Chaldea Subjugation Organization (Fate/Grand Order)

“Master! Hey, Master!”
 
Blinking, Shigure glances back behind him, stopping in his tracks at the sound of an insistent, feminine voice. What he finds is a particular Servant of his, one Oda Nobunaga, the Demon Archer and the Devil King of the Sixth Heaven. She’s dressed in her full regalia, as usual. With a hat that doubled as a crown on her head, a black uniform, those golden greaves of hers, and her red cloak, it made for quite the intimidating ensemble when it was accentuated by the sword she carried with her everywhere.
 
Or it would have, if the girl dressed in it wasn’t more akin to the energizer bunny instead of the Devil King she was supposed to portray.
 
“There you are Master! I’ve been looking everywhere for you!”
 
Staring into Nobbu’s red eyes, Shigure lifts a single brow questioningly.
 
“Oh? What for?”
 
A grin spreads across Nobbu’s face, and the Servant points her sword in Shigure’s direction.
 
“I know what you’ve been up to Master! I know you’ve been going around and fucking all of your female Servants into mind-broken sluts! Filling them with your evil, corruptive man meat until they beg for more! You dastardly villain!”
 
Shigure is now ever so slightly interested. But he doesn’t show that, at least not outwardly. Instead, he levels a distinctly unimpressed look Nobbu’s way. Considering he has all three of his Command Seals right now, he’s not at all afraid of the cute Servant. She might have been imposing under different circumstances, but right now she looked like a girl playing dress up more than anything else… and with a single command, he could make her think she was just that if he wanted to. Hm, that might be worth considering…
 
“… What of it? What’s your point, Servant?”
 
He’s very pointed in the way he says ‘Servant’. Its important to remind Nobbu of her place, after all. Remind her of just how easily he can bring her to her knees and-
 
“Well, why haven’t you broken ME yet Master?!”
 
… Wait, what?
 
Nobbu continues on as Shigure just stares, whining as she squirms this way and that, her face flushing with arousal and desire. She’s clearly fantasizing, even as she explains herself.
 
“You should have grabbed me and tossed me across the nearest surface ages ago, Master! You should have fucked me silly and then done it again! I’m PERFECT waifu material after all! As the Devil King of the Sixth Heaven, I could serve you in so many ways besides the battlefield! You have to ravish me! Use me, abuse me, BREAK ME!”
 
And then, as if to prove her point, Nobbu reaches down, grabs the front of her black, military uniform, and pulls harshly, tearing the entire thing off of her nubile young body in one smooth motion, revealing a complete lack of undergarments beneath it as she lays bare her naked pale flesh, exposing herself to Shigure’s suddenly interested gaze.
 
With a twirl, Nobbu shows herself off as her red cloak whirls around in the air above her naked form. As she finishes her twirl, the lewd Servant flips her red cloak up over her head and bends over right there in the hall, facing away from Shigure as she reaches back and spreads her pussy lips apart with two fingers quite obscenely.
 
“Come on Master! Fuck me! Fuck me until all I can think of is your throbbing, pulsating, GLORIOUS COCK!”
 
… Well shit, how was he supposed to say no to that? Chuckling and shrugging his shoulders, Shigure steps forward and grabs hold of Nobbu’s hips, drawing a gasp from the girl, even as he forces her naked crotch back against his own. His cock is still stuck in the confines of his pants, but its already growing hard, and Nobbu moans as she feels his bulge through his clothing, pressed up against her cunt, which Shigure quickly discovered was already sopping wet.
 
“Ooh, Master! Teasing me to start with, t-that’s a good idea! Make me beg for it! Edge me until I can think of nothing but your dick inside of me!”
 
Hm, that wasn’t a half bad idea. Digging his digits into Nobbu’s cute little ass, Shigure proceeds to do just that. His bulge continues to grind up against the lewd Servant’s dripping pussy lips, but even as Nobbu moans and writhes against him, it’s clear that she just can’t reach climax from only this. His fingers massage and knead her pert, petite posterior until finally she breaks, letting out a particularly loud and lewd moan.
 
“M-Master~ Please Master, please give it to me! I neeeeed it! I need your diiiiick!!!”
 
