Chapter 1: The Hunt for Shadow
Chapter Text
For Sport.
Bill crossed his black toothpick stick legs atop his throne in his floating pyramid nightmare fuel. Weeks had passed since his takeover of reality was successful. Weirdmageddon quickly spread across the globe and each of the Henchmaniacs, Bill's loyal demonic entourage, divided up large swaths of land amongst themselves causing their own brands of chaos and mayhem, torment, and anguish. Bill however decided to stay in Oregon even though he had free reign to cause suffering whenever he wished. The king of mischief having come out victorious grew… bored he could only rearrange people's faces in so many ways.
He had won, he accomplished what he had planned for millennia. He rested his cheek onto his fist in contemplation, then snapped his fingers with an eerie blue fire engulfing his hand, "That's it!" he exclaimed with a wicked cackle, "Bring them to me," he ordered a servant who bowed and brought the Pine family and Pacifica to his throne room.
Stan and Ford were crawling with monstrous guards following them, burying whips into their welted, scarred, and bloody flesh.
Mabel walked in chained, shackled, and her mouth sewn shut. She was in a drab black and white jumpsuit, her face devoid of any color or joy.
Pacifica was in a cloth potato sack, forced to beg on the streets-not because she needed to but because Bill dove into her mind and crafted her torment based on her own fears and insecurities. Bill hand crafted each of their own personal hells like some sort of demonic hipster creating artisanal aged cheeses. Shortly after the others had been brought in, his rankest and most pungent creation came in through the door.
Dipper was dressed in his normal attire. He looked over to his family shamefully, their frail, dirty and emaciated appearance troubled him greatly. He looked down at himself and while his shorts were looser, he was surprisingly fairly well fed compared to them, even after losing a few pounds.
Bill was so delighted to just take in the profound sorrow of Dipper being forced to watch his loved ones being starved, tortured and beaten all the while he remained more or less untouched. The guilt and depression drove him mad, the 13 year old fell to his knees and clasped his hands together in prayer, "Please GOD kill me!"
Bill practically orgasmed right then. He had so thoroughly broken the boy, snapped little Pine Tree's brain in two, shattered his psyche.
Dipper just couldn't bear to see his family suffer while he didn't, he dug his long fingernails into the relatively clean skin of the underside of his forearm. He drew blood for some psychological relief.
Bill snapped his fingers once more and handcuffs appeared on Dipper’s wrists. "Now, Now we can't have you trying to kill yourself again," Bill smirked as he hear the collective gasp from the Pine family and Pacifica at his admission.
Dipper looked down and away, unable to face them. "I'm so weak and pathetic, I'm the one who deserves to be mutilated," he muttered to himself.
Bill cleared his non-existent throat. "I want to play a game, a game of cat and mouse…”
"I volunteer!" Ford interrupted.
"Unfortunately you're too easy Sixer. I will hunt one of you and the only one in any kind of shape for this is lil Pine Tree, so here's the deal Pine Tree," he tipped Dipper's chin up with his index finger. "Provide me with a good, satisfying hunt and I'll give you the choice to end your life or to stop your family's and Pacifica's torture for a week. And to make things exciting, I'll transform us into hunter and prey. Deal?" he offered, extending his hand coated in ethereal blue fire. Of course it was a win-win for Bill.
"Dipper don't."
"Mmhmfm."
"It's not worth it!"
"I know a scam when I see one." They collectively protested.
Dipper mulled it over, what did he have to lose. He shook Bill's hand and they both were engulfed in his magic light as Dipper sprouted light brown fur all over his body, as well as ears and a tail. His shirt, bubble vest, and shorts ripped to pieces as he grew another set of legs similar to that of a centaur; however the distinguishing feature of a small four point rack made him a Cervitaur and destroyed his hat. While Bill took on a human body bearing light blond hair, an eye patch, and fair skin. He wore black boots and gloves and a heavy black and red button-up plaid flannel.
Dipper's ears angrily folded downwards, even in this new Deer form he still didn't have a strand of chest hair to show for it.
He pouted and crossed his arms, stomping his hoofed feet.
Bill waltzed around Dipper eyeing up his new piece of meat. "Well don't you look tasty," he cooed mockingly.
Bill shouted, "The hunt begins at day break," enthusiastically manipulated his meat arms into the air.
