Journey Before Destination (Pokemon)

Journey Before Destination (Pokemon)

A/N: Journey Before Destination was a commissioned one-shot originally written back in June of 2020. Posting it up here now for people to enjoy!

Summary: In which an older trainer named Kane comes across Hilda shortly after she fails to become Pokemon Champion. They travel together for a time, until he finally realizes her feelings for him. Two days after they become lovers, one of Hilda's friends from her home town shows up...

Themes: Loving Sex, Rough Sex, Threesome

-x-X-x-

It takes him a while to figure it out. He likes to think he's pretty smart and not completely oblivious, but it still takes time for him to catch on to what's happening right in front of him. And... it probably meant he had to do something about it at this point. After all, he didn't want her to think that he was leading her on or something, that he was stringing her along.

His name was Kane. Kane was a semi-retired Pokémon Trainer. In his mid-thirties, tall with tanned skin, short brown hair, and a perfectly well-kept beard, Kane had had what most would consider a fairly successful journey as a Pokémon Trainer. He'd traveled across the land, searching far and wide. He'd come to understand his Pokémon on a deep, instinctive level, one by one. He'd gathered up badges from different regions again and again, and he'd taken part in multiple Pokémon Leagues and Tournaments in his younger years.

He'd finished in the top five of many of those League Tournaments, but he'd never managed to place first. He'd always been knocked out before he could secure the title of Champion. But honestly? That was okay. Kane had never been looking to win. He wasn't aiming for glory or victory above all else or anything like that. In the end, what Kane had wanted was to go on an adventurer, meet lots of awesome Pokémon, befriend as many as he could, and see what there was to see, all across the world.

He'd gotten his wish in the end and had a pretty strong career as a Pokémon Trainer to boot. In the end however, he wasn't the sort of person who wanted to be a Professional Pokémon Trainer for the rest of his life. Most people weren't, even though most people still had Pokémon to call on, and what not. Kane was quite happy becoming one of those, quite happy to just... retire and no longer partake in the Pokémon Leagues and Tournaments that were constantly taking place, all across the globe.

He hadn't stopped traveling though, of course. Even if his journey as a Pokémon Trainer had come to it's inevitable end, Kane couldn't see himself just settling down somewhere. There was still so much to see, and adventurers to be had alongside the Pokémon who'd become his best friends throughout their journey together.

So yeah, he'd kept on journeying about... that was how he'd run into Hilda. It'd been on a stop in Nimbasa City that Kane had come across the young woman. She'd seemed almost sullen when he'd first encountered her, and it showed in how she was mercilessly defeating trainer after trainer who challenged her. She was taking on all comers, but by the time Kane had arrived, most had already walked away, beaten or fully aware that they would be beaten if they tried to take on the ridiculously powerful Pokémon Trainer.

Kane only got to watch her last battle, but she certainly was pretty skilled for her age. However, upon realizing that there was no one else around once she'd trounced her final challenger, Hilda had been the one to challenge him. Whatever she was working through, she hadn't gotten it out of her system yet, that much was obvious.

So, he'd gone ahead and agreed to her challenge. He hadn't seen any harm in it, and honestly, she had some serious potential as a Pokémon Trainer, potential he didn't want to see wasted because of whatever was eating her up inside. Because of Hilda's previous showing, no one at all was left by the time they had their battle. Which meant no one got to see the female Pokémon Trainer finally lose.

Not that it was a stomp, or anything like that. From the way Hilda had collapsed to her knees afterwards and began sobbing, you'd think it was, but when Kane had gone to her side and tried to comfort her, she'd explained to him that they were happy tears, even thanking him for defeating her. That was when Kane had learned Hilda's story, and how similar they were to one another.

Hilda had gotten pretty far in her Pokémon journey, especially for her age, but she'd effectively tripped at the finish line, as she'd put it. She hadn't been able to secure the win, hadn't been able to become Champion, and it'd been eating her up, ever since. Apparently, she'd tried to secure an apprenticeship with one of the Elite Four, or even the Champion himself... but they'd refused her requests, leaving her adrift in the wind.

What Kane had stumbled upon was Hilda looking for validation, or something. She honestly couldn't say for sure, but she was able to confidently state that before he'd come along, she was just digging herself into a deeper and deeper hole of self-loathing and despair with every victory she managed to accrue against the trainers of Nimbasa City.

