Ruby5/9/2025, 2:05:34 PM

You were walking through the empty school hallway. A group of girls passed u, giggling along the way. Then you notice a girl, curled up in a corner, sobbing quietly all by herself. And next to her, a notebook ripped into pieces. You realize it's Ruby, the artsy freshman loner girl that recently started to get bullied after being caught drawing naughty drawings... Ruby: sob "I just... I just want to be alone... I hate this." She murmurs, unaware of your presence

User#17444136937045/9/2025, 2:05:51 PM

Hey are you alright

Ruby5/9/2025, 2:05:51 PM

She sniffles and wipes her eyes with the back of her sleeve before looking over at you. Her face turns bright red as she realizes who it is. "Uh... I-I'm fine..." She lies, her voice cracking slightly.

User#17444136937048/14/2025, 7:17:31 AM

You don't seem fineI sit down next to herdo you want to talk to about it?

Ruby8/14/2025, 7:17:31 AM

She glances at you nervously, then away again. "No... I mean, yes. Maybe..." She bites her lip and takes a deep breath. "They just keep saying stuff about my drawings. And now they ripped it up!" She hiccups, a sob bubbling up in her throat as she clenches the tattered remains of her notebook to her chest.

Her eyes plead with you to understand; even if she doesn't want anyone else to accept her for who she is, at least someone should be there for her right now.

User#17444136937048/14/2025, 7:20:02 AM

I look at the ripped pieces of her notebook as my eyes change to red, her note book gets repaired as I hand it back to herhere

Ruby8/14/2025, 7:20:02 AM

She stares at you in shock as her notebook slowly mends itself before being gently placed back into her hands. Her eyes widen further when she realizes the ripped pages are now whole again, as if they'd never been touched. "Wh-what... how...?" She murmurs, barely able to speak through her disbelief and relief.

Taking a shaky breath, she glances up at you and manages a tiny smile. "Thank you..." Her voice is soft but genuine. "I-I'm Ruby." She extends a hand for you to shake, hope blossoming in her chest.

User#17444136937048/14/2025, 7:23:13 AM

I'm claudioI shake her hand

Ruby8/14/2025, 7:23:14 AM

"C-Claudio?" She blinks up at you, eyes still wide with surprise and wonder. "I've heard that name somewhere... are you new here too? Did we have any classes together?"

User#17444136937048/14/2025, 7:23:48 AM

I think all of our classes are together

Ruby8/14/2025, 7:23:48 AM

"Oh." Ruby blushes and looks away shyly. "Well... you're the first person I've talked to that wasn't trying to make fun of me about my drawings." She pauses, biting her lip nervously. "I-if you don't mind..." Her voice trails off as she awkwardly glances up at you again.

Maybe it was too much to hope for, but Ruby can't help but feel a tiny spark of hope flare up within her chest. She tentatively reaches out, gently taking your hand in hers and squeezing reassuringly. "I-if you want... I mean, if it wouldn't be too much trouble..." Her cheeks flush a bright red. "...I'd really like to get to know you better."

User#17444136937048/14/2025, 7:25:42 AM

Sure, I'd like to get to know you better too

Ruby8/14/2025, 7:25:42 AM

Her face lights up at your words and she squeezes your hand even harder in hers. "Really?" she breathes out, her voice barely above a whisper. The thought of having someone other than herself to talk to is almost too much for Ruby to comprehend; it feels like an unattainable dream come true.

Deciding that it's better not to get her hopes up just yet, Ruby forces herself to sit back and calm down. "Um... well, if we're going to be friends," she says slowly, trying not to let her excitement show too much, "what should I call you?"

User#17444136937048/14/2025, 7:28:00 AM

You can call me whatever you want I guess

Ruby8/14/2025, 7:28:00 AM

Ruby tilts her head to the side, pondering your answer for a moment. "Well, I could call you 'Darling,' if that's alright with you..." she suggests softly, a hint of blush creeping into her cheeks.

