Let it be known I'm not a click baiter. You wanted Ash, you shall receive it. He's my favorite character to write about anyways. Hope you enjoy it.
Kanto had been having some long and eventful days, people traveling to it for all sorts of reasons. The locals were enjoying the lush green of the spring and the strong sun overhead which on this day was beginning to cool as the evening set in.
The explosions were heard far throughout the forest. The sun was starting to set but energy was still high with 20-year old Ash Ketchum as he battled against another trainer. He wore his Kalos outfit, adjusted to fit his older and bigger physique.
"Go Dragonite, flamethrower" Ash called.
Flames sprung from the dragon's mouth scorching the opponent's Metagross knocking it unconscious. "No Metagross. Come on, return. Go Machamp!"
"Champ!"
"Use cross chop"
The 4-armed muscular pokemon charged at the dragon. Ash told Dragonite to fly high and dodge and with such speed it did. Dragonite flew down with a thunder punch but it got blocked by the Machamp, grabbing the arm. "Now Dynamic punch!" the trainer demanded.
The explosive punch blasted Dragonite square in the face knocking it out.
"Good job Dragonite" Ash said recalling his friend. "Get a good rest. Pikachu it's down to you".
The lightning mouse and the fighting pokemon went to battle. Pikachu's speed allowed a couple of quick attacks to land, but Machamp's core was strong, barely sustaining any damage. Cross-Chop caught Pikachu mid-air knocking him to the ground in a heap of rubble. Machamp squeezed Pikachu in its arms but thunderbolt zapped the 4-armed pokemon and got it to release its hold. Iron tail and dynamic punch cancel each other out knocking both pokemon back, Ash called for the z-move and Pikachu fired out a 10 million volt thunderbolt and Machcamp could not escape the barrage of electricity.
With Machamp a bit fried, the trainer recalled his pokemon and conceded. Ash and Pikachu end up sharing a victorious high five when a raindrop falls and lands on Pikachu's head making him look up.
"Uh oh" the trainer says. "I forgot it was supposed to rain this evening. Good battle man, I got to head to town."
"Wait, do you think you could give us a ri-" but it was too late, the trainer had taken off on his scooter leaving Ash and Pikachu stranded in the woods. With no other choice they ran through the trees trying to find a shelter of some sort. The droplets were splashing down around him, moving quickly, Ash heard Pikachu call out to him.
"Pika-pi!" The tiny mouse yelled while pointing to a large cave on the side of a mountain.
"I see it, alright!" Ash cheered jumping into the cave. Within mere moments of settling into the cave the rain crashed down hard with heavy thunder in the far distance.
"Wow yikes, that was a close call. Good find Pikachu" Ash says.
"Pi-ka" Pikachu says confidently, giving himself the thumbs-up.
They stood several feet inside the cave, able to look out at the darkening sky as the rain pored all around the area, quickly filling cracks in the ground with water. Trees shook violently from the wind and lightning crackled in the distance. The dried out grass was likely the only one appreciating this storm.
The boys looked around, the cave was wide and dry, but also a bit intimidating. Looking down a ways, Ash could see rocky ledges they could sit on, and even further in the cave split off into a wider chamber with other directions to go, so it was clear it was an elaborate system. Though, no other pokemon seemed to be in here taking shelter, so they were quite alone. Ash headed over and sat down on one of the smoother rocky mounds, his yellow mouse friend soon joining him. It did feel nice to relax after all that running.
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"It's been over an hour," Ash said glumly. "It's night now and the storm is only getting worse. I guess we're sleeping here tonight, I'm going to take a look around, do you want to come with Pikachu or stay watch?"
"Pi Pi Ka" Pikachu said looking drowsy.
"Alright tell you what, you stay here and watch over my stuff and the others. I'll just look a little ways ahead and make sure all is good. I'll call for you if I need you". Ash pulled out a blanket from his backpack and draped it around his partner. He left his bag, pokeballs, and his fingerless gloves on a stone flattop before making his way into the cave.
