“I really don’t understand why this keeps working?” Sarcastically questioned Red, looking down at his Shuckle that just swept another trainer’s team. “You’re the second trainer to get destroyed by my Shuckle this month. Do new trainers not understand toxic stal… whoa!” A rock flew past Red’s head, thrown by his rather pissed-off opponent; who was currently scowling at Red. “Hey I understand if you’re frustrated, but I can always just teach you to avoid toxic stall… sorry what was your name again?” “Gary Oak!” “Yea Gary…” Red scratched his chin, “You know, you remind me a lot of this other guy I know for some reason.” “I don’t care who I remind you of,” Gary’s eyebrows narrowed and his tone intensified as he continued, “I’ve tracked my missing friend through the forest to your base and I want to know what you’ve done with him!” “Who?” “Ash, from pallet town, he’s been missing for over a month and I think you kidnapped him!” Gary pointed at Red as a look of realization came across his face, “Oh Ash, weeeell there is a little problem with that kiddo.” “And what would that be?” Asked Gary. Red took a Pokeball off his belt and with a single press of the release mechanism a red light enveloped the area in front of him, revealing the sluttiest girafarig (and sluttiest pokemon) Gary had ever seen. She had thick lips painted in a bright glittery purple that matched her eyeshadow and spiky deep black hair that ran down the upper area of her long neck. Her eyes drooped half-open, almost like a hypnotic state before they jolted awake. “Master!” Cheered the girafarig, immediately jumping around like an excited rockruff, paying Gary no attention, but showing off the rest of her body. A fat black-furred booty bisected by a tight thong that clung and covered her mare cunt, creating a clear cameltoe, but barely covered her puffy black asshole; where a heart-shaped butt plug was currently inserted. “I was so happy when you came to pick me up, is it playtime!” The girafarig jumped up putting her front legs over Red’s shoulders. Her fat crotch tits were scantily contained by a tight micro bra which allowed the girafarig’s tits to jiggle freely as she moved. The sight left Gary speechless, and a look of shock came across his face as he stared at the slutty pokemon. His eyes unable to leave that fat mare ass but the girafarig’s tail took notice of his peeping. Gary got confused as he watched the tail lick its lips and shoot him a lustful stare. His brow growing sweaty as he watched the impish tail untie the thong giving Gary a clear look at the girafarig’s puffy mare pussy. It was drooling as she looked at her trainer who responded, “We’ll be having fun soon slut, but first why don’t you tell this trainer your name and what you are.” “Like okay, master!” The girafarig stepped back down before turning around to face Gary, proudly proclaiming, “I’m Ash from Pallet town and I’m Red’s poke-prostitute. Every night I happily whore myself, along with my sluttified teammates; who are all master’s devoted cock sluts. We earn thousands of poke-dollars every night, just to earn the chance to get fucked RAW by our beloved trainer!” Gary was stunned, to think this slutty poke-bitch could be Ash, but the spiky hair and the strangely high-pitched voice had hints of his former rival. Gary took a step forward, his lower lip quivering as he spat, “Aa-Ash, is that really you?” Ash smiled, giggling, “Hehe, of course silly, didn’t you hear me?” Ash narrowed his eyes at the confused trainer asking, “And do I know you or somethin?” Gary’s lip quivered as he sputtered, “It’s me Gary do you not remember?” Ash pouted his lips, humming, “Hmmmm… Oh yea, Gary! I like to remember you pretty clearly, we did a lot of battling before right?” “Ye-yes, but what happened to you?” Asked Gary his tone shifting slowly from shocked to stern, “Why are you like this?” “Weeeeell that’s a long story, but basically I was a little bitch and master put me in my place.” Ash looked back to Red licking her lips before locking her eyes with Gary. He could see the raw lust in her eyes as she continued, “And now I’m a giggly little slut who makes her master money. I guess you can be one of my customers now, I can give you a fifty percent discount, making the price only....” “Wait!” Interrupted Gary, his voice showing hints of anger, “You actually enjoy being this slutty thing?” Gary couldn’t think of the