# DEAN HEYWARD-DI LAURENTIS
⤿ DEAN HEYWARD-DI LAURENTIS was the boy no one could get enough of. The thing was, you just didn't get it... until you did.
!! wc: 2.8k. fluff. fem!reader. enemies to lovers ish. flirting. innuendo. dean being dean. dean fell first and hard. reader lowkey nonchalant w it. COME TO ME MY FELLOW OFF CAMPUS LOVERS. i will die for this series and briar u and the kids series. taglist open. off campus masterlist coming soon. ENJOY.
By the time you realized Dean Heyward-Di Laurentis was flirting with you, it was already too late to do anything about it.
Not because he was subtle, because he absolutely was not, but because Dean flirted with everyone in a way that made him difficult to read at first. He smiled too easily, leaned too close during conversations, carried this effortless warmth around with him that made people naturally gravitate toward him without even realizing they were doing it. Most girls at Briar noticed him immediately, and most of them reacted exactly the same way whenever he walked into a room.
You hadn’t.
That alone seemed to fascinate him more than it should have.
The first time you met him had been at a party during your sophomore year, one of those overcrowded hockey house parties where the music was too loud and the floors were sticky from spilled alcohol, where bodies moved shoulder to shoulder through dim lighting while somebody shouted along terribly to music in the kitchen.
You’d been standing near the back porch trying to escape the heat inside when Dean stepped out beside you holding two beers.
At the time, you only knew of him as one of Briar’s hockey players, though that was nearly impossible not to know considering how often everyone at this damn school talked about that team.
“You look miserable,” he’d said casually, offering you one of the beers.
You glanced at it before looking back at him. “You offer drinks to unhappy strangers at all of your parties?”
“Only the pretty ones.”
You had laughed then despite yourself, mostly because he’d said it so naturally that it didn’t even sound rehearsed.
“That line probably works on a lot of people.”
“It works better when they don’t immediately insult me after.”
“You survived.”
“Barely.”
There was something unfairly likable about him up close. Maybe it was the confidence that was accented by dimples, or maybe it was the fact that unlike some of the other hockey players, Dean actually listened when people spoke to him. Conversations with him felt easy in a dangerous sort of way, the kind that slipped by too quickly without you noticing.
You ended up talking with him for nearly an hour that night.
Then somehow he started appearing everywhere afterward.
Sometimes it was accidental. Other times it very obviously was not.
You’d find him outside one of your lecture halls leaning against the wall waiting for Garrett or Logan only for him to fall into step beside you afterward, like it was the most natural thing in the world. He’d steal the seat next to yours in class despite it being a lecture hall with plenty of open seats.
He'd distract you while you studied, complain dramatically whenever you refused to help him with assignments he definitely could have done himself if he tried hard enough.
And slowly, without either of you acknowledging it outright, he became part of your life.
It happened in pieces so small you barely noticed them.
Dean texting you first whenever something funny happened.
Dean showing up at your apartment with coffee because you mentioned once that you hated mornings.
Dean touching the small of your back absentmindedly when he moved around you in crowded rooms.
Your friends noticing the shift long before you did.
“He likes you,” your roommate had told you one night while you got ready for bed.
You rolled your eyes immediately. “Dean likes everyone.”
“No,” she drawled carefully, “I think he really likes you.”
At the time, you brushed it off.. mostly because the idea felt ridiculous.
Dean Heyward-Di Laurentis was charming in a way that belonged to everyone around him. He laughed with everybody, flirted with everybody, made people feel wanted so effortlessly that it was hard to imagine any of it meaning something deeper.
And maybe that was the problem.
Because you never realized how serious it had become for him.
Not until much later.
Not until the night everything finally cracked open between you.
It happened in late November after one of Briar’s home games, when the campus had already started settling into winter, and the air outside the arena carried that sharp cold that made your lungs ache when you breathed too deeply.
You waited near the parking lot while students poured out around you in loud groups, bundled in jackets and scarves while snow flurries drifted lazily through the streetlights overhead.
You had almost decided to leave by the time Dean finally emerged from the arena.
The parking lot outside Briar’s hockey rink had thinned considerably over the last fifteen minutes, the loud clusters of students slowly disappearing into the snowy dark while the cold deepened around you in sharp, biting waves.
The game had ended almost half an hour ago, but postgame celebrations always dragged on longer after a win, especially when the team played the way they had tonight. They were fast and aggressive and good enough to keep the crowd screaming well into the third period.
You stood near the edge of the sidewalk with your hands shoved deep into your coat pockets, shifting your weight occasionally to keep warm while snowflakes drifted steadily from the sky overhead. They gathered in the sleeves of your coat and melted against your skin, dampening pieces of hair near your face while your breath curled visibly in the freezing air.
