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It was a nice, warm day, nearly cloudless sky and sun shining brightly, the slightest of breezes to keep the air from getting too soupy. And Kyle felt like he was in the perfect place to enjoy it - a nice, sheltered spot in the woods, away from people, away from much of anything except a quiet stream and some nice berry trees. The perfect spot to kick back, relax, and get comfortable.

He was hoping his Grovyle partner, Dhendron, would do the same. And with any luck, she would soon.

“Ah, yeah…nothing like a beautiful day for a new direction.” Kyle was doffing his clothing as he spoke, getting VERY relaxed - they were far enough out that they weren’t likely to run into anyone, and on a day like today doing as the mons did felt like just the ticket. He was one of those who had gotten used to the idea of covering up less, partly by necessity and partly by design - he’d had to go without at one point for several days when what he had been wearing was ruined by a wild Pokémon that had gotten a bit too feisty. It had surprised him how well he had adapted to that, and now he indulged more often on his own terms - hard to ruin what wasn’t accessible to ruin, and it felt good, too. He was starting to understand why Pokémon thought humans covering up was silly - though, when the weather turned, he definitely was quick to go back to full coverage.

Behind him, a bit off to the side, Dhendron was sitting on the ground, poking at the soil. The Grovyle seemed anxious and uncertain, the weather of the day not bolstering her mood as much as it should have. “I guess…I don’t know.”

“Ah, c’mon, Dhendron. It’ll be fine.” The last of his coverings off, Kyle knelt in front of his Pokémon - no shyness there, he’d been in that state in front of her plenty and it had long since lost any awkwardness. “It’s natural for you guys. You’ll evolve and you’ll wonder why you were ever worried.”

“I hope you’re right.” The source of Dhendron’s anxieties were as clear as ever. She’d been feeling the urges to evolve lately, and Kyle had been looking forward to it - not that he disliked her as a Grovyle, but being his only Pokémon, there was definitely a bit of concern as to whether she could handle everything that could threaten them. As a Sceptile, though…well, she’d still have weaknesses, but she’d be a lot more capable than before. When she’d first let on that she’d felt that starting to come on, he’d been more than excited…

Dhendron, though, had not. She had confessed that she was suppressing those urges - trying to keep from evolving. And Kyle’s confusion hadn’t been alleviated when she hadn’t exactly been able to articulate what it was that was bothering her. She hadn’t had evolution anxiety before - some Pokémon did, they didn’t like the idea for whatever reason, but she hadn’t until she started feeling it coming on. She didn’t hate the idea of evolving - she had wanted to be a Sceptile until then, and she didn’t have the worry that some did about having a personality shift. She wasn’t even sure what it was that was really bothering her…Dhendron just said there was a weird feeling in her, one she couldn’t place but that made it hard for her to want to take that step.

Kyle hadn’t wanted to force her…at least, not overtly. But it probably came through without his intention - he’d dropped hints, here and there, suggesting that things would be easier, that she was getting worked up over nothing important. It hadn’t been intentional, but he was certain the pressure had come through regardless. He’d never demanded it, though, and Dhendron had held out…until just recently, a very rough battle against a Gigalith, someone she should have had the edge on, had finally convinced her that she needed to if she wanted to keep Kyle and herself properly safe. Kyle’s eagerness probably had been poorly masked, but he at least wanted to make sure it happened in a place where she could be as comfortable as possible, so that once it had happened she would be more quickly at ease.

“You’re still not sure about this?”

“…I want to be. I don’t know why…I don’t know why I just get this weird feeling when that pulse starts to come out. If I knew, maybe I’d be able to fix whatever it was and I’d feel more at ease…” Dhendron shook her head. “I don’t know. Maybe it is just silly anxiety…it’ll probably all be fine once it happens.” She didn’t sound totally convinced of that, though.

“Hey…listen, I’m always gonna be here for you,” Kyle assured her, putting a hand on her shoulder. “You’ll be fine. I’ll make sure of it, I’ll do whatever I have to do to make that so. And whatever happens, we’ll get through it. Guarantee it.”

Dhendron gave a weak smile to Kyle, patting his hand before pushing it off of her. “I’m glad one of us is so certain. Okay…stay back a bit, I’m…gonna let it happen.”