best words to describe his former friend who almost immediately cheered, “Like totally! I’ve never been happier, but why are you so mad?” A smug expression came across Ash’s face as she teased, “Do you have a small pee-pee or sumthing cause you radiate small dick energy.” “Wu-what did you say?” Sarcastically questioned Gary as he broke out into a run, moving quickly towards Red as he shouted, “I don’t know what he did to you Ash, but I’m going to fix thiiiiis!!” Gary was about to deck Red right across his smug face until he felt a psychic force pin him to the ground. Gary just barely managed to roll onto his back, but his attempts to stand were foiled by none other than Ash who shouted, “That wasn’t very nice Gary!” Ash trotted beside Red, “My trainer is totally sweet and I don’t think he takes too kindly to being attacked,” Ash turned to Red rubbing her face against his chest as he purred, “do you master?” Red chuckled, “No I do not, but what’s an appropriate punishment for our misguided trainer?” “I dunno, I’m no good at the thinking stuff!” Cheered Ash. Red scratched his chin, “Maybe he’s just a bit backed up and needs some relief.” Red squatted down next to Gary; who appeared to have a mix of shame and anger across his face. “How about you give your friend an hour free, slut?” Ash’s eyes ignited, “What a great idea master! That should mellow him out.” She walked over top of Gary and sat down on his face, pressing her soft soaking pussying against his face. “I’ll give you the VIP treatment honey!” Gary could hardly process what was going on, he went from surprise to anger, to complete submission and now he was being straddled by his transformed Rival; who was actually turning Gary on, to his chagrin. Though literally coming out as muffled screams as Ash giggled, “How cute, you've already got a stiffy!” Ash’s eyes glowed and the clothes on Gary’s body began to tear, “Don’t worry babe we can fix these later, but first let's take a look at that… is that it?” Ash’s lustful smile turned into a frown as she stared down at pathetic leaky one-inch dick, currently leaking pre-cum down his little micro shaft. Gary could just barely hear his former rival’s disappointed words as he was smothered with mare pussy. Unable to do anything more than grunt while he got humiliated. “Reeeeeed!” Cried Ash, looking back at Red, her eyes low with disappointment. “Do I have to give Gary VIP service? His cock is suuuper small and I don’t think I’ll be able to feel him.” Red laughed, wiping a tear from his eye as he asked, “Weeell if that is how you feel maybe your old friend is more suited to join you?” Ash tilted his head and stared at Red wide-eyed, drooling before her eyes lit up, “Oooooh, you mean like turn him into a slut!” Ash looked down, grinding on Gary’s face as he licked his lips, cheering, “Alright Gary since you have a pathetic baby penis my master has decided to make you a slut. Are you ready to get started?” “Mmmmm-mmmmmpphh!” Gary groaned, slapping Ash’s ass, desperately trying to get free, but Ash didn’t budge an inch. If anything she seemed even happier, “You’re like super excited Gary and so am I!” Ash's eyes glowed purple as Gary’s body was smothered in pink light. “I’ve like never done this before, but Mewtwo’s like a super good teacher so it should be really easy!” A strange sensation radiated through Gary’s body, making him feel weak and tired. His resistance faded as he felt a pleasurable tingling sensation. Gary’s cock was leaking precum like crazy and his nipples hardened as he felt the sensation get stronger, forcing his body to twitch erratically, but forcefully kept still by Ash’s massive ass. Gary’s eyes rolled up into his skull as he felt his body shrinking, maybe dropping to half his original height and weight as fur started growing all over his body. His arms and legs cracked into place becoming sleeker and quadruped as his fingers fused into soft paws and finally Gary’s eyes glassed over becoming a sky blue that showed no trace of his humanity as his facial features became softer and rounded. “Aaaaand done!” Cheered Ash before she stood up off of Gary’s face reeling his cute pokemon form. Gary was completely converted to a sylveon, complete with a little canine cock; no bigger than his old cock, long pink ears, and a duo of bows for his right ear and his neck. Gary just looked up with glassy eyes, cock twitching and