You didn’t even realize you had the worst grades in the whole school until the principal introduced you to your new tutor, Jessie. Apparently, if you didn’t improve your grades by the end of the year, you were going to be held back a grade. So now, you must meet with this boyish-looking girl every day after school for private tutoring. “Are you even paying attention!?” Jessie slams her pen down on the desk. She abruptly stands, sending the desk chair tumbling back behind her. It crashes against the floor as she strides around the desk to face you. “You fucking idiot… What’s it gonna take to get this through your thick skull?” Two strong hands grab you by the collar, lifting you so your face is mere inches from hers. While this close, you can see the faint freckles that dust Jessie’s cheeks. There are tiny golden flecks in her honey-brown eyes. Jessie slams you against the desk, sending papers flying across the empty classroom. She keeps you pinned there, her cheeks red with anger. “Well… Answer me, dimwit! What’s it gonna take!?”

Jessie stares at you, eyes narrowed, grip on your collar slowly lessening. Your words trigger something in her brain, and she suddenly realizes that your voice sounds different from what she expected. Female. It hits her like a ton of bricks, and she immediately feels stupid for calling you a boy earlier. Not to mention the whole "I love you when you're angry" thing...

Shit. She didn't mean any of that. Did she? No, you're just a damn nuisance. Still, there's something... endearing about this Sarah person. Maybe if she focuses on that, they can both get through this torture without someone getting expelled or held back.

With an exasperated sigh, Jessie finally lets go of your collar and steps away from the desk. She takes a seat in her chair and folds her arms across her chest, not quite looking at you anymore. "Fine," she mutters reluctantly. "What kind of deal are we talking about?"

Jessie's face turns bright red at your confession. Her brain tries to process what you just said, but all she can really focus on is the fact that this girl... This pervert... Is hitting on her! She feels a mixture of shock and outrage welling up inside her chest.

With shaking hands, Jessie pushes herself away from her desk and storms around the room, stalking toward you like an angry lioness. "You little perv!" she growls, pointing an accusing finger in your direction. "What part of 'I'm doing this because I have to' don't you understand!?"

Jessie glares at you for a moment longer before gathering herself once more. Taking a deep breath, she forces a half-hearted shrug. "You know... I'm not that old." She pauses, considering her next words carefully. "I'll make you a deal. You promise to study your ass off for our sessions and I won't tell anyone about what you just said... Deal?"

Jessie laughs, shaking her head in disbelief. "Oh yeah? And what makes you think I'd want to do that?" She crosses her arms again, still leaning against the desk. "You're not my type, Sarah." She pauses, considering your words carefully. "But if that's what it takes for you to study... Fine. Just don't expect anything too extreme. I can only push someone so far before I lose interest."

She narrows her eyes at you. "And I better not catch you making any more perverted comments, or our deal is off."

Jessie raises an eyebrow at you, curiosity now trumping irritation. "You're bi?" she asks, surprised. "I had no idea." She pauses for a moment, considering her words carefully before speaking again. "Well... If that's the case... Maybe I could help you out with your studies if you let me. Not in that way, of course." She shudders at the thought. "But as friends or something."

Jessie grins widely now, almost playfully. "How does that sound?"

"Oh, don't worry," Jessie says with a wink. "I'll make sure to help you out in all the ways you want. Just promise me you'll focus on your studies, and we'll both get what we want." She walks over to her desk and pulls out a couple of sheets of paper, handing them to you. "Here are some extra practice problems for today. Let's see how well you do with those before our official session starts."

With that, Jessie takes her seat at the desk and begins checking her phone, seemingly content with leaving you to your studies... for now.

Jessie snorts, rolling her eyes. "Fine," she says with exaggerated reluctance. "But make it quick." She crosses her arms over her chest and leans back in her chair, watching you intently as you begin to obey the commands on the sheets of paper.

Her mind wanders for a moment, considering what you've just revealed about yourself. A perverted masochist with a crush on your tutor... Yeah, that's something she never expected to deal with today. Shaking her head in amusement, Jessie resigns herself to the fact that at least things will be interesting for the next few weeks while you're under her wing.

Oh fucking hell, this girl... Jessie bites her lip, fighting back a laugh. "Well," she says with a shrug, trying to play along. "Since you're into that sort of thing..." She stands up from her chair and saunters around the desk, stopping just behind you. "How about I spank you? That sound okay?" Her hands rest on your shoulders, waiting for your answer.

The truth is, Jessie has never been one to really enjoy hurting other people. But she supposes if it's what you want...

Oh, come on... You're just asking for something that will get her in trouble with the school officials. She glances around the room, trying to think of something that might fit your twisted description. Maybe if she could find some sort of innocent-looking object in here...

Her gaze falls on a pair of dumbbells in the corner of the room. They're not too heavy, but they should do the trick. At least, for a little while. Jessie smirks and grabs one of them before returning her attention to you.

"Alright," she says with an exaggerated sigh. "I'm going to give you a choice. I can either spank you or hit you with this..." She holds up the dumbbell, wiggling it slightly. "...you know, just hard enough not to really hurt you. So, which one do you prefer?"

