Anne Bonny & Mary
-×-×-×-
He's alone, as he strolls through Chaldea's halls. Perhaps that's why the pair approach him. Just as Shigure is trying to decide if he should summon a new servant or get 'closer' to one of his currently summoned Servants, he sees Anne Bonny and Mary Read approaching from down the hall. The pair of pirates were definitely an oddity. After all, since when did a duo register as a single Servant?
But that didn't really matter, in the end. Regardless of their circumstances, Shigure couldn't deny that the two were both cute, in their own ways. Anne was tall enough that her massive tits were eye level with his head, and Mary was petite, nearly a foot or so shorter than him. Shigure could see himself enjoying either of them… but in the end, it's Mary who seems to want to talk to him, as her blonde counterpart hangs back with a wide grin on her face.
Shigure lifts a single brow in the white-haired petite girl's direction and stays silent, giving her a chance to make herself heard. Unfortunately, it's hard for Mary to express herself, as expected. The poor darling stands before him, only a couple feet away, and fidgets shyly as she presses the tips of her fingers together, blushing and averting her gaze from him.
After several seconds of nothing happening, Shigure is just about to open his mouth and initiate conversation, when Anne lets out a dramatic sigh and steps up to bat, moving into position right behind her white-haired counterpart and giving Shigure quite the nice view of her barely-contained tits as she grins happily.
"Hey master, let's have sex!"
Mary goes an even deeper shade of red, and shrinks into her large coat like a turtle as Shigure blinks dumbly, stunned for a moment by the sheer bluntness that was Anne Bonny. Honestly, the girl was a bit too forward for her own good sometimes… but this wasn't one of those time. Recovering swiftly enough, Shigure lets out a chuckle and nods in agreement, waving for them both to follow him as he turns and begins to lead them to his room.
Anne's reaction is to shout happily and leap into the air with joy, and Mary's is to get redder still, even as her taller counterpart grabs her up and carries her along so they can catch up with Shigure's slowly disappearing form. A glance back is enough to tell him all this is happening, much to his amusement, and slowly, the young man's member begins to harden in his pants as he anticipates what is to come.
Once they're in his personal quarters, Shigure finds himself regulated to the bed by an insistent, excited Anne, even as the blonde places herself in the center of the room, only to give him a nice, long, sensual strip show. Piece after piece of the legendary pirate's garb comes off, until she's pulling her top over her tits, letting them bounce free, and sliding her pantyhose down off of her hips to expose her dripping wet pussy.
Shigure can't help but stare. Why hadn't he done this before? Honestly, Anne Bonny was probably one of the most sensual Servants he had at his disposal. Perhaps that's why? There was certainly more pleasure in the chase regarding someone like Scathach, and turning her into what she'd become. But Shigure had the feeling he'd have just as much pleasure in what was about to ensue, as Anne slowly made her way towards him.
The tall, top-heavy pirate falls to her knees, and then sits her fat ass right down on the heels of her feet in order to bring her tits down to his crotch level. His lips upturned, Shigure watches as the blonde extricates his hard, throbbing dick from its tight confines, stroking him up and down for a brief moment before wrapping her hefty breasts around his shaft, giving him a boobjob right then and there.
Shigure lets out a groan as he throws his head back in sheer enjoyment. Anne giggles at the noises she's getting him to make, but the next thing he knows, she's talking to Mary, her attention diverted to the side.
"What're you doin' Mary?! We're supposed to be in this together! I guess I'll be getting all of Master's nice, THICK cock to myself, huh?"
Opening his eyes, Shigure looks over at the white-haired shorty. Mary blushes at his attention, but it seems that Anne's words have done the trick, because the next thing he sees is the petite girl's body as she shucks off her long coat, only to reveal she's wearing nothing at all beneath it. The pale young woman's blush stretches down off of her face along her neck and onto her mosquito bite tits, but she doesn't let her embarrassment hold her back any longer, instead moving forward with determination lining her small frame.
Unlike Anne, Mary has the opposite problem when it comes to height. She doesn't need to kneel like the blonde does, instead she actually has to remain standing, bending over at a forty-five-degree angle in order to grab the top few inches of his member, poking out from between Anne's breasts as it is. Another groan leaves Shigure's throat as the white-haired pirate begins to blow him right then and there, all while Anne goes back to sliding her huge tits up and down the rest of his length.
His precum, mixed with Mary's slobber as the petite girl shows just how much of an enthusiastic pervert she is beneath the shyness, makes for excellent lubricant as it slowly slides down Shigure's shaft, making the passage in and out of Anne's tits all the easier as time goes on. The pair tag team him, but then Shigure had already been expecting that, hadn't he? Grunting, the young man reaches out and grabs at the side of one of Anne's breasts, while at the same time taking hold of Mary's skinny little butt with the other. The white-haired girl yelps, while the blonde woman moans loudly. Shigure keeps molesting both of them of course, right up until the point where Mary finally manages to suckle the seed from his cock, his load exploding out into her mouth.
The white-haired girl's eyes go wide, and she's forced to pull back after a moment of her cheeks ballooning outwards from his sheer volume. The rest of Shigure's load subsequently ends up all over the faces of both slutty pirates, and when the pair proceed to happily lick and lap his cum off of each other's faces, Shigure isn't at all that surprised by the whorish behavior by this point. He is extremely aroused though, and he watches with desire and hunger in his gaze as the girls make out right there in front of him, eager to get on with the next part of this delicious threesome.
