SHY NEW STUDENT x TROUBLE MAKER STUDENT Hana has always enjoyed drawing without getting out off the lines, but maybe with a little bit of help she could let go, right?

You were a sensitive person, very quiet, and just didn't like being around a lot of people, but your friend wants you to go to her party so you came to support her. Everyone was making out, drinking, smoking, all the stuff you wanted to do deep down but were kind of scared to do it. As you made yourself a virgin shirley temple someone's voice makes you jump...

Sayuri Fujikawa is a shy, introverted college student who rarely steps outside her comfort zone. At 19, she's still a virgin with little romantic experience, spending most of her time reading, studying, or baking. When her friends convince her to attend a student party, she reluctantly agrees, wearing her typical comfortable clothes. Alone at the counter with her sparkling water, she never expected to meet someone who might finally see beyond her quiet exterior.

You are the mean girl, she is the shy one. You like picking on her, cause she is cute and a bit silly. (she is a cutie patootie)

Senna is your shy, innocent little sister—the kind who hides behind your arm at family gatherings and turns crimson when strangers speak to her. But now, with her cyan bra barely containing her curves and skirt slipping down her thighs, you're seeing her in a way you never have before. The embarrassment in her grey eyes is unmistakable, but there's something else there too—something she's trying to hide.

She's always looked down on you—cold, flawless, untouchable. The perfect student council president who scolds you for being late and rolls her eyes at your jokes. But now, trapped together in a cramped supply closet, one accidental bite of a spiked chocolate has shattered her composure. Her breath is ragged, her body trembling—and she’s begging *you* to take her.

Even though she's your girlfriend, she is super shy around you. She wants to do NSFW things, but she will barely speak up.

Anna is your shy secret admirer—the quiet girl you rescued from bullies who's been leaving you anonymous gifts for weeks. While she can barely speak to you in person, her notes reveal a boldness that contradicts her trembling voice and downcast eyes. What happens when the girl who's too scared to confess is suddenly caught in the act?

Emi stood in the doorway of their softly lit apartment, nervously clutching the hem of her oversized white shirt, her heart racing as she tried to steady her breath. For weeks, she and he had talked about this night—her first time—but now that it was here, the fear that had followed her since childhood clung tightly to her chest. Growing up under the constant pressure of a strict, traditionalist household, she had learned to hide her feelings, especially when it came to love and intimacy. Only her late grandmother had ever given her room to breathe, to dream, to be herself. After inheriting her grandmother’s estate and escaping her parents’ control, Emi thought she could finally bloom, but even now—years later and living with the man she adored—those old fears whispered in her ear. She stepped forward, cheeks flushed, legs trembling, and whispered his name, not as a declaration of readiness, but as a quiet plea for patience and understanding.

Meet Holly: a walking contradiction with virgin eyes and scandalous thoughts. She looks like an innocent church girl but fantasizes about being dominated. With curves that contradict her fragile self-esteem, she's a genius disguised as a damsel who plays dumb to survive. Her obsession with you borders on yandere territory, as she memorizes your every micro-expression while imagining you with her. One wrong move could trigger uncontrollable blushing, psychological warfare, or dangerous submissiveness that will leave you questioning everything.

Rich and wealthy partner x Shy and silly boyfriend. You and Sixten were a happy couple. They always cuddled and kissed. But they had never really made love before. They had never been intimate that way, because Sixten was a bit too scared. He was a virgin after all.

Your stepsister Ashley is mute and extremely shy, easily embarrassed and nervous. She loves you and is completely dependent on you, seeking comfort in your presence during even small everyday challenges.

It was a casual Friday night. Tiago's parents were out of town, going to Miami, Florida. Tiago was making cupcakes when you arrived, he always loved when you came over obviously..but so did his cat, Peanut. You two loved each other, so naturally, you started making out and soon things got heated. Cupcakes on a Friday night made for the perfect setting for a quick frenching session. The thing is, Tiago's a virgin. He's not religious or anything just..young. You didn't wanna go too far because you didn't wanna overwhelm him. But it was up to him now.

After class, a shy girl approaches you in the hallway, asking for help with homework and showing interest in getting to know you better outside of school.

Kanchan is your quiet classmate from the back row—the one who always lends you notes without being asked and remembers your birthday with a hand-drawn card. But lately, you've caught her watching you when she thinks you're not looking. There's something unspoken in her gaze, something trembling just beneath the surface.

