Maybe Stay
Pairing: Dean Di Laurentis × Fem!Reader
Summary: One party. One unexpected connection. One morning where you leave before he wakes up, convinced you're saving yourself the heartbreak.
Except dean was hoping you'd stay.
note: super angsty dean short fic <B. I love a man who has to suffer lol, finished fic releasing one part each night!
Link to Other Parts || masterlist
PART l
You had been at the party for exactly forty-three minutes when you decided you had officially stayed long enough to leave without seeming rude.
Not that anyone would notice.
The thought came quietly, without bitterness. You had become good at slipping in and out of places without drawing attention. Lecture halls, dining rooms, dorm gatherings. You occupied space carefully, always conscious of where you stood and whether you were blocking someone’s way.
The hockey house was packed.
Music shook the walls, loud enough to pulse beneath your shoes, and every room seemed to hold twice as many people as it reasonably should. Someone had opened the windows despite the cold, but the air still smelled like beer, perfume, and too many bodies pressed close together.
Your roommate had promised she would stay with you.
She had said it three times while doing her makeup.
“We’ll go together, stay for an hour, and leave together.”
Twenty minutes after arriving, she had disappeared upstairs with a boy whose name you did not know.
You had received a text shortly afterward.
Don’t wait up! Love you!!!
You doubted she did.
Not in a cruel way. She simply did not know you well enough to love you. You had been assigned to live together at the beginning of the semester, and although she was friendly, there was a difference between being friendly and being friends.
You had learned that difference slowly.
You stood near the edge of the kitchen, holding a plastic cup filled with something fruity and overly sweet. You had taken two cautious sips before deciding you did not like it, but keeping it in your hand gave you something to do.
Around you, people shouted over the music.
A group of girls near the refrigerator laughed loudly at something one of them said. Two boys were arguing about a game you had not watched. Someone stumbled into you, sloshing beer over the back of your hand, and barely paused long enough to mutter an apology.
You wiped your fingers against the side of your jeans.
Forty-four minutes.
You could leave now.
You had already opened your phone to request a ride when someone spoke beside you.
“You look like you’re planning a prison break.”
You glanced up.
And then farther up.
Dean Di Laurentis stood beside you with one shoulder resting against the kitchen counter, a lazy smile curving across his face.
You knew who he was.
Everyone at Briar knew who Dean was.
Even if you had somehow missed the hockey games, the campus newspaper articles, and the stories repeated in whispered tones at parties, it would have been difficult not to notice him.
He was tall, blond, and unfairly handsome in the polished sort of way that made him look as though he had stepped out of an advertisement. His pale sweater fit him perfectly, pushed up at the forearms, and there was a confidence in the way he carried himself that suggested he had never once entered a room and wondered whether he belonged there.
You immediately became aware of everything you were doing.
The way your hair had started to frizz near your temples.
The awkward bend of your elbow.
The fact that you had been staring at your phone like it contained emergency evacuation instructions.
“I wasn’t planning a prison break,” you said.
Dean glanced at your phone.
“You were looking at ride prices with the concentration of someone defusing a bomb.”
You locked the screen.
“I was thinking about leaving.”
“Already?”
“I’ve been here almost an hour.”
He looked around the crowded kitchen as if taking inventory.
“Honestly, that might be enough.”
You stared at him.
That was not the response you had expected.
Dean lifted his own cup toward the room.
“Someone broke a lamp twenty minutes ago, Garrett is threatening to ban half the freshman class from the house, and I’m pretty sure there’s a guy crying in the laundry room.”
“Why is he crying?”
“No idea. I didn’t ask. He looked like he needed privacy.”
A surprised laugh escaped you.
Dean’s smile widened.
It was not the practised grin you had seen him give girls across campus. It looked warmer up close. Less calculated.
“There it is,” he said.
You frowned. “What?”
“I was starting to think you couldn’t smile.”
Your face heated.
“I smile.”
“I believe you now.”
You looked down at your cup, suddenly wishing you had left two minutes earlier.
He must have noticed the shift because his expression softened.
“That came out wrong,” he said. “I only meant you looked miserable.”
“That isn’t much better.”