Soon enough, Anne is standing up and grabbing hold of her white-haired companion. Mary lets out a squeak, which is adorable enough on its own, but she also goes with the blonde as the top-heavy pirate drags her counterpart up onto the bed with her, sliding up to the top of the large mattress, only to leave Mary spread prone over her body.
Shigure stands as well, and considers the duo for a moment, trying to decide which of them he's going to fuck first. As he does so, he strips out of the rest of his own clothes, unashamed of his nakedness, even as his cock continues to stand proud at full mast, protruding from his crotch. He watches as Anne and Mary both stare at it with lust in their eyes, and he watches as Anne grins and whispers something undoubtedly salacious in Mary's ear.
The white-haired girl reddens again quite nicely, and Shigure enjoys the show, even as she reaches back and spreads her small ass cheeks apart, biting her lower lip before speaking with a slight stutter.
"P-Please Master… w-will you p-plunder my b-booty for me?"
Well, with a request like that, he'd just feel awful saying no, wouldn't he? Grinning quite wickedly, Shigure crawls onto the bed, one cock in hand as he moves up towards where the two female pirates are waiting for him. It's easy enough to get into position atop the two beauties, sandwiching Mary between himself and her eager blonde counterpart, even as he lines his bulbous dick tip up with her spread open butt hole. His member has a hard time at first, but Shigure just grabs hold of the Servant's ass cheek and thrusts inwards, grunting as he buries his huge dick in her small little sphincter.
Mary muffles her shriek of pain by burying her face in Anne's breasts, and a moment later she's trapped there as Shigure leans in all the way, thrusting in and out of Mary's poor little behind, all while leaning down to capture Anne's lips with a kiss. The legendary blonde pirate moans in response, even as he dominates her mouth with his tongue, wrestling her own into submission.
In and out of the petite body he goes, as he fucks Mary Read's ass to kingdom cum. The white-haired girl's shrieks swiftly turn into whines and whimpers, which then becomes honest moans of pleasure, still muffled by Anne's huge tits as she is. Over and over again, Shigure plows Mary's tight little butt, until eventually, he just can't take the pressure anymore.
The combo blowjob-boobjob that the duo had given him earlier certainly extends Shigure's next release a bit longer, but in the end Mary's ass is the tightest hole he's ever fucked, and though he holds back as long as he can, eventually he begins to cum, filling her bowels with white, hot seed, even as Mary screams in response, not in pain this time, but in pleasure. The pair cum together, orgasming simultaneously as Anne feels her counterpart's small body shaking across her own form, spasming and seizing up from sheer ecstasy.
When Shigure pulls his tongue out of Anne's mouth and his cock out of Mary's ass, the exhausted white-haired Servant flops over off of Anne, escaping the sandwich that the two of them had made with her in the middle, panting heavily as she lays there with a happy, fucked-silly look on her face. Anne takes one look at her friend, and immediately spreads her legs wide, reaching up to grip her tits as she grins at Shigure with the expression of a wanton whore filled with lust.
"Please Master… please fuck me next."
Shigure had already had every intention of doing so, of course. His member still rock hard and raring to go, the young man grins and slides forward a few inches in order to put himself right between Anne's legs. His member, already slick with remnants of his seed, slides right into the blonde's sopping wet cunt, and as her face twists into one of delirious pleasure, the reality of the situation finally truly hits for Shigure.
He's fucking the great Anne Bonny herself, a legendary pirate… not only that, she's his in every way that matters, his loyal and loving Servant, just like Mary Read. They're his, and he is their Master. Anne proves it as he fucks her, vocally egging him on.
"Yes Master, yes! Fuck me Master, fuck me harder! Plow me, use me, rail me you hung stud! Fuck, fuck, FUUUUUCK!!!"
Anne cums in record time, her orgasm causing her insides to grow all the slicker, and her inner walls to in turn squeeze down around his pistoning cock. Sweating a little now, Shigure grunts and reaches up to grab hold of the blonde's huge titties, kneading and mauling them with his hands, even as he fucks her harder and harder, trying to give it to her with as much power and force as he can.
He fucks her, and she climaxes again and again around his dick, but no matter what he does, Anne does not break like some of the more prudish Servants he's violated into submission. There's no repressed slut here though, to be fair… just a slut. Anne is completely and utterly open about exactly who she is. She loves sex, in all its various forms, but Shigure is her Master, and thus sex is most fun with him, as it should be.
With a wide, happy grin on her face, Anne reaches out and hooks her arms around his neck, pulling him down into a deep, tongue-filled kiss. Then when she pulls back, her grin takes on a secretive note, and there's a mischievous twinkle in her eyes.
"Mm, Master, if you REALLY give it to me, I'll tell you a secret~"
Shigure lifts both eyebrows at that, and with a particularly savage thrust, he brings the blonde pirate to yet another orgasm, drawing a truly explosive release from her as she cries out in ecstasy. When Anne comes down from that, she lets out a breathless laugh, her breasts heaving and bouncing and jiggling beneath his rough, tightening grip.
