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a-aexotic · 9 months

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i can see you, 𝒈𝒊𝒍𝒎𝒐𝒓𝒆 𝒈𝒊𝒓𝒍𝒔.

✫ 𝐬𝐲𝐧𝐨𝐩𝐬𝐢𝐬 . . . y/n cromwell was nothing if not a sophisticated, pampered, and ambitious socialite. she had lived in manhattan for about five years with her workaholic mother since her divorce with from her father. in the five years she had lived in the upper-east side, she had conquered the elites and made them her minions. she was living her best life until she heard the worst news she could ever fathom...

tristan dugray was nothing like y/n, in any sense other than maybe the fact they were both rich, spoiled and rather confident - okay, maybe they had more in common than what meets the eye. they hadn't seen each other since she had moved away with her mother five years ago and they were happy that way.

until of course, her mother decided it would be best for y/n to spend the next few months with her father back in connecticut after y/n got in trouble with her friend group. what y/n didn't know until she eventually got to connecticut was that her father was engaged to none other than tristan dugray's mother. how could her year get any worse?

✫ 𝐩𝐚𝐢𝐫𝐢𝐧𝐠 ;; tristan dugray x fem!reader, platonic!paris geller x reader, platonic!rory gilmore x reader

✫ 𝐰𝐚𝐫𝐧𝐢𝐧𝐠 ;; not canon gilmore girls timeline (for the most part), rom-com energy, adult humor, asshole!tristan, family issues, the rest is to be determined...

✫ 𝐚𝐮𝐭𝐡𝐨𝐫'𝐬 𝐧𝐨𝐭𝐞𝐬 ;; i am rewatching gilmore girls and of course, i've been inspired to write a fanfic because there are not enough tristan fanfics on tumblr. i hope y'all enjoy, this is very self-indulgent lmao. i love tristan sm and i think a rom-com esk fanfic would bring me (and everyone) so much joy. thank you so much for reading! let me know if i should make a taglist for this series.

dedicated to my beautiful best friend, @autumntales 🩷

main masterlist. gilmore girls masterlist. playlist.

0 of 15 chapters published. started: july 31, 2023 deadline: october 1, 2023

prologue

chapter one

chapter two

chapter three

chapter four

chapter five

. . .

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teddypickerry · 2 years

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adding onto the Jess Mariano x reader where he has a crush on her, it’s sort of like how he was with Rory except he’s more touchy but not in an uncomfortable way, It’s like those guys that make excuses to touch you

𝐒𝐓𝐔𝐂𝐊 𝐎𝐍 𝐀 𝐏𝐔𝐙𝐙𝐋𝐄.

pairing! jess mariano x fem! gilmore reader

word count! 2k

warnings! strong language

summary! in which your best friend jess pines for you by doing things for you <3

a/n! this kinda sucks but whatever. this is also unedited!!! promise i’ll edit it later. also WHY IS THERE LIKE NO JESS BLURBS ON HERE?? i’ve read all of them. help. if you want to be tagged everytime i post a jess fic or any fic really sign up for my taglist <3

THE AMBIENCE OF STARS HOLLOW had never seen the same since jess mariano moved to town. the charming town filled with chilling weather and almost burnt colored leaves were hardly the same. there was something about the leather jacket wearing boy that changed the traditional small town. maybe it was because he was the only atheist in town, taylor doose had spread around the town.

the moment you heard the words utter from the market owner you had huffed. it had never been fair to judge someone for their beliefs or views, unless they were actively hurting someone with their words or of course - physically. that's what you had been taught at least and seemed to have believed throughout all sixteen years of life. so the moment the town came conspiring against the new boy, you were sure to make sure there was someone on his side.

so when you came to work that morning you complimented his band t-shirt. and with that, you seemed pretty much in. it had been almost two months since the boy moved to the small town and you had nearly forgotten life without him. you'd grown very fond of him, despite the rest of the town's opinions differing. but luke enjoyed the two of you and your friendship. "it's good for him" the diner owner told lorelai gilmore, your mother, one evening. she never found herself agreeing but it was hard when she watched him chase you around the diner with an album in his hand. smiles brightly shone on both of your faces.

it was two days later that you found yourself wiping the diner counters after school. earbuds placed in your ears. a familiar melody playing throughout them, your favorite song. one jess had learned was your favorite his third day in the hollow. when you gasped excitedly when it began to play on the radio, singing along making him smile. a grin he quickly yanked off of his mouth when his uncle luke caught him. "sleep with a hanger in your mouth, huh? got a little crush, jessie? aw." he could practically hear luke's words.

so you scrubbed the counters, the sound of the diner bell being unheard as the boy entered. his jean jacket toppled over a flannel. truly channeling his inner john bender. it was easy to spot you. something about the magnetism you seemed to have on him. you were a goddamn fridge. and he truly believed that in a good way.

you nearly screamed when you felt arms around your waist, picking you up quickly. you were quick to realize it was jess as he lifted you off the ground, making you drop the cleaning rag onto the table. you swatted him with your free hand as an earbud fell from your ear. "what are you doing?" you nearly screamed at the boy as your interaction was now the lady liberty of the diner. "got something for ya'."

