Chaldea Subjugation Organization (Fate/Grand Order)

It wasn’t fair! Every year since she’d arrived on Chaldea, Elizabeth had made sure to hold a Halloween Party of some sort. They were always meant to be fun, and spooky, and raise the spirits of everyone at Chaldea… even those who were actual spirits! But it wasn’t Liz’s fault that every single one of her Halloween Parties tended to end in disaster! How was she supposed to see any of that coming, really?
 
Unfortunately, Shigure was the Master of Chaldea. He had to do things he didn’t want to do sometimes. Liz knew that was the only reason her deerlet had banned her from holding a Halloween Party this year. She was quite confident that, personally, Shigure LOVED her parties, disasters and all! But he couldn’t be selfish, she was well aware of that as well. He had to think about Chaldea first, and that was why he’d felt the need to ban her from holding a Halloween Party this year.
 
Ah, but Liz had the perfect idea for one this year! It just wasn’t fair that she wouldn’t even get a chance to explore it! It was totally disaster free as well, so if her darling deerlet could just be convinced to come around to her way of thinking, why, Liz was sure that THIS Halloween would be a Halloween to remember. Unfortunately, Shigure seemed… obstinate in his refusal. He wasn’t budging. Which meant she had to find a way to convince him to hear her out.
 
Pouting profusely, Elizabeth ponders the issue, tapping one of her claws against her chin, deep in thought. How could she make Shigure listen to her? Well, what was the way that most of the residents of Chaldea made Shigure listen to them? Ah! That was it! Liz’s eyes begin to sparkle with excitement and mischief. She had it, the perfect way to convince her darling deerlet of the validity of her plans!
 
It was time to play a game… a game Liz liked to call ‘Trick for Treat’!
 
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Shigure was in his room when the knock on the door came. Even before he opened it, he had a pretty good idea of who it would be. Of course, given just how many lovely ladies he had jumping him for a quick shag at the end of the day, it was still only something like a twenty percent chance of it being who he thought it might be… but that twenty percent chance of it being Elizabeth Bathory, back again to try to convince him to let her throw a Halloween Party, was the highest percentage of any of the possible options, of which there were dozens.
 
So yeah, the young Master of Chaldea wasn’t all that surprised to open the door to his room, only to have a familiar dragon girl in witch’s garb barge into his room.
 
“Deerlet! I have a proposition for you!”
 
Smiling in faint exasperation, Shigure takes the chance to admire Liz’s get up. She always went full out for Halloween, and this year was no different. Atop her head sat a wide brimmed witch’s hat, complete with white frills on the edges, and a pink star-filled ‘sky’ on the underside. It also had holes for her horns to poke out of, the draconic horns doing a spectacular job of framing the crooked point of her hat.
 
She was also wearing a cute little choker with a miniature jack-o-lantern hanging off of it, that drew the eye down to her chest and the fact that a large swathe of it was exposed by the low-cut nature of her witch’s dress. Done up in black, purple, and orange, her outfit matched beautiful with the hot pink of her hair and her clawed fingers.
 
All in all, it was a glorious ensemble, made all the more glorious by the delicious, delectable dragon girl wearing it. Of course, that didn’t mean Shigure was just going to give her the Halloween Party she no doubt wanted, just like that. Better to nip that in the bud here and now.
 
“Liz, if this is about the Halloween Party, you know the answer is still gonna have to be no. Last year…”
 
“Stop living in the past, deerlet! This is a brand-new Halloween! But it’s alright, I don’t expect you to say yes just like that, no sir! I’m here because I figured out what I need to do to convince you properly!”
 
Shigure falls silently, lifting an eyebrow, curious despite himself at just what Liz intended to do. Grinning wickedly, the dragon girl gives him a wink as she points one of her pink claws in his direction.
 
“That’s right, deerlet! I’m going to turn a Trick for my Treat!”
 
He can practically hear the emphasis on the two capital T-words she says, even as he blinks at her dumbly for a moment. Not that it’s hard to figure out what she’s saying. Turning a trick was a common euphemism for whoring, while what she wanted had been obvious from the beginning. So, she was going to let him fuck her so that she could get her Halloween Party?
 
… Well, Shigure was never one to pass up a good fuck, and Liz was looking particularly scrumptious in her witch’s get up at the moment. Keeping his eyebrow raised, the young Master of Chaldea crosses his arms over his chest and waits, making it clear that he’s not about to kick her out. When he doesn’t do so, when he doesn’t do anything, Liz seems to take it as a good sign and forges on ahead, reaching out and grabbing him by his hands, uncrossing his arms as she pulls him further into his own room.
 
“Come on, sit down, sit down! Let your be-Witching Idol take care of you, deerlet~”
 
Chuckling at the pun, curious where this is all going to go, Shigure sits down on the end of the bed and allows Liz to take over, for the time being. Once she’s sure that he’s in place, the dragon girl takes a step back and then spins around. The first thing she does is flip up the wide skirt of her witch costume, revealing that she’s gone completely commando underneath. Shigure isn’t surprised by her scaled privates obviously, well used to the unique state of her pussy lips and asshole, and the sensitive little pink scales surrounding both.
 