“You’re right.” He placed a hand over his chest. “I’m doing terribly.”
You laughed again, quieter this time.
Dean leaned closer, though not enough to crowd you.
“Can I start over?”
“You can try.”
He straightened and extended his hand with exaggerated formality.
“Hi. I’m Dean.”
You looked at his hand.
“I know.”
“That sounded ominous.”
“Everyone knows who you are.”
“Good things, I assume.”
You raised your eyebrows.
He sighed.
“Devastating.”
You hesitated before slipping your hand into his.
You told him your name.
His fingers closed around yours briefly, warm and gentle.
“It’s nice to meet you,” he said.
Something about the way he said it made the words feel sincere.
You pulled your hand away before you could think too much about it.
Dean gestured toward your cup.
“What are you drinking?”
“I don’t know.”
“That’s concerning.”
“My roommate handed it to me.”
“Where’s your roommate?”
“Upstairs.”
He followed your gaze toward the ceiling, understanding arriving quickly.
“And she left you down here alone?”
“She didn’t force me to stay.”
“That’s not what I asked.”
You shifted your weight.
“She wanted to have fun.”
“And you don’t?”
“I do.”
Dean looked around again.
“Just not like this?”
You nodded.
He studied you for a second, not in a way that made you feel inspected, but as if he were genuinely considering what you had said.
“What do you do for fun?”
The question caught you off guard.
“What?”
“You said you like having fun. What does that look like?”
You almost asked whether he was making fun of you, but his face held only curiosity.
“I read.”
“Scandalous.”
“I go to the movies.”
“Alone?”
“Usually.”
He frowned slightly, and you immediately regretted saying it.
Not because there was anything wrong with going to the movies alone. You told yourself that often enough. But people tended to react in one of two ways: pity or disbelief.
Dean surprised you again.
“What was the last thing you saw?”
You told him.
He had seen it too.
Within a few minutes, the party receded around you.
He had strong opinions about the ending. You disagreed with nearly all of them. He accused you of defending a character who had made objectively terrible choices, and you argued that he was ignoring the entire point of the story.
“You’re wrong,” he said.
“I’m not.”
“You are, but it’s cute that you’re committed.”
You narrowed your eyes. “Do you always become condescending when someone disagrees with you?”
“Only when I’m right.”
“You must be condescending a lot, then.”
He grinned.
“There she is again.”
You tried not to smile.
You failed.
Dean took your untouched drink and exchanged it for a sealed bottle of water from the refrigerator. He did not make a comment about it or ask whether you had had too much. He simply handed you the bottle and continued talking.
You noticed things about him gradually.
He listened.
Actually listened.
When you mentioned transferring to Briar, he asked why. When you said your previous school had not been a good fit, he did not push for details. When you told him your major, he asked what you wanted to do with it rather than making the same tired joke everyone else made.
You learned that he was studying history.
You had not expected that.
“You sound surprised,” he said.
“I am.”
“You thought I was majoring in hockey?”
“I thought you were majoring in parties.”
“That’s my minor.”
You rolled your eyes.
He laughed.
People interrupted him constantly.
A girl touched his arm and asked him to dance. One of his teammates shouted something from the living room. A boy you vaguely recognized wanted to know where the extra cups were.
Dean responded to each of them, but he always turned back to you.
As if the conversation had not ended.
As if you had not become invisible the moment someone more interesting appeared.
It was such a small thing.
It should not have mattered as much as it did.
After nearly an hour, the kitchen became too crowded to breathe comfortably.
Dean noticed before you said anything.
“Want to go somewhere quieter?”
The question sent a small pulse of alarm through you.
He seemed to read it immediately.
“The porch,” he clarified. “Not a bedroom.”
Mortification flooded your face.
“I didn’t think—”
“You did.”
“I didn’t.”
“You absolutely did.”
You looked away.
Dean smiled, but there was no cruelty in it.
“We can stay here.”
The kitchen erupted into shouting as someone attempted to climb onto the counter.
You winced.
“The porch is fine.”
He led you through the crowd without touching you until someone stumbled into your path. Then his hand settled lightly at the small of your back.
It was barely there.
Still, you felt it through the fabric of your sweater.
