Pokémon Pit Bosses - Chapter 1

***By DMDrewDragon and Raion44. This story is told from two perspectives and is written during a roleplay between the two authors. This story takes place in the same universe as Kassi's Good Times in Galar by DMDrewDragon.***

Inferno, the Charizard, bathed the concrete fighting pit in flame. The Jolteon he was squared up against didn't have a place to escape from the horrid fire. A scream of pain came from the electric dog as it took the blast of hot plasma. In a standard battle pitch, that would have easily been escapable, but here in the battle pits, it was a sure-fire strike.

This was Ryan's fifth year of battling in the underground arenas of Unova. Ever since the law had dropped outlawing Pokémon Battles, Inferno and the rest of my team had chosen to make our living underground. "You've got him on the ropes! Finish this with a steel wing!" he said, trying to finish this quickly.

The Jolteon wobbled slightly on his feet, obviously fighting to ignore the pain and stay awake. Hearing his trainer yell a command the Pokémon's ears swiveled around to focus on that before using quick attack on the Charizard. There was a flash of yellow as the Jolteon leaped towards Inferno. It crashed into his wing that was already starting to harden with steel. The Jolteon's trainer snarled in frustration, watching as his Pokémon leaped headfirst into the Steelwing. The Jolteon couldn't handle it anymore and fainted.

A woman was watching from the sidelines, taking in the battle. Her hand rested on a Pokéball that was on her belt. Excitement began to course through her veins, and her chest tightened with determination.

The Jolteon was down and Inferno was victorious. Ryan patted him on the back. A girl came over with potions to heal up his team while they found a new Challenger for him to face. Everyone here was vetted and experienced and he hoped to find a good fight tonight and make some money

The woman ran her fingers through her long black hair and pushed through the crowd, hoping to be the one chosen for the next battle. She pulled one of her Pokéballs off her belt and tossed it into the air, a Lucario appeared beside her. The woman stepped forward, her long hair flowing down her back. She wore tight fitting clothing that pulled his eyes into dangerous territory. Ryan managed to get his eyes locked into hers and saw the intense determination there.

"It's 2 million to face me, Doll. Double your money or get nothing but an ass whoopin'" Ryan said, deliberately running his eyes up and down her body, "although I might take payment Galar style in your case."

He was intentionally being an ass, this girl looked like a handful and he was hoping to scare her off in front of a crowd. Cat calls came up from the crowd pressed against the concrete barricades.

She smirked, glancing around at the crowd when they started catcalling before turning her attention back towards her potential opponent. "Oh, you're on. I love challenges. Lucy?" She glanced at her Lucario. Lucy stepped into the battle pit and struck a battle pose, her eyes focused and calm. The woman's bright blue eyes studied the other, processing the fact that she was finally challenging the person she admired, and looked up to.

The girl stepped into the ring and her Lucario looked determined as it struck a fighting pose. The pit boss came over and took her money and Ryan patted Inferno on his back between his wings. "You do this buddy and we'll both get laid tonight." he said and the scaly lizard let out a happy roar at that sentiment as he stepped into the ring, the fire on his tail roaring to life.

"Alright Lucy, let's put our training to good use yeah?" She smiled brightly at her partner and her Lucario nodded. Lucy moved without a shouted command, using bone rush. A glowing blue bone formed in the female Lucario's paws, and she aimed to knock one end of it into the Charizard's jaw.

"Sounds good. You two lose you and that pretty Lucario get to come home with us tonight, two million poorer." Ryan said, putting on a show for the crowd who increased their cat calls.

Lucario lunged with Bone Rush as he was peacocking and he was forced to shout. Inferno was a step ahead and sidestepped the attack, his tail whipping down and catching the Lucario in the lower back as it sailed past him.

The Loudred in the club started to beatbox a deep thrumming beat as the fight developed. Lucy allowed the momentum to happen, falling into a smooth barrel roll. She spun around and narrowed her eyes, watching the fire type carefully, before charging once more using the bone like staff to aim for his left wing but at the last second quickly changed her aim and swept Charizard's feet out from under him

Inferno was swept off his feet and Lucario crashed to the ground next to him. "Inferno!" Ryan yelled for his signature move as he laid there. A wave of heat ran over his skin as the area around the two Pokémon was bathed in fire.

