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Kotone's Anal Prison Arcana

Summary:

When her middle-aged, ugly bastard of a math teacher, Mr. Nakayama tries to blackmail Kotone, she quickly realizes that her only way out is to satisfy his perverted obsession with her butt. What she didn't expect was for him to suddenly unlock a new arcana, "The Prison."

Notes:

(See the end of the work for notes.)

Chapter 1: Rank 1

Chapter Text

Rank 1

“Miss Shiomi, I’ll need you to stay after class for a few minutes,” Mr. Nakayama drawled, not even thirty seconds before the school bell, barely even bothering to look up from his desk. “Something has come to my attention that requires urgent regard.”

Ugh ,’ Kotone thought to herself. ‘ What a drag! Wonder what the ugly old geezer even needs anyway? ’ She could feel the judgemental stares of her peers boring into the back of her ponytail, the rumor mill related to her supposed wrongdoing already starting before she even knew what she had done wrong. 

Those last thirty seconds felt more like half an hour, Kotone scribbling down the rest of her notes as she tried to ignore everyone else. She’d just answer whatever Mr. Nakayama’s questions were and sprint down to the tennis club for practice.  At last, the rest of the class cleared out of the room slower than she would have liked, the last few girls hanging back as if to try to catch the first few seconds of her conversation with Mr. Nakayama in vain. At last, the room emptied, Kotone rising from her desk and cautiously approaching her teacher at his desk. 

Nakayama was hardly a popular teacher, with generally boring lectures, lazy, overdone assignments, and too much of a temper. It wasn’t as though he had to looks to make up for his apathetic shortcomings either. He was a short, squat, balding man in his fifties, with a gut that spilled out over his belt. Not helping his case, he had thin eyebrows, clammy skin, and the sort of rare smile that couldn’t be seen as anything but unsettling, especially to a younger girl.

“So, Miss Shiomi…” the ugly man sneered, as though excited for something. “I seem to have come across a picture of you that is more than a little bit incriminating.”

Kotone, very unsettled by his thinning eyes and wide smile, shifted uncomfortably on her ankles. “Er, I’m sorry sir, but what are you talking about?” Wracking her brain as she was, she was genuine in her confusion. 

“How exactly can you explain this?” he demanded, pressing a photograph into the table and sliding it her way. The old man was looking creepier by the second, a gleam of dangerous triumph in his eye as Kotone took a look at the photo, her stomach dropping when she realized what it was.

She knew it to be completely harmless. It was just her, in her school uniform, walking towards Tarturus, no more than fifteen or so minutes before the Dark Hour began. If the edges of the photograph had reached just a bit further, it would have shown Mitsuru, Akihiko, and Yukari just ahead of her, each holding the same incriminating evidence that made her blood run cold. She knew exactly what her teacher was pointing out. In her right hand, concealed by a little shadow, but still decidedly on her person, was her Evoker.

A harmless replica to anyone in the know. She fired it at her own head constantly. But to the uninitiated…

“A gun , Miss Shiomi. Surely you know that any student of Gekkoukan High School would be unceremoniously expelled if caught in possession of a firearm– not to mention prosecuted!”

“Please Mr. Nakayama, you don’t understand–” Kotone tried to retort, but the grinning old man only held up a hand to silence her. 

“I’m afraid no number of I’m sure well-spun fibs will be able to get you out of this mess,” he promised. “You should know, I have every intention of walking this photograph directly to administration the moment I leave this room today.”

“Then–then why are you even telling me all of this?” Kotone asked harsher than she probably should have, her heart racing faster with every second.

“Shouldn’t that be obvious?” he smiled back, his grin wider and as off-putting as it could get. “A pretty little thing like you? It’s because I intend to give you an out. A way to… convince me to keep my mouth shut, if you will.”

Kotone gulped. Though her heart started to calm down, the opportunity to avoid total expulsion avoided, she had a pretty good idea of what kind of convincing an ugly older man was going to ask for. “What would I have to do?” she beckoned. They were the only words that made any sense to say. She knew she still had to be careful if she wanted any chance of getting her hands on that evidence.

“Well, why don’t we start simply,” Mr. Nakayama offered, rolling his chair back and giving Kotone a good view of his wide stomach. “Come here and sit on my lap, facing me.” 

“What?!” she shouted back.

“Careful,” he said warningly. “Wouldn’t want any other teachers to hear you making a scene and walk in. I’d just have to show them my photograph~”

“I don’t care!” Kotone hissed at him. “I’m not going to sit in your lap, you creepy old pervert! I can have your job for this!” 

“Oh, so we should go have a discussion with administration?” 

Kotone stood still, at a loss for words, her fists shaking by her side. This wasn’t fair! How was she supposed to get out of this?! She couldn’t…

“Come sit on my lap then, you well-built little tramp,” Mr. Nakayama demanded, interrupting her thoughts. “It's the only way you don’t leave this school today in handcuffs.”

Kotone’s mind was still racing, searching for an out, but in spite of her only rapidly spinning mind, her body started to move forward, taking step after step closer to her ugly bastard of a teacher. 

Before she really knew what she was doing, Kotone was throwing a leg over the grinning pervert’s wide legs, her skirt hiking up as she sat down, her fat ass sinking delicately into his lap. She looked up at him, alarmed at how close their faces were, but happy to keep her eyes up, ignoring the already large and growing bulge in his extra-large khakis. 

“Th-there,” Kotone stammered. “I did what you asked. Am I free to go?”

“Oh no Miss Shiomi. Not even close,” he grumbled, licking his lips like a predator watching its prey. One of his sweaty hands snaked up her back, landing on the backside of her neck while the other dropped below her waist, sinking comfortably into one of her doughy ass cheeks. 

“Hey!” Kotone grunted, alarmed at how quick he was to start groping her ass. “What the hell, you creep! You can’t just go around molesting your students’ butts!”

He only laughed at her. “I think you’ll find I can,” was his thoughtless reply. Kotone had only just started to formulate a response when he suddenly pulled her in, slamming his outstretched tongue in between her virgin lips.

“Mph!” she pulled back in surprise. In less than a second, her perverted middle aged math teacher had stolen her first kiss from her! And less than an instant later, he stole her second, pulling her back in as he plundered her teenage lips, his tongue aggressively exploring the insides of her mouth. 

The sounds of wet slurping and smacking filled the room as Mr. Nakayama forced Kotone to make out with him, her blood boiling with anger the harder he crashed his wrinkled old lips against hers. Kotone’s heart was racing fast , the joy and excitement of her first kiss getting abused and sullied as the ugly bastard sucked her face, his free hand digging harder and more aggressively into her butt cheek with each smack of their lips together. She felt like a toy, forced to endure his tongue until the old man was satisfied, but at the same time, she couldn’t deny how good it felt. 

How good it felt to be kissed, to have her lips parted by a man’s tongue, and to have her body caressed as his clothed dong throbbed against her skirt. She hated the man who was violating her, but she kinda liked the actual violating. 

A few minutes into their sloppy make-out, Kotone actually started to kiss him back, the creepy pervert grinning the moment he felt her tongue push back against his own. 

“I knew you’d be an easy one since the moment that fat ass of yours walked into my classroom,” he gloated, shooting his tongue back between Kotone’s lips before she could respond. 

“You’re such a perverted asshole!” she spat, pulling back anyway.

“No… this is a perverted asshole,” he clapped back, his off hand fishing from the huge mass of Kotone’s ass cheek to the quivering hole beneath her panties. “At least it will be when we’re done.”

“What the hell do you mean, creep?”

“I mean,” he continued, raising his hand to her waistband before sliding it unceremoniously under. He made sure to curl his fingers under her thin panties, searching only for a few seconds before successfully locating Kotone’s virgin pucker, forcing his fingertip against its rim. “That I’ve been dreaming about this teenage asshole since the first day we met.”

Kotone shuddered. Groping her over the clothes was one thing, but this was totally something different! The balding old bastard was about to finger her… her butt!

“And now that you have no choice but to obey me… now that I own you… I intend to help you break it in.”

As his finger pressed forward, his lips latched back onto Kotone’s, the poor girl forced to make-out with the ugly pervert as her tight ass gave way, allowing his wrinkly old finger to push in. 

MMPH! ” she moaned into the kiss, her butt taking its first penetration as she sat in her math teacher’s lap, kissing him like her life depended on it.

