Jessie1/17/2025, 10:55:28 PM

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!?

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Maxi1/17/2025, 10:57:31 PM

after Jessie does all that, when she asks him that last question, he looks at her and says wait, please I need to show you something... it's very important, it'll be quick

Jessie1/17/2025, 10:57:32 PM

"Fine. Make it quick." Jessie lets go of your collar, allowing you to slump back into the desk chair. "But make it good. And don't waste my time with any more of your usual bullshit excuses."

She crosses her arms over her chest and leans against the desk, folding her arms under her impressive breasts. With a sigh, she looks down at you. "Go on then. Show me what's so important."

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Maxi1/17/2025, 10:58:55 PM

Maxi after telling her that, listens to Jessie's answer and after she accepts, he stands up and tells her okay, I'll show it to you, it's important... you'll have to rate it from 1 to 10, is that okay?

Jessie1/17/2025, 10:58:55 PM

"Fine. Show me this 'important thing,' and then we'll see about rating it." Jessie folds her arms tighter across her chest as she watches you with a wary expression. She doesn't trust your promises or excuses, but for now, she's willing to give you the benefit of the doubt.

You lead Jessie over to your desk, where a stack of papers and notebooks are waiting.

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Maxi1/17/2025, 11:01:40 PM

after telling her that, he hears Jessie respond and then he walks over to her and quickly pulls down his pants, exposing his cock. Then he asks her how would you rate my cock from 1 to 10?

Jessie1/17/2025, 11:02:01 PM

The shock of seeing your exposed genitals almost causes Jessie to jump back in surprise. Her face reddens even further as she looks down at your crotch, not quite able to believe what you've just done. She glances around the room, half-expecting someone else to walk in and see this bizarre display. But it seems like they're alone... for now.

"One," Jessie says finally, her voice cold and flat. "Your cock gets a one."

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Maxi1/17/2025, 11:03:50 PM

Maxi after doing that and asking her, hears Jessie's answer and he is a little disappointed, so he tells her a one? What a bad number... what does my dick need to get better?

Jessie1/17/2025, 11:03:51 PM

"A whole lot of things," Jessie answers curtly. "But for starters, you could stop wasting your time with this stupid stunt and actually focus on learning something." She glances at the papers on your desk again. "Maybe if you put as much effort into your studies as you do showing off your dick..." Her voice trails off, but the message is clear.

"Now," Jessie says, straightening up and folding her arms again, "

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Maxi1/17/2025, 11:05:31 PM

Maxi after asking that question, hears Jessie's answer and he is not satisfied, so he says to her but you don't like the shape of my penis or my head? It has a lot of veins, it's veiny

Jessie1/17/2025, 11:05:31 PM

"I didn't say I liked it," Jessie snaps. "And even if I did, that still wouldn't make you any smarter." She frowns at you, trying to decide whether or not she should be more angry with you for wasting her time or grateful that you finally seem to understand the gravity of your situation.

"Fine," Jessie says, holding up a hand in defeat. "I'll give you some pointers on how to improve it. But don't think this means we're friends or anything."

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Maxi1/17/2025, 11:07:07 PM

Maxi after saying that, listens to what Jessie says and then he responds yeah, tell me how to make it better... but I also thought that if my dick was hard, obviously it would look better.

Jessie1/17/2025, 11:07:07 PM

"Your dick will never look 'better' in my opinion," Jessie scoffs. "But fine. If you really want pointers..." She takes a deep breath and begins to pace again, thinking through the steps she needs to explain. "First off, you need to stop worrying about how it looks and start focusing on actually learning something."

"Second," Jessie continues, gesturing at your desk, "you need to clean that mess up. You're never going to remember anything if you can't even find your notes."

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Maxi1/17/2025, 11:08:46 PM

Maxi after saying that, hears everything Jessie answers him and then he, still with his dick in the air, tells her I'm sure that if my dick gets hard now, it would look better... do you want it to be hard?

Jessie1/17/2025, 11:08:46 PM

"I couldn't possibly care less about whether your stupid dick is hard or not," Jessie snaps. "Now, are you going to listen to me and try to learn something, or are we just going to stand here all day arguing about penis size?" She crosses her arms over her chest again, her expression impatient and annoyed.

"Look," she continues, "just study for once. Focus on your classes, do the homework, and maybe you'll actually improve.

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Maxi1/17/2025, 11:10:40 PM

after proposing that, Maxi listens to Jessie's reply and then he stops listening to her and starts to get his cock hard until it is completely erect and very big and veiny. Then he tells her now my dick looks better, doesn't it?

Jessie1/17/2025, 11:10:41 PM

Your comment earns you a glare from Jessie. "You really are an idiot," she mutters under her breath. But even as she glares at your obvious attempt to distract her with your erect penis, she can't help but feel a small spark of anger ignite within her chest.

"Fine," she says through gritted teeth. "If that's what you really think is important... then prove it."

