Ash Ketchum Crossdressing One-Shots

Iris Chapter 25

Co-Writer GreyKing46

We do not own Pokémon. All rights and credit go to Nintendo and Game Freak

Reviews:

Shooting Star Dragon 3000: And she will be fucked.

Redboat: Did you imagine this?

Here are some reviews from our own GreyKing46:

Guest chapter 24 Feb 1: Fuck off

Shooting Star Dragon 3000: Screw Iris!

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It was some weeks later; Ashley, Cilan and Iris were in Icirrus City, the seventh Gym City.

Pikachu was riding on Ashley's shoulder again as they rested at the city.

Iris seemed very angry about something, walking while clearly being uncomfortable

Though, she'd been angry about 'something' since Castelia.

"Hmm~, I think we should hit the beds tonight." Ashley stretched gently.

"It is getting late." Cilian nodded, glad he had his own tent. Ashley and Iris had been sharing one since Castelia

"Yeah, it is. Iris, would you like to help?" Ashley asked turning to her.

"No, I can do it." she said, shifting her legs a bit

"Okay, I'll let you get on. Pikachu." Ashley smiled and then winked to her Pokémon

"Pika!" Pikachu smiled and lead Ashley into the forest

Iris bit her lower lip and started setting up the tent, seeing her fellow companion go into the forest.

She set up their tent, whimpering almost in pain

It took a few minutes, but the tents were set up and there was no sign of Ashley.

She slipped inside the tent and pulled her tight white pants down, revealing her admittedly large member... Trapped in a chastity cage

'PLEASE, let me take this off!' Iris thought in a whimpering pain wanting release as her finger tugged on the padlock holding her caged. A padlock that Ashley had the key to

*flashback*

Shortly after the events at Castelia City, Ashley was acting more domineering than before, and one night...

We find Ashley and Iris alone in a room in a random Pokémon Centre, Ashley sitting on Iris' lap as she kissed her

"Ah~, Ash-Ashley." Iris moaned as she felt her body shudder, being dominated by the older Pokémon trainer even though it was just a kiss, Ashley was clearly in control of it

"Did I say you could speak?" Ashley asked, rubbing her ass and then her front.

It was rather easy to hook Iris around her finger this much, but the girl still thought she was in control. It was still early days

Iris closed her mouth and mumbled, shaking her head.

Ashley soon ground her hips against Iris', rubbing her trained and supple ass against her growing bulge.

Said bulge was admittedly big, REALLY big. So it was such a shame it'd owner was such a bitch

Iris reached down and tried to grope Ashley's ass but, in reply, Ashley just got off her lap

"Wh-what's going on?" Iris asked, seeing her hands empty and her bulge hard.

"I said you couldn't touch." Ashley frowned "Meaning we are done for the night Iris. I'll see you in the morning."

"In-In the morning?" Iris double took as Ashley left for bed.

She was sat there, throbbing and hard, and alone

"C-Can I touch myself?" Iris asked

Ashley looked back with a soft but stern look. "No."

She said without any remorse "And I'll know if you do."

"But-but that's not fair!" Iris whimpered

A few days later, Ashley was stroking Iris' cock, feeling its warmth through her clothing.

"You like that?" Ashley asked, holding the member tightly as her hand slid up and down quickly. Iris had not been able to masturbate for the last few days

"Yes. Yes, I do. It feels great!" Iris panted happily, almost ready to cum and Ashley released her member

"Wh-what? What're you doing?" Iris moaned, wanting release. She was on the cusp of climax.

"I'm stopping. And you can't touch yourself for release." Ashley answered

"No! No! That's unfair!" Iris snapped, pushing Ashley down

"I. Want. To. Cum!" Iris panted, glaring down at Ashley and with a VERY intense look to her eyes.

... And Ashley kneed her in the crotch

Iris' eyes widened as she felt Ashley's knee slammed into her sensitive member and she collapsed off of her.

"Bad girl." Ashley frowned and went to her bag.

She pulled out a dildo, planning on having some fun, before she pushed her foot against Iris' hard member

"Hnn! Wh-what's that for?" Iris panted, her cock twitching as she saw the dildo.