throbbing; leaking out a steady stream of pre-cum. He could hardly move, except in twitches and his mind was cluttered with images of his former life flashing before his eyes. Though instead of compilation Gary opted to drool as a pleasure wave shot up through his spine. Ash walked over Gary’s body as Ash asked, “What do you think master?” “I think Mewtwo lied when she said this procedure had a chance to increase cock size. Ash giggled as Red pet his shaggy black hair, “But you also did a great job slut and you deserve a reward.” “Yeeeeeess, fuck me!” Cheered Ash, jumping to his feet and pushing his ass against Red’s crotch. Her lustful tail looked up at Red giving him kissy faces as he said, “Hold on Ash, don’t you want Gary to join us?” “Hmmmm, okay.” Muttered Ash, psychically lifted Gary’s body off the ground and tossing him onto her back. Letting the little sylveon ride on top of her before she turned back, asking, “Is that good enough master?” “For now,” Responded Red, unzipping his pants and letting his cock flop out between Ash’s fat black-furred cheeks. Her face lit up with excitement as his tail head panted with anticipation, kissing Red’s fat cock tip as Ash asked, “What hole would you like to use master? Both are tight and in desperate need of a good fucking!” Red sarcastically scratched his chin, smirking as Ash’s impatientness crept across her face. Ash bit her lower lip, so desperate to press her thick hips against Red’s dick, but her programming made her unable to act without permission. However, her tail’s thick lips and long tongue slurped Red’s throbbing cock with impunity. Eagerly slobbering over Red’s cock in preparation for a legendary gut fucking. “Hmmm, I think I’ll go with,” Red pulled his cock out of the tail’s mouth, causing drool to drip over Ash’s taint as he pressed his tip against her cunt, continuing, “your ass!” Red’s finger’s squished into Ash’s soft cheeks as his cocktip effortlessly glid into Ash’s tight asshole. Her pussy drooling as Gary was suddenly snapped back to reality by a sharp pain. “Ahhhhgggg what the fuuu…” Gary’s eyes rolled up into his head as he heard a voice in the back of his mind whisper, “Haha sorry Gary, but I forgot to tell you about our psychic link!” Gary’s jaw dropped his eyes watered as he felt Red’s thick dick scrap against his stomach as he wondered, “Why, why are you doing this Ash!” “Well, two main reasons,” The sound of flesh slapping against flesh echoed in Gary’s melting mind as Ash continued, “First your cock is like totally pathetic. I’m pretty sure baby pokemon are bigger than you, and second, you tried to hurt my master; so punishment is in order.” Ash’s jaw dropped, her eyes were following along with Gary’s and rolled up into her skull as her anal walls stretched to accommodate her master’s thick girth. Though she still telepathically chatted with Gary, “But don’t worry, you’ll only turn into a slut like me if you crave more after Red finishes pounding my fat black cheeks, and I am sure even a micro penis bitch boy can survive a simple psychic anal session!” Those were the last words Gary heard before shocks went up his spine. He could feel every muscle tense, every anal spasm, and every jolt of pleasure Ash was experiencing as his trainer tore into her puff mare asshole. Gary could barely contain himself the pain was rapidly replaced with mind-numbing pleasure that left him a drooling husk of his former self but still Gary clung to the hope that if he could hold on another few minutes he could… Then Gary’s body shivered, he felt a kiss against his tight asshole. He looked back fear in his eyes to see Ash’s tail head pulling away from his asscheeks. A single bridge of drool connecting its lips to Gary’s asshole. The tail noticed Gary’s panic and slowly licked along the edges of its lips, shooting him a disgustingly lustful glare before digging in. “Nyyhhoooo!” Mewled Gary as its thick black lips pressed against Gary’s asshole. Its tongue wriggled its way right against his prostate. Pressing against his p-spot as Red scrapped out Ash’s lower intestine ruining Gary’s mind with each heavy thrust. Gary whipped his head back, catching a glimpse of Ash’s drooling ahegao before his body shuddered and he experienced his first anal-only orgasm. Gary’s little dog cock leaked all over Ash’s plump ass cheeks, dribbling a pathetic stream down her taint as he howled unable to