Lorelaigilmore Stories

Lorena Victoria Gilmore is the it girl at Chilton and she has always been. One of the most popular girls, gorgeous as she is, smart, and with almost everybody's liking. What else could she want? Raised almost all her life by Emily and Richard she never had much freedom... or privacy... or anything... and she didn't see her mother and sister much. But almost all of it would take a turn once her twin got accepted in Chilton aswell.

From small-town problems to champagne problems, Reese Gilmore-the older twin often overshadowed by her sister-discovers the sparkle that makes her a star. A heartwarming story of love, friendship, and family, Reese Gilmore follows her journey to find herself in a world where she's always been second. "You don't need to be a young prodigy to be smart" Logan Huntzberger x OC Art is not mine.

"𝖸𝗈𝗎'𝗋𝖾 𝗈𝗇 𝗒𝗈𝗎𝗋 𝗈𝗐𝗇, 𝗄𝗂𝖽, 𝗒𝖾𝖺𝗁 𝗒𝗈𝗎 𝖼𝖺𝗇 𝖿𝖺𝖼𝖾 𝗍𝗁𝗂𝗌, 𝗒𝗈𝗎'𝗋𝖾 𝗈𝗇 𝗒𝗈𝗎𝗋 𝗈𝗐𝗇, 𝗄𝗂𝖽, 𝗒𝗈𝗎 𝖺𝗅𝗐𝖺𝗒𝗌 𝗁𝖺𝗏𝖾 𝖻𝖾𝖾𝗇" Ashley Mariano is the kind of girl parents warn their kids about. She smoked. She drank. She partied like it's a profession. And she dropped out of high school before junior year was half over. To top it all off, she's seventeen years old and five months pregnant - a walking cautionary tale with chipped black nail polish and a sharp tongue. So when her mother finally snapped - worn down by the late nights, the police calls, the growing bump Ashley refused to talk about - she didn't yell. She didn't cry. She just packed a single suitcase, added Jess's name to the return address, and sent them both away. Now, Ashley and her twin brother are on a one-way bus ride to Stars Hollow, Connecticut - the postcard-perfect town their mother once called home, full of cozy sidewalks and nosy neighbors and exactly none of the chaos Ashley is used to. She doesn't know it yet, but the town that seems too small for secrets might just be the one place she can't hide. And maybe-just maybe-that's exactly what she needs.

Lorelai has two kids. Rory knows. Charlotte exists. And honestly? Neither of them cares. Charlotte is flawless, polished and the kind of "perfect" kid who makes Hartford's elite look casual. Tristan DuGray is charming, teasing and impossible to ignore. Rory & Lorelai are sarcastic, chaotic, coffee-fueled and unbothered. Small-town snark meets big-city perfection. Family secrets, elite drama, and playful flirting collide in a Gilmore Girls AU you didn't know you needed.

❝ so there's no good reason in make believing that we could ever exist again ❞ 𝙞𝙣 𝙬𝙝𝙞𝙘𝙝 a change in her life makes her rethink her whole existence, including her rivalry started. 12.10.24 ended.

SMUT WARNING Jess Mariano is not at all thrilled about moving to Stars Hollow, Connecticut, he'd much prefer to go on with his life in the big Apple. He figured that he would absolutely despise the small town life, but after meeting Ivey Gilmore he realized it may not be so bad.

nothing lasts forever... but this is getting good now... Eloise Gilmore-Livingston was raised in Hartford by a lawyer and an investment banker, she always went to the best schools with the best teachers. She had a plan. Chilton. Yale. Medical School. Rory Gilmore was raised in Stars Hollow by a single mom, she went to the local schools and everyone in the small town adored her. She had a plan. Chilton. Harvard. The World.

teagan and jess. they can't stand each other, but maybe that's just young love. jess mariano x femOC season 2+ started 12/04/21 completed -/-/-

Rory Gilmore was raised to dream. Charlotte Hayden was raised to win. Two daughters, two families, two very different worlds. That's Not My Name is a story of identity, legacy, and the spaces between the lives we live and the ones we might have had.

