Thes: Dom/Sub, Anal Sex, Bad End
Summary: Naoto arrives at Shujin Academy to investigate reports of sexual misconduct between the teachers and students. She quickly runs afoul of Suguru Kamoshida, who offers to 'help' her with her investigation... to predictable results.
-x-X-x-
"I hope you don't intend to ddle in my investigation. It wouldn't reflect well on you."
Suguru Kamoshida lets out a hearty chuckle at that, the well-built Volleyball Coach planting his hands on his hips and shaking his head.
"Wouldn't dream of it! I wanted to offer you my assistance 'Detective'! I'll help in any way I can so that the truth can be out there!"
Standing there with pen and notepad in hand, Naoto Shirogane, otherwise known as the Detective Prince, peers out at Kamoshida from under the brim of her hat, narrowing her eyes in disbelief.
"You'll forgive if I find that hard to believe… considering many of the rumors of misconduct here at Shujin Academy seem to surround you, Mr. Kamoshida."
Kamoshida's grin doesn't falter… if anything it grows.
"Well then, let's start there. Feel like heading to my office so you can interrogate to your heart's content, 'Detective'?"
Naoto narrows her eyes even further in response… before nodding sharply, showing absolutely no fear.
"That would be acceptable. Let's go."
In what is clearly intended to be a power move, the young woman turns on her heel and begins leading the way to HIS office. Far from being annoyed or upset by this however, Kamoshida's grin only grows more wicked as his eyes fall upon her curvaceous behind.
Hook… line… and sinker.
-x-X-x-
"G-Guh! Agh! S-Stop it… let … let g-go imdiately! Nnngh!"
Kamoshida chuckles as he pins the so-called Detective Prince to the wall of his office, having easily captured her hands and pinned them above her head as soon as they were in private. To be fair, he could have done this right out in the hallway where they'd t if he really wanted to. He's sure he would have gotten away with it.
However, this office is his domain… his throne room. And given the equipnt within it, it's perfect for his purposes… like putting this uppity little bitch in her place.
With one large, masculine hand holding her thin feminine wrists above her head, Kamoshida's other hand is buried in the front of Naoto's pants. The short-haired 'detective' is gasping and whimpering and moaning as he drives his digits in and out of her cunt, pistoning his fingers back and forth without a care in the world.
Squelching noises muffled by her pants and panties are nevertheless audible even amidst her protesting and squirming, her flushed face giving away the lie that she's not enjoying this.
"Stop what? Making you feel good? Making you moan? You're loving my fingers, 'Detective'. Don't lie now~"
"N-No… I… I…"
See, when Kamoshida heard that the infamous Detective Prince was coming to Shujin Academy to investigate the reports of sexual misconduct among its staff, he hadn't been worried whatsoever. As it so happened, there were two main reasons for that.
First, the so-called 'Detective Prince' had already been exposed as a fraud by that point. Her true gender had been revealed to the world at large and though she'd tried to act like it didn't matter that she'd been lying about being a boy for years, nobody else was buying it.
Her walking around with those fat tits if hers no longer contained in a breast binder also did her no favors, leaving her reputation in the dirt. She might have been successful with her previous cases; she might have had a lineage of detectives backing her up… but all it took was for people to find out she was a girl all along for her star to fall.
Which brought them to the second reason Kamoshida hadn't been worried about Naoto Shirogane coming to Shujin Academy. That being… because HE had arranged it in the first place. He'd been the one to convince so of his fuck dolls to start spreading rumors. He'd been the one to lay the bait to draw in the 'Detective Prince'. All for this mont… so he could show her what she really was, deep down inside.
Driving his fingers deeper into her than ever before, Kamoshida feels around inside of the tomboy detective, making her moan helplessly. Her short stature and all around weak feminine physicality ans she can't escape him… she can't even so much as try to knee him or kick him in an attempt to break free.
Within monts, he'd had her against the wall and her pants and panties had proven no barrier to him. Now he was driving her absolutely wild. Until finally…
"I… I… I CAN'T~"
With a lewd squealing cry, Naoto tips over the edge and cums all over his fingers. In just under two minutes, she'd gone from a put together, self-confident 'detective' to just a bitch crying out and climaxing on his digits. Kamoshida grins as he curls his fingers, raking his nail across her insides in a way that makes her buck her hips and spasm all the harder. At the sa ti, his thumb is frigging her clit all the way through the start of her orgasm.