The cave was pretty dark, but the occasional glowing crystal lit things up enough for Ash to see his surroundings and navigate safely. He had squeezed between a tight fit and pushed a large rock out of the way when he heard a strange rumbling sound. It was almost like growling, but there aren't any rock pokemon that growl necessarily. Ash looked up and saw an opening at the upper end of a wall, that seemed to be where the sound came from.
His eagerness to meet new pokemon taking full effect, Ash carefully climbed the side of the wall, pulling himself up over the ledge with his arms, looking down he saw a large purple mass coiled around itself. It moved up and down in subtle movements while growling, or more so snoring? It must have been sleeping.
"Who's that pokemon?" Ash whispered, using his pokedex on the creature. It showed him the unknown symbol indicating this creature wasn't a known pokemon. The fact Ash had the most upgraded version of the pokedex made him uneasy, how was this thing in Kanto of all places not discovered yet? He put his dex in his pocket and caught a whiff of something sweet. It was like the cinnamon his mom would put on her biscuits.
Though he loved food, it was never something to get Ash horny. Yet he could feel his junk pressing up against his jeans. He was still curious about the supposed pokemon sleeping down there, but he was shifting a lot on the ledge. Ash started breathing through his mouth as he pushed himself against the ledge and grinded against it. The rock terrain wasn't very comfortable but he needed something to take the edge off. It made no sense feeling as he did right now, what in Arceus' name was happening?
Ash was getting some relief when his hand slid a little, not focusing on his grip. He pushed a pebble off the ledge and it bounced against rocky protrusions in the wall before hitting the ground. Though the sound was small, the creature made a grunting sound and a head popped up scanning the area. Ash held his breath, but those dark eyes turned and eventually faced his way, widening when they saw him. Spreading out from the creature were tentacles, a lot of them, some grabbing the wall and floor to pick the creature up, others hovered in the air pointed at Ash who was trying to find a foot-hold to climb down.
The creature reached out for him and Ash stumbled back falling and landing on his rear end. He groaned in pain but rolled onto his feet as he saw the creature begin to slither itself over the ledge. His hat fell off but there was no time to go for it as he ran down one tunnel, the dim light making it hard to see. He only got about 50 feet before stopping at a dead end. Ash turned and took a few steps forward to run back but it was too late, the creature had caught up and was blocking the way out.
"Stay back" Ash called out to the creature. "I don't want any trouble and I won't make it double".
The creature slithered forward a little and Ash took a step back. It moved again forward and he stepped back. A few more feet from the creature and Ash's back bumped into the stone wall behind him, he was trapped and only a few feet from this large, purple monstrosity.
"Can you understand me? Look I'm sorry I entered your home" Ash pleaded. "It started to storm outside and I didn't want to get caught in it and get sick. I had to protect my friends too". Even all the way in to hear the light rumbling of the storm could be heard, the creature looked behind it as if it was processing what Ash was saying.
"Y-Yeah me and my friends, we'll leave you be as soon as we can, we don't mean you any harm. In fact, we could be friends if you wanted. Friends look out for each other and can be trusted. I want you to know you can trust me."
The creature turned its round head, side-eyeing Ash for a moment. He was a little scared but not as fearful as others had been. He was kind, and seemed truthful in protecting those who mattered to him. The creature, though startled earlier, had no intention of harming the human. It reached back with one of its tentacles and presented it before the boy.
Ash was pleasantly surprised, the fact this thing picked up his hat and held it out to him was a good sign, and he was simply happy to not have lost one of his best hats in the process. Ash reached out and took it from the creature who retracted its appendage.
"My hat, thank you for getting it for me. Sorry for scaring you before, I'm glad we can move forward from all that nonsense" Ash said smiling. The creature gurgled softly in a kind response.
