A short rest at the edge of Viridian Forest

The track leading up to the edge of the city boundary, and the entrance to Viridian Forest, has fields to both sides, and just a few farmhouses. You see the sign up ahead detailing the edge of the boundary, and stop for a rest, and to confirm for one last time that nobody is following you.

You're pleased to see that nobody is around at all, but just to check you decide to wait on a nearby bench for a few minutes, and catch your breath.

"Amber." Belle says suddenly. "I know we don't want to imagine it'll ever happen, but the truth of the matter is, that as soon as we enter that forest, we have to accept two terrible facts. One is that we might lose another Pokemon Battle, and the second is that nearly every Pokemon Trainer in the area will have seen a video where we act super cocky, and challenge them to ruin our assholes as hard as possible."

You sign. "I know. I'm terrified, to be honest. But we can't stay in Viridian City any longer. We need to make it to Pewter City, where we're not banned from the Hostel, and then there we can train between the two of us until we feel confident enough to challenge another trainer, or perhaps even challenge a gym."

"Yes, no, I know that." Belle clarifies. "I'm not saying we should turn back. I'm saying... Professor Oak gave us the thing we may need to survive this."

The thought of putting a huge sex toy inside your asshole fills you with disgust, and you open your mouth to speak, but Belle raises her hand to stop you.

"I'm not saying I love the idea of it either." Belle continues. "In particular, I hate the idea that by doing it, I'm sort of predicting that I'm going to fail, and lose another battle. It feels like I should be planning to win. But I can't let that video we shot with those boys get released, which means I can't retire. Which means that I can't risk getting buttfucked so hard that I give up."

You frown with frustration, but you know she's right.

"Shouldn't we have found somewhere more private to do this? If we're really going to do it?" You whine.

"There's probably nobody around for miles. And Oak said that it only keeps our... um... you know where... all slippery and clean and protected for a while. It might take us the rest of the day to get through this forest, and I don't want my lubrication running dry just as I get challenged. So this makes the most sense, to do it just before we head into the forest."

Once again, you are **** to accept that she's talking a lot of sense.

Belle speaks once again. "I've watch a little bit of butt stuff going on in porn." She admits.

You raise your eyebrows and grin in an accusatory, but playful manner.

"Shut up!" Belle says defensively turning a little red for the first time since the start of the conversation.

"I didn't say anything." You reply innocently, holding your hands up, playing the innocent accused.

"Well, shut up anyway. I'm trying to help you. Look, I think the best way to get these things inside, because they're quite big, is to squat over them, and then slowly lower ourselves down onto them."

Just like I did with Blue's massive cock in the PokeMart. You think to yourself.

"What memory did that bring up?" It's Belle's turn to smirk at you, and you realize that you're biting your bottom lip and looking away.

"N-nothing!" You stammer, now just as embarrassed as her. "Let's do the squatting thing, then."

"Let's do it together." Belle nods.

You both retrieve your GutGrimer 2000s, and then place them on the bench.

You stand over them, and practice squatting over them. "Yep, this height will work well." Belle says. "Now to do it for real-"

Belle is interrupted by a ripping sound. In this position, her tight leggings were under too much pressure from her massive rear end, and they've ripped at the crotch.

"Oh, fuck!" Belle swears. You can't help but cackle.

"It's not funny!" Belle growls.

"It's a little funny." You reply, still chuckling. "Your ass is so big, nothing can contain it!"

"And yet despite my ripped leggings somehow you still look sluttier than me!" Belle teases back.

"Harsh, but fair." You stick out your tongue, and you both laugh.

You're really starting to like this girl.

"Well, at least I don't have to pull my leggings down to work this bad boy inside." Belle reflects. "Here goes nothing."

"Here goes nothing." You agree, pulling the crotch of your tiny denim shorts to one side.

As the tip of the massive GutGrimer touches your tiny tight sphincter, you feel like there's absolutely no fucking way it could fit inside.

But then, just as Belle says "Woah", you feel the same thing that she does. Your butthole reacts to whatever magic material the toy is made of, and you can feel it instantly relaxing. Relaxing a lot. Suddenly, it feels like you could fit... Well, it feels like you could fit a large sex toy inside. So that's exactly what you do.

