Now, the annoying thing was that the 'choice' of which region to challenge was made for me, as despite having the same league, Kanto and Johto were two regions and had the whole 'before going to another region and catching pokemon/challenging their gyms, you need four badges' law in place. Mostly to make sure that we would be responsible enough not to cause disruptions to the ecosystem and skilled enough to look after ourselves some place distant from home. Which meant, for now, planning some of my journey though Kanto in preparations for heading over to Johto, with the understanding that I would be returning to Kanto.

And by understanding I mean Sabrina mentioned hunting me down and taking me back if I stayed away too long.

The fact that I knew full well she was not joking, and that Janine had been standing behind Sabrina and nodding as big sis mentioned that among other measures was that she had hired a number of ninjas to discreetly keep tabs on me and monitor my location for swift retrieval sort of underscored that point. Sure, I would have a lot of freedom and they would not interfere unless it was to save my life, but that between that and the tracker on my pokegear, she would always know where I was.

Which honestly, was just her way of saying that she cared. Such as that Erkia and Janine had talked her out of slipping a collar on me after she hear 'if you like it should have put a ring on it' on the radio. And the fact that on my birthdays, other than some cuddling, she largely let me have some space. Which was, according to some of the older trainers at the gym, something close to denial play with her.

Which you know, not something that I really wanted to know, but was made aware of as frankly... while I got social interaction more than my sister, that was a low bar to clear. And given how I was one of the few emotional levers and key to maintaining her mental health, they felt that I should know some, if hardly all, of the topics that came up in the girl talk that I was not privy to by virtue of being her doll. And yes, I went to the fighting dojo from time to time in a desperate attempt to develop some man cred.

I did not have any. Kong had clapped me on the shoulder and told me that as much as he hated my sisters guts, he only had pity for my twink sissy ass. Which you know, I would take in the spirit it was given. Because I had to take what I could get there. As it was, I had some supplies, a tent, a pokegear, a few pokeballs and potions... and a traveling companion for the first leg of the trip.

"Just so you know, I'm just headed north to visit some of my dads old friends." She raised an eyebrow, even as she was doing some basic stretches by the gate. "And yes, we are friends, but I am not going to even think of trying to steal you away from your sister." Her tone was matter of fact, as she moved, her body shifting in interesting ways. "Because yes, you are cute, but you are not interested in guys who are prettier than me."

I raised an eyebrow. "You know, I don't exactly remember talking about tagging along."

She raised a hand, an amused smile on her face. "Yeah, but I'm doing it anyway, or are you going to fight me?" She raised an eyebrow. "And a pokemon battle, and not what dad and your sister had us doing." I sighed, and she nodded, as there was no real reason to have a fight so soon. "Yeah, figured that. I mean, you aren't a total wuss, your win record is nice, but your not a fighter."

I ignored the undertones of disappointment in that matter of fact statement, as we left the big city, as neither of our families would be accepting a gym challenge until we had at least four badges to make a proper test of things.

Peach

Honestly, if he wasn't claimed by the biggest and baddest ice queen bitch in all of Kanto, she would have totally tried to make more of a move on Matthew. Because yeah, on the one hand, dude was totally whipped by his sister. On the other hand sometimes people who made the 'Sabrina is always listening' jokes had a voice whisper yes in their minds while on the other side of the city from her. And he had to actually live with her and be the focus of her attention.

Dude was doomed from the start, but he was a fighter. Kinda. Sure, he was not a proper muscles and technique fighter and one of those spoon benders, but again, he had Sabrina as his big sister and some of that mental mojo. He was never going to have the chance to be anything else. Just like her as they set up camp. Her had was the leader of the Fighting Dojo, and so she had to be three times better and stronger than the rest of his students. Because she was his heir, she got that.

It didn't make the fact that Matthew had caught a Snubbull and was now cooking dinner any less funny though. She briefly entertained the thought of trying to catch one, as it would at least have a dark move in bite... before shaking her head as it preened as Matthew scratched it behind the ears. Nah, they were tough looking, but cowards, so not for her. No, instead as she went though some training with her team, it was going to be an interesting week up to Cerulean.

Then again, she checked her pokegear and a very important message, before nodding, lips curling into an amused smirk. "So, you looking forward to finding out all sorts of new things to make and feed to your big sis when you go back home?"

As he sputtered and glared, she giggled. After, teasing him was allowed.

Matthew

So. As far as first badge challenges went, I did not actually have personal experience die to the fact that Sabrina could not hold back from bullying and crushing people and so required them to git gud before they went up against her first. The 'Sensational Waterflower Sisters' were... not really dedicated to pokemon battling. I mean yes, they were probably good coordinators, but... they seemed lacking as trainers.

Granted, that was because I used Omegron. Who had been taught Thunderpunch, and but it should have been an uphill battle. Because yes, Omegron could levitate and float around, and was working on developing sap sipper, but he was still a rock type and did not have much in the way of ranged options. This... this should have been harder and consisted less of a rock giving a psyduck an electric noogie before slapping a goldeen as it leapt to attack and more... I don't know, something that felt more like something to be overcome?

It could be, as I walked towards the cape, that I was too used to my sister. Still, I sent her a photo and a message... only to get some directions to a particular building on the cape. A place that seemed to resemble a hotel with a cafe on the outside, and the sort of place that you would take a date. And given how when I approached that I felt the familiar mental taste of my sisters mind, as she reached out and pulled me towards her in a teleport... well, victory cuddle?

The first thing to come to mind as I appeared in the room was that she was just wearing a bikini and flip flops... and then I was picked up into the air by her power once more, my clothes being stripped from me as I was taken over to the bed to sit beside her, her hand moving to touch my groin. "You have your first badge."

There was something in her mental tones, even as her words were flat, her expression cool. Which, based on my very limited understanding. "If you accepted my challenge, would you have held back, or would you have either crushed me or just given me the badge?"

No physical change, as her hand wrapped around my semi-hard shaft, as she slowly felt it, squeezing and slowly moving her hand up and down. But her mental signature was pouting. "I should have all your firsts." Her eyes... if you did not know her, you would not have noticed them narrow, they moved that little. "My badge was not your first."

Yes, even as she moved with awkwardness up and down, her hand warm and wet with something, she was mentally pouting. "After I get four, I will be..." I hissed, as my dick twitched in her grip. "I'll be headed to you for a challenge." I inclined my head, one arm moving to wrap around her. "I promise big sis."

She huffed, as she inclined her head. "Good." Her eyes were still on mine, as she slowly moved her hand up and down, and I'm not going to lie, it did not take me long to whimper and cum, for me to pump out what cum I could at me age, as she lifted her hand to her lips, my cum still on her fingers as she licked them clean and hummed. "Tasty. I will need." She paused, and sighed. "When you win more. Motivation according to the literature and advice."

A floating class of water, as she rinsed her mouth, as the television turned on, as she pulled us into a cuddle. "For now, cuddle. Kissing and touching. But..." She seemed just a little unsure. "Nothing more until your next badge." Then she paused. "Unless..."

There was a mental image of me having been shrunk even further, of slipping between her breasts, the faintest hint of a red blush on her cheeks as I nodded... and the world got bigger and she was all around me and I could feel her heartbeat and how she was all but mentally wiggling from joy and excitement. Despite you know, showing none of this on the outside, but her tone? Her tone was warmer than it ever had been. "Thank you."

For the trust, for the closeness... for putting up with everything. I was hers, and she was mine, and that made her happy.