~~°~~
At the crack of dawn Bill teleported Dipper and himself to a small clearing in the magical woods of Gravity Falls.
Bill grabbed Mason by the throat, "You have ten minutes, go."
Dipper trembled looking into Bill's wild and wicked eyes. They sent a shiver of fear down spine causing him to lose control of his new body. He urinated and relieved himself on the spot before awkwardly willing his four legs to move, scampering away as fast as he could into the dense brush.
It wasn't long before Dipper recognized where he was, he knew the forest like the back of his hand, even with the newly scarred landscape from the battle of weirdmageddon.
The woods were quiet, the eerily silent air was only broken by Dipper snapping a twig beneath his small hoof. He flinched as he realized the forest once teaming with whimsical life was now devoid of it.
A gunshot rung out and Dipper darted away, Bill's muted cackles could be heard faintly in the distance, haunting Dipper.
He ran and ran, his small chest heaved with every labored breath.
Bill slung a rifle onto his back, the muzzle still smoking. He quite fancied the novel yet archaic weapon. His black boots sloshed through mud puddles as he gave chase. He dodged trees, hopped over roots, and muscled his way through a thorny thicket. The sharp barbs of the foliage tore his clothing and dug into his skin drawing blood and causing him to moan.
Dipper came to a tree and snapped several branches off and loosely bound them with vines as he scaled the mountainous cliff side, seeking refuge in the vacant multi-bear cave. He scoured the rocky terrain picking up a piece of flint and a chunk of coal.
Once at the summit, Dipper dipped the tips of several faggots into a foul-smelling thick viscous liquid that pooled in a divot near the entrance to the cave. Mason grabbed a random rock and chucked it into the cavern. He recoiled as a colony of disturbed bats flew out.
Dipper knelt down, placing one of the bundles of sticks near a rock before striking it with the flint. A glowing spark found its way to the faggot igniting it a blaze. He lifted the torch and ventured into the cave.
Bill was hot on Dipper's tail as he climbed the mountain with his lanky human body, grinning wildly all the while.
Bill reached the top and looked into the cave. Seeing a dim light in the back he called out, "Oh dear Pine Tree! It seems as though you've cornered yourself, you have nowhere left to go," he mocked, cheerfully as he walked back gun pointed forward.
Dipper weakly whimpered as he rested on the ground huddled next to a small fire, his eyes trained on his jet black boots.
Bill approached step by step with Dipper in his sight, "That's no fun h-"
Dipper grabbed and tossed a burning log from the fire igniting a magic circle beneath them before Bill could even finish his quip. Ethereal green chains sprung forth from the circle, ensnaring Bill's feet and hands knocking the gun out of them. He grunted while trying to snap his fingers.
Bill got red in the face and barked out, "What the hell did you do Pine Tree!"
"This is one of the spells I learned from the journals. Unfortunately it is useless against you in your nightmare form, but in a human form I figured it was worth a shot."
Bill sneered and growled like the captured animal trying to break free that he was.
"I'm going to make you pay for all that you have done to me, my family, and Pacifica before I end you," Dipper promised with a cold stare as he waltzed over to the thoroughly bound dream demon.
"Don't you still want to die, I'll make that happen," the restrained demon seethed.
"No, I've found a new reason to live and that's to make your short existence as unbearable as possible," Dipper snapped off a point of his antler stabbing Bill with the jagged end twisting it deep into his thigh. "But if I recall you rather enjoy pain. At least you did when you possessed my body, so I'm going to have to torture you with the another way. As you've said, human bodies are so weak and vulnerable."
Bill groaned as his warm blood soaked his pants as his face morphed from anger to concern.
Dipper's hands glowed green as he took command of the spectral shackles, making two additional chains materialized bringing Bill to his knees.
"My how the mighty have fallen," Dipper mused, the fur along his back and his flanks standing on end. This was the moment he's been waiting for. Dipper choked Bill with one glowing hand. " You shouldn't have given me such a well endowed body."
Bill's eyes widened in realization.
Dipper could feel himself unsheathing as he released his grip on Bill, leaving yet another chain around his neck. He sensually trotted around to Bill's backside and yanked the chain bound to his throat, smashing the blonde's face into the dirt.
Dipper eyes soaked in Bill's defiled state, ass up in the air thoroughly restrained, completely helpless, he growled hungrily as he gripped the hem of Bill's pants, ripping them forcefully down. "
"I will murder your entire family! And that one girl!"