"For me." Ashley said, licking it as she used her foot to rub Iris' cock almost painfully

"F-For you?" Iris winced and whimpered as her cock was being 'abused'...and saw Ashley insert the dildo into her own ass.

Ashley fucked her own ass, moaning in enjoyment, as she punished Iris

"That-that's not fair!" Iris frowned, seeing Ashley pleasured herself and had her cock prevented from cumming.

It was a mix of pleasure and pain like she'd never imagined!

"You don't talk back to me bitch, I'm in charge so you listen to mistress." Ashley ordered darkly

Iris whimpered as she looked up and nodded. "I-I promise."

"You promise what?" Ashley asked as she moaned, her own limit growing close

"I-I promise, mistress!" Iris moaned as she wanted to climax, her cock throbbing under Ashley's foot. "PLEASE let me cum! I promise I won't do it again! I'm sorry! Please let me cum!"

"Just this once." Ashley smirked

And with that, Ashley let Iris climax and let her cum spurt from her cock and onto her own tits.

Ashley grinned at the squirming and pathetic looking Iris as she moaned and bucked her hips. Ashley came herself, her cum splattering on the floor next to Iris' face

"Good pet." Ashley smiled

About a week later Ashley was smiling, she had Iris trained and going to the fourth gym.

Currently she was measuring Iris' soft, non erect member much to the dark skinned girl's confusion. But she had learnt her lesson, not to ask questions unless she had been given permission to speak

"Hmm~, 10 inches long. Four inches thick." Ashley mumbled to herself. "And this is you soft? You lucky bitch."

Iris nodded and looked at her as she wanted to rub her cock against her lips.

"Gonna need one custom made." Ashley muttered under her lips

"Mistress?" Iris asked as she looked down.

"What is it?" Ashley asked, standing up

"What're you saying?" Iris asked, catching a little of Ashley's mutterings.

"None of your business." she stated, squeezing the dick painfully

"Y-Yes Mistress!" Iris squeaked as she felt her dick being squeezed.

"Girls, dinner!" Cilan called out, catching their attention.

"You can feel pleasure tomorrow." Ashley said, walking away

"Yes, Mistress." She answered

Sometime later, and in a new town, Cilan was off collecting supplies leaving Ashley and Iris alone

Iris was whimpering and moaning, however it wasn't entirely because of pleasure. You see, Ashley was bouncing on the dark skinned dragon trainer's cock... And a cock ring was placed around the base of the dragon obsessed girls dick so she couldn't cum

"Hmm~, I can't believe how big your cock is. How does Mistress' ass feel, Iris?" Ashley asked with a dominating smile.

"Please! Please Mistress! Let me cum!" she begged, ignoring the question

"Bad girl. That's NOT what I asked." Ashley answered, stopping and pulled off Iris' cock.

She pulled out a riding crop, twisting it in her hand and slapping it against Iris' cock

"AH~!" Iris moaned as she felt that sting.

"You are going to count to ten." Ashley ordered, slapping again

"O-One. Hnn!" Iris began to count, feeling the sting again on her cock. "T-Two."

Ashley grinned, looking almost evilly as she kept slashing and slapping

Iris continued to count, but stuck on nine before her cock was stinging from pleasure and the urge to climax

She just kept saying 'nine' again and again and again and again, for like ten swats in a row

'She's a pain slut.' Ashley thought. "Are you stalling, pet?"

"N... No Mistress!"

"Then finish your counting." Ashley answered, having stopped slapping Iris' cock and wanted to hear it.

"T... Te... Ten..." she closed her eyes whimpering. Her dick bright red and throbbing

"Good girl." Ashley answered and unclicked the cock-ring with Iris spaying her cum out like a cannon

"So much cum." Ashley smiled and grabbed a towel.

She whipped up the cum and shoved it against Iris' face roughly

"Taste your own cum." She smiled, enjoying that she finally shut Iris up.

Iris moaned, her eyes rolling up as she was overwhelmed by the taste and scent

We time skip once more, to shortly after Ashley had gained the sixth badge, and Iris was a bit... Tied up

"Haa~." Iris mumbled as she had her arms tied behind her back, and her legs were open, exposing her cock, pussy and ass.