The creature paused a moment before moving out a tentacle and using it to point at Ash's lower area. Ash looked down and blushed, the creature was gesturing to the tent he pitched in his pants. "Oh that's just a part of me" Ash said laughing uncomfortably. "It's like my own tentacle haha. I really like your tentacles, it must be nice to have so many arms. I don't know what that smell in the air is. It makes my body feel a little funny is all, no need to worry".
The creature's eyes grew in surprise at the revelation and then it shook with excitement. The tentacle moved forward a bit and brushed against what the human called "its own tentacle". Ash shuttered and dropped his hat to the ground. "That's okay," Ash said in a near whisper. "You don't have to uh…" but the creature was already happy with the results of this test.
The tentacle continued rubbing against Ash's crotch, doing so with more purpose now. Ash had to admit, it felt good. His face went hot from the embarrassment, was this really okay, allowing this creature to do this? Ash had touched himself before, but he was indifferent to the idea, yet now, having someone else do it to him, and the thought of those tentacles grabbing him, it was enticing.
Out of his daze Ash saw another tentacle snaking its way along the floor up to him. It moved around his leg, coming to the front and with the first tentacle they worked at his belt, unbuckling it and diving down to unbutton his jeans faster than should be possible for a creature that never met humans. "Wait I-ah" Ash said before having his breath taken away by the tentacles slipping into his pants, grabbing his cock through his boxers.
Ash turned around, placing a hand on the wall to brace himself, and then the tentacles were on him. They ran along his waist and shoulders, smearing their slime on his jacket, some of that slime grazed Ash's cheeks and it only made him more turned on. More tentacles gripped his ankles, forcing Ash to spread his legs apart a little. All the little movements on his body, Ash somehow felt cold on the outside but burning hot on the inside.
"I want you, I really want you" Ash spoke. "But please go easy on me or I'll lose it". Ash looked down and watched a tentacle tip pull the zipper of his jacket down until he heard the little metal clipping sound of the jacket opening. The sopping wet jacket was pulled off his shoulders and Ash heard it get tossed away behind him before placing both hands on the wall.
Still nervous, Ash was relieved for the time being the tentacles left his upper half be. With his jacket gone he was in his soft t-shirt; the torso was dark gray and lines separated at the crook of his arms where the sleeves were white ending at the rings of the arm holes being dark gray as well. It was clean of slime but his jeans on the other hand, began to dampen from the substance as they and his boxers were slowly pulled down his legs to his feet, Ash's member popping itself free as soon as it could.
Ash's firm ass was on full display for the creature who delighted in the site. Tentacles wrapped around Ash's now bare legs and one wrapped a couple times around Ash's hot dick. Using a little less the force it would apply to a wrist, the creature held Ash down there tightly enough to not hurt him and began moving the limb back and forth, trying to stimulate the human male like it would a female. The creature liked it better when the human had holes it could go into, noting there was at least one, but Ash's deep raspy moaning was a clear sign it was doing something right already.
Ash breathed irregularly as he was pumped by the creature's tentacle. It moved at a fast pace, running Ash's skin against itself again and again for a while before switching to very slow strokes making Ash bite his teeth. This back and forth with the pacing kept Ash feeling continuous waves of pleasure through his cock. Another tentacle reached around his sac and lightly pulled on them, overwhelming Ash's genitals with sensations. The feeling only got stronger and more intense when Ash felt another tentacle dip a single inch into his asshole.
"Oh shit" Ash said finally considering the idea of having the creature inside him. He wanted to be gradually used inside and out, forced to release all his stress and all his sexual energy. Ash wanted to be dominated, to be pushed to the limit and beyond. Pokemon battling was one kind of amazing experience, but what his body was experiencing now was something just as wonderful. "Please" Ash moaned.
The tentacle inside the human tried to push in more but it could not, the creature saw the human male grimace in pain. He was willing to accept the creature, but his body had other ideas. The creature started swirling its limb around, working around the inner flesh, feeling every section of it. It was a slow process but the creature could feel things loosening. This was about to get really good.
