#gilmore girls season 2

[chrissdollie]

penelope

word count: 444 pairing: jess mariano and gilmore reader

if you'd like to join any of my taglists, please lmk :D

you, rory, and lorelai stumbled into luke’s very loudly. few heads turned despite this being the norm every morning. the ruckus you all caused wasn't ignored, just accepted. “ow, mom, you stepped on my foot!” rory whined. “ooh sorry” lorelai winced.

“go order, n/n.” lorelai shoved. you stuck out your tongue as the girls sat down. you saw jess was behind the register this morning instead of luke. he was reading (obviously) and looked up once he heard you guys enter.

“ooh, ror, look at that boy at the register. doesn’t he look divine?” you swooned in a light british accent. rory nodded, chuckling. “go talk to him penelope, darling. perhaps he’s interested in you.” lorelai mimicked your accent and threw a napkin at you. 

you giggled and strutted to the register where jess was smirking slightly while still reading his book. you turned your head to the side and raised a brow, waiting for him to acknowledge you. he looked up and closed his book.

“what can i get for you?” he asked, grabbing his notepad. you leaned against the counter. “i’ll need a menu sweetheart, i’m new at this joint.” you responded, pretending to look at your nails boredly. he chuckled briefly and rolled his eyes before handing you a menu.

after looking for a split second, you began to order. “i’ll have the cheese fries, but hold the cheese please.” you smiled sweetly. “so just fries.” jess said, more a statement rather than a question. “i suppose so.” you rolled your eyes dramatically. jess grinned at your antics. “anything else?”

“oh no darling, i’m on a diet. i’ve got to stay pretty for the gentlemen. you never know when the one will show up.” you winked. he leaned closer to you. “i’m sure ‘the one’ wouldn’t mind what was on your palette.” he kissed your cheek and handed the notepad to caesar. 

he turned back to you. “how’s your day been penelope?” he genuinely questioned. “not bad so far. of all the men i’ve seen before, and believe me i’ve seen a lot, i think you are the prettiest.” you complimented. watching jess get all flustered and start squirming was something you loved to watch. 

“come over when school’s over?” he asked, holding your hand and playing with your fingers. you shrugged. “i suppose i could clear my schedule.” he nodded, giving you a kiss to which you happily returned. 

“now i sashay away.” you giggled, sashaying to your family as jess watched with hearts in his eyes. lorelai covered her mouth, pretending to be curious. 

“does he like you?”

“hmph, i think so. i believe he’s just a little shy.”

[a-aexotic]

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

. . .

[chaoss-incarnate]

okay downloading a vid off of pinterest is a pain in the ass but i had to just look

credits to @freshcuppa on tiktok!

i just love this omg

[annamatix]

lorelai gilmore @ emily gilmore:

[big-idiot-wolf-boys]

Something I'm thinking about today is how lorelai was fully disinterested in Max being involved in Rory's life as a parent and hated it when Luke wanted the same with her after April came into the picture. hm. 🤔

[that-was-a-bit-stupid-of-you]

Paris: I had this biggest crush on a girl at school and I didn't know how to deal with it so I left a note that said "get out of my school" inside her locker

Rory: THAT WAS YOU????

[bl00dst41ned]

in dean's defense, rory is clearly flirting with jess like everyone can see it

[girlfrommars28]

have i become completely and utterly obsessed with the song 'girl from mars' by ash simply because it was at the end of the season 2 episode 5: 'nick & nora/sid & nancy' of gilmore girls and it played over one of my top 5 favourite literati scenes of all times? why yes i have, thank you for asking

[catastrxblues]

wait, so that’s it?? we never get max’s first reaction when lorelai decided to call off the wedding less than a week before it was supposed to happen???? like that’s just it? lorelai called it off, ran away with rory, we see the town’s reaction, her mother’s reaction, but we’re never going to see max, the fiancé’s reaction??? not even a phone call, how did he know, their conversation, did lorelai tell him before she left or after, did he even know it from lorelai, or did he know it from the people in the town. like THAT’S IT??? now the semester’s starting and rory and max see each other in the hallway and it’s all awkward and we see they talked but never lorelai and max and that’s all???? like where’s the resolution between these two? i’m just a bit disappointed, and this is kinda irritating and i don’t know why 😭

[vino---delectable]

Excuse me beautifuls! You should not be given the right to stare into each other's perfect eyes for that long!

[rainbluealoekitten]

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

[a-aexotic]

❜ 𝐠𝐢𝐥𝐦𝐨𝐫𝐞 𝐠𝐢𝐫𝐥𝐬 𝐦𝐚𝐬𝐭𝐞𝐫𝐥𝐢𝐬𝐭

to be added!

[cerebraljopper]

do you know you have 30 minutes? 30 30 yes

[annamatix]

"she likes jess, doesn't she." NOO THIS IS SO SAD STOP I FEEL SO BAD

[itsnice2haveafriend]

Look. I know I'm late getting around to it but I was told that I HAD to watch Gilmore Girls and now I'm hooked, of course.

That's not the point though. The point is that I'm on season 2, episode 19 and I need someone to tell me that I did NOT just hear Jess tell Rory "As you wish". That is relationship behaviour!! She is very much not single! You don't go full Westley the farm boy on somebody who's in a committed relationship!

Does anyone understand the gravity that holds?! As. You. Wish. That's a love confession! I am having an aneurysm over this.

[that-was-a-bit-stupid-of-you]

okay but consider this: rory and jess never date. paris and rory get together cuz they're gay asf and the three of them stay friends and jess gets a therapist and his relationship with his mom gets better