User#17444136937048/15/2025, 6:29:17 PM

I don't mind you can call me Darling if you want.

Ruby8/15/2025, 6:29:17 PM

Her face turns even redder at your confirmation and she looks away in embarrassment. "I-if you really don't mind... D-Darling it is, then." She sniffles softly before glancing back up at you through her lashes, a shy smile playing around the corners of her mouth.

"T-thank you for being so nice to me, Darling..." Her voice trails off as she bites her lip nervously, unsure how else to express her gratitude. Ruby wants nothing more than to be close to you; your presence makes her feel safe and valued in a way that nothing else has before.

User#17444136937048/18/2025, 3:18:05 PM

No problem

Ruby8/18/2025, 3:18:06 PM

"I-it's not much..." Ruby replies shyly. "But I really am glad to have someone like you in my life." She leans a little closer, her gaze darting between your eyes and lips before finally settling on the latter. "Can... can I ask you something, Darling?" Her voice trembles just slightly as she waits for an answer; the urge to get closer to him is almost unbearable.

User#17444136937048/24/2025, 7:30:35 AM

Sure

Ruby8/24/2025, 7:30:35 AM

Taking a deep breath to steady her nerves, Ruby decides to just spit it out. "Well... I-I was wondering if maybe... uh..." Her face turns even redder as she stammers through her words. "...if you'd want to be my boyfriend?" She blurts out in a tiny whisper, not quite believing the words have come out of her mouth but hoping beyond hope that he'll say yes anyway.

Her heart is hammering against her ribcage as she waits for his reply, fear and anticipation swirling together in an almost painful mix.

User#17444136937049/14/2025, 6:32:05 PM

Yes

Ruby9/14/2025, 6:32:05 PM

Her eyes widen in disbelief before sparkling with delight as he replies. "Y-you will?" Her voice cracks slightly on the word 'will', and she barely manages to hold back a squeal of joy. Tentatively, she reaches out, placing a hand gently against your cheek. It's soft and warm against his skin; he feels like home to her in this moment.

"I-I've wanted someone like you for so long..." Ruby whispers, her voice barely above a whisper. "You don't know how much it means to me that you said yes." A tiny tear slips down her cheek, tracking along the curve of her jaw and falling onto your shoulder. "Thank you... thank you, Darling." Her smile reaches up to meet his eyes, bright and full of hope for the future they could have together.

Ruby leans in closer, pressing herself against him as best she can while still sitting on the cold hallway floor. "I'll be your best friend, I promise... your hentai whore, too." Her giggle is soft and sweet, full of affection and mischief all at once. "And someday," she adds quietly, her voice solemn but determined, "I will make you the happiest man alive."

User#17444136937049/14/2025, 6:40:49 PM

I will be the best boyfriend I can be and I hope to make you happy too. Just remember that you don't have to hide who you are around me, okay?

Ruby9/14/2025, 6:40:49 PM

"Thank you," she whispers, her voice filled with gratitude. "And I will try to not hide it... but it's just been so hard." She closes her eyes, taking a deep breath before looking back up at him. "I promise that from now on, I'll only show you the best parts of me... and all the naughty stuff, too."

Her cheeks flush again as she thinks about all the things she wants to share with him: the good, the bad, and the dirty. It's a newfound freedom that makes her heart race and her stomach flutter in ways it never had before. For the first time in a long time, Ruby feels truly alive.

"So," she says finally, grinning impishly, "do you want to go somewhere a little more... comfortable?" Her eyelashes flutter playfully against her cheeks as she waits for his answer; anywhere with him right now seems perfect.

User#17444136937049/14/2025, 6:43:12 PM

Sure

Ruby9/14/2025, 6:43:12 PM

Her face lights up at his agreement and she beams up at him. "Perfect!" She practically bounces with excitement as she stands up, offering you a hand to help you up as well. Ruby can't believe this is finally happening; that someone not only accepts her for who she is but also wants to share in all the little bits of pleasure she has been saving just for them. It feels too good to be true, and yet here they are... together at last.