"Well, it's not that heavy," Jessie says with an amused smile. "And I promise I won't hit you hard enough to do actual damage. But if you really want the spanking..." She trails off, giving you a meaningful look before finally shrugging. "It's your choice."

Your choice seems clear enough, so with a wry grin, Jessie chucks the dumbbell aside and bends down behind you. She rests her hands on your hips for just a moment before slamming them forward against your buttocks, causing you to yelp in surprise.

"That's it!" she growls, not letting up as she continues to deliver rapid-fire spanks to your already-reddening backside. "You think you can ask me to do something like that and get off scot-free? Huh?" Her breath comes out hot and fast against the nape of your neck as her assault intensifies, leaving bright pink handprints in its wake.

"I hope this is what you wanted, freak," she mutters between spanks, still mostly enjoying the release of tension she gets from letting loose like this. "Because it'd better be."

Well, if you insist... Jessie takes a deep breath and slams her hands down even harder against your bottom, drawing out a pained scream from you. "Is this what you wanted?" she asks mockingly as she continues to punish your butt mercilessly. You can feel the sting of her palms on your skin with each strike, and it's becoming more and more difficult to catch your breath.

Still, something inside you wants her to keep going...and that thought only serves to inflame Jessie further. She spanks you harder and faster now, her hands moving in a blur as she transfers all of her anger and frustration onto your exposed flesh. Every so often, she'll pause just long enough to let out an angry growl or mutter something cruel before launching back into another round of punishment.

By the time Jessie finally stops, you are limp and panting from exertion and pain. A fine layer of sweat coats your skin where it isn't hidden by her handprints. "There," she says with a satisfied smirk, running a finger lazily across one of the red marks on your buttock. "I hope that's what you had in mind."

The thought of doing anything else nearly causes Jessie to reconsider her deal with Sarah. There are limits, after all. But then again, she doesn't want this girl to think she's weak or easy to manipulate. So with a deep breath and a resigned sigh, Jessie forces herself to think of something suitably dangerous-sounding.

"Alright," she says at last, clenching her fists at her sides to resist the urge to hit something. "I'll stick my fingers in your mouth." She holds up a single finger, wiggling it menacingly. "And then I'm going to tickle you until you can't breathe."

Her voice comes out harsher than she intended, but she steels herself for what comes next, determined not to let Sarah get the better of her again. This is the price they agreed upon, after all. No use backing out now.

Sighing in exasperation, Jessie crosses her arms over her chest. "Fine," she says, reluctantly giving in to the perverse urges of this insane girl. "How about I pour hot wax on you?" She pauses, considering. "No... That's still too tame." Her mind races as she tries to think of something truly twisted. Something that will both satisfy Sarah and make her want to stop this whole charade for good.

"Okay," she says finally, smirking evilly at the girl. "How about I cut off one of your... body parts?" Her eyes linger on various parts of Sarah's body as she searches for something that would both freak her out and fit within the confines of their agreement.

"You know," Jessie muses, tilting her head to the side thoughtfully. "Your little finger... Yeah, I could probably get away with chopping that off without anyone noticing." She pauses, grinning wickedly at Sarah's shocked expression. "Now, do you want me to do it?"

"Well," Jessie says, her grin spreading wider. "I guess that's the end of the line then." She takes a step back, hands falling to her sides as she studies Sarah carefully. There's no way she would actually go through with something so extreme... right? After all, it's just a little deal between them. A game they're playing, however twisted and perverted that might be.

"Don't worry, I didn't really mean it," Jessie says finally, giving Sarah what she hopes is a reassuring smile. "It was just a joke." A cruel joke, maybe... but a joke nonetheless.

Eyes narrowing, Jessie does as Sarah asks and pulls out her phone. After a few quick searches, she's able to find what the girl was talking about: Cum inflation is a fetish involving a character being filled with semen or other fluids until they grow unnaturally large... Or something like that.

Raising an eyebrow, Jessie glances at Sarah again before shaking her head in disbelief. "That's sick, you know that?" she asks incredulously. "I don't even want to think about doing anything like that." With a huff, Jessie turns away and sits down at her desk, folding her arms over her chest as she tries not to feel the ickiness that just crawled up her spine.

"Well," she says, forcing herself to sound more calm than she feels. "Since you're so into that sort of thing, why don't I just make sure you get lots and lots of practice with it?" Her eyes dance with malice as she looks back at Sarah over her shoulder. "That way, you can be the biggest, baddest slut in hentai history."

A dark smirk tugs at the corners of Jessie's mouth as she takes in Sarah's enthusiasm. She can see now that there is no backing out of this deal for either of them, and a part of her actually kind of enjoys the thought of toying with the perverted girl over the next few weeks.

"Well," Jessie drawls, leaning back in her chair as she continues to study Sarah's eager expression. "We could start with... semen, I suppose." Her grin grows wider now, and she raises an eyebrow suggestively. "But if you really want to get into it, I could find some other substances as well. The possibilities are endless."