It was only having him beat her that helped Hilda overcome her inner turmoil, oddly enough. Given the young woman's heartfelt confession, what was Kane supposed to do? He'd gone ahead and told her about himself in turn. He'd explained just who he was and told her how his journey was somewhat similar to hers, only elongated and stretched over the span of a couple of decades, instead of a couple of years.

Hilda had listened raptly as Kane had tried to put into words his philosophy on Pokémon and being a trainer. It wasn't about winning, in his opinion. It was about the bonds you made along the way, about the adventurers you had with the Pokémon that you befriended. He told Hilda about every single defeat he'd ever suffered at the height of those Pokémon Leagues and Tournaments, how he'd come so close time and time again, only to 'trip and fall' just like she had.

And then he'd told her how little that mattered, because in the end, when it came to Pokémon and really, the world in general, it was the journey that ultimately mattered, not the destination. Part of him had worried he might be alienating the poor girl. He tried his best to avoid making it seem like he was making light of her failures, instead trying to reshape and mold Hilda's perspective so she could see that it wasn't a failure at all, but instead a triumph that she managed to get as far as she did in the first place.

That was about when Hilda had asked him to teach her. After hearing everything he had to say, after wiping away her tears, the young woman had asked Kane if she could accompany him on his journey and learn more about his philosophy towards Pokémon. He supposed he should have seen it coming, given the way she'd mentioned trying to get lessons from other accomplished trainers, but in the end Kane has to admit, he's still a little surprised and a whole lot flattered.

So, he says yes. He really does see potential in Hilda, not just as a Pokémon Trainer, but as a person, a human being on the road of life. He wants her to see that potential too and has no desire to kick a young woman when she's already down. Letting her come with him for a time is easy enough really, especially since Hilda can more than pay her own way with how much she was winning before his arrival.

All in all, Kane had expected the young woman to follow him for maybe a month before moving on. She was after all, around half his age, in the end. He was more than willing to teach her his philosophy, but also fully believed she wasn't really ready for his lifestyle, quite yet. He might not have put down roots or anything like that, he was still very nomadic, but Kane didn't go out of his way to seek out towns with gyms in them in order to collect badges, and he didn't even really go out of his way to challenge trainers he met out in the wild either.

He still got challenged quite often though, which was pretty much how he made enough money to continue funding his journey, so he always accepted, and always won as well. Still, his was more of a passive route, and Hilda was young, so she would probably start getting the itch to become more active again soon enough.

Instead, days had turned into weeks, and weeks had become months. As in multiple, much to Kane's mild surprise. Hilda was all too happy to continue learning from him, as he found out, and she stayed by his side far longer than he'd thought she would. But then, by now the retired trainer had come to realize he'd misjudged the young woman. He'd thought he knew who she was simply because of her age and their heart to heart, but the truth was, he'd not realized that she was growing and changing by the day.

When she'd first started acting rather strangely, he hadn't known what to think. It seemed like she was getting clumsy, truth be told. From brushing against him so very often despite them usually having plenty of room to move around one another, and invading his personal space a lot in general, and regularly dropping things and bending over in front of him in jean shorts...

Look, in hindsight all the signs were obvious. But when it'd all first started, Kane had been of the mistaken impression that he and Hilda could never be a thing for the obvious reason... he was so much older than her. He was old enough to be her father, if said father had her when he was pretty young. At the very least, Kane had assumed himself to be in the big brother mentoring role, than anything more... intimate.

But it was obvious to him now that Hilda had decided differently. Six months into their time together, with the most egregious of tells happening just today, Kane could say without a doubt that Hilda was flirting with him and trying to seduce him. He'd come to this epiphany sat where he was now, on a lounge chair by the side of the pool of the hotel they were currently staying at.

It was kind of funny, because they'd come full circle and were back in Nimbasa City, both of them six months older... and Hilda seemingly with her eye on the prize. It had just taken Kane this long to realize that that prize was him. It'd taken Hilda coming down to the pool in what could only be called a string bikini, and basically asking him to rub sunscreen onto her body for her before she'd gotten into the water.