He is a little surprised by the spaded demon tail sticking out of her tailbone in place of her usual dragon tail though, his eyebrows lifting as the spade tail swishes back and forth excitedly. Waggling her plump perky posterior at Shigure, Liz flicks her tail out and begins to deftly unbuckle his belt and unbutton and unzip his pants with the thing, showing just how dexterous she can be with the prehensible muscle.
 
In just a few moments, Shigure’s cock, already half-hard at this point, is exposed to open air. Liz wastes no time in wrapping her demonic spade tail around his member, gripping it tightly as a normal woman might with her hand. But then, Shigure had always known that Liz was anything BUT normal. The dragon girl was about as far from ‘normal’ as you could get, really.
 
Sliding her tail up and down his length, teasing his dick tip with the spaded end of it, Liz gets Shigure to full mast in no time at all.
 
“Do you like that, deerlet? Mm, it’s okay if you do~ But no touching! Not yet!”
 
Shigure’s hands had been slowly but surely inching towards her ass, truth be told, but he pulls them back grudgingly at her words. He’d already promised himself that he would see what Liz had to offer and let her ‘plead her case’ in her own way. So, he holds back from just outright dominating and plowing the slutty witchy dragon girl silly, instead allowing her to continue on with her actions.
 
The dragon girl continues to slide her transformed tail up and down his shaft, while at the same time, seemingly knowing what her little rump is doing to him, she wiggles her perky posterior back and forth as well the entire while, clearly trying to provoke him, or tease him, or whatever. It works. Shigure is turned on immensely by the tail job combined with the slutty little dance that Liz is doing, and in no time at all, he’s groaning as he cums all over her spade tail and her perky pale behind.
 
Liz moans in response as well, milking his cock with strokes of her tail, still wrapped around his base. She draws his seed up his length and out of him, seeming to delight in having it splatter across her ass, and in some cases across the back of her witch’s costume. She wiggles in delight some more, even as she empties Shigure’s balls of his first load… and only his first load.
 
After all, what sort of Master of Chaldea would he be if he was spent after just one time? Liz nonetheless gasps and coos in delight when she turns to face him and ‘discovers’ that his cock is still very, very hard. Shigure is pretty sure she already knew and is just putting on a show, but he still gives her a wicked grin and lets his member jump and twitch in her direction in response to her planting her pink claws on her face in an exaggerated expression of surprise.
 
“Oh my~”
 
Then, with a fanged grin on her face, Liz climbs up onto Shigure’s lap, facing him now as she positions herself atop his big, fat cock. For a moment, Shigure blinks at how she’s positioned herself. He opens her mouth to ask Liz if she’s sure she’s got it right, but then he feels it, the sensitive little scales around her puckered sphincter as she begins to lower her tight little asshole onto his massive schlong.
 
Shigure has to reach out and grab her by the hips then, just to steady himself as she sinks down onto his cock, impaling her asshole on his member. Inch after inch of her deerlet’s utterly massive schlong disappears up into her anus, until finally he bottoms out inside of her. But not before she’s fully sheathed his cock inside of her ass, filling her bowels with his entire massive length.
 
With a goofy smile on her face, Liz leans in to kiss her beloved manager, her lips pressing against her darling deerlet’s lips for all of a moment before both of them part and their tongues slip out. As they kiss, this one thing Shigure takes control of, dominating Liz’s mouth, and wrapping his larger tongue around her tiny tongue as he takes advantage of her weakness in this area in order to stick his mouth muscle halfway down her throat.
 
Liz happily takes it of course, moaning the entire while. Meanwhile, she’s the one fucking herself in the ass with Shigure’s cock, bouncing up and down on his dick, using her anal muscles to flex and grip at his massive schlong. She can feel him in every part of her, can feel how he’s spreading her open, how he’s filling her up. This… surely this will be enough to get her Halloween Party! At least, that was what Liz was thinking when she was still giving her darling deerlet that tail job.
 
She’d teased him and toyed with him until completion, until he’d coated her ass in a nice thick layer of spunk that even now was drying and being absorbed into her skin. She always loved it when her darling deerlet gave her a bit of his seed to make her skin all the more soft and silky smooth, which was exactly the sort of thing that having a load of Shigure’s cum dumped onto your flesh did these days, as weird as that was.
 
With how many magical beings that Shigure had in love with him at this point, it wasn’t any wonder, really. Of course, his cock was… odd in several different ways. His seed tasted deliciously sweet if you were into that sort of thing, or tangy if you wanted that… basically, it tasted exactly how the imbiber expected and wanted it to taste. Meanwhile, his cum had also been given skin care properties. Given that his loads ended up coating the faces and bodies of his lovers as much as they ended up creampieing orifices, it only made sense at the end of the day.
 