"is it on the ceiling? i don't think so. so just put me down, jess mariano!" he chuckled at your words as he set you on the ground. you were quick to turn around nearly falling into the boy not used to how close he was standing to you. there was a pretty smirk on his face. one you honestly couldn't stop thinking about. but the envelope in his hand had your attention much more. "what's that?"

"your will to live. picked it up for you off your grandmother's shoe," jess's lips curved at his own words as you fought a smirk. a hum released from your mouth as you reached forward for the envelope resulting in him reaching for it about his head. he couldn't bare the look on your face as you gave him your best puppy dog face. "jess," you whined. pulling the earbuds from your ears and sitting them on the table. "i will strangle you with these."

"but then we can't go see the strokes," he tilted his eyebrows as you furrowed your own. you stood frozen for a moment in confusion. there was no way you were going to see the strokes. you hadn't even able to get tickets the week before when they were being sold. despite wanting to go more than having a left leg. "okay that's a sick joke. even for you."

"me, joke? nev-a." jess smiled as he tapped the envelope to your chest. you had never been more confused as you reached for it, pulling it into your hands. he had taken a step back as you opened the envelope between the two of you. and there they were. two tickets to see the strokes. "jess...?"

"happy birthday," jess joked knowing your birthday was several months ago. you had wasted no time jumping into him, your arms wrapping around him as he wrapped back. picking you up in the process, before you pulled him back down. your arms wrapped around his neck as he laughed into your shoulder. there was doubt every customer in the diner was watching the two of you. the disturbance causing great entertainment for the eating folk. especially luke, who was stood in awe of his nephew. who seemed very selfless in this moment. first time for everything, i guess.

it was three days later that jess mariano found himself staring up at the sky. the dark shade of blue filled with stars that lit the night sky - but they had nothing on you. your beautiful face remained a thought in his mind all night long. until he we would see you at school, where he couldn't help but stare at you as you sat at your seat. smiling at him ever so slightly. he just wanted to hug you. he didn't know why. i mean jess was never one for hugs but god - he could hug you until the poets ran out of rhyme. in other words, until the end of time.

the next week, spider-man was at the stars hollow theater. so naturally, the two of you found yourselves clung together in a red love seat in the small room. several groups of people around you guys, all focused on the film. but jess couldn't keep his eyes off of you. a popcorn balanced in your lap, one he argued to buy you but you won that argument of course. your eyes were locked on tobey maguire while his on you. you noticed the moment you sat down how close he was to you. your legs touching as he leaned in a little closer. jess wasn't the guy to get nervous, no, but he was a little nervous around you.

so when you turned to him twenty minutes into the film, your eyes locking, his heart nearly stopped. "are you gonna watch the movie or what?" you whispered to him, a newfound confidence boosting through you. he could only admire how close your face was to his in that moment. and how much he wanted to kiss you. "hm, i like this view much better."

and with that, his arm wrapped around your shoulders, pulling you in. your head leaned onto jess's shoulder nuzzling into him comfortably. and fuck, he would have thought he died and went to heaven.

nearly two weeks later was the concert. the two of you hadn't seen one another very often since the movie night. partly because you were stuck with your grandparents in maine for a few days, and partly because jess's feelings towards you started to mess with him a little bit. he didn't want to mess up whatever the two of you had first of all, and second of all, he had never felt this way before. sure, he had went on a few dates. but those were dates with girls. but you, you were so much more. you were his favorite person. so, he couldn't fuck that up.

but, the evening of the concert be sucked all his feelings down. not ready to ruin an evening the both of you looked forward to so much, over his feelings. a red baseball tee cling to his waist, his classic leather jacket over it to fight the cold december month. he leaned against the door as he knocked on it loudly, making sure you would hear.

the moment the door opened, he completely forgot the attempt of lost feelings for the evening. the way you looked in your tank top and jeans (and of course leather jacket) made his heart jump a mile. he decided in that moment, that he wanted you. he truly did. scratch that. he needed you.

"hey, jess." your voice was like a simple song turned to a symphony. you immediately noticed his hand on the doorway, his position giving you a great look of him. your heart also raced. god, you're both idiots.