"Alright, alright! Master more than earned it with that~ In truth, Master should know something about Mary. You see, Ma-mmph!!! Mmmmmph!!! Mmm…"
Blinking, Shigure finds himself a little surprised when Anne's head is abruptly replaced by Mary's crotch. His eyes slide up from the white-haired girl's navel, all the way to her blushing face. She'd just gone and plopped her cum-filled ass right down on Anne's face, and judging from the gasps and the blush, as well as Anne's muffled giggles and moans, the blonde had in turn gone right to work at eating her counterpart's cream-stuffed butthole out.
Lifting a brow, Shigure leans in, invading Mary's personal space even as the petite pirate moans and pants breathlessly right in front of him. He uses Anne's tits as handholds, even as he cocks his head to the side, looking at Mary inquisitively.
"Mary? What was Anne about to say?"
Blushing deeply, the white-haired girl looks away, averting her gaze even as her skinny hips undulate across Anne's face.
"I-I… u-um… A-Anne was going to tell you t-that I'm in l-love with you… Master."
With a declaration like that, how can Shigure possibly resist? Grinning ferally, the young man leans forward, pleasantly surprising his white-haired Servant as he wraps a hand around her neck and pulls her into a deep, tongue-filled kiss. He dominates her mouth just like he dominated Anne, and Mary happily gives into him, moaning wantonly against his lips right up until the point where that becomes a cry as the pleasure of him kissing her and Anne eating out her ass brings her to another climax.
The white-haired pirate ends up squirting her pussy juices all over her blonde friend's heavy chest and Shigure's hands, and that in turn causes Anne to cum again as well, her pussy walls tightening down around Shigure's pistoning dick with a newfound ferocity. A surprised grunt is all Shigure can manage as the domino effect continues and Anne finally milks him of his third release. His seed fills the tall blonde's womb to the brim and then some, and he groans into Mary's mouth as he unloads every last drop of it into her friend.
From there, things do finally begin to calm down. All three are more than a little tuckered out by that point, so it feels perfectly natural to each of them to lay on the bed together for a time, recovering and cuddling with one another. Anne lays in the middle, her tall, voluptuous body giving both Shigure and Mary something to do, even as she in turn uses her hands to jack off and finger the two of them respectively.
Shigure happily sucks on one of the blonde's nipples, his focus completely on her breast, even as Mary does the same with the other one. The pair meet eyes over the Anne's tits, and Shigure can see the utter devotion, love, and loyalty present in Mary's gaze. He's quite pleased with that, and from the looks of things, Anne probably feels the same way.
All three of them are content with their current circumstances… and Shigure has no doubts that he'll be revisiting the pirate duo in the future, every intention to have more fun with the two of them running through his mind. After all, sometimes it's fun to just have a pair of slutty girls submit to him. No Command Seals, no bondage, no pet play (Though he wouldn't deny that Scathach was close to the top for his favorites) just some good old-fashioned fucking.
Yeah, Shigure could definitely use some more of that. Luckily, with the estimable Anne Bonny and Mary Read in his grasp, he would never find himself wanting for it, ever again.
-x-X-x-
>>>>>>>>>>>>
Francis Drake
-×-×-×-
"And then… and then I tossed the fucker overboard, just like that! Ahahaha!!!"
Francis Drake tosses her head back and laughs at the end of her own story, even as Anne Bonny does the same. Mary Read, bless her tiny soul, just smiles happily, expressing her approval for the punchline in her own way as she joins the two taller more voluptuous pirates in taking another long draught of booze. Smacking her lips, the pink-haired female Pirate King grins raunchily at her drinking companions. The duo are really the only other Servants worth hanging out with in Chaldea, if she's being honest.
"That's a good one Drake! Ahaha!"
Anne slaps her leg with one hand, shaking her head back and forth as tears of mirth leave her eyes. Smirking easily, Drake nods in agreement with the blonde woman. It was indeed a good one, one of her best in fact. And with that story, it was probably time to move things in another direction entirely.
"So, now that we've all talked about our adventures at sea… shall we discuss our conquests in the sheets, hm?"
The pink-haired beauty's face is flushed red from the amount of grog she's had, but then so are Anne and Mary, as they blush a bit deeper and give each other a glance. Drake can immediately sense a story there, and she licks her lips, even as the duo silently decides that Anne will be speak for both of them… as usual. Grinning slightly, the blonde shrugs her shoulders and takes another drink of her booze.
"Eh, nothing from our past lives compares to the here and now, if I'm bein' honest!"
That brings Drake up short. The pink-haired pirate glances between the two sea-farers for a moment, taking note of Mary's nod as the short, white-haired girl agrees with her blonde counterpart's assessment.
"Here and now, eh? Who the fuck you two fucking that's doing ya so good then?"
She won't lie, she's definitely interested. Ever since she's been summoned, it's been a bit of a dry spell for poor Drake. The people in Chaldea, be they Servants or otherwise, are either not worth her time, or too strong for her to approach. It's honestly getting a little sad, and she's a bit pent up at this point, if she's being honest. Anne and Mary exchange another glance, and Drake finds herself leaning forward in anticipation. Only, in the end Anne's response is not at all what she's expecting.
"Well… Master of course! Mary and I spent a nice long night with him the other week! He fucked us both nice and hard! I haven't been so thoroughly put in my place for a good long while! Ehehehe, and Mary was just adorable, taking it up her tight little ass as she buried her blushing face in my tits!"