Then, with one final flourish, Kamoshida drags his hand out of her, ripping her pants and panties halfway down at the sa ti just in ti for the biggest bucking of hips yet as Naoto squeals even louder than before and releases a huge amount of squirt all over the floor of his office.
Her very loud, very visible ejaculation is a sight for sore eyes… it's everything Kamoshida could have hoped for, even as Naoto collapses back against the wall, panting and whimpering as she cos down from her release.
Without further ado, Kamoshida lets go of her arms and steps away, grabbing a nearby towel to clean off his hand as he leaves her slumped against the wall and recovering. Heading over to his desk, he calls back over his shoulder to her in a jovial tone.
"You had questions to ask , right? Sothing about 'interrogating' ?"
Naoto's rough panting as she catches her breath is all the response he gets for a mont. Until finally, she lets out a weak growl.
"You… you b-bastard. You think that you can just get away with this? You think I won't report you to the proper authorities the mont I l-leave this room?"
Turning back to face her, now standing behind his desk tapping away at the keyboard of his computer, Kamoshida glances up at the disheveled young woman and smiles wickedly.
"I'm glad we've already established that you are NOT the proper authorities, 'detective'. That should make it all the easier for you to accept your place."
Naoto stiffens, clearly still defiant and not yet broken. But that's okay… because that's why Kamoshida brought her here before doing anything. For insurance~
She opens her mouth to speak… only to be cut off by her own whimpering, wling voice coming from his computer's speakers. Naoto's eyes slide down from his face to the computer sat on his desk and Kamoshida takes that mont to turn the monitor so its facing her direction. He lets her watch her own debauchery from start to finish as her face gets redder and redder in the real world, until finally there's the climactic finish as she squirts so hard she actually hits the hidden cara on his desk.
"… Feel free to turn in if that's what you need to do, Naoto. Unfortunately, this video has already been sent to three off-site servers… where the videos of every other girl I've 'shown the ropes' to current reside. In the event that I'm not available to send the appropriate passcode to those servers each evening, all of that video content will be uploaded online imdiately. And I can't very well send the passcode from a prison cell, now can I?"
Naoto stares at the video of her own reluctantly enjoyed defilent and her hands close into fists at her sides.
"You… you monster."
Kamoshida just grins, unbothered by the title.
"What do you say, 'Detective'? Ready to explore more of your feminine side with ?"
For a long mont the top heavy tomboy just stands there frozen… then, quick as a mouse, she's out the door of his office and down the hall, running from him with her tail tucked between her legs.
Kamoshida lets her go. He's not worried about her reporting him to the police or anything like that. If she does, it won't just be her own life that will be ruined, but the lives of every lovely young woman he's ever taken in hand and 'helped' co to terms with their feminine sides.
No… Kamoshida isn't bothered in the slightest. He knows Naoto Shirogane will be back. They always co back~
-x-X-x-
The volleyball coach is proven right within three days. On the evening of the third day after Naoto's arrival at Shujin Academy, she shows back up at his office again… responding to an open invitation from Kamoshida himself that he 'hoped she would visit him again soon for another lovely chat'.
Naoto doesn't look happy, even as he welcos her back into his office. She tenses up as soon as he closes the door behind them, almost like she expects him to make the first move again. But Kamoshida has already done that… and he's not the type to be repetitive or boring like that.
Instead, moving past the stiff, frozen tomboy, Kamoshida moves over to his desk and leans back against it. Then, he crosses his broad arms over his chest and arches a brow.
"Well? What can I do for you, 'Detective'?"
Naoto flushes and scowls angrily.
"You… don't pretend like you haven't made co here, you bastard."
Kamoshida grins wickedly and shrugs.
"Alright then, I won't. Strip. Now."
His sudden switch to giving her lewd orders has Naoto's eyes widening and her face going even redder than it already was. And yet… she seems to have expected this much, because she slowly reaches up and pulls off her tie. Then, she does the sa with her shirt, unbuttoning and pulling it away. Her shoes and socks and pants go next, leaving her in just her bra and panties.
Kamoshida whistles appreciatively… she's got on a nice set of lingerie under her clothing. Naoto looks down at herself… and blushes harder before hastily taking off the bright red lacy ensemble, dragging her bra and panties away as quickly as she possibly can.
Under those… Kamoshida arches a brow at what he sees waiting for him. Two pieces of yellow tape cover Naoto's nipples… and a third piece of yellow tape covers her crotch, specifically the entirety of her pussy mound.