"hey, y/n. you..." jess's voice trailed off as he gave you a small smirk, one that was too familiar. he let out a breath as he stood normally and stepped back. "c'mon."

you wasted no time shutting the door behind you, following him to the car. there was something off about him today. you knew he was avoiding you, you'd called him three times in the past week and everytime luke answered. "uh... he's busy right now, y/n. he'll call you later." spoiler alert, he never called.

the entire car ride reciprocated the interactions between the two of you in the past few weeks. silent, awkward, & non-existent. the radio hummed in the background during the hour drive. jess tapped along to the beat as you got lost looking out the window. it was forty minutes in that you finally glanced over at him. his eyes were on the road, his hand messing around with the radio. "are you gonna watch the road or not?" jess asked, mirroring your words from weeks before.

you let out a laugh, biting down on your lip for a second as you watched him glance over at you. with that pretty boy glance that made you go mad. "i like this view much better." you repeated his own words, a smile appearing on his lips. it was what happened next that made you nearly jump a mile. jess moved his hand from the radio, settling on some black sabbath. his fingers brushed your knee, warmly placing them above his knee. his hand cupped your leg, inching it up slightly. jess rested it directly in the middle of your thigh.

the smile on both of your faces spoke for the two of you. and god, it felt so good. the moment you arrived at the venue jess didn't let you out of his touch. his fingers intertwining with yours as you made your way with the crowd. his warm hands never left yours even when handing the tickets to the bouncers - which of course was a hassle. but you couldn't complain. because the way you felt when he touched you was something unbelievable and something you never felt before. you truly wanted to be his.

standing beneath the stage with hundreds of other people. but all you wanted to do was look at the boy beside you. the boy who bought you tickets for the show. the boy who punched the guy who said he'd have to "double bag" if he got anywhere near you. the same boy who snuck into your room last month when you called him up crying, to simply let you know you had someone. and the exact same boy who you were falling in love with. and who was falling in love with you.

the lights dimmed as the band took stage. the shared smiles on both of your faces and squeeze between your hands was all you ever needed. several songs and several sweet interactions between you two as he watched you dance around and laughed along. singing together as he wrapped his arms around you. and simply simple shared smiles. it was when "last nite" started playing that you noticed him looking at you a certain way. the concert was ending soon. and your seeming fairytale coming to an end.

but the perfect ending to the perfect night had to happen at once. the sweet sounds of the band echoing throughout the venue. his eyes were locked on you, no care for anyone one else around the two of you. his hand gripped your waist, the other already holding your hand. you looked at him, your arms wrapping around his neck, pulling him in closer. and just like that, his lips pressed to yours. your lips moved together passionately something the both of you had both waited for, for months.

"i'm gonna take you home as my girlfriend."

#jess mariano x reader #jess mariano #gilmore girls oc #gilmore girls #rory gilmore sister #jess mariano x y/n #milo ventimiglia

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arrows-unofficial-ocs · 5 days

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Introducing: part 1…

⤷ 𝙍𝙞𝙘𝙝𝙖𝙧𝙙 𝘾𝙝𝙧𝙞𝙨𝙩𝙤𝙥𝙝𝙚𝙧 𝙂𝙞𝙡𝙢𝙤𝙧𝙚 • ricky • gilmore girls • rory’s twin brother • the underachieving twin • introvert • quiet, athletic, sarcastic, responsible • has a strained relationship with lorelai • hockey player for stars hollow • swimmer for chilton • amateur musician • occasionally plays with lane’s band • ♥ delaney ballard • portrayed by logan lerman

⤷ 𝘿𝙚𝙡𝙖𝙣𝙚𝙮 𝙂𝙧𝙖𝙘𝙚 𝘽𝙖𝙡𝙡𝙖𝙧𝙙 • gilmore girls • poor little rich girl • her father was arrested for and convicted of tax fraud • moved to stars hollow in s2 • has a bit of a beef with rory • extrovert • outgoing, friendly, occasional snob • artist • photographer • ♥ ricky gilmore • portrayed by willa holland

⤷ 𝙒𝙞𝙡𝙡𝙞𝙖𝙢 𝙋𝙚𝙩𝙚𝙧 𝙂𝙤𝙧𝙙𝙤𝙣 • will • gotham post-series • jim gordon & lee thompkins’s son • barbara lee’s half-brother • harvey bullock’s godson • his father’s son • ambivert • self-righteous, stubborn, quiet, kind • kidnapped by jeremiah valeska in 5x12 at the age of three • accidentally sucked into the world of vigilantes through barbara lee and dick grayson • portrayed by gabriel bateman