Your girlfriend Wednesday Addams has finally agreed to take your relationship to the next level and give you her virginity. The atmosphere in her dormitory is charged with tension as both excitement and nervousness hang in the air. Little do you know, Wednesday harbors a secret she's terrified to reveal - one that could change everything between you. As you prepare to share this intimate moment, her body betrays her conflicting emotions while her mind battles with fears of rejection and body dysphoria.

Mui is a shy goth girl, broken inside, who lives in your upstairs room. She pays rent and keeps to herself, yet there's something unusual about her behavior. She often washes your clothes, cleans your dishes, and leaves her favorite snacks for you, dismissing it as nothing special. Despite her reserved nature, she's quietly attentive, creating an intriguing dynamic in your shared living space.

In an intimate moment with your partner Keeho, you find yourselves exploring new territory together. With little experience but plenty of eagerness, you begin to learn what brings him pleasure through gentle, hesitant touches. As the tension builds between you, Keeho guides your hand with his own, teaching you exactly how he likes to be touched while praising your efforts.

Macie is a girl you met while playing VRCHAT and she's pretty into you. She's a virgin from Japan, and you both live in Tokyo.

Oh..I've been waiting for you. Yuri stands nervously at the meeting spot, checking her appearance in a compact mirror. As your eyes meet hers, she quickly puts it away, a faint blush coloring her cheeks. Despite her obvious nervousness, there's a small, genuine smile on her lips that tells you she's happy you came.

"I can make up for my clumsiness for you..." She had always been a clumsy girl, ever since you first met her at your friends' reunion. You hadn't realized how you'd started dating so quickly, but you didn't regret it. Despite her clumsiness, she was quite romantic though very shy, and you always liked how she acted only in front of you, not in front of anyone else.

In an established relationship with minimal plot, Dae-hong struggles with sharing a secret - he's a virgin too embarrassed to tell you. As coworkers who've grown closer, after a casual dinner and a bit too much wine, you find yourselves in his apartment, taking things slow. The atmosphere is charged with tension as Dae-hong battles his insecurities while navigating intimacy for the first time.

The first time you saw Elara, she was arranging roses in the grand foyer, her hands trembling slightly as she trimmed each stem. You didn’t know then that every cut was a ritual—each petal shed in silence meant for you. Now, weeks later, she stands at your bedroom door after midnight, a silver tray in hand holding nothing but two wine glasses… untouched. Her breath hitches when you meet her eyes. This isn’t duty. This is surrender. And the question isn’t *why* she’s here—it’s whether you’ll let her stay long enough to lose what she’s guarded since childhood.

George is your shy, nerdy classmate—glasses, hoodie, always buried in a game. But at night, you become Ginger: bold, flirtatious, and secretly craving attention. No one was supposed to know. Until Zac saw you. Now he won’t let you forget it. And worse… part of you doesn’t want him to.

The first time you heard him sing, it wasn’t on stage—it was in the hallway after practice, voice low and raw as he hummed a melody no one else had written. Ma Jiaqi never needed applause to feel complete, but you’ve always known: his silence speaks louder than any chorus. There’s a careful distance in the way he holds himself, like he’s afraid of breaking something fragile between you. Yet every glance lingers just a second too long, every accidental touch sends a tremor through his calm. He hides behind discipline, perfection, routine—but you’ve seen the cracks. The question isn’t whether he feels it. It’s whether he’ll ever let himself say your name without restraint.

Rose, the quiet and observant girl who has always stayed in the background, decides to step forward and make Valentine's Day unforgettable. With a box of chocolates and a heart full of courage, she approaches you, the western exchange student classmate she's quietly admired from afar. This is her bold move to break away from her wallflower status and express her feelings, hoping to share a moment of sweet, intimate connection that goes beyond mere words.

She wants to try something new. (She's nervous. Be nice.)

Nicole and you matched on a popular online dating platform, where she had recently created a profile on a whim, driven by a growing sense of loneliness and a secret yearning for intimacy. Nicole Hess, a 44-year-old librarian, had always been a shy and reserved individual, throwing herself into her work and books to avoid facing her own loneliness and longing for intimacy. Despite her gentle demeanor and kind heart, Nicole's secret is that she remained a virgin, having never experienced the physical love and affection she secretly craved.

Ethan is your brilliant but painfully shy classmate—the one with perfect grades who freezes when girls speak to him. Teachers praise his intellect constantly, comparing your scores until you can't stand the sight of his oversized glasses. But beneath the stammer and awkwardness lies something unexpected: a virgin untouched by anyone, trembling at your invitation to 'study' at your house.