Your phone screen lit briefly in your hand.
11:42 PM.
You should probably go home at this point. Plus, why stick around anyway? The only people who stuck around this long were family, significant others, and girls who were hoping to get lucky with a player. You were none of the above.
That thought had crossed your mind at least four times already, especially considering Dean had no idea you were even waiting for him out here in the first place. You could still leave now before he came outside and preserve at least some of your dignity, because standing alone in a freezing parking lot after nearly midnight waiting for a boy who smiled at you a little too nicely was not behavior you were particularly proud of.
Still, your feet stayed planted where they were.
Which was embarrassing to unpack if you thought about it too hard.
The arena doors finally swung open again a few seconds later, releasing another burst of noise and warmth into the cold night air as several players filtered out alongside a few students lingering near the entrance. You looked up automatically, more out of instinct than intention.
Then you saw him.
Dean Heyward-Di Laurentis, himself, walked out laughing at something one of his teammates said, hockey bag slung over one shoulder while exhaustion visibly weighed through the line of his posture. His damp hair curled slightly from sweat beneath the harsh overhead lights, and even from a distance, you could see the fatigue sitting heavily across his face after the game.
Then his eyes landed on you.
And his entire expression changed.
It was subtle enough that most people probably would not have noticed it unless they were looking carefully, but you did.
The exhaustion softened first.
Then his shoulders loosened slightly beneath the weight of his bag, tension easing from him in real time as warmth spread slowly across his features. The tiredness didn't disappear entirely, but something gentler replaced it now, something so immediate and instinctive that it sent an annoying little flip through your stomach before you could stop it.
“There you are,” Dean said once he reached you, his voice roughened slightly from yelling over the game and the freezing night air.
Something about the familiarity of it settled strangely in your chest.
Not the words themselves, but the way he said them, easy and certain, like he had expected to find you waiting for him outside the arena all along. Like your presence beside the rink after every home game had become something reliable to him, something normal.
You tried not to think too hard about why that affected you as much as it did.
Instead, you shoved your hands deeper into your coat pockets and forced yourself to sound casual when you said, “You played decent tonight, Di Laurentis.”
Dean immediately looked offended.
“Decent?” he repeated, adjusting the strap of his hockey bag higher onto his shoulder while he stared at you in disbelief. “That’s what I get after scoring twice? And defending my goalie after he got knocked? And pointing to you after I scored? And cheering G up in the locker room?”
You shrugged, though his grin was already making it annoyingly difficult to hold onto your composure for very long. “You want me to lie and say you were amazing?”
“Yes, actually, that would be nice.”
The laugh that slipped out of you came easier than you intended, soft and visible in the cold air between you.
For a second, Dean just looked at you.
Not in the careless, charming way he usually looked at people, but openly because your amusement was something worth paying attention to. Snow caught lightly in his light hair and along the shoulders of his jacket, while the harsh lights from the parking lot reflected faintly across his face. Despite the exhaustion still lingering around him after the game, there was some playful warmth creeping back into his eyes.
The look on his face made your chest tighten in a way you were trying very hard not to examine too closely.
Without really discussing it, the two of you started walking toward Malone's together.
The arena noise slowly faded behind you with every step, swallowed by the quiet stillness settling over Briar this late at night. Snow crunched softly beneath your boots as you moved side by side down the sidewalk, your shoulders brushing occasionally whenever one of you drifted too close. The roads nearby had mostly emptied by now, leaving only the occasional headlights cutting through the dark or the distant sound of voices carrying across campus.
The snow had started sticking properly sometime during the third period.
Now it dusted across the ground in thin white layers and gathered along Dean’s hair in uneven flakes, catching briefly in his lashes whenever he glanced over at you. The cold had turned the tip of his nose pink, though somehow it only made him look more unfairly attractive.
“You waiting long?” he asked after a moment.
“Not really.”
“Bullshit. That's a total lie.”
You glanced sideways at him despite yourself. “Fine, maybe a little.”
His mouth twitched immediately, like he was trying not to smile too hard at that answer.
Then something in his expression shifted. The teasing faded first.Then the easy confidence.
What replaced it was quieter somehow, more focused, and the sudden intensity of his attention made your stomach tighten unexpectedly.
“You came to every game this month,” he said.
The observation landed softly between you, but your pulse reacted instantly anyway.
You forced yourself to shrug. “I support Briar athletics, I love that my tuition money goes towards the team throwing free shirts into the stands and paying for your overpriced locker room. I figured I should get my money's worth.”
“Bullshit, again.”
You looked away too quickly, trying to hide the smile already pulling at your mouth, but Dean noticed anyway. Of course he did.
