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dior-luxury · 2 months ago

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You Being Super Oblivious Of Them Flirting With You

( ✧ ) ────── boyfriend stories . fluff/light romance - no prns .

- [𝐜𝐡.] 3rd years

- [𝐩:𝐬] slow burn . one-sided pinning (resolved) . light comedy . mild suggestiveness . teasing/banter . slight jealousy

Note: I sat down to write cute flirty headcanons and instead accidentally wrote all of these guys having a romantic breakdown in about their crush being so oblivious about the flirting. 💀 Then I thought they where good and just decided to go with that as the prompt!

Trey Clover

It had been going on for weeks.

Subtle, harmless gestures at first—sharing his homemade treats, seeking you out in the hallways between classes, and always making sure there was a spare seat beside him at Heartslabyul’s long, rose-lined table. You always took it. Smiling up at him, laughing at his jokes, even leaning against his shoulder sometimes when the evenings stretched long and drowsy under the golden canopy of dusk.

And yet.

You were completely, utterly oblivious.

“You’re really good at baking, Trey,” you complimented one day as he handed you a small, ribbon-tied box of matcha-flavored sweets, his personal recipe he never shared. You bit into one, eyes lighting up in delight. “I don’t know how someone like you is still single.”

Trey blinked.

“...Someone like me?”

“Yeah! Tall, dependable, cute smile—you’re like...dad boyfriend material.”

If he had been drinking tea, he might’ve choked.

Dad boyfriend material?!

Despite the polite, affable smile he wore, a faint twitch of disbelief rippled across his temple. Trey had dropped so many hints—letting you taste frosting off his finger in the kitchen, gently brushing your hair out of your eyes when you leaned too close to the oven, even calling you “sweetheart” under his breath when you dozed off during a study session.

And yet, here you were. Thinking he was some domestic teddy bear.

The final straw came during a Heartslabyul tea party, when you reached over to wipe a crumb from the corner of his mouth with your thumb, completely unaware of how red his ears turned.

“You’re always such a mess after eating cake,” you scolded gently.

“You do realize,” he said slowly, looking into your eyes with a rare, unreadable intensity, “that I only ever bring you the first slice.”

“Huh? I just thought I was lucky!” you grinned.

That did it.

He leaned in, lowering his voice as he caged you between the chair and the hedge behind. His gloved hand gently tipped your chin up. “I’ve been flirting with you for months,” he murmured. “How much more obvious do I have to be, shortcake?”

Your mouth dropped open. “Wha—wait, what?!”

Trey laughed softly, finally letting his forehead rest against yours, the tension melting into something warm, golden, and soft. “I swear, you’re sweeter than my tarts and twice as dense.”

Cater Diamond

“Okay, I give up,” Cater announced dramatically, collapsing face-down on the common room couch. “I’ve tried everything, and they still don’t get it.”

From behind his phone screen, he peeked at you sitting nearby, nose buried in a magazine, completely unaware of his suffering.

It had started as a game at first—light teasing, exaggerated winks, the occasional compliment laced with glittering charm.

“Looking good today, babe~” he’d say, snapping a selfie of the two of you while slinging an arm around your shoulders.

“Thanks, Cater! You look amazing too, as always!”

But you always said it like a friend. With zero hesitation, zero fluster, zero realization. You treated his affection like background noise—a quirk of his personality.

Even when he’d rested his head in your lap after a long day and looked up at you with dreamy, sleepy eyes and whispered, “You’d make a perfect boyfriend, y'know... if you’d let me,” you just chuckled and patted his hair.

“Aw, Cater, that’s sweet. You’d be a great boyfriend for someone, definitely.”

Someone.

SOMEONE.

He practically screamed into his pillow when he got back to his dorm that night.

Every day since then had been a desperate escalation. He started bringing you your favorite snacks, styling your hair for fun, sending you good morning texts with pet names like “sunshine” or “my star.” You responded with gifs. Gifs.

Finally, in a move of last-ditch desperation, he planned the boldest romantic gesture he could think of.

Cater rented out the photo booth in town, the one with the glitter backgrounds and soft lighting. He dragged you inside under the pretense of wanting “a bestie shoot,” and waited for the moment the countdown began.

Three…

Two…

One—

He turned, cupped your face, and kissed your cheek.

Click. Flash.

You blinked at him.

“Cater?? What was that for?”

He stared.