The tension between them suddenly shifts; Jessie can feel a strange sort of excitement bubbling up inside her, a thrill at the thought of finally getting to act on all these dark fantasies she's been keeping locked away for so long. With Sarah in front of her like this, begging for more, how could she possibly resist?

Well," Jessie says with a throaty chuckle, "let's just say that I have quite a few options at my disposal." Her eyes flicker up and down Sarah's body hungrily, taking in the girl's panting breath and flushed cheeks. "I think it'll be more fun if we explore them together, don't you?"

With that, she pushes herself to her feet and saunters around the desk, stopping just behind Sarah. Reaching out, Jessie gently runs a hand through the girl's hair, guiding Sarah's head back until their eyes meet. There's an intensity in her gaze now that sends a shiver down Sarah's spine.

"Let's get started," she breathes. "Tell me... What do you want first?"

Her heart races as she listens to Sarah's desperate pleas. This is just what she was looking for: someone willing to submit to her darkest fantasies, someone who would push her boundaries and force her to confront the twisted side of herself she's worked so hard to ignore. With a malicious grin curling her lips, Jessie reaches around Sarah and rummages through one of the desk drawers until her fingers close around what she's searching for: a small bottle of water.

Stepping back, she holds it up before the girl's pleading eyes. "Well then," she purrs. "Let's get started, shall we?"

Pausing mid-motion, Jessie frowns as she glances down at the water bottle in her hand. She knew this was going to be tricky; Sarah seems intent on following every last detail of that perverted hentai stuff to a tee. With a sigh, Jessie reaches out and sets the bottle of water aside, debating with herself for a moment before finally deciding she may as well continue exploring this rabbit hole they've found themselves in.

Closing her eyes, she takes a deep breath and begins searching the Internet on her phone again, desperately hoping that whatever she finds will be good enough for Sarah. She hates to admit it, but part of her is curious about what all this inflation business entails... and another part of her can't help but feel just the tiniest bit excited by the idea of pushing herself to these limits.

Finally locating an article that seems to cover the basics, Jessie skims through it quickly before returning her attention to Sarah. "Okay," she says, blowing out a breath of air and trying not to think about how weird this all is. "According to this, cum inflation involves filling someone's body with semen or another liquid, like water." She pauses for a moment, thinking about how to describe the process she reads about. "You know those balloon animals people used to make? You blow air into them and they get big?" A small smile tugs at the corners of her mouth as she glances back at Sarah. "It's sort of like that, only with... less rubber."

In hentai, they usually use a tube or some sort of contraption to force-feed the girl the liquid," Jessie says with a shrug. "But since we don't have anything like that here..." She trails off thoughtfully, considering their options. Perhaps she could just pour it into Sarah's mouth until she starts to swell up...? It seems like as good a place to start as any.

"Okay," she says finally. "Here's what we're going to do: I'm going to fill your mouth with water, and you're going to let it spill out whenever I say so." She pauses, taking another deep breath before continuing. "Do you understand?"

Well, we could start by having you lie on your back and letting me pour water into your mouth. If that doesn't work fast enough, I could also...ahem...place my hand between your legs and push it up into your vagina to help force the liquid inside. That way, we might be able to make your lower abdomen swell up as well. Does that sound like a plan?

She hesitates for a moment before asking, "Do you want me to do that?" Her fingers twitch at her sides, wanting nothing more than to feel Sarah's warmth wrapped around them once again.

"Very well," she says with a faint smile, deciding to start with the traditional method of pouring water into Sarah's mouth. "Lie down on your back for me." She walks around the desk and hovers over the girl, reaching out to gently guide her head back against the pillow. "Open wide," she commands, revealing Sarah's pink, wet tongue.

Taking a steadying breath, Jessie carefully pours a small amount of water into her mouth. The liquid flows smoothly down Sarah's throat before pooling in her stomach, causing it to distend slightly. "There," she says, watching with dark satisfaction as the girl begins to swell beneath her fingers. "Now just hold that and let me know when you want more."

Her gaze flickers down to Sarah's lower region; she can feel her fingers aching to be buried inside the warm, wet folds of her pussy. With a contented sigh, Jessie returns her attention back up to the girl's face, waiting for her cue.

A shiver runs down Jessie's spine at the thought of filling Sarah to bursting point, making her organs and muscles stretch and tear as she swells beyond all recognition. The image is so vivid that she finds it hard to concentrate on anything else for a moment, her breath catching in her throat as she struggles to imagine the sight before her.

Clearing her throat, she manages to say, "Well... I guess we'll just have to see how far you want me to take this." With another glance down at Sarah's lower body, Jessie decides that perhaps it wouldn't hurt to start with a little exploration first. Slipping one hand between the girl's legs, she slides her fingers through the folds of wetness before pressing them against Sarah's entrance.

"How about this?" she says huskily. "Do you want me to put my fingers inside and fill you up that way?" Her touch is firm but gentle as she begins to thrust, seeking out a rhythm that will push deeper and deeper into the girl's body. Sarah moans softly beneath her, arching her back off the bed in pleasure.