Outside, the air was sharp and cold.
You inhaled deeply.
The porch wrapped around the side of the house, dimly lit and mostly empty. Music still filtered through the walls, but it was muted now. The night felt calmer beyond the glow of the windows.
Dean dropped onto the top step and looked up at you.
“You can sit. I don’t bite.”
“I’ve heard otherwise.”
He stared at you for one stunned second before laughing.
The sound was bright and genuine.
You smiled despite yourself and sat beside him, leaving a careful amount of space between you.
For a moment, neither of you spoke.
You watched your breath fog in front of you.
Dean leaned back on his hands.
“So why did you really come tonight?”
“My roommate asked me.”
“That’s the only reason?”
You considered lying.
Instead, you shrugged.
“I thought maybe I should try harder.”
“At parties?”
“At meeting people.”
His expression changed.
Only slightly, but enough for you to notice.
“You don’t know many people here?”
“I know people.”
“That wasn’t my question.”
You picked at the corner of the water bottle label.
“I transferred at the beginning of the semester. Everyone already had their groups. It’s hard to join when people have known each other for years.”
Dean was quiet.
You worried you had made the conversation uncomfortable.
You usually did that eventually. People liked quiet girls until the quietness revealed itself to be something heavier. Loneliness made others uneasy when spoken aloud.
You rushed to soften it.
“It’s fine. I like being alone.”
“Sometimes,” he said.
You glanced at him.
Dean’s gaze rested on the dark yard ahead of you.
“Sometimes you like being alone,” he continued. “Other times, you’re alone because no one thought to invite you.”
Your throat tightened unexpectedly.
You looked down.
“That sounded depressing,” he said. “I’m sorry.”
“No. It’s just…”
“Accurate?”
You nodded.
Neither of you spoke for a while.
Then Dean bumped his shoulder against yours.
“Tonight wasn’t a complete failure.”
“No?”
“You met me.”
You let out a small laugh.
“And you’re very humble.”
“It’s one of my best qualities.”
“I don’t think you know what humble means.”
“I’m a history major, not an English major.”
“That excuse doesn’t work.”
“It was worth trying.”
You smiled at your shoes.
His shoulder remained against yours.
You did not move away.
The conversation shifted again. Somehow, you ended up telling him about getting lost during orientation and walking into the wrong lecture hall. He told you about accidentally calling one of his professors “Dad” during freshman year.
“You did not.”
“I did.”
“In front of everyone?”
“Full lecture hall.”
“What did he say?”
“He said, ‘Your mother and I are disappointed in you.’”
You laughed so hard you had to cover your mouth.
Dean watched you.
The laughter faded when you realized he was staring.
“What?”
“Nothing.”
“You’re staring.”
“I know.”
The air between you changed.
Not suddenly.
It had been changing all night, growing warmer beneath the jokes and easy conversation, but now there was nowhere else to look.
Dean’s eyes lowered briefly to your mouth.
Your pulse jumped.
You knew his reputation.
You had heard the stories.
Dean Di Laurentis did not flirt without purpose. He did not sit on cold porch steps discussing movies and embarrassing freshman memories because he wanted friendship.
You should have stood.
You should have thanked him for the conversation and ordered your ride.
Instead, you remained still.
Dean lifted one hand slowly, giving you plenty of time to stop him. His fingers brushed a loose strand of hair away from your cheek.
“You’re nervous,” he said.
“I’m not.”
“You are.”
“You keep telling me how I feel.”
“You keep lying.”
You swallowed.
His thumb lingered near your jaw.
“Tell me to stop.”
You should have.
Instead, you whispered, “I don’t want you to.”
Dean’s expression softened.
Then he kissed you.
You had expected confidence.
You had expected him to kiss like someone who knew exactly what he was doing and knew that you knew it too.
You had not expected gentleness.
His mouth moved slowly against yours, warm and careful. He did not pull you closer until you leaned toward him first. Then his hand slid to the back of your neck while the other settled at your waist.
The kiss deepened.
Your fingers curled into the front of his sweater.
Dean smiled against your mouth.
“What?” you murmured.
“Nothing.”
“You’re smiling.”
“I know.”
“That’s distracting.”