“No, seriously. Are you okay? Did you think I was sad or something? You can talk to me, y’know.”

Cater threw his hands up and groaned.

“You’re the one I like!! You! Not as a friend, not as a selfie buddy, not as a human pillow—I like you, you dense little cinnamon bun!”

Your eyes widened. “Wait. Are you flirting with me?”

He looked like he aged five years in five seconds.

“Yes. YES, BABE. That’s what the last four months were. Flirting. Full-throttle, heart-eyes, rom-com level flirting!”

“…Oh.”

A pause. Then, sheepishly:

“So… wanna take another photo? This time, maybe I kiss you on the lips?”

Cater blinked at your soft smile and the way your hand found his.

And just like that, every ounce of frustration melted into sparkly euphoria. “Oh my Seven,” he whispered with a grin. “Finally.”

Leona Kingscholar

Leona was not a man known for patience. In fact, most of the time, he prided himself on getting what he wanted with the least amount of effort. He was sharp, cunning, and confident enough to know that most people would bend over backward just to get a sliver of his attention. So when he set his sights on you—you, with your soft laugh, bright eyes, and completely clueless smile—he assumed it would be easy.

It wasn’t.

It started small. He’d lounge in the botanical gardens where he knew you always came to study. He made sure to growl off anyone else who might sit nearby, leaving the two of you in your own little secluded corner. He'd toss you the occasional compliment, his voice lazy and low.

“Tch. That look suits you, herbivore. Finally got some style.”

You’d blink at him with that warm, clueless grin. “Oh? Thanks, Leona. My friend helped me pick this outfit.”

He resisted the urge to growl. Again.

Then he escalated. He’d sit closer—closer than anyone would consider “just friends.�� He'd drop hints laced with suggestion, his eyes narrowing when you remained oblivious. He once even played with your hair, idly running his fingers through it while you yawned and continued taking notes on magical herbology.

It got to the point where Ruggie cornered you in the hallway, shaking his head in disbelief. “You seriously don’t get it? He’s basically marking his territory every time you’re near!”

“Huh? Leona? Nah, he’s just... touchy sometimes.”

Leona nearly tore his textbooks in half when he heard that.

The final straw came one warm afternoon when you plopped down beside him under the shade of a sprawling tree. You smiled and passed him a snack you'd made, and Leona, in a bold move of desperation and hunger for your attention, leaned down and bit into it directly from your hand, eyes locked on yours the entire time.

You just blinked and said, “You must’ve been really hungry!”

Leona threw himself backward into the grass with a groan, covering his eyes with his arm.

“Seven hells, you’re dense,” he muttered.

“Huh?”

He sat up again, eyes narrowed, voice husky. “Do I need to spell it out for you, herbivore? I’m not just hanging around you ‘cause I’m bored. I’m trying to get you to notice me.”

You tilted your head, confused. “But I do notice you…”

“No,” he growled, grabbing your wrist gently but firmly, tugging you closer. “Notice me. As in, I want you. You. Me. Together. You seriously didn’t get that?”

You froze. And then it hit you like a freight train. The closeness, the compliments, the touches, the possessiveness—

“Oh... OH.”

Leona smirked, fangs glinting in the sun. “Took you long enough.”

Vil Schoenheit

Vil was always graceful, always poised, always in control. He calculated every step, every glance, every smile. So naturally, when he decided to pursue you, he did it with the same precision he applied to a stage performance or a red-carpet event. Subtle glances, gentle compliments, a brush of his fingers across your shoulder. It was a slow-burning courtship that he expected would sweep you off your feet.

But instead?

Nothing.

Nothing but your charming smile and occasional, completely unbothered “Thank you, Vil!” or “You’re so sweet!” before skipping off to your next class.

He chalked it up to modesty at first. Maybe you were shy. Maybe you wanted to play hard to get. But by week three, when he sent you a handpicked bouquet of enchanted roses and you gave them to Professor Trein’s cat because “it matched her fur,” Vil nearly fainted on the spot.

So, he got bolder.

One afternoon, he strode into your dorm’s common room while you were curled up on a couch with a book. Wordlessly, he slipped beside you and sat right in your lap, settling as gracefully as ever, legs crossed, arm lazily draped around your shoulders.

You blinked. “Are you tired? You can sit here as long as you need.”

Vil’s eye twitched.