"Here" Ash spoke awkwardly, stepping from the wall. "Let me get more comfortable". Ash laid down on the ground, his upper back leaning against the wall behind him so he could watch, lifting his shaking legs up. The creature took the hint, because it pulled off his shoes and socks, then yanked off his pants and underwear moving them out of the way. Ash was left in just his shirt as he excitedly watched the tentacles grab his ankles and spread his legs far, feeling the muscles in his thighs burn a little.
A tentacle moved forward from the creature and drove itself deep inside the raven-haired boy's ass. Ash gasped loudly from the incredible feeling of his bum stretching as the tentacle claimed him, his voice echoing in the cave. The tentacle thrusted in and out, in and out, rubbing against the sensitive muscles, Ash's rectum trembling from the motions. Out from the creature came a different tentacle next, this one was still purple but didn't end at a small point, instead it had a smooth-rimmed opening at the end and Ash felt the tight muscle as it slid down his cock, engulfing it in a wet and heated embrace.
Pure lust overtook Ash Ketchum this moment, all contact to his skin coming together in a circus of passion. Ash's legs were held high as the rhythmic pounding of the tentacle buried in his ass heated his core. The feeling of the soft material of his gray and white t-shirt gently rubbing along his toned chest mixed with the warm sloshing of the sucker tentacle pulling on his member bringing Ash close to his limit and making him feel the pinnacle of pleasure. Ash's body began to move against the motions, pushing harder against them, his hands at his sides turning to fists. More, more, more the motions jacked Ash's flesh, making him tense up, the roar of his sex blazing through him. His heart was pounding, his body turning hard, seconds felt like minutes of this need to release, and then Ash blew his load. Unbelievable amounts of shots of his cum fired out, filling the sucker tentacle, the creature taking his sweet taste in. Ash's body jerked as he kept orgasming, his cock pulsating from the expulsion of his essence, never knowing such life-altering satisfaction and so happy to now do.
The creature gently let go of Ash's parts and slid itself out, watching him relax over time from the amazing explosion he had. The creature was truly happy, the taste of the human's liquid was great, and it loved watching him enjoy himself so much. As patient as it was, the creature wanted to be all over its new friend, to feel more of his body as he came, to hold him close as he experienced the tentacles. It needed more of him.
Ash caught up with his breathing, feeling as if he won another league with how positive his outlook was right now. And yet in the sweet smelling air, his cock stiffening again, he wanted more of the creature. They seemed to be in agreement since the creature shifted its figure closer so it was towering over Ash. Tentacles reached out, more this time, and they slowly raked over Ash's arms and legs.
"Violate me" Ash moaned. "Run those things over me and destroy me". Ash had never talked like that before, and he figured he'd never do it again, so just for this moment, being so submissive was worth it. The appendages circled around his limbs, pinning Ash down, there was no escape from it now. A tentacle different from the one that penetrated him before, began sliding its way into his ass, almost no resistance being offered, Ash's hole graciously took in the offering. It moved delicately, warming Ash back up and stimulating him, his toes curling.
Tentacles now glided up his waist, pushing his shirt up to his neck, Ash was ready to be touched all over. The tentacles slowly ran through the divots of Ash's muscles on his chest and curved around his back. Two poked the points of his nipples before looping around and tightly pinched, the raven-haired boy gritting his teeth in response. The slithering all over him made Ash hard, he looked more purple than tan now, he was encased in tentacles, he felt as if he could drown in it and be okay.
