Humiliating anal action

Blue, almost certainly purposefully, didn't specify which hole you had to use to impale yourself on this dildo.

There's a clear overall focus on destroying your assholes, so in that sense it's clear that he wants you to do that, but he left it open for you to actually decide.

...It's probably a trap. If you choose to put the dildo in your pussy, he'll use it as an excuse to be extra-cruel to you.

Or to your mom.

In the end, there really isn't much of a decision. It's going to have to go where the sun doesn't shine.

You have plenty of experience with with toys, including anal experience. You're not stupid - at least, not THAT stupid - you knew that this was a potential eventuality, and so you prepared accordingly, training your asshole with small toys, and then medium ones.

You never graduated to large toys, though. Medium ones were more than enough of a challenge for you, and solo anal play was something you only did because you felt it was important to, not because you enjoyed it.

Now, though, you really wish you'd been more thorough with your anal preparation and training. If you are to sodomize yourself with a massive black 8 inch dildo, you wish it was in the safety of your own home where you could go as slow as you want, and stop if it was too much, rather than in a dark, dingy cave, in front of your rival who will punish you if you don't do it properly.

Another oversight. Another failure to plan ahead for potential misfortune. The list of mistakes you've made is really starting to pile up, and you can't help but feel like, deep down, you deserve this. You deserve to be made to anally impale yourself on a big black dildo, for being such a fucking idiot. And for allowing your mother to be brought into this.

It's not the first time today, and it probably won't be the last, where you wonder if it wasn't a mistake to try and become a Pokemon trainer in the first place. Despite your love of Pokemon, and your desire to follow in your father's footsteps, as you squat above this fat fucking dildo and align its tip with your poor virgin pucker, you can't help but wonder if this is too much of a price to pay.

Blue has guided Misty to turn around to look at you, so that he can position himself behind her and fuck her in the ass while they both watch you lower yourself onto the dildo. He hasn't inserted himself into Misty yet, but his cock is resting on top of her ass crack, fully erect and ready to go.

"Watch your girlfriend as she assfucks herself for my pleasure." Blue instructs Misty, as he guides her to crawl closer and closer to you, until her face is almost touching your pussy.

It looks like he wants you to go first, so you clench your teeth and start to work the black beast beneath you up inside your tight little orifice.

Tears form in your eyes as your sphincter widens to what feels like its limit to accept the tip inside. Fuck, it's big. The thickest thing you've ever had up there, for sure. And the longest, too. You already feel really full, and there's only one or two inches inside. There's a long way to go before you bottom out on the balls at the base.

Blue takes the hand that isn't holding his camera, and sticks two fingers inside Misty's mouth. "Suck on them. Get them wet."

Misty obeys, but her eyes are locked onto your asshole, less than three inches from her face, and the big fake dick that you're gradually easing inside.

The dildo sinks further and further inside you, making you feel more stretched and full than ever before in your life.

Blue takes his two fingers out of Misty's mouth, and pushes them into her asshole, causing her to squeak. The phone recording captures it all, including your face, scrunched up with discomfort, and still covered in all the spit that you're not allowed to wipe off. If Blue publishes this video, you're never going to live it down.

"Seems loose enough to me." Blue comments happily, and removes his fingers from Misty's chute. He moves them back round to Misty's mouth.

"Open." He barks an instruction.

Misty whimpers, but immediately opens her mouth to accept Blue's fingers into her mouth once more.

"Clean." He barks a second instruction.

Misty sucks on the fingers that have just been inside her ass. Now it's definitely not just you who has the taste of Misty's ass on her tongue.

She doesn't just do it gingerly either, but enthusiastically sucks and noisily slurps on his fingers as if she was trying to give them a messy blowjob.

You probably would too, if the owner of those fingers was a sadistic bastard who was about to decide how hard to fuck your ass.

Speaking of asses getting fucked, you have finally reached the bottom of the dildo. The entire oversized thing is now lodged firmly inside your rear end, which is screaming warnings to your brain that things this big aren't supposed to be inside it. Despite that, you feel a flash of pride. You weren't sure you were going to be able to do this, and here you are, fully bottomed out on the godforsaken thing.

Any positive thoughts are quickly dashed away as Blue starts speaking again.

"You two really are in a sorry state, aren't you? How embarrassing. I think you should apologize to each other for getting yourselves into this mess. How about this - every time your cock bottoms out inside you, I want you to say 'I'm sorry for being a useless trainer.' Starting... Now."

And then he shoves his outrageously large penis into your companion's pooper.

"NYYYYYYYAAAAAAAAAAARRR! FUCK" Misty can't help but screech as Blue surges his thick meat rod in, all in one go.

But, she's still a professional gym leader, so this isn't her first anal rodeo, you're sure. And indeed, it only takes her half a moment before she's regained control and manages to call out "I'm sorry for being a useless trainer!"

You look at her, her face covered in your slobber, degrading herself for this awful man, and feel real pity.

But Blue doesn't let you think about that for long. "You next." He says impatiently.

You pull yourself upwards so that a few inches of the dildo exit you, and then quickly lower yourself back down. As you bottom out, the tip of the dildo bashes against the top of your rectum, causing you significant discomfort. The rest of your ass feels mostly fine, if very full and stretched.

"I'm sorry for being a useless trainer." You say in a stroppy voice, not quite as clearly or loudly as Misty.

While you're saying the words, Blue pulls halfway out of Misty's hole, and then when you're finished, he surges back in.

"I'm sorry for being a useless trainer!" Misty squeals loudly. "Haaaaah!"

She's clearly struggling to deal with the intense sensations of Blue's mega-cock pushing ten inches inside her. She's smaller than you, and the thing inside her is even longer than the thing inside you. If your dildo is bashing up against the top of your rectum, you can't even imagine what Blue's cock is doing to her delicate internal parts.

You bounce on your dildo again, and repeat the phrase again.

"I'm sorry for being a useless trainer!"

The worst part about it is that you half mean it. You do feel like a useless trainer, and you do feel regret and remorse for your failure.

"I'm sorry for being a useless trainer-her-her!" Misty starts to cry as Blue slams into her for the third time.

"I'm sorry for being a useless trainer!" Seeing Misty's suffering, combined with your own distress, sets off your waterworks too.

Soon enough, you and Blue are in a stable rhythm of assfucking that allows just enough time for one of you and Misty to make your statement of apology before the other one takes over. Tears of pain and regret stream down both your faces as you both openly weep.

If anything, your crying just seems to arouse Blue further, and he starts breathing raggedly, his usual sneer replaced with a somewhat vacant and primal expression of furious passion.

At least it should be over soon.