Drake's eyes go wide as she glances between the two once again. And once again, Mary doesn't refute any of what Anne just said. Instead, the white-haired shorty blushes even deeper and hides her embarrassment behind drinking some more booze, even as she elbows Anne rather ineffectually, especially as it just causes the blonde to laugh even harder.
For a long moment, Francis Drake is flabbergasted. They can't… they can't be saying what she thinks they're saying!
"Hold on a second! You're telling me the two of you let that little twerp FUCK you?"
Anne lifts a brow and shrugs one shoulder as she gives Drake a lopsided grin.
"We fuckin' asked him to Drake! And he jumped at the chance! But if you saw what he was packing, you wouldn't be calling him little!"
The insinuation isn't lost on the pink-haired pirate, but still…
"As pirates, you two should have more pride than to let some… some blowfish like our Master walk all over you! I can see using him for his cock, but submittin' to that skinny beanpole? Where's your self-worth?!"
The humor dies as Drake's tone becomes quite condescending and very serious. Anne and Mary stop smiling as they exchange another silent glance, much to the pink-haired pirate's annoyance. Finally, Anne turns back and looks Drake dead in the eye.
"You'd be in the same boat you know, if you approached him. Master isn't the kind of guy to submit to any woman. He's an alpha male, and he's got the cock to back it up! Mary and I are happy with what we've got, and that's a relationship with our Master that affords us a good hard dicking whenever we want!"
Drake just gapes at that. Maybe it's the drink, but she finds herself unable to let the whole thing go. Abruptly standing up, the pink-haired pirate ends up swaying back and forth a bit as she finds her balance. Anne and Mary watch her with unreadable expressions on their reddened faces, and once Drake gets her balance back, she points a finger at the two of them, growling in the back of her throat and declaring her intentions.
"That's a challenge! And Francis Drake doesn't back down from challenges! I'll go and dominate our skinny-ass Master myself, and once he's under my thumb, you two will have ta swear allegiance to me too! And then I'LL be in charge around here!"
And with that, she spins away from the duo and heads for the door, not quite managing a graceful exit as she stumbles out of the room and down the hall. Behind her, Anne and Mary exchange another look, before both take another long drink. Then, Anne says what both are thinking.
"She's gonna get fucked so damn hard…"
Mary just nods in agreement, eyes wide and face redder still as she imagines the pink-haired pirate being put in her place by their delicious hunk of a Master. But by that point, Drake is long gone, and she doesn't hear a single word of Anne's verdict.
-x-X-x-
Drake's face splits into a wide smile as the drunk sees just the man she's looking for walking down the hall towards her.
"H-Hey! HEY! Master, over here!"
He was already moving in her direction of course, but the pink-haired pirate seems incapable of refraining from making a fool of herself in her drunken state. She flags Shigure down quite forcefully, and when the human male walks up to her with a lifted brow, Drake is quick to step into his personal space, invading it as she pushes her chest up against his.
"Hey… hey Master, let's fuck."
After all, if it'd worked for the pair of yellow-bellied cunts she'd left behind for this little exercise, Drake figured it would have to work for her too. To make sure of that, the pirate reaches out and grabs at the young Master's cock through his pants, stroking up and down enticingly with her palm as she grins at him salaciously.
He doesn't seem too perturbed, even as he eyes her up and down and then smiles.
"Very well, let's."
Heh, cool as a cucumber. Drake liked that, but she also liked the thought of ruining that. She was going to fucking break this beanpole of a boy. When he wraps an arm around her shoulder and begins to grope her tit, she just lets him, even leaning into it as he guides her to his room. As soon as they're inside, the pink-haired pirate begins to strip naked, and she's pleased to see Shigure do the same.
He isn't much to look at… until he gets to his boxers. He's definitely got a cock to be envious and covetous of, Drake will give their Master that. Even if he's a tall, skinny beanpole of a guy, his dick is like a fucking third leg as it hangs flaccid between his thighs. Licking her lips, Drake stalks forward and pushes Shigure back onto the bed. In a moment, she's straddling him, and he looks slightly irritated by her domineering attitude.
Drake just smiles sweetly as she holds him down, her big, fat bubble butt sliding back and forth along his cock as it slowly begins to harden. After a moment, Shigure tries to reverse their positions, attempting to roll them. But Drake is ready for it. With her enhanced strength, the Servant gleefully pins her Master down with a smug look on her face, even as he gets incensed, gritting his teeth and glaring up at her.
"Get off of me."
He says it in such a strong tone. It sends a shiver down Drake's spine… that's all it does though, even as she smirks at her Master, running her hands over his naked chest.
"Mm, you might be my Master, Master… but I'm the stronger of us. And I'm going to use that strength to show you what a REAL woman is like. All those little girls don't know how to properly fuck a man into submission, so I get where you got all these ideas of superiority… but don't worry, I'm here to help~"
The young man's eyes widen in barely held back anger. Than, his face wipes clean of emotion as he lifts both eyebrows at her.
"Are you forgetting something, Francis Drake?"
The pink-haired pirate's brow furrows in confusion and she frowns down at him, not quite sure what he's getting at. Shigure's arm comes up and his hand latches onto Drake's own arm. The female pirate giggles at that, knowing that he can't possibly overpower her. Still, she does glance down at his arm for a moment… only to catch sight of the Command Seals there.
