#jess mariano imagine

[amongemeraldclouds]

no take backs

As the earth collapsed around you, your sworn enemy decides to confess his feelings for you with a kiss. So when the world doesn’t end, what happens next?

Jess Mariano x f!Reader

Warning: 18+ only MDNI, fluff, slight angst, unprotected sex, piv, v!fingering, reader has anxiety (only plays a small part in the story), earthquake (no injuries)

Author’s note: Based on this request then I expanded on the concept. This fic is set after he left Stars Hollow.

✿ Masterlist | ✿ Jess Mariano Masterlist | 2.4k words

“Just because I’m letting you drive me home, does not mean we’re friends,” you huffed as you climbed into the passenger seat of Jess Mariano’s beat up car. Vintage, he called it. You’d never admit it, but you found it cute how he was proud of it. To him, it was his key to freedom, going anywhere he wanted whenever he wanted. Except for when nature had other plans.

“Well, a coworker could take his other coworker home, okay?” He said, closing the car door as he slid his keys into the ignition and started up the car. You relent and gave him your address.

It was just your luck that the Earth’s tectonic plates decided to shift in ways that damaged your car, but not your mortal enemy’s. Perhaps it was karma and you were being encouraged to make amends with him in the name of world peace. Try as you might however, the word “peace” and Jess Mariano just did not fit.

It certainly did not feel peaceful being trapped in a car with him. Your cheeks blushed as you remembered how soft his lips felt against yours and the eager way they moved as if it was the final thing he would ever do in his life. And for a few moments back at the publishing house, tucked safely beneath a table while the world shook violently around you, you were both convinced it was your last moments.

It was confusing. The way your heart hammered and you didn’t know if it was from fear of dy*ng or the way his kiss invaded your entire being. From the moans it elicited from your throat, to the air it stole from your lungs, and the butterflies that rushed in your stomach. It was hard to tell if it really was just an earthquake or the mind-shattering truth that your enemy might not actually hate you at all.

Then it was over too soon. The air felt cold without him close to you and he was pulling you up from under the table.

“So we’re just not going to talk about it?” You asked, piercing the awkward silence.

Jess just shrugged and spoke casually, “talk about what?”

You narrowed your eyes at him, of course he wasn’t going to make this easy for you. But he had no right confusing you with a kiss after constantly making your life a living nightmare.

“Jess, you kissed me,” you deadpan, addressing the elephant in the room. “Coworkers don’t kiss other coworkers.”

“A lapse of judgment in a life-threatening situation,” he dismissed, keeping his eyes straight on the road.

Your mouth curled, the sweet aftertaste of his kisses turning sour. You fumed in silence as you looked outside the window with unfocused eyes. You weren���t sure what you were more upset about: his denial or your disappointment - having to face the horrid fact that you also didn’t hate your enemy.

“Shit, the road’s blocked,” Jess drew you out from the thunder of your thoughts as you looked at the cars lined up ahead. It was like a scene from one of those post-apocalyptic films you’ve seen and dread sank in your chest. Perhaps you should stick to watching cheesy rom coms because this pessimism was not helpful at all.

“Can we go somewhere else?” You whispered softly, anxiety bearing down your chest.

Jess looked at you with concern. “Sure, let’s find somewhere we can park until things get better,” he replied with an equally soft tone and you hated it because he knew all about your anxiety and penchant for panic attacks. You didn’t like being weak around him, not if he could be sweet and caring only to take it all back when you’re fine.

He parked the car in between buildings, sheltered from the wails of emergency response vehicles and the rush of people trying to go home. You exhaled after going through rounds of breathing exercises to calm your anxiety.

“My my, a secluded alley. Jess Mariano, whatever do you plan to do with me?” You quipped, mildly accusing him or m*rder when the other meaning dawned on you, something that made you blush. Well, it was too late to back out now.

He smirked, “whose to say you’re not the one who wants to do things with me with that line of questioning, huh?”

“I wouldn’t do anything if I was the only one who liked it,” you hedged. Perhaps life was too short to keep denying your feelings. If there was ever a better time to learn that lesson, it was now. You just needed him to admit he felt it too.

“I don’t like the idea of being k*lled, thanks,” he scoffed as he plastered on a smug smile.

“You know that’s not what I meant,” you looked outside the window, an idea forming in your head.

“It sure is getting hot,” you comment innocently as you undid the top buttons of your blouse. Jess’ eyes followed your movement and you don’t miss the way his breath hitches.

“Better get comfortable, right?” You said, adjusting the car seat to lean back and you felt your blouse open slightly to reveal your cleavage. You were not going to make it easy for him to deny his feelings.

“Stop that,” Jess demanded while his eyes told a different tale of desire and longing.

“I don’t know what you mean,” you replied lazily. Two can play that game.

That’s right Jess, you thought, here’s a dose of your medicine. You continued, “this is much better.” You leaned your head back and stretched on the seat, aware of how your skirt inched up your legs.

You let out a satisfied moan, sighing in pleasure at thoughts of getting comfortable. If by comfort, you meant the satisfaction of derailing Jess’ denial and stubbornness. His eyes traced your legs then followed your chest when they rose and fell with your sigh. 

Jess grunted and you bit back a smile. “Okay, fine. So I kissed you,” he admitted.

You shrugged, feigning nonchalance. “You said it meant nothing, so why would it matter?”

“I never said it meant nothing, I said it was a it was a lapse of judgment.”

“There’s a difference?” You raised your eyebrow, challenging him to continue.

He sighed, pinching the bridge of his nose as he steeled himself. To Jess Mariano, telling the truth meant peeling back the layers of his sarcasm, which was as painful as stripping off his skin.

“You know when they say the world is about to end, you’d think your life flashes before your eyes. But all I could see was you. And it wasn’t just because you were in front of me. God, I closed my eyes, and all I could see was still you. Laughing at your own jokes, greeting everyone with a smile, typing away on your computer. It would be such a shame if I didn’t get to kiss you if that was the last thing I’d ever do, damn it. But then the earthquake stopped and we were fine.”

Your eyebrows creased as you let his words sink in. “Is it really so bad that we survived?”

He narrowed his eyes at you, “I don’t think I could ever survive you. You frustrate me because you’re just so…you! You’re not someone I could just kiss once and get out of my system. I’d always want more and then I’d inevitably screw it up. It was better that you hated me from the start.”

His eyes burned with untold stories of heartbreak and self destruction. Despite all the ways he infuriated you, you wanted nothing more than to hold him. You had a feeling you were just seeing who he truly was beneath his smug smiles and his devil-may-care attitude.

“Jess, I don’t hate you,” you confess. “Don’t just make it one kiss,” you continue, allowing yourself to be just as honest as him. “Have another one, and another, and heck - have all of me!”

He looked at you in disbelief, as if he wished for the stars and he was told he could have the whole damn galaxy. A spark of joy and hope ignited something wild in him that he no longer let himself think of past regrets and mistakes.

He inched towards you, looking into your eyes for permission and you bridged the distance in response, kissing him. It was fiercer than when you both thought you were on the brink of de*th, because this time, it was a celebration of life and the possibilities that lay ahead.

You felt it when he sucked on your bottom lip and you moaned in pleasure, a small sound for all the words you couldn’t say. How all those time spent hating him was just a shield from your admiration of the man who took destiny in his own hands and never let the world define him.

The man who wrote stories and downplayed them through luck and how ink fumes must have altered his publisher’s minds to pick him. He never once acknowledged his talent, but secretly you did with the way you underlined your favorite sentences and re-read his book as if his words could wrap you in a sweet embrace.

He always kept you at an arm’s length and made your life hell, but it was heaven just being beside him. And you never dared to admit it. Until now, when he’s unbuttoning your blouse as he unravels your secrets. His mouth moves to your neck, setting your body on fire.

“Wait, what if someone sees us?” You ask, a wave of sobriety washing over you.

Jess just smirked, his lips pink and swollen, hungry for more of your kisses. “That’s half the fun.”

You rolled your eyes but god - you needed him. “And the other half?” You asked, mirroring his smirk.

“This,” he just says as he resumes your kiss.

It’s agony when you pull away again just to alleviate your anxiety, “can we at least go to the back?” It’s not much, but it’s better than being right by the windshield.

“Spacious,” he nods, moving away so you could climb over to the backseat. You felt the heat of his stare behind you as you settled in. 

He promptly followed suit until your bodies are tangled again with him laying you down the seat, careful so you don’t hit your head. You bring your hand to his stupid hair and run your fingers through it. His hands return to your blouse and your back arches on instinct when he unclasps your bra and he takes a moment to look at you. “God, you’re so beautiful,” he breathes as he squeezes your breast while he licks the other, planting soft tender kisses.

In his car, the sirens and chaos faded. You were consumed by Jess’ touch, both curious and possessive at the same time. His free hand traveling down your leg as he caressed it, slowly making his way to your inner thigh. You can’t help the way you squirmed beneath him as you held your breath in anticipation. In response, you palm his erection beneath his uncomfortably tight jeans and you’re rewarded with a grunt.

He teased you through your panties and you open your legs for him as he moves the thin fabric aside to feel your soft folds. You bite your lip and try to stifle your moan, but Jess brings his mouth to your ear, “I need to hear you, you have no idea how long I’ve wanted this.” You cursed in response, your mind swimming in a haze of euphoria.

His fingers send shockwaves of pleasure as he spreads your liquid heat, exploring your folds and paying attention to which sensations left you whimpering. He exploited them skillfully, rubbing and teasing, eager to make you a moaning mess for him. You gasped when he plunged his fingers inside you and you arched your back, needing him deeper.

“Fuck, you’re so wet for me,” he admires as he pumped his fingers in and out. You moved your hips against his hand, needing more of him. He was finally here, doing things you used to just dream about, secrets stashed beneath soft covers in your moonlit bedroom.

“Jess, please. I need to feel all of you,” you begged and his eyes darkened.

“I’m all yours,” he replied as he removed his fingers and cleaned them off with his tongue. “Fuck you taste so good.” 

You helped him free his hard length and you don’t stifle the needy moan that escapes you this time when he fills you up. He takes a few slow movements before building up to a steady pace, the delicious friction making your toes curl. “You feel amazing, Jess,” you tell him.

He kissed you as he rocked his hips into you, a clash of teeth and tongue. There was nothing gentle in the way you moved against each other, it was pure want and longing crashing into each other. It was months of fantasies finally coming true and desires unleashed building in your core.

The car moved along with you, giving you extra leverage to find your rhythm. The irony was not lost on you that as the world shook around you once again, things were falling into place this time.

Filthy, desperate whimpers escaped his lips and you spread your legs wider, needing him deeper inside you. He squeezed your breast in response and teased your taut nipples, eager to worship all of you. You closed your eyes when you felt yourself teetering on the edge.

“Look at me,” Jess tells you instead and so you do. You see the lust and passion in his eyes and it’s enough to unravel you. Little earthquakes of ecstasy erupt through you as you shuddered against him. He increases his pace, eager to coax every last aftershock of your orgasm. It doesn’t take long before you feel his release warming your insides. He rests his head in the crook of your neck as he recovers his breath.

When he pulls out, you swipe his spilled seed from your leg and bring it in your mouth, enjoying the salty taste. “Fuck you’re so hot,” Jess breathes out. 

You grin. “So this happened. You gonna deny it?” You challenged him as he held you.

“Nope,” he said with a grin. “This happened. You’re mine and I’m yours. No take backs.”

“No take backs,” you echoed as you leaned in for another kiss.

It was perfect. The world could end at that moment and you would not mind at all.

Still you were glad to stay alive. Because then, you could always go another round, and another. So it goes.

✿ Masterlist | ✿ Jess Mariano Masterlist

#jess mariano smut #jess mariano x you #jess mariano x reader #jess mariano fluff #jess mariano imagine #jess mariano #gilmore girls #amongemeraldcloudswrites

[iwritefandomimagines]

TREEHOUSE — JESS MARIANO

masterlist

pairing: jess mariano x reader

description: you’d be lying if you said you didn’t enjoy jess’ flirty teasing. he’d be lying if he said that you didn’t make him uncharacteristically mushy.

warnings: swearing n fluff!!!, that’s all folks

author’s note: ok so i caved and started rewatching GG already — i had this idea and had to run with it! let me know what u think x

“Wow Y/N, we have got to stop bumping into each other like this!”

You looked up, rolling your eyes at the smirking boy before you as you placed down your book, “Oh yes,” you quipped sarcastically, “Such a shock to see you at your uncle’s diner that you live above and work at. Bonus points for you literally choosing to come over to my table, by the way. Usually you save our tantalising small talk for when I come to the counter for a drink.”

This only emboldened his smirk, and he glanced back to see Luke quirking his brow at his usual game — he always distracted himself from helping out by busying himself with talking to you.

In seconds he’d sat himself down in the empty chair opposite you, leaning on your closed book and staring so intently into your eyes you felt your heartbeat quicken immensely.

“What do you want, Mariano?”

“Ouch, last name?” he pouted, “And here I thought we were friends.”

Your heart was racing at how close to you he seemed to be, but his assertion of your supposed ‘friendship’ dulled this a little.

