A Chaldean Hero's Harem [Fate/Grand Order] | 1 |

Summary: FGO- Shirou Emiya finds himself the sole survivor of Singularity F and winds up becoming involved with Chaldea and Operation Grand Order after saving Olga Marie's life from complete oblivion at the hands of Lev Liner.

This leads to the Once-and-Forever Hero beginning a Harem for himself while also working to help correct the Singularities, but first, he has to satisfy his thirsty allies; Mash Kyrielight and Gudako Fujimaru.

Content Tags: Harems, Romance, Smut, Fluff and Smut, Sex, Creampie, Impregnation, Masturbation, Multiple Partners

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Chapter 1: A Hero's First Reward- Olga Marie Animusphere

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Singularity F- In the beginning...

Waking up in a heated panic and struggling to not only breathe but get out from underneath a pile of rubble that was on top of him was former Master of the Saber Shirou Emiya. He pushed off the rubble using his raw strength and stood up in the middle of a scene of devastation. Everywhere he looked he only saw blazing wreckage and no signs of life whatsoever in what once was Fuyuki city. Shirou appeared mortified for a variety of reasons as held the sides of his face, feeling both enragement and despair begin to overwhelm him. To think he was supposed to be graduating soon as if it were just a normal day and move into the Clock Tower in London with Rin Tohsaka so that they could be members of the Mage's Association. Now there was this, and after everything, they had been through already.

He started walking around the place, scouring the area around him to look for survivors and searching a place to place out of desperation. Shirou remained confused and wondered how this had happened in the first place. After the last Grail War ended and the tainted Holy Grail had been permanently destroyed by Arturia, things were supposed to have calmed down and not have been a repeat of what had happened ten years ago. Not at all. It seemed as though no matter what Shirou, Rin, and the others did to prevent tragedies like the Great Fire from happening, another travesty just seemed to happen anyway without an explanation. He continued rummaging around, lifting piles of rubble off of supposedly charred bodies and finding only ruin wherever he goes. The real mystery was how Shirou managed to stay alive whereas nobody else had, this had only made his Survivor's Guilt worse.

The boy's only solace right now was that Rin, Sakura, and Taiga were all out of the city before this catastrophe. The three girls felt they needed to do some much-needed 'Family Bonding' with each other at Rin's request, even though Taiga was as far off from those two siblings as possible. The woman still felt like a big sister to Sakura and suggested taking a trip outside of Japan itself to an island resort called Luluhawa. Never has Shirou been more grateful to his former caretaker's outlandish tastes.

'I.....I have to find someone! Anyone! Helloooo! Can anybody hear me!? Is there even a single person alive besides...me? W-why...why did this have to happen again?!' He thought to himself in rage and ran his hands down his face before he slumped to his knees in defeat after he stopped running.

Shirou felt there was no point searching anymore, he couldn't find even a single sign of life within this blazing Hellscape, but then he had suddenly felt a strange resonance of Magical energy calling out to him from afar.

!

His ears perked up and he felt as though something was calling to him in a similar sensation to when he visualized materials to replicate when projecting an object. Since the Holy Grail War, Shirou's skill with Projection magic sharpened considerably. He closed his eyes and concentrated on isolating the unique signature before following it somewhere to where there was a huge crater right in the middle of town. He clenched his fists angrily when seeing such devastation up close was more motivated than ever to find out who did it and why. Shirou knew that Magecraft was somehow responsible for all this destruction, it often was in his opinion. Mages always deployed cruel, inhumane means in the name of acquiring the Holy Grail. His late father Kiritsugu was one shining example of how far one would go to obtain it, making many people lose their lives in the process.

Shaking his head clear of these thoughts, Shirou made his way down the crater and followed the signature of magical energy over to a mysterious cave somewhere to the far right. He sensed the resonance of Magic coming out of it as though someone or something was calling out to him for help.

Using Projection Magic, he fashioned himself an artificial blade to use in self-defense in case he finds something like familiars or a monster waiting for him inside. Walking deeper into it, Shirou stumbled his way through the darkness until he found the source, not at all looking to be what he expected it would be.

Hovering in front of him and making the boy stare at it with awe, was a water-like vortex of mystical energy that looked as though it could be a portal of some kind. It was large enough to fit a single human through and it held a glass-like composition that allowed him to see through to the other side of it wherever the location to send someone happened to be. Shirou was so caught off-guard by this discovery that he let his Projected weapon disintegrate and walked right up to it.

