[Cues: The Heist – Bugz in the Attic]

The Outsider's Insurrection

Indigo Iliad

Chapter 94: It's Been a Week

Translated Pokémon Speech

Pokédex Entries/Computerized Voices/Flashbacks

Reference to an Accessory in the Games

-o-

(Pallet Town | May 26th | 8:00 p.m.)

Roulette saw on Crimson's couch with a sore bottom. Was she humiliated to have lost the battle and end up spanked like child? A little yes, but her being turned on mitigated that. Crimson, himself, was in the midst of planning out. Roulette did like to watch him plan and make notes.

"Crimson, you ready for him?" She asked him.

"I already fought the dick twice already." Crimson said turning to look at her. "But I'm not going to safely assume it's in the bag because of that."

"I see. Then I only wish you the best of luck." Roulette said earnestly. "I know I can be a bit money hungry, but you are a wonderful boss."

"Thanks, Veronica…but tell me about Outlaw Island." He said as he keys on his computer.

"It's an artificial island much like in design to Zero Island off the coast of the Cerulean Cape. It's about the same size too. The Black Dragon Arena is the center. It's got a built-in Pokémon Mart and Center, a wide stadium, and all the bells and whistles." Roulette said before going into detail on how the arena worked.

The setup was essentially a battle facility with a similar setup. Single battles had a limit of 3 Pokémon max, doubles had 4 Pokémon max, and multi battles had 2 Pokémon max per person. There was a restriction on what Pokémon could fight and no items other than held items were to be used. However, Crimson internally mused that in place of the level 50 cap, there were open level tiers going by badge count. Charmander class for trainers under two badges. Charmeleon class for trainers having three to five badges, and lastly the Charizard class for trainers six badges and up. She had noted to Crimson that gym leaders, E4 members, and the like were automatically placed in the Charizard class. Seven-win streaks net you 'Dragon Coins' (which Crimson found out were just the coins from the casino) that they can use at the 'special shops'. If one managed a 21-win streak, they would face a boss which leads to more challenge.

"I also working on setting up a monthly tournament where all can compete. At least those who got the 21-win streak at a chance at a big prize." Roulette said with a grin. "Our betting shop is going to be very profitable! We're recruiting people to work in there as bosses. Your ties to Kassai came in handy, I got graduating students chomping at the bit to work. There is one thing, the matter of Jessebelle."

"What about her?" Crimson asked.

"She wants to work as one of the bosses for the Double Battle. Even went out of her way to gather up the badges. I didn't want to give any go ahead until your say so." Roulette said.

"It's fine. Jessebelle wants something to do with her time, good for her." Crimson noted before stopping. "And I'm done here."

-o-

(Pallet Town | June 1st | 9:00 p.m.)

It had been a week of battling and intensive training that Crimson practically dragged his friends into. By the end of it, most (if not all) of their Pokémon were pushing into the fifties. He had battled through everyone save for Delia, Joe, Rusty, and Misty. At the moment, Joe and Rusty were ecstatically talking to their old friends on a video call at Oak's Lab.

"Congrats on graduating!" Rusty said.

"We did it. And we even got a job lined at the soon to open, Black Dragon Arena." Toji said excitedly. "All that work for the headmistress paid off, and I'm a shoo-in."

"I'm lined up to work there too as an announcer." Kensuke said proudly. "So but we'll be going to Viridian first."

"We'll be here. Crimson's going to be facing the leader. He's back in town." Rusty said cryptically.

"About time. And with Shinji and Asuka coming, it's going to be a real party. All that's missing is Misato." Kensuke said dreamily. "Shinji and Asuka used to be in her care before sent off to that shitty school. I miss that babe so much."

Rusty thought about it, but then realized something. He asked about her description and when he was told…it clicked for him and for Joe.

"She's here in Kanto."

"Wait, what?" Kensuke said.

"Give me a second." Rusty said before using his phone to call Lt. Surge.

"Lt. Surge, it's Rusty. I just needed to check something. Misato? Your wife? Her maiden is Katsuragi, right? Because turns out I happen to know two people she used to look after. Shinjji Ikari and Asuka Langley Sohryu." Rusty said.

He could hear muffling and the phone being yanked. Misato wanted answers.

"Yes, they were Kanto. In Pokémon Tech…well was. They left the region for Johto, but they're meeting up at the Grand Baked Adelia in Viridian, tomorrow morning." Rusty said before hearing dial tone. "Well…shit."

"Well…tomorrow is going to be eventful." Kensuke said. "Later on."

As they hung up, Crimson was putting on the finishing plans his team for the fight tomorrow. He stood outside addressing his team for the fight tomorrow. Kimiko, Jett, Fawn, Lil' Swish, Tank, and Atlas.

[Cues: RUDE – Eternal Youth]

"I want to say that I did not have an easy time picking who to go with, but I went with you because it'd be for the best. I have faith in all of you as soon as you have faith in me. So, let's make a go of it and walk out with our final badge." Crimson said kindly.

"I am more than pumped for this!" Atlas roared out.

"Yeah, let's get it on!" Lil' Swish remarked.

Jett did not need to say a thing. Crimson had a good feeling of what he had to say. Everyone else was excited for tomorrow and Crimson promptly returned them before hiding to go inside only to see Delia there.

"Delia?" He asked noticing she was in a trench coat.

"I wanted to see you before you went to bed. Can I come in?" She remarked.

He let her in, and Delia closed the door.

"Crimson, I need to make a confession. I overheard that you're leaving your friends to go on your own." Delia said taking a seat, looking nervous. "So, I figured it's now or never."

Crimson raised an eyebrow.

"Is this about Ash?" He asked.

"No, but he just never know about this." Delia said seriously. "I don't think what I'll say or do should reach his ears."

Crimson opened his mouth and put two and two together.