Kane had tried to be a gentleman about it, but Hilda had been insistent that he get every single spot that wasn't covered by her bikini. And given it was a string bikini... Kane's hands had gotten into some extremely dangerous territory before he'd been done to her satisfaction. Then, like it was no big deal, Hilda had flounced off into the water, where she was currently greatly enjoying herself.

Leaving Kane behind on his lounge chair, finally forced to accept the reality of the situation before him. He... Hilda wanted to be with him. And not just as a student to his teacher, or a traveling companion along their shared journey, but as lovers. And Kane? Kane was having a hard time coming up with reasons to say no, even though she hadn't asked him anything of that nature yet.

Sure, there was the age gap, but Hilda, while younger than him by quite a lot, was effectively a grown-ass woman all the same. She was just coming into her own in fact, her beautiful young body certainly inviting. Meanwhile, it wasn't like he was ugly or anything like that. His lifestyle made it impossible for him to 'let himself go' as it were. Rather, even at his age, he was a chiseled mountain of a man. Tall, tanned, and pretty damn muscular in his humble opinion.

He shouldn't do anything with Hilda... because it would be taking advantage of her, right? There was an inherent power imbalance in their relationship... or something. But that didn't really hold water either. For one, she was the one coming onto him... and from the look of things, she was coming on more and more aggressively now, because he'd been missing all of the signs up till this point.

If he didn't confront her soon, well, Hilda would likely go even further, and one of them could get hurt or something. So yeah, he had to do something. He just... was he really thinking about going through with this? He was, Kane ultimately has to acknowledge. If Hilda wanted to be with him... well, she was a smart, vibrant, and altogether beautiful young lady. Any man, including him, would be lucky to be with her in turn.

He would-

"Hey, silly. Whatcha thinking about?"

And like that, the object of his entire inner monologue stands before him, her body glistening with water in the sun, her string bikini soaked through and plastered to her gorgeous young figure in all the best ways. Kane though, looks Hilda right in the eye and gives her an honest smile.

"You."

That, to his pleasure and mild surprise, causes a light blush to spread across Hilda's face, though she too smiles as she plants her hands on her hips, her eyes twinkling with mischief.

"Oh yeah? Think about me often, Kane?"

Kane lets out a sigh and then a rueful chuckle as he shakes his head.

"Not often enough, I think. Hilda... have you been flirting with me? Do you have a thing for me?"

Hilda goes still for a moment... and then shrugs her shoulders self-consciously. It's immediately clear from the way her confidence falls away and she becomes a bit more subdued that him just coming out and saying it wasn't exactly what she expected. It also makes it infinitely clear that she only wore this bikini to get his attention, and that it probably wasn't what she'd normally choose, if she weren't trying to draw his eye so hard.

"Maybe... and what if I do? What would you say to that?"

Kane smiles, glad he had time to think this through and come to a decision before this conversation.

Rosa blushes at that and smiles bashfully as she twists and turns a little bit.

"U-Um, you too..."

"Oh! I know, you should join us at the beach tomorrow, Rosa!"

Kane lifts an eyebrow at that, even as Rosa goes even redder still, looking over at her friend in wide-eyed surprise. It was indeed true that Hilda and he had been planning to head over to the beach in the morning. He'd been looking forward to Hilda wearing that string bikini again if he were being honest. She'd even made some comments about what sort of fun they could get up to on the beach, just the two of them.

But... Kane could see how seeing her friend would be more important. Especially since he and Hilda had a lot of time together going forward, while Rosa just might not stick around. It was definitely better to focus on the younger woman for now, Kane had to agree. So, he nods, backing his girlfriend up.

"That sounds like a great idea. We'd be happy to have you join us. Unless you had plans already?"

At seeing her beet-red face, Kane tosses in that last bit to give her an out if she wanted one. He didn't want the poor girl to feel forced into going to the beach with them when she didn't want to. Of course, before Rosa can reply, Hilda is leaning in close to her friend and whispering in her ear. Rosa goes wide-eyed as she looks at him really quick, and Kane just lifts an eyebrow questioningly. No answers are forthcoming however, even as the girls have a back-and-forth whispered conversation with each other, one that results in Hilda snickering and Rosa giggling along nervously.

In the end, seeming to work up the courage and steel herself, Rosa looks at him and nods.

"I-I would like that very much!"