Shigure snorts in amusement at Nobbu’s complete and utter lack of propriety. The girl is a complete slut, and if he’d known that before now, he very well might have done something about it. As it was, Shigure had an idea of what he wanted to do now. Nobbu might be guiding him in how to ‘break her’, but he had his own ideas… expanding on the very suggestion she’d made.
 
“No.”
 
The naked girl before him freezes, bent over as she is in the middle of the hallway, baring all to him.
 
“N-No?”
 
Shigure’s grin is wide, even as he brings a hand down on Nobbu’s up-turned ass, smacking her little tushie red.
 
“No, you have to earn it.”
 
The last bit catches Nobbu’s attention, and she begins to wiggle and writhe again, moaning once more as she nods her head up and down.
 
“Y-Yes! I want to, Master! I want to earn it!”
 
Shigure chuckles and then goes for the kill, reaching out and grabbing Nobbu’s head through the red cloak currently covering her upper half. Pulling her around, her forces the lewd Servant onto her knees, sliding his fingers through her hair and gripping tightly as her cloak falls back down to cover most of her nude form. He doesn’t much mind that though… especially since all he wants right now is her mouth.
 
“Well? Go on then… earn it, slut.”
 
Nobbu shudders in delight at the way he’s speaking to her, and the next thing Shigure knows, the energetic Servant has his pants undone and both them and his boxers pulled down to his knees. His cock, straining against its confines all this time, springs free and lays a solid smack across Nobbu’s face that has her gasping in delight. A moment later, she’s nuzzling his dick as Shigure watches on, his fingers still laced through her dark locks and a wide grin across his face.
 
This was… unexpected, but certainly not unwelcome. Opening wide, Nobbu practically inhales his dick, her small lips stretching farther than he would have ever though possible as she bobs up and down the first few inches of his cock. Ah, but that’s not good enough, and when she glances up into his eyes to gauge his reaction, Shigure makes sure she sees his disappointment and apathy in his face.
 
Nobbu immediately redoubles her pace, and Shigure can’t help but grin wickedly as the lewd Servant finally begins to choke herself on his dick.
 
“Gagkh! Gagkh! Gagkh!”
 
“That’s right you whorish little slut. Gag on it. Take every last inch down that tight throat of yours. Fuck yessss…”
 
His disparaging comments and demands only seem to spur Nobbu on harder, and Shigure groans as he adds his second hand to the first, finally beginning to actively participate. With both hands atop the cute Servant’s head, Shigure starts to thrust forward with all of his considerable might, pounding into Nobbu’s flexing, spasming esophagus with greater and greater strength.
 
“Fuck yes, fuck yes, earn it bitch! Earn my cock!”
 
To her credit, she does just that. Shigure cums in record time from the way Nobbu hollows out her cheeks and swirls her tongue along the underside of his length. Her throat squeezes down across every inch of his pistoning dick, even as she chokes on his meat rod. And ultimately, Shigure fills her gullet with his seed, watching with great satisfaction as his white, hot ejaculate ends up exploding out of Nobbu’s nostrils and the sides of her mouth, leaving her face a ruined mess.
 
With a satisfied sigh, Shigure pulls back out of Nobbu’s throat and mouth. He stands there for a moment, shaking the last of his cum from his cock onto Nobbu’s face, enjoying the glazed over look in her eyes. Ah, but he did hope she wasn’t already ‘broken’. With a lifted brow, Shigure strokes his member, getting it hard again quite quickly, even as he clears his throat.
 
“Is that it? Is that all it takes to defeat the Devil King of the Sixth Heaven? Such a shame, you’d done well enough to earn my dick as well…”
 
His words have their intended effect and Nobbu’s eyes light up with new life as the petite Servant leaps to her feet.
 
“I’m not out yet, Master! You’ll have to work extra hard to break ME! Now, come on! Fuck me right here, right now!”
 
And just like that, the silly girl is once again in her bent over position, standing in the middle of the hallway with her red cloak over her head as her pert little pale behind stares him in the eye. Her cunt is even wetter than before, if that’s even possible, and Shigure grins wickedly as he steps forward and once again grabs her hips.
 
This time, his cock is naked and exposed, just like her backside, even as he rubs his length in between her tight little butt cheeks, enjoying the way her ass hot dogs his cock, pressing in on it as he slides back and forth between them.
 