Kyle nodded, and retreated as the glow rose up in Dhendron. Evolution was a sight to witness - even if a lot of the details were occluded by the light, it was still a display that was impressive and awe-inspiring each time. Dhendron rose up as her body was wreathed in brightness, and the growth began…her body got taller, taller, MUCH taller, taller than Kyle had expected, and broader in several ways, especially in the lower sections. Legs getting thicker and stronger, thighs bulking up with muscle for leaping and springing, tail getting longer and brushier. The lengthening arms thickened up more than expected, though still remaining thinner than the legs, and each of the digits gained a thicker and longer claw, adding to Dhendron’s natural weaponry. Bulbous seeds formed on the developing Sceptile’s back, and the forearm leaves lengthened considerably, taking on a sharp-looking appearance.

As the light faded, Dhendron’s form came into full contrast, the full green frame accented by a single red stripe along the stomach and red under the jaw. A Sceptile…and what a Sceptile! Dhendron had been a fairly average-sized Grovyle, but evolution had been kind, providing a foot of height on a normal one, meaning Dhendron now stood about six inches over Kyle. And there was clearly some extra bulk as well…Kyle could tell there was power there, and that was going to be reassuring with the challenges they’d face. Even better, when those eyes opened, a bright yellow with a dark slit within, there was no sign of that previous anxiety. “Dhendron?”

“Hsss…that…is a fuckin’ RUSH…” Kyle couldn’t help but shudder a bit at the unexpectedly deep voice. Certainly fitting on such an impressive creature. “That feels good, for sure…”

Kyle smiled a bit. “Heh, I thought you’d be cool with it after it actually happened. How’s it feel, girl?”

“Hm…no.”

“…Uh? No?”

Dhendron hissed a bit, grinning at Kyle. “Not girl. Boy.”

“Wh…what? Wait, what? You…you’re a…but you’ve always been a girl, you…you never told me anything otherwise…”

“I know. I WAS female. But…I’m not, now. I changed.”

Kyle blinked. “You…changed? That, that’s a thing that can happen?”

“Yeah, it is. And that’s what it was…that weirdness I was feeling. I didn’t get it then, but I do now…it felt weird because it didn’t match with me when I was a Grovyle. But once my body changed enough, it started to feel so RIGHT…” Dhendron stepped forward, a sly smirk on his face as Kyle felt a slight bit of intimidation from the size of his partner. “Speaking of right, your scent is REALLY good…”

“Dhendron? What’s…what’s going on?” Kyle stumbled back a bit, narrowly avoiding falling over. His partner’s advance was unexpected, adding to the intimidation he was already feeling…but he was picking up on something else, too. A thick, sweet scent with a tenor he didn’t recognize or understand, something heavy about it that was twigging his brain in an unfamiliar way…he didn’t know where it was coming from at first, but then his eyes caught sight of something deep red among the green, something jutting from between Dhendron’s legs…no, TWO somethings. Two thick, blunt-ended, spiky cocks, glistening with wetness and drooling something from the ends that seemed to cling to them. “Ack! Dhendron, y-you’re ha-hanging out!”

“I sure am.” Dhendron got ever closer, and Kyle finally stumbled and fell back. The Sceptile pounced before the human could recover, half-pinning him as he leaned in close and gave Kyle’s nose a cheeky lick. “I think I’ve got too much energy…evolution can make you pretty wound up, in need of some…release. You’ll help me out, right? You said you’d do whatever you had to do to make sure I was all right…well, only one thing wrong with me, and that’s that I’ve got two new cocks that are driving me crazy with the need to stick them into something.”

This was not among the things Kyle had anticipated when he said that! That was one of those boundaries he had told himself he wasn’t going to cross, no matter how common it was, he wasn’t going to take advantage of a vulnerable Pokémon under his care…he’d never expected that HE’D be the one at the disadvantage. Trying to fight Dhendron off seemed to be futile to even consider, but even if he succeeded…he relied on Dhendron so much, denying him this could throw everything into disarray. It wasn’t like the Sceptile would HURT him, right? Sure, he was…BIG down there, but apparently it worked, he didn’t know from experience but it wasn’t like he didn’t hear people talking about it. And Dhendron wasn’t being vicious towards him, he just seemed…overexuberant. Despite everything, he still trusted Dhendron…at least to a degree. “Nn…o-okay…but, just ONE, to start…I’m, uh, you know I’m not used to this…”