"Don't make me seal your mouth shut."
Still getting used to his new body, Dipper mounted Bill. His long, thick, pink shaft hotdogged Bill's pale cheeks as he tried to find proper footing. Dipper rutted against Bill's milky cheeks as he struggled against his restraints until Dipper's tip found its mark.
Bill grunted between swearing like a sailor from the forceful insertion,"Fuck, did I make you half horse by accident?"
Dipper snapped his fingers and a glowing green shackle appeared around Bill's mouth. He bucked hard into Bill's meat sack driving the blonde crazy. His fuzzy balls slapped vigorously against Bill's taint as his breath grew ragged. Bill's muffled screams of pleasured anguish were music to Dipper's furry ears.
Dipper leaned forward and whispered, "Now who's a flesh bag about to be filled with my deer semen."
Bill winced as he felt his insides get warm gooey.
Dipper leaned back and reached over, picking up the rifle and pressed its muzzle against the back of his head, "Putting you down like a dog is too merciful for you, you're lucky I don't have any other options."
"BANG."
Dipper emerged from the cave victorious, the echo of the gun shot still reverberating through the valley. Bill's henchmen will be cake walk once he frees his family.
Dipper was the savior of the world and in his cursed form protector of the forest.
Chapter 2: For Training
Summary:
Max's admiration for Ash jumps to a new level as he defeats the Dewford gym and Ash is primed to take advantage of it.
Notes:
Well guys, I'm sorry to say that my 100th milestone fiction has fallen severely behind schedule due to my mental health declining and may not come out until next year. In the meantime please accept these four stories that have been piling up in my back log as an apology, thank you for waiting.
(See the end of the chapter for more notes.)
Chapter Text
For Silver
For training
Tailow’s wing attack landed squarely on Brawly's Makuhita, and Ash seized his victory against the Dewford gym leader.
The blue haired man flexed his muscles, invigorated from the battle. "Congratulations, Ash Ketchum, you have bested me. Clearly I need to do more training. Here is the Knuckle badge." He extended his hand, presenting Ash a fist-shaped pin.
Max hopped down from the stands and ran up to Ash, bouncing on the balls of his feet, "That was amazing! You're so cool, Ash!"
The 12 year old Ash blushed at his 7 year old companion's compliments. The younger hadn't stopped admiring Ash since first seeing his battle prowess in the Petalburg gym.
"Thank you," Ash said, taking the badge. He turned and knelt down, attaching it to Max's lime green t-shirt with a smile. The younger boy's eyes sparkled at the gesture from his idol, a high pitched squeak escaping his lips. Ash giggled at the adorable fangirl squeal from his groupie. "Let's get to the pokemon center, I should heal up my pokemon, they fought really hard," he suggested, waving goodbye to Brawly.
Ash left the gym with Max eagerly following behind him like a puppy wagging its tail.
The sweltering sun beat down on the small sandy beachside town, but luckily the center was only a hop, skip, and a jump away. A rush of cool air conditioning crashed over them as they entered. Ash paused, relishing the refreshing atmosphere before he gave his Treecko, Taillow and faithful Pikachu over to Nurse Joy. Meanwhile, Max went over to the PC and contacted his sister.
"Hey Sis! So, you get registered in time?" The bright screen reflected off of his glasses.
May scrambled to the PC, her makeup half done and her costume barely completed. "Yeah! Last minute. I'm glad we separated or else I wouldn't have made the deadline!" She exclaimed, holding her fluffy and pampered Torchic that was adorned with a red, gold-trimmed bow.
Max's book bag rustled and his two friends popped their heads out: A Ralts and a grumpy Shroomish whined and mewled. "Yeah we uh... helped out Funguy over here when we re-entered the Petalburg woods after we split in Rustboro and he just decided to tag along. We still meeting back up there in a week?"
"Yup, just as planned! That's an unusual looking Shroomish," she commented, leaning into the screen for a better look. Funguy shivered and hid his face, exposing more bright red patches that glimmered with toxins. Suddenly, Ash chimed in, entering into the picture from behind Max.
"Oh, hey May! How are things going? How is Verdanturf Town treating you?"
"Things are going great! You taking care of my little brother?" A bead of sweat pooled at her temple from sisterly concern.
"What?! Max is a big boy! See, he already has a badge," Ash jested, pointing to Max's chest.