Lucy didn't have time to protect herself from the brunt of the flames. The woman used an arm to cover her eyes before looking up to see that Lucy was still able to go on and smiled. "Alright! Lucy let's get up close, shall we?" Her voice rose over the noise of the crowd. The Lucario allowed her bone staff to vanish as she got up close to use Close Combat, beginning her assault of aura infused punches

Inferno took the hits from the Lucario as it struck him with blow after blow of fighting type punch. The glowing strikes smacked into his flesh and made a wet smack, even as he rose his feet. A devious smile crossed his reptilian face as his eyes locked into his opponent's. "Oh shit." Ryan said, knowing what was about to happen. Inferno never got serious unless he was having fun, and this was about to get nasty.

Inferno reached out and wrapped the Pokémon with his clawed hands and held her in a tight grip, the Lucario struggling hard against his embrace. Two powerful flaps of his wings and they left the earth and launched into the sky. Lucy growled slightly as she struggled in Inferno's grip, trying to quickly think of a way to get loose. The woman watched the two Pokémon, a look of frustration in her eyes.

"Seismic Toss!" Ryan shouted as Inferno launched himself and the struggling Lucy at the ground, twisting his massive dragon body atop the Lucario.

Lucy let out a soft cry of pain, but after Inferno finished his move, she pushed herself up to stand and continue the battle. The move had dealt some damage but not enough to make the Lucario faint. She hopped back, studying the Charizard more and waited for her trainer's command.

The black-haired woman glanced at the Charizard's trainer then back to her Pokémon. "Extreme speed this time Lucy!" She shouted. She had to at least faint one of his Pokémon. Lucy took off at a high-speed run around the battle pit, aiming aura infused jabs at precise areas of potential weakness.

Inferno was getting angry. I could see that. He hated when trainers sent type weak Pokémon against him and Lucario was twice the insult. He took some damage on purpose as the Pokémon struck him. He'd been raised from a Chameleon in the pits and it had made him numb to most pain. A jagged maw clapped around an arm that swung at his face and a gout of red-hot fire burst from the corners of his mouth. A wing dipped down and slashed the Lucario, who thrashed, but was held in place by his powerful jaws.

"Fuck" Ryan whispered to myself, trying to not breath in the stench of burning fur.

Lucy used her momentum to flip slightly and used her hind legs to kick Inferno's jaw to get loose. Then she used bone rush again, attacking with speed, and focus. This is the result of the intense training with her trainer. The Lucario made her body numb the pain and pushed all background noise away.

The Lucario had struck Inferno in the jaw and he let go as the lithe Pokémon danced away. It lunged at him with bone club one more time, but Ryan saw the rage building in Inferno's eyes. He was a veteran of the fight pits and was having fun. A gout of intense fire erupted from Inferno's maw and Ryan's own hairs felt like they singed as the heat rolled over him.

Lucy narrowed her eyes against the flames as she rushed at the Charizard, barreling into him and sank her teeth into the other Pokémon's shoulder, using Crunch.

The stubborn Lucario wouldn't give up and barreled through Inferno's Fire Blast and crunched him on the shoulder. He instinctively wrapped his arms around the Pokémon and returned the crunch with his own fiery fangs right to her neck. Ryan saw blood drip and sear around the wound and watched as both Pokémon started to fade into unconscious at the same time.

Ryan pulled in Inferno and smiled. "What a match. The house wins this one. How about a drink?" he said to the pretty girl.

The woman returned her Lucario to her Pokéball and smiled warmly at it before hooking it back onto her belt and nodding at the question. "Hell yeah, that match was extremely fun. I'm Allison by the way, Allison Grey." She finally introduced herself.

Ryan hooked his ball onto his belt and returned her dazzling smile. "Yeah, great match! Darkwing, though you can call me Ryan." He said and pulled her over to the bar. More people were lining up for another fight and the owner had the money, he'd leave me alone for the rest of the evening. I ordered a whiskey sour and turned to the raven-haired beauty, what'll you have Allie?"

"A glass of something strong. I don't mind what." She sat down and looked at Ryan. "This is a little hard to admit but I'm kind of a fan of you. You're one of the people who got me into battling." She said before drinking half of what she was served.

The bartender served a double helping of the whiskey sour to Ryan and the girl and she took a deep tug of the booze. "Thanks for the compliment. That was a hell of a fight. How'd you two get so good?" He asked then handed Inferno's ball over to the bartender to put on the small healing bed behind the bar. He then took my own draft of the sour liquid.