"What..... is this thing? Some kind of Bounded Field? Maybe a Reality Marble....? Or is it just some kind of gateway to another place?" He asked himself aloud, not expecting an answer of any kind, but as he looked deeper into the portal's surface he saw a devastated scenery on the other side.

It looked like it was a high-tech laboratory building somewhere with the name 'Chaldea' plastered onto one of its ruined walls. The insides were much like how Shirou saw Fuyuki right now; utter devastation of demolished walls and burning rubble. It made his blood boil since this was the work of a one really wicked individual. Shirou focused closely on the interior to see if there had been any survivors inside, much to his surprise he had found one. A silver-haired young woman was lying underneath a block of rubble unconscious, but slowly a blaze of bright embers was making their way to her and she already looked to be on Death's door as is. That was when Shirou made up his mind to choose, to be a hero and go save this poor woman.

'No! Not this time. I'm not letting anybody die! Not while I can do something about it!' He braced himself and vaulted into the portal without a second thought. The cool flow of water energy passed by him as he arrived in the other location with the woman lying just a few feet away.

Breaking into a run, he rushed over to where she was and squatted down to lift the rubble off of her battered body. She was still unconscious and the fire was only a few feet away right now, meaning Shirou had to hurry and get her out of here to safety.

"Don't worry! I'm going to get you out of here! I'm going to save you! I swear it!" He grunted as he lifted the rubble off completely, uncovering her body and letting him take a curious look at her surprisingly youthful face.

She appeared to be a beautiful girl right around his age and almost resembled Rin to a certain extent. The only difference is that between the two of them, this girl had periwinkle-colored hair and an oddly-designed cloak worn over some kind of Academy outfit schoolgirl outfit. If Shirou were to make a guess, he'd say that this girl was probably someone very important or a prestigious high-class Mage. Shaking his head free of any further distractions, he managed to lift her off the ground and carry her into his arms fireman style before rushing to make his way out.

!

Another small explosion erupted further down the fiery hallway behind him, motivating Shirou to try making a run for it. He clutched her safely in his arms and eventually arrived in front of the portal again, seeing that it was still open and showing him all of Fuyuki on the other side. It may have been a fiery hell of someone's making, but it was still relatively safer there than it was here right now. At least, he liked to think so since he had nowhere else in mind to take her.

Just when he was about to step into it and cross over to the other side, he heard another person's voice call out to him out in the distance.

"Wait! Don't do it! She'll die for real and in a rather horrific way if you bring her back to that time!" A man's voice called out to him, causing Shirou to look past the portal into the other end of a surprisingly undamaged hallway. He saw a ginger-haired man wearing a labcoat rushing up to him with a handful of other uniform-wearing men and women trailing behind, all of them looked to be survivors and this made Shirou let out a great big sigh of relief.

From their matching uniforms, all of them bearing the same symbol that was on one of the ruined walls, Shirou assumed they worked here in this building as part of whatever organization it was. He liked to guess it was some sort of high-end laboratory that specialized in advanced science, but Shirou knew better and figured this was somehow Magecraft related. Even though Shirou didn't necessarily know the man or believe he was someone shifty, he still instinctively felt that he could trust him for some unexplained reason.

'So there are survivors here after all! Maybe they can tell me what is going on.....!' He considered for a moment as the man walked up to him, coughing up a storm after clearing his throat. He and the others had to make it through a bit of smoke-filled hell from the other side of the building to get here.

"I-I don't know who you are or how on Earth you got here, but it's obvious you're trying to save Miss Olga Marie, am I right?" He asked and Shirou nodded dumbly, looking at the woman briefly and thinking her name to be rather elegant for such a beautiful young lady. "Well, you can't bring her back to.....where it is you're going to. If you do that, she'll be doomed to something more horrific than any kind of mere death. I...can't tell you all the details per se, but she'll be safer if you leave her here with us. Only we have the necessities to keep her stable and get her all patched up again before her consciousness returns to this era."

Shirou didn't understand some of what he was saying, but he knew that she'd certainly be safer here and was very close to making a very terrible mistake without knowing it. The man continued and gestured for a handful of his cohorts to come over to him, bringing with them a life-support system on a stretcher for the woman. He looked at Shirou apprehensively and held out his arms, ready to take her literally off his hands, part of him almost didn't want to.

