Characters: Ash Ketchum (18) and Cynthia (late 20s)

Requested and storyline by: DhairyaTimbadia

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After his talk with Paul, Ash decided to go back to the hotel. He has a huge day ahead of him tomorrow. Tomorrow, Ash will be facing off against the mysterious trainer that everyone has been talking about name Tobias. He's the trainer with that has been defeating everyone using only his Darkrai. Questions fill the messy haired trainer's head. The obvious question is how did this Tobias guy managed to capture a legendary Pokémon in the first place? Secondly, what other Pokémon does he have? But more importantly, how will Ash be able to defeat Darkrai?

But Ash can figure all this out later. He faced plenty of even tougher trainers before and besides, the stronger his opponents are, then the greater the battle. So to Ash, his match against Tobias will be icing on the cake. Or the crush to his mother's double deep dish pizza pot pie: Ash's favorite dessert.

Speaking of dessert, Cynthia presents a bowl to Ash fill with three scoops of ice cream. Chocolate chip, peppermint, and strawberry. Cynthia loves her ice cream without a doubt. "Thanks," Ash says.

"No problem," Cynthia replies. "If you want more, there's plenty in the freezer."

Ash takes the first spoonful of the peppermint flavor and pops it in his mouth. It takes just like a regular peppermint candy cane Ash eats around Christmas. "I'm guessing you called me over to discuss more about today's battle," Ash assumes.

Cynthia smiles as the little bit of ice cream in her mouth slides down her throat. "Not exactly," she responds. "But since you brought it up, let's talk about it."

"Uhh...no disrespect to you, Cynthia, but I want to get some rest for my battle against Tobias. I still haven't figure a strategy to defeating his Darkrai."

"This will only take a sec." Ash doesn't have much of a choice. He can't deny the words or request from a powerful champion like Cynthia. So he is going to sit there, eat his ice cream, and listen to what she has to say. "But what I will say is that I'm expecting a battle similar like today's at the Championship League."

"Championship League? What do you mean?"

The blonde woman places her bowl on the table and walks towards her hotel window. "Of all the years I've been battling, I have never seen such a rivalry between trainers like you and Paul. Not even with the Elite Four." Cynthia can tell by the puzzled look on Ash's face is still not following, so she's going to break it down in the language he will understand. "I have to work real hard to secure my title as Champion from you or Paul."

Now the trainer understands enough. If it's a challenge she's proposing, then Ash can't help but except. But there is just one flaw in her plan. "It won't battle," he fires back. "Either way, I will beat you and become Champion one day."

"You have to defeat Paul first in order to challenge me," Cynthia warns.

"I'll be him first and then, I'm coming for you next." Cynthia giggles at Ash's determination. Of all her years as a strong champion, she has never met a trainer more fired up than Ash. This kid really has what it takes to be champion one day. But the Kanto native still have a long way to go. One thing is his match against Tobias and his Darkrai. "So what's the second thing?"

"Huh?" The blonde woman snaps herself back in the present.

"You just said there was another reason why you pulled me in your room. What's the second reason?" Now that Cynthia has Ash all to herself, his friends and Pokémon are all back at the hotel while her own team is staying overnight with Nurse Joy, nothing can distract her. She takes off her black overcoat in a seductive way to expose her smooth, cream colored shoulders. After which, Cynthia walks up to the baffled trainer until their lips make contact.

Ash's pants start to feel tight around his waist and upper legs. He always did found the grown woman attractive like Brock, but didn't want to say anything because she's the champion. But since they're all alone, nobody will be able to find out. It is just him and Cynthia.

Ash feels something tickling his lips and spread them apart until Cynthia's tongue finds it way inside his mouth. Trails of saliva spread from one another during the Kalos kissing as the temperature inside the room starts to rise. Cynthia lifts up Ash's shirt and plants kisses on his manly chest. Ash is becoming more of a man everyday. Speaking of which, her head trails down his pants before she unzips it to expose his seven inch lower region.

His meat is bigger than I thought it would be Cynthia thinks to herself. I wonder how it taste.

"Ugh," Ash grunts the moment Cynthia wraps her mouth around his dick as she shows off another unique talent. Her mouth glides down his pole as her tongue moist it with saliva to make it not much to make it too slippery, but enough for her mouth to slide down. Follow by the sucking noises, Ash starts to feel cum building up.

Of all the blowjobs Ash received over the years, Cynthia seems to be the most experience. "You must have done this before," the male grunts.

"I do have a life outside my battles," Cynthia response performing a hand job as well. "But it's been a while since I last dated. What about you, Ash? Do you have a woman in your life right now?"

"No, actually. I've been focusing on winning the Sinnoh League."

"Well then, let me help you focus," Cynthia resumes the blow job. After another minute, she takes off her black top to reveal her breasts. Ash knew they're big, but they have to be a nice C-size. Not to big and nowhere near small either. Cynthia leans forward and placed Ash's still harden member in between the valley of her chest. While at the same time she continues the blow job.