"We spent two years training intensely and bonding. I've had Lucy as a partner since I was a kid though. My father gave her to me." Allie replied and also handed Lucy's ball to the bartender for healing.

"Well it paid off. That was a hell of a match." He said and took a long pull from his drink. Ray, the bartender, handed our balls back to us. "So, what's your plan now?"

"I'm not quite sure, maybe stay here for a while then move on." Allie shrugged, glancing at Ryan.

"You need a place to stay? This shit hole town only has a couple of inns and they all have bug problems." He shuddered at the memory of arriving in town and finding his room infested with tiny critters, not even big enough to be considered Pokémon.

"Yeah, I do. I was staying at one of the inns but tonight is my last night that I've paid for." She slid her glass to the bartender for a refill

Ryan shuddered and then chuckled, "My condolences to your ass then. It'll be covered in bites by the morning." Allie ordered a refill and he did the same. Maybe he was laying it on a bit too thick, but subtlety had never been his strong suit.

She laughed softly and nodded, "Might have to find another place to stay." She looked down at her lap when she heard one of her Pokéballs opening on its own and a Mudkip appeared on her lap.

He let a smirk come to his face at her comment, then stared sideways as a Pokémon appeared in her lap. It didn't look happy to see Ryan. "Jealous boyfriend?" he said with a shit eating grin.

"Kip likes to be my bodyguard sometimes." She chuckled and scratched under Kip's chin, the small Pokémon melted at the attention and made a sort of happy rumbling noise.

"That's not a no." He said, raising an eyebrow. The cool drinks were placed in front of them and Ray the bartender slapped a condom loudly next to my glass with a smug grin on his rosy round face.

"Oh just fuck already" he said in his rough Galarian accent.

Ryan clenched his fist and tried to not swing at his friend of the last few years. He did this every time Ryan tried to chat up a girl and took some sick pleasure in being the world's worst wingman

Allison snickered softly and returned her Mudkip, "And no, I'm single. Even though the match was a tie, I'll honor your stakes." She pulled a hair tie out and pulled her hair into a pony tail.

He tried his best to keep his eyebrows from shooting into his hairline. Ryan nodded to Ray and he nodded back. Then he slammed the rest of his whiskey sour in a few rapid gulps. "Well then, let's get out of this shit hole and back to my penthouse. The night's still young."

She nodded and followed behind him after he had gotten up and kept her hand rested on her Pokéballs. It wouldn't be the first time someone had tried to steal her beloved Pokémon while in the pits.

Ryan led the way out of the fighting pits. The smell of sweat and sulfur from fire attacks flooding his nostrils. A constant presence behind him told him that Allie was keeping pace. The heavy steel door slammed open and the stench of the alley wafted past him. He took the turn and started to walk towards the tall building that held his home. Normally, Inferno would have flown me there in a drunken stupor after having celebrated another successful night of battles.

"So, why Unova? Someone with your skill could make a killing in the Leagues. Galar in particular would see a sexy ass like yours doing all kinds of money-making shit." He asked, trying to get a conversation going.

"I have participated in a couple leagues before but it kind of got boring so I went to school and became a cop- I was discharged after three years." She shrugged. "After I found out about the battle pits, I thought it'd suit me."

Ryan tripped over his own feet at the mention of the word cop, but tried to play it off as intentional after she continued talking. " You don't look like a Jenny to me," he said, adjusting his jacket against the cool spring air. "but I get it. Used to be a minor league gym leader myself until the outlaw. Now I make my living in the pits." It sucks, but pays way better.

"Yeah, I know. But I learned a lot while on duty. It brought me and my Pokémon a hell of a lot closer too." She sighed and fondly patted Lucy's Pokéball. Lucy and her were as close as sisters

"I get that. Inferno isn't even my strongest Pokémon or the closest one to me. He's just the most sadistic. In truth, Honey, my Delphox was my starter and has seen every fight with me since I was 10." Ryan patted her ball fondly. Honey was the only Pokémon he had that rarely left his side. The city opened up into the growing seaside skyline and Ryan made a beeline for the stories tall apartment complex that held his penthouse.

Allison smiled as she listened to him talk about his Pokémon. She has loved Pokémon ever since she was a child. The woman shook her head slightly and picked up her pace to keep up with Ryan

Ryan took a second to glance back and look at the young woman. She pulled her long black hair down, so that it reached her lower back. She was around 5'2 in height and she was strong and athletic, as her body was slightly curvy but her muscles were also defined. She had the face of someone who was trustworthy. Her tan skin looked smooth but also had scars here and there.