"Only one part of Chaldea is burning right now and we've managed to cut off a section of the building so that the undamaged half can be used as a recovery ward. So please, hand over the Director so we can get her treated right away." He requested and Shirou could tell that he wasn't being deceitful or manipulative in the slightest.

He still had no idea what place this was, but he knew he could trust these people and slowly held out Olga-Marie to him with a conflicted look on his face.

"Can you please tell me what's happening in Fuyuki right now? W-why is it on fire? I-I need to at least know what's happening to my hometown and if that damn Grail is behind all of it!" Shirou demanded and the man only had a troubled look on his face when he took Olga-Marie into his arms and gently set her down on the stretcher to begin the recovery effort.

They started administering some kind of healing Magecraft to her body while two others resuscitated her using the medical equipment they had on them. The man looked back at him like he was about to say something, but held himself in check with great reluctance. It showed Shirou that there was some kind of secret truth he wasn't going to tell him about all this.

"I...I'm afraid I can't tell you more than what you already know, largely because we aren't sure ourselves how this happened. Plus, what I do know wouldn't make the slightest bit of sense to you either way. I do wanna know how or why there is some kind of spatial rift there behind you that somehow connects to the Fuyuki Singularity. It....it must've been what brought you here." He guessed, making Shirou frown with slight confusion as they both looked back into the portal and saw the imagery shift to a man in a green pinstripe suit with a wicked smile on his face.

'N-no....! It can't be! He's responsible for this?! Lev Liner?!' The ginger-haired man thought to himself with alarm and rage, but he was seeing that both Mash and Gudako were there on the scene confronting him with Olga-Marie staying at his side out of codependency and trauma. Shirou noticed the panicked look on the man's face and pieced together that he was likely the culprit before walking back towards the portal, ready to do something about him.

But then, he stiffened up on the spot when realizing that the very same woman he rescued was right there with the evil-looking man in question.

'Wait a minute, h-how can she be there if she's....right here?' He wondered in great confusion and looked back at the ginger-haired man for an explanation, but saw he had his chin held in his hand with a furtive look of contemplation written on his face.

'Olga-Marie's consciousness is right there next to Lev Liner, she doesn't know that he's the monster behind all this and is likely about to get killed by him at any moment.' The man thought and looked at Shirou with an apprehensive, uncertain look before sighing to himself. 'I know I shouldn't get him involved, especially knowing who he was, but this Singularity has all gone awry anyway. I just hope that he can help us save the Director and will be able to come back here through that thing again. Whatever it is, it's not native in Magical Origin at all. I'm going to have to study it later, but for right now. We need his help.' He reasoned and looked to Shirou with a look of resolution on his face, ready to make his proposal.

"I...I know your name is Shirou Emiya, right? *Shirou nods dumbly in surprise* Well then, can you go through that portal and save the Director Olga-Marie from that man. get her away from him before he does something to her. Mash and Gudako are there on the scene and they'll help any way they can, but for right now, go and retrieve her as quickly as you can then can back here through this.....thing. I'll explain everything to you when you come back. I promise." He declared, making Shirou brighten up a bit as he Projected a pair of dual Blades into each of his hands; the pair of Archer Swords he always prefers using in combat.

"It's a Deal. I'm going to want to know everything alright, but first things first." He turned back to the portal and focused on the silver-haired woman, using whatever Mana he had in him to attempt one of Rin's Mobility Reinforcement spells for greater agility. "Time to play the Hero. I know I won't regret this decision."

With that, Shirou jumped into the portal and arrived back in the Singularity F- Fuyuki, ready to get to work helping however he can while also stumbling into the world of Chaldea's Operation: Grand Order.

*********

Present time-

********

Now here he was as part of Operation Grand Order and an unexpected Member of Chaldea; A Magecraft Organization researching and experimenting with Time Travel and exploring pruned Timelines called Singularities. Shirou was currently in his new room here at Chaldea, putting on his new Uniform they call a Mystic Code. It was a tidy white and black outfit that'd fit right at home with post-modern fashion trends, but he was just glad to be of help to these people after saving Director Olga-Marie from harm.