"By the power of this Command Seal, I order you to SLEEP!"
Drake's eyes widen in surprise and realization, a moment before they drift shut as she falls unconscious right there atop her Master. Shigure grunts as he pushes her off of him in turn. Then, he climbs off the bed and begins to prepare for her eventual awakening.
-x-X-x-
When she wakes up, she's sobered up as well, and nursing a bit of a hangover. Groaning, the pink-haired pirate finds herself bound, her arms tied behind her back and her legs widened by a spreader bar forced in between her ankles. Forced down on her knees, Drake looks up to find Shigure looming over her, but when she grits her teeth and attempts to use her strength to break free, the bindings keeping her restrained don't give.
"They're reinforced by runes from Scathach. She's one of those 'little girls' that you mentioned earlier. My loving, loyal bitch, as it turns out."
Drake's eyes go wide at that, and her nostrils flare as her heart begins to race at the predicament she finds herself in. Swallowing nervously, the pirate adopts a faux smile as she opens her mouth to apologize for her behavior, hoping to blame it all on her inebriated state. She doesn't get a single word out though, before Shigure is gagging her with his cock, his thick dick thrusting past her open lips and into her throat.
"I don't want to hear any of your bullshit Drake. It's time to show you where you belong."
The pink-haired woman's eyes go wide as the young Master proceeds to brutally fuck her face, taking hold of her locks in the process and painfully yanking on them as he forces her to choke on his dick, time and time again.
"Gagkh! Gagkh! Gagkh!"
Slobber collects on her chin and involuntary tears fall from Drake's eyes as she takes the savage throat-fucking, but somewhat to her own surprise, she doesn't try to bite down. Something… something about this actually feels just a little right. As the Master of Chaldea continues to pound into her gullet like he's fucking her cunt, the pink-haired pirate starts to feel arousal, building in her core. His forceful attitude, his ability to take what he wants from her despite their strength disparity… it's hot, in its own way.
He's forcing her to blow him without any of the physical strength of a Servant, or the prana of a full-fledged mage. Instead, he's used tools to disable her completely, and Drake can respect that… even as he rails her face with all the force he can muster. Eventually, he begins to cum and when he does so, he doesn't pull out, or offer her a moment of respite.
The pink-haired pirate is just managing to get used to the brutal routine of his cock pistoning in and out of her throat when Shigure abruptly buries her face in his crotch, her nose pressing against his pubes and his ball sack smacking up against her drool-covered chin. Drake's eyes go wide yet again as his seed blasts down her throat, and the young Master makes a point of forcing her to swallow every last drop before he lets her up from his cock.
She chokes, of course she does, but his big, thick prick doesn't allow for a single bit of his seed to come back up, causing Drake to swallow and swallow and swallow some more, desperate to clear her passage for some much-needed air. When she's finally done, Shigure pulls back and Drake coughs and hacks and gasps for oxygen, taking in deep lungfuls of the stuff, even as tears continue to drip down her face.
"P-Please Master… I'm sor-gurk!"
This time, her attempt at apologizing is actually genuine. She's feeling real contrition, even as Shigure grabs her by the throat and forces her onto her back. She's unable to do much to stop him, in her bound state, and her legs go up in the air when he pushes them up, spread wide to expose her cunt and her ass to his gaze. He looks at her with a merciless gaze, even as he slaps his cock down on her needy, wet cunt.
"I'm going to break you, slut."
Drake finds herself whimpering, the female Pirate King so quickly reduced to nothing but another mewling wench. She shivers as he lifts up his hand again, his two remaining Command Seals visible on it for only a moment more before he uses both in rapid succession.
"By the power of this Command Seal, I order your sensitivity to increase one hundred-fold!"
"By the power of this Command Seal, I order you not to cum without my verbal permission!"
The markings on his flesh fade away, at least temporarily until they recharge, and Drake gasps as her face goes bright red. His hand is on her thigh, and it suddenly feels absolutely amazing. At the same time, every time she so much as twitches, her back and backside brush against the floor beneath her, almost sending her into a conniption fit right then and there.
Whimpering yet again, the pink-haired pirate opens her mouth to beg the young Master for mercy, but before she can get a word in, he digs his thumb into her thigh, and Drake's eyes immediately roll back in her head as her teeth click down on each other, clenching from the abrupt wave of pleasure that rushes through her body. It's more than enough to put her over the edge into an orgasm… except, it doesn't do that. She's right at that edge… and the orgasm, the release never quite comes.
Shigure leans over her as he grins at her from between her spread legs, pushing them back against her body and folding her into quite the uncomfortable position. His cock is already atop her cunt, running up and down it, but eventually he draws back just enough to press his dick tip into her slit, sending another wave of spasms that don't quite lead to an orgasm through her frame.
"How do you like it now? Do you feel helpless yet, slut?"
It's a rhetorical question, or at least, Drake is forced to treat it as one because the next thing she knows, he's inside of her, forcing his dick deep into her cunt while simultaneously reaching out and grabbing her enormous tits with both his hands. The pleasure is intense and building, while her inability to cum leaves the pink-haired pirate soon on the edge of sanity and not, unable to tell what's real and what isn't anymore.
