“Be good you two! See you tomorrow!” Charmander and Eevee’s trainer yelled at them before he left, going to sleep over at a friends house for the night. They both looked out the window and watched as their trainer was driven away by his mom, out into the night sky, watching the light from the moon wash over the reflection of the car and out into the dimly lit road.


        Charmander and Eevee had been the best of friends since they were born, both living in the same pokemon daycare, being inseparable from each other. When they were adopted they were closer than ever, having soft beds to sleep on and the company of each other, they felt like it couldn’t get any better.


        Eevee was always the shy one of the two, whenever an opportunity presented itself, Charmander always jumped at it, leaving Eevee to scurry about and help in any way he can, usually cursing under his breath at the youthful exuberance. It wasn’t that he hated to do things, it was just that he was so uncomfortable about how he felt towards his childhood friend. He truly loved Charmander, but he was so hesitant to make a move that he felt trapped, not tonight though. Tonight he needed to make a move, all the stars aligned for the day. All the humans and Pokemon in the house were gone, it was just them. It felt like it was now or never for him, and he couldn’t let this opportunity pass him by


        Charmander wasn’t naive though, he knew that his friend had some naughty feelings towards him, but didn’t want to pursue them for now, for fear of pushing him too far at once, potentially making Eevee shut himself down. Charmander knew that Eevee was shy, and he needed to fight that fear off himself. Charmander felt like Eevee was making progress, not for a lack of trying on Charmander’s part, he tried to drop hints here and there for him, slowly working his way up to loosen up Eevee’s hesitance.


        Charmander was still looking out the window when Eevee turned to look at him. Just as he was about to talk, he was just struck again by how much he loved Charmander, making him lose his words as he looked the lizard. The fire on his tail wasn’t the only thing Eevee felt was unbearably hot about him, and those eyes, oh those gorgeous blue eyes. No! Snap out of it, Eevee thought to himself, I need to make the move now.


        “Uh, Charm?” Eevee asked. “You got any plans for tonight?.


        “Nothing much buddy, you got anything in mind?” Charmander asked back with a warm smile on his face.


        “Uh-no, nothing really…” Eevee trailed off, blushing at the sight of his friend.


        “Hey, you seem like you got something on your mind, penny for your thoughts?” Charmander said as Eevee started to freeze up.


        “Uh nothing, just worrying about the normal pokemon stuff, like evolution, food, y'know? My mind just seems pretty hazy recently, maybe it's the new schedule our trainer has been on with school.” Eevee said blushing harder than before, being terrible at lying.


        “Hazy mind huh?” Charmander asked, with Eevee nodding to the question, trying to not make any eye contact. “Maybe this will clear you up” he said, moving in.


        “Huh?” Eevee asked, looking up, seeing Charmander inch closer to him. “What are you-” was all Eevee was able to get out before Charmander kissed him, stealing both of their first kisses (a night of firsts for the both of them was shaping up to be sure). Just as quick as it started, it ended. Charmander pulled away from Eevees muzzle with his signature, warming smile on his face, climbing down from the windowsill. “Clear you up a bit Ev?” Charmander said, face now turning into a smirk, being highlighted in the blush now showing from his face, they both were ready.


        Eevee was in a trance after what just happened, he couldn’t believe it, he was so happy, he wanted more. “No, I-I th-think it's still a little hazy” he responded jumping down to the floor, to get closer. It was Eevee making the first move this time, kissing Charmander. Charmander gave it right back to him, each kiss making the other go light on their feet, the friendship they had blossoming into pure love between the two. Awkward, but passionate their lips collided, hungering for what both have been deprived of for so long. A new feeling built inside of Eevee, one he never felt before, he felt complete.


Eevee pushed forward, making Charmander fall, “WAH!” he yelled as he fell back onto the floor of the bedroom, crashing onto a pile of clothes. “Oh my god, I’m so sorry, I--” Eevee started to say before Charmander pulled him back in, yanking Eevee right on top of him. Arms wrapped together, intertwining themselves in each other they began again, smothering the other in their lips. The feeling was too much for Charmander though, the pressure from Eevee on top of him, and the desire he felt from the situation began to stimulate him near his genital slit. Charmander didn’t recognize it at first and got even closer to Eevee, but as soon as he realized what was happening he yelled, “Get off!” pushing Eevee off of him and frantically trying to throw some of his trainers laundry on top on him, trying to hide his arousal. Embarrassed, he was blushing harder than ever. “I’m sorry, I-I couldn’t breathe, I…” Charmander now was the one to trail off, tears welling up, distressed that in his own mind he ruined this perfect moment, ruining their perfect moment.