Sliding down the shaft of your GutGrimer is nothing like you thought it would feel like. You can't quite describe it, because, well, you've never felt anything like this before. Nothing has ever stretched out the inside of your asshole before, never mind pushed all the way up into your rectum. All logic dictates that this should really hurt, but it doesn't. It feels a little uncomfortable, but only in the way that having 4 fingers inside your mouth feels uncomfortable. Not entirely welcome, but also easily tolerable.

"Okay, that's actually quite impressive." You admit to Belle.

She just emits a weird, somewhat confused, shuddering moan.

"You ok?" You ask, a little concerned.

"I'm fine." She replies, two octaves higher than normal.

"You really like butt stuff, don't you?!" You ask, accusatorily.

"I have never been brave enough to try it before." She says, as a sort of half-confession, without actually confessing it.

"Well, how does it feel?" You ask her, pleased that's she's willing to open up a bit to you.

"Big." She says, laughing shyly.

"Good big or bad big?" You press.

"...Good big." She admits.

"It's good big for me too." You admit. It's only a half-truth - it feels like a weird intrusion, but also you feel positive about it. But you don't want Belle to feel self-conscious about her admission.

"You owe Professor Oak an apology then!" Belle giggles.

"Yeah, maybe I'll offer to let him fuck your ass as an apology." You joke.

"You don't own my ass!" Belle says, gasping with fake offence.

"Maybe when we do a practice match some time, we should put it on the line." You suggest.

What the hell has gotten into me?! You think, realizing that you're slowly getting excited and horny.

"It's a deal." Belle says, extremely earnestly. "As long as when I win, I get to do what I want to your ass."

Well, now that Belle has been so enthusiastic about the idea, it seems too late to take that challenge back. Exactly what sort of relationship is blossoming here?!

The next 30 seconds or so are spent loudly trash talking each other about who's the better Pokemon Trainer, and whether Charmander or Pikachu is the better fighter. You almost forget that you've got a giant toy up inside your ass.

That is until it starts vibrating, and at the same time, starts spurting some kind of cold liquid up into your gut. You recall Professor Oak's words when he first gave it to you: 'The GutGrimer deals with any, err, 'waste product' inside your rectal cavity and colon, leaving you wonderfully clean and pleasantly aromatic for the rest of the day.'

This must be its 'rinse cycle'.

The vibration is new, apparently, and supposedly a bonus. But for you, with your virgin asshole, a huge vibrating sex toy is the last thing you want! What was an easily tolerable stretching sensation, is now turning into a somewhat overwhelming anal stimulation session.

"What the fuck!" Belle mutters under her breath.

"Hi there!" A man's voice sounds from above you.

You both look up with a start, and realize that a old man in farmer's overalls has strolled out of his farm while you've been sitting here, and has now approached you to say hello.

"I've had my coffee now, and I feel great!" He eyes you up and down, and strokes his chin. "I see you're using a PokeDex, but you only have one Pokemon. Don't tell me, you've never caught a Pokemon yourself before, have you? I'll show you how to, then."

You both sit there, a giant (thankfully quiet) vibrating sex toy lodged up each of your rears, panicked **** smiles on both your faces.

"Err, actually, that's okay." Belle says as politely as she can while being silently anally stretched and stimulated.

"We're fine." You add, before returning to holding your breath. You hadn't even realized that you were holding your breath, but you are.

"Oh, are you in a hurry?" The man asks, looking dejected.

You and Belle look at each other awkwardly. The truth is that you can feel that the sides of your anal passage is already very well-lubricated, and so if you were to try and stand up, the GutGrimer would probably fall out unless you physically held it in. There would be no way of avoiding the old man realizing that he's been talking to two sluts who were essentially anally masturbating while he talked to them. Even for a condom-wearing slut like you, that's too much humiliation for you to bear right now. And you can see that Belle feels the same way.

"We're not in a hurry." You admit, your voice slightly shaky.

"Excellent. Then please, allow me to demonstrate. Go, Weedle!"