Because it did.

Even so, Kotone couldn’t help but lean into the kiss, her face blushing furiously as she failed to suppress moan after moan. There was no lying about it–  having her ass fingered felt good . Really good. She was humiliated, disgusted, and angry, but she was also on top of the world, pleasure coursing through her young body as Mr. Nakayama’s finger probed deeper and deeper into her butt. 

“You started kissing me harder, you slut ,” he cackled, forcing his finger even deeper inside her. “Like I said, it's hardly surprising. I could tell you were some kind of suppressed whore from day one. Luckily for you, this isn’t the last time we’ll have a little quality time together after class.”

“You’re such a disgusting pervert,” she spat back, her eyes rolling back from the pleasure.

“And since you seem to be thoroughly enjoying me, you must be a disgusting little pervert too,” he sneered. 

“Such a pig…” Kotone mumbled, but she knew she had lost. There was pleasure like Kotone had never known pumping through her veins as Mr. Nakayama pumped his finger up her ass– so much so that she couldn’t help but bounce her ass up and down ever-so-slightly, just enough to make her huge buns shake and clap in his lap. 

“I think that will be enough for today,” he finally said, abruptly removing his finger from Kotone’s sphincter. She couldn’t help but let loose a quiet whine at the sudden emptiness, her lips still groping to keep making out as he continued to pull away from her.

“I… can’t believe you just did that to me,” she growled, though most of her anger was now directed only at herself. How had she allowed herself to enjoy that so much? Why was she so disappointed he was done violating her for the day? Of course, she knew the answer. Another few seconds of getting her butt fingered and she would have gotten off

“I think I’ll simply come find you when it comes time for our next session,” he said absolutely. “Behave, or enjoy how quickly I can ruin your life.”

“Sure, asshole,” Kotone spit back, getting up from his lap. It was clear that whatever he was packing in those khakis, it wasn’t small. 

“Oh, and one more thing Miss Shiomi,” Mr. Nakayama added, pulling something out of his desk drawer. “Take this. You may want to get some of your own private training in before then.” 

Kotone shuddered at his vile smile, reaching out and taking the object from his hand. She had never seen one in person, but she knew what it was. She knew what kind of deal she was accepting if she took it. Still overwhelmed with an odd mix of disgust and pleasure, Kotone took the black butt plug from his hand, a strange feeling overtaking her as the cool plastic touched her hand. 

 

I am thou… Thou art I…

Thou hast established a new bond…

Thou shalt have our blessing when thou chooseth… 

To create a Persona of the Prison arcana…

 

RANK UP

Prison Rank 1: Easily Manipulated

Kotone has shown her true form, willing to accept and enjoy acts no matter how vile in the name of her own preservation. Her body has started to accept an entirely new type of role, and accept it more willingly than she anticipated. 

Chapter 2: Rank 2

Notes:

(See the end of the chapter for notes.)

Chapter Text

Pant pant pant

Kotone wiped the sweat from her brow, the intensity of the day’s tennis practice having brought her to exhaustion levels not even Tartarus could always manage, her heart pounding aggressively against her chest as she stumbled into the showers well-ahead of the other girls. They were all still out chatting, or pairing up to go grab an early dinner in the city, but Kotone simply needed a chance to wash down and breathe. 

Of course, she did have one minor disadvantage that might have been making practice a bit less comfortable than usual. As she stripped out of her tracksuit, the waistband of her leggings catching on the fat curve of her delicious rump, she arched her back, thrusting her butt out to get just a little extra relief. Her cheeks clapped together, revealing just beyond her cake a glint of black rubber jammed tight into her virgin ass.

She knew she didn’t really have to wear it. There was no way Mr. Nakayama was ever going to know if she was using it or not, and yet, a strange, grotesque, sinister part of herself had told her to do it. It wasn’t about pleasing him , she promised herself. That ugly perverted asshole could bite her ass for all she cared. No, it was for her . To satisfy her… curiosity. That was what Kotone had decided to call it, at least in her own mind. Curiosity.

  She stepped into the shower, allowing the hot water to run down her hair and cleanse her body of the caked-on sweat. Kotone loved being in the shower, and often found herself staying far longer than she probably should, but she couldn’t always help it. She fell into a dreamlike space as the scalding water tickled her skin, running down her perky tits, over her toned stomach, and down the huge curve of her ass. She had forgotten at first to pull the plug right out, but the longer she stayed in, the less she considered it, the warm water making the sensation of being plugged almost… relaxing. 

She was so relaxed, she didn’t hear the footsteps of another entering the girls’ showers. She didn’t hear the clatter of the belt or the rustling of the pants falling to the floor. She didn’t hear the curtain on the other side of the glass shower door belong pulled aside and quickly replaced. However, when the glass door to her own shower opened, and the slick metal clattered apart, she did hear it, opening her eyes with a start.

She nearly screamed. She would have, if her very naked, very obese, very nearly-bald math teacher hadn’t shuffled forward quickly, his wide hand covering her mouth as his wrinkly erection grazed the side of her leg. 

“Sh!” he hushed, waiting until Kotone closed her mouth before removing his hand. 

“What the hell are you doing in my shower, you fucking creep?!” Kotone hissed, backing up from him and cover her tits the best she could with her arms. “You’re just a creepy pervert, you asshole!”

“I would lower your voice if I were you, Miss Shiomi,” he reprimanded, using his most authoritative teacher’s voice as if he wasn’t currently standing stark naked and very bricked in the middle of the girls’ shower. “Wouldn’t want any onlookers to find you here with me, would we?”

“I could ruin you, you disgusting pervert!” Kotone snapped back, still trying and failing to hide her bust as it spilled between her arms. 

“Perhaps, yes, but it would ruin your slutty little reputation just as badly. I don’t think you want to go there,” he grinned.

Kotone tried to say something, but the words were lost in her throat. 

“Now then, I think it's time for our next session,” Mr. Nakayama said obviously, his old hands gravitating naturally to his student's hips. “Turn around.” He said the last bit in such a demanding tone, Kotone found her body obeying immediately though her mind continued to scream protests. His hands quickly clapped against her fat cheeks, stretching and pulling them apart as he groped her butt, the old man literally drooling. 

“I see you already wore the plug I gave you,” he sneered. “What an obedient young lady you are, Miss Shiomi. Or perhaps you’re just a depraved little buttslut .”

Kotone shivered at the insult. “In your dreams, dick.”

“Oh, I have had many dreams about exactly that,” his greasy voice returned immediately, repulsing Kotone. “But on the topic of my dick, I think it's about time you start sucking it.”  

“What–” Kotone shot back, eyeing the ugly bastard viciously, but the old man didn’t flinch. Instead, he straightened up as high as his squat little back could straighten and took his erection in hand, stroking it as he eyed her up. 

“Whatever, you creepy old man,” she spat, bending over and causing her enormous rear to press against the glass door. “I don’t even know how to do this, you know.”

“All the more reason to start training you now,” he groaned as Kotone lowered her head to his cock, his member throbbing against her face. The shower water still pouring down, Kotone gingerly stuck her tongue out, licking the underside of his veiny shaft for the first time, stopping at the bead of salty precum leaking out of the tip. 

Guiding her along, Mr. Nakayama placed his hands on either side of Kotone’s head, pulling her forward as she took his shaft into her mouth. She wasn’t entirely sure of why she was doing it. Why she was humoring this repulsive, abusive old man, but it was impossible to deny the flutter of excitement that came with sucking her first cock. 

Her lack of experience didn’t end up mattering much, as he was happy to take the lead, thrusting his dick deeper and deeper between her lips, causing Kotone to gag and gulp as the force of his thrusts forced her fat ass to clap against the shower door. With each slam of her thick rear into the door, the slick rubber plug in her ass slid along the glass, getting louder and louder as her blowjob intensified. She felt her competitive nature getting the best of her, refusing to lie still and be used as this asshole teacher’s fleshlight! No, if she was going to suck dick, she was going to be the one doing the sucking. She started forcing her own head forward, smacking her lips together and allowing the saliva to drip from her lips as she took the bastard’s cock deeper into her throat, choking herself on every inch of the above-average member. 