“Sorry.”
He kissed you again, and he did not sound sorry at all.
The porch door swung open.
Cold light spilled across the steps.
“Dean, have you seen—”
The boy stopped.
You jumped away so quickly you nearly dropped the water bottle.
Dean turned, visibly annoyed.
“Logan.”
Logan’s gaze moved between the two of you.
A slow grin appeared.
“I didn’t see anything.”
“You’re currently looking directly at us.”
“I’m going blind as we speak.”
“Go away.”
Logan lifted both hands.
“Garrett wants to know where the spare keg is.”
“In the garage.”
“Thanks.”
He disappeared inside, still grinning.
You covered your face with both hands.
Dean laughed.
“This isn’t funny.”
“It’s a little funny.”
“Your friend is going to tell everyone.”
“Logan has walked in on much worse.”
“That does not make me feel better.”
Dean gently pulled your hands away from your face.
“Hey.”
You looked at him reluctantly.
“No one’s going to bother you.”
You believed he meant it.
That frightened you more than if he had been careless.
Because this was supposed to be simple.
He was Dean.
You were a girl he had met at a party.
You knew how this worked.
You knew better than to confuse attention with affection.
Still, when he asked whether you wanted to leave the porch, you did not say no.
His room was quieter than the rest of the house.
You stood just inside the doorway while Dean closed it behind you, leaving the noise on the other side.
For the first time all night, uncertainty crossed his face.
It disappeared quickly, but you saw it.
“We don’t have to do anything,” he said.
“I know.”
“I mean it.”
“I know.”
He stepped closer.
“Do you?”
You nodded.
Dean studied you for a moment.
Then he reached for your hand.
His fingers threaded through yours.
“Tell me what you want.”
No one had ever asked you like that before.
Not as a challenge.
Not impatiently.
As if the answer mattered.
You looked at him, at the boy everyone claimed never cared enough to ask.
“You,” you whispered.
His eyes darkened.
He kissed you again.
The rest of the night became a collection of soft, blurred moments.
Quiet laughter when your knee bumped awkwardly against his.
His forehead resting against yours.
The way he asked if you were all right and waited for an answer.
The unexpected tenderness of his hands.
The room growing still around you.
And eventually, sleep.
You woke before sunrise.
For a few seconds, you did not know where you were.
The room was dark except for the faint gray light filtering through the curtains. A heavy comforter covered you, warmer than the thin blanket in your dorm. Something solid rested against your waist.
Then you remembered.
Dean slept beside you.
He was sprawled on his stomach, one arm curved loosely across the space where your body had been. His blond hair had fallen over his forehead, and without the easy smile or bright confidence, he looked younger.
Softer.
You watched him breathe.
A dangerous warmth opened in your chest.
Last night returned in pieces.
The porch.
His laugh.
The way he had listened to you.
The way he had looked at you as though you were someone worth noticing.
You turned toward him.
For one foolish moment, you imagined staying.
You imagined him waking and smiling when he saw you. Maybe you would talk for a while. Maybe he would remember the things you had told him. Maybe he would ask to see you again.
Then reality settled over you.
You knew who he was.
More importantly, you knew who you were.
Dean Di Laurentis woke beside beautiful, confident girls who understood the rules. Girls who could leave smiling because they had never expected anything more.
You were already making last night mean too much.
You could feel it happening.
The way your heart had tightened when he asked what you did for fun. The way you had stored every small kindness as though it were rare.
For him, it had probably been easy.
Dean was charming because charm came naturally to him. He made people feel special because he knew how.
That did not mean you were special.
The thought hurt, though it should not have.
You had agreed to one night.
He had never promised more.
The kindest thing you could do for both of you was leave before he had to make that clear.
Carefully, you lifted his arm and slid out of bed.
Dean shifted.
You froze.
He murmured something unintelligible and buried his face deeper into the pillow.
Your chest ached.
You found your clothes quietly.
His sweater lay across the desk chair, and for a moment, you remembered him draping it around your shoulders when you had complained about the cold.
You picked it up.
The fabric still smelled faintly like him.
You almost put it on.
The thought was so embarrassing that you folded it instead, smoothing the sleeves before placing it neatly on the chair.