“Mrrr, relax, I’ll make sure you get used to it in a hurry.” Dhendron dragged those leaky shafts along Kyle’s stomach and groin, leaving a sticky trail of sweetness on him. At first Kyle was afraid that he was going to get the double-treatment anyway, but only one of those shafts actually poked up against his rear, the other sliding along the cleft of his thigh, still making marginal contact with his balls. “Hfff, this feels SO good…now I get why males are always eager for this, never realized just how heated they got…”

“Gh, Dhendron…” Kyle felt more of the lizard’s weight pushing on him, keeping him firmly under control. It wasn’t escaping him that he was getting aroused, too…was he really getting into this sudden rush of dominance? Or was it just the heavy scent filling the air and the contact against sensitive parts? Kyle was in a bit too much of a whirl to try to make sense of it all. “A-at least try to, ah, be gentle…”

“Hh, dunno if I can.” Dhendron lifted himself a bit, and the tip of that one cock caught his rear and pressed up against his hole. It pushed a bit, making Kyle tense up…he tried to loosen himself, but that thickness was certainly proving tricky to pop in, he could feel himself trying to stretch around it but it wasn’t going right away. He was about to try to speak up, to suggest backing off, preparing a little bit more, but he didn’t get the chance as Dhendron decided to force the issue - suddenly he shoved HARD, and Kyle let out a strained cry as that thick cock jabbed its way in with much more vigor than he was ready for, the spiky shaft breaching in several inches as it made quick work of the human’s anal virginity.

Kyle hadn’t known what to be ready for...even if he had, he probably wouldn’t have been truly prepared for it. Dhendron was significantly thicker than Kyle was, significantly longer than he was, significantly less smooth than he was…and he’d questioned whether his own would be a good fit in something so tight! The initial entry certainly didn’t feel comfortable…but, it didn’t feel AGONIZING, either. Too much, too quickly, yet not tormentuous, just not ideal. If he could endure that, he hoped that was a good sign for getting used to it once things really got going. Getting a bit of time to adjust would have been most preferable…

But Dhendron couldn’t wait. Suddenly he pulled back a bit, and then thrust again, and Kyle jerked as parts of that cock speared even deeper inside. He could feel the other one sliding against his skin, leaking syrupy precum onto him, making a mess of his stomach and crotch, but that was barely registering as that thickness surged deeper into him. And then while he was recovering from that, Dhendron pulled back and slammed in deeper, nearly all that dick buried in him now. It had been quick and efficient from the Sceptile’s standpoint…maybe too much so from the human’s. But he wasn’t getting Dhendron to slow down, the breath had been knocked from him and he was scarcely able to recover it with such a thickness inside him.

Which meant Dhendron was left to his own devices and controls, and the Sceptile took full advantage. He dragged himself out, letting those spikes rub and scratch against Kyle’s insides, giving his prostate a good raking that made his dick spasm and shoot a bit, adding to the fluids already splattered all around. And then, like a snake, he struck, lancing back in and getting another cry out of Kyle, Dhendron’s hiss joining in as he sheathed himself in that tight ass once more. This time, there was no pause before he repeated the motion, and he was faster on the way out…and even faster on the way back in, driving just the slightest bit deeper.

Kyle was completely helpless to it now as Dhendron got into a proper rhythm. The Sceptile’s powerful legs were more than capable of rutting at a frenzied pace, and slowly Kyle’s body was surrendering to the imposition, getting looser and letting the lizard ram him more easily. That thick precum was making it a sloppier rut, thankfully not quite sticky enough to be slowing things down but adding quite a bit to the sensations of fullness and clinginess inside him. The spikes would swipe right through it, standing out among the rest of that girth stretching him out, but that was also the most stimulating part, and it was only building Kyle’s own arousal, making him squirm a bit as pleasure overtook discomfort and tried to smother it down. He could feel that other shaft rutting against him, the spikes dragging a little bit there, sometimes catching on his sack or cock haphazardly, not nearly as stark but still unlike anything he’d ever imagined…and Kyle was starting to come around to it, this was starting to feel pretty good, despite the ignominious beginning. He even found himself squeezing here and there, not entirely volitionally but it was clear his body was getting more accommodating. And that was getting him closer to climax…he could feel that tension building, it wouldn’t be long before in released…