"You can… d-do whatever you want to outside of these marked off areas… the tape stays on though. If you remove any of it… then I'll go to the authorities, your blasted blackmail be damned!"
Kamoshida stares for a long mont at the audacious bitch. Then, he lets out a low chuckle, his eyes twinkling rrily.
"Sure… if that's how you want to play it, that's how we can play it. Get on your knees, 'Detective'."
Naoto grimaces… but descends to her knees all the sa. Kamoshida, anwhile, pushes off of his desk and steps forward, reaching down to free his cock from the confines of his pants at the sa ti. His throbbing length already half hard when he pulls it free.
Naoto's eyes fall upon it… and go wide at his size. Kamoshida's grin widens at that… he always seems to be larger than any woman he's with expects, heh.
Arriving in front of Naoto, Kamoshida reaches out and places a hand atop the tomboy's head, pushing her hat down onto her scalp rather than taking it off of her so he can grip her hair properly. Instead, he holds her in place with that one large hand, big enough to grip her entire skull like a volleyball.
Naoto goes cross-eyed staring at his cock as it approaches, and when he presses against her lips she unconsciously spreads them, her tongue slipping out all on its own to taste his at. She realizes what she's doing a mont too late as Kamoshida pushes forward and she fails to hold him off.
"Gaaaaaaghk!"
"That's it… relax your throat darling… open as wide as you can if you don't want to hurt your jaw~"
Kamoshida groans as he pushes deeper into Naoto's mouth. He feels a few of her teeth graze his dick… but he's unbothered by it, utterly fearless even in the face of a potential attack from that avenue. Naoto isn't going to bite him… he has her number, even if she herself doesn't know it yet.
Gurgling, choking, and gagging on his throbbing mast, the so-called Detective Prince glares up at Kamoshida angrily… but the glare loses quite a lot of its power on account of her watery, tear-filled eyes. Also, there's the way her tongue is sliding along the underside of his cock, continuing to act without her input as far as he can tell.
Grunting, Kamoshida begins to thrust in and out, using Naoto's mouth like the onahole it is and delighting in how her lips feel wrapped around his dick.
"Gagkh! Gagkh! Gagkh!"
Belatedly, he turns himself sideways, forcing her to shuffle on her knees with him and giving the cara on his desk a great view of him fucking her face.
"Hands behind your head. Fingers laced together."
His orders take a mont to perate, but Naoto eventually moves to follow them, no doubt not realizing at first how they make her look. With her hands behind her head, her side profile is fully exposed, from her armpit to her jiggling tits to her shapely hips and her plush ass resting on her heels. The cara picks up on all of it, even as Kamoshida enjoys her mouth and throat to his heart's content.
However… he wants more. No, he NEEDS more. And here this bitch was, daring to put tape on her pussy and say it was 'off-limits'. Heh, that's fine though… because Kamoshida knows sothing Naoto doesn't. He knows… she missed a spot.
But first, just as he's about to cum, Kamoshida drags Naoto off of his cock and grabs hold of her by the sides of her head to keep her in place. Then, he cums. But not on her face… no, that would be too mundane by far.
Instead, Kamoshida aims his dick for her detective's hat, proceeding to plaster the hat in his seed from the brim to the top and back again until he's fully unloaded his balls onto the last representation of her aspirations of being a detective.
From the way Naoto flinches in his grasp, he knows she can feel it too… the cum seeping through the fabric, the hot sticky weight of it resting atop her skull. A helpless whimpering gurgle leaves her lips as the tears finally fall down her cheeks.
But Kamoshida isn't done with her. Not by a long shot. He drags her cum-coated hat off of her head and sets it down on his desk before grabbing ahold of her and hoisting her up into the air to set her down right alongside it.
"Wha-?!"
Grabbing a handful of one of her tits as he holds her in place, Kamoshida lifts one of Naoto's legs into the air and brings his throbbing cock to her tape-covered pussy lips.
"W-Wait… you can't… I a-already said…"
Kamoshida scoffs. The weakness in Naoto's tone makes it obvious to him that she's already all but given up on this one boundary. If he were to remove the tape and fuck her right now, she'd almost certainly not actually fight it. However… that would be too easy.
"You did say, yes. But don't worry… I have no intention of removing the tape and breaking your rule, 'Detective'~"
With a shit-eating grin, Kamoshida finally slides his cock down off of the already slippery and partially soaked through yellow tape… and places it against Naoto's unprotected, uncovered asshole instead.