Allie looked like a good match for Ryan. She wasn't soft, much like himself. He stood a hair over six foot. With muscles hardened with hours spent each morning in the gym with his Pokémon. A few scars ran over his skin from encounters with nasty trainers and wild Pokémon. He scratched as his beard and nodded. His steel blue eyes drifted to her bright blue ones. "So, guessing by a couple of your scars, how long have you been a Poképhile?" He said, eyes locking on the claw marks etched into her lower abdomen right above her low-cut jeans.

"For about 3 years now. Started near the end of school." She replied with a slight grin. "It was very foreign at first but I liked it."

Ryan laughed and couldn't help but reach for the scar on his chest that Honey had given him a few years ago when she'd been under the influence of a full moon and her heat cycle. "It's wild isn't it?" We reached the lower floor of my building and the door man held it open for us. He pressed the button and swiped the card to take them to his private penthouse, then looked to Allie.

She nodded in agreement at his words, continuing to follow. "This is quite the place. Way fancier than the ranch I was raised on." She laughed softly. Allison decided to let Lucy out to get to know the place and relax. "Lucy this is Ryan" she introduced. Lucy looked at the other person and nodded, eyes holding respect. "Lucar," she grunted.

"Thanks," Ryan said as he let out Inferno out to enjoy his hard-earned prize. "Want another drink?" He asked, stepping over to the liquor cabinet. While he moved, he pulled off his ball belt and pulled off his light jacket.

"Yeah, I'd like that." The blue-eyed female went to the kitchen and leaned up against the counter, keeping an eye on Lucy. She was overprotective over her Pokémon and just wanted to make sure she stayed safe

Allie posted up against the bar and gave Ryan a wonderful view down her shirt as she turned to look at her Pokémon. Inferno had already sat himself on the couch and managed to flick the TV on. He patted the black leather and let out a low soft growl at the Lucario. Ryan pulled out a couple of bottles and made one of his favorite easy cocktails, an espresso martini. After a few seconds of shaking and stirring he slid the glass of dark liquid over to Allie. "So, what's your story?" How does a beautiful Trainer make it all the way out here to fight pits?"

Lucy hesitated for a slight second before sitting down and watching TV with the Charizard. Allie turned back to face Ryan and shrugged. "I grew up on a ranch, with my three brothers and parents. I loved playing with the pokemon we cared for and always managed to find myself getting into all sorts of trouble. When I was 16 I left on my journey. I had a late start because I wanted to help my parents with the ranch." She smiled at him and chuckled. "Good times, though my brothers want nothing to do with me."

"Didn't have you pegged for a farm girl." Ryan said, taking a sip of the smooth coffee liquor. "Family is a drag. Got a mom who's always drinking and a dad that was too busy to remember he had a family, right up until the day he died." He held up his glass in a mock toast, "to Pokemon, the only family we truly need."

Allie also raised her glass in the mock toast, "to Pokemon" she smiled softly, before sipping on her drink, watching Ryan. "So, who's gonna make the first move?" Allison grinned, glancing at him. She referred to his night with her.

Ryan leaned over the counter and grabbed Allie by the back of the head. Pulling her into himself, he pressed his lips to hers and swirled their tongues in each other's months for a couple minutes. He could taste the coffee and alcohol on her breath and could smell her sweet scented shampoo and the sweat she'd gotten in the hot fight pits. He pulled back and started walking towards the bedroom while pulling off his shirt, "Shower's this way, if you wanna join."

Allison had relaxed as she was pulled closer while they kissed and ran her fingers through her dark colored hair as she followed behind him, a hint of eagerness in her eyes.

As Ryan walked past the Pokemon sitting on the couch he noticed they had wasted no time in seeking their own pleasure. Inferno's long pointy dragon dick was out of its sheath and quickly disappearing and reappearing from Lucy's throat. He almost stopped to marvel at her oral skills, but kept walking as he stripped. The click of Allie's shoes behind him started to make his cock stiffen with anticipation.

Allison unhooked her pokeball belt from her pants and set it down on top of Ryan's dresser when they entered the room. Her eyes did a once over in his room, not really minding if it was messy or clean.