It infuriated you that he spent so much time flirting, and then every other moment acting like his having any romantic interest in you was a ridiculous suggestion.

“Friends, hm?”

In all the time he’d been loitering around, lending you books, stealing your books, making you coffee and all-round just finding any reason to be near you, Jess had never been certain his attraction to you was reciprocated either.

You’d started out shy, unsure of why the hell he seemed so struck with talking to you when he appeared so disdainful of everyone else in Stars Hollow.

And then you’d warmed to him, you’d opened up, you’d spent evenings as the only two people in Luke’s — just talking for hours on end — only to the next day seem distant again.

He’d tried to reassure himself that you did like him too, and that you were just shy, but something always stopped him from passing the boundaries of friendship beyond flirtatious remarks.

“Am I being relegated to an acquaintance?” he placed a hand over his heart and screwed up his face like he was going to cry, before relaxing it and smirking once more, “Or is your inquisitive tone your way of hinting at your undying love for me?”

“Shut up,” you shoved his arm gently, watching him feign a gasp, “You’re a pain in the ass, you know that right?”

Jess scooted his chair even closer to the table, “I totally thought that was your favourite quality of mine. My mistake!”

You didn’t reply for a moment, challenging him with eye contact and feeling your chest tighten at the way he seemed to match the intensity.

“What’re you doing tonight?”

This was new — he normally just hinted at caring what you were up to, nudged for you to give away whether you were seeing anyone, and danced around flirting just enough that he could deny it if you called him out on it.

You gestured to the book he’d made himself comfortable on, “A riveting night of draining your establishment of coffee ‘til you close, finishing this book and then probably either starting another or binging some shitty tv.”

It was only now that he looked at the book he was leaning on, clocking that it was Ham on Rye and he was the one who’d lent it to you when you’d expressed a desire to read more Bukowski.

“How’re you finding it?”

“Oh, and apparently starting the Jess and Y/N book club,” you teased, “Yeah, I’m enjoying. Thank you again for letting me borrow it.”

He smiled, “Anytime. Want me to leave you alone ‘til you’re done with it?”

You pondered his question for a moment. You didn’t want him to go anywhere, but weren’t quite sure if you should suppress your eagerness for his company.

“No, no,” you bit your lip, “Its alright. Does—,” you almost asked if Luke needed him, in the hopes that he’d say no and you could ask him if he wanted to get out of there. Almost.

“Does… what?”

“Nothing, never mind,” you shook your head, blushing crimson at how closely he watched your every move, “Its quiet in here tonight.”

He shrugged, “I was hoping you’d ask if I wanted to get out of here, because Luke definitely doesn’t need me when it’s this dead.”

You smirked, “Is this you asking me to get out of here?”

“Maybe.”

“Cool.”

“Cool?”

“Yes, Jess, cool. Let’s go somewhere else,” you grinned, pulling your book from beneath his elbow slowly and watching him roll his eyes at your teasing smile as you did so, “I was going to ask that. Didn’t want to seem too eager and boost your ego.”

He feigned insult again, “Ego? What ego?!”

He rose to his feet as you packed your book into your bag, gesturing that he was going to go and tell Luke he was leaving and quickly sauntering over to the counter, where you just about overheard Luke mumble, “Finally asked then?”

That made your stomach swarm with butterflies — this was really happening.

All this time, and things were finally progressing.

Jess briefly disappeared behind the counter, before re-emerging with his jacket and opening the door to the diner for you to lead the way out.

“Where’d ya wanna go?” you asked, your voice quiet as you suddenly felt anxious about being so close to him.

Your feelings for Jess had been growing steadily for so long now, bubbling under the surface, and now you finally had an inkling he actually liked you too you didn’t know what to do with yourself.

He shrugged again, looking down at his feet with his hands stuffed in his pockets as he ambled through Stars Hollow at your side.

“We can just walk,” you hummed, “Or we can go to mine. I’ve, uh, got a treehouse out back that my dad built when I was a kid. Or not if that’s a really fucking lame suggestion.”

He kicked a stone at his feet, “No, that sounds good. Totally lame. But good.”

That pleased you enough to elicit a small hum from your lips, and you found yourself walking a little closer to him as you led the way to your house, “Good. Follow me then.”

When you arrived at your house it was empty as ever — the reason you spent so much time at Luke’s was the rarity of company at your own home given your parents’ busy work lives.

You grabbed a few drinks from the fridge, some snacks from the cupboard, and then led the way out back to the treehouse, which was lit with fairy lights and adorned inside with band posters and shelves of books.

“I’ll give it to you, Y/N, it’s less lame than expected,” Jess nudged your side as you crawled in and slumped down on the mattress in the corner of the room, scoffing at him, “I feel honoured to have the Jess Mariano’s approval.”

“Should I feel privileged to be up here?” he licked his lips, eyes glancing over at the torn “NO BOYS ALLOWED” sign discarded at the edge of the tree house too, “Or does the sad state of the sign suggest I’m one of many exceptions?”

You rolled your eyes, “If you’re jealous that other boys may have been up here, you can just say that, Jess. But you should feel privileged because you’re the first. In fact, I can’t believe I didn’t even think twice about bringing you up here.”

He seemed to like that, his eyes glimmering as they darted between your lips and your eyes repeatedly while he found the words to respond.

“I’d say that means you like me, Y/N,” his voice was barely above a whisper as he spoke, and your close proximity left you shuddering as his breath fanned over your face, “Can’t say I blame you.”

His shit-eating grin made you roll your eyes for the millionth time tonight, “Here I was about to say maybe you were right. Thanks for snapping me out of it, shithead. I don’t like you nearly as much as you like yourself, huh.”

He just stared at you for a moment, eyes still twinkling and his breathing jagged.

“Funny, except I don’t think that’s true,” his head dipped to kiss you now, capturing your lips at first tentatively and then with increasing pressure as you kissed back.

He pulled back for a second, half smirking and half dazed, “Yep, I’d say you definitely like me.”

“Says the one who initiated the kiss,” you challenged, “And has been flirting with me incessantly since, like, the moment we met.”

He raised his eyebrow, “Oh is that so?”

“Are you denying it?”

“Oh no, I’ve definitely been flirting,” he licked his lips once more, desperate to kiss you again but trying to refrain for now, “It’s just funny that you’re only calling me out on it now.”

You gently shoved him and poked out your tongue, “I can kick you out of my treehouse whenever I want, you know.”

He only leaned closer again, “But you’re not gonna, are you?”

Jesus Christ you’d not been prepared for the palpitations in your chest right now. Your heart thrummed against your rib cage, drunk on the feelings that had only gotten stronger tonight.

“It’s your lucky day.”

You kissed him again, and the arm he wasn’t propped up on scooped around your waist to pull you closer and deepen the kiss, “Yeah, I guess it is.”

You stayed like this for god knows how long, joking around in between kisses and getting more and more comfortable in each other’s company, until he sat up abruptly and furrowed his brows.

“What’s wrong? Filled your kiss quota for the night and ready to leave or something?” you smiled, tongue in cheek, and he chuckled.

“Oh no, never. Just figured as much as I’d like to just kiss you, we should probably talk,” it was unlike Jess to look as nervous as he did right now.

In the time that had passed this evening, you’d grown comfortable enough to help him out a little here.

“I really like you, Jess.”

He wasn’t expecting that — you could tell from his wide eyes and open mouth, which he swiftly shut when he realised he was slack-jawed and silent.

He reached out to take your hand in his, fingers twiddling with yours, “You do? That’s, uh, good. ‘Cause I really like you too, Y/N.”

You couldn’t help the little joyous giggle that escaped your lips, and he couldn’t help the warmth that spread through him at the sound of it, “D’you want to stay over tonight? We can sleep in here?”

He kissed your nose, relaxing back into his reclined position again, “If you’re sure… I’d like that.”

“‘Mm, c’mon then,“ you cuddled in a little closer to him, suddenly overcome with tiredness from the evenings events, “…’m sleepy.”

He smiled, a broader smile than he was sure he’d ever smiled before, happy you were finally this close to him. He dipped his head to kiss your forehead, interlocking your hands as you got comfortable on his chest.

“G’night beautiful,” he whispered, and you could hear his heart thrumming in his chest. You couldn’t believe you’d found this side of Jess Mariano. And you weren’t going to get over that joy any time soon.

“Night Jess,” you hummed, already half asleep, “You better be here when I wake up.”

“Oh I will, Y/N, I’m not going anywhere.”

———

ahhHhHhh i hope you enjoyed this !!! please feel free to make some requests if you’d like, or just let me know what you think! i’ve been in such a writer’s block funk lately — but hopefully i’m back now!

here is my masterlist if you’d like to read more of my works!

#jess mariano #jess mariano x reader #jess mariano x y/n #jess mariano x you #jess mariano imagine #jess mariano imagines #gilmore girls #gilmore girls imagine #gilmore girls imagines #gg

[bealovesmarauders]

Heyyy! You said you were writing for Gilmore Girls, are you writing for Jess? If so, could you please write headcanons for him or anything you want to write really. If you don’t want it its okay ofc💕

grumpy x sunshine / jess mariano

⋆ ࣪.      ⁺⑅     ⋰˚     *.ﾟ    .˳⁺⁎˚     ˚⁎⁺˳ .    ༺ ˖

jess mariano x reader (headcanons)

wc: 700

a/n: thank you so much for requesting!! yes i do write for jess!! one of my fave bfs other than james potter and gilbert blythe. they’re all so<33  i’m absolutely obsessed with the grumpy x sunshine trope rn and jess with that seems perfect so that’s what im gonna write about if thats ok!!

⋆ ࣪.      ⁺⑅     ⋰˚     *.ﾟ    .˳⁺⁎˚     ˚⁎⁺˳ .    ༺ ˖

jess has always been the bad boy of stars hollow since he moved. that is a fact. and when he meets you it completely throws him off because how can someone be so happy and sweet, and so beautiful at the same time?

obviously he’s not known for being optimistic… so when you meet him while working at luke’s, you try to make it your personal mission to have jess smile at least once a shift

luke thinks it’s great that you two have to work together because jess badly needs a good influence, and you’ve known luke since you were young so you’re completely and entirely trusted with the shop when luke goes fishing and whatever

jess is astounded

and then the way you treat the customers

even kirk likes you- he thinks you’re a wonderful break from whatever the hell luke’s attitude is

you’ve memorized everyone’s regular orders and never fail to serve someone without a smile on your face

at first it kinda pissed jess off tbh because he thinks it’s an act and not genuine

but as he gets to know you better he realizes that you’re just a really lovely sunshiney person no matter what, and hey, maybe you’re rubbing off on him a bit after all

one time he leaves his book at the counter while he’s on a break and you run up to the apartment to give it to him, even though there’s a backlog of customers

“you forgot your book downstairs”

he kind of stares at you, a smile creeping up 

“thanks”

“you’re welcome”

more awkward pauses

“you should really use a bookmark, you know, it’s bad for the pages if you bend them like that”

“you read?”

“yeah. you should really start a new book, though. that one had a super unsatisfying ending”

“oh yeah?”

that’s when everything changes for him

the next shift he comes to work on your day off and you’ve left him a small package beside the coffee machine with his name in cursive on it

it’s a book

your handwriting is inside the front cover with a little note to him

‘for jess, this is my favorite book, don’t bend the pages please :)’

and then there’s a homemade bookmark

from then on you guys start trading books 

and he starts smiling at you more

you guys get closer and more attached, working perfectly in sync at the diner- you’ll have the fries done at the same time he’s grilled a burger, so that everything stays warm for the customers

jess also starts doing more little things for you: wiping down the counter, helping clean up so you can go home earlier, giving you all the tips in the tip jar even though technically he deserves half

until one day you come into work late, eyes rimmed with red, furiously blinking tears away

he’s never seen you like this, so obviously he has to fix it

because you’re y/n l/n. you’re the sunshine of stars hollow

lorelai and rory are there, and so he asks lorelai to help man the coffee 

jess takes you upstairs to his room, away from prying eyes, and asks you what’s wrong, cause he can tell

you just burst into tears

“hey hey hey, you’re okay, what’s wrong?”

cue protective jess.

through the tears you tell him how you’re overwhelmed with school, homework, the pressure to get into a good university, and how you feel like you’re supposed to handle it all by yourself

jess knows it’s not the time for wisecracks

so he wipes away the tears from your cheeks and listens as you talk

when you’ve calmed down, you hug him as a thank you

jess has never really been hugged before. luke and his mom aren’t very affectionate, especially physically

when you finally pull away, his touch lingers

and you kiss him on the cheek very quickly

that’s when jess knows you’re the one

you’ll always be his sunshine, even through both of your worst moments

and he knows he’s going to spend the rest of his life with you, and devote his days to hearing you laugh

but that’s a story for another time

i hope you like this!! thanks so much for requesting, sorry if this got a bit long or if it’s not what you're looking for. likes and reblogs are appreciated! <33

#jess mariano #jess mariano headcanons #jess mariano x reader #jess mariano imagine #gilmore girls #gilmore girls headcanon #gilmore girls headcanons #jess mariano headcanon #jess mariano x fem reader #<3 #jess mariano my beloved #bea's asks #first request omg #i <3 u anon #gilmore girls imagine #gilmore girls fanfic #gilmore girls fanfiction #jess mariano fanfiction #jess mariano fanfic #milo ventimiglia

[amorchai]

OMG IM IN LOVE WITH UR JESS MARIANO FICCS!! can i request a jess mariano x reader? the reader is a naturally loud and bubbly person. reader is talking to jess abt something they're excited abt, but realize that theyve been talking the entire time and jess hasnt said anything, reader automatically shuts down and stops themselves bc they're always told that theyre too loud and talk to much. i need the comfort fics😢😢 <3

jess assures you when you're insecure.

pairings: jess mariano x reader

words: 466

warning(s): insecurity ( r thinks they talk too much )

you had been mid-rant, jess fresh on break with a tea towel over his shoulder and hair tousled from the aftermath of mid-afternoon rush in luke’s café. when you had entered, the chaos of people leaving, jess breathed a sigh of relief and his uncle granted him his break.

you were talking about your long day at college – filled with dramatic students and unsympathetic professors, jess was sitting across from you, head perched on his palm staring at you.