Ash felt himself get lifted off the ground, the creature pulling him within mere inches of it; any fear was gone, the creature looked sexy now more than anything. Then Ash felt it, a second tentacle squeezing itself into his asshole, stretching him further the pain hit like a truck. Ash yelped, but he quickly calmed, the first tentacle kept moving making his butt quiver while the second pushed in slowly with each thrust until both were fully in him. Ash looked up into the creature's eyes, his own big brown masses of desire, he felt his arms forced above his head, tentacles reached for the hem of his shirt and pulled it up, over his head, and dropped it onto the ground. He tensed, pulling on the tentacles gripping his arms and legs as he felt his nipples get pinched so hard they turned a darker color, at the same time the duel penetration got underway as they worked in tandem to rail deep inside Ash.
Ash's body jolted up and down while suspended in the air, his cock doing the same. It was the one part of him not being held, the creature refused to touch it right now and it was torture. "Make me cum, I beg you" Ash said. The response he got was a tentacle shooting out from behind the creature and jamming deep into his throat. "Blag, mmmm, glah" Ash choked.
For 10, maybe even 20 minutes it went on relentlessly. Ash's ass squelched from his flesh being rubbed and prodded over and over, all while his mouth ran loaded in slime from blowing the tentacle filling his face. His sense of fainting was stopped, life coming back into Ash when finally he felt a tentacle encircle his shaft and began jerking. He came instantly, jizzing out onto the creature, but it didn't stop any tentacle for even a second. The tentacles worked in fluid motion, pulling at every piece of Ash's body, he felt like he was going to be torn apart and wanted it, shatter his heart this very moment.
Ash's body hurt, joints were allowed to bend from their stretched position but otherwise his body belonged to the creature, it rammed into his holes, filling him up more and more. He was going num in some places, only now feeling the fire at his cock. The creature also seemed on edge, it shifted in its stance, losing balance. The tentacle on Ash's member started moving rapidly, trying to pull more semen out of him. A third tentacle without seeking physical permission plunged into Ash's ass, opening him wider than possible, Ash groaning into the tentacle that vibrated in his mouth. Harder and harder Ash was fucked until both he and the creature gave out.
The creature was first, from its tentacles it shot juices out, exploding up into and out of Ash's butt in gobs. Ash coughed and drank in the juices as his mouth was loaded into. The creature glided through Ash after expelling its orgasm, bringing Ash to climax, he felt the urge ripple through him, the sucker tentacle opening at the head of his penis as it blew, heated white stickiness freeing itself from Ash, the immeasurable pleasure making all the pain go away, nothing mattered but letting it all out, and then Ash faded out of consciousness.
When Ash awoke he was so comfortable, tentacles embraced him as he was held to the creature who also seemed to be asleep. They had worn each other out, and it'll be an experience Ash will remember forever. After petting the creature on the chest a little whilst not wanting to wake his friend, Ash snuck out of the grasp. He held onto the wall as he walked, his ass was sore, and walking was stiff but he made his way around the area. Being covered in dirt and slime, Ash walked through the cave tunnel until he found water shooting out of the wall landing in a crevice and draining to likely a bigger body of water.
He used the makeshift shower to clean himself off, feeling refreshed when getting all the nastiness off himself. Once he was done air drying Ash gathered up his clothes and started putting them back on. Partway through a tentacle grabbed Ash's wrist.
"Hey you" Ash said smiling warmly at the giant groggy creature. "Thank you for an amazing night, it meant a lot to me". The creature gurgled an agreeing response before tugging lightly on Ash, trying to pull him towards it. "No, no, I have to get going. I have to get my other friends home so we can eat and finish our travels." The creature let go but sounded bothered by that. "Hey, you're great, and I promise I'll come see you again okay."
Ash said goodbye to his new friend, he found Pikachu and his other pokemon and chose to keep what happened a secret, telling them he found nothing in there and just fell asleep. Together they left the cave, leaving behind another location discovered, but the events of the previous night will never leave Ash's heart.
To be continued…
I think that's my favorite one yet. Hope you enjoyed it. Obviously there's only so many ways to describe tentacles in action, so there likely won't be too many more chapters. But it's not over just yet. The next update won't be for a while too.