As Ryan stepped into his bedroom he was thankful that Honey was such a neat freak and always kept the penthouse spotless. The modern king sized bed was made so tight you could bounce a coin on it and there wasn't an item out of place. He stepped out of his jeans and rounded the corner for the bathroom, skin prickling in the cool air. He heard Allie set something on his dresser and the rustle of clothing. Ryan's cock stood at full attention as he walked to start the large tile shower and turned on all the heads to make it so no area would be without the warm touch of water or steam.

Ryan took a second to glance in the mirror as he stepped into the water. His tan skin was crisscrossed with scars and tattoos that his t-shirt did a decent job of hiding. Ryan was grateful that he had taken time recently to shave and his bare chest and nethers started to glisten in the rapidly warming air. His mop of dark hair looked sweat soaked and ratty and the smell of his own body odor smashed into his nose. "Glad I'm one step ahead of her, that's awful." The man whispered under his breath and quickly stepped into the stream of water. There was soapy water keeping his eyes shut as Allie entered the bathroom.

Allison stepped into the bathroom, closing the door behind her and started to strip off her dirty clothing. The woman's breasts were around the size of a grapefruit, maybe larger. She glanced at herself in the mirror and then stepped into the shower with him

Ryan heard her step into the water and scrubbed to get the soap out of his eyes. He couldn't wait to see her and his large dick gave an involuntary jump in anticipation.

A smirk formed on her face as she glanced down at Ryan Jr, "Excited to see me huh?" She teased the man. Allie looked him up and down, taking a moment to admire his body.

Ryan finally got his face cleaned and blinked a couple times to get his eyes cleared. Allie was a vision to behold. A toned athletic body. Long legs, and a perky large rack stood there glistening in the water. "Well, who wouldn't when they get to stare at a beauty like you?" He said and then closed the distance between them with a step and pressed his lips to hers once more.

Allison had to stretch up a little bit to kiss him, her tongue trying to dominate his. It had been a long while since she had time to herself to enjoy due to her training with Lucy and all. Her wet hair clung to her skin as the water rushed over them both.

Ryan saw that the short girl was struggling to reach his face. He smirked around her kiss and then reached down and picked her up under her ass and held her close to him. Her body was surprisingly light for how much muscle she had, but her lap pressed into his felt heavenly. Ryan broke the kiss and gently bit onto her neck as his fingers dug into the firm flesh of her ass.

Allison felt her face flush a tiny bit as he lifted her up but it wasn't too noticeable at the moment. Allie tilted her head slightly to let him explore her neck more, feeling tingles of pleasure where his mouth was at.

Allie opened herself up more to his attention on her neck. Ryan bit down lightly and sucked at her tanned flesh. He could still taste the salt of her sweat and she tasted amazing. He could feel her nipples starting to poke his chest and her pussy growing slick as it rested against the base of his shaft, it was like she was using his cock as a seat to rest on and the pressure was amazing.

She wrapped an arm around his neck loosely and used her other hand to try and start rubbing herself. The blue eyed woman could feel his shaft against her slick womanhood and she bit the corner of her bottom lip.

He felt her hand slide between their bodies and rub at her clit, the slickness on his shaft grew and he couldn't stop his hips from gently rocking back and forth, causing his cock to slide along her moist lips.

She sucked in a quiet breath through her teeth, letting out a hum of pleasure as he did this. She continued to rub herself, eyes closing.

Ryan's anticipation was growing and he felt Allie growing eager and the pace on her clit picking up. He adjusted her in his arms slightly and slide a hand further under her ass and inserted two fingers into her slick channel. As he did this he bit down harder on her neck, trying to leave a mark on her gorgeous flesh.

Allie moved her hand so he could further pleasure her. She didn't want him to do all of the work so she began to rub his cock with her free hand. She started to rub his cock with her other hand and my hips started to hump into her palm. He pulled away from her neck and snickered softly when he saw the deep red mark he had left, lined by teeth marks. Ryan slowly walked closer to the heated tiles of the shower wall and pushed Allie against it.

She felt the warmed tiles against the skin of her back and she looked up at Ryan, her blue eyes bright. She was anticipating the pleasure that'd come.

Ryan stared into Alliie's bright blue eyes and kissed her hungrily. She was held up by the pressure of his body and he was finally able to grab a handful of one of her perfect tits. He pinched a nipple between his fingers as he squeezed the bouncy flesh then started to kiss his way down her body, eventually throwing her thighs over his shoulders and pushing his tongue into her wet slit.