“Tired? No, darling, I wanted to sit somewhere comfortable and charming. Surely you understand the appeal.” He leaned in, his breath tickling your ear. “Or is my lap too forward for your delicate sensibilities?”

You laughed lightly. “Nope! You’re light. I didn’t even notice the weight. Kinda like a cat. A really fashionable one.”

Fashionable cat?!

Vil nearly stood up right then and there, scandalized. But no—he took a deep breath. Composure. Poise.

Until you reached up and started patting his head.

“You’re so pretty, Vil. I hope I can be as pretty as you one day.”

“…I’m not trying to be ‘pretty like you,’ I’m trying to be yours,” he hissed in exasperation, face dangerously close to yours.

You blinked again. “Wait… what?”

Vil’s patience finally snapped like a taut ribbon.

“For the love of all that is radiant—I have been flirting with you for months. I’ve complimented you, made time for you, bought you gifts, and now I am literally sitting on your lap! What more must I do? Wear a sign that says ‘I want to be yours’?”

You gaped at him.

“…I thought you were just naturally dramatic.”

Vil groaned, burying his face in your neck. “You’ll be the death of me.”

You awkwardly wrapped your arms around him, finally catching on. “Wait, so… you like me?”

He pulled back just enough to meet your eyes, expression softening ever so slightly. “I more than like you. But you, sweet potato, are so hopelessly dense.”

You laughed nervously, cheeks burning. “I’m really sorry… but, um… I like you too. I just didn’t think you’d like someone like me.”

Vil huffed, but a genuine smile curled on his lips. “Well, you’re mine now. And you’ll never be oblivious again, because I won’t give you the chance to miss it.”

Rook Hunt

To Rook, this was a challenge—a delicious, exquisite one.

He was well aware of how utterly unaware you were. The first time he realized, it was during archery club. He complimented the way your arms flexed as you pulled the bowstring, his tone sultry, his gaze locked on you like you were his prey.

You grinned and said, “Haha, thanks! I’ve been working out my shoulders. Good for posture!”

He tilted his head, lips curled in amusement. “Ah, ma colombe, you are truly a creature of mystery~”

But instead of giving up, Rook only doubled down. He started leaving flowers at your desk with poetic notes—sometimes with metaphors so thick they practically screamed “I am in love with you!”

You just thought it was a Rook thing.

“You’re so sweet! You write such beautiful stuff. Have you thought of joining the poetry club?”

Poetry club…?! Mon dieu, I am baring my soul!

He even tried the "accidental touch" method—fingers brushing yours when passing a book, hands lingering too long during sparring practice. Yet you never reacted with more than a casual smile and a “You okay?”

And Rook? He found it thrilling.

“This unawareness… this resistance… c’est magnifique!” he whispered one day, watching you from the balcony like a Shakespearean ghost. “You are like a doe in the forest, unaware of the eyes that follow you in reverent adoration…”

The final straw was when he kissed the back of your hand under the moonlight after walking you to your dorm. With an air of mystery and drama, he looked into your eyes and murmured, “Bonsoir, ma lumière…”

You giggled. “Wow, you really should join the drama club. That delivery was incredible.”

Rook clutched his chest like he’d been shot, but he was laughing too. Of course. Of course you didn’t get it.

But that just made him want you more.

“I shall make it my mission to pierce through the veil of innocence that blinds you, mon trésor,” he declared to the stars. “You will see me—not as a friend, not as a fellow student��but as the man who has adored you all this time.”

Idia Shroud

It was exhausting trying to flirt with someone who didn’t even realize you were the final boss in their dating sim.

Idia never considered himself bold—not IRL, anyway. Most of his romantic experience came from watching his OTPs go through slow-burn arcs in visual novels or tragic anime love stories. But when it came to you, he was trying. Like, genuinely. In his own glitchy, socially awkward way.

He’d wait outside your classroom “totally coincidentally” with his tablet in hand, acting like he wasn’t tracking your class schedule to the minute. He even upgraded Ortho’s AI recognition software just to find excuses to walk past you more often. He quoted romantic lines from his favorite games to you, hoping you’d get it—but every single time?

You’d just blink. Smile. Nod like he was being cute.

“Oh, that line was so poetic! Is that from a movie or something?”

“B-bro that’s from Stellar Lust IV! The confession scene where the star-crossed lovers reunite under a dying moon! Are you seriously not…? Nvm.”