“… i didn’t do one of the readings because i used that time to see you instead, god forbid i have a social life because he didn’t care… he just looked right at me and said that i should’ve known the answer.”

jess quirks a smile, a simple ‘how was your day?’ turning into a ramble that he didn’t dare interrupt. he knew you were interested in him, you just needed to offload and then you’d ask how his day was – even though his was significantly more boring than yours.

“anyways, i met paris for a bit during our free periods – she drove down and we grabbed some lunch. so that made me feel better, oh they had the best black coffee! paris loved it! i should take you sometime-”

you take notice into how jess is staring at you, your energy yields as you take it for boredom rather than admiration, the relationship was still fairly new in your defence.

“i would love that, baby,” jess replies.

your eyebrows furrow, your finger that previously runs across jess’ free palm stops. jess matches your expression, hand cupping yours with a small, “what’s just happened?” confused by the sudden silence and change of energy.

“no, sorry, was just rambling. i haven’t even asked you how your day was…” you trail off, looking down to your hands to avoid eye contact in case you might cry. jess tries to meet your gaze, head lobbing down, “it’s okay, i like listening to you talk.”

you look at him, eyes wide and confused, “you do?” jess’ heart throbs in his chest, unsure if you’ve been called out on being talkative or upbeat before, but a topic he’ll bring up another time. “’course, baby.”

your biting your lip anxiously, the need to kiss him very much sitting in your heart, if only you weren’t in the company of small-town eyes – babette sitting across the room. “how was your day?” you ask jess, smiling happily when he takes both your hands in his.

“alright, kirk saying this, dean annoying the living the hell outta me. but tell me more about the café. we could go on friday after your college class, yeah?”

you couldn’t help following your heart in leaning over and kissing jess, even if it was only for a few seconds.

my masterlist . my taglist

amorchai © ─ all rights reserved. no reposting/translating/copying will be tolerated.

#— ꒰꒰ ➵ my works ｡˚ ꒱꒱ #gilmore girls┊ ➶ ˚⊹ jess mariano ⊹ #jess mariano #jess mariano x reader #jess mariano x you #jess mariano imagine #jess mariano fanfic #gilmore girls #gilmore girls imagine #gilmore girls fanfiction

[ilyasorokinn]

“HOLDING HANDS UNDER THE TABLE” prompt with jess mariano please and thank u 🫶

SPOIL

this is the first thing i've ever written for jess, so i you enjoy besties <3 also, i am a lorelei and rory stan, so if you aren't or want to say anything mean, say it to a wall.

"holding hands under the table." (from this prompt list)

when you and jess got together, you wanted to keep it on the dl. well, he wanted to keep it on the dl. although you weren’t best friends with rory gilmore, you were kind of friends and he didn’t want to create any animosity between you, so you decided to not tell anyone about it.

before school, you would meet in the back parking lot where no one ever was. jess brought a surprise pastry to share and a cup of hot chocolate while you brought a new book.

"on the menu today, vanilla scones with lemon icing."

"ooh, luke's getting fancy." you teased.

"i'm pretty sure he bought them."

"then disregard what i said."

"and what book did you bring today?"

"kirk told me i had amazing taste when i bought the book."

"kirk told you that? why would kirk be working at the bookstore?"

"who knows? i've learned to stop questioning kirk." you handed it over to him.

"really?" you shrugged, "i am not reading this."

"oh, you're boring. come on, it's a good book." you insisted. he opened his mouth to argue when the bell rang, "are you actually going to come to class today?"

"i don't know, i kind of like hearing you recite everything back to me." you playfully shoved his head and grabbed your stuff, "i'm kidding. we'll see. i have some stuff to do before."

"what could you possibly be doing right now?"

"stuff." he responded, "i'll see you later. promise i'll be there."

"you better." he leaned down and kissed your forehead before he was on his way, "i'm holding you to it, mariano." he gave you a thumbs up.

true to his word, jess walked into class as if he hadn't missed the majority if the day, "you know, when you said you had some stuff to do, i didn't think it would take all day."

"you'll be happy to know i got you something." he produced a flower he had definitely picked from the garden on the way to school.

"awh, that's sweet." you cooed, "how much do we owe taylor for it?"

"he won't even know it's missing." jess rolled his eyes, leaning back in his chair then grabbing your hand and holding it in his lap under the table, "i got you something else too, but that'll have to wait till later."

"ooh."

"not like that." he rolled his eyes, "a cd."

"cd? jess mariano, you are spoiling me." you smiled.

"anything to see you smile." he gave you a sarcastic smile.

taylor's 2.5k celly!

#jess mariano imagine #jess mariano imagines #jess mariano x reader #jess mariano blurbs #jess mariano fic #jess mariano #milo ventimiglia #gilmore girls imagine #gilmore girls imagines #gilmore blurbs #gilmore girls fic #gilmore girls #taylor writes #taylor writes: gilmore girls #taylor's blurbs #taylor's prompt lists

[thegettingbyp2]

Reader works at the diner and sees how hung up on Rory Jess is. She decides to distract him from his infatuation (smut more than welcome, also this can be when they are adults if you prefer.)

Taking Your Mind Off of Her

Buy me a coffee :)

Gilmore Girls Rewatch

You and Jess had a friend with benefits situation going on between the two of you, but you were quickly regretting it as you felt feelings develop for him. And what made it worse was that you had to see him every day due to the both of you working at Luke’s Diner. And what made it even worse was the fact that you had to watch him pine for Rory.

This day in particular was driving you up the wall. Lorelai had just left, leaving Rory sitting on her own at the table; something that Jess rectified as quick as he could, sliding into the seat next to her and leaning in close. You could hear them talking quietly and Rory’s giggle every now and then, a sound that had your eyes rolling. You felt bad for Jess as you saw his face light up after he made her laugh and you knew that any second, that expression was going to be wiped off of his face.

Just like clockwork, you heard Rory harshly reminding Jess that she was with Dean before she stormed out of the Diner, leaving Jess sitting on his own at the table, trying his best not to look dejected. You made your way over to the table and picked up the abandoned coffee up. ‘Jess, you know that she has a boyfriend,’ you reminded him, ‘do you really think she’s going to break up with him? Everyone loves him in this town.’

‘Don’t remind me,’ Jess said quickly, still looking down at the table, his jaw set as he tried not to let any emotion show on his face. Sighing heavily, you reached down and grabbed the sleeve of his t-shirt, yanking him up and dragging him towards the stairs that led to his and Luke’s apartment. ‘What are you doing?’ he protested, but not trying to get out of your grip as he followed you.

‘Taking your mind off of her,’ her you replied as you opened the apartment door and pushing him against it when it closed. ‘I’m fed up of watching you mope around after her, you need to deal with the fact that she’s chosen someone else.’ You spat out before crashing your lips onto his.

The second your lips were on his, Jess’ arms wrapped around you, pulling you tightly against him and spinning the both of you around until you were the one who was pressed against the door. His hands moved to grip both of your wrists and he pulled them up until he was pinning them above your head. His hips pressed against yours and you whined against his lips when you felt his cock pressing against your groin. ‘You going to distract me?’ he asked lowly, moving both of your wrists into one hand and using his now-free hand to trail down your body, slipping underneath your t-shirt to graze his fingers against your bare skin.

‘Yes,’ you gasped, nodding your head, quickly falling into a headspace that would let Jess do pretty much anything he wanted to you. His pressed his hips impossibly closer to yours, lowering his mouth until it grazed your ear.

‘Jump,’ he said, letting go of your wrists and letting you jump into his arms, wrapping your legs around his waist as he carried you through the apartment, throwing you down onto his bed. He reached down to push his jeans and boxers down his legs and quickly getting rid of his top before he crawled back over your body. Whilst he was undressing, you took the time to undress yourself so by the time he was hovering over you, the two of you were naked. He lowered his hand to gently push two fingers into you, causing your back to arch and your chest to press against his.

‘Jess,’ you whimpered as soon as his thumb joined to rub circles against your clit.

‘That’s it, good girl,’ he murmured as he lowered his head to your neck, pressing kisses to your skin, making your eyes roll to the back of your head as your fingers tangled in his hair, wanting to hold him as close to you as you could. ‘You thought you’d distract me? Don’t want me thinking about Rory?’ he asked, smirking when he felt your body tense slightly at the sound of her name. Jess chuckled lowly as he felt you still underneath him and he lowered his head to take one of your nipples between his teeth, nipping your skin slightly and causing your back to arch up into him.

‘Jess, please,’ you begged, tears pricking in your eyes when you felt him take his fingers away.

‘So Rory’s a touchy subject?’ he teased, pulling away.

‘Stop,’ you whined, writhing on the bed as Jess watched with amusement playing in his eyes when he saw just how much the thought of him with Rory was irritating you. When you realised that Jess was content with watching you for a moment, you huffed and sat up, reaching down to the floor to pick up your discarded clothes, trying desperately to hide the smirk on your lips, knowing that this was a sure-fire way to stop his teasing.

‘What are you doing?’ Jess asked, all trace of amusement disappearing from his voice when he clocked the moment your fingers wrapped around the blouse that you’d been wearing, slipping it over your shoulders until it hung off of your body.

‘Well, you’re clearly not going to do anything so I might as well just go home,’ you said, swinging your legs over the side of the bed.

All of a sudden, you found yourself pressed back into the mattress with Jess pinning you down as a low growl came from his chest. ‘You’re not going anywhere,’ he murmured as his lips latched onto your neck, a satisfied smile appearing on your lips as your plan worked. ‘You told me you were going to distract me, so you’re going to distract me.’

You gasped at his words and at the feeling of him suddenly pressing into you. Jess held himself still above you while he let you adjust to him and your fingernails dug into his arms slightly. ‘Or maybe it was you distracting me just then?’ you managed to breath out sarcastically, causing Jess to let out a dark chuckle before he pulled out only to push back into you, starting up a rhythm that had you being pushed up the bed with every thrust.

‘You’re always so good to me,’ Jess groaned as his arm wrapped around your waist, keeping you pinned where you were, not letting you move any further up the bed. His hips were hitting against yours harshly and you knew that you were going to have bruises in no time but you couldn’t bring yourself to worry about that at the moment; you were too busy chasing the high that you know only Jess would be able to give you.

‘Jess,’ you whined, seemingly unable to utter another word.

‘Yeah, sweet girl?’ he asked condescendingly. ‘You got anything else to say or have I fucked all of the other words out of that pretty little head of yours?’

You could only nod in reply as he lowered his hand to rub tight circles against your clit and your arms wrapped around his neck, pulling him down into a bruising kiss that had you both moaning into each others mouths. As soon as Jess heard your whimpers and whines growing louder, he pulled back to look at you, marvelling at how someone so beautiful actually liked him.

‘You’re close, aren’t you? Go on, cum for me, (Y/N),’ he encouraged as his own pace started to falter as he was falling over the edge but wanting you to cum first. You left yourself tip over the edge as your legs tightened around Jess’s waist as you felt him still against you.

The two of you slowly came down and Jess lowered his body until his weight was comfortably resting against you. His hands gently threaded through your hair and he kissed you gently, the action causing butterflies to erupt in your stomach.

‘Thank you,’ he whispered softly against your lips, your eyes fluttering open in confusion.

‘For what?’

‘For distracting me for a while.’

It was then that you felt everything come to a screeching halt. You’d forgotten that that was all this was. You and Jess weren’t together and he was hung up still on Rory Gilmore.

All you was to him was a distraction from what he really wanted.

#jess mariano #jess mariano imagine #jess mariano smut #jess mariano x reader #gilmore girls

[sourcherryandsprinkles]

Could you do 30. ‘‘Each of my thoughts about you are improper.’‘ with Jess Mariano 😄

I haven’t written for Jess in so long. Hopefully this is good🤞

—

The smell of his pine aftershave lingered on you after you left his apartment, making you wish you were still tangled in the sheets with him. Soon, you'll be graduating and this back and forth driving to see Jess will come to an end.