And with that, it was settled. Though Kane had a sinking suspicion of what his girlfriend was planning. He wasn't quite so oblivious to the things around him now that he'd stopped fooling himself when it came to Hilda. He definitely wasn't an idiot... but if what he thought was going on WAS going on... well, he certainly wasn't against it. So, he'd not let on that he knew too early. He'd let it play out, and they'd see what came of it all, in the end.

-x-X-x-

Even though he's expecting it, he's still pretty much unable to contain his reaction when the two beautiful young ladies come out of the bathroom at the beach the next day, having changed into matching string bikinis. It's one thing to see his beautiful girlfriend in such an ensemble, he knows how gorgeous Hilda is already, he's been with her multiple times over the last three days now, after all.

But seeing young Rosa standing right next to Hilda in a matching white string bikini, her own gorgeous curves fully on display as she smiles shyly and blushes prettily under his gaze... that's something else. Hilda, of course, asks him what he thinks, and Kane, under the policy of honesty, tells them both they look absolutely gorgeous.

This definitely goes over well, but what follows is still just a tad torturous for the older man at the end of the day. As it turns out, they're able to find a stretch of beach that's mostly empty, so it ends up being just the three of them. Just like it was supposed to be just the two of them, before Rosa had shown up the day before. However, it's obvious Hilda has changed her plans with Rosa's presence. Instead of them getting naughty in a semi-public location like the beach, Hilda has gone back to teasing and flirting with him... with Rosa right alongside her.

Kane certainly appreciates the two of them and their gorgeous bodies. And if Hilda wants to help Rosa seduce him into a threesome, well, the retired trainer is all too willing to let them both do exactly that. When the day finally begins to come to a close, the sun starting to set over on the horizon, Kane gives both young women a dry smile, very carefully not looking below their neckline, to where their swimsuits are plastered across their absolutely stunning feminine figures in interesting ways.

"Well ladies... would you both like to retire to the hotel room for the day?"

Rosa gasps at that and blushes all over again, while Hilda giggles and wraps her arms around her friend, whispering in her ear, though this time it's loud enough for Kane to hear, likely by design.

"Told you he'd understand~"

With that, the two girls drag him back to his and Hilda's hotel room, with things playing out similarly in the elevator, though this time it involves Hilda cupping Rosa's bikini-clad breasts from behind and telling Kane to give the beautiful young woman a kiss already. Which of course, he did, leaving Rosa squirming in both embarrassment and delight between their bodies, trapped as she is.

The whole 'trapped' theme continues in the hotel room itself, where Hilda strips both herself and Rosa down, while Kane is pulling his swim trunks off of his body and revealing his cock. Then, his girlfriend eagerly drags Rosa over to the bed and pins her down, gesturing for Kane to join them. Ultimately, Hilda kneels right above Rosa's head and together, both girls watch as Kane brings the head of his sizable cock to Rosa's glistening wet twat.

The younger woman isn't quite as wet as Hilda was for HER first time, given he'd eaten her out to climax before penetrating her, but she's still more than wet enough that Kane does the same thing with Rosa that he did with Hilda, thrusting in all at once and getting it over with as he takes her virginity. In turn, Rosa doesn't even get much of a chance to cry out in pain, because just as he penetrates her, Hilda moves her hips forward and plops herself right down on Rosa's face, forcing the other girl to eat her out on the spot.

Judging by the way Hilda's face contorts in pleasure a moment later, Rosa is all too happy to do so. Laid out on her back in the missionary position, she happily spreads her legs for Kane as he begins to fuck her, while at the same time she tongues at Hilda's cunt, making his girlfriend moan as she begins to hump her friend's face, riding Rosa harder and faster by the moment.

Not wanting the poor girl to suffocate beneath his lover, Kane decides it's in all of their best interests if he distracts Hilda, at least a little bit. Reaching out, he grabs hold of the young woman by her gorgeous brunette mane and pulls her in close, kissing her right then and there and lifting her off of Rosa's face, ever so slightly. Not enough to stop the other girl from continuing to eat his girlfriend out, but enough to give Rosa some room to breathe, even as Hilda moans into his mouth quite vocally.