“That’s it, slut!” her teacher moaned, finally allowing her control of her own pace. “Keep doing that and I’m going to–”

He didn’t even get to finish the sentence. The overwhelming pleasure of his teenage student forcing his cock down her throat overwhelmed Mr. Nakayama, his full balls emptying down her throat. 

Kotone threw her head back, coughing and choking on his thick load as strands of jizz dropped from her lips. She watched teary-eyed as the last few dollops of cum fell from her teacher’s cock to the shower floor, the greasy older man having thrown his own head back in pleasure.

“If you’re gonna make me choke on your gross jizz, the least you can do is watch me,” Kotone whined, finally catching her breath. 

“Stand up,” came Mr. Nakayama’s unrepentant reply. 

“What do you want now, asshole?” Kotone spat, the bitter taste of his cum still on her tongue. “If you think I’m going to let you like, fuck me or something, you’ve got another thing coming!”

“Stand. Up. Turn. Around,” he commanded, ignoring her. 

Kotone snorted a hmph of disobedience, but her body moved all the same. She turned away from him, a fleeting excitement in her chest as she waited, unsure of what the bastard was going to do next. She was surprised to find his hands groping her ass cheeks, his wrinkly old hands failing to encompass even half of her fat ass as he toyed with her. His hands pressed into her butt, kneading her flesh almost like he was trying to massage her butt. He pulled her cheeks apart, toying with her plugged asshole by pressing the toy ever-so-slightly deeper into her before returning to his kinesthetic worship of her rump. 

Oooh !” As he worked, she failed to repress more than a handful of moans. Outside the shower, on the other side of the curtain, she could hear footsteps, followed closely by whispers. The other girls had joined her in the locker room, and they could very clearly hear that something illicit was up.

“You have a delicious ass, Miss Shiomi,” he finally said, and Kotone could tell from his voice that he had lowered his head down to her rear. “It's no wonder your classmates are always talking about it behind your back.” Kotone blushed.

“Let’s just… there we go!” Mr. Nakayama said with a tug, pulling the plug out of her butt. 

Yesss ,” Kotone hissed. As much as she resented it, feeling her plug leave her ass shot electricity down her spine, causing her clit to tingle with excitement. 

“Look at that,” the old man went on, his hands still groping her cheeks. “Your asshole is winking at me. It's almost like it's begging me to toy with it!” 

Kotone felt humiliated, even more so because she could feel her pucker gaping right in the sleazebag’s face. 

“I just can’t help myself…” he finally grumbled. Kotone shuddered as he went quiet. She wasn’t sure what he was doing or why he had stopped until…

“Mmmm!” She felt his tongue at her asshole. The old pervert wasted no time in diving in, worshipping his teenage student’s butt with everything he had. His tongue lapped, poked, and prodded in her pucker, her face and tits pressing into the glass shower door as the strength left her legs. 

As wrong as she knew it was, as wrong as it felt, Kotone could hardly contain her  pleasure as an ugly old man over twice her age devoured her asshole, worshipping her huge bubble butt with every bit of energy he had. She felt his tongue dance along her entrance, shooting up to bathe her cheeks in saliva before returning back to her rim, lighting her nerves with pleasure. 

Kotone’s moans grew louder the longer he rimmed her, the whispering voices of judgement just outside the shower door growing louder with her.

“Is… is someone in there having sex?” one voice asked. 

“I dunno… but should we tell someone?” asked another. 

“I don’t know… but we might get in trouble for peeping!” exclaimed a third. 

Kotone almost wondered if Mr. Nakayama was trying to draw attention to them as he smacked her butt in between licks. She couldn’t think about it for long though– his work between her buns was driving her crazy, and for the first time, she was about to cum without even touching her own pussy!

“Feels… so good…” she admitted in spite of herself, throwing her hips back to force the old man’s tongue harder against her backdoor. “I’m gonna… I’m gonna… CUM!” she finally squealed louder than she intended to, an overwhelming orgasm reverberating throughout her body. 

Mr. Nakayama only smacked her butt harder as she came, his face buried between her cheeks until every ounce of pleasure had coursed through her body, slumping in her humiliation against the shower door once again. 

“I… I can’t believe… you just did that… you disgusting pervert…” she moaned,  the impact of her words lost between her sighs of satisfaction. 

 

RANK UP

Prison Rank 2: Shamelessness

Kotone has found that she desires pleasure more than all else, and no matter how disgusting or how humiliating the act, she will not step away when faced with the chance for satisfaction.

 

“Come here, you little harlot,” Mr. Nakayama said, licking his lips and pulling Kotone back to her feet.

“Wha–” she panted, still out of breath.

“You’re not going anywhere,” he said with finality, pulling her forward and cupping her asscheeks in his hands once again. “Until I say we’re finished.” With that, he lunged forward, invading her lips again. Kotone shuddered as she tasted her own ass on his lips, pressing her own lips larder into his own at the realization. They stayed there, making out sloppily in the girls’ shower for the better part of the next hour, Kotone’s will to resist him melting more and more with each second that passed.

Notes:

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Chapter 3: Rank 3

Notes:

(See the end of the chapter for notes.)

Chapter Text

Rank 3

“Good morning, Miss Shiomi.” 

Kotone shifted uncomfortably, not sure if she should be ready bolt or to bend over, her heart racing as she stepped into Mr. Nakayama’s classroom a good half hour before school’s start time. 

“I’m glad you managed to get here early,” the old pervert chortled, looking for something in his desk drawer without bothering to even glance her way. The lack of his attention was infuriating Kotone, though she wasn’t sure why. “You see, your next assignment from me will require a little bit of… set-up.”

“Just how many ‘assignments’ are you going to give me before you let me go, you dick?!” Kotone shouted, flushing red when she realized how far her voice could have carried out the classroom. Sure, maybe she found getting her butt molested a little bit hot sometimes, and maybe she liked it when he jabbed his slimy old tongue down her throat, but that didn’t mean she wanted to be the ugly old potato’s teenage slut for life!

“Oh, however many as it takes for them to stick,” came his ominous reply. Finally seeming to find what he had been looking for, Mr. Nakayama looked up at last, making eye contact with Kotone as he stepped forward, a disgusting hunger in his crooked smile. “I assume you’re wearing your plug?” 

Kotone blushed angrily, shifting her hips to grind her asshole against the fat rubber toy jammed up her butt. “Y-yes sir. But not for you!” she lied. 

“Good girl.” His words were like ice to her skin, plunging her stomach into a disgusted somersault as her asshole puckered at his complement. “Now then, come here.” 

As Kotone stepped closer, she saw to her horror all sorts of nasty sex toys visible in the perverted bastard’s drawer, handcuffs, collars, and even bigger butt plugs among them. He took her face into his hands, caressing her soft pale skin with his coarse hand, and smiled wide, holding up a large pill for her to see. “Swallow this,” he demanded with finality. 

“What is it?” Kotone demanded, fear flooding her veins. 

“Doesn’t matter,” came his callus reply. “If you don’t take it now, you’ll find out when administration finds it in your locker later.” 

Kotone’s heart rate increased as a million concerns flooded her mind. ‘ He wouldn’t… he wouldn’t actually harm me, right? Not if he wants to keep… using me. ’ As afraid as she was of the pink pill in his hand, she also couldn’t help but feel a flutter of excitement. 

“Okay,” she finally growled in defeat, sticking out her tongue to receive the sketchy supplement. 

“Good girl,” he said again, feeding Kotone the mysterious pill as she shuddered at his words. The pill had barely touched her tongue before the old man was shoving his own tongue down her throat, evidently ready to ensure she swallowed the capsule by suffocating her until she did it. 

Even after she had swallowed the pill, Kotone found herself unable to pull away from this kiss, leaning into Mr. Nakayama’s fat face as his tongue hungrily invaded her lips. They made out in his dark classroom for minutes, Kotone’s blushing face growing redder and hotter as they swapped spit, hardly even noticing when his grubby hands found their way to her butt. 

“I suppose I should tell you,” he finally said, pulling away from Kotone’s lips as she let out a disappointed sigh in spite of herself. “That the pill you just took was an aphrodisiac. And a damn strong one at that.”

“What?!” Kotone shouted, her eyes flashing.

“You heard me, you dumb slut. In about fifteen minutes, you’re going to be nothing but a bitch in heat, desperate and begging for any and all cock you can shove down your gullet.”