You hadn't told anyone yet, but once college will be over, you'll be moving to Philadelphia and getting an apartment with Jess. His roommates had kindly offered you to stay with them, but you felt uncomfortable moving in with Matthew and Chris. They were very nice guys, you just wanted privacy.

‘’I don't want you to go,’’ Jess said against your shoulder, half-asleep.

It was Sunday and he knew what was coming.

You rubbed his back, his skin golden from the sun coming through the window, wishing Sundays weren’t a thing. Long distance relationship sucked.

‘’Can’t you stay until lunch? We could get breakfast at the café on 2nd street?’’

‘’The pancake place?’’

Jess hummed and began kissing your neck to make himself extra convincing.

Unfortunately, you had to decline. You had to go over your English paper for Monday one last time and finish your article for the Daily News. You had also promised Rory you would get coffee with her in the afternoon.

‘’Or we can stay in bed and…’’ His hand glided under the covers and down your body and slipped underneath your sleeping shorts, making you swallow a moan when his finger brushed over your clothed clit. 

Maybe coffee with Rory could be reported. She would understand, right?

You bucked your hips into Jess’s touch, asking for more. 

‘’So, is this a yes for the bed?’’ he asked, cocking an eyebrow.

You hit his arm. ‘’You’re such a horn-dog.’’

‘‘I can't help it. Each of my thoughts about you are improper.’‘ His lips crashed over yours and his fingers pulled aside your underwear.

—

All and more taglist: @spiokybirdstarfish @kenqki @liidiaaag @hawkegfs  @gillybear17   @areaderinlove @acornacreacure @black-rose-29 @fudge13

#jess mariano #jess mariano imagine #jess mariano x reader #jess gilmore girls #jess mariano x you #gilmore girls imagine

[mystic-writings]

sneak out | jess mariano

PAIRING — jess mariano x fem!gilmore!reader SUMMARY — minutes into your mother’s dinner party, jess suggests you sneak out through your bedroom window - and you can’t help but agree WARNINGS — fluff, jess and reader being ‘troubled’ teens, a bit of angst, reader venting WORD COUNT — 2,322 NOTES — the idea of lorelai having a teen that was just like her is so appealing to me idk why - also would you believe me if i told you i listened to yung gravy while writing the majority of this fic

masterlist | navigation

You weren’t sure which was worse - the dinner your mother was hosting, or the idea that you now had to put up with a whole night of Luke’s strange nephew, whom you’d never met before.

Of course, you loved your family to pieces, and you loved Sookie and Jackson; hell, sometimes you looked at Luke as more of a father than you did your actual dad, but having everyone together for what you knew would be at least a three course meal, under one roof, with Luke’s mysterious nephew from New York, just felt draining.

So, to preserve what little social battery you had left for the day, you decided to spend the time between school and dinner in your room upstairs with a good book and a cd playing from the player that sat on your dresser at a low volume. You had to change the cd twice, first from one of your mothers Bangles cds to a Smiths one, but just as you were enjoying the beginning of David Bowie’s Ziggy Stardust album (and nearly finishing up your book), did you hear the clanging of pots and pans from downstairs, as well as Sookie and Jackson’s lighthearted bickering.

You managed to bury yourself back into your book, one leg crossed loosely over the other outstretched one as you half-sat, half-laid on your bed, being mindful of your shoes so as to not get any dirt on your covers.

From downstairs, Jess was wandering around the Gilmore home as everyone else did whatever they were doing in the kitchen, internally monologuing and half-mocking their decor. He’d met Rory already, and she seemed like a nice enough girl. Enjoyed books. But he had yet to meet the third and final Gilmore girl, who so far had only been mentioned. However, as Jess scanned the various photographs on the mantle, he could hear the faint guitar of Suffragette City emanating from somewhere upstairs.

After peeking down the hallway to make sure no one was watching, Jess smirked and snuck up the stairs, into what was surely off-limits territory for someone like him. Still, he took the stairs two at a time and stealthily, managing to avoid all the places that would creak in a house like this one, despite never stepping foot inside beforehand. He followed the music down the hall, past some more paintings and pictures, to another bedroom. The door was open, and he was able to take a look inside. Posters covered most of the wall, leaving little space to show off the paint beneath them. Bookshelves occupied the wall right beside the door, and similarly to Rory’s room, they looked stuffed to the brim with books.

On the bed, facing him, was the person he assumed to be the final Gilmore girl - Rory’s twin sister. He watched intently, scanning every feature of your focused face as you scanned the final pages of the book you were reading. How your brow furrowed, eyes locked on the ink before you. The way the foot that hung off the edge of the bed was moving to the beat of the song.

Once Jess had decided that he’d been watching you long enough to constitute stalking, and how that was probably extremely creepy, he nudged the door open with a creak and stepped inside, clearing his throat and pulling his lips into a slight smirk. “Hey there, Ziggy.”

At first, you thought that your mother was finally calling you down to dinner, until you heard the unusually male - and entirely unfamiliar - voice come from the body in your doorway. Tucking a receipt into your book to mark your place, you glared over at the boy standing in your room with his hands behind his back, smugness rolling off of him in waves as he admired your room.

“You’re Jess, aren’t you.” Your flat tone seemed to amuse him.

“How nice, you already know my name. I’m flattered.”

You watched him as he walked around your room, over to the window where your desk was, trying to figure him out as he peeled back your curtains. “It’s impossible to not know someone’s name in this town, even someone who’s only been here for 28 hours.”

He chuckled. “Nice one, Ziggy. Now tell me, why aren’t you downstairs with the rest of the freakshow? I mean, they are your family, after all, aren’t they?”

You pretended to smile, but it came out as more of a grimace. “Sorry to break it to you, Mariano, but I’ve been banned from the freakshow. Apparently having apathy toward any sort of Gilmore humour is forbidden, and they’ve locked me away forever.”

“Aw, so sorry to hear that.” Jess mocked, placing a hand over his heart with an exaggerated pout. “I can’t believe they shunned such a ray of sunshine.” He smirked at your rolled eyes. “No, really, you must be a real treat at parties.”

“Quit it, Mariano. Is there a reason you came up here or did you just want to cause enough trouble to get kicked out of our beloved Stars Hollow? Because if so, you came to the right girl.”

Jess’ brow quirked. “Really?”

“Yeah,” you heaved a dramatic sigh, slipping off your bed to walk over to Jess. “But it’s like… 9pm on a Wednesday. In Stars Hollow. Even if I wanted to cause trouble, and I don’t, because I did enough of that at school today, there’s nothing to do. Everyone’s asleep, and I’m pretty sure our 24-hour mini-mart closed like, half an hour ago.”

Now it was Jess’ turn to roll his eyes. “Your sister said that already. Is there seriously nothing to do here?”

“Nope.” You shrugged, just as a thought came to mind. “Well… there is one thing…” Jess’ eyebrows raised at the prospect of having something fun to do, and you couldn’t help but laugh. “It’s not anything revolutionary, you know.”

“Still, give me something, anything, to get us out of here, Ziggy. I’m begging you. I’m being suffocated by the stale air of suburban life.”

You nodded, tapping your fingers on your thigh. “Fine, I’ll tell you. But you gotta do one thing for me.”

“What is it? I’ll do anything, I swear.”

“Stop calling me Ziggy.” You said. “It’s a stupid nickname, and although I admire the fact that you listen to David Bowie enough to come up with a nickname like that one, I hate it. Call me by my actual name.”

“Well I would, if I knew it.”

“My mother never told you my name?” You asked with a raised brow. “She never shuts up about me and Rory, I’m surprised you never caught it.”

“Apparently, I didn’t. It seems she likes talking about Rory more.” Jess shrugged. “At least, around me she does.” He barely caught the slight sag of your shoulders, the drop in your demeanour, before you picked it back up and smiled.

“Well, Jess. I’m Y/n. Y/n Gilmore.” After a pause, you looked around and snagged a sweater from the chair in the corner of your room. “Now, if you’ll follow me, let’s go have as much fun as we’re able to in Stars Hollow at night.”

Jess waited impatiently behind you as you unlatched the window by your desk and pushed it up, slipping through and holding it open for him. As he clamoured out, you grabbed the rock underneath the window and placed it on the windowsill, lowering the window so you’d still be able to get back in later.

You could still hear the tail end of the album playing as Jess looked around.

“How are we supposed to get down?”

“The trellis, obviously.” You said, carefully making your way across the porch’s roof to the trellis right next to the kitchen window. “Just don’t make much noise, this thing is right next to the kitchen’s window and if we get caught we’re screwed. Follow my lead, and run when you hit the ground, got it?”

“Got it.”

Scaling down the trellis was basically second nature to you, but you made sure to look up every once in a while to make sure Jess was doing okay. He seemed to be, which comforted you somehow. You waited at the bottom for him, making sure to stay out of view of the window to the kitchen and the edge of the porch, which were on either side of the trellis, and could possibly get both you and Jess grounded.

When he landed, he looked at you, and a dish clattered in the kitchen. You both snapped to the window, then back to each other. On instinct, you took his hand and ran toward the woods.

“Where the hell are we going?!” Jess whisper-shouted.

“Relax!” You whisper-shouted back, slowing to a stop as soon as you were hidden in the tree line. “We’re not going into the woods, dumbass. What do you think would’ve happened if we waltzed out in the open in front of the living room window?”

Jess only sighed and nodded, letting go of your hand. He let you lead him through the trees, keeping the light of the house close to you, walking around the garage and past all the cars, waiting until Babette’s house was out of sight until you stepped back onto the road.

The walk was calm and quiet, crickets and the breeze occupying you instead of chatter. After a while, when you were beginning to reach the town centre, Jess spoke up. “So, what now?”

You shrugged. “Not sure. Usually I head to the lake, bring a book, or a cd player and some headphones. I don’t normally bring people with me, you know?”

Jess nodded, lips slightly pursed. The walk continued through the town, passing by shop after shop, all of them closed for the night. You had to admit, you weren’t used to taking walks like these, out in the open. Normally you’d find whichever path kept you out of the possible sight of the townspeople, a habit you developed after Taylor snitched on you to your mother after he caught you walking to the lake by the Inn when you were 12. Still, it was nice, and even if you were caught, you somehow didn’t seem to mind it.

As the buildings were fading again and you knew you were approaching the lake, you checked your watch. 9:27pm. You sighed, and Jess looked at you. Dropping your arm, you shook your head. “Almost 9:30. They definitely have to know something’s up at home. Probably sending out a search party by now.” You told him, before shrugging. “Or, you know, miraculously, they forgot we existed and are eating Sookie’s delicious no-allergen, fourteen course meal as we speak.”

Jess scoffed. “Yeah, right. Luke might not care that much, but Lorelai? She seems like the world’s most protective parent.”

“She is.” You confirmed, sitting on your usual bench, eyes following Jess as he sat next to you. “Trust me, I love her to death, but it gets annoying sometimes.”

“Yeah, well, at least you have a protective mom.” Jess’ hands gripped the edge of the bench, his body hunched forward, making him look small, ready to run at a moment’s notice. “Mine decided I wasn’t worth the effort. Shipped me off to this… circus show without so much as a ‘sayonara, kid.’ You’re lucky.”

You frowned. Everyone knew within the hour of him arriving in Stars Hollow that Jess was a troubled kid, but even troubled kids deserved parents that cared. He was right, though, you were lucky. It just didn’t feel like it.

“I know I’m lucky, Jess, but it’s not all rainbows for me, you know.”

“Oh yeah? How?” He scoffed. “You have the perfect life, Y/n. A mom that cares, a great twin sister - hell, even Luke sings your praises.”

“Luke sings?”

Jess rolled his eyes. “You know what I mean.”

“It’s not like that all the time, Jess.” You sighed. “My ‘great’ twin sister is, apparently, so great that she has all eyes on her at all times. My grandparents are always so proud of her for being so smart and planning this amazing, expensive, studious future - they’re planning on funding it, too, from the sounds of things. I just want to live, you know?” You kicked a rock with your shoe, avoiding Jess’ concerned gaze.

“And my mother seems more concerned about her wellbeing than mine, closer to her than to me. But somehow she wonders why I’m the troubled one. I mean, I act out, I barely go to that stupid prep school because it’s so suffocating, and I got an eyebrow piercing without permission instead of taking a calculus test last month, which I’m just getting out of that punishment. Everyone’s so focused on Rory and how seemingly great she is, I don’t even remember the last time I was appreciated for anything. And don’t even get me started on my dad.”

“Sounds like these freaks don’t know a good person when they see one.” Jess told you. “You seem chill. Adventurous, too. But just because you aren’t appreciated doesn’t mean you aren’t good enough.”

You couldn’t help but smile. “You too, Jess.” The world quieted around you for a moment, stars shining off the rippling waters of the lake. “But we don’t need to be good enough for them. Just good enough for us.”