Her legs were tied along her thighs and shins, stopping her from extending her legs from 'sandwich thigh' position. Her cock having the cock ring and a few vibrators on it and finally ring gag in her mouth, keeping it open

"Not too tight?" Ashley asked as she looked at her.

Ashley was wearing latex thigh high leggings within built high heel shoes, latex elbow length gloves and a corset, as well as some black lipstick. Her hair was all brushed and beautiful, kept loose and flowing down her back

Iris just gave a moan showing it was painful ENOUGH for the pain slut to like it but not enough for it to be a problem

'Sabrina, I LOVE you.' Ashley thought lovingly, thinking back to her wife.

"Pika, Pika." Pikachu came up, his cock already for Iris and her Emolga.

...Don't judge them, this is how they roll.

Next to Iris was her Emolga, tied up in the exact way as her trainer

"E-Ehol." Emolga moaned as she saw her Master's cock.

Pikachu gave a small electric shock to the cheeky flying squirrel Pokémon, giving her a jolt of pleasure.

"Pika!" Pikachu responded

"Now, Pet. Make my cocklet wet." Ashley ordered as she approached and shoved her cocklet into her gaping mouth.

She began to fuck Iris' mouth with her smaller, barley three inch member, but Iris didn't care

She was just happy to taste her mistress' cock, feeling it rub within her mouth and make her wet.

She flicked her tongue around and sucked, going cross eyed

"That's it, my little slut. Enjoy it." Ashley smiled, face-fucking Iris, shutting her up.

"Pi. Ka. CHU!" Pikachu moaned and climaxed in Emolga's mouth, sparking excitedly.

"HMM~!" Emolga moaned happily, feeling his seed down her throat.

"Pika, Pi." He panted, slowly pulling out and repositioned her, seeing her slit and he smiled

He used his tail to slap her pussy, grinning

"Ehol!" Emolga moaned happily, feeling her slit being played like this.

"Awe~, 'young lust'." Ashley smiled and flicked the riding crop on Iris' nipples. "I want to try something. That okay, my pain-slut?"

Iris mumbled and nodded, moaning

Ashley licked her lips and pushed Iris down, exposing her pussy and ass. "It's been a while. But I LIKE the practice." She smirked, grabbing Iris' cock and plunged her cocklet into her pussy, feeling the dark-skinned Dragon trainer's dripping slit.

She moaned and slammed away

"AAAHHH~!" Iris moaned happily as she felt her mistress fuck her. After months of fucking her over with her mouth, she was now being fucked.

Pikachu and Emolga were having sex as well, Emolga bouncing from Pikachu's experienced cock. A cock that fathered...MANY children.

She was no match for it

And the rate he was going...She was going to be his next baby mama. And she WANTED his seed.

"I-I'm gonna cum. Iris. Say 'AH~'!" Ashley moaned as she pulled out, having stopped rubbing Iris' cock and shoved it into her mouth.

Iris didn't have the ability to even choose, she just swallowed

"Hmm~!" Ashley panted happily, flooding Iris' mouth with her seed.

Over with Pikachu and Emolga, Pikachu giving his little bitch what she wanted.

His cum, deep inside her

"Pika~." Pikachu sighed in relief, slowly pulling out as his seed nestled in her womb.

"Ehol." Emolga moaned happily and contently, her pussy twitching as she was made into his baby mama.

Ashley looked at Pikachu and smiled.

WAPOOSH!

High-five, with Pikachu using his tail.

*Time Skip*

We are now a week from the modern day, Iris hoping for another night with her mistress... But Ashley just walked into the bedroom holding a box and looking uninterested in sex

"Tell me pet. Who am I to you?" Ashley asked

"Y-You're my mistress. You punish me when I'm bad and praise me when I'm good." Iris answered, looking at her.

"Do you WANT me to be?" she asked

"I. I don't understand." Iris responded as Ashley put the box down.

"Do you want me as your mistress?" Ashley asked "Do you want to be mine, do whatever I want? To make me happy? Do you want to be my whore and my whore alone?"

As Ashley said that, Iris' pussy tingled. Ashley pushed all the right buttons.