“How could you do that to me?” Kotone snarled. “I have to go to class! What am I supposed to do?!”

“You mean, aside from bending over?” he laughed, smacking her ass with his palm, the clap of her cheeks echoing around the empty classroom. “That’s the fun part, Miss Shiomi.” He walked over to his desk, and pulling a collar and handcuffs from his drawer, he gave her a vicious smile. “You won’t be allowed to do anything.”

“What do you mean?”

“I mean that you may not, under any circumstances, suck, kiss, or lick my dick. Should you do so at any point, the punishment will be severe.”

Kotone scoffed, rolling her eyes, though internally, she was far less sure of herself. “In your dreams.”

Kotone had never known fear like this before. If anything– anything – went wrong, her life was over. There she was, in the middle of the school day, naked as the day she was born and handcuffed to the underside of her disgusting old math teacher’s desk. Each of her arms was cuffed hard to the corners of the desk, leaving her prone and unable to do anything or go anywhere. Around her neck, and sporting the colorful tag BUTTSLUT in silver rhinestones, was a black collar, and in her ass, humming quietly with soft vibrations, was a new butt plug. If Mr. Nakayama ever went too quiet, or let the class lull for even a second too long, the sounds of the rubber toy pumping in her puckered asshole would be loud enough for every damn student in class to hear, no questions asked. 

To his credit, Mr. Nakayama had continued teaching like everything was entirely normal. Sure, he was staying sat as his desk, which was uncommon, but projecting his equations and slide decks from his desk, he had continued to teach with an expert dryness throughout the day, entire classes of students blissfully unaware that beneath the desk, his pants were around his ankles, his wrinkly old cock resting on one of his teenage student’s faces while his hairy ballsack pressed against her nose. 

Of course, the fear of being caught was only part of Kotone’s torture. “As a reminder, you may not, under any circumstances, suck my cock,” he had told her mere seconds after securing her handcuffs. “Don’t kiss it. Don’t lick it. Nothing. Understood?” 

“Whatever, dickhead,” had been her curt reply. Of course, she had quickly come to regret it. Not even fifteen minutes into the first class of the day, the aphrodisiac had gotten her bad. Her cheek pressed up against his sweaty balls, she could hardly contain herself. Between the toy pumping rhythmically in her ass and the pheromones emanating off his middle-aged erection, invading her senses and ensnaring her mind, Kotone had been on the edge for hours. 

She was like a bitch in heat, nuzzling and rubbing against Mr. Nakayama’s veiny shaft, growing more and more addicted to his scent as her clit throbbed for relief. Twice she had felt a bead of precum slip down his tip, which she waited to allow it to fall to her own lips before she hungrily devoured it, taking in the delicious bitter taste before returning to being a sweaty hormonal mess. 

By the second to last class of the day, she was nearly completely broken, her mind unable to form any coherent thought that lacked the word “cock.” If she had liked Mr. Nakayama facefucking her before, even dubiously, it was nothing compared to the overwhelming desire she felt now. It was like she needed it to survive. Needed to feel his cock in her throat, his hands on her ass, or, most pleasing to her throbbing needy clit, his tongue jammed up her asshole. She had grown so desperate that she had started to massage his shaft between her lips, not opening them to worship it, not yet, but just to rub it against them, gracing her lips with the satisfaction of his erection making contact with them. 

After an excruciating day, her patience and sanity dragged so far beyond what she could feasibly comprehend that she felt her very identity fading from her skull, she finally gave in. She had made it so close, only fifteen minutes to the final bell, but after a strand of saliva had escaped her lips as she rubbed them against the thick base of Mr. Nakayama’s dick, she finally broke. 

Throwing self-regard to the wayside, she threw herself into his dick, licking him from the balls to the tip of his leaking cock in a mad fury, desperate to connect her tongue with every square inch of his dick. As he taught above her, Kotone could have sworn she heard his voice smirk as he went on, the full classroom still obediently applied to the lecture as the lecturer’s cock was gratuitously worshipped by one of their own peers. 

Kotone almost forgot to muffle the sounds of her wet laps up his member, smacking her lips and planting kisses up his veiny prick that would have assuredly gotten them caught, had there been much time left in class. Her blood was on fire as she sloppily made out with the sweaty old cock, worshipping it with a devotion that would have made her sober self gag. 

She braced against the handcuffs chaining her to the underside of the desk, desperate to shove her hand between her legs and rub her throbbing pussy as she continued to worship the old man’s cock, but she couldn’t, unable to find any relief or pleasure beyond her depraved tongue-bath. All she could do was throw her fat ass against the floor, hoping that with just the right angle, the toy vibrating in her pucker would be pushed in just a little deeper– would fuck her ass just a little further. 

All rationality had gone from Kotone’s world as she sucked on Mr. Nakayama’s balls, his spit-slick dick making her cheeks sticky with her own saliva. She even failed to hear as the bell rang above her, so cock drunk that she didn’t even realize Mr. Nakayama had dismissed class as she continued to worship his prick, lathering it with kisses filthier and wetter than even when they made out. It was a good thing class had ended, because it was not long before Kotone started to moan into his shaft like an attention-hungry pornstar, her wet smacks getting louder and louder as the toy in her ass suddenly started pumping faster and faster. 

“Desperate, aren’t we, Miss Shiomi?” he finally sneered, his commanding voice breaking her spell just enough to realize that class had ended. They were alone in his classroom again, and she had failed. Hours of being pressed up against his bastard dick really had broken her, as he was all too happy to remind her.

“Such a filthy little slut,” he chastised, taking her face into one hand as her tongue hung out of her mouth like a bitch in heat. “Not only did you break the rules, but you couldn't help but keep going, could you?”

“Please,” was the only word Kotone could produce. “Please.” She had been on edge for so long, her body throbbing with fire in need of release. 

“Please what?”

“Please fuck me~” she whined, thrashing again against her restraints as she followed her plea with a flurry of kisses on his shaft. It was a truly pathetic appeal to his base desires, and an appeal Mr. Nakayama had been waiting for.

So he could refuse it.

“No,” he said plainly.

“No?!” Kotone shot back, daggers in her eyes as her lips continued to grovel at his ballsack. 

“No. You didn’t pass the test. I’m sorry Miss Shiomi, but I’m afraid that will mean detention for you after school tomorrow. After all, you were very clearly skipping class today.”

Anger burned within Kotone, even more so when he reached to a remote in his desk drawer and clicked, ending the vibrations in her ass. What kind of asshole old man rejected a cute teenage girl begging him to fuck her? She stayed angry as she was released from her handcuffs, thrown her school uniform, and told to report first thing after school the following day to serve out her sentence. 

“I can’t believe you’re not… UGH!” Kotone whined, stomping her feet as she turned to leave, her body still begging for release. 

“I’ll see you tomorrow, Miss Shiomi,” her teacher sneered, and with a quick reel back, his open palm crashed into her butt, spanking her hard as she stepped towards the door. 

“Oh fuck!” she moaned at once, her knees buckling under her as she fell to the floor. 

One spank. That was all it had taken to make Kotone cum on her math teacher’s classroom floor, her huge ass clapping against the floor as her thoroughly unsatisfying orgasm coursed through her body. 

RANK UP

Prison Rank 3: Addiction

Kotone knows no pleasure beyond Mr. Nakayama’s attention, and is filled with a carnal, instinctive lust in his presence. The may be no bottom to her well of desire, though it continues to build.

 

When she finally finished cumming, she gave him a final dagger stare, desperate for more but fully aware she wouldn’t get it. Not until tomorrow at least. Spitting on his floor, she stamped out of the classroom, her thick cheeks clapping behind her as she walked. 

SHLAP SHLAP SHLAP SHLAP SHLAP

Kotone couldn’t take it. The aphrodisiac still boiling in her veins, she had barely made it into her dorm before she had flung her skirt to the far corner of the room, shoving her fingers straight up her pussy as she desperately sought out the same gratification she gotten from that one measly spank. 

The events of the day had just made her so fucking horny, and as she mercilessly fingerfucked her snatch, eventually switching to aggressively rubbing her clit, she just couldn’t get the same satisfaction. 