He smiled, nodding once at you. Again, you appreciated the silence with him, watching the water or the sky. It wouldn’t be long until Luke and your mother found you both, you with your head on his shoulder and one knee bent to your chest, laughing quietly at a joke he told as you continued to get to know one another. But that was later. For now, you simply sat and watched the water, wishing the moment could last for the rest of your lives.

permanent taglist: @just-here-to-escape-from-reality @mazerunnerrose @theboldandthebootyful @miraclesoflove @queen-asteria04 @heliads

jess mariano taglist: open!

taglist form is in my navigation!

#jess mariano #jess mariano x reader #jess mariano x you #jess mariano x y/n #jess mariano imagine #jess mariano fluff #gilmore girls fanfiction #gilmore girls x reader

[oh-thats-what-it-is]

Jess Mariano SMUT: The best friend and the boyfriend.

POV: Your best friend Rory always gets what she wants as the town’s golden girl. Well, you have had enough and its time you get what you want.

WARNINGS: 18+ (minors dni); cheating; rory slander; lorelai slander; p in v intercourse; dirty talk; unprotected sex; light choking - i think that is it

AUTHOR’S NOTE: wasn’t enough jess smut for me on here. Wanna fix that! first time writing anything so please be gentle. 2k+ words

You’re at Luke’s diner trying to get some work done before your exam tomorrow. The wetness inbetween your legs was proving a great distraction to the task at hand. You had to muster every ounce of concentration to listen to what Lane and Rory were saying. The three of you were finishing up your group project for school. You had all been friends for years, but recently you had found it hard to be yourself around them.

The reason for that, was standing behind the counter, serving customers with a surly look and a quippy comment if he spoke at all. Jess.

The whole town knew about him and Rory. How could they not? Stars’ Hollows’ golden girl drew attention wherever she went. Her and Dean’s romance had been the talk of the town - the stuff of young love! And she could do no wrong. Even after she dragged Dean through hell and back with her indecisiveness before ultimately bringing him to breaking point - people still loved her.

And hey - you did too. She was your best friend. But you couldn't help but roll your eyes at the way the town fawned over her. Even though it had been happening your whole lives. Rory and her busybody, try-hard mother were the apple of the town’s eyes. And you were used to it.

But you had been surprised that Jess had fallen for it. When he arrived in town, a sullen and brooding figure, you had immediately felt drawn to him. You could sense his angst. You could feel it vibrating off of him. And lets not pretend like he wasn’t a total smokeshow. He looked like a man.

If only Lorelai and Luke weren’t so close. Then you might have gotten your chance. But as fate had it, and as it always seemed to, Rory got in there first. Lorelai invited Luke and Jess over for a welcome dinner, and he instantly became smitten with Rory’s mild manner. It only took a matter of months - and a breaking of one Dean Forrestor’s heart - until they became an item.

At first it was all rosy. Rory wouldn’t shut up about it. But you could tell. Something wasn’t quite right. Two months passed and Rory would go red every time Jess was brought up, or came to sit with your group at lunch. You asked Rory - genuinely as a friend. She would just mumble and divert the subject. Lane also pressed, but there was no budging Miss Gilmore.

It was only a month ago when you cottoned on to what the problem was. You had been wearing jeans that hugged your ass, and a top that teased just enough of your cleavage to make anyone blush. You bumped into Jess in the hallway at school. As in, physically bumped into him, as he came around the corner. He grabbed onto you out of instinct to apologise.

“Oh hi Y/N. What are you….” His eyes trailed down to your chest. You didn’t notice at first. You thought he was dazed by the surprise interaction.

“Just on my way to Spanish. Señora Castilla is making us do a book report - I’m doing 100 years of Solitude.”

“Hmm” he responded. “That’s one of my favourites. Magical realism, love, scandal - “

And then you clock. His eyes are on your tits. His hand is still on you. On the small of your back.

This man is hungry. He hasn’t been laid or anything of the sort in a while. Or at least since he has been with Rory. Jess wants you. You avert your gaze.

“Jess. I have to go.”

He moved his hand lower, testing the waters. You don’t remove it. You inhaled, trying to retain your morals. You remind yourself: We’re in the middle of the hallway. At school. He is Rory’s boyfriend. Rory is my best friend.

You repeated these over and over to yourself like a mantra, willing yourself to move. After what seems like an eternity, he whispers in your ear: “My car. 10 minutes,” and sauntered away.

And that was how it began. A whole month of some of the steamiest makeout sessions, hottest sex, and best orgasms of your life. Did the secrecy turn you on? Maybe. Did you feel bad for Rory? Perhaps. But were those moments with Jess worth it? Absolutely.

You had to be careful. Not just to avoid Rory and Lane. But Luke couldn’t know either. If he did, he would have gone straight to Lorelai and it would have been a whole thing. It wasn’t worth it. So the two of you would sneak in quickies in his car, behind Miss Patty’s studio, in the AV room at school etc.

But Luke was out tonight. Doing something for Lorelai probably. Who knows. Jess had suggested the two of you take advantage of the situation. He had recently acquired his own room at Luke’s, ever since his uncle had knocked a hole in the wall for him. It wasn’t much, but you couldn’t wait to share a bed with him, and take your sweet time worshipping his body.

“Okay Y/N, we’re off. You coming?” Asked Lane.

“Nah, I have a bunch more work to do for my college application. I will see you both tomorrow?”

Rory went over to give Jess a kiss goodbye. You couldn’t help but smirk as you saw him looking at you as she kissed his cheek. The two girls waved goodbye and left the cafe.

The minute they left, Jess pounced on your table. He summoned Cesar to take over his shift and close up.

“Cmon baby” he whispered, taking care not make it look obvious to the other customers what was going on.

You and Jess went up the stairs silently but quickly. The minute you reached the top flight and opened the door into the living quarters, Jess slammed the door shut and pressed you against it.

“Do you know how bad you are? Sitting right next to my girlfriend and giving me those ‘fuck me’ eyes all night? It was all i could do not to take you on the table right there.”

His forehead was against yours, his hands cradling your face. All you could see was him. All you could feel was him.

“Such a good boy for restraining yourself,” you cooed, trying lure him into making the first move. Each time you were together, it still felt like new. A game of chicken. Who would break first? Fresh and dangerous, yet familiar and comforting all at once. “It must have been so hard for you” you said, moving your hand towards his crotch. “Show me how much you want me” you dared.

It was too much for him. He growled and leant in to kiss you with everything he had. He was messy and sloppy with need. His teeth clashed against yours. You moaned with need. Your hands wandered to your waist, dipping under your trousers, then your panties. You started playing with your clit and panting his name back into his mouth.

You were still against the door. Jess moved his hands under your shirt, finding the valley of your chest easily as you hadn’t worn a bra today.

“Fuck” he said, breaking the kiss. “You had your tits out all day baby girl? You are such a slut, wanting everyone to notice.”

Before you could begin to formulate a reply, his mouth was on your left nipple. You sighed as he sucking with such fervour. Just as you got used to the sensation enough to say something witty to him, he bit down hard. You yelped - this was a new move from him. He obviously felt emboldened by the new setting, being in his own territory and out of a car.

Jess went to your right nipple, sucking and making the most obscene slurping noise and his hand went to your other tit. It was too much. It felt too good. You started playing with your clit with even more until he finally noticed.

“That’s my job Y/N. Its not like you to be so selfish!“ he scolded. He grabbed both your wrists and pressed himself into you, letting you feel his bulge. You whimpered at the loss of your fingers inside your wet cunt and pouted at him. He brought your fingers to your mouth.

“Suck” he said, with a devious glint in his eyes. Like a fucking wet wipe, you did as he said. You were embarrassed at first, but didn’t care. You would do anything he said at this point.

When he was satisfied you had fully cleaned your fingers, he took them out your mouth and kissed you hard and hungrily on the lips.

You saw you opportunity to the turn the tables, to take power. “Jess?” You asked innocently.

“Hmm?” He responded, trailing kisses down your neck.

“The whole point of tonight is that we have a bed for once. Let’s make the most of it.” You pushed him off you and took his hand. You walked past the door to his bedroom. He stopped you and looked at you confused.

“Oh Jess. I don’t wanna be fucked in your single bed. I want to feel all of you” you whispered in his ear, guiding him to Luke’s room and king-sized bed.

His eyes widened with realisation and need. Was this a bad idea? Almost certainly. Did he care? At this point, not even wild horses could stop him from having you. He would do anything you said. And he had to admit, there was something hot about doing it somewhere he shouldn’t.

You pushed Jess onto Luke’s bed, unzipped his jeans and pulled down his boxers. His cock sprung up immediately. It was red, throbbing and angry. You couldn’t help but drool. Jess saw this and smirked. He knew what he did to you. He pulled off his shirt, knowing it would drive you crazy.

You dived onto his cock, unable to wait any longer. You took all of him in his mouth, as he held your head there. His pubic hair tickled your nose. You stayed there for as long as possible, until your eyes watered. You took your head off, wiped your mouth, and then began bobbing up and down slowly.

Jess propped himself up on his elbows, watching you like a hawk. His tongue was sticking out as he concentrated his breathing to stop himself from blowing his load. His dark curls were pressed wet against his forehead as beads of sweat started to roll down his face.

You moved to his balls, gently sucking them into your mouth while your hand moved up and down on his rock hard member. He started moaning and rocked his hips into your hands, desperate for more.

You had him right where you wanted him. You removed yourself from him completely and clambered to sit on top of him. His cock was nestled in your folds. So close to where he wanted to be. So close to where you wanted him to be. But you decided the chase was more fun. You lowered yourself down, so that your tits were pressed against his chest.

You whispered “Can Rory make you feel this way, Jess? Does she drive you wild like I do? Can she make you moan like a bitch the way I can? Has she ever made your cock this hard?” You punctuated each sentence with a nip on his ear.

“Fuck you,” he replied, grabbing your ass and turning you onto your back so that he was on top. He pushed himself into you and started fucking you with no mercy.

Your tits were bouncing with every thrust and you were whimpering with need every time he pulled out. You snaked your arms around his back, pulling him deeper into you. You didn’t want any space between you.

“You’re such a whore Y/N. Fucking your best friend’s boyfriend. I can’t believe it turns you on so much.”

You moaned at this words, unable to deny the appeal of the whole situation.

“Fuck baby, I can feel your cunt clenching around me as i say that! You are a fucking whore Y/N, squeezing me with your greedy pussy. Such a bad fucking girl.” Jess yelps, spanking your ass.

“I am a whore Jessy, your whore, only for you” you cried, embarrassed by your pathetic display. He grinned as you used the nickname you only brought out for him when you were cock drunk beyond belief. You groaned inwardly as you couldn’t believe you had given him the satisfaction of that ego boost.

You were lost completely in Jess. He moved his hand down to your core, adding a finger into your weeping pussy, and using his thumb to toy with your clit. It was bliss.

“Jessy?” You called out.

“Hmm?” He groaned in response.

“I want you to cum inside me” you begged.

His eyes widened as a wild look came over him. Without missing a beat, he swung your legs over his shoulders and bent you in two as he fucked into you harder than before. His hand moved to your throat, gently choking you. You stuck your tongue out like a dog in heat - animalistic and beyond a care as to what was normal.

The bed’s headboard was hitting the wall with every thrust from Jess’ pelvis, sure to cause a suspect dent tomorrow. But neither of you could have given a single fuck as the you both chased your highs. The sound of skin slapping, moans and gasps were obscene.

“Jess, have you seen Luke’s toolbox? We need it and he said it might be - Oh my god!”

You both froze and turned to the door. Lorelai was face to face with you and Jess butt naked on Luke’s bed. Sorry - lets rephrase that. Lorelai walked in on her daughter’s boyfriend and best friend fucking raw on Luke’s bed.

She narrowed her eyes and hissed: “Get the fuck out.”

#jess mariano #gilmore girls #milo ventimiglia #gilmore girls smut #jess mariano smut #literati #lorelai gilmore #jess x reader #jess mariano x reader #jess mariano x y/n #jess mariano imagine #jess imagine #gilmore girls imagine

[urwhorecrux]

⋆ ˚⁀➷ 𝘥𝘢𝘵𝘪𝘯𝘨 𝘫𝘦𝘴𝘴 𝘮𝘢𝘳𝘪𝘢𝘯𝘰: 𝘮𝘰𝘰𝘥𝘣𝘰𝘢𝘳𝘥

— dating jess mariano: long dates, loves showing you what he’s reading and is always interested in your books too, loves silent moments when you two sit there reading or cuddling, always listening to what you have to say no matter what it is.

#jess mariano #gilmore girls #jess mariano x reader #jess mariano fanfiction #jess mariano imagine #gilmore girls x reader #gilmore girls imagine #gilmore girls fanfic

[scarlet4rose]

Sleepless without you

Jess Mariano x reader

--------------˖⁺‧₊˚♡˚₊‧⁺˖---------------

story: your boyfriend Jess wakes you up in the middle of the night cause he can't fall asleep, he's too busy thinking about you

--------------˖⁺‧₊˚♡˚₊‧⁺˖---------------

It´s 3 am and Jess lies awake in his bed. Every time he closes his eyes, he sees your face before his eyelids. He turns around in bed, but he can't get you out of his mind. Jess sighs, thinking about you all the time without you with him is driving him crazy!