"You're wearing lingerie or nothing under that. And…this is a booty call." Crimson said before calming down. "So, considering this…is there feelings involved?"

"Yes and no. Quite frankly if I was younger, I would definitely go for you. Alas, that ship has sailed. However, I can't help but notice the handsome young man you've become." Delia said with a faux innocent pose. "And seeing you're aware of what this is, I can assume I'm not popping your cherry."

"Not even close." Roulette said coming down with only a towel around her neck.

Delia was already trying to hide the fact she was flustered, but curiosity piqued her to ask how many.

"Encounters in generals or women I've done it with?" Crimson asked.

"The second…" Delia asked.

Crimson had to think about it to keep count.

"I think about a little over two dozen women." Crimson said as Delia raised an eyebrows. "I had a lot of chances."

"Well at least you're experienced. And I hope you're using contraceptives." Delia said sternly.

"Morning after pills, condoms, and birth control." Crimson remarked as she sighed in relief.

"Honestly, I wish they were common when I was younger." Delia said.

"Speaking to the choir there." Roulette said.

"Miss, could you maybe give us some room?" Delia said sheepishly.

Roulette chuckled walking upstairs with a swagger to her hips. That snake tattoo was updated to a Seviper and it suited Roulette so well. Crimson's eyes wandered to her as she was going up the stairs. Delia rolled her eyes and shed the trenchcoat.

"Ahem." Delia said as Crimson turned her head towards her. "I believe you should pay attention to this body instead."

"In all my time, I've done older women, but never a MILF." Crimson said excitedly.

She did not have a trace of chub on her stomach thanks to the active antics of her job. She had felt confident doing this. Being naked save for a pair of heels.

"I hope you don't mind, but I rather skip the foreplay." Delia said as he pouted. "Young man, you have a busy day tomorrow. I don't need you all night as much as I want to sit on your face."

"May as well join you and we can have a shower." Crimson said with a manic grin. "It's free."

The shower sprayed down with water, but Crimson was focused on other things. Namely, roughly banging Delia against the shower wall. Every time, Crimson slammed his length into her pussy it made Delia's breasts snap back and forth vigorously. Both had wanted this, but there was a taboo air to it that made the act more than hot for them. Delia practically milked his cock with her nether, squeezing and tightening as she bucked slowly back and forth. It was intoxicating as the hot shower made the room steamy. His face motorboating those milkers. He had a fantasy, but he never thought she come to him. Delia couldn't remember a time that she had been so excited or felt so alive...or when she felt this heat. Aside from a few drunk nights with Mimey.

He thrusted deeper with his length kissing the womb. Delia's back on the wall, her palms gripping him, her emotions heavy. They came to a climax…the heat of moment…she screeched a name.

-o-

(Pallet Town | June 1st | 9:45 p.m.)

Roulette felt bad as Delia practically rushed out of there almost forgetting her heels. Her hair was still wet, her cheeks were red, and she left a mess on the way out the door. Crimson came down in a towel around his waist.

"What happened?" Roulette asked.

"She said the wrong name." Crimson said getting a glass of water.

"Was it her son's name?" She joked.

"No. She just said my father's name." Crimson said as Roulette spat out her tea.

"Crimson, I…." Roulette said as he stopped her.

"Don't fret about it. I'm not really upset because when she did say his name, it all made sense. The way Delia hung around my parents and all that. She had a crush on my father." Crimson said as Roulette looked worried.

"And she's taking it out on you." Roulette said. "Quite frankly, I'm tempted to…"

"And she does have an attraction to me, but she feels guilt for it. Calling out my dad's name doesn't help…" Crimson said with a sigh. "Quite frankly, part of me regrets saying yes. I should go after her."

Crimson got dressed and went over to the Ketchum household to see Delia trying to make herself look presentable. She was about to yelp seeing Crimson only for him to cover her mouth and shushed her.

"Take it easy." Crimson said pulling his hand away. "I'm not upset with you. I realized this…was likely to happen. It's messed up, and I should be upset. But I get it. Me and my father are basically…the person you can't really have. Only difference you got to ride me…and thanks for not trying to ruin my parent's marriage."

"I did really like your father, but your mother was a dear friend to me. I could never do that…and it's why I feel guilty about this. We…can't do this again." Delia said as Crimson looked to the sky.

"Of course not. Relationship? No. One time fling? More likely." Crimson said.

"Well, you being mature about it helps." Delia said as he walked up. "Good night…"

"Night." Crimson said.

Delia went inside and rushed up to her bedroom to get fully dressed. Then she heard something…and she crept to Ash's room to peep.

"He's mine." Shiroi said.

"He needs a partner who can not poison him." Mayla said as the two Pokémon at each other.

Ash was awkwardly sitting on his bed in his boxers with a look of embarrassment. Pikachu had his paws on his own face. Ash did want girls fighting over him…but not exactly his own Pokémon. Delia...closed the door and went to bed. If Ash was banging his Pokémon, that was his business. She could not exactly judge him…but she hoped he'd bring a girl home. Ash returned both of them before they could fight. The room was getting cloudy with those fumes and Ash needed sleep.

(A/N: While the next chapter will only show snippets of battles, I wanted to give Lindsay the honor of getting the full battle as I had hinted repeatedly of Lindsay's potential, and it pays off here considerably. I did promise that this arc would be short. And take note that chapters 70, 85, 91, and 92 were edited for errors. 91 had a few glaring errors I should have capped sooner. Frankly, it would be more telling that Crimson does not see Cristal as a threat. And as an aside, RIP Ed Anser, truly you will be missed. And to clarify something about how Misato knows Shinji and Asuka. Both would be about 15-16. Vergil is about the same age as Misty. In this universe, Misato had watched over Shinji and Asuka when they were quite little.)