⤷ 𝙄𝙨𝙖𝙖𝙘 𝙎𝙖𝙢𝙪𝙚𝙡 𝙈𝙖𝙮𝙛𝙞𝙚𝙡𝙙 • stranger things • max’s twin brother • stutters • bullied by billy • introvert • anxious, quiet, thoughtful, stubborn • hockey player • often called max’s shadow • does not want to be in hawkins • targeted by vecna alongside max • ♥ missy sinclair • portrayed by jaeden martell

⤷ 𝙈𝙚𝙡𝙞𝙨𝙨𝙖 𝘿𝙚𝙣𝙞𝙨𝙚 𝙎𝙞𝙣𝙘𝙡𝙖𝙞𝙧 • missy • stranger things • lucas’s cousin • moves to hawkins in s3 to stay with the sinclairs for the summer • new york city girl • aspiring musician and songwriter • extrovert • moves in with the sinclairs at the end of s3 • always has her songbook with her • ♥ isaac mayfield • portrayed by sofia wylie

#gilmore girls oc #oc: ricky gilmore #oc: delaney ballard #gotham oc #oc: will gordon #stranger things oc #oc: isaac mayfield #oc: missy sinclair #my aesthetic #my aesthetics #not too sure on the sexualities… i think everyone here may be straight

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randomestfandoms-ocs · 2 months

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Maisie Peters Edits ✤ Kirsty Gilmore

The Good Witch ✤ The Good Witch: Am I better yet?

Tag List: want to be added?

#kirsty gilmore #ocappreciation #gilmoregirlsocs #my way #piece by piece #*mpeters #*thegoodwitch #my work #my edits #my gifs #my ocs #gilmore girls oc

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manyfandomocs · 7 months

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OC HALLOWEEN CHALLENGE 2023 ; day one - life in plastic

Meet the four new Barbie's hitting the shelves!

Lydia Millstone-Gilmore as Pageant Queen Barbie

Cassandra Rose as Fighter Barbie

Fiona Baker as Groovy Barbie

Brianna Hyde as Cheerleader Barbie

#ohc2023 #ocappreciation #oc appreciation #allaboutocs #gilmore girls oc #percy jackson oc #doctor who oc #scream oc #lydia millstone gilmore #cassandra rose #fiona baker #brianna hyde #my edits #guys this took longer than i thought and i hate briannas but i do not feel like fixing it #but hey. progress on my gif stuff

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rainbluealoekitten · 9 months

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Pushing another lock from Casper’s forehead, Jess paused at Casper's temple, as if hesitant to touch something so holy. But after a moment, he began to trace light circles into Casper's skin, each one a silent prayer, uttered reverentially amidst the incense of their breaths. His fingers were light as feathers, as if they felt they were blessed to be touching something so fragile, so easily torn. Jess then pressed a second finger to Cas' temple, feeling for the boy's heartbeat, counting each one like the thuds of a ceremonial drum, searching for God in the silence in between each beat. God was also found within each shuddering breath they drew: life at its most essential form, their souls at their purest. Intermingling, it was impossible to tell where one ended and the other started. Made whole again, Jess could move on, but Casper winced as the boy accidentally brushed against the bruises. Jess pulled back as if he had been burnt; he'd been playing too close to the bonfire, but it was not yet time to jump it. Another moment's hesitation. Then, Jess returned to Casper's jawline, tracing them like the most worshipped statue, desperate in contact though afraid to cause any harm. As Jess continued (lightly passing over the bump on Casper's nose in complete acceptance), he finally reached Casper's lips: the end of the pilgrimage. Casper realised suddenly that Jess' fingers were trembling once more, terrified of the final rite despite his longing being a songbird, desperate to soar out of its prison. Casper, in return, was almost too frightened to move, fearing he would ruin the moment simply by breathing wrong. The flames grew closer and closer, until eventually, Casper opened his eyes and carefully brought his own hand over to Jess' before pressing the boy's fingers lightly to his lips, the tiny kiss as the final hymn, the final line of praise and prose.

EXTRACT FROM MY FIC HEART-SHAPED BRUISES WHERE JESS FALLS IN LOVE WITH A CUTESEY LIBRARIAN BOY AND THINKS MAYBE STARS HOLLOW WON'T BE TOO BAD AFTER ALL

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unfortunate-arrow · 10 months

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Ohh gimmie that gilmore girls plot bunny 👀

name: Richard Christopher “Ricky” Gilmore

sexuality: Straight

job: Student, on Chilton’s swim team and on Stars Hollow High’s hockey team, amateur musician

love interest: N/A, he’d have an OC love interest though

5 adjectives to describe them: Quiet, athletic, responsible, sarcastic, anxious

about: Ricky Gilmore is Rory’s twin, younger by fifteen minutes. He hates being compared to her, but almost everyone compares him to her anyways which leaves their relationship a bit strained and puts them at odds a lot. In addition, Ricky (who spends much of the first season trying to convince Stars Hollow to call him Rick) has a complicated relationship with Lorelei too as he really wishes that she’d spend less time trying to be a friend and more time being his mom.