When he dropped you off at your house at 10pm, you said you were super tired, so he didn't want to ask you if he could stay over. So he had decided to go to bed early himself too, but now he couldn't find any sleep no matter what he tried. Dammit! One thing was clear, despite of what he had set out to do he just had to see you!

A few minutes later, he had crept to your house in the dark of night and was now standing in front of your window. He knocks, at first gently, then louder.

"Y/n", he whispers your name and fervently hopes you hear him and have not yet fallen into a deep sleep. After a while he hears noises in your room and you open the window a crack.

"Jess?", your sleepy voice couldn't sound any sweeter to Jess and he starts to grin "Yes, it's me babe, as I live and breathe"

You open the window all the way to let him in and he doesn't let a second pass before he joins you in your room.

"What are you doing here?" you ask confused, "I thought we were both going to bed early?" Jess pulls his left leg through the window and is immediately right in front of you, he puts his hands on your hips and gives you a quick kiss on the cheek. "Change of plans, I guess."

"Oh nooo, Jess, I'm really tired," you sigh.

"Yeah, me too, angel"

"Then why the hell didn't you stay home in bed?"

Jess smiles guiltily and lets out a small chuckle "I couldn't sleep without you. I just... I couldn't help it, I had to come here to see you" Your knees go a little weak and you notice his gaze, which he hasn't yet taken away from you for a mere second.

You sigh again "Alright Jess, then stay, I guess" Jess leans in and kisses you deeply, he pulls away from you and then gives you a second kiss. he really can never get enough of you.

"Thanks, babe, I was hoping you'd say that" he then laughs suppressedly "Without your mercy, I probably would have died of insomnia tonight" you roll your eyes "Oh please! The way I see it, I'm the one now who's gonna die of insomnia tonight instead"

Jess shakes his head as he gently twists your body around so that your back is now pressed against his chest. He slowly walks you back to your bed in the corner of the room. "Nah, no way Y/N. You`re gonna get your sleep, I promise".

Standing in front of the bed, he slowly lowers you onto the mattress and pulls the covers over you before getting in bed himself. He wraps his arms around you and whispers softly "Y/N, angel, I swear I came here just cause I needed to see you. Needed to be with you, alright?" You can't help but smile while you lean back against him "Oh Jess, I guess you`re growing soft. My Jess, my poor Jess..."

Jess frowns slightly "whatever that means. I snuck out and came here to see my girl, that`s not... well- I thought you wanted to get some sleep. You wanna start arguing now?" You grin and turn your head around to kiss your boyfriend on the cheek

"No need to argue, baby, you´re the toughest guy I know, really. well, and...", you can feel his heart beating faster behind you, "and I love you"

Jess presses a kiss on your forehead and hugs you even tighter.

"I love you, too, Y/n"

you snuggel into him and the two of you drift off to sleep.

Good night ˖⁺‧₊˚♡˚₊‧⁺˖

#gilmore girls fanfiction #jess mariano #jess mariano fanfiction #jess mariano fic #jess mariano x reader #jess mariano x y/n #jess mariano x you #jess mariano imagine #gilmore girls x reader #jess mariano headcanons #jess x reader #jess x y/n #sleepless without you #i love you #jess mariano fluff #fluff #cute fluff #cutie pie

[amongemeraldclouds]

not being romantic

Jess Mariano may be cute, possibly charming, but he is most definitely annoying. He certainly can’t hold a candle to your secret pen pal who’s smart, loves books, and aspires to be an author. Or can he?

Jess Mariano x f!Reader

Warning: no use of y/n, mostly fluff, some angst, cursing, suggestiveness. This fic is set after he left Stars Hollow.

✿ Masterlist | 3.3k words

The cafe buzzed with the rush of customers lined up for their afternoon caffeine fix. Coffee machines droned on churning coffee as sunlight streamed through the windows and the smell of baked goods wafted through the air.

You smirked at Jess Mariano before you called the customer to hand them their drink. You proceeded to add another point to your scoreboard, waving your arm for emphasis. He rolled his eyes at your dramatics and hurried up, adding whipped cream to the drink he was preparing. 

Everything was always a game with him. Who could get the highest amount of tips? Who could guess the new customer's coffee order? Who could make the most convincing foreign accent?

Today’s game was: who could make the fastest coffee order?

“You’ve gotten better,” he observed as you grabbed a cup for the next customer. “Aren’t you glad to have had an incredible instructor like me?”

You scoffed, “more like an incredible loser if you don’t hurry up with that order. Just because you taught me, doesn’t mean I’d go easy on you, Mariano,” you taunt, narrowing your eyes for emphasis.

He shook his head with a smile, “I expected nothing less from you.” He made his way to the other end of the counter to call the customer and handed them their drink.  

Another busy shift flew by and before you knew it, it was time to close down the cafe.

You grabbed the scoreboard, beaming with pride. “I won! You can now call me the Queen of Speed, Barista Extraordinaire. Bow down before your queen.”

Jess looked up from where he was wiping the counter with a flat expression. “I’ll call you the Queen of Clean if you help me with these last few tables?”

You frowned at him and stuck your tongue out, of course he had a whole arsenal of retorts with him at any given moment. You grabbed the towel and disinfectant spray from behind the counter and moved to wipe down the tables. “You’re no fun, but I’ll let it slide since you now owe me a favor.”

“As long as I don’t have to help you dispose of a body then it’s fine,” he replied, eyebrow raised. 

You rolled your eyes, “if I ever need to dispose a body, it would probably be yours.”

“Are you confessing to something you’ll commit? I don’t think that’s very wise.”

“I’m not planning anything,” you sighed, pinching your nose. The conversation was getting more and more off topic by the second. “You, however, will be the dea*h of me.”

“I’ll add you to the waitlist,” he nodded as he set aside the towel and grabbed the key, ready to close for the evening. Of course that wasn't the first time that line was directed at him.

“You’re just trying to avoid what you owe me. Stop deflecting, Mariano,” you accused, heading towards him to return the cleaning materials. “I need your help with my toaster, it stopped working and I can’t afford to get it fixed or replaced. Can you help me with that?”

“Of course, anything for the Queen of Speed,” he replied.

“You forgot Barista Extraordinaire,” you added helpfully.

Jess just shook his head as if to say, I can’t win with you. He fought the smile that threatened to break across his features. Perhaps you too had your own arsenal of comebacks.

With the final turn of the key, the door swung in and you and Jess headed into your tiny apartment. It was a studio that’s three steps away from the kitchen, five steps away from the bathroom, and ten steps away from the bed. You liked to keep it simple, minimalistic. It definitely had nothing to do with the cheap rent.

“Welcome to my apartment. It’s not much but it’s home,” you said, gesturing around the place.

“It’s cozy and it’s very you,” he remarked.

You folded your arms and stared at him, “I can’t tell if that’s an insult or a compliment.”

“Let me see. Second hand furniture, potted plants around the area, and the artwork looks similar to your napkin doodles. Don’t think I didn’t notice them. It’s a mosaic of different things, but you managed to tie it all together and make it work. It’s just like you to make good out of a potentially bad situation,” he observed.

“Slow down there or you’ll end up hosting shows about house tours,” you teased. “And hey, I’ll take the compliment. Who knew Jess Mariano could be nice?”

He shrugged, “I just call it like I see it.”

You took the three steps necessary to reach the kitchen. “Here’s the troublemaker, by the way. Not you, well, aside from you,” you amended and pointed to the toaster. “Not sure what’s wrong, it just stopped working.”  

He approached you and it struck you just how small the kitchen was, certainly not big enough for two. When you turned to speak to him, all the words left your mind as you realized you’re only inches away from him. Heat crept up your cheeks and you blinked.

Jess smirked at your reaction, keenly aware of the effect he had to you. That cocky bastard. He leaned in a bit closer and your breath hitched. “You know, if you just wanted me over at your place, there’s a lot of other fun things I can help you with.” You scrunched your nose and took a step back, immediately transported to the area you considered your bedroom. “If that’s your way of confessing your feelings for me, it’s not very romantic at all. Thought you’d have more game than that, Mariano,” you hedged.

“Oh, that’s because I’m not trying to be romantic. If I were trying....” he said, taking a step forward, closing the distance you tried to place between you. He brushed the hair away from your cheek, the touch so unexpectedly tender coming from Jess. You took in how soft his lips looked up close.

When he touched the side of your face, your attention returned to his soulful eyes. “...I’d do something like this,” he concluded, his breath against your lips like the ghost of a kiss. That’s all it took for him to steal the breath from your lungs.

You’re disoriented when cool air greets you again as he took a step back and the only trace left is the fading warmth from where his hand caressed your cheek. “But like I said, I’m not trying to be romantic,” he shrugged.

You cleared your throat, brushing off the lingering heat of the interaction. You ignored the pang of disappointment that hit you. Besides, someone else already had your heart, this was nothing but a silly little crush. “Well can you please try to fix my toaster?” you asked, trying to stay on topic as always.

“Sure, I have tools at home. I can take it with me and bring it back when I’m done.”

You nodded, “okay thank you. Let me just grab a bag you can carry it in.”

He scanned the room while you opened the cabinet to grab a reusable bag.

“Why do you have lots of mail?” He asked, thumbing through the pile of opened envelopes on your kitchen counter.

You mulled over the question, unsure how much you wanted to share with Jess Mariano and risk a round of his teasing. Then again, you could handle Jess. “Well, there’s this guy I really like. We send each other letters. If you really want to know what romantic is, Mariano, it’s hand written letters. No one bothers to write them anymore. There’s something sweet and sincere about it.”

“Who’s the lucky guy?”

“I’m not really sure. I got his first letter from the bookstore I frequent, the employee handed it to me and I asked him to hand back my reply. We just kept going from there, I think the mystery just adds to the romance.”

Jess shot you a worried look. “You mean to say, you’re corresponding with a complete stranger? For all you know he’s hiding his identity because he’s a stalker or a serial killer.”

“Please, he is not. He is smart, funny, and he’s writing a book. I just don’t feel like he’s that type of person.”

“You’re going off this based on your feelings? I don’t think that’s wise or safe.”

“Jess, it’s fine. There’s nothing to worry about,” you replied, having had enough of him for the day. After handing him the bag with the broken toaster, you shoved him towards the door and out from your apartment, wishing him a good night.  

“That was quick,” you said as you headed out of the cafe and walked towards Jess’ apartment to retrieve your now functional toaster.

Jess shrugged, “it was no big deal, just had a few loose screws to reattach. Speaking of loose screws, how about that imaginary boyfriend of yours? Finally decide to reveal himself?” 

You sighed, Jess had been on your case the whole week since you told him about your mysterious crush. Needless to say, you regretted telling him about it. “No, but he hasn’t written to me recently,” you pondered. “He must be busy writing his book.”

“Or planning your untimely demise,” he retorts.

“Jess, I swear,” you grit your teeth, “I’ll be planning your untimely demise if you don’t drop it. Why do you care so much? Are you jealous? Is that what this is about?”

“Well I’m trying to look out for a coworker, why does this have to be about me? But hey, I’ll drop it,” he relented. “Besides, I won today so you owe me a favor.”

You groaned, but don’t say anything further. He won fair and square, you were ready to accept your fate.

Jess continued, “My uncle sent some food last night and I have a lot more than I can finish myself. Help me with that before you leave with your toaster?”

“Jess Mariano,” you narrowed your eyes at him, “are you asking me out for dinner?”   

“No,” he quickly said and then caught himself. “We’re not going out, we’re dining in. Besides if I were being romantic, I might bring you flowers, pick you up, take you somewhere nice. So this,” he said, pointing between him and you, “is not me being romantic.”

“And there goes Mr. Defensive,” you smirked. Of course he was not being romantic, not to you. He had a hundred and one ways to tease and annoy you but never to charm you. Still, you couldn’t help the way it killed you just a little inside.

“I swear if you tell me this is where the magic happens, I will smack your head,” you deadpan as Jess opened the door to his apartment.

“Why does that turn me on?” He teased. Your face twisted in confusion and disgust and Jess laughed triumphantly, having drawn out a reaction from you. You had no idea you were adorable, he thought.

“Just welcome to my home then,” he said. 

You stepped in, admiring his cozy space. You imagined a messy home with leftover containers and soda cans strewn about reeking of old laundry and faded furniture. You had little to no expectations at all.

Instead what greeted you was a small space, similar to yours. The bed was made, blanket tucked in neat corners and the furniture, while undoubtedly secondhand, was well maintained. If anything, the mismatched pillows against the pale blue sofa and the sanded down wooden table gave it personality. It smelled like subtle household cleaners and carried the scent that is so distinctly Jess, a mixture of soap and sweat, plus a hint of cologne he would never admit to wearing.

“It’s very you,” you remarked, “and I don’t mean that as a bad thing.”

He shrugged, handing you your toaster, “I’ll take it as a compliment.”

“Thanks again for the toaster. Now there’s only one troublemaker here in this room,” you quipped as you move towards his kitchen to help him set the dinner table.

“That’s definitely you,” he replied, handing you the plates and utensils while he moved to heat up the food from the fridge. “Hand me the glasses over there?” He asked, pointing to the drawers on the opposite end.