An excited knot formed in her stomach as she watched him kiss his way down to her vagina and she grabbed a handful of his hair loosely as he pushed his tongue into her womanhood, groaning lowly in satisfaction. Usually she let herself be the the dominant one but decided not to tonight, to experience something new. She was loving it.

Ryan felt her fingers tug at his hair and her nails gently scrape against his scalp. His cock ached with excitement as he swirled his tongue in the woman's soaking wet pussy. Allie tasted clean and a little sweet and he ate her out like a man starving for a meal. Once he had tasted her inside he moved up to suck on her clit and swirl his tongue around it. He put his fingers back inside her and twisted them to gently scrape the rough patch of nerves on her upper wall. All the while he kept a hand on her breast, kneading the flesh and pulling at the rock hard nipple.

Allison let a soft moan escape her lips as his fingers scrape over her wall with the combination of his tongue on her clit. Her free hand moved up to her other breast and began to knead and pull at her hard nipples.

Ryan picked up his speed and let his teeth gently scrape against her clit as he sucked and swirled around the pearl of sensitive flesh. He wouldn't stop until he made Allie scream in delight. Finally, he got his prize when Allie clamped her thighs onto his ears and arched her back with a delightfully sexy moan.

She moaned once more and arched her back as he did this. "Fuck-" she swore under her breath. Her face flushed again, this time more noticeably.

Ryan lapped happily at her pussy as she came and soaked in her sweet smell. His cock was aching and as she came down from her climax he eased her onto her shaky legs and stood up.

A roar came from the direction of the living room and Ryan smirked, knowing that Inferno was having his own fun and clearly enjoying himself.

She leaned against the wall to keep her balance and looked up at Ryan, grinning. She reached up and kissed his lips, her hand finding its way back into his hair.

Ryan leaned into Allie's kiss. The water washed over them as they embraced. He pushed her up against the wall and lifted her up once more. The tip of his cock rested at her opening. Normally, he'd be all for waiting to get on protection, but there was an oddly powerful spark between him and the dark haired woman and his whole body was screaming at him to make a connection to her.

She didn't seem to care about him not having a condom on and she continued making out with him under the water. Feeling the tip of his cock she wiggled her hips slightly, to tell him to hurry up. Her patience was thin.

Ryan could feel her anticipation growing and his own patience was at an end. He shoved forward and couldn't help but moan as her wet warmth wrapped around his cock. Allie was incredibly tight and as he pushed himself all the way inside her his cock squeezed him wonderfully. Once he was bottomed out Ryan rested there for a second, letting Allie's walls expand and get adjusted to his girth.

Though she was no virgin she hadn't had sex in a while. Allison moaned as his cock was pushed into her, "d-damn, your bigger than the last guy I fucked." She said breathlessly

"I get that a lot. Let's see if I'm better too." he said, this was true, while Ryan didn't have a monster cock he knew he was well above average. When the ban had originally gone down he had even considered a career in porn to make a living. He pulled his hips back until his head was the only thing inside of Allie, then shoved his cock back in roughly. Ryan started to fuck her with slow, powerful thrusts, each one from tip to hilt

Every so often when he thrusted back into her she let out a loud moan, letting herself enjoy the night.

Allie's moans were so sexy and it spurred Ryan's thrusts to slowly pick up speed and force. Soon, their laps were slapping together loudly and his balls were slapping against her ass.

She continued to play with her breasts as Ryan fucked her senseless. Her breathy moans could be heard through the walls, not that she cared about being heard

Allie's moans were so sexy and Ryan fucked her to a crashing orgasm twice before deciding he wanted more. He put her on the ground and then spun her around. Grabbing her arms and shoving his cock back into her slick pussy. Her wet, firm ass slapped loudly against his lap. Ryan looked and saw a few claw marks on her back, clearly from some trysts with her Pokemon team. It turned him on so much to know this beautiful woman was fine getting fucked by Pokemon and he felt his own orgasm starting to grow close as he rode her for all he was worth.

Allison hadn't really been expecting but she went with the flow, secretly loving every second of being pinned to the ground and dominated. "You feel amazing Ryan" she moaned.

"Fuck, so do you. I'm almost at my limit. Where do you want it?" He asked, between heavy pants. Allie's pussy felt like it was swirling around his cock and she kept squeezing each time he would push all the way inside her.