Shirou was still in disbelief over what had happened in that fire, not only was the portal not explained or studied at all before disappearing upon his return, but he learned that this new fire of Fuyuki was never meant to happen. Something allowed the man named Lev Liner to wreak havoc on the timestream and by doing so, unleashed several False Holy Grails into the world at various points in time to create alternate realities. The reason why was unknown so far, but Shirou had been brought on board to help since he was still a Mage himself and had met with Dr. Archiman, the cute Demi-Servant Mash, and her 'Master' Gudako. The latter almost looked like she could be Shirou's biological long-lost sister since she shared many of his physical attributes and personality traits.

'Those girls truly are something special alright. Just as soon as I arrived and jumped in to take Director into my arms and away from that man's presence, they jumped in right away to attack him without a second thought and forced him to retreat. We supposedly 'Fixed' the singularity by taking what he had been holding when he had summoned.....Saber Arturia as her Alter self. We recovered.....a Holy Grail. Just one of seven fakes was used to create this catastrophe. I still don't understand it all, but I'm just glad I'm here to help.' Shirou thought to himself, remembering Archiman's words that once they truly complete the Singularities and restore Time to its proper flow, the fire will have never happened and millions of lives will have been saved in the process.

He thought back to Director Olga-Marie again as he was unable to get her off his mind after coming back through the portal with her carried in his arms. She was oddly quiet and hadn't spoken a word to the young lad at all the entire time she was there. Shirou found it odd but knew she was likely traumatized by this event, especially after learning what kind of horrific demise awaited her had she stayed in Lev Liner's grasp.

Just thinking about it made his blood boil and made Shirou want to jab both swords into the man's smug, grinning face as soon as he saw him again. Shirou could tell that he wasn't necessarily human, not with a malevolent flow of Mana he could sense from that wicked person. It was on par with the corrupted Greater Grail Arturia destroyed so long ago, except.....evil. Simple as that.

"When I see him again, I'm gonna----!" He was about to continue until he heard the hum of his door slide open behind him. Shirou paused in his thought and turned to see that it was the Directo Olga Marie herself standing there in the doorway, looking at Shirou with a pleasantly neutral expression on her face. "Director m-miss Olga-Marie?"

She nodded and walked on inside, forgetting to lock the door behind her after deciding what she wanted to do. Olga stood before Shirou with courtesy and bowed her head respectfully to him with a beet red blush on her slightly pale cheeks, looking as Squamish as Rin did whenever she got embarrassed.

"*Ahem* Greetings, Shirou Emiya. Doctor Archiman told me a lot about you, I know I haven't said anything to you that day you pulled me out of Lev Liner's grasp and I do apologize for it, but I have come today too well.....thank you personally. I hope I'm not disturbing you right now." She admitted somewhat weakly, still wracked with embarrassment as she rubbed her slender stocking-clad thighs together like she was a schoolgirl about to confess.

'She's so cute.....!' Shirou nodded his head dumbly and turned around to face her, walking over to offer the Director his hand out of cordial respect, but suddenly she threw her arms around his neck and pushed her face into his chest! She was sobbing hysterically right after.

"Thank you! Thank you....! *Sob...sob...sob!* I was going to die, and die a horrible death without ever accomplishing anything in my life, Emiya-Kun!" She began, sobbing hysterically into his chest until she felt Shirou's hands wrap around her waist, pulling the traumatized young woman into a comforting embrace and leading her over to sit down with him on the bed together.

Shirou only had the utmost sympathy for this woman, he understood where she was coming from and wanted to reassure her as a proper man should by offering his shoulder to lean on. All the same, he couldn't help but find this woman so attractive in her all-too-human nature, it was certainly a contrast to how most Mages operated in modern times. And in a lot of ways, she reminded him of a vulnerable Rin Tohsaka. Olga-Marie sniffled into his Chaldea jacket some more, wiping her tears with her hands and shuddering after shocking out one last sob before pulling herself away from his chest.

"I'm..sorry you had to see that side of me. I may have just ruined your new Chaldea uniform by wiping my tears all over it. Hehe." She awkwardly laughed, wiping her eyes a bit while keeping one of her hands clutching Shirou's right. She didn't want to let go.

"Hey, don't worry about it, Director. Seriously. I...I understand better than anyone what you're going through, trust me on that." Shirou offered with a sympathetic yet charming smile that Olga couldn't help but love as her heartbeat started to increase exponentially. She was blushing and looked off to the side, furrowing her brow when she spoke up again.