"Yeah, May, I don't need a babysitter," Max exclaimed, puffing out his cheeks.
"Well, wish me luck in my first contest. I'll see you guys in a week," May said, trying to fix her disheveled appearance.The boys waved goodbye, giving their respective votes of confidence.
Max clicked a button ending the video call and breathed out a heavy sigh. "I love her but she just doesn't respect me,"
Ash rested his hand on Max's shoulder, "I don't know why. You're a smart, intelligent, and kind person."
Max placed his hand over Ash's, muttering, "You respect me."
Max's face turned beet red as he realized what he did. He whipped his hand from his shoulder to his side and stood straight up, embarrassed.
"Well, we got the badge and we have the rest of the day to relax. Want to go to the beach?" Ash suggested, smirking devilishly.
Max smiled, "Sure, that sounds nice. Glad I brought my swimsuit."
Nurse Joy hollered to Ash, making short work of his pokemon's minor injuries, "Your pokemon are ready!"
The young trainer took back his pokemon, grateful for the free healthcare system.
The two boys left the Pokemon Center and headed north west. Soon, they reached route 106. Ash stopped a bit east of the entrance to the Granite cave. He reached into his backpack.
"Here seems like a good spot," Ash said, fetching a blanket and unfurling it onto the toasty sand.
Max nodded in agreement, setting down his book bag. Ralts and Funguy hopped out and played where the ocean licked the shore.
The taller boy and his shorter companion rummaged through their bags for their swim trunks. Ash's orange swim trunks fluttered in the pleasant salty breeze before he laid them down on the blanket. He casually grabbed the hem of his hooded sweatshirt, lifting it up. He caused Pikachu to scamper off of his shoulder, opting instead to join the other Pokemon playing jubilantly in the shallow water.
Max held his old black and green-trimmed speedo. He swallowed thickly, mentally questioning if it still fit him. He looked at Ash already shirtless and blushed as Ash swiftly pulled his belt from his waist. Max stammered some words incoherently, his glasses fogging up. The bashful little nerd turned his back to Ash and unbuttoned his polo. He grasped his collar, enclosing the badge in one hand pulling it up and over.
Ash grinned at Max’s bashfulness. "Why so shy? We're both boys," he commented, watching Max turn around and adjust his glasses. "See?" Ash said, dropping his boxers to about knee height.
Max gawked at Ash's boyhood, his mouth agape. His cheeks were set ablaze with a fiery red hue, "Woah, you already have hair down there?!"
Ash wiggled his hips proudly, showing off the few wisps he had grown above his soft penis. His partially revealed head swung gently back and forth.
Max dropped his shorts along with his underwear, slightly more confident with Ash's words of solidarity, "Mine isn't anything like yours," he said with a subtle pout, unconsciously curling his toes into the warm sand.
Ash's eye shone with a predatory glint, "I could help it grow bigger. If you want."
Max held his trembling fists just below his chin, ready to burst with excitement, "Really?!"
"Of course! You’re a big boy after all, right?"
"Yeah that's right, I'm a big boy!"
"And that means we can do big boy things,"
"Yeah! So cool… I'm ready!"
"Just don't tell your sister. She wouldn't understand or respect that you are a young man,"
Max held his head high from the compliment, "Of course! I won't say a word," he said with a conviction only a bond of brothers could provide.
The elder boy looked around and saw a fisherman down the beach. While he was minding his own business, they were still in eye shot of each other, "Let's just relax and enjoy the water for now," Ash suggested, pulling up his orange swim trunks.
"Okay," Max happily agreed, struggling to pull his tight speedo over his gorgeous bubble butt. The fabric strained to contain his smooth and markless tushie.
Ash darted off, running to the water with Max bounding behind him in an effort to catch up, "Be safe Ralts, Funguy," Max cautioned as he zoomed past them into the deeper crystal blue water.
Max looked around, realizing he lost track of Ash — only for the young trainer to breach the surface next to him, spitting a playful stream of water in his face.
Max recoiled, giggling. He slapped the water, splashing back at him in revenge.
The two played, but as time went on their antics grew boring and they just relaxed, relishing in the cool refreshing water and floating on their backs. Max sighed. "I want to learn everything, Ash," he said, making idle chit chat.
"And I will teach anything you want to know," Ash responded quietly, just enjoying each other's company. Max and Ash heard their pokemon fade into silence — and before they knew it, they had drifted far west.