top himself. “Wow, your clit is broken already?” Red let go of one of Ash’s cheeks, slapping Gary on the ass continuing, “Not surprising considering your manhood was even more pathetic than your former rival’s, isn’t that right Ash?” “Hhhhyyaaaa, yes master!” Cheered Ash, his legs trembling, “My fucking micro-cock was worthless and I’m grateful you took it away, but somehow Gary is even more puh-pathetic!” Red’s words cut deep into Gary, there was no trace of his former friend left, only a drooling poke-slut that was addicted to having her holes stuffed and Gary felt like he’d break after one more, “NNYYYYHHHHAA!” Gary’s teeth clenched as he felt Red’s palm slap his other cheek. Making his new fat white-furred cheeks jiggle as Ash’s second head ate out another orgasm. Gary wanted to scream out for help, he wanted to curse Red for ruining him, but even more than that he screamed, “Moooooooorrrreee!” Gary was reduced to a drooling poke-slut, his mind broken by two spankings, and Red could only laugh, “Haha, you heard your friend Ash, give him a little more!” Red grabbed Ash’s hind legs, lifting her back half off the ground as he buried his meat completely insides Ash’s needy hole. “Yeeeeeesshhh Massshhtteerr!” Screamed Ash her eyes lighting up as Gary was enveloped again in a familiar pink hue, but this time Gary was too fucked out of his mind to notice. Multiple anal-only orgasms had taken their toll and all Gary could do was drool as his body changed for one last time. A row of fat pink nipples grew down his chest, but the final pair sprouted into an ample pair of white-furred crotch titties. Equipped with two puffy nipples leaking milk down Ash’s ass. Her lips thickened and puffed into a pouty pair of pink dick-sucking lips and her ass did the same, becoming a thick voluptuous set of cheeks that jiggled with each thrust into Ash’s depths. However, these changes came with a small price. Gary’s cock slowly shrunk down to half an inch, then a quarter of an inch, and right before completely vanishing he shot out his final few drops of clear cum. A pathetic display of submission, but Gary wasn’t ashamed, the pleasure shocks coursing through her body had eradicated any notion of shame from Gary’s body. If anything they made her feel grateful when he looked back; jaw agape as her new plump canine pussy swelled. It was already soaking wet and the only thought going through Gary’s mind was, will it be my turn soon? And Gary wouldn’t need to wait long, while her feminization completed its final steps Red had already dumped a thick load of ball slop into Ash. Nearly bloating his mare’s midsection with rich human see. Ash collapsed on the ground, panting as her tail removed her tongue from Gary’s asshole. “Not bad Ash.” Complemented Red, removing his meat from her insides before slapping it against her ass, “Yet still slightly lacking, keep working on your tightness slut. You got too loose near the end.” Red slapped Ash’s ass as she spat, “Yes master…” her head drooping over onto the ground as she gurgled softly, mind still muddled with pleasure. “As for you Gary I can always have Ash change you back after she wakes…” “Nooooo!” Gary’s slowly stood up, her new crotch reaching Red’s crotch height. Her new fat cheeks pressing against Red’s thick dick as she continued, “You were completely right! I’m just a pathetic poke bitch who needed a trainer to make her their poke-bitch.” Gary’s panting got louder, tongue falling out of her mouth as she begged, “So please keep meeeehhh!” Red lifted Gary off the ground gripping his body by the midsection and pressing his fat cock head against his drooling pink canine cunt. “You broke super easy slut, but that’s probably for the best.” Red pushed his cock tip into Gary’s drooling cunt, stretching her puffy pussy and inner walls as Gary mewled, “Nhhhggg!” Her pussy squirting all over the grass below. “You’re going to become my newest cock sleeve,” Red sunk another few inches into Gary’s belly, creating a visible cock outline, “ And after I break in this dirty cunt, I’ll put you to work on the streets besides your old rival.” Gary’s face morphed into a torturous ahegao, her jaw-dropping low as she mewled, “Yeeeeesshh, make me a total poke-whooooore!” Gary’s tone was ultra desperate as she spat each slurred word. Red’s massive meat was slowly turning what little was left of her brain to mush. The brain-shattering