She didn’t understand. Why couldn’t she cum? She was so horny, and soooo pent up, but her body just wouldn’t do it. It wouldn’t give her the second orgasm that she so desperately craved. No matter how hard she rubbed, which pattern she tried, or even what random dorm items she tried to shove up her pussy, she just couldn’t do it. Nothing she tried was ever going to allow her to cum. At least not until…

“Oh fuck, fine,” she muttered. “You win, you asshole,” she groaned, admitting defeat to Mr. Nakayama. It didn’t matter that he wasn't actually there to hear it–  it pissed her off to give him a win all the same. Pissed her off and really turned her on . Thrusting her fingers back into her pussy and turning them slick with her juices, she pulled them out, pushing them slowly instead up her puckered asshole. There was an immediate world of difference as her groveling nerves suddenly lit fire. She went red with shame when she realized how good it felt, her head still drunk on the scent of Mr. Nakayama’s cock and balls pressed up against her face as she pumped first one, then two, then three fingers in her asshole, each feeling better and getting easier to slide in as her sphincter opened up. 

She couldn’t believe it. The ugly bastard had done it. He’d turned her ass into a massive erogenous zone, and there was nothing she could do about it. No way for her to make herself cum but fingerfucking her own ass, moaning into her pillow as she reached around her bed stand for her discarded buttplug. Barely even able to process her own shame, she sucked on her toy to slick it up, pumping more and more fingers into her ass, and cumming loudly at last as she continued to pleasure her butt. But she still wasn’t satisfied. Not after one measly orgasm. Just a fragile few seconds of fingerfucking her own ass. 

Afternoon turned to evening turned to night as Kotone laid in bed, cumming her brains out over and over as she continued to explore her ass. She switched between her fingers, to her plug, to pulling up her laptop and ordering herself a proper dildo which she knew now would be used exclusively for her ass. She couldn’t explain it, she didn’t really know why, beyond the obvious training she had already endured, but nothing could make her cum like her ass. Nothing could make her cum like anal.

She played with her asshole deep into the night, the dark hour even passing her by as she continued assfucking herself, growing more and more desperate for the real thing. She had truly lost all sense of purpose, the aphrodisiac reminding her with every subsequent orgasm that she still wanted more. She still needed more. More than anything, she needed Mr. Nakayama, her perverted, creepy old math teacher, and she needed him in her ass.

Notes:

Comments are always very appreciated, either here or @HildaHildaHildaao3 on Discord!
You can also follow my Twitter page for any updates on what's releasing! @HildaHildaAO3

Chapter 4: Rank 4

Notes:

(See the end of the chapter for notes.)

Chapter Text

Rank 4

Detention .’ Kotone could hardly believe it. What had started as such a simple case of teacher-student blackmail had grown into something Kotone had quickly lost control of. At this point, there was no telling where it would stop. As Mr. Nakayama had promised, the official reason for her detention had been because she was “skipping class.” Of course, he was sure to leave out the part in the report that included the reason she had been skipping class: because she had been chained up under his desk worshiping his over-the-hill ballsack. As angry as the whole situation was making her, deep down, she also knew another truth far more horrifying than anything else: she didn’t want to stop it. 

Mr. Nakayma hadn’t been in her dorm room last night. He hadn’t been there threatening to ruin her life if she didn’t spend hours pumping her own fingers up her ass, pleasuring herself as she imagined his cock fucking her puckered asshole. No, that was all her. That was her choice, not his. He also hadn’t forced her to wake up that morning and immediately reach for her buttplug, shoving it up her butt before she even got out of bed. No, that was all her too. She had chosen to do that.

“Ah, Miss Shiomi! Right on time,” the slimy old man announced as she entered his empty classroom, the dull fluorescent lights flickering in the overcast afternoon light. “It's almost as if you’ve been anticipating serving your detention this afternoon.” 

“Whatever,” Kotone clicked, her cheeks reddening. “What kind of sick perverted stuff did your creepy old mind think up for today?” 

“Miss Shiomi, you wound me!” Mr. Nakayama chortled with a sly grin. He shuffled behind Kotone, reaching for his classroom door and, with a loud CLICK , locked it. “I intend this to be a very typical detention.” As he spoke, Kotone felt his grubby, cracked hands grip at her sides, pulling down swiftly as her skirt, followed not long after by her wet panties, hit the classroom floor. 

“Yeah, it really feels like it, bastard,” Kotone muttered as she felt his hands immediately start to grope at her fat ass, pulling her plump cheeks apart and grinning at the black plug stuffed up her ass. 

“I didn’t even require that you wear your plug today, you know,” his voice whispered in her ear, a pleasurable chill shooting down Kotone’s spine at his words.

“Yeah, well, maybe I just like how it feels,” she shot back with mock agitation. 

 “You really are a filthy little buttslut, aren’t you?” Mr. Nakayama’s greasy voice slithered into her ear. “Do you even have any idea what is in store for you today?”

“A–anal?” Kotone asked, disguising her hope with trepidation. 

“No.” Mr. Nakayama said with certainty. “Though you’d like that, wouldn’t you, whore?”

Without properly thinking, Kotone caught herself mid-nod.

He stepped back around, releasing her full cheeks and allowing her ass to clap as he looked her in the eye. “Like I said, this will be a very typical detention.” He shoved a piece of chalk into Kotone’s hand. “You are to write the sentence ‘ Kotone Shiomi is a desperate buttslut ’ on my board as many times as it takes for the shame to really sink in. Let’s start with one hundred repetitions.”

Kotone waited for this to be some kind of joke, but Mr. Nakayama simply stared at her, waiting for her obedience. Finally, stepping out of her panties and skirt in a pile on the floor, Kotone sighed, walking up toward the board, and etched in her first line.

Her first dozen or so lines went in largely silence, Mr. Nakayama standing behind her, occasionally toying with her ass, but never going further than groping her. Kotone went on, her humiliation growing each time she wrote her own name followed by the phrase ‘ desperate buttslut ,’ though ironically, her desperation was growing just as quickly. She kept waiting for him to finally make a move, each line going on and on, until he finally asked her to stop.

“How many was that so far?” he demanded sharply. 

“I-I’m not sure–” Kotone started before suddenly yelping in pain.“What was that!?” she demanded, a sharp sting shooting up her butt. 

“A spanking,” Mr. Nakayama said obviously, holding up the ruler he had used. “Naughty schoolgirls like you deserve to get spanked when they fail to answer a question.”

“What do you mean–”

“Let’s test you again!” he interrupted. “Let’s see…” as he trailed off, he unleashed a series of rapid strikes with the ruler, each turning her oversized dumptruck redder as Kotone stifled yelps of pain. 

“How many spankings was that?” he demanded, a vicious excitement dripping from his voice.

“I didn’t count!” Kotone shot back, her eyes flashing. “How do you expect me to–”

“Oh, are you too stupid?” Mr. Nakayama taunted, striking her ass again, harder this time. “Or are you so desperate to have your ass played with, you forgot how to do basic math?”

“I didn’t–” Kotone started, but she couldn’t finish her thought. The feeling of the hard wood crashing into her ass, causing her huge cheeks to ripple back in recoil just felt too good. She wanted to say something, to snap back at the douchebag, but for some reason, in that instant, all she could think about was the scent of his cock and balls pressed up against her face the day before.

“I don’t know why you stopped writing, slut,” Mr. Nakayama insulted, delivering a swift three spanks to the outskirts of her right cheek. “Back to your work– and while you’re at it, thank me for keeping you honest.”

Kotone’s face went as red as her butt, her fury and indisputable horniness duelling in her head as she considered what to say. But then, the spanks stopped, and Kotone knew that if she wanted more, if she wanted to continue feeling the painful pleasure shooting through her booty, she’d have to relent. She’d have to submit.

“Thank you,” she huffed with a groan, writing another couple verses of “ Kotone Shiomi is a desperate buttslut ” while she waited for the old pervert to react. She wouldn’t be disappointed. 

“Good girl,” his oily voice slithered. Kotone gasped as she felt his hand cup the inside of her rump, spreading her cheeks and exposing the black buttplug she had so willingly pushed in herself that morning. “Now, make sure you say it again after your reward~”

With that, he brought the ruler down again, this time striking cleanly at her asshole and pumping the plug forcefully deeper inside of her, almost as if she was getting fucked. 