Suddenly, Dhendron pulled out, that thick tool popping out of his rear with a suddenness that left Kyle feeling empty. “Ah! Wh-” He didn’t get a chance to question things before Dhendron suddenly rolled him over, and he found himself on his stomach, his lower half being kinked upwards by the amorous reptile. He was barely able to control his compliance in any way, just managing to steady himself when he felt Dhnedron’s cock lining back up…except, all of a sudden things felt MUCH thicker…

He realized it just before Dhendron struck, too late to offer any protest, as both cocks suddenly slammed inside, and suddenly it was like starting from square one, his ass protesting the too-much intrusion urgently as it was forced wide open, the raw power of the Pokémon denying it any effective resistance. Kyle would have screamed out if the air hadn’t been thoroughly expelled from his lungs already - as it was, only weak moans were leaking out, his fingers clawing along the ground as he tried desperately to hold on through the unexpected onslaught. Dhendron was being far less accommodating this time, humping in over and over and over until he got all the way in - and it was DEEP, deeper even than the first attempt, as both cocks were able to get in right up to the very base. Never had Kyle felt so full in ANY way, much less this one…

And it was only the start. If Dhendron had been fast before, now he was blinding, jerking out and driving in so fast his insides were barely able to close up. The spikes were a blur rubbing against his walls, it felt like they were driving lines into him that would just stay there, grooves for them to slip into and rub incessantly until Kyle’s body surrendered to the pleasure. Which was creeping back in, but now in much more even competition with the discomfort, not swallowing it up like before, creating a bizarre duality in Kyle’s head that kept him in a constant sway between like and dislike, jerked back and forth like his insides by those hefty intruders…

There was clearly no such conflict for Dhendron, who was crying out and hissing and even screeching a bit in unbridled ecstasy. The squirts of precum were getting more and more vigorous, filling Kyle more, splattering out more, making the human’s ass well glazed in stickiness. Some of it was slowly drooling down the back of his sack, a creeping trickle that tickled and warmed a bit, working him back to hardness, back to that nearing precipice, despite the utterly overwhelmed feeling he was getting…he could feel Dhendron throbbing inside him, the Sceptile rapidly barreling towards his finale, and there was no clue as to whether he’d make sure Kyle was dragged over the edge with him, he could only lay there and be wrestled between bliss and desperation…

At the last moment, bliss won. Dhendron’s cocks throbbed, and the Sceptile screeched as he rammed home hard, striking Kyle’s prostate one final time and setting the human all the way off. As he mindlessly expelled his pearly milk onto the grass beneath him, Kyle felt tremendous gushes of virile spunk flood him, spreading deep inside his body, building up into a thick oozy glut that tried its best to spread around and fill in whatever space it could find. So much of it, Kyle felt like a gallon was being dumped into him, could swear he was going to start ballooning out from the sheer volume, though neither of those quite matched the reality…not for lack of trying, Dhendron’s first male orgasm was certainly not lacking in any way, giving his trainer everything he could possibly handle. It was at least allowing a bit of reprieve from the turbo-speed rutting, letting the burn in his ass settle down a bit and cool off under the growing smear of Grass-type cum that was seeping into whatever crevice it could find, including the cleft between those two cocks.

For a moment, there was nothing there but two panting bodies. Dhendron catching his breath from the wild exertion, Kyle trying to recoup some of the air that had been forced out of him, now trying to find space to return with the new competition inside him. His limbs felt like jelly, he was lucky his knees were able to still hold up any part of him, his arms had already given out and his upper half was almost all the way on the ground. His heart was thudding hard, the racing mix of emotions keeping it unsettled…but at least he had time to catch his breath, maybe calm things down. That had been a hell of a ride, but he’d managed to get through it…if he could take Dhendron’s most imposing, then he could handle just about anything the Sceptile threw at him, right?