You nodded, setting down the plates on the table and headed towards the drawer. “Well, I’ll let it slide just this time because you’re feeding me and I can’t say no to free food. Thank you Jess,” you said, a small hint of affection blooming in your chest.

You opened the first drawer and found only papers. You were about to close it to check the next drawer when the familiar edge of stationery caught your eye. It was exactly the type of paper you smiled at for hours on end, trying to memorize each word. Curiosity got the better of you and you lifted a half written letter to your eyes. A half written letter addressed to you.

A storm of emotions struck you then: confusion, hurt, and anger. All this time. The boy who weaseled his way into your heart, who called you cute in his first letter and wanted to get to know you. Who charmed you into the romantic idea of secret identities like spies undercover. Who shared your love for books and had the best recommendations that made you feel seen like no one ever has. Who spoke about his love for writing with a passion that inspired you. 

All this time it was Jess Mariano.

All this time it was a lie.

Just another one of his games.

“What about those gla—” he stopped mid-sentence when he turned back and saw you reading his letter.

“Fuck,” he exhaled softly as heat crept into his cheeks.

You looked at him, fire burning in your eyes. “Is that all you have to say, Mr. Fantastic Writer?” You huffed, trying to quell the tears that threatened to choke you. 

Jess opened his mouth and closed it, wanting to say a million words and failing. You watched the war raging in his head.

“Well then indeed, fuck!” You exclaimed in frustration. “And fuck you too. I know you love your games Jess, but you can’t just go around playing with other people’s feelings.”

You retreat and grabbed your things, shaking your head. “God, I feel like such a fool.”

You threw the door behind you and was a few steps away when you realized you left your toaster. Shame and betrayal marched with you as you opened his door again and found him still frozen where you left him.

“I’m just here for my toaster, which I actually need. Unlike you, I don’t need anything from you, Jess. I’ve read and heard enough,” you said, your voice wavered at the end and tears spilled down your cheeks.

You turned away from embarrassment, toaster in hand, and ran the rest of the way home. He didn’t deserve to hear your sobbing. He didn’t even deserve any of your tears. He was just a stupid boy that your stupid heart fell for. No big deal.

The next week passed in a blur. Unable to switch shifts with anyone else, you called in sick at the cafe and lived life between your university, the library, and your apartment. Never mind that you needed the pay, you could drown in instant noodles for all you cared. It didn’t matter anyway. A broken heart never cared for a full stomach.

That Friday, you were about to call it a night when the doorbell rang. The was odd, you thought, you weren’t expecting anyone. 

“You’ve got the wrong—” you stopped mid-sentence when you saw the last person you ever wanted to see, Jess Mariano holding a bouquet of flowers and books. If it were any other day, it might have sent butterflies to your stomach. Now all it did was fan the flames of your anger because it was much easier to be angry than hurt.

You slammed the door close but Jess stopped it with his outstretched arm. “Are you trying to get yourself injured?” You accused and you hated it, how much you still cared.

“Please, I just need to talk,” he said, pain and sincerity etched in his handsome face.

You sighed and let him in, not wanting to cause a scene at the hallway. “You have five minutes,” you held up your hand for emphasis.

“Fine, five minutes,” he breathed, steeling himself. "Here’s a story for you: I met this girl working at a cafe. She’s smart and quick witted, she never runs out of comebacks. Her smile makes my day and I needed to see more of it so I came up with these games. And damn it, I looked forward to going to work every day because of her.

There was a nagging at the back of my mind to get to know her better. I wanted her to get to know me too, but I have a track record of screwing things up so I sent a letter. Just one couldn’t hurt, right?

Clearly, I underestimated her. One letter was never going to be enough. I loved hearing about her dreams, her stories, the inside jokes we created along the way. Without meaning to, I fell for her. I fell for you. It was never a game for me, all of it was real. Is still real.

When I heard you liked your secret pen pal too, I didn’t know if I should reveal myself or just disappear, let you forget me. Of course, I screwed things up again. I’m so sorry, I never meant to hurt you but clearly I have. Would you give me a second chance? I’m not good at this but I want to try."

He’s breathless by the time he ends his speech and you take a moment as the words settled in. No wonder he discouraged your interest in your secret pen pal, which also turned out to be him.

You sighed, “you really screwed it up.” Your heart broke all over again only to come back whole together because he did like you. All those silly gestures he brushed off really did mean something. And the boy you loved through letters and your cafe crush turned out to be the same person.

You pondered his question. The way he went about it was all wrong, but a second chance might be worth a shot. “Fine, we can start over, but you’ll have to make it up to me. You owe me unlimited favors.”

“I'll fix all the toasters you need,” he said, presenting you with the bouquet of flowers and books.

“Oh you’ll have to do more than that. I have a broken bulb on the ceiling, the heater needs fixing, and the microwave will definitely break tomorrow,” you taunted him, accepting his bouquet nevertheless.

He just smiled, “I have a lot to make up for, but I’ll do it for you.” He moved closer to you, bringing the bouquet to rest on the kitchen counter, so he can wrap his arms around you. “You’re worth it,” he whispered in your ear and you hugged him back, fighting off the delicious chill that ran through your back from his words. Being in his arms felt so right.

“You like me,” you sing, teasing him like a child and you enjoy the way his chest rumbles against you as he laughs.

“Don’t let it get to your head,” he said, kissing your cheek. “Besides, you like me back.”

You removed yourself from his hug, already missing his warm embrace. “I never said I liked you,” you teased. 

Mock hurt danced across his features, “what’s not to like?”

You laughed at his arrogance, the need to touch him overwhelming everything else. “Fine,” you relented, “we can call it even.”

You closed the distance this time, “just to be clear, this is you being romantic?”

He smirked, wrapping his arms around your waist again. “Yes, this is me being romantic and I will show you so much more,” he said, bringing his lips to yours with a thousand unsaid promises you were about to discover.

✿ Masterlist

Author's note:

✿ When I came across a Jess Mariano fic, I just knew I had to write one too. Jess and his sarcastic ass in a (sort of) rivals to lovers trope, heck yes. ✿ Thanks to my lovely wife @pizzaapeteer for encouraging me to write this all those weeks ago ♡ ✿ Published this fic from a cafe, very on brand for the story.

#jess mariano #jess mariano x you #jess mariano x reader #jess mariano fluff #jess mariano imagine #gilmore girls #amongemeraldcloudswrites

[iwritefandomimagines]

ROMANTIC GESTURE — JESS MARIANO

masterlist

pairing: jess mariano x reader

description: jess wasn’t going to buy your easter basket and risk the embarrassment of his potentially unrequited feelings. so instead, he pays kirk to buy it so he can steal you away.

warnings: bit of swearing, bit of fluff, jess mariano i love u

author’s note: jess mariano stop appearing in my dreams challenge! anyway, hope you all enjoy. this has been in the drafts for ages and i finaaally finished it.

You were perched opposite Rory at Luke’s, on the edge of your seat as you tapped your feet anxiously and leaned on your basket.

“Nobody’s going to buy my basket,” you huffed, “You’re so lucky you’ve got Dean to like, 100% make sure yours gets bought.”

Rory rolled her eyes, “You’re being dramatic, Y/N. The town loves you. Just because you’ve been here less time, doesn’t mean nobody will buy your basket. Hey, maybe stalker over there will buy it.”

Rory was blissfully unaware that despite pretending to be distracted by wiping down the counter, Jess’ ears were practically pricked up like a dog listening.

“Stop calling him that, Rory,” you shook your head, cheeks burning as you looked over at him and he briefly looked up and caught your eye, “He’s my friend. And he said he wasn’t participating, which I assume means no buying as well as no making.”

“Whatever you say, Y/N. But we’d better head over there.”

You nodded, following her down to where Taylor Doose was already stood yelling at the town to hand their baskets in with haste and get ready to begin bidding on them.

Jess was lurking just out of sight, deciding what his best approach was for buying your basket and getting to have lunch with you as a result.

He spotted Kirk meandering over, a lightbulb moment sparking in his head as he dashed over to his side, “Kirk. I need you to do me a favour.”

“Jess Mariano needs a favour from me?”

“Yes— I need you to buy Y/N’s basket for me and then give it to me,” his hands were stuffed in his pockets as he sighed out his request, and Kirk eyed him inquisitively.

“What’s in this for me? And why can’t you buy it yourself?”

Jess huffed, “I’ll pay you 20 dollars. I can’t buy it myself because I told them I wasn’t going to be free to. I’ll be back at the diner, bring me the basket when you’ve got it and I’ll go and meet them with it. It’s a surprise then.”

“Oh,” Kirk stared blankly for a moment, “A romantic gesture. Got it. The whole town have been wondering when you’d finally get together. I’ll tell Taylo—,”

Jess took a step forward, hands flying from his pockets, “Don’t say a word! Just— we’re friends. I’m being a nice friend and buying Y’N’s basket.”

“What if I want to buy Y/N’s basket? I’m her friend.”

“Why would you want it?”

“Because— I don’t know. But I might.”

“Just take your $20 and buy me the basket, and I’ll give you what you paid for it after, Kirk,” he pulled $20 from his wallet and handed it over, “Or I’m telling Luke.”

With that, Kirk nodded and scurried over to complete his ‘mission’.

—

Kirk came rushing into the diner out of breath, basket in his hands and his face bright red, “I got it! I got Y/N’s basket. I paid $120 because a love rival of yours wanted it too, according to Ms Patty, so it was difficult. But I got it.”

“$120? I don’t have—,” he rethought it as he saw you headed for the diner, “Fine.”

He pulled his remaining cash from his wallet, handed it over to Kirk as he took the basket from him, and then wrote Luke a note explaining why he was about to take cash from the register and replace it with savings he had stashed upstairs when he next went up.

You entered the diner alone, no Rory this time, and Jess was relieved. He knew she didn’t like him, so he was happy to have time alone with you.

“Oh, so Mr Too Cool for the Easter basket bid wanted a basket after all and just got Kirk to do the work for him?” you teased, propping yourself up on the counter as you tried to suppress the giant smile forming as a result of his gesture.

“Well, time-honoured town traditions aren’t really my thing,” he shrugged nonchalantly, just a hint of a smile tugging at his lips, “But you’re good at this kind of thing. I thought it’d be nice.”

You placed your hand on top of where his rested on the counter, “Oh wow, are you ill? Is Luke ill? Am I ill and entirely unaware? Jess Mariano— doing something because you thought it’d be nice…”

He shook his head with a laugh, “C’mon, I can be nice!”

“Oh sure. You’ll have to show me this apparent nice Jess now when we go and eat the miserable contents of this basket,” you sing-songed, aware that your hand was still on top of his. You grabbed it, giving it a light tug to urge him to get away to join you now.

“Hm, not sure you deserve it if you’re going to tease me,” he pouted, following you out of the diner anyway as you swung the basket in your hands and skipped along, “Fine. Well let me choose where we go to eat then.”

“Sure. I just wonder where you’ll take me,” you teased, watching a smirk grace his face as he shook his head, “Gee golly I sure hope there’s a bridge involved.”

You’d wandered past him sat on that bridge many a time and it had once been your reading spot instead.

Jess scoffed at your mocking, “It’s quiet, can you blame me? I’ve already had Kirk telling the whole town about my supposed romantic gesture.”

You narrowed your eyes, briefly feeling a pang in your chest at the implied denial that there was anything romantic about him buying the basket.

“So this wasn’t your way of confessing your undying love for me?” you paced your palm to your chest in feigned dismay, “What’s your motive, then? Are you luring me out there to kill me?”

“You’re a pain in the ass, Y/N,” Jess rolled his eyes, “Can we just go?”

“No denial. Wow, I’m gonna die at Jess Mariano’s hands, and the last thing I’ll have eaten will be my miserable cheese sandwiches,” you gasped.

Jess led the way out through the town, clocking that all eyes were on you both, “Bold of you to assume I’d let you live that long. Think I’d get the job done quick enough to eat the sandwiches myself. I am pretty hungry.”

“Well unfortunately for you I put up a good fight when I’m hungry,” you nudged him, “And you’re supposed to be being nice, huh?”

Jess nudged you back, “You accused me of plotting to kill you!”

You just hummed, swinging the basket as you walked at his side and finally reached the bridge. You sat yourself down, waiting for him to follow suit as you immediately began unpacking.

“Wow, someone’s eager.”

“You just spent $120 to eat sandwiches with me Mariano,” you laughed, “You haven’t got a leg to stand on talking to me today.”

Jess shrugged, conceding as he looked into the basket while you pulled out it’s contents, “Pretty good.”

You handed him a sandwich with a small smile, taking one of your own and unwrapping it to take a bite, “In all seriousness, why did you actually bid on my basket?”

Your voice was small, and it warmed Jess’ heart to see you nervous to hear his answer.

“I just thought it’d be nice,” he shrugged, but you could see in the way his eyes lingered on you, as they so often did, that he was being honest now.

You smiled, “It is nice. I’m glad. Rory’s always got something to say when we talk at Luke’s, it’s nice to have time to talk alone.”

Jess quirked his brow with a smirk, “To talk alone? Are you sure it’s not you confessing your love for me?”