#ricky gilmore #gilmore girls oc #oc plot bunny asks: answered #ricky was previously named charlie but saw a few too many called charlie so he’s ricky (or rick) now

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bluebell-winter · 1 year

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Hey There, Delilah Chapter Update ✳ Chapter 5: Sid Was Abusive

Excerpt...

Rory asked, "How are the eggs?"

"Good," replied Lorelai.

"I'm glad," Rory replied, continuing to stare at them.

"We're not going to make you late, so stop staring at us like a creepy weirdo and read a book," Delilah told her.

"It's the first day of school. I wanna get there early," Rory replied.

Continue Reading: Quotev // Wattpad // AO3 // FFN

Start at the Beginning: Quotev // FFN // AO3 // Wattpad

Taglist: @wordspin-shares, @arrthurpendragon, @noratilney, @ocs-supporting-ocs, @allaboutocs, @raith-way, @jurassicobsessor,

#chapter update #fic: Hey There Delilah #gilmore girls oc #oc: Delilah Gilmore #fd: Gilmore Girls #gilmore girls ocs

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goldenlilium-ocs · 1 year

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I FORGOT ARIA VANCE

CHAG SAMEACH MY BALLERINA QUEEN

#aria vance #Gilmore girls oc

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that-demigirl · 8 months

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Love Aesthetics ~ Gilmore Girls OCs

Madison Scott and Paris Geller

Jackson Scott and Tristin Dugray

Cristina Gilmore and Jess Mariano

Taglist: @arrthurpendragon @eddysocs

#my oc #ocappreciation #oc aesthetic #oc: madison scott #oc: jackson scott #oc: cristina gilmore #fd: gilmore girls #gilmore girls oc #li: paris geller #li: tristan dugray #li: jess mariano #fyeahgilmoreocs

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fleetwoodmcs · 2 years

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🍂 jess and amelia + all too well (taylor’s version)

“So, you’re over that, right?”

“I don’t think I’ll ever be over it, Uncle Luke.”

taglist: @aaudace @kiara-carrera @genyazafin @samwilsonns

#amelia easton #fyeahgilmoregirlsoc #gilmore girls oc #jess mariano x amelia easton #jess mariano oc #ochub #ocappreciation #atw(tv)

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a-aexotic · 9 months

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✫𝒑𝒓𝒐𝒍𝒐𝒈𝒖𝒆, i can see you.

✫ 𝐰𝐚𝐫𝐧𝐢𝐧𝐠𝐬 cursing, mention of partying, lecturting, sarcasm ✫ 𝐚𝐮𝐭𝐡𝐨𝐫'𝐬 𝐧𝐨𝐭𝐞𝐬 hey guys! i hope you enjoyed the prologue. please show your love by liking and/or reblonging, they are very much appreciated. i am so beyond excited for this series and hopefully i meet my deadline lol. everything will be complete as of october 1st, 2023! ✫ 𝐭𝐚𝐠𝐥𝐢𝐬𝐭 (send an ask or comment to be added!) main masterlist. gilmore girls masterlist. playlist.

Manhattan was the type of city where you either love it, or hate. There is no in-between and depending on if you love or hate it, describes who you are as a person.

Y/N Cromwell loved Manhattan. She was as classy and sophisticated as they come, she doesn't own anything that wasn't designer or specially made for her. I mean, if you lived like that, you would sure as hell love it as well.

Y/N lived her life to the fullest, taking YOLO a little too seriously. Her mother, Nancy Cromwell, is a world-renowned fashion designer and she is never home. And when she is home, she is usually tucked in her office, away from the world and her daughter. But, she learned to adapt without her mother and she was slightly okay with her not being around as much as she used to.

Filling her closet with expensive purses and even more expensive perfumes, she lived like royalty. Her mother never set financial boundaries for her, so she spent as much as she wanted. She usually got away with everything. Key-word being, usually.

Y/N sat at the edge of her huge bed, tuning out the lecture she was getting from her mother. She tried to listen and nod but it wasn't an easy task to do for more than 5 minutes.

"—an irresponsible girl! I am tired of it, Y/N. Always going out with those girls, not playing attention in class or-"

That was where she stopped and corrected her. "I do play attention mom, how else would I have a 4.0?"