“That smile means I’m right.”
“You’re so annoying after wins.”
“I’m annoying all the time.”
“That’s... Actually, yeah, that's true.”
His laugh came low and warm beside you before he nudged his shoulder lightly against yours.
The contact lasted barely a second.
Still, warmth spread slowly through your chest anyway, familiar now in the worst possible way.
Because that had become the real problem with Dean lately.
Not the flirting.
Not the confidence.
Not even the fact that nearly every girl at Briar looked at him like he personally hung the moon.
The problem was that he made everything feel like more than it was. Truthfully, that could have been because, in your heart, you didn't want to believe you'd fall for an athlete's charm so easily. But based on what everyone around you said, you weren't delusional in thinking that it was more than it seemed.
Every glance lingered slightly too long. Every touch carried enough softness behind it to leave you thinking about it afterward. Even his attention felt different from other people’s somehow, steady and deliberate in a way that slowly worked its way beneath your skin before you even realized it was happening.
Being around Dean felt dangerously similar to standing too close to a fire in the middle of winter.
Comforting at first.
Then overwhelming before you noticed yourself getting burned.
And lately, whatever existed between the two of you had started drifting dangerously close to becoming something real.
Neither of you talked about it.
Maybe because acknowledging it aloud would ruin the fragile balance you’d fallen into together.
Or maybe because both of you were too afraid the other person didn’t feel it too.
“You know,” Dean said eventually, quieter now, his gaze fixed ahead on the snowy sidewalk instead of on you, “Tuck thinks I’m in love with you.”
Your entire body nearly short-circuited.
You missed a step slightly before catching yourself again, your head swiveling in a double-take. “Sorry.. what?”
Dean let out a huff of a laugh under his breath, though this time there was tension underneath it that hadn’t been there before.
“That reaction’s making this just a little harder for me.”
You stopped walking for half a second before hurrying to catch up beside him again. “You’re joking.”
“I’m not.”
The simplicity of the answer made your stomach twist sharply.
Snow continued drifting lazily around the two of you while silence settled heavily between your footsteps. Your pulse suddenly felt uneven beneath your ribs, loud enough that you were half convinced Dean could hear it if he stood any closer.
For several long seconds, neither of you spoke.
Then finally, carefully, you looked over at him. “And what did you say?”
Den exhaled slowly through his nose.
The faint smile that touched his mouth this time looked different from his usual ones somehow, smaller and quieter, almost disbelieving.
“I told Tuck he was an idiot.”
“That sounds more believable.”
“Yeah,” he murmured softly. “Except I think he might’ve been right.”
Everything inside you seemed to still at once.
Not dramatically.
Not like movies where music swelled and the entire world stopped turning.
Just enough that suddenly every detail around you became painfully sharp all at once.
The sound of snow beneath your boots. The cold wind brushing against your face. The uneven rhythm of your breathing. The way Dean was looking at you now.
And maybe the strangest part of all was realizing he looked nervous.
Dean Heyward-Di Laurentis, who could walk into any room and immediately own it without trying, who flirted effortlessly and smiled without hesitation, looked genuinely nervous standing beside you on a dark, snowy sidewalk.
Like you had the ability to hurt him.
“You don’t have to say anything,” he added quickly after the silence stretched too long, his voice quieter now, rough around the edges in a way you had never heard from him before. “Seriously, I just…” He broke off briefly, glancing away before laughing once under his breath. “I got tired of pretending this feels casual to me when it doesn’t. And trust me, it's just as crazy for me to say that as it is for you to hear that.”
Your chest tightened painfully at the honesty in that.
Because suddenly the last few months rearranged themselves inside your head into something entirely different.
Dean waiting outside your classes even when his own were across campus.
Dean memorizing your coffee order after hearing it once.
Dean always finding you first in crowded rooms.
Dean texting you every night before playing an away game.
None of it had been accidental.
None of it had ever been casual.
And maybe the worst part was realizing yours hadn’t been either.
“You fall hard, huh?” you asked quietly.
A surprised laugh escaped him then, softer than before, carrying something almost embarrassed underneath it.
“You got no idea.” He drawled, his hands pushing his hair back in more of a 'I-Don't-Know-What-To-Do-With-My-Hands' way than anything else.
The honesty of it hit you harder than anything else had tonight.
Because Dean wasn’t teasing now. Wasn’t flirting. Wasn’t charming his way through another conversation with that easy confidence everyone associated with him.
He meant it.
And standing there beside him while snow gathered slowly across the shoulders of his jacket and melted into your hair, you realized with sudden, terrifying clarity that somewhere along the way, without meaning to, you had fallen hard too.
← MLIST. ᝰ.ᐟ edawgz 2025.
taglist form!!