"It's more than that...I...failed as a Director of my Father's company on top of nearly dying to a man I once trusted with my life. My Masters, my friends, everyone that works for me...I feel that I failed them, Emiya-Kun. Among the many remorseful thoughts and regrets occupying my mind at that moment before you saved me, those were chief among them. Also.....I didn't want to die because I have never been.....loved before, not as a woman being loved by a man." She began and felt her breathing become hot and bothered when turning her head to look back at Shirou with a bashful look in her eyes, one that reminded him of Sakura now.

Shirou blushed hotly when he saw her make a face like that and felt certain parts of his body react by pulling Olga-Marie a little closer to his face.

"Emiya-Kun.....would you...be so kind as to treat me like a woman right now? In case anything happens again and I don't have a Hero to save me, I don't want to die with regrets and do so as a virgin. Y-0you're the only one I would make this offer to since...I find myself to be infatuated with you." She admitted, swallowing the biggest lump of pride ever down her throat for she had just confessed to the man she harbored affection for.

Shirou didn't know what to say right now. Sure, he was attracted to Olga-Marie very much and another part of him wanted to protect her with his life for as long as possible. Then again, she was his boss and things could get awkward between him and the staff if they didn't approve, but then Shirou remembered that he needed to start living for himself these days instead of other people.

"M-Miss Director...I mean, Olga-Marie, I'm.....flattered and I too would---"

!

The young woman suddenly thrust her face into his maw, pressing her lips into his rather clumsily with an impulsive kiss!

"Mmm!" Shirou blurted out in surprise when feeling the soft, creamy lips of the pale-skinned girl pressing fervently against him. Olga-Marie pressed herself even further after feeling him accept it, she pulled her arms around Shirou's neck and started swallowing up his lip in an attempt to open them wide. She was getting into it with eyes closed and a fierce blush on her face.

"Hmhmhmhm! *Schlupp...schlupp..schlupp...schluppp!* Hhhmhh! Emiya-Kun....!~" She let out in between hot gasps of air between their lips. Whenever Olga-Marie pulled back from their embrace, she ran her tongue across her lips so she could taste Shirou's saliva before diving down onto him again.

'She's kissing me! Director Amusphere is making out with me!' Shirou thought to himself in disbelief as he slowly brought his hands down around the back of Olga's buttocks, cupping them through her pleated skirt and feeling her legs shift as she straddled his waist entirely from above.

She was on top of him now and hungrily swallowing up his lips with Shirou now kissing her back as well. The boy cupped the young woman's buttocks through her clothing, making her squeal quietly with excitement as she felt her first kiss being returned with just as much passion. Shirou was an excellent kisser indeed, he curled his lips gingerly around Olga's and tasted her with his tongue after pushing it through to the inside of her mouth. Her eyes burst wide open in surprise when feeling the spongy appendage swivel around with hers in an eloquent and romantic embrace.

'H-he's kissing me back! Shirou...I mean, Emiya-Kun likes me back as well! I...I think I'm in love! I don't care if he doesn't feel the same way for me, but I will do anything to hold onto this man!' She thought to himself, still mildly hysterical with post-trauma stress, but Olga-Marie was certainly serious about clinging onto Shirou for the time being.

Her soft, pale hands ran through his short red hair, gripping his face tightly as she swallowed his tongue down into her mouth, tasting it by closing her lips around it and pulling Shirou up to sit with her in an upright position.

"Mhmhmmhm! Hhmm! *Pop!* Haahh...Emiya-Kun!~" She gushed happily with tearful eyes, feeling his chiseled body through his clothing as they sat up together.

"Director. That was.....quite a kiss, hehehe." Shirou pointed out with a chuckle, rubbing her tush softly from behind as he felt his erection pushing out from his dark pants and into her groin from below. Olga-Marie felt this immediately and blushed an even brighter shade of red, becoming flustered in the process and making a cute face for Shjirou to enjoy. 'Yep, she's dainty like Rin alright. I wonder if they're related.'

"Emiya-Kun....I....want to do this with you, so please....oblige me, even if you may not feel the same way." She whispered and unbuttoned the top layer of her cloak and pulled it off of her body to reveal a short white dress that honestly looked like part of a school uniform in Shirou's eyes.