You scoffed, but the scoff became a small laugh as you looked at your feet where they swung over the edge of the bridge. Had you given the game away with your nervousness? Would it be clear now that you really did like him?

“You know what I mean, asshole,” you chuckled, shrugging, “I like your company.”

He smiled genuinely again, the glimmer in his eyes sending sparks through your body, “I like your company too. Just about the only person in the shithole town whose company I do enjoy.”

“You’re so poetic, Mariano,” you joked, taking another bite of your sandwich and trying to hide your blush, “But I’m glad. I really—yeah, I just like spending time with you.”

There was a brief moment of silence as you both continued eating, swinging your legs practically in sync with each other as you did so.

“Can I be honest?” Jess almost whispered as he finished his sandwich and leaned over to grab a juicebox, “Nice touch by the way.”

You giggled, “Hey, you can’t beat a juicebox. Gimme one, please.”

He handed you one too, and as you pierced the carton with your straw you’d remembered what he said before, “Of course— Of course you can be honest. What is it?”

He gulped, taking one small sip of his drink and then placing it down at his side, “I kinda did this to help me, I dunno, tell you that I liked you. Thought the gesture would… This feels stupid now.”

You bit your lip, trying to process what was currently happening, “It’s not stupid, Jess. I was hoping that was what this was… I mean, who spends $120 on a basket—,”

“Stop reminding me how much money I spent, please,” he interjected with a groan.

“Sorry—,” you smiled, “I didn’t want to get my hopes up and thought maybe it was just you confirming we were friends, but I’ve liked you for ages, Jess.”

He seemed more than pleased with this, a huge smile spreading across his face as you fluttered your lashes at him and smile right back in his direction.

He clenched his jaw, “Really? Rory’s always teasing you so I thought—,”

“How is someone so intelligent simultaneously so dumb?” you teased, shuffling closer to him and pushing the basket back so that you could move close enough that your thighs almost touched, “She teases me because she knows I like you, Jess. It was her who encouraged me to make a stupid basket to see if you’d bid because that would apparently prove you liked me too.”

Jess laughed, “I s’pose it worked out, then. I—I really like you, Y/N. At first I thought it was just because you were the only person here who isn’t— well isn’t always— a pain in the ass. I thought I’d just found a friend, y’know. But that’s not it, I really like you. I don’t wanna be just friends.”

Your heart was racing, and he seemed to have closed the last remaining gap between your sides. You leaned your head on his shoulder with a happy sigh, “I don’t wanna be just friends either.”

His hand moved to rest atop yours where it was placed on your knee, “That’s made the ridiculous amount of money somewhat worth it.”

“Only somewhat, hm?”

“It’ll only be completely worth it when you’re my girlfriend,” you could tell he was shy about saying that, “So yeah, only somewhat.”

“Is this your way of asking me to be your girlfriend, Mariano?” you grinned, heart still thrumming hard against your ribcage as he tilted to look at you.

“It might be,” he smirked, “But only if your answer’s gonna be yes. If not you’ve like, totally got the wrong idea Y/N.”

You leaned up, propping yourself up with your hands on his shoulder, and pressed a small kiss to the corner of his lips.

He smiled against your lips, reciprocating the kiss for a moment, “Is that a yes?”

You laughed, hooking your arm around his and leaning on his shoulder once more, “Yes, Jess. I’d love to be your girlfriend.”

You sat in silence for a moment, enjoying the sound of only the stream of water beneath you and your synchronised heartbeats.

“Those sandwiches sucked, by the way.”

“Oh I know,” you hummed, “I didn’t want to end up eating them with someone else so thought it wasn’t worth making much effort. Hence me hardly packing much.”

“Well now you’ve just got a hungry, broke boyfriend,” as soon as he said the word broke he was once again reminded of the cost of the basket.

“$120 man. Wow, I really do like you.”

———

thanks soooo much for reading! i hope you like this, i really enjoyed writing it <3 let me know if you have any more requests & please let me know what you thought!!!

also — here is my masterlist

#jess mariano x you #jess mariano x reader #jess mariano imagines #jess mariano #jess mariano x y/n #jess mariano imagine #gilmore girls #gilmore girls imagines #gilmore girls imagine

[amorchai]

thinking about a pining best friend!jess mariano. 

you practically live in your room by your desk with headphones playing soft beats to study for the final exams before graduating from stars hollow high, you practically live on the cosy cottage bungalow alone. too focused on the music and writing notes that you don’t hear jess mariano rattling the window above your bed until you see a figure fall on top of the duvet. 

jess, the pining idiot, just murmurs something and you take your headphones off and he just goofily mutters a, “hey. thought i’d drop by, y’know?” turning to your bookcase and complaining about the sheer number of romance. you promise him ice cream if he shuts up and lets you study for a while. 

jess, who’s scarily in love but has no idea how to express it only connects his thumb and pointer finger across his lips as a mimic of zipping his mouth and throwing away the imaginary key before skimming through your awful friends to lovers book but secretly wishing it could end up like you both. glancing up at you while the desk lamp emits warm glow across your face quite like an angel in the dark room and he wants to kiss you there and then. 

jess, who nods and pats the spot beside him whenever you glance over, coaxing you to cuddle him for a while because he can only bear your company, no one else’s. 

jess, who rolls his eyes but sighs in a nod when you ask to play 'friends' when he won at your distraction to come lay beside him. breathing straggled and uneven when your breath hits his neck and tucks further into his side. 

jess, the infatuated best friend, who watches you sleep and is glad your insomniac self can catch up on a nap in the evening because you’ve been working yourself to death with the upcoming work. chuckling fondly when you wake up and freak at the night sky, thinking you overslept be he assures it’s only been half an hour and there’s still plenty of time. 

jess, who watches you walk back to the desk, sleepy eyes and long cosy cardigan over your frame and asking which of two freezer ice cream flavours he wants can only blurt out, “let’s go on a date,” in return. 

jess, blushing profusely, trying to play it down when you go wide-eyed and look back to your friend, “you. me. date?” and with a casual nod, purse lips to hide his internal freakout, he responds, “well, that is what a date means. is it not?” 

jess, who can only be left in your room bewildered and face beat red, for the first time speechless as one thought runs through his mind, how you said “yes,” straight after. 

#gilmore girls┊ ➶ ˚⊹ jess mariano ⊹ #— ꒰꒰ ➵ my works ｡˚ ꒱꒱ #— ꒰꒰ ₊˚⊹ thoughts! ꒱꒱ #this is a respost yeye #jess mariano x reader #jess mariano x you #jess mariano #jess mariano imagine #jess mariano fanfic #gilmore girls #gilmore girls imagine #gilmore girls fanfiction

[wasabidottie]

Because you asked for requests. Maybe building gingerbread houses with Jess Mariano? xo

Frosting (Jess Mariano)

a/n: anon!!!!!<3 thank you sm for this request! sorry for how long it took, hope you like it :) and to anyone else with requests ill get to them asap :))

The aroma of gingerbread filled the cozy apartment as you an your boyfriend, Jess Mariano, gathered around the kitchen island, ready to embark on the annual tradition of building gingerbread houses. The table was cluttered with an assortment of candies, icing bags, and, of course, pre-baked gingerbread pieces.

Jess eyed the array of candies with a mischievous glint in his eyes. "You know, half of these are gonna end up in my stomach, right?"

You chuckled, playfully swatting his arm. "Behave, Mariano. We need those for the gingerbread house."

As you both started assembling the houses, the competitive spirit ignited. Jess, surprisingly meticulous with the task, scrutinized the angles of the gingerbread walls, determined to make his house a structural masterpiece.

"This has to be stable," he muttered to himself, holding two pieces together as if inspecting a construction project.

On the other hand, you were more focused on the decorative aspect. Your house was adorned with colorful candies, creating a vibrant, sugary landscape.

"Are you going for a candy wonderland or a gingerbread fortress?" Jess quirked an eyebrow, eying your creation.

You grinned. "Why not both? It's called creativity, Jess."

The banter continued as you both decorated your respective houses. Jess's concentration was evident, but you couldn't resist the occasional candy theft – a sneaky swipe here and there, which he pretended not to notice.

Eventually, the clash of creative visions led to a playful argument about the perfect gingerbread house aesthetic.

"It's like a battle between tradition and chaos," Jess remarked, eyeing your candy-covered masterpiece with a raised eyebrow.

"Tradition with a touch of fun," you countered, adding a gumdrop turret to the roof.

As the gingerbread houses neared completion, Jess couldn't resist any longer. He grabbed a handful of candies and strategically placed them on your creation, breaking into a sly grin.

You gasped in mock horror. "Sabotage! This is war!"

The playful argument escalated into a candy fight, both of you laughing as you exchanged sweet artillery. The kitchen was now a mess of frosting and candies, but it was a mess filled with laughter and shared moments.

Finally, you both stood back, surveying the sugary battlefield. Jess had a triumphant grin, a candy cane sword in hand.

"I win," he declared, a victorious glint in his eyes.

You shook your head, smiling. "Fine, fine. You win this round, but only because I let you."

The banter paused, and Jess looked at you, his eyes softening. Without saying a word, he leaned in and kissed you – a sweet, lingering moment that went beyond the playful argument.

When he pulled away, he wiped a bit of frosting from the corner of your lip. "You had something there."

You smirked, knowing the real reason behind the kiss. "Uh-huh, sure. It was just the frosting."

Jess chuckled, pulling you into a tight hug. "Whatever you say, but don't blame me if I need to inspect for stray candy again."

As you both shared a laugh, the gingerbread houses stood as sweet testaments to a day filled with laughter, love, and a bit of delicious chaos.

#jess mariano x reader #jess mariano x y/n #jess mariano imagine #jess x reader #jess mariano #gilmore girls x reader #gilmore girls fanfiction #gilmore girls

[thegettingbyp2]

38 -Jess Mariano

We're Not Friends

Support me on Ko-Fi

Join my Patreon

You were straddling Jess’ lap on the sofa in his and Luke’s apartment above the diner, your fingers tangled in his hair as your hips swivelled on his cock. The apartment was filled with the sound of yours and Jess’ combined whimpers and groans. You’d had the apartment to yourselves for the past day and a bit due to Luke being over at Lorelai’s and it was safe to say that you were both making good use of the empty space.

‘Jess,’ you whined, on the verge of tears. You were so overstimulated from the amount of times the two of you had fucked in the last 24 hours. Jess’ hands were firmly gripping your hips, bouncing you up at down on his cock as his lips pressed kisses and bites along your neck and chest.

‘Almost there, baby, you’re doing so good,’ Jess murmured into your skin, digging his teeth into your collar to make you cry out and clench around him. ‘I’m almost there,’ he repeated, planting his feet on the ground and using the leverage to thrust up into you. Your body collapsed on his chest as he used your body like a toy. Thrusting once more up into you, Jess let out a deep groan as you felt his cum coat your walls.

Resting against his chest, you nuzzled your head into the crook of his neck, your eyes fluttering closed tiredly as his arms wrapped around you. You stayed like that for a few minutes before you reluctantly pulled away and got off of his lap, wincing slightly when he slid out of you.

‘Where are you going?’ Jess asked, still sounding tired but looking more alert when he saw you putting your clothes back on.

‘Home,’ you replied as if it was the most obvious thing in the world.

‘Why?’

‘Because we don’t do the whole hanging around, staying over thing.’

‘We did last night.’

You felt your body freeze at his words. You and Jess were strictly friends with benefits, you’d both agreed on that before starting anything up, not wanting to get on the wrong page of anything. Up until last night, you’d kept your rule of not staying round the others after hooking up but Jess having the place to himself, neither of you questioned it when you’d decided to stay over.

‘Jess,’ you said, sighing quietly before turning around to face him. ‘We’re friends and we made a - ’

‘Bullshit.’

‘Excuse me?’

‘We’re not friends, (Y/N), we passed “just friends” about 20 fucks ago, and you know it, so don’t give me that.’

‘We always said that we wouldn’t let feelings get in the way of this.’

‘Well, too late.’

‘And you’re so sure that we both have the same feelings for each other?’ you asked with a raised eyebrow.

‘If I’m wrong, walk out of that door right now,’ Jess said, stepping towards you, his voice low. His hands moved to settle lightly on your hips and you couldn’t help but shiver when you felt his fingers gently press into the new hand-shaped bruises that were forming on your hips. ‘Walk out and I’ll never bring it up again. But I’m 99.9% sure you’re not going anywhere.’

You couldn’t think of anything else to say, your hands came up to rest on his bare chest and you had to fight the urge to laugh when you felt goose bumps erupt over his skin at your touch.

‘I,’ you began, not knowing what to say at all.

Jess’s eyes softened as he looked at you and he took a step closer to you. ‘You feel it too right?’ You nodded, tears springing to your eyes and a lump forming in your throat, making it impossible for you to speak. ‘That’s all I needed,’ he said before leaning in to press his lips back to yours.

That’s when it hit you. Standing in the middle of the apartment, half dressed.

You were in love with Jess Mariano.

#jess mariano #jess mariano imagine #jess mariano smut #jess mariano x reader