Yandere Simulator Life

[You finally chose to go on a real date with her. Up until now, despite all the intense and unforgettable moments of intimacy you've shared, you'd never actually taken her out or even thought of a genuine date. A wave of guilt washed over you as you recalled how self-centered you'd been, lost in your own desires and pleasure, rarely thinking about what might mean something to her beyond the sex.]

[The realization hit hard—how you hadn't once prioritized something as simple as remembering to ask for her phone number, let alone showing her that you could be more than just a self-serving lover.]

[Yet here she was, standing beside you, still willing to look past the mistakes you'd made, the times you'd neglected her needs. But today was different. You felt a resolve, a pressing need to make things right. The weight of your flaws and the promises you'd broken sank in, and for once, you knew you couldn't brush it off.]

[As you fastened her dress from behind, adjusting every button with care, you gently stroked her hair, your fingers lingering in a way that spoke of a deeper sincerity. This was your chance to fix things, to show her that she wasn't just another fleeting indulgence but someone you valued—right here, right now.]

"Why stop, Spencer-kun?" Shiina tilted her head cutely, looking at me with a hint of doubt in her eyes, her voice soft yet inquisitive.

I continued stroking her hair gently as I replied, "Have we ever actually dated, Shiina?"

"We have." She answered with a small smile. "I enjoyed our time together in the library very much, Spencer-kun. I think it could be considered a date."

Her gaze turned a bit more intense as she leaned closer. "Don't tell me you stopped because you think our relationship is too shallow, Spencer-kun?"

I didn't answer directly, but my silence seemed to give her an idea. She sighed, then looked me firmly in the eyes, resolute.

"In that case, you can make it up to me tomorrow, Spencer-kun. For now, let me help you." Her voice was soft yet determined.

She glanced down at my still-hard erection, then knelt gracefully before me, slowly undoing my trousers.

Her slender fingers wrapped around my hardened cock, holding it in her warm palm.

The more she gave herself to me, the heavier my guilt became. To her, maybe it had only been a short time or perhaps just yesterday since we met.

But for me, decades—forty or fifty years—had passed since I was last with her.

That time had diluted my feelings, left my memories of her faded, and replaced them with regret and an aching apology for having cast her aside for the sake of Arisu.

My emotions had become a confusing tangle of guilt and lust rather than the love I should have felt in the beginning.

I wasn't even sure how to respond to her eager affection, especially when I no longer had the same spark she still seemed to feel so strongly.

But she didn't give me much time to dwell on it.

Her soft hands, though clumsy at first, began to stroke my cock, teasing and exploring with tentative curiosity.

Gradually, her movements became more assured, each stroke expertly keeping me teetering on the edge.

Her innocent expression, focused as she worked her way along my length, sent waves of pleasure through me like I'd never felt before.

Despite her inexperience, it was as if her touch was divinely crafted, perfectly molded to guide me toward a release I could hardly resist.

The warmth of her hand enveloped me, her touch stirring every sensitive part of my skin, driving me closer and closer to my breaking point.

As her fingers continued their careful, earnest rhythm, I felt the undeniable swell within, knowing I was about to reach my climax.

I warned her, but she didn't seem to hear—or maybe she just didn't know how to react—because my release spurted onto her face, catching her by surprise.

"You came a lot, Spencer-kun," she murmured, exhaling lightly. "Since you want to date first, let's do that. But for now... please hold me, Spencer-kun. I want to feel your warmth."

She started wiping my cum from her face, then lay down on the bed, inviting me beside her. I nestled behind her, wrapping my arms around her as she lifted her leg slightly.

My cock pressed naturally between her thighs as we lay entwined, my hips instinctively grinding against her, unable to resist her closeness.

I kept grinding my cock against her warm, soft thighs, feeling the friction building between us as my movements grew more heated.

My hands wandered eagerly over her body, grasping her breasts and squeezing them firmly, fingers digging into her supple flesh through her fabric, relishing the way her body responded to my touch.

Over and over, I pressed myself against her thighs, my rhythm becoming increasingly desperate as I indulged in the sensation, letting my own arousal intensify.

Each thrust against her thighs brought me closer to the edge, my body straining with need until, finally, I couldn't hold back any longer.

With a low groan, I reached my peak, my release spilling against her skin.

Exhausted but satisfied, I wrapped my arms around her from behind, pulling her close as I drifted into sleep, my cock still nestled between her thighs, savoring the warmth and closeness of her body against mine.

[That night, you spent the night in Shiina's dormitory, drifting off early in the evening and sleeping soundly until midnight. As you lay behind her, arms wrapped around her waist, you could feel her warmth.]

[Earlier, you had been grinding against her soft thighs with your hardened cock, nearly taking her innocence right then and there. The memory of that forbidden, electrifying moment stayed vividly in your mind—Shiina still dressed in her high school uniform, her delicate legs encased in pristine white stockings, her short skirt riding up slightly, revealing just a hint of her soft skin.]

[You had pressed into her while she remained fully clothed, with her skirt and stockings adding to the forbidden allure of the night. The previous evening's bliss clung to you, making it impossible to forget the thrill of having her so close and yet untouched.]

[Now, you notice Shiina has changed into a soft, pink pajama set. Her previously musky scent from sleep has been replaced by the sweet, alluring fragrance of jasmine. You can smell the subtle aroma of her shampoo as you lean closer, savoring the contrast between last evening's sensual haze and her fresh, innocent scent this midnight.]

[Looking down, you see that your trousers have been adjusted back in place, hiding any lingering evidence of the previous night's escapades. It's clear that Shiina had taken care of things quietly and discreetly.]

[You glance around her room, deciding it might be best to sneak back to your own dormitory to let her rest. Carefully, you gather your belongings, preparing to slip out, but not before you lean down to gently kiss her forehead, whispering a soft goodnight blessing as you leave.]

[Back in your own dormitory, your heart skips a beat as you open the door to find Arisu asleep in your bed.]

[The faint moonlight casts gentle shadows over her peaceful form, reminding you that she must have used the spare key you gave her at the beginning of the school year.]

[You observed that she was in a deep, peaceful sleep, and realized that this might be the perfect chance to quietly slip away. But did you truly want to leave her side?]

[1. Yes, you probably should take the opportunity and do so quickly before she wakes up.]

[2. You still harbored strong feelings for her; your heart softened seeing her there, waiting for you so devotedly all day in your room. Part of you wanted nothing more than to snuggle up beside her, rest against her arm, and drift off to sleep together as siblings.]

[3. Sleep sex her in a more depraved way. It occurred to you that this was a tempting possibility, one that felt oddly justified. You knew she wouldn't resist; in fact, she'd likely be overjoyed by the outcome.]

The more I considered the options, the darker my expression became.

For heaven's sake, why did each option have to lean so heavily towards something so perverse?

The worst part was that I couldn't completely refute the statements—they seemed painfully accurate.

I could practically see how happy she'd be.

Unsure of how to decide, I paused, weighed each choice, and wondered what felt right.

Should I go with the first option, the second, or the third?

I mulled it over, my mind racing, until finally, I made my choice…