"Anywhere you want." She panted softly as even she was running low on endurance. The black haired woman looked back at him and smiled

That had been the answer he'd been looking for. Allie felt amazing and he wanted nothing more than to pump her full of his seed. He let out a feral groan as he rode her into the tile floor. His shaft flared painfully as he flooded her insides with his cum. He buried himself to the hilt inside her as he rode out his orgasm.

After he had climaxed she came a few seconds later, moaning his name. For a brief moment the thought of getting pregnant crossed her mind, but quickly faded due to the pleasure. Even if she did get pregnant she'd figure out what to do.

Ryan finished up and slowly got off the beautiful woman. The warm water quickly washed away the love juice and cum from his still erect member. He looked down and saw Allie, panting while she let the water wash over her. She looked so cute and sexy and he knew this wouldn't be the end for tonight. Ryan reached down and scooped her up in my arms. "Don't worry about kids. I keep mother's bane on hand because Inferno is always trying to get eggs out of my other pokemon. He's a bigger sex fiend than even me." She was so light in his arms and he was amazed at how well she'd been able to take that pummeling. "You need a minute before round 2?" Ryan asked as he laid her down on the bed.

Years ago, Ryan had attempted to take on the Galar Challenge and had developed super human vitality ever since. That Challenge had been crazy and he had felt more than once that he would be fucked to death. Anyone who took that Challenge on was a special breed of crazy.

"I'm alright," she sat up and grinned up at the taller man, "But don't think I'll be the submissive one this time." She said, getting up to get one of her pokeballs

"Oh? Kinky. You're my kind of girl." Ryan said, then laid down on the bed. It wasn't often he had a girl that took control, this could be fun.

Allison glanced at Ryan as he lay down on his bed, "Have you ever been fucked before?" She asked, wanting to make sure before doing the thing she was about to do.

"Yeah, not always my thing, but I have male Pokemon that want to be intimate with me and it's worth the bonding." That was the half truth. Ryan actually had a Tentacruel that would be right at home in a hentai and would fuck any hole he could get his tentacles into. It was so bad that Ryan had officially changed his name to Hentai after the third time he'd fucked Ryan senseless.

He relaxed in the bed, waiting to see what she was going to do

She nodded with a smile and let the pokemon out of its ball. A Houndoom with horns that curved back towards his head to show that he was an alpha out of all the pokemon she had. The first thing he did was sniff the air and growled lowly. "Ace this is Ryan, Ryan this is Ace." Ace jumped up onto the bed with ease, he didn't like that this human had fucked his trainer but he was on his best behavior for Allie

"Well damn, good thing I was a fire type leader and used to these guys." Ryan said, holding out a hand to the Alpha Houndoom to let him get his scent. He could see that the angry red canine cock was already starting to poke out from his sheath. What had he agreed to?

Ryan looked over to Allie. "And what will you be doing while Ace and I have our fun?" he asked, a sly idea coming to mind.

"I was going to give one of your pokemon a blowjob, but I see you have an idea for something?" She raised an eyebrow at Ryan as she watched Ace sniff his hand before nudging him down a bit roughly and rolling him onto his stomach.

"I do indeed, since you seemed so eager for more." The Houndoom flipped Ryan over onto his ass and started to lick him to get him wet. The man reached into his bedstand and grabbed a bottle of lube and smeared the gel on his asshole. "Hentai get in here!" Ryan yelled loud enough that he knew the Tentacruel could hear from his belt in the other room. The sound of a ball cracking reached his ears just as the excited Houndoom lept onto his back. Ace was hot, heat boiling off him, and heavier than he looked.

Ryan took a deep breath and tried to relax as he felt the pointed tip of the cock poke at his entrance. It was like being poked with a hot iron and Ryan thanked his lucky stars it was something he was used to.

Allison went over to them and patted Ace on his flank. "Don't get too rough now. I know how you can get during your ruts." She smirked and opened the bedroom door to let Hentai inside

"What? Oh shit!" He let out as the large dog started to rut into his ass. Ace was buried balls to starfish on the first thrust and Ryan felt like the breath had been knocked out of him by the large hot cock. Ace started to rut and his claws dug into Ryan's lower abdomen as he tried to gain leverage and fuck the human into the bed. They heard Allie squeal then there was a couple of wet squishing noises as Hentai clearly got a hold of the raven haired beauty.

