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Chapter 66 by DefeatedDamsels DefeatedDamsels

What's next?

Duncan does his best to break you

Duncan stops after just 15 or so steps into the thick forest. "That's far enough. We're behind a bush, and there's a good tree here that we can use."

You open your mouth to disagree - to use Marcella's terms, there's still a non-zero chance of you getting spotted back here - but your recent conversation has made it clear that he considers your opinion about as valid as the opinion of his body pillow. So you just sigh and nod.

"How do you want me?" You ask, trying not to sound too glum, and probably failing.

He considers his options. "Bend over against the tree."

You sigh, and obey, pressing your hands against the large tree trunk and presenting your butt to him.

"Lower. Much lower." He instructs.

It's seriously like a switch has flipped in his brain, and now he's a dominant alpha male. You reflect to yourself, irritated.

You use your fingers to walk your hands further and further down the trunk, until your head is as low as your butt.

How degrading. You silently complain to yourself. And yet, we haven't even properly begun.

He snaps a few more photos of you in this position.

"You're not laying a finger on me if my Charmander has anything to say about it!" He parodies what you had said at the start of your battle, in a mocking high-pitched voice.

"God, you're such a dick!" You grumble as you turn to face the tree. "Just promise me you'll use a condom rather than risk knocking me up."

"Deal." He says nonchalantly.

Then you hear a beep as he starts recording a video on his phone.

"Dear dad, I finally found a Pokeslut that still had usable Pokemon." He says to his phone. "This is her here. Well, this is the useful part of her, anyway. There's not much going on upstairs. She had a Charmander, but Simon was much stronger. Anyway, you always said that I should only fuck a girl trainer when I've earned it myself. Well here I am dad, I hope you're proud."

"This is so fucking pathetic." You mumble, but purposefully loud enough for him and his phone to hear.

"I think you probably heard that. And I remember what you said about 'taming' my sluts once I've earned them. So this is for you, dad."

Duncan the gross, chubby nerd presses his penis up against your asshole, and pushes it inside. You had not been expecting this at all - you were still waiting for him to get around to putting a condom on his dick - and so it makes you howl with shock and panic. You would have leaped forward, but there's a tree in your way.

What a shitty way to forever have in your memory as the way you lost your anal virginity.

The good news is that Duncan slid in very easily. Your recent use of the GutGrimer starts to pay off, as your lovely clean, lubricated and relaxed anus accepts his small-to-average-sized pecker with little complaint. It still feels like an unwelcome intrusion, but not one that's actually caused you any pain.

With your wolf-like howling, though, your assailant seems to be getting the impression that he's hurt you. As he probably would have, if you hadn't loosened yourself up with the GutGrimer.

"That's right bitch, that's what you get for disrespecting me." Duncan growls. This is a new level of confidence and cruelty that you didn't sense before the video started recording. You feel like he's putting on a performance to impress his dad. Which is pretty creepy, when you think about it.

Duncan starts thrusting. He doesn't start slow, and build up - no no no, he's trying to make you squeal, so he just starts jackhammering straight away.

It turns out that being fucked really hard up the ass is pretty intense. Even though his dick is nowhere near as big as the GutGrimer, the dildo wasn't moving in and out. This cock is definitely moving, and not gently.

BAM BAM BAM! His hips make loud wet sounds as they slap against your butt. But that isn't the loudest noise - Duncan is currently getting what he wants, which is you making involuntary squeaky noises as you struggle to tolerate the intense sensations of your rough anal deflowering.

Just like before, when you first inserted the GutGrimer, it's difficult to describe what this feels like, because you've never felt anything like it before. It feels like a wrong thing is in a wrong part of you - a delicate wrong part of you, and your body wants to push it out, and feels like it should be able to, but in fact the thing inside is just moving forward and backwards completely of its own volition, giving you a sensation of **** powerlessness. Three days ago, you'd never really even considered the idea of anything being put up inside this hole, and you feel like you have good reason for that - it's so wrong, so deviant, so inappropriate for this hole to be used this way. It wasn't meant for this, and all the nerve endings inside are reminding you of this with each thrust, sending high priority messages of 'Unexpected item in bagging area, please remove!' to your brain, each moment more panicked and urgent than the last.

You whimper, you squeal, you squeak, and you swear.

"I would demand that you say sorry, but I don't want your half-hearted apology. I want your full and utter submission. And with a Pokeslut like you, there's only one way to make that happen." Duncan snarls.

Despite his harsh words, Duncan is actually slowing down. His lack of athleticism means that he can't keep up that pace for long. Soon, you find that he's going slow enough that you can just about handle his movements without making involuntary noises. Which is good, because the reason you dragged him behind these bushes was so that anyone else coming past wouldn't find you.

"Damn, I'm reaching my limit." Duncan pants. "But that's no problem, because my dad passed down a special secret technique for just this situation. That's right dad, I'm going to use the Bitch Breaker, just like you taught me."

He sounds like an anime character announcing a special move. What a doofus. But also, you grit your teeth and prepare yourself for whatever is about to come.

Duncan pulls his cock all the way out of your asshole, allowing your anus to close up for the first time in several minutes. It's a delightful relief... For this moment, everything feels fine again.

SHUNK

Duncan pushes the entirety of his length inside your asshole again, all in one big thrust. Your sphincter is **** open again, as is the rest of your tight tunnel.