“Haah…” Dhendron’s voice came through the haze in his head. “Knew you could handle it…that’s a good start…”

…Start? Kyle’s eyes widened, and he realized what was happening just a moment before Dhendron rose up again, pulling those twin shafts back…and then slamming them forward again, driving a cry out of the human once more. Apparently Dhendron wasn’t done - and if the eager hisses of the lizard were anything to go by, they were far from it…

———

When Kyle awoke, it was to a sky that was still dark overhead, though with hints of lightening coming in. He was still where he had been when it had all gone down…as was Dhendron, spooning him from behind, the Sceptile’s arms wrapped tightly around him. Every part of Kyle felt incredibly weary still, the sleep had only tempered the fatigue - he had far too much of it for it to be easily cured that way. His ass was no longer being plugged by Dhendron’s cocks, though it still felt quite stuffed with that thick seed…it didn’t leak out very quickly, and by the time they were done, he did feel like he was a bit swollen up with it. That apparently hadn’t abated by this point, though he did feel like it was less than it was, at least by a little.

Then again, that probably shouldn’t have been a surprise. Dhendron had gone on a lot longer than Kyle had been able to match - the Sceptile had put eight loads in him by the time he was done, and Kyle had been awake for each and every one. Dhendron had introduced some vines into the mix to help keep Kyle in position when his limbs proved uncooperative, and had taken him in various positions after that to give at least those parts of him a little break. His ass hadn’t gotten one…he could feel the soreness as he woke up, though it probably would’ve been worse had it not been a Pokémon who’d gone to town on him.

“Mmmm…” Dhendron stirred as Kyle shifted a bit, trying to alleviate the soreness as much as he could. “Morning…really early morning, I guess.”

“Y-yeah…hh…how’re you feeling?”

“Better.” Dhendron rubbed at Kyle’s slightly distended stomach. “Hm. I really went to town on you, didn’t I?”

“You…could say that.”

“Heh…Sorry about that. I mean, I’m kinda not, but I am.” Dhendron squeezed Kyle a bit against him. “I think…I kinda got hit with a triple-whammy there. The rush of evolution, and…I’m bigger than I thought I’d be, so I guess I must’ve had a mild Alpha Awakening…and that combined with being totally unprepared for what being a horny male was like…I kinda, uh, lost control completely, there. And I swear I’m trying to feel broken up about that because it felt really fucking good to cut loose like that…but I didn’t want to hurt you, and I guess I really overdid it.”

“Speaking of ‘you could say that.’” Kyle wearily brought a hand to Dhendron’s face. “I guess, though…the good news is, you’re not gonna get hit by all that again. So…maybe next time, it’ll be more manageable.”

Dhendron snickered a bit. “Already thinking about next time? I didn’t fuck your libido totally dead, then.”

“Well, it’s not like YOU’RE not, I’m sure. But since we already crossed that line, and…well, in spite of everything, I did enjoy myself, somewhat…I’m sure if you’re not in completely out-of-control mode, I’ll probably like it more. But it’s gonna have to wait until I can feel my ass again…and I don’t feel like I’m carrying an egg because of how much you jizzed into me.”

“I can wait that long. And I won’t go that crazy again, promise…I don’t even think I could. Can’t promise I won’t still be dommy when I’m in the mood, though, that felt weirdly kinda right.”

“We’ll…see how that goes. Uh…” Kyle hesitated a bit. “Are you…sure you’re good? After…that change?”

“Mm, yeah, I am.” Dhendron nuzzled Kyle affectionately. “I think that was what I was feeling so weird about before evolving…my body knew what was going to happen, even if I didn’t. But it also shifted my head that way, too…so now, I feel as right as if I’d always been a male. Guess it’s just one of those things that can happen during evolution…but it can happen for us without that, too, so it’s fine.”

“…I need to learn a lot more about Pokémon, I guess, because that sounds weird to me. But not now…I need a day where I can just soak, rest, and try to get my limbs back into working order.”

“I’ll help with that. And promise, I won’t get frisky…with you, anyway. Once you’re ready, though, I’m gonna make sure you enjoy the hell out of getting nailed…and since I know you can handle both of them, you’re gonna get ‘em both whenever I can make it happen.”

Kyle let out a bit of a groan, but that was the most objection he was going to put up. After all, he COULD handle it, he supposed…and if Dhendron could make it feel better and more manageable, then maybe he’d even come to prefer that in time. So much had gone weird that he wasn’t ready for…clearly, evolution could bring unexpected changes, in a whole lot of ways. But if they navigated this right, maybe they’d all be changes for the better…so long as his ass got enough of a break now and then.