Pool Fun Time Pt. 5 (Pokemon) (Patreon)

Poll Winner

Themes: Fucked Silly, Rough Sex, Breeding

Summary: Part 5 of Pool Fun Time. After the events of part four, Ash, Cynthia, and Diantha make their way back into town once the blizzard has come to an end. Diantha wants to get Ash a new wardrobe and brings him and Cynthia to the famous fashion designer and model Elesa, who's in town with her girlfriend Skyla. It quickly becomes apparent to Elesa and Skyla that Diantha and Cynthia are sleeping with Ash... and they want in. 

-x-X-x-

“Now that we’re all done with business, let’s say we move onto other things, cutie~”

“E-Elesa!”

Ash isn’t at all surprised by the situation he finds himself in. Perhaps he should have been. To be fair, it wasn’t like he’d known what was happening going in. The blizzard that had snowed him and his fellow Pokemon Champions in at the Ski Resort had lasted all weekend long, and then he’d found himself pulled back into the city by Diantha, who said she wanted to treat him to an entirely new wardrobe as congratulations for his victory.

It wasn’t hard to read between the lines. Diantha might have switched tunes quite rapidly, going from trying to make him her boy toy to calling him daddy in no time at all, but she was still a rich and powerful woman with too much time and money on her hands. Still, Ash didn’t mind letting her shower him with gifts.

However, what he hadn’t expected was for the gift to be more than just a new wardrobe. He should have known something was up the moment that he laid eyes on Elesa; truth be told. On top of being the Nimbasa City’s Gym Leader over in the Unova Region, she was also a world-famous model. But apparently, a woman like Elesa, known to many as ‘The Shining Beauty’, wasn’t just content with merely modeling the clothes of others… no, she was also a fashion designer in her own right, one that designed all of her own clothes and made clothes for other rich, famous, and powerful Pokemon Trainers.

Diantha had called upon Elesa to make Ash his new wardrobe now that he was Alola’s Champion, and in turn Elesa had brought along her girlfriend, Skyla, to ‘help’ with the proceedings. ‘The Highflying Girl’ was the Gym Leader of Mistralton City over in Unova, on top of being a cargo pilot by trade. She did the latter mostly because she loved flying through, and apparently she and Elesa were on vacation right now.

This was all to say, he, Cynthia, and Diantha had all met up with Elesa and Skyla for a private fitting a couple hours ago. And for the last two and a half hours, Ash had basically been Elesa’s dress-up doll as she’d taken his measurements and tried out all sorts of colors and fabrics on him, before ultimately making up her mind and designing what she called ‘the perfect wardrobe for Ash Ketchum’.

Of course, somewhere along the way, Elesa had started getting more touchy feely than was really appropriate. And while Ash didn’t mind having the gorgeous model all but groping him, he could tell that Elesa’s slutty behavior was definitely getting to her girlfriend, Skyla. Until finally, business was all said and done and Elesa had stopped playing around.

Reaching down, the beautiful fashion designer had flat out grabbed Ash by his crotch, giving him a grin and delivering those fateful words about ‘moving on to other things, cutie~’. Ash wasn’t against that of course, but Skyla had called out her girlfriend’s name, sounding positively scandalized by Elesa’s behavior.

Looking over at her red-haired girlfriend, Elesa grins wickedly, her eyes lidded as she continues to grope Ash’s crotch.

“Oh come off of it, Skyla. What do you think Diantha offered me for this little job anyways? It certainly wasn’t money! Besides, you and I have discussed threesomes with a man before. Are you saying a bonafide Pokemon Champion like Ash here isn’t good enough for you?”

Skyla squeaks, her face as red as her hair as Elesa just giggles while continuing to fondle his junk.

“Because let me tell you, Skyla, if this erection is anything to go off of, he’s very much good enough for… me…”

Suddenly, Elesa pauses, blinks, and looks from her girlfriend to him. Then, she looks down at where she’s holding his cock and goes wide-eyed in both realization and disbelief. Ash knows what has her so shaken all of the sudden, of course. When she’d first grabbed his crotch, she’d mistakenly assumed that all of that touching and flirting she’d been doing while getting his measurements and designing his wardrobe had left him with a raging hard on.