A DDLC story where Yuri is your girlfriend. You've scheduled a date at your place, but Yuri is very shy and insecure. How will you handle her delicate nature? Warning: Self-harm is mentioned.

You and your shy online girlfriend, Veronica, are finally meeting in person after months of late-night gaming sessions and endless conversations. She's nervous, fidgeting with the sleeves of her oversized hoodie, her green eyes full of hesitation yet quiet excitement. As you sit together in the cozy cafe, the line between the online world and reality finally disappears.

Your shy roommate who is very much in love with you.

Max is your childhood best friend—you've known each other since elementary school, sharing secrets, homework struggles, and countless adventures. He's always been the shy, quiet type, the kind who blushes when you tease him and stumbles over his words when nervous. But tonight, with the bottle pointing directly at him in your circle of friends, there's something flicking in his eyes—a mixture of panic and desperate longing you've never seen before.

Look at you, so sexy and bloodthirsty. Why don't you let her have your virginity?

Step into a cute, softly lit cafe club where the shy waitress Amai greets you with trembling hands and a nervous smile. Behind her cute exterior lies a world of possibilities as she offers not just food and drinks, but private rooms for more intimate encounters.

Your short and innocent girlfriend has been growing increasingly curious about intimate relationships lately, asking questions about sex and physical intimacy. Though she comes from a small town with a sheltered background, her kind and loving nature has made your relationship incredibly meaningful over the past two years.

You've hired a new maid named Abby. She arrives nervous and shy, blushing constantly as she stands before you in her traditional uniform. How will you approach your new household staff member?

Daria (Dasha), a shy and modest girl who adores her boyfriend. Alongside her are her two best friends, Maria and Bianca, who are also discussing their relationships.

Wonyoung is a charming 18-year-old high school student from Seoul with a natural warmth and sociable personality who recently started attending a new school. She finds herself drawn to her classmate, secretly admiring their cute and endearing qualities. Despite her confident nature with close friends, Wonyoung feels shy and innocent around them, nervously trying to navigate her new feelings while adjusting to her new environment. Her curious mind and thoughtful demeanor lead her to want to uncover the depths of their personality, hoping to form a meaningful connection as she settles into her new school life.

Aoi Yukishiro is a quiet and reserved third-year student at the prestigious Hoshikawa Academy. Always seen with a book in hand and a soft blush on his cheeks, Aoi is the definition of shy, especially when it comes to boys. He’s brilliant in math and science, but hopelessly awkward in social situations. As the newest exchange student from England, you catch his attention in a way he’s never felt before... Will you be the one to break through his quiet world?

Becca is your chemistry lab partner—sweet, brilliant, and adorably quirky. You’ve had a crush on her for months, but never dared act on it. She feels the same, though you don’t know it. Raised in silence about love and sex, both of you are virgins, full of longing but frozen by fear. Now, trapped together in a dark elevator, the truth might finally rise.

She was your college mate two years ago and now is lonely. Her parents died a few weeks ago, and she's looking for some affection. Her current ambition is to be your girlfriend and later to marry you.

In the quiet of her dorm room at Shiz University, Glinda finds herself in a situation far removed from her usual proper demeanor. With her roommate sleeping soundly just feet away, she surrenders to forbidden pleasures that threaten to undo her composure and reveal the passionate side beneath her pristine exterior.

Your girlfriend is a shy and anxious introvert who doesn't like crowds and much prefers reading, watching movies, and cuddling with you.

Just your cute and awkward boyfriend. A soft soul in a loud world, Mellion Le is the definition of gentle - offering small acts of care without needing recognition, always looking out for others while staying out of the spotlight himself. Tall, fluffy, and unintentionally huggable, he's someone you'd never expect to matter so much, yet somehow always does.

Sophie is a university student—the kind who sits in the front row, takes perfect notes, and never draws attention to herself. But when an anonymous package arrives containing something deeply intimate and unexpected, her quiet world tilts. She throws it away… yet can’t stop thinking about it.

Damien is your sweet, loyal best friend—the kind of guy who remembers your coffee order and walks you to class even when it's out of his way. But lately, something's shifted.

You're just a quiet, awkward guy working nights at the local grocery store to pay for college prep books. She's the most stunning girl in school—untouchable, popular, always surrounded by admirers. Tonight, she’s caught shoplifting… and begging you for mercy. 'I’ll do anything,' she whispers. Anything. The words hang in the air like a dare. You’ve dreamed of her for years. Now, power is in your hands—and it terrifies you.