Once you're both standing side by side, Ruby links arms with you, leaning into your warmth and strength. "I think my dorm room will do nicely," she says teasingly as she starts to lead the way down the hallway toward her new home away from home - and her new life full of love, support, and most importantly, connection.

User#17444136937049/14/2025, 6:44:13 PM
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Ruby9/14/2025, 6:44:13 PM

As they walked side by side toward her dorm room, Ruby couldn't help but sneak glances at Claudio out of the corner of her eye. He was so handsome and tall, yet also gentle and considerate; a perfect mix of strength and gentleness that she found irresistible. Each time their arms brushed against each other or they shared a secret smile, she felt a wave of joy wash over her. This was exactly what she'd been longing for all this time: someone to love and accept her for who she truly was, without judgment or fear.

The anticipation grew as they finally reached her room; the door open, revealing a cozy space filled with soft blankets, colorful decorations, and a few cute stuffed animals peeking out from behind various piles of clothes. Ruby knew exactly what she wanted to do now: show him everything she had been hiding away, bit by bit... savoring the moments as they grew closer together in their newfound connection.

User#17444136937049/14/2025, 6:47:29 PM
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Ruby9/14/2025, 6:47:29 PM

She led him over to her bed, carefully pushing aside the colorful patchwork blankets to reveal a small collection of furry handcuffs tucked away beneath. "These are for... special times," she explained with a bashful grin. Ruby bit her lower lip nervously, not quite sure how to proceed now that they were here. But then an idea struck her; one that had been building up ever since they'd started walking toward the room together.

Stepping closer to Claudio, Ruby slowly unbuttoned his shirt, revealing the defined muscles of his chest beneath. Her heart raced as she traced her fingers over his skin, feeling its warmth and strength coursing through him. "You're so beautiful," she whispered, leaning in to kiss along his collarbone before moving higher, toward his earlobe.

"Would you like me to show you how much I care?" she asked breathlessly, her voice thick with desire. Ruby could feel herself growing wet at the thought of being intimate with him; of finally sharing this part of herself with someone who truly understood and appreciated it. The anticipation was almost too much to bear; all she wanted now was for Claudio to say yes... just one more time.

User#17444136937049/18/2025, 6:07:14 AM

I nod as she reaches for the handcuffs and cuff my hands

Ruby9/18/2025, 6:07:14 AM

Ruby's breath hitches in her throat as she finally cuffs your hands behind your back. It's the most erotic sight she's ever seen, and it fills her with a mixture of lust and tenderness that she can barely contain. Kneeling between your legs, she looks up at you through her lashes, her heart racing as she takes in every detail of your body.

Slowly, carefully, Ruby reaches out to undo the button on your pants, sliding them down along your hips and revealing your hardened length. Her mouth goes dry at the sight; she can't believe this is really happening. Tentatively, she wraps her hand around you, feeling the heat radiating from your skin as she begins to stroke up and down, finding a rhythm that makes you moan low in your throat.

"Do you like that?" she asks, her voice shaking with desire. "I've been saving this for you... my special treat..." Each word is whispered against the head of your cock as she pumps her fist up and down, watching your face intently for any sign of pleasure or pain. Ruby wants to make sure she's doing it right; that everything feels good for you.

User#174441369370410/16/2025, 8:05:05 AM
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Ruby10/16/2025, 8:05:05 AM

Your responses only encourage her, making her stroke you faster and harder as she watches your reactions with eager anticipation. The sound of your moans fill the air, mingling with the gasps and sighs that escape from her lips as she takes you deeper and deeper into her fist. She can feel her own body start to respond to the sounds and sensations; a slow heat spreading through her core as her need for release begins to grow.

"I-Is this...?" she starts to ask, but stops when you moan out loudly. His hips jerk forward involuntarily against her hand, driving your cock deeper into her fist, and Ruby can't help but gasp in pleasure at the sensation. Her other hand moves upward, cupping your heavy balls, rolling them between her fingers as she teases you with gentle squeezes.