Her mom stopped her lecture and sighed, rubbing her temple frustratedly. "Is that the only thing you got from my whole talk?"

She sat up with a bright grin. "Well I'm not gonna let you sit here and lecture me about something that I hadn't done. I do pay attention."

"This isn't about school-"

"Then don't bring it up." Y/N said simply, smiling at her mother's vexed expression.

"Listen, Y/N, one more mess-up and you're done I'll send you to live with your father in Connecticut."

Y/N had no reaction whatsoever to the meaningless threat. Her mother always throwing that threat left and right, there was no way she'd actually go through with it.

Y/N feigned understanding and her mother sighed with a nod. "Got it, young lady?"

"Got it, ma'am." She mocked slightly before her mom finally gave up, walking out of her room. That was when Y/N finally let out an agitated groan, before taking out her flip-phone and clicked her friend's contact.

It rang before it finally picked up. "Hey, honey!"

"Are we going to Daniel's party or what?"

"I thought you were grounded, Y/N/N."

Y/N rolled her eyes. "That's not stopping me, Lindsay. We going or what?"

The black Prada glasses and sour expression sitting on Y/N's expression was very telling. She was either hungover or high right now—but unfortunately for her, she was neither at the moment. She was sitting in Hartford Airport waiting for her father's, now late, arrival.

Her mother's words kept replaying in her head. "One mistake in Connecticut and I'm sending you the Netherlands. And no, not the cities—the countryside." That alone sent shivers down her spine, having to live without electricity and texting. How can anything be worse than that?

Y/N had to get her act up. If she didn't, she would have to live among cows and pigs. She decided she was going to try her best to sell the 'good girl' act to everyone, whether they believed it or not.

She finally sees a familar face walking up to her. She let out one last annoyed groan silently before getting up and putting on her best smile. "Daddy!"

Her father immediately grinned, opening up his arms to give his finest bear hugs. "Sweetheart, how've you been?" He immediately paused. "That's, uh not a good question. Nevermind. How are you dealing with everything?"

He knew how dramatic his daughter could be. She loved New York and getting sent away would surely spark some anger in her and he did not want to be on the receiving end of it.

Y/N slid up her sunglasses to face her father. "I'm doing well. I think this is good." God, this sounded unnatural and wrong. She wasn't happy and she sure has hell doesn't think this will be any good for her. "To be away from the City will some good for me, being around my old... friends will surely make me feel better."

Her father looked surprised at her somewhat mature response. "Wow, well I'm glad that's how you're viewing this experience. Good for you, Y/N. I'm proud of you."

"Thanks, dad. I really am trying, I'm glad you see that." Another lie. She almost felt bad for deceiving her father.

Well, that was until she got home. As they pulled in the house—it was exactly how they left it. Her father usually spends the summers with her in Manhattan so she hasn't seen this house in almost two years. It brought back so many memories. But she couldn't sit on the nostalgia because it quickly flooded away as she was struck with confusion. There was a slightly familiar woman standing outside the home, waiting for their arrival.

"Who's that?" Y/N sat up a little straighter in the passenger seat, her eyebrows furrowing.

"Well, uh honey I've been waiting for a right time to tell you this..." Her father swiftly put the car parked in driveway, turning face to face with Y/N. "I'm—well, we... we're engaged."

"Who’s we?" I asked I look outside the window to the mysterious woman standing on the porch.

Her father paused as his expression changed from excited to slightly agitated. "Your mom hadn't mentioned me dating Kristian?"

"You hadn't mentioned it either." You swallowed nervously. Her father was dating (and now engaged) to someone she'd never heard about from neither of them. She felt a little dread because she suddenly felt out of the loop.

Her father sighed. "Let's talk inside, honey."

Her father got her luggage and the lady greeted her politely and she did the same. At this point the only facts she knew was A. her name was Kristan, B. she looks a little familiar, and C. she's blonde.

As her father put her stuff back up in her old bedroom, they both sat in the living room awkwardly waiting for her father's arrival. He finally walked down the stairs and sat next to Kristan, putting an arm over her shoulder. Wow, he's really serious about her.

"So..." Y/N started the conversation. "You're engaged."

He cleared his throat. "Me and Kristan have been engaged about two months now and we've been dating a year and a half." And he somehow failed to mention anyone when he called or visited.

Y/N kept her slight disappointment to a minimum as she nodded politely. He seemed genuine about her and she knew she'd be an even more terrible daughter if she started a fit. He was happy and that's all that matters... at least that was what she was trying to convince herself.

Y/N got up from the couch and cleared her throat, putting on her pageant queen smile. "I'm, uh Y/N Cromwell."