Eevee knew what to do, getting up, he slowly approached Charmander, who was on his side now, hiding even more. “Now, now, there's nothing to be ashamed of.” He said, “What did you think was going to happen? I'm not mad at all. Fuck, I’m so ready for this, and I know you are too.” Eevee got up close to Charmander, pulling off the shirt Charm quickly put on his waist to cover himself.  “Trust me.” Eevee said, looking right into Charmander’s worried eyes. “I’ve been wanting this for such a long fucking time, and I hope you have been too, I’m not gonna mess this up” 


Lowering himself, putting his face right up against the tapering penis of Charmander. The scent of the cock drove Eevee wild, the pure, primal smell of the musk coming from the penis make him lose it inside. It was all Eevee dreamed of, the thick, red, cock of Charmander just surpassed all of his expectations. Eevee took a quick lick of the tip, tasting the salty pre coming from it, wanting more he went deeper, bit by bit, coaxing some moans and whines from Charm. Using his tongue, wrapping it around Charmander shaft, stimulating him even more. Eevee didn’t know he was working it expertly, all he wanted was to taste more of him, more of everything he had.. Pulling up and freeing his mouth, some pre followed on his bottom lip, forming a string. He ventured close to Charmander giving him a quick peck on the lips, now working down. He moved back and forth, kissing the neck and chest of Charmander, slowly maneuvering back down the body, expertly making a trail of his kisses down the slick chest and belly of his friend. Going down past the cock, he started to lick and suck on Charmander’s balls, sending a shiver down his spine, and another symphony of moans. Charm started some small thrusts, trying to get any stimulation he desperately needed for his release. Eevee obliged, giving a quick lick from the base to the pre-spurting cockhead, finally taking the throbbing rod back into his mouth. 


        Charmander needed release. He put one of his paws on the ground to get leverage and the other on the back of Eevee's head, grabbing a tuft of fur on the back of his neck. Pushing his head in and thrusting. Going all in now, Eevee tasted the pre as it spurted out of the cock onto his tongue, being pushed in deeper after every thrust. Moving further into the maw of Eevee, Charmander’s cock took up some room in his friend’s throat, showing a small but visible bulge moving in and out. Picking up pace, the thrusts became more sporadic, and Charmander started to push Eevee's face right onto his belly. Each time feeling the tip of the muzzle brush against him. Repositioning, he layed flat on the floor, placing his other arm around Eevee’s head. Then, wrapping his legs around Eevee’s neck covering his face from all sides, fucking his face with his throbbing cock.


        The sensations were beginning to be all too much for the small lizard, the wetness of the mouth, the tightness of Eevee’s throat, and the tongue working around his shaft were building him up to a breaking point. His thrusts became more frantic, more forceful, more vigorous. “Ah, I-I’m gonna cum!” he yelled out, pushing in hard, pulling Eevee’s face down deep. Charmander’s cock twitched and ropes of hot, white, lizard cum shot out and started to fill Eevee’s mouth, forcing him to swallow it down. Tongue hanging out, panting, with a huge smile on his face was Charmander, keeping the pressure applied to Eevee’s head until he was done. Still, rope after rope shot out, being less forceful each time, but the load started to be too much to the smaller Pokemon, cum spilling out and smearing the right side of his fur. Eventually the orgasm died down and Charmander released his tight grasp on Eevee. He sat leaning on a wall, with the same smile he had moments ago from release. “Oh!” Charmander exclaimed, “That was amazing” His own cock now slowly retreating back into his slit.


        Eevee responded, wiping the cum off the side of his face, “Oh hell yes, that was the best thing I’ve ever experienced.” The feeling of completeness he felt earlier built up even more, this didn’t bother Eevee though, as it kept him feeling really good.


        “I guess we are gonna have to take care of that too?” Charmander slyly asked, pointing at the underside of Eevee.


        “Ah!” Eevee exclaimed, now seeing his cock fully exposed, hanging from his sheath, almost touching the floor. Quickly he made up his mind on what to say, “If you wanna, you can do the same thing too.”


        “I got some other plans.” Charmander said with a evil look on his face, flipping over and raising his tail to the Eevee. “You seem pretty good with your tongue, maybe you could get me ready for that.”


        Eevee’s heart fluttered, he only saw the backside of Charmander a few times, and those were just by accident, were they? No time to think about that. He thought to himself moving closer to his friend. Eevee got in close and started to lick, Very clean, very tasty, maybe he was wanting this just as much I was. Licking around the pucker, feeling every ripple and ridge, savoring the moment. Then, putting a bit of pressure on the hole, he was able to push in quite easily. Even though it was easy to get in he had to work to get his tongue past Charms tight passageway. “Ah fuck yea, just like that!” Charmander said, moaning in words of encouragement. Shoving in further, he was able to get all the way inside, now tongue-fucking the ass of Charmander as he got him all lubed up. They went on for a good while, Eevee making sure Charm was ready for the pounding he was about to receive. Soon though, not being able to stand it anymore, Eevee pulled his tongue out.