Ash broke his floating position and started to tread water before looking up and down the coast, getting a smidge frantic. Max, alerted by Ash, also took in his new surroundings. They were probably a few hundred feet away from where they laid down their blanket; they could barely see their Pokemon resting on it in the distance.
"Let's get to shore," Ash suggested, starting to freestyle to a rocky outcrop.
"What about our Pokemon?" Max pointed out, swimming after Ash.
"I'm sure they'll be fine," he said between breaths.
The young trainer climbed on all fours onto the rocky formation, his orange trunks slid halfway down his ass. Max blushed as he came up behind him, catching sight of his half moon. They both took a seat on the slightly inclined bedrock as the waves lapped at the water's edge.
The two boys rested, holding hands and watching the sun set. The evening light faded to twilight, when a sudden twang rocked Max's small bladder. He stood, his wrinkled soles gripping the wet rock.
"I gotta go to the bathroom," Max informed, innocently pulling away from Ash, whose grasp didn't falter.
"Wait!" He exclaimed, holding onto his little one. Ash paused, his mind racing. This was his chance, "Pee in my mouth," he suggested, looking down and away timidly.
Max staggered a bit more in shock than disgust, "That's a little weird," he said hesitantly.
Ash quickly thought on his feet, blurting out, "It's what adults do."
"Well, I do want to try adult things," Max admitted, blushing and looking around the open public outcrop, making sure the coast was clear both literally and figuratively.
"Are you sure?" Ash double checked.
"Yes I am." Max uttered with a newfound resounding confidence and lowered his tight speedo, revealing his cute little pecker once again.
Ash licked his lips as he leaned forward, ready to accept the often wasted precious golden liquid. He opened his mouth wide, his eyes staring down the length of his nose, looking at Max's small, foreskin-covered penis. Max stumbled a little closer to Ash as the older boy brought up a helping hand to the younger boy's hip, steadying him. A tightness in Max's body relaxed as a stream of piss came from his little cocklet. Ash's eyes rolled back as he gulped down the warm liquid. His cock began to swell from the taboo act, straining against his orange trunks.
Max pulled away when he finished, twiddling his thumbs bashfully, "Can you help make my dick bigger now?" He asked, barely above a whisper.
Ash grinned, wiping away some urine from his chin, "You bet! Just lay down and take off your swimsuit."
Max's blush darkened at the request but relented his shyness, trusting in Ash completely, "Okay… " he said, pulling his black speedo down to his ankles and stepping out of it. He squatted down and then, in a controlled fall, rested on his butt, laying backwards in the process.
"There’s a special spot inside your butt. If I press it, it will help your dick get really big," Ash explained as he admired the precious boy splayed out on the wet rock in front of him.
"In my butt? Okay…" Max murmured, instinctively spreading his milky legs apart, allowing for easier access.
Ash sensually rubbed his hand up the younger’s thigh as he shifted his position to have his knees between Max's legs.
The older boy stuck his index finger into his mouth with bated breath, sucking on it. He removed the lubed digit and sensually danced it around Max's virgin entrance before slowly working his way in. He watched the boy squirm at the novel intrusion, lightly bucking his hips.
"Ash, I'm scared," he whimpered out before letting out a deep low, "OH."
The older trainer smiled a Cheshire-like grin, "Found it," Ash announced as he took hold of Max's swelling dick, gingerly stroking it.
Ash continued his ministrations and pressed hard onto the boy's sweet spot, causing Max's head to fly back and his back to arch in pure ecstasy.
"Ash," he whined, "I have to pee again!" He declared with an innocent urgency.
Ash calmly continued to stroke and palpate his young prostate, "Just let it out, it's okay."
Max hollered out as he tightly gripped the wet rocky surface, a clear liquid spurting forth from his flushed head before dribbling down his short shaft and onto Ash's hand.
Dazed and slightly confused, Max raised his head up before supporting himself with his elbows behind his back, "It's not pee?" He observed as Ash licked his hand seductively.
"Nope, it's cum! You're a man now!"
Max, though exhausted, beamed as Ash laid to cuddle with him.
"Maybe next time I could try putting it in your butt," Ash suggested, giving Max a little peck. The two boys just smiled, snuggling in each other's arms as the sun set and night fell.
Notes:
Sorry this took so long ken kun