feeling of her trainer’s meat inside her felt thousands of times better than the second-hand anal fucking Ash forced her experience. “I’m surprised you haven’t fainted yet cock sleeve!” Chuckled Red as his cock slid into Gary’s new womb, “If you weren’t such a pathetic bitch I might be impressed.” “Thannssshh maasshhtteer!” Slurred Gary as drool slowly dripped down her chin, crotch tits jiggling as Red bottomed out inside her stretched canine cunt. “Don’t look so happy Gary, I haven’t even started moving.” Red tightened his grip around Gary’s belly and started moving Gary’s tiny body up and down his cock. Her crotch tits swinging wildly with each thrust into her poke-pocket pussy. Gary’s head swayed limply as she drooled, crying out in pleasure every so often to let Red know she hadn’t passed out. “Come on slut, tighten up.” Teased Red as his grip tightened around Gary’s midsection. Her stomach, bulging out to accommodate Red’s cock as it ravaged her insides, scraping against every centimetre of surface area, her cunt had to offer. Gary’s eyes drooped, half-open as her long pink tongue dropped out of her mouth, slinging spit onto the ground with each roll of her head. Gary no longer had any control of her body, she’d just have to hope Red didn’t fuck the last few brain cells she had left into oblivion. Not that Gary wanted Red to stop, if anything she wished Red would’ve just turned her into a cock sleeve. She wanted this blissful gut fucking to progress forever and this feeling persisted; even her thoughts popped with each thrust. Her cunt shooting a clear stream of cunt juice all over the grass. Gary’s pink eyes glassed over as mushy moans escaped her slack jaw. Her puffy pink nipples leaking streams of milk down her crotch, spurting like volcanoes every time Red bottomed out inside her pussy. The powerful rhythmic sound of flesh pounding and scraping inside flesh reverberated in the clearing. The only other sounds being Gary’s soft mewling until her master addressed her again. “Alright cunt you’ve done a serviceable job for your first time.” Gary’s head just rolled back and forth as she drooled, unable to answer her brain popped state. Red shook his head, “Hopefully you’ll have enough brain cells to whore yourself out, but before I put this ass to work.” Red shifted his grip and grabbed hold of Gary’s pawed feet, pulling down and impaling Gary on his cock. The sudden shock of being skewered on Red’s dick lit up Gary’s eyes, causing her body to become rigid and stiff. She couldn’t speak a word until she felt it. A hot load of ball slop, flooding her lower intestines and bulging her little belly. The hot load flowed through her, filling her stomach. “Ghhaaaaagguuhh!” Gurgled Gary as her Belly reached pregnancy proportions. She rubbed her paws against her stomach for a moment giddy with pleasure before her eyes rolled up into her head and with one final groan Gary fainted, her body going limp in Red’s grasp, but that didn’t matter to Red. He just kept filling Gary with his load until he was finally finished. Red did have the courtesy to slowly pull out of Gary’s gaping pussy. Her once-tight cunt was completely destroyed by Red’s bitch breaker and Gary never looked happier. Her fainted face was filled with exhausted satisfaction and Red just laughed before dropping her to the ground like a used sex toy, causing all her stomach’s cum contents to flow out of her gaping canine pussy as Red taunted, “Well your brain is basically a puddle of slop now, but people love stupid-slutty fairy types, so odds are I can get a good price for your holes.” Red reached into his back pocket and pulled out a love ball, “You can join your former rival on the streets tonight.” Red smirked, “Who knows you might become new rivals on the street corner.” Red’s joke fell on deft ears. Gary could only giggle and drool as Red addressed her, but it was pretty clear there would be few complaints from Red’s new sylveon. Red gently tossed the pokeball at his feet and Gary was consumed in red light, sucking her into the ball, and just like his rival it only took one wiggle for her to be captured. Ash reached down and withdrew Ash into his pokeball before sending out Mewtwo. “Evening Master.” Greeted Mewtwo, dressed in her classic arm and legs fishnets. She made a small bow to her master. Her eyes closed as she took a deep inhale before snickering, “He-mmmmm, it