“Oooh, Master~”
 
Smirking, Shigure enjoys this for a few moments more, before finally going for the kill. His dick slides back off of Nobbu’s ass, and a moment later his cockhead presses against the needy, slutty Servant’s slit. Shigure pauses for only a second longer, savoring the glorious triumphant feeling that came with having one of the powerful Servants he’d summoned just offering themselves up to him on a silver platter.
 
Just as Nobbu is beginning to squirm in impatience, Shigure lets out a bark of laughter and thrusts forward. His palm comes down on her pale behind a moment after that as well, and even as he holds Nobbu’s small body in place with one hand, he uses the other to give her a nice, rough spanking that she’s not likely to forget anytime soon, all while thrusting forward into the moaning Servant.
 
“Yes Master, yes! Like that, a-ah! You’re s-so big! S-So deep! And sooo cruel! Spank me more, Master! Abuse me and make me yours! Break me Master, break me HAAAARDEEEER!!!”
 
It was perhaps a little strange, having Nobbu cheering him on even as he did his level best to fuck her senseless. That isn’t to say he was failing or anything, judging by her vocal enjoyment of his pistoning prick and the way her cunt was squeezing and clenching down on his cock every time it thrust into her depths. He slammed against the entrance of her womb again and again, and Nobbu encouraged him all the while, begging him for more.
 
“Pound my cervix, Master! Fuck your slutty little waifu silly! Rail me! Get in there deep, batter down the gates to my most holy of holies!”
 
It was kind of obvious what she was demanding. Luckily, Shigure was more than up to the task. With a shout and a holler, he stopped spanking Nobbu for the moment, instead holding her firmly with both hands, his fingers digging deep into her pale flesh as he really gave it to her, finally managing to bust through her cervix and into her womb after a few more thrusts.
 
“Maaaaasteeeeer!!!”
 
Nobbu’s reaction is to cum, explosively, and Shigure can’t help but enjoy the way the lewd Servant shakes and spasms on his dick, her entire body flailing about a little. Her legs remain steady under her though, surprisingly enough, and Shigure keeps a good enough grip on her hips that she can’t possibly fall forward. Especially not with his dick buried in her womb.
 
With a grunt, Shigure starts to fuck the ‘promised land’, Nobbu’s ‘holy of holies’ as she’d called it. Grinning viciously, the young man rams his dick right into his lewd Servant’s womb again and again, forcing her most sacred of places to reshape and conform to his cock like some kind of living condom. Pounding away some more, Shigure finds himself quickly reaching his next release. But to be quite honest, he’s having a bit too much fun.
 
He doesn’t want it to end so soon, so Shigure does his absolute best to hold back his release for as long as he can. Of course, that proves quite difficult under the circumstances. With Nobbu shouting her praises to the high heavens and his cock caught in the extremely pleasurable vice grip that was the tight Servant’s cunt and womb, Shigure only managed to last another few minutes before finally tipping over the edge at the tail end of another of Nobbu’s orgasms.
 
Groaning loudly, Shigure holds his crotch to Nobbu’s, every last inch of his dick buried in the dark-haired girl’s accommodating cunt, even as his seed pumps directly into her womb. His thick prick means she’s all stopped up, leaving Nobbu’s abdomen to slowly expand as his cum finds nowhere else to go. Panting heavily, Shigure finally pauses to catch his breath, swallowing thickly as he looks down at the petite Servant impaled on his cock.
 
“So… so, have I sufficiently broken you now, slut?”
 
He’s not expecting much beyond a moan as an answer. Instead, he gets something that surprises him greatly. Nobbu’s head abruptly comes up from beneath her red cloak, and she looks back at him with a wicked grin.
 
“I dunno Master, do you think you can go another round?”
 
Just that sentence, just that cocky attitude, that challenge, is enough to make Shigure’s cock jump back to attention, reversing its slow process of softening as he growls in response.
 
“Of course I can, you impish little… I can go all day!”
 
Nobbu giggles and then bites her lower lip for a moment.
 
“Mm… then next, you have to fuck me in the ass! That’ll break me for sure Master! Turn me into your cock-loving little anal slut!”
 