Ash is not sure how much more he can take. And he doesn't know what's more suprising. The fact Cynthia does this kind of thing or she went all day without wearing a bra. He wants to keep this going but it's clear that his body won't allow it. His hips buckle forward and follow by a grunt, Ash sprays all over Cynthia's face and breasts with his white assets.

Giving the messy haired trainer a minute to rest, the regional champion scoops up some of his cum and licks it clean with her tongue. Cynthia can't remember the last time she tastes the cum of a young trainer. It tastes fresh and well developed unlike the last guy she was with.

"Are you ready to continue?" Cynthia asks. Ash opens his eyes and find the blonde woman standing in front of him only wearing a pair of black panties. The sight of a near, naked grown woman is enough to ready his penis for another round. "I take that your bulging manhood is saying yes," Cynthia chuckles as her underwear falls down to her feet.

She pulls Ash's pants and boxers off his legs then straddles him. His seven inch dick makes his way inside her waiting wet hole.

"AH!" The both scream, almost reaching their orgasm right at the start. Cynthia has never felt this in such a long time. She forgot how having a young man's penis inside her felt. "I've waited so long for this," she moans.

With both hands on either one of Ash's shoulders, Cynthia continues to bounce on top of his waist. His eardrums being pounded by the sounds of the woman's love making noises. Follow by the sound of their waists make a slapping sound every time they make contact. With both hands on her waists, Ash bends his head down and sucks on her left nipple.

The temperature in the room hit an all time high. Ash takes turn sucking each nipple while giving both Cynthia's cheeks a nice, soft smack. Excitement continues to build in her body as its eager to release. But Cynthia manages to find the power to maintain herself...until ten seconds later.

Cynthia shrieks as the feel of something her clitoris: Ash's index finger. "ASH," she screams. "YOU SON OF A BITCH!!"

But Ash just chuckles at himself. "Isn't that why you let me fuck you? Now it's your turn to cum. And I'm not stopping until you do." With a tiny twist on her clitoris follow by another thrust, Cynthia's squirts her orgasm. His entire member is covered with her love juices. Cynthia falls off of her boy toy and collapses on the other side of the sofa. But if she thinks this is over, Cynthia is sadly mistaken.

Ash isn't the type to take things laying down, especially when it comes to sex. Cynthia maybe older and more experience, but it's Ash's turn to take control. He's about to confront the rumors she heard about him.

Ash flips Cynthia around and places her legs on the floor. And even though she's standing, the upper part of her body is still bent over on the sofa. This angle is just what Ash needs to take things to the next level. From behind, Ash slides his way inside Cynthia and waste not one second to rock her world.

"AHHH!!" The Champion helps.

She makes no further intention to form any word. Cynthia allows any moan, groan, and grunt escape her windpipe. As her chest lays on her sofa, she lets Ash pound the living daylights out of her. Her body rocks along with the two seat furniture. Cynthia never felt such raw power before, even when it was her first time.

At this rate, the only thing she has to worry about is whether or not someone will hear her screams. She don't need to remind anyone about her regional champion's title. It wouldn't look too good if someone finds her banging a Pokémon trainer currently in the semifinals of a Pokémon League. Meanwhile, layers of sweat is collecting from the outside of Ash's skins. His muscles grow tight while layers of his semen is building up inside of him, asking to be release.

Ash reaches over and cups both breasts again, massaging and squeezing them like two balloons. Just to keep his mind off from making a mess, but to no avail. This just add to Cynthia's pleasure and her volume reaches to the highest level.

Ash drills in deep and hit gold. With one final thrust, the male splatters inside the Sinnoh Champion, covering her inner walls with a fresh coat of sticky whiteness. Ash pulls out to have a seat. He needs a rest after all of that.

"Hey, Ash?" Cynthia pants.

"Yeah?" The male responds.

"I just wanna say...the moment I first met you at Amity Square, I knew there was something special about you. And I wanted you all for myself."

"Why did you wait until now to tell me this?"

"I couldn't confess my love to you and risk my title at the same time."

Cynthia did have a point. "Yeah you're right."

"But...that doesn't mean we can't see each other."

"Well what should we do?"

"After the Sinnoh League and until we figure a way to work this out, you will be my personal fuck toy," she suggests in a seductive tone.

"Your fuck toy?"

"MmHmm. Someone I can call for some great dick and more pounding. But you're my fuck toy and mine alone. So if you do something like this to anyone else, it's not gonna be a good day for you. Understand?"

"Yeah."

Hope everyone wasn't waiting too long. So this will be the final shipping wars chapter for a while. I want to focus on other projects like relaunching "Performing in Another Region." I'm already working on the first couple of chapters right now and I should have them done sometime by next month. Shipping Wars will continue next month as well with the next chapter an Aurelia shipping request. See you guys real soon. Stay tuned.

—MisterLooneyTune