Regardless, Liz WAS convinced that her tail job and anal combo would be more than enough to win Shigure over! At least, before she’d dropped her ass down onto his cock. Now, in this moment, with his length buried in her ass and filling up her back door and stretching her wider than she was really used to being stretched, Liz was more focused on the pleasure, she had to admit. It was shameful, and she’d certainly beat herself up over it later… but for a time, for that short glorious time in which she was getting butt-fucked by Shigure, Liz forgot about her Halloween Party plans.
 
She was just having too good of a time getting fucked, too good of a time bouncing her tight, gripping ass down on Shigure’s dick, feeling every last bit of it as his girthy member stretched her tiny pink scales, her oh so sensitive scales, nice and wide. Still, even if she’d forgotten about the Halloween Party… surely after all of this, her darling deerlet would HAVE to give in. Right?
 
Meanwhile, as much as Shigure was enjoying dominating Liz’s mouth with his tongue as she bounced herself up and down on his cock, he can’t help but wonder if she really thinks this is going to work. It’s rather funny, that there are so many of his Servants still who think that he can be controlled via sex. After all these years, one would think that they would figure out at this point how… wrong they were.
 
The young Master of Chaldea had never been easily swayed before, so why would they think he could be now? It was a little silly… but Shigure was always more than willing to take advantage of that silliness for his own pleasure. Liz was definitely not going to get her Halloween Party… but that didn’t mean he couldn’t still give her a treat to go along with her trick.
 
As the witchy dragon girl continues to try to milk his release from him with her anal muscles, something that Shigure easily holds off as he keeps from cumming just yet, the young Master of Chaldea reaches up and around Liz’s big wide dragon hat, to where her long curvy horns are hidden. He grabs onto them before the dragon girl can realize quite what he’s doing, and much to his delight, the effects are instantaneous, though he doesn’t actually see all of them.
 
For instance, Shigure doesn’t see Liz’s transformed spade tail abruptly stick out straight from her tailbone. But he does feel the rest of her go absolutely rigid at the touch, and he gets to watch as her eyes snap open from where their little makeout session had made them go heavily lidded. Looking at him, wide-eyed, Liz can only blush profusely as Shigure slowly, gently, carefully begins to rub circles into her dragon horns with his thumbs.

After a moment, she begins to ride his cock again, going back to gripping and squeezing her anus around his dick as she butt fucks herself on his length… but there’s certainly a bit more hesitance to it, and every once in a while her back door will flex and tighten up in a way that she clearly didn’t plan for as he touches a particularly sensitive spot on her horns and very nearly brings her to orgasm right then and there.
 
Of course, they’re both waiting for it. For the moment Shigure will do it. It, as it turns out, is Shigure no longer just holding onto Liz’s horns… but stroking them up and down. When he does that, the dragon girl ahegaos on the spot, her eyes rolling back in her head and her tongue flailing wildly against his own as he keeps it locked down while still kissing her. The muscles of her back door get unbelievably tight, even as she climaxes explosively, resulting in pussy juices squirting from her unoccupied cunt, all over the front of his shirt.
 
Not that Shigure minds one bit. It was exactly what he was going for. And with how tight Liz’s ass has suddenly become, not even he can hold back from his subsequent release. Even as Liz’s butt manages to milk him of his seed however, even as she takes every last drop of his cum up into her bowels, Shigure keeps on stroking her horns, keeps on rubbing his palms and the pads of his fingers against them, causing her to orgasm over and over again, her body spasming and shaking from the attack on her weakest of weak spots.
 
Only once he’s done filling her with his hot seed does Shigure stop, letting go of the witchy dragon girl’s horns and allowing her to slump forward against him, nuzzling into the crook of his neck, panting heavily. Even exhausted though, the first thing out of Liz’s mouth once she’s caught her breath and recovered from the pleasure of getting butt-fucked while having her horns played with at the same time, is exactly what Shigure had expected, if he’s being honest.
 
“S-So… I can have my Halloween Party now, right?”
 
Shigure chuckles and shakes his head.
 
“Sorry Liz, but no can do. For the good of all Chaldea, I have to refuse. You know that.”
 
Pulling back from him, wide-eyed and shocked, the dragon girl’s lower lip wobbles as she tries to give him puppy dog eyes.
 
“B-But I was supposed to get a t-treat for my trick, deerlet!”
 
Snorting indelicately, Shigure reaches down and brings his hands around to grab and squeeze Liz’s ass. As he grips tightly at both cheeks, he gives Liz a look with a raised eyebrow.
 
“You did get a treat, Liz. Didn’t you?”
 
Unable to refute what he’s saying, Liz pouts for a moment longer before letting it go just as quickly. Smiling broadly, the dragon girl wiggles around atop his cock a bit, raking her pink claws down his chest slightly.
 
“Well, in that case… can we go some more?”
 
Shigure chuckles and simply turns them both around, laying Liz back on his bed and sliding his cock out of her asshole as he moves it instead towards her cunt. Needless to say, Liz turns a trick for him for the rest of the night, and even if she doesn’t get her Halloween Party in the end, she’s still left supremely satisfied.

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