With a grunt and another growl, Shigure pulls his cock out of Nobbu’s cunt. His seed almost immediately starts to stream out of her and onto the floor, but he’s not concerned with that. Instead, he’s more concerned with spreading his lewd Servant’s pert little behind apart, revealing Nobbu’s sphincter as he places his messy, lubed-up cockhead against the entrance to her ass. He doesn’t pause this time. He doesn’t hesitate or savor the moment.
 
Shigure thrusts forward into Nobbu’s butt with all the strength he can muster, jarring the petite Servant forward as she lets out a startled cry.
 
“M-Master! A-Ah! So sudden!”
 
He doesn’t pay her any mind. His focus is solely on the task before him now. Nobbu has challenged him, and he’s not playing around anymore. Still growling, Shigure gives his Servant exactly what she wants. He gives her the anal pounding of a life time, ramming into Nobbu with greater and greater speed, pounding into her with increased force. He gets deep, and then he gets deeper still as Nobbu’s words finally dissolve into incoherence, her begging becoming outright gibberish.
 
Shigure’s grin is vicious as he fucks his lewd Servant’s back door, her anal muscles clenching down along his pistoning cock, even as her pussy juices and his seed leave him more than lubed up enough for penetration. Nobbu’s asshole gives way before him with a bit more resistance than her cunt did, but it still gives way in the end. Shigure fucks the dark-haired girl right there in the hallway with every last ounce of might he can muster, enjoying the way he has to hold her weight up more and more.
 
FINALLY, Nobbu is beginning to crumble. FINALLY, the Devil King of the Sixth Heaven is starting to break. Shigure’s triumph grows, even as Nobbu’s limbs begin to give out on her. Luckily, she’s small enough and light enough that it isn’t difficult for him to keep ahold of her body, especially not after the upgrades some of his more magical Servants have been able to give him.
 
With a snarl and a growl, Shigure lifts Nobbu off of the hallway floor altogether, straightening as he continues to slide her back and forth across his dick, her legs and her arms hanging uselessly in the air, bouncing back and forth just like the rest of her body. It feels amazing… and judging by Nobbu’s constant moans and spasms and flailing about, she’s enjoying herself too.
 
The tight little Servant cums again and again from his anal pounding, more of his seed and her pussy juices spraying out onto the floor before him, even as he slams forward time after time, again and again. It’s cathartic, just as fucking his Servants senseless always is. They don’t break, at least physically. He can fuck them as hard as he wants, and they will never experience true injury. Though, Nobbu still has red marks forming on her pale flesh from where he’d dug his fingers in. His handprint is starting to show on her ass where he spanked her senseless.
 
She’s nothing but his tight little anal onahole in that moment. It’s a wondrous feeling… and in the end, its that thought that sends Shigure over the edge one final time, roaring as he begins to cum for a third time. He doesn’t hold onto Nobbu of course, he lets her go and watches with vicious satisfaction as she flops bonelessly to the floor, face down, ass up, as his seed hoses out of his massive member, painting her body and her red cloak white with cum.
 
It’s a great sight, especially since she’s now face down in their mixed juices as well, left in a puddle of her own making. With a dark chuckle, Shigure strokes the last of his seed out of his dick and onto her, and then he tucks his member away.
 
“Now you’re done, slut. Broken, just like all the rest.”
 
His triumph is short-lived, as a moment later, Nobbu hops up out of the cum puddle and spins to face him, a wide smile on her face, even covered in cum and messed up as she was.
 
“You did it Master! You broke me soooo good! Now I can be the Devil Waifu of the Seventh Heaven! I will spread word of your heavenly cock to the rest of Chaldea! Thank you Master, thank you, thank you, thank you!”
 
And just like that, she’s gone. Shigure stares after her, watching as the naked girl, covered in his seed, runs away with her cum-stained red cloak whipping in the air behind her. What… what the fuck just happened? Glancing down at the mess she’s left behind, Shigure considers it for a moment. He considers everything that had just occurred.
 
Finally, the young Master comes to the intelligent conclusion that it’s best not to question it. Someone will eventually clean this up. It’s certainly not HIS problem. With a grunt and a shrug, Shigure turns and begins to walk the opposite way through Chaldea’s halls. That had been an… interesting encounter, to say the least. But it’d also been an enjoyable one, at the end of the day.

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