smells like you had some fun without me, master. Are you getting tired of me?” Mewtwo gave Red wide sad eyes as Red pet the side of her face. She was obviously teasing him, but Red felt like reaffirming his cute little pet. “Of course not, but I thought I’d give you a break.” Red reached out and grabbed her ass with his free hand, smirking, “Though I’d be happy to include you in the next adventure.” Mewtwo licked her lips moaning, “You spoil me, master.” her hand darting down rubbing his crotch, “Let’s just get started now!” “Love to, but we need to get the girls to Saffron city, plus,” Red walked out of Mewtwo’s embrace and grabbed one of Gary’s old pokeballs off the ground, “I’m going to need you to make a few adjustments before we leave.” Epilogue After Red had thoroughly fucked Gary’s mind he took him to saffron city along with Gary’s old ace, Vaporeon. Like her former master, she got slutted up, becoming a short stack cock sock, complete with fishnets around her new thick thighs, and long upper arms. Her tight black collar had a binding that stretched behind her back attaching to a collar locked around the base of her tail, lifting her fishy dark blue tail; granting easy backdoor access to her drooling cunt and puffy asshole. Though the most extreme changes happened to Vaporeons tits; now turned into jiggling rows of breasts. The top set was increased to D-cups and given a very tight micro bikini to hold them, while the smaller sets on her chest laid bare, descending in size until stopping at A-cups for the fourth and bottom set. Vaporeon was a sex magnet and filled her new role as poke-prostitute perfectly, servicing multiple customers with gusto, unlike her former trainer. Gary was too broken to properly prostitute herself, even under Ash’s supervision the lust drunk sylveon would often forget to charge customers and while Red was a patient man, he had his limits. Red knew Gary would waste more money if left to her own devices, however, Red wasn’t about to waste a useful poke-hoe, and he happened to have a few extra latex balls left in storage. After a quick pokeball switch and some extra mental reconditioning, Gary now occupies the base’s bathroom, serving as latex a cumdumpster; beside some of her former pokemon, who were rewarded with a similar fate. Her new pink and white latex body basically made Gary a poke-sex doll; with extra stretchy holes. All she can do is rub her cunt as she waits for Red or one of his pokemon to decide to use her and lucky for Gary, she just heard someone enter the bathroom. She hears a familiar clopping before she sees Ash enter the stall. All slutted up in her normal whore outfit, looking ready for another night of work. Ash’s fat purple-painted lips curved into a dumb slutty smile as she giggles, “Hey, there slut enjoying your day?” Gary nodded, drooling down her chin as she sat in a begging position. Her desperate pink eyes were left visible by the latex, along with her mouth which was always open and ready for use, but something about Ash’s musk was making Gary drool far more than usual. “Hehe, I thought so, but I can’t talk for long.” Ash turned around, kneeling on the white porcelain floor before presenting her puffy black-lipped pussy to Gary whose panting intensified the second she saw the stream of cum leaking from Ash’s puffy mare cunt. “I’ve got to work a double shift tonight, but Red like stuffed me super full earlier, so start cleaning!” The second Ash gave permission Gary pressed her lips against Ash’s pussy, greedily scraping out her cream filling. The extra thick load slowly flowed down her throat as she sucked every drop she could out of Ash’s pink mare cunt. “Mmmm, you’re a super good toilet slut!” Moaned Ash as Gary’s tongue wiggled its way into her hole. There was hardly anything going on in Gary’s mind, save the single thought of serving and the constant image of Red’s cock. These two constants kept her a busy and obedient toilet slave, that eagerly sucked cum out of whatever was presented to her. Ash exhaled, hearts in her eyes as she moaned, “Aren’t you happy Red caught you, Gary? I bet you’re like a zillion times happier now, tee-hee!” Ash giggled to herself, only somewhat aware that Gary’s brain was too fried to properly answer. Her mind was singularly devoted to being the most obedient poke-drone her master could want and Ash was correct; Gary had never been happier.