"Guh." You can't stop yourself emitting a low grunt, thanks to the sensation. You really hate how he's successfully causing you to make these humiliating sounds.

That's it. I'm not going to make any more sound. Both so that I don't satisfy his desire to 'break' me, but also so that nobody else finds us here.

Duncan pulls his penis completely out of your asshole again. Everything automatically tightens up and closes.

SHUNK

He slides back in. Everything is **** to open to welcome his shaft once again. You clamp a hand over your mouth, and exhale strongly. Your voice doesn't make a sound.

Yes! I can do this!

Duncan pulls back out, waits for your sphincter to close, and then pushes back in.

SHUNK

If Duncan could see your face, he'd see an animated, pained expression. But he can't, he can just see your back and the back of your head. And you don't make a sound.

"I can do this all day, whore." He teases.

And then he sets out to prove it.

SHUNK
SHUNK
SHUNK
SHUNK
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SHUNK
SHUNK

Over the next eternity - that's what it feels like - Duncan persists with his 'Bitch Breaker' anal sex technique. By pulling all the way out, and then only pushing back in once your ring has closed, he's no longer brutalizing your asshole with the same intense friction, but he is forcing that important set of circular muscles at the entrance of that most delicate of passages to put in a lot more work than it is designed to do. Stretch, close. Stretch, close. Stretch close. Usually, it only does that a few times per day, but Duncan is forcing it to perform the workout of its lifetime, stretching and closing once every 5 or so seconds. For several minutes.

Your iron-clad will to not make a sound begins to crumble as your sphincter begins to beg for mercy. It wasn't built for this. It can stay closed, or stay stretched, but having to shift between the two over and over and over is causing it to cry out in despair. Your arms and legs begin to shake uncontrollably - you feel like you're taking part in the most intense workout session of your life. But it's not your biceps or your quads that are burning - it's that poor little ring of muscle you call your anus.

And then... Just as you are convincing yourself that there's no way you can remain silent any longer, that you have to throw in the towel and let him hear the sounds he's been doing his utmost to **** you to make... You hear voices. Getting closer. And one of them's a woman.

It's Jamie and Marcella.

For the umpteenth time in the last 15 minutes you are reminded that Marcella has given Jamie permission to challenge you if you have no useable Pokemon. If they catch you being fucked by this gross nerd, it's over. Jamie will fuck you next, and Marcella will do unspeakable things to you as it happens.

Getting spotted here is not an option.

"THIS is what I'm talking about Jamie!" Marcella is chastizing him, loudly. "My asshole is on the line here, literally!"

SHUNK

You clamp your hand even tighter to your mouth as a tiny whimper tries to escape.

"Imagine if you'd spent Koffing's energy on chasing that little whore's Charmander down, and then HE had stumbled on US first!" Marcella continues, sounding jumpy.

SHUNK

Your mouth opens to squeal, but you catch your voice in your throat and don't allow it to make any noise. This time. You can't keep this up for long. Your asshole is in too much distress.

"I could still have beaten him." Jamie says defensively. He doesn't sound convincing.

SHUNK

If anyone could see your face now, it'd look like your eyeballs were about to pop out of your head, with out much all the muscles in your face are straining.

"Last time, the only way your team could handle his Kangaskhan was because your Koffing managed to use smokescreen 5 times before it was knocked out." Marcella replies hautily.

SHUNK

Your mouth makes the first letter of the word 'FUCK'! But you manage to hold on and prevent any other part of the word being sounded. Jamie and Marcella are now right at the junction, the closest part of the path to you. Duncan doesn't care, and doesn't change pace. You imagine he's probably enjoying your struggle, having fun playing with your fate, and testing whether you can continue staying quiet for long enough, for these two blue haired trainers to walk out of earshot.

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"It could easily have gone differently this time!" Jamie replies with exasperation.

SHUNK

You let out the tiniest little squeak. Apparently the fates are merciful, and they didn't hear it.

"EXACTLY!" Marcella replies, getting more and more animated. "It could have gone differently the BAD way too! It's easy for you to be flippant when it's not your body on the line."

SHUNK

"Pffffff..." Your **** exhale sounds audibly through the tiny gaps between your fingers. But it seems that they're too deep in their own conversation to be paying attention to small sounds from the forest around them.

"Do you remember what he said he'd do to me the next time he defeated me?!" Marcella speaks in a prissy, high-pitched tone. Thankfully, with every passing moment, her voice is getting quieter as they walk further away from you.

SHUNK

"Fuck..." You mutter the curse in as soft a voice as possible.

"I remember." Jamie says glumly. "He was very graphic with his description."

SHUNK

You quietly sob into your hand.

"All because I said that his dick was tiny. Some people can dish it out left right and center, but as soon as you insult them back, they can't take it, and become a stroppy little cunt."

SHUNK

You can't help but whimper now. All you can do is cover your mouth and hope to keep it as quiet as possible.

"You're one to talk." Jamie teases his sister/best friend/lover/who knows.

SHUNK

"Shut up." You think you hear Marcella say.

Your whimpering and sobbing is getting louder, but Jamie and Marcella are fading away.

SHUNK
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SHUNK

Soon the only sounds in the forest are once again the sounds of your sex, and your involuntary noises.

You won this 'battle' with Duncan - you stayed quiet enough to remain undetected by the blue haired sadists. But as your exhausted ring burns more and more with each cruel thrust-and-removal, you understand that you're still losing the war.

What's next?

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