She still had her red ribbon around her neck as well as her amber-colored stockings over her long, beautiful legs. She got up from off the bed and started undressing slowly in front of him, revealing more and more of her wonderfully feminine body to Shirou's eyes with one article coming off one after another. Down came her white short dress, revealing a white lace bra covering up her modest set of C-cup mounds that Shirou fell in love with. His member lurched heavily with arousal upon seeing them, making the spire from inside of his clothing appear more evident.

'H-he's big....! I must admit I have never seen male genitalia in person before.' Olga thought to herself, blushing as red as a tomato when she pulled down her pantyhose next, exposing her white-lace pair of panties covering up her mound. Shirou saw that she had a dampened patch of moisture already appearing between her legs, making it obvious she was just as aroused as he was.

Just as she was about to undo her undergarments, Shirou got up and approached the anxious girl, pulling her into his arms once again and making her look right up into his kindly pair of amber0colroed eyes.

"Who says I don't feel the same way. I've been attracted to her since the day I first pulled you out of the fire here at Chaldea. I want you, Director Olga-Marie." He said suavely, making her positively melt inside after he cupped her face. Olga wanted to burst out in tears again, although this time they'd be tears of happiness rather than despair and trauma. She was just that happy to have someone like Shirou crave her in such a way since she's never been desired before.

"Emiya-Kun.....!~" She let out and raised herself on her tippy toes, pressing her lips onto his again and this time wrapping both her arms and her legs around his body like a frenzied schoolgirl. "Mhmhhmmhmm!~"

******

After a few more minutes of undressing, Shirou was finally as naked as the day he was born with his footlong phallus popping out and remaining as turgid as a wooden board. Olga-Marie had stripped herself completely, showing Shirou the pink of her nipples as well as the juicy cusp of her pussy in full. She was still positively bashful of her appearance as she laid down on her back, placing herself atop his bed with legs spread wide and hand reaching out to take Shirou into the embrace. She had been breathing hotly the entire time and felt her heart soar into the clouds above Chalda for she was ready to finally become a woman, Shirou's woman.

"S-so big.....p-please....make love to me, Emiya!~ I want it only to be with you!~" Olga-Marie let out, watching Shirou dim the lights a bit with a remote and crawl down on top of her, ready to fuck her missionary-style position.

The bulbous pink head of Shirou's dick pressed down upon the juicy venus of her lips, steadily sliding into her as he made a groove of his waist into her soft, petite body below. Olga-Marie's mouth went wide-open with delight and she tossed her head back into the pillow, internally screaming with both pain and delight when Shirou took her virginity.

"Hmph!" Shirou grunted, pushing past her hymen and making a sharp jolt of pain spread out from inside of Olga's pussy, making her squeal loudly into the sides of the pillow as she felt hymen's blood trickle out of her.

"Hnggghhh!" She whimpered loudly in pain and tossed her head left to right repeatedly with a pained look on her face. Shirou slowly pushed until he made his way into her cervix and let his cock rest there, with the head tapping against the entry point to her womb. He pressed himself firmly onto her waist, letting his smooth, slightly darker skin mesh into her lighter-colored body as he sheathed himself inside of Olga-Marie's pussy.

"Ngghh.....s-s-so tight! M-M-Miss Director! It feels so good!" He grunted, enjoying the spongy vice-like tightness that is her pussy. He could feel her velvety walls throbbing around him as though attempting to draw him in even further to where he could fuck her womb into oblivion.

Olga finally let out a shrill cry of relief as she felt the pain leave her body, leaving only pleasure to remain. Her eyes became wide and sparkling with happiness as she wrapped her legs around Shirou's waist, begging him to continue fucking her and make her scream loudly to the ceiling above!

"Ooohhh...!! F-fuck me, Emiya-Kun! Ravage me as much as you like! Please! I'm begging you! Y-you feel amazing inside of me!" She cried out with a manic look of excitement on her face, it was as if she had been repressed of sexual desire her entire life and had now found it in abundance within Shirou Emiya.

her lithe pelvis started rolling back and forth along his waist, fucking her pussy on him herself with what little room for the movement she had by being underneath him. Shirou growled loudly in arousal and began bucking his waist into Olga's body, his pace started slow yet forceful, but soon he became passionate and started slamming his waist into Olga-Marie's soft little body! The claps of flesh smacking against flesh began and the bed Shirou was given had started creaking loudly in lovemaking music.