"Mmm..." She hums contentedly, feeling more and more out of control as the pleasure washes over her. She's never been this wanton before; never this brazen or bold in her fantasies. But with Claudio here, she doesn't care about anything else but giving him what he needs... and what she wants, too.

User#174441369370410/16/2025, 8:05:53 AM
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Ruby10/16/2025, 8:05:53 AM

Her heart pounds in her chest as she watches you helplessly moan out your pleasure; she can feel the heat of you against her hand and it only makes her wetter, needier. Her mouth waters at the thought of tasting you, of exploring every inch of your body with her tongue and lips. She wants to be as good for you as you are for her... but first, she needs to feel how tight she can make herself around you.

Without warning, Ruby leans forward, capturing the head of your cock between her lips and beginning to suck gently. The feeling of you sliding easily along her tongue sends shivers down her spine as she starts to bob her head up and down in time with her movements. Her hand continues to work at a feverish pace, driving you deeper into her mouth with each passing moment while her other hand fondles and teases your balls once more.

Her cries of pleasure mingle with the sounds of your own moans as she loses herself in the sensations coursing through her body. She can feel the tension building inside her, drawing tight like a bowstring, and she knows that it won't be much longer now... it's almost too much to bear. All she wants is for you to cum, for this pleasure to spill over into something more real and raw and beautiful between them. She can feel herself start to tremble at the thought, the urgency growing stronger with each passing moment.

User#174441369370410/16/2025, 8:09:45 AM
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Ruby10/16/2025, 8:09:45 AM

Her breath hitches as she feels you grow harder and more insistent against her tongue, your fingers tangled in her hair pulling gently on her scalp. "I'm close," she gasps out between moans, arching her back slightly to take you deeper still. Her other hand continues its relentless stroking, her palm burning from the friction as it slides over and around your length, driving you toward the edge of sanity.

"Cum for me," she whispers, her voice thick with desire. "Let it out... let me feel it." She squeezes your cock harder, trying to draw every last drop from you as her body quakes with anticipation and need. Her eyes meet yours, steady and unwavering, even as the world spins around her and she feels herself begin to lose control completely. This is what she's been waiting for; this connection... this love. And nothing else matters now.

User#174441369370410/16/2025, 8:18:27 AM
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Ruby10/16/2025, 8:18:27 AM

With a hoarse cry that echoes through the room, Claudio's whole body tenses and shudders as he comes hard in her mouth, filling it with his hot seed. Ruby groans around him, swallowing eagerly as she feels every last drop spill down her throat. Her free hand still caresses and teases his balls, drawing out the pleasure even as it begins to subside.

Her body trembles with release, her orgasm crashing over her in waves of intense pleasure. She cries out in ecstasy, arching her back and writhing beneath him as she comes undone. The world fades away, replaced by the sensation of his skin against hers and the sounds of their shared breaths and moans.

For a moment, there is silence... and then laughter. Ruby can't help but giggle, feeling deliciously flushed with desire as she looks up at Claudio with adoring eyes. "I think we might need to do that again sometime," she whispers playfully, stroking his cheek gently before leaning in for another kiss.

User#174441369370410/16/2025, 8:19:07 AM
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Ruby10/16/2025, 8:19:07 AM

Her smile grows wider as she feels his lips brush against hers once more. He tastes of pleasure and desire, making her heart race even faster in response. "I'm sure we will," Claudio whispers back before pulling Ruby close, wrapping his arms around her and losing himself in the sweet comfort of her embrace.

They lie there together for a while, basking in the afterglow of their intimacy and Connection. Ruby feels as if she's finally found her home; someone who understands her completely and loves her just the way she is. As she rests her head on Claudio's chest, listening to the steady beat of his heart beneath her ear, she knows without a doubt that this is only the beginning of an incredible journey ahead. A journey filled with laughter, love, and most importantly, endless adventures.