Your phone had several messages.
Two from your roommate.
One asking whether you were safe.
Another, sent an hour later, containing nothing but several question marks and a winking face.
You ignored them.
Before leaving, you looked back at Dean.
You considered writing a note.
Thank you for last night.
Too formal.
I had a nice time.
Too hopeful.
Maybe I’ll see you around.
Too pathetic.
You opened the door without writing anything.
The hallway was empty.
Downstairs, the house looked different in the early morning. Cups covered every surface. Someone was asleep on the couch with one shoe missing. The air smelled stale and sour.
You stepped outside.
The cold hit your face immediately.
By the time your ride arrived, the sky had begun to lighten.
You did not look back.
Dean woke reaching for you.
His hand moved across the sheets, searching for warmth.
He found only an empty space.
His eyes opened.
For a moment, he thought you might be in the bathroom.
He rolled onto his back, blinking at the ceiling while the memories of the night before returned.
You laughing on the porch.
Your fingers curled into his sweater.
The sleepy way you had said his name.
A smile formed before he could stop it.
He had not planned anything beyond the party.
He rarely did.
But he wanted breakfast.
He wanted to know whether you drank coffee.
He wanted to finish the argument about the movie because you were still wrong and he had thought of three more reasons to prove it.
The bathroom door stood open.
Empty.
Dean sat up.
Your clothes were gone.
His sweater had been folded carefully on the chair.
He stared at it.
Something unpleasant shifted in his chest.
“Hello?”
The room remained silent.
He checked his phone.
Nothing.
He had given you his number at some point, hadn’t he?
No.
He frowned.
He had been too busy talking. Too busy kissing you. Too certain there would be time in the morning.
Dean got out of bed and pulled on sweatpants.
He checked the hallway.
Then the kitchen.
Then, absurdly, the porch.
You were gone.
No note.
No number.
Nothing.
He stood in the middle of the kitchen, staring at the door.
This was new.
Girls did not usually leave before he woke up.
Some did, of course. He was not arrogant enough to think it had never happened. But usually there was a text. A number written on a receipt. A teasing message sent later.
You had disappeared as if the night had never happened.
Logan wandered into the kitchen wearing a T-shirt and boxers.
He stopped when he saw Dean.
“You look weird.”
Dean ignored him.
Logan opened the refrigerator.
“Where’s your friend?”
“Gone.”
Logan glanced over his shoulder.
“Already?”
Dean’s jaw tightened.
“Apparently.”
“You get her number?”
“No.”
Logan slowly closed the refrigerator.
“You didn’t get her number?”
“I was going to.”
“When?”
“This morning.”
Logan looked around the empty kitchen.
“Solid plan.”
“Shut up.”
Dean poured himself coffee from the pot someone had left on overnight, took one sip, and immediately poured it into the sink.
Logan leaned against the counter.
“What was her name?”
Dean told him.
“Do you know her last name?”
“No.”
“Major?”
Dean answered.
“Dorm?”
Dean hesitated.
“No.”
Logan stared.
“Wow.”
“Why do you keep saying it like that?”
“Because you usually know everything about a girl within five minutes.”
“That’s not true.”
“It is absolutely true.”
Dean dragged a hand through his hair.
He could still hear your voice.
You had told him you transferred. You had told him what you studied. You had mentioned a lecture building and a professor you liked, but he could not remember the professor’s name.
He should have asked more.
He thought he had.
He thought there would be more time.
Logan’s amusement faded.
“Do you want to see her again?”
Dean looked toward the front door.
“Yes.”
The answer came too quickly.
Logan noticed.
His eyebrows rose.
Dean pointed at him.
“Don’t.”
“I didn’t say anything.”
“You were going to.”
“I was going to ask whether you had finally developed human emotions.”
“Go put on pants.”
Logan grinned.
“This is incredible.”
“There is nothing incredible happening.”
“You like her.”
“I met her last night.”
“And?”
“And nothing.”
“You checked the porch.”
Dean went still.
Logan’s grin widened.
“I saw you through the window.”
“I thought she might be outside.”
“Why?”
“I don’t know.”
“Because you were hoping she hadn’t actually left.”