"Yes. Yes Mistress." she nodded

"Then take your pants off."

Iris did as she was told, taking her trousers all the way off and showed her flaccid penis to her mistress.

Ashley nodded and opened her box, revealing the chastity device

"M-Mistress. What is that?" Iris asked in nervousness.

"If you're truly mine, you will wear this. It will keep you from getting hard or touching your pussy. Your pleasure would be mine to control." Ashley explained seriously "If you are mine, you will accept this."

Iris looked at the chastity belt and then at Ashley. This was her commitment; if she did this...she'll be Ashley's whore.

"Yes Mistress." she nodded, spreading her legs

And with that.

Shuffle.

Click.

Clack.

Lock.

Iris accepted the chastity belt and now Ashley's whore.

It was uncomfortable from the start, her dick squeezed slightly, but with the padlock jingling softly, it was set

And now we appear back in the present day.

Iris was flinching as she wanted release, her Mistress hadn't touched her in over a week and she wanted to be touched once again.

She obeyed her mistress without question, no hesitation or thought. However she was so horny and mistress said tonight would be the night!

Iris bit her bottom lip as she wanted to be told that they could.

"Right, that's everything." Cilan spoke as he finished up his tent.

Ashley and Pikachu soon walked into the clearing, Pikachu clearly happy

"M-Mistress?" Iris whispered as she saw her.

"Sorry, Iris?" Ashley asked, sensually rubbing her ass gently

"S-Sorry. Ashley." Iris apologised and looked at them. "Are you okay?"

"Very." Ashley smiled and licked the dark skinned girls lips "Let's go to sleep."

"Yes." Iris nodded and spoke in home, wanting release.

Ashley followed Iris into their tent, smirking

"Now, are you ready?" Ashley asked

"Yes Mistress." she nodded eagerly

"Lay down on your back." she ordered

Iris nodded and did so, lying on her back and hoped that Ashley would remove the belt.

Ashley pulled down her shorts, revealing she was not wearing panties... And sat on Iris' face "Eat out my ass, Pikachu's left you a present." she ordered

"Pika Pi." Pikachu nodded

"Yes, Mistress." Iris responded, eating out Ashley's ass as her own was exposed

"HMM~!" Iris gasped as she tasted the Poke-Cum.

"Did I say stop?"

Iris shook her head, she was just surprised by this treat and began to lap at it.

"What? Did you think I'd unlock your cock and pussy tonight?" Ashley grinned at her, slapping her breast lightly

"Hmm." Iris responded honestly, feeling her breast slapped by Ashley's hand.

"Stupid bitch." Ashley smiled lovingly "No. Tonight is where I pimp you out to my Pokémon, slut. Trust me, you'll love it. And you want to do it, don't you? You want mistress to be happy, right?"

Iris nodded and got excited, feeling her body shudder from this revelation. Which Pokemon was she going to use?

It sounded like Ashley would be sharing her with ALL her Pokémon, but which one first?

"Are you done?" Ashley asked.

"Hmm." Iris responded as she finished eating the cum out of Ashley's ass.

"Now, let's start." Ashley smiled and brought out her first Pokémon.

She smiled and brought out her Emboar

"Boar!" The hefty pig-like bipedal Pokemon smiled and looked at Ashley and Iris.

"She's ready, Emboar." Ashley smiled, getting up from Iris' face. "Fuck her ass!"

Iris' eyes widened in shock as she felt Emboar's thick Pokémon cock spread her ass open, and since Ashley had trained her, Emboar's cock slide right in.

"Mistress~!" she moaned

*time skip, next day*

The group was walking towards the final gym Ashley needed to compete in the Unova League, Iris smiling innocently as she followed like a puppy

"Hey, Ashley." Cilan spoke before she entered

"Yeah, Cilan?" She asked

He gave her a thumbs up. "Good luck. I know you'll do great."

"I'll be fine." she smiled, turning to Iris "What about you, Iris?"

"I'm fine, Ashley." Iris responded with a smile, having calmed down a LOT since meeting Ashley and being trained as her pet. "You will do amazing."

Ashley nodded and went inside, going to face against the Dragon Gym Leader.

To Be Continued

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