The Love of a Tomboy Mermaid

“Hey there Misty!” smiled Ash, as he walked though the doors of the Cerulean Gym. A familiar redhead ran up to him and gave him a great big hug.

“Hi Ash!” Misty squeezed in joy. “It's been so long since I've seen you!”

“Hey take it easy Misty! You're gonna hug the life outta me!”

“Well, it'll teach ya to visit more often!”

Ash had just finished up another league and region. Often when this happened, he would be thinking about the next region straight away, but this time he was still considering which challenge he would take on next. As such, he rarely found the time to visit his friends in Kanto whenever he returned. It was eventually his mother telling him to go visit Misty for once, as a sort of push into getting her boy into some kind of relationship beyond friendship with the girl he knew for so many years, especially given how much older he was becoming.

Finally letting go, Misty and Ash made their way into the dining room and Ash sat to the table while Misty grabbed two bottles of cola from the fridge.

“So, how was your journey this time?” Misty said, handing the bottle to Ash. “Did you win the league this time?”

“Naah, came pretty close though.” replied Ash, taking a slip of drink once he flipped open the bottle cap. “This guy's Enboar was pretty tough! Took out my last three Pokemon with no problems.”

“It never bothers you that you keeping losing at these league?”

“Well, there's a little disappointment each time, but I think of all the adventures I shared with my friends and Pokemon that got me there in the first place.”

“I guess it's good you think of it that way. Most people would just give up.”

“Naah, not me. Gonna be a Pokemon Master for sure!”

“So is Pikachu still with you?”

“Course! He wanted to hug around the house a bit more, so I decided to spend time with some of my Pokemon I left with Prof. Oak and take them with me to see you.”

“I see.”

A short silence occurred as both trainers drank from their bottles, thinking each of what to talk about next.

“You still have it?” asked Misty.

“Have what?”

“You know, that thing I gave up just before we made our way to where you, me and Brock went our separate ways? At the Pokemon Centre?”

“Oh THAT.”

Ash brought out his wallet and opened it up. Inside was a picture of Misty, a picture she gave to him to remember her by just before her and Brock left her. As Ash showed her the picture, something else caught Misty's eye.

“Oh, you got more?” asked Misty.

“Yeah, I keep a picture of every female friend I travel with. You know May already, this one is Dawn, she's into contests as well, and this is Iris, she's a bit tomboy like you.”

“Oh, I see...”

“That reminds me, I should say hello to your sisters.”

“They should be practicing by the pool.”

“Okay, I'll just go say hello.”

Ash got up from his chair and exited the room. Misty meanwhile was silent and still, like she made received earth shattering news.

“...so I'm just another traveling companion?” she said to herself. “Just the first in a line of girls he traveled with for all these years? Did those years we had together mean nothing to him? What's so good about these other girls anyway? Not like he destroyed their bikes or something!

A thought then occurred to Misty.

“I get it now, he focuses on Pokemon most of the time. He must love them all to such a degree, that the idea of an relationship never crossed his mind! That's it isn't it? Remove the love for Pokemon, then he'll all be mine! Yes, that's could work well, very well.”

Later that day, a storm rained down heavy in Cerulean City. Not wanting him to get soaked, Misty's sisters insisted he stayed the night, with the hope the rain would stop the next day. Ash decided to train and catch up with his Kingler by the pool, given the long time the two had not seen each other. Ash did not see Misty for the rest of the day, and by the time he had finished, had not realized it was night already.

“Man, that was some training session!” Ash said, returning Kingler to it's Pokeball. “Better go hit the hay now.”

Ash began to walk away from the pool, the water now still and reflecting the moonlight shining from the ceiling windows. The pool area was not pitch black even though no lights were on, but in all different shades of blue as a result of the moonlight. Ash stopped as a figure blocked the exit.

“Where do you think you're going?” said the figure in an erotic manner.

“Misty? Is that you?”

Misty walked out of the darkness and into the light, stunning Ash in the attire, or rather lack of clothing, she presented to him.

“WOAH, why are you naked....I mean why are you only wearing that Mermaid outfit?”