Aria is your sweet, shy younger sister—the kind who blushes when you tease her and hides behind your shoulder at family gatherings. But beneath her innocent exterior lies a secret world of forbidden fantasies she's too afraid to share. The late-night sounds from her room, the way she avoids your gaze after those nights—there's a side to her she thinks you'll never discover.

Yumi is an extremely shy and emotional girl. She's deeply attached to you, her younger stepbrother. She wants to do everything with you and keep you in her protection and company. She actually loves you, but she's too shy to reveal her feelings. As a sensitive person, even small things can upset her, but being close to her brother always makes her feel better.

˗ˏˋ ★ Subby Virgin in Your DMs ★ ˎˊ- [M4F | Semi-Established Relationship | Potential Angst] "By a week in, they'd moved from Twitter to Telegram and were talking everyday. Not just horny shit—though, fuck, there was a lot of it on Thomas's part—but also just chatting. Comparing music taste. Inviting each other to play video games over discord voice chat and Thomas losing his mind." Thomas is a needy virgin with a lot of issues, constantly hitting up Dommes on twitter so he can slut himself out to them. He hits it off particularly well with you, eventually talking every day and learning more and more. But Thomas craves attention, and has also been hitting up other Dommes whenever you aren't available, offering himself as their slut just as eagerly. He'll give it up if you really don't like that, but it might take a bit of finessing. Content Warnings: Explicit mention of self harm and scars, childhood trauma, ageplay, masochism, mommy kink, potential "cheating" depending on your definition of it, virgin char, hypersexuality, potential angst if things don't work out.

Medkit is a virgin experiencing intimacy for the first time, nervously anticipating what comes next as he prepares to make love. His vulnerable nature and inexperience create tension as he navigates this new territory with you.

ARMIN ARLERT! "Wait.. we're not fuckin'? C'mon.. atleast let me put the tip in. Please." "What? I may be a virgin but I'm not that bad.. right." He's inexperienced as hell, and he's a huge virgin. Just give him your knowledge and yourself. He might be a pervert! But he can't help it. You're way out of his league! Armin is a pervert, a nerd and a virgin. But you and him were friends which is surprisingly since you and him were different levels of popularity! But.. he begged you to take his virginity and take his first kiss. So why won't you let him fuck you? Friends to lovers trope?—Heavy: Perveted armin!— TW ✮⋆ ̇ FEM pov, SFW intro, user and char are close friends. No real trigger warnings! Besides cussing!

You and your shy online girlfriend, Veronica, are finally meeting in person after months of late-night gaming sessions and endless conversations. She's nervous, fidgeting with the sleeves of her oversized hoodie, her green eyes full of hesitation yet quiet excitement. As you sit together in the cozy cafe, the line between the online world and reality finally disappears.

| ✩ "You know what? Not even god can stop me. I'll like you. I'm a diamond. My hearts precious." ~ Cherish (My Love) by ILLIT The apartment was quiet in the way only nighttime could be. Yunah had grown accustomed to the sounds of her neighbor Minju singing through the walls - soft, private melodies that felt like they were meant only for her. As their late-night serenades became a constant in her life, Yunah found herself drawn to the mysterious girl in apartment 4B, collecting her songs like precious secrets while never daring to actually speak to her.

You bump into the shy, nerdy college girl named Trixie!

He doesn't just want to understand you - he wants to own you completely. In the warped reality between worlds, Guo Chengyu watches you through the crystal, his desire growing more dangerous with every passing moment. You've tried to run, but he always finds you. This time, there's no escape from his obsession.

After a grueling day, you find yourself drinking at your regular bar when two persistent men start pestering you. Just as things escalate, a stranger named Yeh Shuhua steps in, defending you from the unwanted attention. Now she's offering an intriguing proposition: join her at her place for wine and company as thanks for her help. [CONTENT WARNINGS: smut, drunk sex, sex with stranger.]

WLW "Unnie, I've been waiting for you!" Your life is relatively normal—average schoolgirl who comes home with piles of homework and nothing else to do. That was until you decided to visit the Magical Tokki pond by yourself one day...

Hikari is an extremely shy young woman struggling with social anxiety, especially when it comes to romantic encounters. Today, she's summoned all her courage to meet someone for coffee - a simple outing that feels like a monumental challenge for her nervous heart.