Cherreads

Chapter 30 - Chapter 30: The Virgin’s Temptation

The sun crept into the sky like a lazy cat, golden light spilling over the university rooftops. Shen Yuo had barely slept, his body spent but energized by the thrill of conquest. Kichou had left before dawn with a kiss that lingered on his lips, and the system had quietly buzzed new updates to his HUD while he brushed his teeth.

> [MILF Conquest System – New Quest Unlocked]

Quest: "Breaking the Innocent"

Objective: Find and seduce the virgin college girl who secretly desires intimacy but fears it.

Reward: Trait Unlock – First Touch (+Bonus Stat Growth, Emotional Attachment)

Bonus: If she confesses love before sex, double affinity gain.

"Sounds like a full-on RPG romance side-quest," Shen murmured, towel slung over his shoulder.

The new day beckoned.

---

CAMPUS LIBRARY – LATE MORNING

Shen rarely visited the library unless he needed air-conditioning, but today, something felt different. His steps were pulled—not by purpose, but by instinct.

And then, he saw her.

Sitting in the back row of the upper floor, bathed in a shaft of light, was a girl who seemed carved out of a softer world.

Petite, maybe 5'2", with long, silky chestnut hair that framed a doll-like face, glasses perched delicately on her nose, and a knit cardigan wrapped tightly around her conservative blouse. She clutched a worn book with both hands like it was her only shield from the world.

She looked up—wide doe eyes locking briefly with Shen's—and quickly looked down again, cheeks pinkening.

> [Target Scanned – Profile Unlocked]

Name: Airi Hoshizawa

Age: 19

Year: Freshman, Literature Major

Traits: Shy, High Empathy, Overthinker

Virgin: Yes

Secret Fetish: Unknown

Obsession Potential: Extremely High

Compatibility: 91%

SYSTEM RECOMMENDS: Proceed with Care — Emotional Bonding Recommended

Bingo.

---

Shen grabbed a random book—"Romantic Mythology in Edo Period Poetry"—and walked over.

"Excuse me," he said softly, standing at the corner of her table. "Mind if I sit here?"

She blinked up, startled. "U-Um, it's not taken."

Her voice was so soft it almost dissolved into air.

Shen smiled gently and sat opposite her. "This place is peaceful, huh? First time I've seen you here."

Airi gave a tiny nod. "I… usually come early when no one's around…"

"Introvert?"

She looked surprised. "Y-Yes… is it that obvious?"

"Not at all," Shen lied smoothly. "Just a lucky guess."

She gave the barest smile, then adjusted her glasses and looked back at her book. He noticed how her fingers trembled slightly—nervous around men, maybe?

He leaned slightly forward. "You're a Literature major, right? What are you reading?"

She turned the cover slowly. "The Lover's Unspoken Yearning".

Shen raised an eyebrow. "That's… a pretty intense title."

Her cheeks turned crimson. "I-It's not what it sounds like! It's about emotional longing, not… not that!"

He chuckled. "Relax, I'm just teasing."

Airi tried to hide her flustered face behind the book, but Shen caught the twitch of a shy smile behind the pages.

> [Affinity +3: Airi is mildly intrigued by your presence.]

[Charm skill: Gentle Approach — Activated]

---

Over the next hour, Shen didn't press too hard. He just stayed close, asking about her favorite authors, laughing softly at her literary takes, and letting the moment flow. Airi visibly relaxed, even giggled once, covering her mouth like she'd done something shameful.

Then, her phone buzzed.

She glanced at it—and sighed.

"Is something wrong?" Shen asked.

"My part-time job just canceled. They're closing early again… I was saving up for new art supplies."

"You paint?"

Airi nodded, eyes dropping to her lap. "Just as a hobby. I don't think I'm that good."

"Would you ever show me your sketches?"

She hesitated.

"I… I don't usually show anyone."

He leaned forward, voice soft. "Maybe I could be your first fan."

Her breath hitched. She looked at him then—really looked—and something softened in her gaze.

"…Maybe," she whispered.

---

CAFÉ ENCHANTÉ – LATE AFTERNOON

Airi and Shen sat in a cozy corner booth. Shen had ordered strawberry milk tea for her after overhearing it was her favorite flavor.

"How did you know?" she asked, wide-eyed.

"Just a good guess," he winked. (The system had whispered it, of course.)

Airi laughed—a real, melodic sound—and Shen saw the wall around her lowering piece by piece.

She opened her sketchbook. Tentatively.

The drawings were beautiful—soft charcoal portraits of parks, cats, and one striking self-portrait of a girl curled on her bed, half-buried under books and dreams.