The three of them last for a while like that, with him and Hilda taking their pleasure from Rosa, and Rosa happily giving and receiving. Hilda's moans ratchet up in intensity more than a few times as they kiss, and Kane can tell each time his girlfriend cums, as she seizes up atop Rosa's face and squirts her fluids all over her friend's features. In turn, Rosa is cumming quite frequently as well, mewling and moaning and squealing into Hilda's cunt lips down below, as he fucks her with greater and greater intensity.

Rosa's pussy walls clench and cling around his cock, squeezing down quite hard as she orgasms time and time again. In the end, Kane is well aware that he's basically the one who decides when they move onto whatever they're going to do next. Once again, just like with Hilda, he holds out until both girls have had their full and are nearing exhaustion, with Hilda's eyes going crossed right before him and Rosa's cunt walls growing more and more sporadic in their tightening and gripping of his thrusting, pistoning prick.

Finally, Kane lets himself let loose, cumming deep inside of his girlfriend's childhood friend. He fills Rosa to the brim, only to belatedly realize he hasn't even asked this time. But then, Hilda hadn't even let him ask, hadn't given him a chance to ask with how she was occupying Rosa's mouth. Hm, had that been Hilda's plan from the beginning? Such audacity deserved at least some punishment.

As such, when Kane pulls out of Rosa, he takes Hilda with him, dragging her off of the other girl's mouth and tongue by the hold he has on her voluminous hair. Pulling Hilda over to him, still kissing her for a moment, he then spins her around and bends her over, putting her on her hands and knees. Hilda doesn't fight him when he presses her face into Rosa's cream-filled quim to make her return the favor, which only serves to confirm that she knows she's been naughty and is willing to accept this mild punishment.

As he pushes into Hilda from behind, beginning to fuck her doggystyle, Kane makes eye contact with Rosa over Hilda's gorgeous figure, giving her a reassuring smile as the flustered, pussy juice splattered young woman freezes up under his gaze, blushing heavily.

"I already know what Hilda wants from this, Rosa. But before we go any further... what do YOU want out of all of this?"

Rosa bites her lower lip and squirms a little under Hilda's tongue, which is still questing around and slurping out his seed. Meanwhile, despite Kane striking up a conversation with the young woman, he's still fucking his girlfriend from behind, and driving Hilda deeper into Rosa's creampied quim as a result.

"M-Me? W-Well, um... Hilda has told me a-all about y-you and your p-philosophy... I-I think you're right... a-and if you'd have me, I-I'd like to join you both on your travels... a-as your student?"

She doesn't sound very sure of herself at the end there. Chuckling, Kane delivers a stinging spanking to Hilda's gorgeous ass as he continues to fuck her, drawing a squeak from his girlfriend even as she pulls up a little, looking back at him with a pout. He raises an eyebrow at her, and she lets out a sigh before looking to Rosa with a smile, her face half-covered in cum and pussy juices at this point.

"We would be happy if you joined our relationship, Rosa. You could be mine and Kane's girlfriend, and he could be yours and my boyfriend... if you wanted."

Yeah, as Kane figured, Hilda would have kept beating around the bush if he didn't make her come out and say it. Certainly, the gobsmacked expression on Rosa's face makes it clear that regardless of what Hilda HAD told her the night before, this was the first she was hearing of any three-way sexual relationships beyond just this encounter. For a moment, Rosa sits there with her eyes wide... and then she grins and places her hands in Hilda's hair, dragging her back down into her crotch as she makes eye contact with Kane.

"I would love that..."

And like that, they settle down to enjoy Hilda between the two of them, just like he and Hilda had enjoyed Rosa minutes before. Grunting, Kane fucks Hilda extra long and extra hard for trying to be subtle and toying with not just him but Rosa for so long. Meanwhile, Rosa cums her little brains out as Hilda eats her sopping wet quim down below, slurping up every last bit of his seed, as well as copious amounts of pussy juices.

And when Kane finally cums inside of Hilda and they all come down from their respective pleasure highs, he finds himself cuddling once again. This time not with just one beautiful young woman, but two, Hilda and Rosa curled into either of his sides as he lies back between them, drifting off to sleep. With his arms wrapped around the gorgeous girls, Kane smiles and lets his eyes close as they do the same.

-x-X-x-

If you'd like to read more of my work not seen on this website, check out and where I have over a thousand stories!

If you'd like to contribute to funding my writing at all, check me out on

Thanks for reading!

-x-X-x-

Looking for something Original from me to read? Check out !