He outright mauls her big fat boobs as he pounds away into her cunt, and Drake's tongue leaves her mouth as her eyes roll up in her head and never roll back down, her face in a perpetual state of ahegao as she can't QUITE make it over the edge. She's on the verge of cumming, but nothing he does to her takes her into the abyss that she so desperately wants to fall into.
There's nothing more that Drake wants more in that moment than to break as Shigure promised her she would. Every second, it felt like she was getting closer to an epiphany, to that ephemeral goal. The pink-haired short-stack of a Servant's mind slowly begins to fray under the pressure as Shigure fucks her bound, pretzel bent body to kingdom cum. Her thoughts fizzle out, her brain feels like it's dripping out of her ears.
And every last moment of it is wonderful, while also being excruciating, torturous. Time loses all meaning for the pink-haired pirate, and her entire world becomes nothing but the feel of her Master's fingers on her tits, and his cock inside of her cunt. That's all Drake can focus on as she shakes and seizes and spasms beneath him, not from climaxing around his big, thick cock, but from an outright inability to reach a single climax, her body sweating out as she takes his dick in utter, euphoric agony.
When he's finally nearing his peak, THAT'S when Shigure leans in and murmurs into a mind broken Drake's ears.
"You can cum… when I pierce your cervix slut."
The words reach her, even with her thoughts scattered and her focus completely lost. His promise fills her very soul, and Drake's eyes snap up to his, even as Shigure smirks down at her, his cock battering against the entrance to her womb like it has been for the past however long he's been fucking her. All this time, there's been a few inches of his member that haven't fit inside of the pink short-stack.
Only now, as he fucks her harder and harder and harder, does Drake realize he can do it, that he COULD do it all this time, he just chose not to. With a final, powerful thrust, Shigure slams home into Drake's womb, his cockhead piercing right through her cervix as he fills her with his seed directly, painting her insides white with his cum.
The resulting orgasm that Drake experiences is beyond explosive. She doesn't just ahegao, she outright loses her mind as veritable hurricane force waves of pleasure batter at the last of her sanity, hidden in a small out of the way fortress in her soul as it had been. The Navigator of the Storm, the great female Pirate King, finally meets a storm that she cannot defeat in the form of her young Master and the veritable typhoon of pleasure he unleashes on her.
Drake had thought she'd broken before, but that's the true moment that the pink-haired woman loses all sense of self, her mind truly and irrevocably shattering in that moment, as the most powerful orgasm she's ever experienced wracks not just her body, but her mind and soul as well.
When Shigure pulls out of her, he stands over her with a look of triumph on his face, a smirk spread from ear to ear.
"You're no Pirate King, Francis Drake. You're not even a woman. You're a damn cocksleeve, and you'll never be anything but."
His words are music to her ears, and Drake hurries to nod her head as she stares up at him with earnest devotion in her gaze, and rapturous awe in her voice.
"Y-You're right, Master! You're right! I'm n-nothing but a worthless cocksleeve, only good for taking my M-Master's cock!"
Shigure laughs at her, and then he turns and leaves the room to go clean up. He doesn't untie Drake, nor does he cancel the commands he'd placed on her spirit with his last two seals. Whimpering as his seed drips from her pussy, Drake twitches… only to feel another spasm of pleasure that doesn't allow her to cum.
The commands will wear off eventually, and until then she'll just have to lay there and wait… either for them to in fact do so, or for her Master to come back and make use of her again. Still, while the commands might wear off… Francis Drake will never be the same, ever again.
The once 'King of Storms' knows the truth about herself now. She's nothing but a no-good, filthy-ass cocksleeve, fit only to service her Master's big, hard, throbbing dick. And that's exactly what she wants to be.
-x-X-x-
>>>>>>>>>>>
Ishtar & Ereshkigal
-x-X-x-
This time, Shigure is not wandering aimlessly through Chaldea's halls looking for his next target. No, he knows exactly who he needs to deal with right now, and thus, he's walking through Chaldea's halls with PURPOSE towards his ultimate destination. Totally different. And completely justified as well. Ever since he'd summoned Ishtar, Shigure had had to put up with her teasing.
While he didn't overly mind her grins and winks and her flirtation, he also couldn't just let her get away with thinking she was pulling one over on him, time and time again. There were consequences to one's actions after all, and Shigure felt it was high time the goddess learned that. Right now was the perfect time to give her a little taste of her own medicine, multiplied by a dozen.
Smirking as he comes to a stop outside of the room Ishtar shares with Ereshkigal, Shigure palms the door release and steps inside without another word. The room is dark, but then of course it is. Ishtar is asleep, as its her turn to use the bed while Ereshkigal is up and about. The pair of pseudo-servants were truly impossible together, and it'd just turned out to be easier to keep them apart by alternating their sleep schedules.
Sure, this meant there were still periods of time where they were both awake, given that there were twenty-four hours in a day, but it'd definitely cut down on the number of incidents. And in truth, Shigure could handle the two goddesses fighting in small doses. When it wasn't twenty-four-seven, he could even see the amusement in the pair's incessant bickering and nonstop heckling of one another. Regardless, Shigure moves into the bedroom silent as a mouse, slipping across the floor towards Ishtar, where the goddess sleeps in her bed.
He does not sneak, of course. He is above such things. But he also doesn't make a sound, even as he approaches the bed and looks down at her. Ishtar is the kind of woman who sleeps nearly naked, AND who runs hot. The covers are already kicked away, and her panties are all that cover her body. This is going to be too easy. Grinning viciously, Shigure slowly eases his way onto the bed, one knee at a time, crawling towards her.