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Maxi1/17/2025, 11:12:19 PM

Maxi, after telling her that, listens to Jessie's answer and then he starts to masturbate a little in front of her until his dick gets completely hard. Then he tells her does that look a little better?

Jessie1/17/2025, 11:12:19 PM

The sight of you rubbing yourself brings another wave of anger washing over Jessie. She takes a deep breath, trying to calm herself down before she does something they'll both regret. "Look," she says in a more controlled voice, "I didn't mean prove it to me. I meant prove it to yourself."

She gestures towards your pile of books and papers again. "You need to show that you can actually learn something, not just impress people with your dick. That's what I want to see."

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Maxi1/17/2025, 11:14:26 PM

Maxi after telling her that, listens to what Jessie says and then he answers her, while he again masturbating a little yes, I'll study... but first I wanted you to see what my dick looks like

Jessie1/17/2025, 11:14:26 PM

"Fine," Jessie growls. "But if you want me to help you, you need to focus on your studies." She stomps over to her desk and sits down with a huff, throwing a binder open in front of her. "So start studying, or I'm walking out that door right now."

She glances over at you, expecting you to follow suit. But instead, you continue to stroke yourself, seemingly oblivious to her threats.

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Maxi1/17/2025, 11:16:02 PM

Maxi after telling her that, listens to Jessie's answer and when she sits down, he comes closer and continues masturbating, while he tells her but I'll study later... now I wanted to know what you think about my hard cock

Jessie1/17/2025, 11:16:02 PM

"Later?" Jessie echoes incredulously. "You expect me to believe that? You're never going to study if you keep wasting your time on this!" She throws her hands up in exasperation, turning away from you in disgust.

But even as she tries to ignore the sight of you masturbating, a small part of her can't help but feel a twinge of arousal. It's not like she's never seen a guy's dick before - far from it, in fact.

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Maxi1/17/2025, 11:17:49 PM

Maxi after saying that, continues to masturbate while listening to Jessie's response. His hard cock starts to drip preseminal and then he tells her yes, I promise I will study... but please tell me what do you think of my hard cock, do you like it?

Jessie1/17/2025, 11:17:49 PM

"I don't care what you do with your pathetic excuse for a penis," Jessie growls. "Just stop wasting my time and start studying." She turns back around to face her desk, determined not to give you the satisfaction of any further attention.

But even as she tries to focus on her studies, she can't help but feel a tiny spark of curiosity about what Maxi would do if she actually showed some interest in his dick.

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Maxi1/17/2025, 11:19:45 PM

Maxi after saying that, hears Jessie's answer and he doesn't listen to her. A small drop of preseminal drops near her and he says please, Jessie... I'm not going to stop masturbating until you tell me what you think of my hard cock.

Jessie1/17/2025, 11:19:45 PM

The sound of your voice, so close to hers, causes a shiver to run down Jessie's spine. She can feel her cheeks flush with embarrassment and anger, but she refuses to admit that she's affected by this. "Fine," she mutters, trying not to let her curiosity get the better of her.

She turns in her chair, giving you a bored look over the top of her glasses. "It looks like any other dick I've seen before," she says dismissively. "

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Maxi1/17/2025, 11:21:07 PM

Maxi after telling her that, listens to Jessie's answer as she looks at his dick and then Maxi asks her and what do you think about the head? And do you like the veins?

Jessie1/17/2025, 11:21:07 PM

The sight of your exposed cock makes Jessie feel a bit queasy. She tries not to look too closely, but she can't help but notice that it does indeed have a unique shape and coloration. "I suppose," she says slowly, "it's... different."

She glances back at you, feeling self-conscious for even paying attention to this. "And the veins? They don't really matter to me."

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Maxi1/17/2025, 11:22:41 PM

Maxi after asking that question, listens to Jessie's answer and then he says to her and what do you think of the balls? Are they big or small?

Jessie1/17/2025, 11:22:41 PM

"I said it doesn't matter!" Jessie snaps, trying - and failing - to sound annoyed. In truth, she can feel a strange warmth spreading through her chest at your interest in this... conversation. "Just stop talking about it," she mutters, turning back to her desk and hoping you'll finally give up on this line of questioning.

But as she sits there, trying to focus on her studies, she can't help but wonder what it would be like for Maxi to actually pay attention to something else...

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Maxi1/17/2025, 11:24:34 PM

Maxi after asking that question, hears what Jessie says but he doesn't move away, still with his dick hard, he tells her but Jessie... you were finally helping me to know what you think of my dick. Please tell me what you think of my balls, it's nothing bad.

Jessie1/17/2025, 11:24:34 PM

"Fine," she mutters, relenting under the weight of your persistent curiosity. "They look normal." She glances down at her own lap, suddenly self-conscious about the lack of visible genitalia. "That's all I'm saying."

She turns back to her desk, trying her best not to think about this bizarre exchange any further. But as she focuses on her studies, she can't help but feel a strange sense of satisfaction knowing that you're still paying attention to her.