        Now, sizing up his friend, he started to mount Charm, wrapping his arms around Charmander’s underside, also taking a chance to feel him up as his hands were there. Moving his hands up and down the slick lizard body drove him nuts. Squeezing and feeling all the different parts of Charmander’s body sent him over the edge. Not being able to wait any longer he positioned his red rocket right in front of the entrance, smearing the already lubed up hole with some pre. It took a little struggle, but Eevee was able to push himself in, the hole swallowing up his cockhead quite snugly with an audible POP. Now, not having his mouth full of cock, Eevee himself was allowed to moan, feeling the tight passageway of the lizard's hole on his dick. Giving a little more pressure, Eevee made his way in even deeper into the abyss of Charmander, stretching him out, cock becoming thicker the more he inched in. Every so often, he pulled back so he could thrust with more force and get in deeper.


 Charmander too was moaning, letting himself go in the bliss he felt. Feeling himself be penetrated by another pokemon for the first time was an experience he knew he would never forget, he had a few toys he kept well hidden, but it felt nothing like this. Another Pokemon’s warm, throbbing member felt amazing inside of him. Charmander felt every tug, every twitch, and every push inside of him. Warmth spread over his body as he was being fully taken advantage of, something he wanted his friend to do to him for so long, so much so it felt like a primal instinct to want it so badly. Slowly, his cock worked its way out of his slit again, feeling the pressure being applied to Charmander’s g-spot, ready for another go. Eevee noticed and didn’t ignore it, reaching around and jerking the already wet and lubed up cock. Charmander now slowly thrusting into his hand, fucking it just like Eevee was doing to him. Desperate for another release as he was being fucked.


Eevee was pushing in hard, with all his might he gave one last try and BOOM! He was hilted, fully into Charm, hip against hip. Starting slowly he worked his way out and thrusted back in, stretching the hole even more, having to account for being pushed apart so quickly. Eevee started to pick up the pace even more, penetrating Charmander’s ass quicker and quicker with more force each time, exhausting all the sexual tension he felt throughout the years they have known each other. Pounding Charmanders ass with such force both Pokemon were being pushed forward with every thrust, Eevees balls hit the underside of Charmander every time he hilted. With another twitch, Charmanders cock tensed up again and orgasmed once more, down onto the floor. Smaller ropes of cum hit the wood floor of their trainers bedroom each time he spurted out. With Charmander’s release he clenched down hard, his hole became incredibly tight, almost restricting any movement in and out. The tightness was too much for Eevee to handle, and he too pushed forward hilting one more time, ending his assault on the lizards ass. As he stayed in place, the base of his cock started to grow thicker, it became about twice the thickness of his shaft, firmly locking him inside Charmander, knotting the tight ass. “I’m gonna cum!” He yelled as his warm shots of cum pumped out of his cock and painted the inside of Charmanders belly white, as Eevee’s eyes rolled into the back of head, allowing himself to be consumed in complete bliss. Pumping the lizard full of cum made him feel so good, so powerful, so complete. 


That feeling that started all the way back when they first began started to overpower him. He got frozen in place and a blinding white light erupted across the room. He was evolving! But into what form? Eevee started to grow taller and bigger, and a black and yellow figure started forming from the light. Every part of him started to grow, he sudden weight change suprised Charmander, making him fall down onto the floor, right on top of his own cum, he felt a change too, the pressure in his ass was building. The evolving Eevee felt change under him, his cock started to grow along with the rest of his body, now almost double the size it was before, and still growing. Charmander started to yell and claw away, trying to escape, the sudden pain he felt from the growth was immense, but still very pleasureable for the lizard. The light started to dissipate and Eevee now fully an Umbreon, about three times the size of his former self. Charmander, now hanging in the air from the cock attached to him was squirming around, trying anything to get a holding, now with a visible bulge in his chest from the huge amount of Umbreon cock inside of him, knot also showing a huge bulge near his entrance. Umbreon started to move down towards the floor, helping his buddy out. “Guess we are gonna be stuck like this for a while” He said to the gasping Charmander.


“Yea, you little shit.” He said between breaths, still with his trademark smile on his face. “You could of gave me a warning that you were close to evolving.”


“Eh, this sent me over the edge, now you’ll be prepared for the next time I fuck you like a little sleeve.” Umbreon said with a smirk.


“Just you wait till I evolve, I’ll fill you up just as much.” Charmander said, feeling the cock inside of him, moving his hands around it.


“Well, if you ever do? You’re too weak to fight me now” Umbreon said.


“Oh yeah? Take this!” Charmander said trying to get into a position to hit Umbreon's belly. Laughing, Umbreon stood up, lifting the helpless lizard up back up into the air. “Hey! NO FAIR!” Charmander whined. Umbreon laughed with a newfound confidence in himself and in his new relationship with his best friend.