He leans over the goddess' sleeping form and slides a hand over her breast, while placing the other on her thigh. Just like that, the young man's version of 'teasing' begins as he molests Ishtar right then and there, playing with her body to his heart's content. She truly is a beautiful specimen, to be fair. He's not sure who exactly the girl that both Ishtar and Ereshkigal have copied the look of is supposed to be, but she's definitely no slouch in the looks department.
Rolling Ishtar's nipple between his fingers, Shigure is rewarded by a loud, honest moan from the sleeping Servant's lips, Ishtar's mouth opening wide as the sound leaves her throat. Grinning wickedly, Shigure cranks up his molestation efforts, outright squeezing her tits one after another, while also slipping his hand into her panties to grind his palm down hard on her clit and mound at the same time. Ishtar moans more and more and more, until eventually she begins to wake up, squirming beneath him as her brow furrows and her lips curl into a slight frown of confusion.
Shigure doesn't stop his ministrations, but he does prepare to use a Command Seal if need be. When Ishtar's eyes finally snap open and she stares up at him with clear incredulity in her gaze, the words to bring her under his direct control are on the tip of his tongue. But her first reaction isn't to attack him, probably because he IS technically her Master. Instead, she opens her mouth to yell in outrage… only for Shigure to cut her off by finally shoving three of his fingers up into her moistening cunt at once.
Ishtar's eyes go wider still and her yell dies in her throat, swallowed up by an involuntary moan as her hips hump up towards his hand. She blushes crimson as their eyes meet and he smiles, but she doesn't say a word in protest, instead biting her lower lip and staring down the slope of her nubile, slender body as she watches his fingers piston in and out of her cunt beneath her panties.
She's positively panting with need by the time her first orgasm begins to approach, but before she can cum, Shigure stops quite suddenly, withdrawing his fingers from her cunt and instead shoving them in her mouth. Ishtar looks slightly outraged, but even still, she doesn't protest his actions. Instead, the blushing goddess licks her own juices off his digits and gasps with poorly disguised delight as he shoves his hand back down her panties and his fingers back into her cunt.
No, it's not until he stops just short of her orgasm the FOURTH time that Ishtar finally groans in protest, glaring up at him. Shigure withdraws his fingers from her mouth and grins unrepentantly.
"You're going to have to beg me to fuck you, if you want to cum Ishtar."
The dark-haired goddess' eyes go wide at that, and she growls for the first time, though her body's ineffectual squirming shows how she's really feeling.
"N-Never!"
Shigure knows better. He hasn't even had to use a Command Seal on her yet. Ishtar wants this. At the very least, she's enjoying it too much to stop him, even though they both know that as a Servant, she technically could. Shigure continues his onslaught on the moaning, squirming, writhing goddess, and he watches as she gets more and more turned on, only to always stop right at the edge of release. Her slender fingers clutch at her bed sheets, and her head tosses in turns, until finally, it happens. She breaks.
"F-Fuck! Fine! Fine, Master! P-Please… won't you f-fuck me? Please fuck me… please let me cum!"
Shigure chuckles and pulls his hands away. For a moment, Ishtar whines in protest, but then she sees him working at his pants and her eyes light up in delight. The goddess turns out to be a complete slut in the end, as she spreads her legs wide and pushes her panties to the side. Shigure leans over her and shoves his cock into her sopping wet cunt with little issue, which in turn leads to Ishtar crying out almost immediately from the orgasm.
This is around the time that Ereshkigal walks into the room, only to be greeted by the sight of her 'sister' being fucked by their Master. The blonde stares at the sight, even as Ishtar's wanton moans and enthusiastic cries for 'More, Master, MORE!' fill the air and cover up the sound of her arrival. Ereshkigal watches in silent shock and growing arousal, unable to find the words to speak out, and also unable to tear her eyes away from the sight before her as her hand unconsciously slide down the front of her body, identical in beauty to Ishtar's.
Her fingers slip into her panties and then into her cunt, and the blonde goddess begins to masturbate right then and there, her presence completely unnoticed… by Ishtar alone. Shigure knows that Ereshkigal is there. He doesn't have to have eyes in the back of his head to feel the presence of the pseudo-Servant behind him.
But then, this was all according to his plan, in the end. He'd made sure to come in at the tail end of Ishtar's sleep period, so that he could both wake her up from her nap and catch Ereshkigal arriving for the start of HER sleep period. Even knowing that Ereshkigal is watching everything, Shigure doesn't slow down or hesitate in his fucking of Ishtar for a single moment. His hard, thick member slides in and out of the mewling goddess' cunt time and time again, and he watches as her face takes on an expression of utter bliss, before eventually morphing into full on ahegao.
With her arms and legs wrapped around his body, Ishtar cums one last time and her eyes roll up in her skull as her tongue hangs out from betwixt her lips. Her pussy walls milk his release from him, and Shigure fills Ishtar with a nice, thick, copious load of his seed, painting her womb white with his cum and filling her to the brim with the hot, sticky ejaculate.