Olga's hands went up around and dug into Shirou's shoulder blades as a result, clutching him tightly as he fucked her into the mattress like a wild animal, falling deeper and deeper in love with him every second. Her pussy squelched tightly around his cock repeatedly invading her depths, she could feel every inch of thickness grooving out her walls and making her glad she had never had it until now.

"Uuaaaahhhh! Aahhn...aahhn....aahh..aahhh..aaahh..aaahhh! Oohhhh Shirou-Kun! Aaaahnhh!~" She cried out, tossing her head back again and letting her tits wriggling vertically in front of his eyes as he remained elevated at an angle high enough to see them.

The real treat for Shirou was the face she was making as he rutted into her constantly like there was no tomorrow. Over and over he plunged his length into her sodden wetness, filling her up and making her toes curl every time, steadily pushing himself to his first orgasm while Olga-Marie had already achieved her own. When Shirou had pushed into her cervix, she let out a mighty howl into the sky and dug her fingernails into his skin, and squeezed the hilt of his dick inside of her as they went.

"Kyaagghhhhhhh! Ooohhhh.....Shirou-Kun! Mmngnhh!" She let out, smiling at him lovingly while outside of the bedroom two special girls could hear the director's wailing cries from outside.

*******

Standing awkwardly side to side with each other were Mash Kyrielight and Gudako Fujimaru, both girls were wearing nervous expressions on their faces when they passed by and heard Director Amusphere's voice cry out in euphoria. Mash was wearing her usual casual gear with Chaldea-brand clothing which included her glasses and uniform. Gudako wore the same set of clothing Shirou had worn but in a girl's variant. Her white jacket and black pleated skirt were part of her Mystic Code much like everyone else's. The spunky redhead had begun gnashing her stocking-clad thighs together, wondering if maybe they should come back another time until curiosity got the better of them.

"Uh, Mash? Should we....come back later? I know I'm kinda curious to see Emiya-Kun and.....the director going at it like animals, but...I don't know. It feels like I'm being called to watch it considering how loud she's screaming." Gudako nervously addressed while Mash simply nodded her head rapidly with embarrassment, hugging her arms tightly within her hands for she too was feeling arousal creeping over her body like Gudako.

"L-let's watch, Senpai." She offered meekly and walked towards the door, not knowing what was compelling her to play voyeur. Gudako didn't have it in her to stop her Demi-Servant Kouhai when she opened the door, finding it to be unlocked and revealing a dimly lit room with a rather raunchy sight playing inside it.

*******

"Uuggghhh.....! I'm getting close! P-please, Director! M-Marie...! get on your hands and kneecaps, I want to see you from behind now." Shirou growled, feeling the fifth orgasm from Olga-Marie's pussy bring him closer to his limit already. The woman's sex was pernicious in miking him for his cum, which he wasn't sure was a good idea as he had no idea if the woman was safe to ejaculate into.

A primal part of him wanted to pump her raw and full of cum, getting a very intoxicating fantasy of knocking her up while he continued to pound away into her frame from above. His balls were stiff and were tapping repeatedly against her nether regions until he felt Olga-Marie's legs hastily slide off from around his waist, allowing him the freedom to change position.

"Ghghh! Please...put it back in! I'll get on my hands and knees for you, Emiya-Kun! P-please...fuck me! Breed me if you want! I want all of it inside me!" She yelled out, smiling lustfully at him as she got up and shifted her body to where she was on her hands and knees, putting her in a doggy-style position.

Olga's ample ass shook vivaciously in front of Shirou's face, exciting his dick even more as he watched.

"Y-yes, Director!" He let out and grabbed onto her hips, pulling her to him, and wasted no time in sliding his length back into her sex from behind! This time Shirou took her straight to the hilt and pushed through her cervix, making him invade the entry space of her womb and causing Olga to claw at the sheets like a rabid animal.

*Squelch!*

"Uaaagghhhhh! Nghhhh! Emiya-Kun! Emiya-Kun...aaaahhhh!~" She cried out euphorically and flung her head back fast enough so that her long mane of silver hair smacked Shirou in the face.