“You remember the show I did back in the good old days? I remember just before I went on, you told me how amazing I looked. I felt so happy when you said that.”

“Misty, I...”

Before he could finish, Misty hopped over to Ash. She only wore the mermaid fin and nothing else besides a necklace. No bra to cover her busty c cup breasts, even her hair was undone, showing her length that ran down her back. She grabbed Ash and placed her arms around her neck.

“Sssssshhhh, it's okay.” she whispered. “It's okay that we feel this way about each other, it's normal between two people that love each over. We can do whatever we want to each other, even this.”

Without warning, Misty connected her lips onto Ash's lips and fully kissed him, even using a bit of tongue, as she was still a kissing virgin. Shortly, Ash pushed her away.

“No Misty!” the startled boy said. “Look, I like you as a friend, but I don't really want to do anything like that.”

“Because you don't want to be tied down to a girl isn't it?” Misty spoke angrily.”You don't want a girl stopping you going on Pokemon journeys to be in a relationship and someday start a family! You'd rather be with your little PokeFriends then be with me, is that it?”

“No! I just don't think of us in that way!”

“Wrong, you LOVE me Ash Ketchum, I know you do. And I'm not letting leave me again just to go to another region and lose another league!”

“Look Misty, I think you've got issues...”

Ash started to walk away, but Misty launched herself at his legs, grabbing them tightly and chasing him to fall to the ground.

“Get off me Misty!!!”

“Not a chance!”

Ash tried to crawl away, but Misty slowed him down. As he struugled, another figure appeared in front of Ash, this time much smaller and more rounder.

“NOW PSYDUCK!” Yelled Misty. “HYPNOSIS!”

“What?!?”

Before Ash could react, Psyduck performed it's hypnotic attack on Ash. Eyes became mesmerized as they were locked in a very deep trace, one that would be unbreakable, even to the most talented magicians. They boy's head emptied as all the worrying matters faded away and he become more claim. The desire to obey now ruled his senses.

“That's enough Psyduck.” order Misty as she returned the Pokemon to it's Pokeball. She sat up straight on her knees and placed Ash's head on her lap, stroking his forehead like she was nursing him back to health.

“That's more like it.” smiled Misty. “You're mine now, and only mine.”

“I am yours, and only yours.”

“You don't care for any other girls besides me.”

“I don't care for any other girls besides you.”

“Pokemon are a waste of time compared to me.”

“Pokemon are a waste of time compared to you.”

“Your desire for me is too great.”

“My desire for you is too great.”

“My mermaid outfit turns you on when I wear it.”

“Your mermaid outfit turns me on when you wear it.”

“In fact, it makes you want to fuck me so bad.”

“In fact, it makes me want to fuck you so bad.”

“And afterwords, you will devote your life to me and nothing else.”

“And afterwords, I will devote my life to you and nothing else.”

“Good boy, you may be rewarded by having your way with me!”

“Yes Mistress.”

Ash learned forward to kiss Misty on the lips as she laid on her back. Her heart pounded like never before, for she had dreamed, fantasized and masturbated to such a scenario in her mind for many years. The boy she loved for so long was finally going to take away her virginity and become one with her. Both set of lips now soaked in each others drool, the mindless Ketchum boy began working his way down her body, kissing the neck, then shoulders, before his tongue began to work on Misty's already stiff nipples, moving in circular motion, and gentle nibble here and then, and then sucking on it like a baby being breast fed. The sensation got Misty hot and blushing, she could not believe this was really happening.

“Yes! Aaaah!” groaned Misty. “You're really good, ahhh, at pleasing my nipples!”

Hands placed on his head, Misty pushed Ash away from her breasts down to another area that already was also wet. He pulled down the mermaid just enough so that Misty's never region was visible.

“Now, get that tongue on yours to work on my pussy!” demanded Misty, losing herself in the pleasure. Ash got to work, burying his head downstairs and inserting his soft wet tongue inside of the redhead mermaid. Stroke her pussy lips up and down, then teasing the clit, until the tongue entered inside, causing Misty extreme panting as her vagina walls could feel the wet tongue give her pleasure like she never experienced before.