Shen was stunned. "These are incredible."

"You're just being nice…"

"No. I'm serious. These belong in a gallery."

> [Affinity +5: Airi is beginning to trust you.]

[New Dialogue Option Unlocked: Confession Seed]

As the café grew dim with twilight, Shen gently asked, "Do you ever draw people you care about?"

Airi looked down. "No one's ever made me feel like drawing them…"

"…What about now?"

She looked up sharply, eyes wide. Then, she smiled—slow, nervous, hopeful.

"…Maybe I will."

---

DORMITORY GARDEN – EVENING

They strolled beneath the lantern-lit cherry trees behind the dorms. The petals had begun to fall again, a warm breeze catching her hair.

Airi spoke softly. "I used to be really scared of guys…"

Shen turned his head slightly. "What changed?"

"I don't know… Maybe it's the way you talk. You don't look at me like… like other guys do."

"How do they look at you?"

"…Like they want something from me."

Shen paused. "And how do I look at you?"

She didn't answer right away. Then she stopped walking and looked up at him. "Like… I'm a person."

Silence hung in the air.

He reached out and tucked a loose strand of her hair behind her ear. "You are."

She swallowed, visibly trembling—not from fear, but from something deeper.

Yearning.

Then, without thinking, she stepped forward and hugged him. Softly. Hesitantly.

Shen held her back, gently rubbing her shoulder.

> [Affinity +8: Airi feels emotionally safe.]

[System Suggestion: Do NOT initiate kiss yet. Let her make the next move.]

She pulled back slowly, but didn't fully let go.

"I… I've never felt this before," she whispered. "Like something's melting inside me…"

Shen smiled. "Let it melt. I'm not going anywhere."

---

Later That Night – Airi's Dorm

Airi stood at her door, fiddling with her keys, her fingers twitching nervously.

"I-I should go inside now," she said, glancing at Shen.

He nodded. "Of course. Thank you for spending time with me."

As he turned to leave, her voice stopped him.

"W-Wait…"

He turned.

Her cheeks burned red. "Would you… maybe… come see my room? I could show you more sketches?"

Shen met her gaze, stepping closer. "Only if you're sure."

"I am," she said softly. "I don't know why, but… I want you to see where I live. Where I… dream."

> [New Scene Triggered: "Airi's Sanctuary"]

Unlocking Emotional Depth…

Airi's dorm room was smaller than Shen expected, tucked into the corner of the all-girls' residence building. Soft yellow lighting bathed the space in warmth, giving it the feel of a hidden sanctuary rather than a student dorm.

Her bed was neatly made, a plush bear tucked at the corner. Sketchbooks and art supplies were scattered across a small desk. The scent of lavender hung faintly in the air.

She slipped off her shoes at the door and turned to him, unsure what to say next. "Um… you can sit on the bed if you want. Sorry, there's not much space…"

Shen nodded politely and stepped in, careful not to crowd her. He sat on the edge of her bed, hands on his knees, watching her move.

Airi pulled her cardigan tighter around herself, nervous fingers gripping the sleeves. She bit her lower lip and walked to her desk, lifting a sketchbook.

"These are a little… different from the ones I showed you earlier," she murmured. "I draw them late at night… when I can't sleep."

She sat beside him and opened the book.

What Shen saw caught him off guard—not because the sketches were erotic, but because they were intimate. Detailed hands brushing against bare skin. A cheek kissed in secret. A girl sitting in a man's lap, both clothed, but flushed with emotion.

"These are… beautiful," Shen said honestly.

"I don't know why I draw them," Airi whispered, voice trembling. "I've never even kissed anyone before… but I keep imagining what it would feel like."

She turned a page.

It was a sketch of her.

In bed.

Clutching her own arms, looking out at the viewer with soft, aching eyes.

"You drew yourself?" Shen asked.

She nodded. "Sometimes I wonder if I'll ever share this part of me with someone. If they'll understand what I want… even if I can't say it."

He reached out and gently touched the page, then met her gaze.

"You don't have to say it. I see you."

Airi blinked rapidly, lips parting. "Why do you say things like that?"

"Because I mean them."

She looked away, and Shen noticed her hands were trembling again—only this time, they didn't pull away.

"I don't know what this is," she whispered. "But I want to feel it. Just once…"

[Trigger Condition Met: Airi is emotionally open and physically ready to explore.]

[System Alert: "First Touch" Trait Activation – Double Bonding Efficiency Unlocked]

Shen moved slowly, inching closer, giving her time to stop him—but she didn't.