He ignored it and continued onward, pushing his hips roughly into her frame from behind, making her ass jiggle vivaciously to his thrusts as he tunneled out her pussy as a man possessed. Soon enough the repetition of skin-slapping noises began anew with Shirou fucking Olga doggy style. They were still blind to the sight of their two spectators that had remained standing in the room watching them.

Mash and Gudako both felt hot and bothered to the point each girl had started masturbating to the sight of a sexual frenzy going on in front of them. Mash reached far underneath her outfit to feel up her mons to each stroke of Shirou's hips colliding into the Director's ass. Gudako had simply removed her skirt and dipped a hand down her pantyhose to begin fingering her twat as they row back and forth into each other like it was their Honeymoon. They struggled not to breathe out too loudly while they stroked themselves off.

Fortunately, Olga-Marie's eyes closed tightly and her mouth fell open as she began steadily reaching her next orgasm, wanting Shirou to pump his seed into her waiting body and make her pregnant with his child! She didn't care anymore, she would gladly have his children and live a rich full life as a mother, hopefully siring many more from him if he decides to stay in this period. Olga was in love and wanted that more than anything, even if she had to leave her father's Organization to somebody else.

"Uaaahh..aaahh..aahh...aahh..aahh..aaaahhhhh! I'm cumming, Emiya-Kun! I'm c-c-c-cumming! P-please! Unload everything you have inside of me when you cum, I want it all. I don't care if I get pregnant!" She let out, shocking both Mash and Gudako and furthering Shirou's lust-driven excitement and making him feel his balls beginning to quell with ejaculatory pulsations!

"Hnhh! Director...! It's coming....! Aahh...!" Shirou growled heavily with arousal as he felt his balls beginning to expand along with his shaft which was engorging inside of Olga-Marie's womb.

Just as he was about to explode in orgasm, he heard the euphoric yells of two new voices in the room, causing him to panic and look in the direction of both Gudako Fugjimaru and Mash the Demi-Servant.

'W-w-what are they doing here!?' He mentally yelled out before he felt the release he had been waiting for. His hips started lurching wildly against Olga-Marie's frame, making his cock send out thick ropes of cum directly into the womb of the director!

Upon feeling his seed slashing into her canal, Olga-Marie shuddered and exploded with a positively delighted smile on her face, making her insides clench around Shirou's length tightly as she felt her cervix milk him for more! She screamed out in euphoria, failing to notice both Mash and Gudako doing the same as they had been using each other's fingers to bring themselves off to the show in front of them!

*Splurt...splurt...splurt..splurt...splurt...splurt..splurt!*

"Aaaaaahhhh.....!~" She cried out, with her body lurching and twitching constantly for several more minutes, feeling bloated with Shirou's sperm till she eventually crumbled onto the bed completely spent.

Shirou kept on cumming and cumming, filling up the girl's womb to the brim and beyond yet feeling worried that he may have certainly gotten her pregnant. Still, he held onto her waist and let everything out, feeling grandiose relief he had not felt in forever. As soon as he was done pumping her, Shirou finally softened somewhat and pulled out from her cum-oozing taint to relax for a couple of minutes. He looked in the direction of his two surprise voyeurs and watched Gudako slide her ID card down the reader, making the door close and lock automatically. The door closed and they stared at him with lust-stricken smiles on their faces.

"*Huff...huff...huff*...what...are you two...doing in here?" Shirou breathed out. He saw Gudako begin to unbutton her Chaldea Uniform top with Mash lifting up her skirt to show off her sodden-looking pussy to his eyes. Shirou's face became red as a result and he felt his member beginning to lurch back to life already.

"Emiya-Kun....would you please let us join you?~" Mash asked meekly with an adorable lovestruck face while Gudako simply pulled up each article of clothing covering up her chest and looked at Shirou with a manic grin on hers.

"No 'Ifs' and 'buts', Emiya-Kun! We're doing this. If Director Marie got to enjoy so will we!~" She gushed excitedly, leaving no room for argument as both Mash and Gudako started walking over to him, stripping off every article of clothing as they went.

"Uh...Director?" Shirou called out to her, only to find the woman lying blissfully in a comatose state of post-coital exhaustion. , Olga-Marie was barely even cognizant of her surroundings and only smiling happily to herself while sperm oozed out of her gaping cunt.

Just then, Gudako lunged at him with Mash following right behind, both girls very eager to enjoy Shirou Emiya the way their Director had done.