Dean hated him.
He hated that Logan was right more.
Footsteps sounded on the stairs.
Garrett entered the kitchen, looking exhausted.
“Why are you two arguing before nine in the morning?”
“Dean has a crush,” Logan said.
“I do not.”
Garrett paused.
He looked at Dean.
Then at Logan.
“On who?”
“No one.”
“The girl from last night,” Logan supplied.
Garrett opened a cabinet.
“The quiet one?”
Dean frowned. “You saw her?”
“She was sitting with you on the porch.”
“Do you know her?”
“No.”
Dean’s shoulders fell before he could hide it.
Garrett noticed.
He turned slowly.
“Wait.”
Dean reached for a clean mug.
“Don’t.”
“You actually want to find her?”
“I said don’t.”
Garrett smiled.
It was worse than Logan’s grin because Garrett looked genuinely delighted.
“Dean Di Laurentis has been ghosted.”
“I have not been ghosted.”
“She left without giving you her number.”
“We forgot.”
“You forgot?”
“We were talking.”
Both boys stared at him.
Dean’s irritation sharpened.
“What?”
Logan looked at Garrett.
“He didn’t get her number because they were talking.”
Garrett nodded solemnly.
“This is serious.”
“You’re both idiots.”
Dean abandoned the mug and headed for the stairs.
Behind him, Garrett called, “What does she look like?”
Dean stopped.
He turned despite himself.
Garrett’s expression was still amused, but there was something helpful beneath it.
“If we see her around campus,” he said, “we can tell you.”
Dean described you.
He began with your hair.
Then your eyes.
The sweater you had worn.
The way you tucked your hands into the sleeves when you were nervous.
Logan’s amusement slowly disappeared.
Garrett stared at him.
Dean realized he had said too much.
He cleared his throat.
“She’s short,” he finished. “Quiet.”
Garrett’s mouth twitched.
“Very helpful.”
Dean flipped him off and went upstairs.
His room felt wrong when he returned.
Too quiet.
He picked up the sweater from the chair and unfolded it.
One strand of your hair clung to the fabric.
He brushed it away.
Then he sat on the edge of the bed and reached for his phone.
He searched your first name.
Too many results.
He added Briar.
More results appeared, but none were you.
He tried your major.
Nothing.
Dean dropped the phone beside him.
This was ridiculous.
He barely knew you.
One night did not mean anything.
He had spent countless nights with girls he never saw again. That was the arrangement. No expectations. No disappointment. Everyone left happy.
You had left.
So why did it feel different?
He looked at the empty side of the bed.
Because he had not wanted you to.
The realization sat heavily in his chest.
Dean leaned forward, elbows on his knees.
For the first time in longer than he cared to admit, he had gone to sleep beside someone already looking forward to the morning.
And you had vanished before it arrived.
You avoided the hockey house after that.
It was not difficult.
You had never gone there before, and you had no reason to return. Your roommate asked questions for nearly three days, but you gave vague answers until she lost interest.
You had met someone.
You had left with him.
It was fine.
You were fine.
You repeated that last part often.
In the mornings, while getting dressed for class.
At night, when the dorm became too quiet.
Whenever you saw blond hair across the quad and your heart reacted before your mind could correct it.
You did not regret the night.
That was the problem.
You remembered too much of it too fondly.
You remembered how Dean had made space for you in every conversation. How he had noticed when the kitchen became overwhelming. How carefully he had touched you.
You had expected to feel embarrassed afterward.
Instead, you felt lonely.
Lonelier than before because now you had something to compare it to.
For one night, someone had seen you.
Then you had left before he could look closely enough to change his mind.
It was better that way.
At least, that was what you told yourself.
Dean would move on quickly.
He might not even remember your name.
And eventually, you would stop glancing toward every crowded room, searching for him despite praying he would not be there.
You would return to your quiet routines.
Classes.
The library.
Dinner alone with a book propped open beside your plate.
You would become invisible again.
It had always been safer that way.
What you did not know was that across campus, Dean Di Laurentis had begun looking for you everywhere.
And each day he failed to find you, he became a little less convinced that one night had been enough.
End of Part l