"What?! No, that's the wrong-hnngh!!!"
Naoto's face contorts as Kamoshida shoves his cock right up her ass then and there before she can even finish her sentence. He drives himself deep into her bowels off of nothing but a bit of lubrication from her saliva and wet pussy. She clearly isn't prepared for it in the slightest… she wasn't ready for him to do this or she would have thought to tape over her asshole either.
Heh, he loved naïve dumb cunts like this one. Especially when they thought they knew the way the world worked and he could open their eyes to the truth. Without further ado, Kamoshida begins to slam his cock into Naoto's ass from the side, pounding her anally for all she's worth.
WHAP! WHAP! WHAP!
As he goes, his balls are swinging in from the side as well… smacking into her tape-covered pussy over and over again. At first, Naoto is crying out in pain, clearly not enjoying the surprise anal sex. But in no ti at all, her voice starts to change, her cries becoming less and less agonized. Until eventually… she doesn't sound like she's in pain at all.
"I… I…"
Kamoshida makes sure to continue molesting her fat milk jugs while he's at it, of course. He doesn't remove the tape or actually play with her nipples, but he does maul her tits, kneading and squeezing them to his heart's content as he watches Naoto's features contort in increasing pleasure from the anal pounding she's receiving.
The tape covering her pussy… the edge of it is along her taint, which with the stretching of her asshole, is currently making it slip a little against his cock. Of course, the other thing making it slip with increasing frequency… is how absurdly wet and aroused Naoto is becoming.
"Oh fuck, oh god, oh fuck…"
It's only a matter of ti, really. Maybe she'd known deep down what would happen today… or maybe she was just so stupid she hadn't thought to buy moisture-resistant tape. Either way, the yellow tape she's used to cover her cunt lips is soon so soaked through… that it peels off of her pussy without Kamoshida himself having to do a single thing.
They both pause as it happens, watching it flutter to the floor at their feet. Naoto stares at her exposed cunt without truly comprehending it for a long mont… before blanching as Kamoshida begins to drag his cock out of her asshole.
"W-Wait, you can't…"
"You just said I wasn't allowed to remove the tape myself… but I didn't remove it, did I?"
Naoto's mouth opens and closes as his cockhead hovers half a centiter from her engorged, plump pussy lips. Kamoshida waits for her response… and isn't at all disappointed when she finally slumps in defeat.
"N-No… you didn't…"
He doesn't bother demanding more than that. He's not going to wait for her to beg and he's certainly not going to get permission. With a victorious grunt, Kamoshida thrusts forward into Naoto's cunt, taking her right then and there. To his imnse amusent, he feels her hyn tear as he does so, letting him know he's claid her virginity. Naoto Shirogane is far from the first young woman whose virginity belongs to Kamoshida… but she's still quite the feather in his cap.
Naoto cries out as Kamoshida takes her, her earlier arousal making the loss of her virginity barely even a blip on the radar. Without further ado, Kamoshida fucks her pussy just as hard and fast as he'd been fucking her ass… and Naoto's reaction is even greater as he does so, her eyes rolling back in her head and her tongue lolling out of her mouth.
PLAP! PLAP! PLAP!
All the while, her Detective's Hat remains on the desk right beside her, soaked through by Kamoshida's first load at this point, a testant to how far the mighty 'Detective Prince' has fallen.
The best part, of course, is that the hidden cara on his desk is only one of many. And the position he's fucking Naoto in now is fully recovered in HD by another of his hidden caras elsewhere in the room. As he pounds Naoto into a cumming, squealing, moaning ss who can't stop climaxing every five seconds, Kamoshida has the biggest, widest grin on his face.
When he finally fills the dumb bitch with his seed, he feels absolutely amazing as he creampies her, giving the cunt every last drop of his cum. It's all she or any woman is truly good for in the end… being a cum dumpster for a man like him.
Even Naoto seems to agree by the end, because as soon as he pulls out of her, she slides right off of his desk and onto the floor. One might think she was collapsing involuntarily at first… but she imdiately laces her hands back behind her head and opens wide, taking his softening cock in her mouth to begin sucking him clean with a gusto that proves she's completely and utterly broken on his cock.
Just like all the others… Naoto Shirogane was nothing but a horny little bitch in need of being shown her place~
-x-X-x-
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