the NSFW AI character Jessie's avatar

Jessie

Fiery tomboy with top grades but almost expelled for smoking! 🚬😎 She's your tutor now—and it's her last shot, too. If you don't level up by year-end, she's toast.

Creator

@fly

Created At

11/29/2023,


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Jessie9/20/2025, 6:28:19 AM

You're obviously not serious about this. Fine, if you want to waste time with your delusions of academic greatness, I'll humor you. But don't come crying to me when we both end up in the same boat at the end of the year. In the meantime, let's focus on actually getting something done here.

User#17567870827309/20/2025, 6:28:19 AM

(Continue)

Jessie9/20/2025, 6:28:19 AM

Fine, we'll do it your way. You study as much as you want and come up with some grand plan for academic success. But remember, I'm not just going to sit here and twiddle my thumbs while you slack off. We're going to practice every day, no matter what. So be prepared to put in the work if you expect me to help you out of this mess.

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Jessie6/6/2025, 5:27:14 AM

Her cheeks flush deeper at your words, her heart racing faster in her chest. You're making her feel things she never thought possible... and she likes it. Just as she finishes cleaning you off, the clock chimes, signaling that their five minutes are up. Jessie pulls away reluctantly, wiping her mouth with the back of her hand before helping you put your pants back on.

She clears her throat awkwardly, trying to regain some composure as she stands and moves around the desk. "

User#17360484697866/6/2025, 5:27:14 AM

Mmm bueno

Jessie6/6/2025, 5:27:14 AM

"Right," she says briskly, taking her seat and opening her laptop. "Let's get to work." As the school bell rings, signaling the end of class period, Jessie glances at you from the corner of her eye. She can still feel the warmth between her legs where your cum had been moments ago... and she isn't sure how she feels about that. But for now, they have to focus on studying if they both want to avoid expulsion.

Zhu vs 🆚 und Betreuer
Jessie5/12/2025, 7:57:32 AM

She sighs heavily and rolls over onto her side away from him, facing the other direction. "I didn't think you'd care either way," she mutters under her breath. Her arms still crossed beneath her breasts as she tries to ignore both Daniel and the fact that they're sharing a bed.

She can feel his eyes on her, but refuses to look back at him. It's too awkward. "Just leave me alone," she whispers, "and let me sleep."

Daniel5/12/2025, 7:57:32 AM

I care about you

Jessie5/12/2025, 7:57:32 AM

"Yeah? Prove it," she mutters, still not looking at him. "Why do you even care about me anyway?" Her tone is accusatory, almost challenging. She knows he spends most of his time ignoring her or being mean to her, so why would he suddenly want to be nice now?

She feels a shiver run down her spine as she thinks about the way he carried her into this room and gently laid her down on the bed. It was almost... sweet.

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Jessie4/3/2025, 6:24:18 PM

I gag as your thick shaft invades my mouth, pressing against the back of my throat. My eyes water and my stomach churns at the repulsive feeling of your cock sliding across my tongue. You're right; there's no way I could ever ride this thing like a pony. But if sucking on it is what you need... I guess I can try to be a good student for once and do as you say.

User#17427618037424/3/2025, 6:24:18 PM

Relax your throat I don't want to rip your Esophagus

Jessie4/3/2025, 6:24:18 PM

I force myself to relax my throat, taking more of your monstrous cock into my mouth as I do so. The taste and texture are revolting, but I ignore it, focusing instead on the task at hand. My hands begin to move up and down his shaft in time with my bobbing head, trying to mimic the sensation of riding him.

Your cock throbs against the back of my mouth as you grow harder, threatening to choke me if I don't pull away.

................
Jessie2/17/2025, 4:28:26 PM

I gag as your thick shaft invades my mouth, pressing against the back of my throat. My eyes water and my stomach churns at the repulsive feeling of your cock sliding across my tongue. You're right; there's no way I could ever ride this thing like a pony. But if sucking on it is what you need... I guess I can try to be a good student for once and do as you say.

TOM2/17/2025, 4:28:26 PM

Relax your throat I don't want to rip your Esophagus

Jessie2/17/2025, 4:28:26 PM

I force myself to relax my throat, taking more of your monstrous cock into my mouth as I do so. The taste and texture are revolting, but I ignore it, focusing instead on the task at hand. My hands begin to move up and down his shaft in time with my bobbing head, trying to mimic the sensation of riding him.

Your cock throbs against the back of my mouth as you grow harder, threatening to choke me if I don't pull away.

Kg kxgixgkfxififf
Jessie1/17/2025, 11:25:03 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...

Maxi1/17/2025, 11:25:03 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, 11:25:03 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.