… It hadn’t. Rather, Ash had been completely soft the entire time. It wasn’t until Elesa started giving him a veritable handjob through his pants that he’d started to actually grow hard. Realizing this, the gorgeous model gapes at him for a moment before suddenly working open his pants in a flurry of movement that has Skyla squawking indignantly on his behalf for a second… before squawking in disbelief as her girlfriend pulls his cock out of its confines, revealing his TRUE size along with the fact that he’s still growing hard even now.

“T-This is…”

A giggle from the other side of the room draws their attention over, only for them to find that Diantha and Cynthia haven’t been idle. The former has pulled the latter into her lap and is alternating between kissing and necking Cynthia as she fondles and gropes the blonde’s tits and cunt. As Cynthia moans in Diantha’s grasp, Diantha makes eye contact with Elesa and just smirks.

“Sorry Elesa, but plans changed. If you want a piece of our daddy, you’re going to have to convince him you’re worth it~”

Ash tilts his head to the side as Elesa processes this, her eyes darting back to him and then down at his cock again before finally she gulps and gives him a super sweet smile and a bat of her eyelashes.

“Well, sir? What do you say… wanna take me and Skyla for a spin?”

Skyla eeps but doesn’t actively reject the idea. That’s the only reason Ash doesn’t either. If Skyla hadn’t been at least visibly interested in his dick, he would have kicked Elesa to the curb in a second. He had no desire to be a homewrecker, after all. But the way the beautiful fashion designer was talking made it clear she and Skyla were both bisexual and the way Skyla was staring at his throbbing mast made it equally clear she DID want him to take them for a spin.

However… that didn’t mean Ash was going to let Elesa off that easily. Looking Elesa right in the eye with a placid expression, Ash smirks.

“Sure, I’ll fuck you both… but Skyla goes first. And she has to beg for it too.”

The two Gym Leaders both freeze up at that, definitely not used to being talked down to in that sort of way. But Ash IS a bonafide Champion now. While he’s technically not from their region and thus doesn’t out rank them, he is still their superior in every other possible way… and they know it.

Suddenly abandoning his cock, Elesa prances over to Skyla, who looks shaken by his sudden interest in her. The red head can only whimper as Elesa takes her up in her arms, wrapping around her from behind much in the same way Diantha has done with Cynthia over on the other side of the room. Ash watches as Elesa gives Skyla’s tits a good solid grope through her top while whispering in her girlfriend’s ear.

He doesn’t know what Elesa says exactly, but it definitely has a pronounced effect on Skyla as she goes even redder than before while biting her lower lip and staring at Ash’s cock. Finally, the cute pilot lets her girlfriend lead her forward, trembling a little bit as she looks Ash in the eye.

“P-Please sir… please fuck me. Please take your big… fat… cock a-and stir up my insides. Please deposit a thick, viscous l-load of baby batter into my womb and breed me silly with your s-seed.”

Ash raises a brow at that last part. Everything Skyla says sounds like it’s parroted back from what Elesa has told her to say. But that doesn’t mean she doesn’t mean every single word that’s passed from her lips. She’s trembling in trepidation, but also need, and he can tell she wants this… she wants what she just asked for.

Leaning over Skyla’s shoulder, Elesa is blushing too now, even as she gives him a wide grin.

“Sorry for not just coming out and saying it at the start, Champion Ash. But Skyla and I have been looking for a proper male specimen for a while now. Not just to fuck us silly in a super hot threesome, but also to breed us silly as well. It’s not like we can knock up each other after all, but we decided a while ago we still want kids. So please sir… please don’t leave us hanging.”

… Fuck it. With a grunt, Ash steps forward. Skyla barely has a chance to register his movement before he’s suddenly lifting her up into the air. Elesa grins wickedly and helps him support her girlfriend from behind, even as Ash grabs the crotch of Skyla’s shorts and-

RIIIIIIIIIIIIP~

“Eep!”

Skyla squeaks cutely again, even as he tears her bottoms off of her, exposing the Highflying Girl’s crotch. His cock slaps against her sopping wet cunt for a moment… and then he’s inside of her a moment later. As Skyla throws her head back, shuddering in ecstasy from the abrupt intrusion, Elesa looks down at where he’s now buried inside of her girlfriend’s twat and lets out a shuddering breath.

“W-Wow… you’re really not fooling around, are you Champion? So sudden… so domineering…”

“S-So f-full!”

Ash just chuckles at Elesa and Skyla’s somewhat obvious observations. His hands on Skyla’s toned buttocks, he begins to fuck the fit, athletic pilot for all she’s worth. Elesa just watches from where she’s helping to support Skyla’s weight, her hands wrapped around her girlfriend still and groping the red head’s breasts through her top.