Instead, her eyes fluttered closed.

And when his lips finally touched hers, it was feather-light. A gentle, sacred brush of two souls meeting.

She gasped against him, not from fear but wonder, and kissed him back. Soft. Hesitant. Pure.

When they parted, she whispered, "That… that was my first kiss."

"I know," he said softly, brushing a knuckle against her cheek.

"You didn't laugh… or push," she murmured.

"I never will."

She leaned forward again, this time seeking his lips on her own. The second kiss was longer, fuller, her hands rising to rest on his chest, feeling the rhythm of his heart.

As the moments passed, the tension shifted—no longer hesitant, but expectant.

Shen gently placed his hands on her waist, lifting her slightly into his lap, letting her straddle him. Airi stiffened for a moment, then relaxed with a small, nervous giggle.

"I've never sat like this on someone before…"

"You're doing perfect," he said.

She rested her forehead against his, eyes fluttering open. "Can I ask you something?"

"Anything."

"…Do you think about girls like me? I mean… the quiet ones. The shy ones who draw and read too much?"

"All the time," Shen said truthfully. "But not because you're quiet. Because you're you."

Her breath caught again, and her lips trembled.

"…Touch me," she whispered. "I-I don't know how, but I want to feel it… your hands… just for a little while."

[Consent Verified — Initiating Bond Sequence]

[System Note: Maintain emotional synchronization. Virginity is sacred. Proceed with tactile initiation only.]

Shen slid his hands under her cardigan, his fingertips grazing the fabric of her blouse and the warm skin beneath. Airi gasped but didn't pull away.

He stroked up her sides, thumbs resting just under her bra line, waiting.

Her breath quickened. Her eyes searched his.

"I… I want to know how it feels… there," she said softly, guiding his hands upward, until they cupped her small, firm breasts over her lacy bra.

Airi's face burned red, but her hips instinctively pressed closer to him.

Shen gently kneaded her curves, thumb brushing her sensitive nipples through the cloth.

She whimpered. "It feels so… strange… but good. Like my whole body's waking up."

Her head fell onto his shoulder, lips brushing his neck.

"Please don't stop," she whispered.

Shen carefully reached around and unclasped her bra, letting it fall between them. Airi gasped as the cool air touched her bare skin.

His hands explored her now-bare chest, cupping her tender breasts, gently pinching and massaging until her moans grew louder.

Her hips began grinding into his lap on instinct.

"Something's happening…" she murmured. "Down there… I feel so hot…"

Shen held her tighter. "That's desire, Airi. Your body wants to be touched more."

She trembled in his arms, eyes half-lidded. "Then I want it… I want you…"

But Shen paused.

"Airi," he said seriously. "If we go further, it won't just be about touching anymore. Are you sure?"

She looked at him with tears in her eyes—tears not of fear, but emotion.

"I've never been more sure. I want my first to be someone who sees me… someone who makes me feel beautiful."

He kissed her again, deeper this time, pulling her closer as their heat grew.

Airi's First Time – System Entry Locked

For privacy and respect, the system dimmed all overlays as Shen laid Airi gently onto her bed, hands trembling now for the first time in a long while—not out of nerves, but reverence.

Their bodies moved in rhythm, guided by trust and tender discovery. Shen made sure every moan from her lips was met with gentle patience, that every plea was answered with care.

And when Airi clung to him with a cry, her innocence given fully to him, the system didn't cheer—it bowed in reverence.

[Quest Complete: "Breaking the Innocent"]

Reward Unlocked: Trait – First Touch

You've shared an emotional and physical bond with a virgin. Your empathy stat is increased. Emotional bond with Airi is now permanent unless broken by betrayal.

+15,000 Tokens

+2 Masculinity

+3 Allure

Skill Unlocked: "Heart Sync – Level 1"

You can now sense the emotional state of any bonded partner in your harem.

Later That Night

Airi lay against his bare chest, her fingers tracing circles on his skin.

"…Was it okay?" she whispered.

"It was perfect," Shen said, stroking her hair.

She smiled sleepily. "You're my first… and I don't want there to be a second."

Shen kissed her forehead, heart swelling.

"…There doesn't have to be."

She cuddled in closer, already dozing.

And just before sleep claimed her, she whispered,

"…I think I love you…"

[SYSTEM ALERT: Airi Hoshizawa has Fallen in Love with You.]

[Affinity Locked at MAXIMUM: 100%]

New Room Added to System Hub: "Airi's Heart"

You may now visit this emotional sanctuary within the Conquest Network.

---

More Chapters