do not concern yourself with that. For now, uh... I've only just finished my training and have graduated to a full Gym Trainer here so I don't really know what to suggest without the Leaders around... Though, when I started training this was the Lumiose City Gym and not Striaton...”

“Oh, I think you can leave that to me.” Spinning around, Ash saw that Gary had arrived unnoticed and was now standing right behind him. “I think I can find something to keep him entertained until the Gym Leader's arrive.”

“Gary... what are you wearing?” Ash asked, gaping at him as he now saw that the dress he was wearing mimicked his Umbreon, complete with the ears and tail.

“You, come here!” Gary ignored Ash's question as he called to the same gym trainer who had given him a lap dance the last time he was in the gym.

“You called?” The trainer approached slowly, as though afraid of what Gary might do to him this time as he was not keen on getting peed on again.

“This is Cameron, and he'll do nicely as a bottom-boy for you to practice on.” Unlike the white dress he had been wearing last time, today he was in a sleeveless orange sundress with red stripes that barely reached his knees, and was hanging loose from his shoulders down. His hair was simply pushed back from his forehead with a red headband decorated with a large orange flower on the right hand side.

“Cameron, I'm pleased to meet you; my name is Ash.” Ash smiled as he sized the boy up, but could make out almost nothing of the figure hidden inside the dress.

“So you're Ash; I've been hearing your name quite a bit as everyone keeps talking about you.” Cameron commented as he led Ash away from the others towards one of the daybeds scattered around the perimeter of the gym.

“Oh, and what are people saying?” Ash asked, curious.

Sensing that he had said too much already, Cameron clammed up. “Oh not much, just that you keep 'cumming' back for more.” Then he laughed nervously as he smoothed down his skirt. “I've never done this before with people watching...”

“Just relax and forget that they are watching.” Ash sat down on the daybed and pulled Cameron down on top of him.

“O-okay, I'll try... Oh shit what day is it?” Cameron tried to bolt as soon as Ash began kissing his neck.

“Worry about that later, after you wake up again in the real world...” Ash stopped talking. Wake up in the real world? What had prompted him to say that and was this just a dream? Shaking his head, he continued. “For now all that matters is that we mutually pleasure each other.”

“O-okay, though I've only just started my training so I'm not really supposed to let anyone anal me yet...” Cameron whispered.

“Oh...” Ash glanced over at Gary who seemed to be sniggering. “Well, lie down on your stomach.”

“What are you going to... OH!” Cameron moaned loudly as Ash lifted his skirt until he could rub the outside of Cameron's rear opening.

“I won't put anything inside you; don't worry I have something else in mind.” Ash whispered, between kisses to Cameron's ear and neck. Lifting his own skirt now (he had not appeared in the Gym in his normal clothing since his first visit), Ash slipped his cock between the younger boys cheeks, fucking his crack but not actually penetrating him.

“Y-yeah, this should be okay...” Cameron panted out, and as Ash slipped a hand underneath them he realized that while he was not wearing a plug, Cameron was wearing a cock ring.

“Good, because this way I can practice the motion of fucking without actually fucking you.” Then Ash stopped talking and devoted himself entirely to dry-humping Cameron. When he felt himself start to get close, he got the younger boy to roll over and finish him off with his mouth. As Ash came, his eyes found Gary's green ones gazing across the room with something like satisfaction shining out of them. But before Ash could question the look, everything faded to black as he woke up. This time, however, he was still exhausted and he fell back asleep as soon as he had cleaned himself up from the wet dream.

If he dreamed again that night, he didn't remember it.