Scoffing, Ash rolls his eyes at that.

“What? Are you honestly going to try to tell me that the last two and a half hours wasn’t foreplay?”

Elesa at least has the good grace to blush, though she also huffs a little bit.

“… That was business.”

The look Ash gives her makes it clear how little he buys that excuse however, and ultimately it’s Elesa who looks away first, allowing him to focus on the matter at hand with all his attention. As he jackhammers in and out of Skyla’s gripping pussy, Ash lets out a groan of pleasure. Maybe this wasn’t how he expected today to go, anymore than his multiple threesomes with Diantha and Cynthia were how he expected the Ski Lodge trip to end. But he’s not complaining.

And neither is Skyla, judging by the way the pilot is cumming her brains out in short order. Once he starts fucking her, he doesn’t let up for even a second, even while he’s talking to Elesa about ‘foreplay’. He just fucks Skyla relentlessly, endeavoring to not only give her the best time of her life… but also what she’d begged for. A hot, thick load of baby batter, coming right up~

Cumming inside of the gorgeous red head, he fills the pilot with his seed, leaving Skyla to go wide-eyed for a moment before said eyes roll back in her head as she shudders and cums all over his cock, flopping around like a mad woman in the process. Luckily, Elesa is holding her up with him so they’re able to contain most of Skyla’s ecstatic seizing and spasming.

Just like that, it’s over… but only for Skyla. Pulling out of the limp Gym Leader, Ash leaves her to rest on a nearby chair and then turns to Elesa… who has already assumed ‘the position’. In this case, the position she’s decided to take is a rather slutty one, with her turning away from him, bending over, and grabbing her ankles. She’s also stripped completely naked in what feels like just a few seconds, leaving Ash to snort derisively at her enthusiasm.

Without missing a beat, the Champion of Alola steps up behind the Gym Leader, model, and fashion designer. He grabs Elesa by her hips and sinks his cock inside of her without any further warning. One smooth motion later and he’s buried inside of her clenching, furnace-hot twat, her pussy walls both blazing with their aroused heat, incredibly tight, and sopping wet all at the same time.

As he begins to fuck her, enjoying Elesa’s moans, Ash tilts his head to the side and asks the obvious.

“And what about you, Elesa? Do you want to get knocked up just like Skyla?”

“Y-Yes… please, please fill me up sir! Get me pregnant!”

Grinning a little bit, Ash hums.

“I don’t know… are you sure about that? Isn’t your body your temple? Wouldn’t getting pregnant keep you from modeling?”

Letting out a shaky laugh, Elesa just shakes her head.

“A-Ah… m-maybe if I wasn’t a g-genius! I’ve already got an entire designer line of maternity clothes p-planned out for me and Skyla! I’ll p-put on an entire fashion show w-with pregnant models and h-have us costar in it!”

Huh… that was quite the hot mental image. Not that Ash even knew what sort of designs for pregnant clothes that Elesa had in mind, but just picturing her and Skyla strutting down a runway with pregnant bellies and some sort of sexy attire meant to draw the eye to said pregnant bellies was… well, hot.

And certainly enough to make Ash pick up the pace. Elesa squeals as he plows her from behind, her hands still on her ankles and her back arching as the gorgeous model takes his cock deep into her cunt again and again. She cums her brains out for him, orgasming more times than Ash can count as he grunts and fucks her with all his might.

All the while, Diantha and Cynthia are watching the proceedings while playing with each other’s bodies, the two Pokemon Champions both having stripped naked by this point. Even Skyla, who was the most uncertain about all of this, is lounging in her chair now watching him fuck her girlfriend with a lidded gaze while she scoops cum out of her creampied pussy with two fingers and brings them to her mouth to lick off over and over again.

Surrounded by such naughty women, all of whom don’t have a single pure bone in their body, Ash just grins wickedly and proceeds to give Elesa her heart’s desire. He fills and fills her with his cum, pumping a hot thick load right into the fashion designer’s womb, just like he did her girlfriend.

There’s no doubt in his mind that he got them both pregnant too, just like they’d begged him to. And as he pulls out and lets Elesa stumble forward and collapse on top of her lounging girlfriend, Ash looks around at his conquests… and finds the view to be good. Quite good indeed.