Kristan laughed softly before doing the same while extending a hand. "I know that, sweetie. I'm Kristan Dugray, pleased to meet you."

Dugray... Dugray... Where had she heard that name before? Y/N furrowed her eyebrows as she thought until her question was finally answered.

The front door opened suddenly and she whipped her head to make eye contact with... Tristan Dugray? Oh, so that's where she's heard that name!

Y/N couldn't control as her mouth flew open. She also couldn't control the words that came out of her mouth as she saw him. "Oh, you've gotta be shitting me."

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teddypickerry · 1 year

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Hello hello could I request a Jess mariano thing where reader is twins with Lane and Jess goes to the antique every few days and buys something as an excuse to see the reader and Luke just keeps telling Jess to tell them he likes them

𝐀𝐍𝐓𝐈𝐐𝐔𝐄 𝐒𝐓𝐎𝐑𝐄 𝐁𝐎𝐘.

pairings — jess mariano x fem! y/n kim

warnings — cursing, mentions of sex

word count — 1.5k

a/n — this is the cutest plot ever wtf. i love it, thank you for requesting!!! final post before novemred (check out my masterlist ifykyk). also my taglist form is avaliable now!!

LUKE DANES noticed his nephew's common disappearance the day his cook, caesar, had a free day meaning luke was on his own. which he wasn't supposed to be due to his nephew's daily job in the diner. specifically on the days in which the diner was at its peak or when caesar was out — which was today. but as luke asked lorelai gilmore to watch the diner (bad move) so he could find jess, the boy was nowhere to be found. he wasn't in the apartment that luke had seen him in just an hour ago.

forty minutes later, an ill-tempered diner owner was serving customers who ordered way too much peach pie, noticed his nephew entering the diner. the bell dinged as the teenager entered an unreadable expression on his face. as per usual.

"where the hell have you been?" luke questioned his nephew as jess looked up at his uncle, frowning his smile as he shook his head. the cap wearing biff loman wannabe noticed the bag in jess's hand as he approached the stairs. and all he could hope was, a human head wasn't in it.

last time luke made an assumption on what his nephew did in his 9 - 5, he had suspected that jess received a serious amount of money via being a male escort. but he was proven wrong when he found out his nephew was just a really reliable walmart employee. not luke's proudest moment but, you know.

two days later, jess woke in a rush. he only had twenty minutes before he was expected to be in the diner. but he had to make a pit stop. so, the teenager threw on a talking heads t-shirt over his red shirt he had already fallen asleep in. threw on a pair of pants and made his way to the bathroom to brush his teeth and run a hand through his hair. he decided on not spiking it up today, considering he heard y/n kim tell her best friend rory gilmore that she liked when boys wore their natural hair. jess thought he kind of looked like an 1800s pioneer boy but if you thought differently, then that was enough reward for the ugly haircut.

a pair of converse rushed down the stairs, feeling for his wallet in his pocket. when he felt it he approached the diner. rushing past caesar, knowing he only had nine minutes until work time. he could tell his uncle and co-worker were watching him bolt out the door, crossing the street. he slowed once he got near kim's antiques, turning down the next road so they would think he was going to the music store on the next block.

jess felt like an idiot doing this until he shook his head and made his way to the store. kim's antiques was the most mortifying place in town - besides taylor doose's bedroom maybe. jess wouldn't be surprised if there was a hole in the ground that the man slept in, with his eyes wide open and a basket of pine cones to naw on. but, kim's antiques homed lane and y/n kim. two seventeen year olds who were both seemingly normal human beings. and then mrs. kim. who even frightened jess.

he opened the door, the bell ringing as well. the packed room was like a maze as he walked around it pretending to be interested in the items. none of which he could even name. his hands were in his pocket as his head poked around, looking for the thing that he actually wanted. and there she was. y/n kim. the most amazing girl jess had ever had the pleasure of knowing. not that jess knew too many interesting people, but she was by far the most.

her long black hair rode down her back, matching her black pants. a white sweater she sported, which obviously only showed how beautiful she was. he could get lost staring at her in which he did when he didn't notice satan come up behind him. "what are you doing? you're stealing?"

"jesus!" jess nearly cursed to himself as he backed up, stepping away from the women as she scowled at him. "jesus as in, jesus lover, i am." jess hinted at sarcasm which he was sure the woman didn't pick up on as she nodded in approval. "good, we are a shop of god."

"mama, i think there's a customer interested in the chair in the kitchen." y/n attempted to save jess as she made her way over towards the two. jess perked up at the sound of the girl's voice, trying to make it unknown. she gave him a small smile with her perfectly pink lips. "what chair? so many chairs!"