He pulls out of her and Ishtar flops back bonelessly onto the bed, her limbs askew as she rides out her orgasmic high, completely out of it. Shigure, meanwhile, is barely even winded as he turns around on the bed, kneeling there with his cock out and completely erect. His and Ereshkigal's eyes meet for a moment, and then the blonde goddess proves she can't help herself, glancing down at his dick, only to end up staring at him.
"Well? Do you want to go next, Ereshkigal?"
It all seems to hit her at once. The situation she's found herself in rushes to the forefront of Ereshkigal's mind and the pseudo-Servant realizes she's masturbating absently, right in front of her Master. Blushing atomically, the blonde goddess yanks her dripping wet hand out of her panties and attempts to find the words to stammer out an excuse.
"I-I… I just… um…"
Of course, the talking pulls Ishtar from her orgasmic high, as she looks up in confusion as to just who her Master is addressing. When her eyes alight on Ereshkigal and the state the blonde currently finds herself in, she can't quite help but mock her.
"Were you having fun watching Master and I achieve REAL pleasure Ereshkigal?"
The blonde goddess' eyes snap towards her sister-goddess and Ereshkigal's nostrils flare as she finds a proper target for the shame she's feeling right at that moment.
"S-Shut up Ishtar! Or do you think I didn't notice you begging for more like some little whorish slut!?"
Ishtar's eyes go wide at the insult, and the bickering begins in earnest. Shigure watches them both for a moment, his irritation growing. This is not one of those times where their bickering in small doses amuses him. No, this is quite quickly ruining the mood.
"Silence!"
He doesn't use a Command Seal for that, but he does hold up the hand that the Command Seals are on. The glow of the seals causes both Servants to fall silent, and the next words out of Shigure's mouth ARE true Commands, as he directs the pour of a seal at each of them right then and there.
"Ishtar, you will kiss and make up with Ereshkigal! Ereshkigal, you will kiss and make up with Ishtar!"
Both of them go slack-jawed as the power of the Command Seals takes hold, the glow on his hand flaring up and two of his current seals disappearing a moment later. Shigure watches from where he's kneeling on the bed as Ereshkigal moves slowly towards the two of them. She crawls on and then crawls on top of Ishtar as well, causing the dark-haired goddess to blush, even as her twin leans in and begins to make out with her right then and there.
The kissing part of the command continues for a while, and Shigure watches on with some enjoyment as what starts out reluctant slowly morphs into something far more passionate. When the pair of goddesses start to get more handsy with each other, Shigure moves into position behind Ereshkigal and pulls her drenched panties aside to reveal her sopping wet pussy as well.
His cock slams home into the oh-so-familiar tightness and he grunts as he fucks the same exact cunt for the second time that day, only this time attached to a head of blonde hair. He plows Ereshkigal just as hard as he fucked her twin, and her moans end up swallowed by Ishtar's throat as the dark-haired goddess takes advantage of the blonde's distraction to begin power-bottoming her, pulling her closer still and clawing at her back.
Their tongues wrestle together for a few minutes as Shigure just pistons his cock in and out of Ereshkigal's pussy, and the two goddesses seem to be doing quite well with one another. Of course, there's still the 'make up' part of Shigure's Commander to be obeyed and carried out. Eventually, Ereshkigal wrests herself free of Ishtar's grip and pushes up from the other pseudo-Servant, her hands on either side of Ishtar's head as she looks down into her dark-haired twin's eyes.
"Ishtar…"
Her tone is rather breathless, though that might have had something to do with Shigure fucking her even then. Ishtar licks her lips as she looks up at Ereshkigal.
"Yes?"
"I… I've always had f-feelings for you. I just, mm, didn't… ooh, know how to e-express myself."
Blushing deeply, Ishtar glances away for a moment and then looks back at Ereshkigal with an impish smile. As she admits the same, quite brazenly.
"Me too. Guess we have Master to thank for that, don't we?"
Ereshkigal's reply is a cry of focused pleasure as Shigure plows into her womb and brings her to yet another orgasm. Ishtar slips her hands under her twin's and intertwines her fingers with the blonde, and then leans up to once again capture Ereshkigal's lips. The other pseudo-Servant doesn't resist for a moment, and this time their makeout session isn't some kind of dominance play or power struggle. It's sheer passion as the two moan into each other's mouths, their identical breasts rubbing against one another.
Shigure grins as he looks down at the two lovely lovebirds, watching them enjoy the other, while he greatly enjoys Ereshkigal's tight pussy. His cock plunders her depths for another few minutes before finally he nuts inside her just as he did with Ishtar, filling his second goddess for the day with his seed, pumping his white, hot cum deep inside of her womb.
His release begins a train reaction, as Ereshkigal in turn cums from his fucking, and Ishtar in turn cums from the feeling of Ereshkigal grinding down on her sensitive, naked form. As the three finish orgasming, Shigure pulls out of Ereshkigal and rolls off to the middle of the bed. There's a bit of crawling, but eventually all three of them are laid out on the bed, the sister-goddesses cuddling up to him on his left and right.
Shigure has a rather smug look on his face as they both lean up to give him a kiss on each cheek, before leaning back to speak in unison in a submissive, docile tone.
"Thank you Master, for helping us realize how we felt about one another. We love you."
Their heartfelt confession finished, the two rest their heads on his chest, and clasp their hands over his stomach as all three of them drift off to sleep, completely and utterly content. Shigure's lips stretch into a wide, wicked grin, even as his eyes close.
-x-X-x-