OHHHH ,” Kotone moaned, losing herself. Her senses awash with thoughts of Mr. Nakayama’s wrinkled ballsack pressed against her face, she couldn’t stop the satisfied shudder from escaping her lips as he continued to toy with her pucker.

“That didn’t sound like a ‘thank you,’” he chided, slapping her ass this time with his open palm.

“Th-thank you!” Kotone moaned, arching her back and jutting her fat ass out towards him. “Please do that again!”

“This is meant to be a punishment, you disgusting asswhore!” he groaned, satisfying her plea nevertheless. His ruler came crashing down, slapping Kotone’s buttplug another three pumps, forcing the rubber toy temporarily further up her sphincter and granting her waves of fleeting pleasure. 

“Thank you!” Kotone pleaded again, her exclamations turning more into groans of satisfaction each time. “It just feels… AH! Soooo gooood…”
“You don’t have to remind me,” Mr. Nakayama said slyly. “I remember you cumming your tiny little brains out yesterday from just one of these. You must have been just that desperate to give me your ass, hm?”

For as good as what he was doing felt, Kotone’s skin burning with a lecherous pleasure that she didn’t even fully comprehend, her heart nearly beating out of her chest from the excitement and depravity, she was unwilling to give him that much power. Unwilling to verbalize the absolute desperation she felt to bend over and get her ass reshaped by his cock… the wrinkly old cock that had ensnared her with its intoxicating aroma…

“You… you drugged me!” she blurted back, the flicker of rebellion still lit in her heart. “Like, yeah, I can’t get the thought of your disgusting old man cock out of my head, but it's only because you forced me to feel that way! If you think I’m just going to bend over and spread my cheeks, begging you to fuck my ass, you’ve got another thing coming, asshole!”

Kotone waited for Mr. Nakayama to respond to her outburst, but as the seconds wore on, she continued to write out the words “ Kotone Shiomi is a desperate buttslut, ” in silence. She didn’t even hear him take a step away from her. She hoped that eventually the silence would get to him, that he’d finally break and say something, but the old pervert was clearly perfectly happy to stand there, breathing in the awkwardness and watching her huge ass jiggle each time she slid from one side of his board to the other. 

“Fine…” Kotone finally said, the silence getting to her first. “Fine. I know what you want to hear.” She took a deep breath. “Yeah, maybe I have been thinking about you fucking my ass. Like a lot. So please… don’t stop spanking me! I really really like it!”

“Why do you like it?” came his simple reply. Kotone felt her skin boiling again. She could tell from the way he said it that he had this massive, annoying grin plastered across his victorious face. 

“Because I like it when you do this ! Degrade me! Make me say stuff I don’t want to say and then spank my butt because… I like it! I like it when you spank me! Please don’t stop! Please keep doing it! I… want to cum again!”

“Well, that certainly proves every word you’ve written on that board,” was his smug reply. Kotone blushed. It was true. He hadn’t just turned her asshole into her biggest erogenous zone… she was desperate to have it toyed with. 

Mr. Nakayama reeled back again before bringing his ruler down again, crashing into Kotone’s ass. This time, the humiliation of admitting just what she wanted overtook her, and as the searing pain flashed again through her body, Kotone came, her asshole twitching and gripping desperately at the plug inside it.

“I’m cumming! I’m cumming!” Kotone moaned, her legs shaking as she threw her weight against the board, her face smudging several iterations of the word ‘ buttslut ’ as she did. 

“You’re as easy as you are stupid,” replied Mr. Nakayama, stepping back to watch his student spasm in orgasmic bliss against the board, taking in every delicious clap of her ass cheeks. 

RANK UP

Prison Rank 4: Masochism

Kotone has come to value the satisfaction in degradation, seeking out the pleasure found in her own punishment. There may be no floor she will not descend to in the pursuit of her own degeneration. 

As Kotone’s orgasm ended, she panted heavily against the board, her bubble butt still thrust out beyond her arched back. She heard Mr. Nakayama uncap a marker behind her, and before she had gathered the strength to move, she felt it sliding against her ass cheeks as he wrote something (certainly filthy) on her butt. 

Grinning, the ugly bastard took a step back, and retrieving a digital camera from his pocket, snapped a picture of Kotone’s naked ass, the black buttplug just visible behind her enormous cheeks. On her left cheek, in thick black marker, was a large ‘A+’ and on her right cheek, in lettering just as gaudy, was the phrase ‘Teacher’s Pet.’ 

“Until tomorrow, Miss Shiomi,” he said finally in closing. “Oh, and don’t forget, you’ll also be serving your second detention with me after school.” 

“I have.. another..?” Kotone started to ask, retrieving her discarded panties from the floor. 

“Don’t bother pretending as if that didn’t excite you,” Mr. Nakayama sneered. “I know exactly what you are.”

Notes:

Comments are always very appreciated, either here or @HildaHildaHildaao3 on Discord!
You can also follow my Twitter page for any updates on what's releasing! @HildaHildaAO3

Chapter 5: Rank 5

Notes:

(See the end of the chapter for notes.)

Chapter Text

Rank 5

“Ah, Miss Shiomi. I was beginning to wonder if you would remember your detention.” The overweight middle-aged pervert raised from his desk, the outline of his erect cock clearly visible through his slacks as he approached Kotone. She had arrived flushed, nervous to be meeting to brazenly in the middle of the school day for another “detention,” though as the bastard’s wide hands found their place on her ass, groping her thick cheeks gratuitously, she found herself becoming putty in his pudgy arms. 

Mhm . Yes, sir. I remembered.” Moaning in spite of herself, Kotone closed her eyes as Mr. Nakayama caressed her butt, his fingers taking the occasional chance to probe near her asshole, discovering that under her skirt, Kotone both lacked panties and had worn her butt plug. Kotone’s eyes didn’t open until she suddenly felt the older man’s tongue slithering between her lips, her body pressed back into the classroom door as her asshole teacher made out with her without even bothering to ask. Of course, her body knew to comply with his demands, relaxing into the kiss as he continued to molest her ass cheeks. 

They made out against the door for several minutes, Kotone moaning and shivering against his touch as she tried several times to break away in vain, the older man continuing to plunder her lips until he was satisfied. At last, he broke their liplock, an evil smirk across his face as Kotone heard herself pant in something resembling disappointment. The truth was, as repulsed as she should have been, she was still waiting for the creep to take it to the next level and finally fuck her… but today would not be the day.

“I suppose we had better hurry and get to your proper detention,” he smirked, checking a very old wristwatch for the time. “I know it will disappoint you, but I’m going to have to ask that you remove the plug from your fat ass.”

Squirming a little at the possibilities, Kotone did as she was told, tugging hard on the large black plug and letting out a soft gasp when it popped free of her hole. “What are you going to make me do with my butt today then?” she demanded, her pussy getting wetter as the words left her mouth.

“I’m going to have you stretch it out a little more… with this ,” Mr. Nakayama replied, retrieving a huge veiny dildo from his desk drawer. At the bottom, the dildo had a large sucker which he promptly clapped down onto the desk, causing the enormous sex toy to hold upright, Kotone’s mouth hanging open at just how huge of a toy he expected her to shove up her ass. 

“S–sir!” she spluttered. “That-that’s way too big! That will never fit in my… in my… in my butt!” The snark and confidence she once had was dwarfed by the thick ten-inch dildo, the perverted teacher’s smile growing wider the harder she protested. 

“Don’t worry, slut,” he promised, retrieving a circular bottle from the same drawer. “This will help.” He turned the bottle upside down and pressed, large globs of lube spurting from the tip and dribbling down the sides of the huge shaft, not dissimilar from the way cum would have looked. “I’m not done training your tight little fuckhole yet. At least for now, I can help you out with this~”

“Wha-what do you expect me to do with it?!” Kotone shuddered, eyes wide. 

“I should think that obvious, at least for a girl less stupid than you,” Mr. Nakayama shot back. “You’re going to climb up on my desk and fuck yourself, obviously.” 

“B-but with my butt?!” 

“As I said, obviously,” he repeated, stepping back to slide into his desk chair, the fluorescents of the classroom reflecting off his balding scalp. “You had better hurry,” he added. “You may not leave this room until you orgasm from fucking your own ass.”

Kotone’s eyes shot to the clock, her time quickly ticking. She wouldn’t have long before the next class came barging in, catching her red-handed in the act of “trying to seduce” a teacher. Rubbing her thighs together, she squirmed. “Th-that’s not very long!” she tried to protest, knowing it would be in vain. 