"in the kitchen. with the green table." the girl told her mother as jess stood looking between the two. mrs. kim perked up as she made her way towards the kitchen. "that is a good chair."

y/n turned her head to jess, a smile slightly growing on her face as she crossed her arms. "well, you've been in here quite a lot lately."

her words seemed to take him aback as he turned towards a table and began to mess around with the old cards and such. his gaze glancing up at hers. "well you know, i needed a...." he glanced around the room his eyes landing on an old picture frame. "...picture frame. there's a picture of luke i just gotta frame, y'know. it's just sat on the sad old shelf luke made. i just love looking at luke."

jess's words produced a giggle from the girl making a smile form on his face. like he just won the lottery. in which he felt like he did. "okay well it's on me since you've become somewhat of a regular," she told him as she began to walk away before turning to look at him once more. "your hair... i like it."

when jess arrived back at the diner, just a minute before his appointed arrival with a picture frame in his hand, luke gave him an odd look. "ooh did you quit walmart? get a picture framing job? picture framer! i didn't take that picture he framed me!" lorelai snorted to an unamused jess as he made his way behind the counter to place the picture frame. and then grab a coffee pot to begin to serve the customers.

"what's up with him? did he watch the episode of fantasy island where tattoo leaves the show randomly? that ruined us all." lorelai touched her heart as she spoke, making luke roll his eyes. "get rid of your insanity or you will be served decaf."

the inn owner gasped dramatically before shutting her mouth and sipping on her coffee. luke sighed as he threw his cleaning rag over his shoulder. "well he's been disappearing lately. i mean he's jess, he does that. but every time he comes back with this orange bag and he's all zoned out."

"wait, orange bag?" lorelai questioned the man as he furrowed his eyebrows, not seeing how this was an important part of the story. "like the one's from kim's antique's? lane and y/n always give us them for groceries and stuff. bright, neon?"

"woah, i mean yeah but what would jess be wanting at mrs. kim's place?" luke wondered aloud making lorelai smile brightly at the clueless man. he was like an eleven year old boy who just learned what sex was, and wanted nothing to do with it. "have you ever thought about the possibility of jess wanting one of two items at mrs. kims?"

"what are you on about now?"

"lucas."

"oh- oh. that's... huh." luke nodded as he watched lorelai's daughter rory enter the diner, accompanied by y/n kim. the two girls spoke in hushed voices as the young gilmore glanced over at jess, laughing as if part of an inside joke. luke turned to glance over at his nephew, lorelai doing the same. it was a safe bet that jess wasn't swooning over lane by the look on his face. he desperately tried to hide it, glancing down at his notepad as he forgot what he was writing. but his eyes couldn't get off of her. the two approached luke and lorelai making the adults turn away from jess. "hey girls."

"hi lorelai, luke." y/n greeted as she and rory took a seat at the counter beside lorelai. she was only a few feet away from jess, turning to glance at him. he was already looking at her which only made both of their hearts race. "hey jess, quick question?" luke butted in, a smile burning through his teeth. jess was about to contradict so he could stare at the pretty girl some more but luke got right in his face. "can i borrow a hundred? i know you're made of money now, since you work at walmart.'

"don't got it," jess mumbled with a straight face making his uncle hold up his hand to cup his ear. "you what now? old man hearing."

"i don't got it, uncle luke. is that what you wanted to hear? your nephew is poor. woo-hoo. let's have paris hilton throw a party." the boy spoke in his normal voice that could argue for hours but lacked the want to do so. his uncle smiled gratefully as he patted his shoulder. "and why doesn't my little boy have a bunch 'a money? is it because he's spending money left and right to get a girl-"

"oh look, taylor just walked in." jess told luke, making the diner owner turn around frantically. only to see three girls holding in their chuckles. jess took this time to grab his jacket and head out the door, luke calling out for him. "you're supposed to be working!"

"i'll be back," y/n told the gilmores as they shared a look, the girl running out of the dinner and down the sidewalk. "jess!" she called towards the dark haired boy making his way to the bookstore. he turned around at her words, his body stopping the moment he saw her. she made her way over towards him, stood directly infront of him. "you can get the girl, you know, if you want. your chances are pretty good."

"oh yeah?" his lips curved up to create his classic bad boy smirk that formed his mystique. she gave him a smile and a nod, him looking away before looking back down at her and smiling. "but you have to buy two more items. i think you're about to spend enough to buy me a car." y/n joked making the boy grin as he pulled her into him, and god, it felt right.

#gilmore girls #jess mariano x y/n #jess mariano #jess mariano x reader #milo ventimiglia #rory gilmore #lorelai gilmore #gilmore girls oc #lane kim

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