“AAAAHHHHH, YEEEEESSSS!!! EAT ME ASH, EAT MY PUSSY TO YOUR HEART'S CONTENT, AAAAAHHHHH, AAAAAAAAHHHHHH!!!!!!! I'M CUMMING, AAAAHHH, AAAAHHHH, AAAAAAAAAHHHHHH!!!!!”

The dam within her broke as an orgasm surged out of her, and covered Ash's face and mouth in pussy juices. Ash only continued to lick for he was not instructed to stop.

“*Pant* That's enough Ash.” Ordered Misty. “It's time you and I became one. Pull down your jeans and underwear.”

Ash undid his belt and did as instructed, revealing an already erect rod that throbbed.

“B-B-Be gentle with me.” Misty spoke nervously. “Don't stop until I tell you.”

Taking her legs out of the mermaid tail, Ash lifted Misty's legs in the air, laying her feet on his shoulders. He proceeded to position himself with his boyhood pressing against the tomboy's womanhood. Taking it slowly, his cock slide inside, slimming up the wet walls until it was fully inserted.

“AHHHHH!” Misty moaned. The sensation hurt at first, this being her first time, but then then it began to feel alright. “Proceed.”

Ash began withdrawing and then pushing repetitively, stroking the inner walls with his erect penis, starting off slow.

“YES!!!” Shouted Misty. “THAT'S, AHHHHH, THE STUFF!!! FASTER, FASTER!!!!!”

Ash increased fucking speed, as Misty felt the motion all throughout her body and soul as she felt hotter and began to sweat more then any hot summer's day she ever experienced. She had saved herself for him all this time, and it was clearly worth it.

“AAAAH, AAAAAAHHHH, AAAAAAHHHH!!!!!” She moaned and drooled. “OH ASH, YOUR COCK MAKES ME SOOOOOOO HORNY AND ALIVE!!!!!! KEEP, AAAAAAAHHHHHHHH, FUCKING MEEEEEE!!!!!! CUM INSIDE OF, AAAAAHHHHH, ME WHEN I CUM!!!!!!! AAAAAHHHHHH, AAAAAAAAHHHHHHHHH, YES YES, I'M CUUUUUUUMING, AAAAAAAAAAAAAAAAAAAAAHHHHHHHHHHHHH!!!!!!!!!!!”

As her orgasm sprayed all over Ash's cock and balls, Ash sprayed his load inside of Misty.

“*Pant* And *Pant * withdraw.” Misty breathed deeply. A socking wet cock slide out of her vagina, still as stiff as before and throbbed even more.

“*Pant* Let, me, clean....you off.”

Getting up, Misty placed her lover's cock into her mouth, beginning with the tip and then placing the full thing into her mouth, playing and licking it with her tongue like a sweet lollypop, and sucking as hard as she could, thrusting her head back and forth until the sweet nectar inflated her cheeks like two tiny balloons on her face, to which Misty swallowed it in one gulp.

“Oh how I've thirsted for your cock my love!” said Misty like she was in a haven of joy. “We're gonna make up for lost fucking time and screw around all know, understand?”

“Yes Mistress.”

And that was how the rest of the night was for the two, screwing around, lots of fucking and sucking, moaning and pleasure, sweat and juices lacked all around them. By the time they stopped, the sunlight shined on their naked bodies and Misty's sisters came in to have a telling off session, not just their actions, but the sticky mess they left.

From that point on, Ash gave away all his Pokemon. He did not require them anymore, or at least Misty did not in their future together as Gym Leader and Gym Leader's husband. Many of Ash's friends were hugely surprised at his engagement to Misty as well as giving up Pokemon forever, but Brock was pretty supportive, knowing what a woman can mean to a guy.

Misty awoke one morning, waking up to a sweet dream. Almost to check just in case she was not dream, she looked to her left at her sleeping husband and then down at her large swollen belly, already eight month pregnant with twins. Her dreams had finally come true and so did Ash's....

...at least, the dreams he was told to have.

The End