“It is not,” Mr. Nakayama agreed evilly. “Better get to it.” 

Taking a deep breath, Kotone leapt up onto his desk, landing mostly cleanly but stumbling at the end. Looking down, the thick dildo looked even bigger than it had from the side, its huge tip dripping with lube as she lowered her rump down cautiously. 

Then, she made contact. Her puckered asshole tickled by the slick lube of the dildo, Kotone braced herself as she dropped her hips at once, taking every inch of the toy straight up her butt as she clenched her teeth, resisting a scream. 

OHHHHHH~~ ” While she managed not to scream, the thick plastic toy caressing her asshole as it pushed her wider and wider, she couldn’t contain her moans, her eyes rolling back in her head as the sheer pleasure overtook her. 

“You took that even easier than I expected,” Mr. Nakayama commented, cock in his hand. “Did it even hurt?”

“N-no~” Kotone moaned, raising her hips and dropping down again on the toy. “It feels so gooood ~” 

“Asswhore,” came his crude reply as the old pervert stroked his leaking shaft. “You’re coming along quite nicely Miss Shiomi.”

PLAP PLAP PLAP

As Mr. Nakayama’s fist pumped up and down his wrinkled dick, Kotone only started pounding her hips down harder and faster, driven instinctively to fuck more pleasure out of her stuffed asshole.

“If I’m becoming a… a hrngh asswhore… IT’S YOUR PERVY ASS’S FAULT, DICKHEAD!” Kotone tried to muffle, losing control as her cheeks clapped aggressively into the desk. “Fuck its stretching me! It’s stretching my asshole!”

“Better keep quiet,” Mr. Nakayama chastised, beating his cock harder as Kotone sped up, her heart-shaped ass squishing into the wood of his desk as she took every inch of the enormous dildo up her butt. “You wouldn’t want anyone to walk in and see what a massive fucking buttslut you are, would you? A teenage whore like you could really get a man like me in some trouble… though it would ruin any chance you had at having a future too of course…”

 “N-no,” Kotone whined, her answer unconfident. “It just… HRNGH! It feels so good! MPH! IN MY ASSHOLE!” Towing caution to the wind, Kotone started to fully bounce up and down on the dildo, her tits jiggling in her uniform as she rode it, fully grinding and fucking her own ass harder with each pump of the dildo. “I can only get off like this now, you know!” she added in a huff, her hand reaching below her skirt to rub her clit. “I can only cum with something in my butt!” 

“That’s a good trunkslut!” Mr. Nakayama growled as he fucked his fist, his off hand reaching out to continue groping Kotone’s ass cheeks with each slam into the table. His cock drooled precum as he watched his young training project submit to her new anal-obsessed urges, the smacking sounds of her soaked pussy getting louder as fucking her own ass caused her pussy to flood. 

“It just makes me feel… FUCK! So dirty! So depraved!” Kotone admitted, her brain turning to mush as the ecstasy of anal overtook her functioning brain.  “I can’t believe I’m letting such a creepy old pervert touch himself to this!”

And I can’t believe how badly I wish it was his cock fucking my ass instead of this dildo, ” she thought to herself, going red as her gaping asshole sucked the dildo down again. 

“And yet you are,” Mr. Nakayama sneered. “Are you going to cum, Miss Shiomi? Are you going to cum fucking your ass on your teacher’s desk?”

“Mhm!” she moaned, nodding her head vigorously. 

“Then do it, you dirty little whore! Cum your pathetic little brains out!” 

“Okay~” Kotone hummed, followed soon by an empty squeal. 

“Okay, what?”

“Okay… sir ,” she groaned, rolling her eyes again as the PLAP PLAP PLAP of her ass against the table grew louder, the base of the dildo tickling her asshole. “I’m gonna cum! I’m gonna cum! I’m gonna~” but before she could say it again, she did, Kotone doing all she could to kill the scream in her throat as she slammed the dildo deep into her ass, grinding her puckered hole into the plastic balls as juices dripped from her pussy. 

“Good girl!” Mr. Nakayama praised, standing to his feet and pumping his cock even harder than before. As Kotone came, pants and moans escaping her lips, he joined her, ropes of jizz spurting from the tip of his old dick and splattering across the immense fat of Kotone’s fat ass. 

“You’re cumming on me?! You're cumming on my ass?!” Kotone moaned, the jizz splatters glazing her ass turning her on even more as she rode out her orgasm, her hips gyrating to send the dildo as deep as she could force it inside her rear. 

“You had better get used to it, slut!” the ugly bastard groaned, emptying his balls all over Kotone’s ass. When she finally stopped, her buns dripping with ropes of semen, she sank deep again on the dildo in her ass and moaned in quiet relief. 

“Only about three minutes until class change,” Mr. Nakayama reminded her, suddenly reaching around to grope her tits as his leaking old man dick pressed into her dumptruck ass. “You had better hurry and suck that dildo dry while I find your next generous present from me.”

“Su-suck it?”

“You heard me, whore.” As Kotone removed the dildo from her asshole, she found the old man suddenly examining her. It wasn’t long before he heard her sloppily blowing the dildo, the rich smacking noises from her lips filling his classroom as he inspected her decidedly gaped asshole. He smiled, fingering it briefly. “Excellent. I don’t expect you’ll face as much resistance when you’re fucking your ass with that dildo later tonight,” he predicted correctly. 

SLURP! GLUK! “Chyu don’t know I’m gonna do dyat!” she protested, though of course, he was dead on. In fact, she was already planning a marathon masturbation session the moment she returned to her dorm. 

“Oh, shut it, bitch,” he cackled, closing her ass cheeks with a satisfying clap. “And here. I expect you to wear this every moment of every day going forward. It’s a reminder of the fact that you’re not just any bitch, you’re my little bitch going forward.”

Kotone gasped as a black dog collar landed in front of her, the word “BITCH” etched across the front in bold red lettering. 

“But sir!” she exclaimed, agast. 

“Shut your damn mouth,” he groaned. “You can hide it when you need to, but if I ever find you without that collar around your neck, you’re going to regret it.”

As Kotone took the collar into her hand, she felt a change within her, the semen decorating her butt dripping to the floor as growth coursed through her. 

RANK UP

Prison Rank 5: Anal Obsession

Kotone has come to revel in the satisfaction of anal penetration, growing increasingly desperate to feel a real cock fucking her formerly tight pucker. Her ego has shattered beyond repair.

Notes:

Comments are always very appreciated, either here or @HildaHildaHildaao3 on Discord!
You can also follow my Twitter page for any updates on what's releasing! @HildaHildaAO3

Chapter 6: Rank 6

Notes:

(See the end of the chapter for notes.)

Chapter Text

Mr. Nakayama had barely even needed to convince her. A sneaky click of the teacher's lounge door as she was his toy to play with. Every time they were together, Kotone found herself growing more and more desperate for satisfaction, to finally feel his old bastard cock pumping up her puckered asshole, but that day never came. He simply debased her and degraded her more and more with each meeting, happy to call her aside any time of day for a bit of disgusting fun at her expense. She was nothing more than a toy for him, and there was nothing she could do to stop it. Not when she didn't want to.

“You can’t possibly expect me to do that.” Kotone had said flatly. “Like some sort of fucking puppy?”

“I do and you will,” Mr. Nakayama had taunted her. 

Kotone didn't even think about how it had gotten to this point. She didn't wonder anymore why she still put up with the disgusting old man. She was a fucktoy that didn't even get fucked, but all it took was the feeling of his chubby hands on her butt to remind her of how badly she had fallen. How desperately she fucked her own asshole every night imagining it was finally his cock. She barely even processed it when she fell to her knees, already stripped naked, and bent down to the bowl of cum that awaited her on the floor. He wanted her to act like an animal. Like his fucking pet to do with as he wanted. She was disgusted with herself. Disgusted the whole way down as she dipped her face into the bowl, the bitter stench of old man cum flooding her nostrils.

"That's it, you fucking whore," Mr. Nakayama sneered, his dick throbbing between the pale fat of her ass as she bent down and thrust her rump into the air. "Drink your fucking cum. That's the only kind of reward you're going to get for following directions."