One afternoon, he got bold. He invited you to his room. That alone should’ve been a confession—no one entered his sacred gaming lair unless they had maximum trust level.

He cleared off a place on the bed, installed RGB mood lighting, even had anime OSTs playing softly in the background. He hyped himself up for weeks for this. He was going to drop a flirt so obvious, even a level 1 NPC could read it.

“So, u-uh, you ever wonder what it’d be like to… y’know… date a genius tech prince who could hack into the city grid just to turn all the traffic lights green for you?”

You tilted your head. “That sounds dangerous… but also kind of cool? Is this part of your new game concept?”

He.exe stopped working.

The blue flames of his hair turned pink for half a second before sizzling back.

He mumbled something incoherent and turned back to his computer, pulling his hoodie so far over his head he looked like a turtle. “N-no, yeah, that was just… haha… worldbuilding...”

He’d keep trying though. One day, he’d craft a cutscene so perfect, even you couldn’t ignore the affection coded into every line.

Malleus Draconia

Malleus was not used to being ignored. Or overlooked. Or, heaven forbid—misunderstood. He was the Crown Prince of Briar Valley, the most feared and powerful student on campus. And yet, here he was, casting ancient spells to conjure glowing roses and coaxing fireflies into hearts over your tea cup—only for you to respond with:

“Wow, Malleus! You always make things so aesthetic!”

He blinked. "Aesthetic?"

“Yeah! Super vibey. You should be a party planner.”

He nearly short-circuited.

This had been happening for weeks. He’d memorized your schedule, just so he could “coincidentally” be where you were. He’d offer to walk you home under the stars, hoping for soft-spoken confessions—but you only asked him if he thought raccoons had hierarchies in their little trash kingdoms.

...You were enchanting. But you were driving him mad.

One day, after finding yet another love poem he’d slipped into your book returned with grammar corrections (you thought he was practicing his prose), he decided on something bold. Direct. Unmistakable.

“Child of man,” Malleus said one twilight evening as you both sat beneath a tree, “if I were to tell you that my heart beats differently in your presence, that the night air tastes sweeter when you laugh—what would you say?”

You tilted your head, thinking. “I’d say you have a really poetic way of saying you like hanging out.”

“I do not merely like hanging out,” he said slowly, brow twitching. “I wish to court you.”

You stared. “Like… on trial?”

“…Romantically.”

“Ohhhh.”

Silence.

“Wait, me?!”

Malleus closed his eyes and inhaled. Patience. He could wait a thousand years more. But hopefully not.

Lilia Vanrouge

Lilia Vanrouge had seen centuries of war, peace, love, loss—and yet nothing, nothing, had prepared him for the sheer unshakable obliviousness that was you.

It started innocently enough.

He’d toss a wink your way whenever he passed by in the hallway. He brought you little trinkets from the village during his off-campus ventures—flowers woven into chains, sweets with hearts drawn on the wrappers, one time even a hairpin shaped like a bat. You had smiled and thanked him with the kind of radiant purity that could blind a mortal man. And then you tucked the bat hairpin in your pencil case.

Your pencil case. Like he was a math worksheet and not a 700+ year old fae trying to court you.

Still, he found it endearing. You were cute in a way that made his ageless heart ache, and he loved a challenge. So he tried harder.

“You know,” he drawled one afternoon, leaning over your shoulder with a voice like velvet, “in my youth, a suitor might serenade their beloved beneath the moonlight.”

“That’s sweet,” you said, eyes on your textbook. “Did they ever get noise complaints?”

He blinked. “...Noise complaints?”

“Well, if it was late and they were singing outside someone’s window… I bet a lot of people weren’t exactly swooning.”

For a moment, Lilia just stared at you. And then he burst out laughing, so hard he had to wipe a tear from his eye.

“You are either brilliantly teasing me,” he chuckled, “or heartbreakingly naive.”

You smiled at him, not understanding in the slightest.

The final straw came when he invited you for a midnight flight—romantic, intimate, just the two of you soaring above the moon-drenched trees. You screamed with laughter and clung to him the entire way, yelling about how cool it was and how friends like him were the best.

“Friends,” Lilia repeated afterward, voice soft and low as you happily ate the little picnic he’d prepared.

You looked up. “Yeah. I’m lucky to have you.”

He sighed with a small, defeated smile, but his eyes were warm. “The luck,” he murmured, “is all mine, dear.”

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