She moaned as hentai began to fuck her with his tentacles, feeling a couple smaller ones wrapping around her breasts and massaging them. Ace leaned down and dug his teeth into the nape of Ryan's neck to hold him. It wasn't enough to seriously hurt him but enough to break skin and draw a tiny bit of blood which the Houndoom lapped up.

Ryan felt the teeth sink into his neck and the sharp pain mixed oddly with the pleasure that was coming from his ass. The hot rod of flesh was pummeling his asshole and he could feel the knot at its base starting to inflate. The lump of flesh was tapping at Ryan's hole and he started to push back against it. Something about this girl had brought out his wild side and he was actually enjoying this fucking by her Houndoom.

Wet squishing noises came from Hentai and there was a gurgling sound as Ryan knew the horny Pokemon was using all of her holes at once, probably with more than one tendril for her ass and pussy too. Ace stopped fucking for a second and let out a yelp.

"Oh shit." Was all Ryan could get out before he felt a thin tendril slide under the cock that was buried in his ass and wrap around it in a spiral. Another tendril poked at his mouth and he knew that it wouldn't stop until it was halfway down his throat. A final tendril wrapped around his rock hard erection and started to gently tug at it.

Calling him was a mistake, Ryan thought to myself as Ace started to rut even harder and he felt the tendril wrap around the cock swirl around the appendage even as it fucked him.

Allison's moans were muffled by the tentacles that had been shoved down her throat. The Tentacruel had lifted her up off the ground to reach all her holes better.

Ace grunted in slight pain and pleasure as he was fucked by the pokemon while he fucked this human- what was his name? Oh right, he remembered Allie saying his name was Ryan.

Hentai was in heaven, he had so many holes to fuck at the same time. It was also so hot to watch his trainer getting rutted by the Houndoom. Almost every one of his tentacles were getting used and he wondered if the girl could maybe take one more, he pushed a third tendril towards her pussy, it was his real dick and one he didn't use often since it was so thick. He pulled the two tendrils out of her slit and wrapped them around his massive rod. A look of horror and pleasure crossed the girls face as he put the swirling mass of tentacles back at her entrance.

Allison could only hope that being stretched this much didn't tear her in any way because she didn't have any potions or full restores with her. A few strands of hair had dried, clinging to her face.

Ryan heard Allie squeal and tried to turn to see what was going on. "Shit." He thought as he saw that Hentai had wrapped his actual dick in two tentacles and was now fucking the atheletic beauty for all she was worth. Her eyes were rolled back in her head and sounds of pure delight were coming out of her throat past the tentacles there. Thank Arceus she could take it.

He felt the knot be aided to get past his entrance and pop into his ass. This made Ace started to hump furiously to get his climax and Ryan's own climax was getting close. Ryan's ass felt stretched to the limit with the still swirling tentacle and canine knot filling him. The hot knot was pressed against his prostate and before he could stop it, his own cock erupted straight onto the bedspread.

She was going through her second climax this round, due to hentais senseless fucking. The woman was loving every second of this, lost in pure pleasure. Ace had knotted Ryan and they were stuck together until the knot deflated. It'd be a while until then

Ryan's guts felt like they were being filled with molten lead. Houndoom's semen was hot and his body was dripping with sweat from the heat. Luckily this sensation only lasted a few minutes when Hentai finally reached his peak. All the tendrils buried in me, Ace, and Allie started to pump us with cool water-type fluid. Only Allie was getting the actual seed, but the cool fluid helped cool down his burning guts.

Allie looked exhausted, due to the battle with Ryan and both rounds of sex. Her body had reached her limit for the day but she did want a bit more. Lucy opened the door to check on her trainer, freezing at the scene before her. Oh boy- what had Allison done this time?

Ryan collapsed into the puddle of his own seed beneath him as Ace and Hentai retreated from his body. The tentacle monster deposited the girl next to him and went to go back to his ball. Hentai was only good for one round, but it was one hell of a round. "I know we should shower again, but I can't move." He said as he rolled over onto his back and offered up his arm as a pillow

The female Lucario picked Allison up and put her in the bed next to Ryan before putting Ace back into his Pokeball. Then Lucy left the room to go back to cuddling with Inferno. Strangely she liked cuddling the Charizard. "We can shower in the morning then." The raven haired woman responded softly.

Ryan nodded and pulled the blankets over them, kicking the stained comforter onto the floor. Pulling the beautiful woman close to me for warmth the were out within seconds.