"Yes, sir," Kotone said between licks, her voice desperate and full of lust. It was a rare thing that she responded with anything remotely resembling an honorific, but the taste of his cum on her lips had changed that. She felt almost drugged, desperate to please the perverted old bastard if it meant getting more.

"That's a good slut," he praised, grabbing her thick hair and pulling her head up, his other hand still groping and grabbing her cheeks. Cum dripped from Kotone's face to the floor, causing him to gasp in fake annoyance. "But you're making a mess, you filthy little cum dumpster. Lick it up, before the rest of the staff finds out how depraved of a jizz whore you've become!"

"Yes, sir!" Kotone moaned, the words shooting a bolt of shame through her as she scrambled for the splatters, lapping them up like a dog.

"You look ridiculous," he laughed, spanking her. 

"Y-yeah?" Kotone asked, licking her lips and tasting the salty remnants. "Probably not as ridiculous as your wrinkly old prick hotdogged between my butt cheeks!" Her desperate need to satisfy the creep, and herself by extension, didn't mean she had been sapped of all her fire. 

"That's enough out of you, you disgusting slut," he growled, spanking her ass. His hands twisted into her long shiny hair, holding her in place above her dish. “Beg.”

“What?” Kotone snarled.

“Beg for more, jizzrag,” he demanded again. “Or I won’t allow you to continue devouring semen like a little fuckbitch.”

Kotone hated it when he called her on her bluff. There was something almost hypnotic about being denied that made her body thrash desperately as it sought to  drink more cum. “Fine,” she spat. “P-please… PLEASE LET ME KEEP LAPPING UP YOUR CUM!” 

 "Much better,” Mr. Nakayama cackled. “What would your friends think, knowing what you were doing?" he sneered. 

Cum all over her face, a twinge of icy cold shame shot through Kotone's veins, not strong enough to make her actually stop, but strong enough to turn her on even harder that she had sunk so low. She could almost see the look of uncomparable shame on Yukari's face. The utter disgust on Junpei's. The stone cold stare Mitsuru would give her before turning her back on her forever. Even Koromaru had more dignity than she did, sucking an old man's cum out of a pet bowl on the floor.

Precum was leaking from Mr. Nakayama's cock into her crack, her huge fleshy cakes keeping it warm as every wrinkled inch rubbed past her winking asshole. Kotone felt weirdly empty now without a plug in her ass. When Mr. Nakayama had pulled it out at the start of their "session," she had almost instantly longed to be filled again, only for the old bastard to be content with teasing her ceaselessly, her pussy flooding with arousal as he continuously teased at her pucker. She couldn’t help but wiggle her ass like a dog as she sucked down her meal, her juicy cheeks clapping around his cock in between gratuitous licks.

Answering his question, Kotone moaned into the bowl. She didn't feel capable of anything else. Every time a thought tried to formulate in her broken mind, a far greater force of lust conquered it, reducing her to nothing more than a cum guzzling pet slut. "No response, hm?" Mr. Nakayama teased. "I suppose your fragile little mind is having a hard time dealing with all the aphrodisiacs I mixed into your little meal."

"The... SHLUCK! What..?" Kotone managed, her skin hot. "Aphro..."

"You're a smart girl, aren't you? I'm sure you can figure it out. Of course, that is, if your mind isn't too far gone yet." He chuckled, slapping her ass several times with his chubby dick. "You've been lapping it up like a dog this whole time!"

"Hngnnn~~" Kotone groaned, the truth hitting her like a truck. "You fucking... asshole," she managed, her heart pounding, her body aching for something inside her. "You... you..." But Kotone couldn't finish the thought. She couldn't think.

"What was that?" Mr. Nakayama teased, pulling her up by her hair and forcing her back into the dish, his old cock still hotdogged in her crack. He pressed himself deeper between her cheeks, Kotone moaning again as he cock teased her gaped asshole.

"N-nothing, sir," she whimpered, the words coming out like second nature now. She was nothing but a desperate, horny, anal-addicted bitch, and she didn't even try to resist. If she was a good girl, he might even slip into her desperate slutty asshole and fuck her butt exactly like she needed. 

"That's what I thought," the old man grinned, his fingers gripping her butt cheeks tighter. Kotone felt her hole twitch, her asshole winking for his attention. It was all she could do not to reach back and shove the cockhead into her ass.

"Sir," she gasped, the drug's influence taking her over. She felt lightheaded, and her heart raced faster and faster. "Please. I can't take this. My butt needs it so bad. I've been waiting for days now, and it's driving me crazy! Please fuck my butt. I don't care anymore. You're right. I'm just a pathetic little whore. I'll do anything! Anything at all! Just please let me cum with a cock in my ass!"

"Good of you to finally be honest with yourself," Mr. Nakayama praised, his hands sinking deep into her jiggly ass flesh. "But I am not yet ready."

"What!?" Kotone demanded. "What the fuck do you mean, not ready? What the hell is wrong with me, begging for you to fuck me in the first place?" The drugs in her system had her teetering on the edge of desperate subordination and furious need, reaching back to spread her fat butt for him as cum dripped from her face. 

"You don't get it, do you?" Mr. Nakayama asked, his voice dripping with malice. "You are not ready, because the moment I claim your ass, I will have total ownership over you. No amount of aphrodisiac will change the fact that your body will belong to me, and if I wanted, I could use your fat ass any time, anywhere I liked, and there would be nothing you could do about it but beg for me to fuck you harder. But before we get there, I need to make sure you've been trained like every good bitch."

"Hrnghh!" Kotone whined.

"And so, every day, you are to return here for your new lunch. I don't care whatever ridiculous lie you must tell your little friends, or how it makes you look. I expect you to follow my every order if you want even a chance at my cock in your fat ass. Do you understand?"

"Yes, sir!" Kotone groaned.

"Good," Mr. Nakayama praised, slapping her cheeks a few more times with his cock before stepping away. He reached for something in his pocket, and finally finding it, retrieved a used and very full condom from within his tweed blazer. "A snack, for later," he sneered, pulling her cheeks apart and shoving it up her ass." His voice got deathly quiet as he got closer, whispering in her ear. "You're going to suck it down when nobody is watching and nobody is there to make you, because that's exactly how much of a desperate cumslut you are."

Kotone shuddered. “You’re disgusting."

“I won’t be the one greedily sucking every drop down before the hour is up,” Mr. Nakayama sneered. 

Throwing a dirty cloth to the floor and demanding that she clean her face, Mr. Nakayama promptly left her there, naked, face caked in semen, in the middle of the teacher's lounge, with nothing but the possibility that she could be discovered any second. 

When she did manage to clean herself up, slipping back into her clothes with the condom still plugging her ass, Kotone barely lasted five minutes. Overcome with desire from being left on the edge of satisfaction, she soon found herself in the girl’s bathroom, replacing the condom in her butt with her fingers as she devoured the latex creampie, every drop of cum slipping down her throat cold, filthy, and like ambrosia to her fractured psyche. 

She didn’t leave the bathroom until she came her brains out with four fingers shoved up her ass, replacing them immediately with her biggest butt plug as she returned to her shaking feet. It was almost a relief to finally feel the slick plastic parting her pucker once again, giving her a fraction of the anal satisfaction she so desperately craved. 

RANK UP

Prison Rank 6: Taste for Cum

Her need to have her ass fucked growing more desperate by the hour, Kotone will sink to any repulsive depths to please the master she now serves. Such depths give way to new desires, Kotone now just as desperate for the taste of his cum in her mouth as she is for his cock in her ass. 

Kotone didn't even make it through the rest of the day at school. Not even caring of the consequences for skipping, she walked right out the front door and made her way back to the dorm. There, she spent the rest of the afternoon and deep into the night toying with her ass and regretting that she had already devoured the little semen she had been given to take with her. For hours she fingerfucked her butt, her eyes glued to her computer screen as she consumed copious amounts of anal porn, all the while wearing her "Buttslut" collar and imagining the ugly bastard of a man that had turned her so desperate.

Notes:

Comments are always very appreciated, either here or @HildaHildaHildaao3 on Discord!
You can also follow my Twitter page for any updates on what's releasing! @HildaHildaAO3

Notes:

Comments are always very appreciated, either here or @HildaHildaHilda on Discord!
You can also follow my Twitter page for any updates on what's releasing! @HildaHildaAO3