What if Lorelai had another child, Rory's twin sister. This is set between the seasons 2-7. I only own Charlie, Amy Sherman-Pallidino owns Gilmore Girls and the other characters.

heyy! this is my first go at one shots so i hope that this turns out okay. in the beginning of every chapter there will be a summary of what's happening in the scenario! some info: looks: whatever you want age: 30 lorelai's age: 36 your character moved from hartford to stars hallow and lives in lorelai's neighborhood, they bonded over their love of coffee and hit it off from there. the one shots are from different points in their relationship meaning before it started, good things, bad things ;), and other stuff. sorry but there's no nsfw this time because i'm not sure if i would be able to do her justice but there's going to be lots of fluff and angst for you guys hehe <3

𝐈𝐍 𝐖𝐇𝐈𝐂𝐇 annalise pierce HATES tristan dugray's guts. Well, until she gets to see what's under the surface. *REWRITTEN* gilmore girls seasons 1-2 tristan dugray x fem oc COMPLETE! - july 28, 2025.

She died. Then woke up in the life of Paris Geller- except she looks nothing like her. Blonde hair, blue eyes, flawless skin. Stunning. Intimidating. Nothing like the sharp-edged girl Rory Gilmore was meant to meet. Armed with a sarcastic wit, a too-soft heart, and the knowledge of the future she's supposed to have, she's determined to rewrite Paris's story. To be kinder. Brighter. Better. But Chilton doesn't trust a pretty face with perfect grades and it never will.

❝ i know exactly what i'm doing ❞ ━━ delilah iver moved to stars hollow a year before rory gilmore started out at chilton, which gave them time to become close friends (while delilah was still attending chilton), delilah needed to get away from her life in hartford, jess mariano was practically forced to go to stars hollow to stay with his uncle, and the only thing that seemed to make it better was the girl who was always either painting while talking at a high speed or drinking coffee (otherwise known as delilah) jess mariano x oc gilmore girls s2 ━ s4, ayitl Published ━ june 2025 Completed ━ tba Story Status ━ ongoing Cover Made By ━ me

In which Eleanor Gilmore has done everything right, has gone to the right schools, has gotten the right jobs, has found the right partners. Everything was perfect. But perfection doesn't last, and now Eleanor finds herself back home. Just in time to connect with her sister and her niece. And to find her new normal. [ gilmore girls s1 - writing ] [ gilmore!oc x oc ]

𝐈𝐧 𝐰𝐡𝐢𝐜𝐡 𝐭𝐡𝐞 𝐆𝐢𝐥𝐦𝐨𝐫𝐞'𝐬 𝐠𝐨𝐥𝐝𝐞𝐧 𝐠𝐢𝐫𝐥 𝐟𝐢𝐧𝐝𝐬 𝐡𝐞𝐫 𝐬𝐨𝐮𝐥𝐦𝐚𝐭𝐞 𝐰𝐢𝐭𝐡𝐢𝐧 𝐚 𝐦𝐨𝐮𝐧𝐭𝐚𝐢𝐧 𝐨𝐟 𝐨𝐛𝐬𝐭𝐚𝐜𝐥𝐞𝐬. ᵒʳ 𝐂𝐡𝐚𝐫𝐥𝐨𝐭𝐭𝐞 𝐆𝐢𝐥𝐦𝐨𝐫𝐞 𝐝𝐢𝐬𝐜𝐨𝐯𝐞𝐫𝐬 𝐡𝐞𝐚𝐫𝐭𝐛𝐫𝐞𝐚𝐤, 𝐬𝐡𝐢𝐟𝐭 𝐢𝐧 𝐟𝐚𝐦𝐢𝐥𝐲 𝐝𝐲𝐧𝐚𝐦𝐢𝐜, 𝐚𝐧𝐝 𝐬𝐨𝐮𝐥 𝐬𝐞𝐚𝐫𝐜𝐡𝐢𝐧𝐠.

Christina Marie Gilmore is the younger twin sister of Rory. She is not as smart instead her talents shine through artistically and often feels forgotten. She also never thought she'd find love until she met a certain blonde boy at a private school in Hartford. Fem OC X Tristan Dugray All work is my own and based off of the Gilmore Girls franchise

𝒂 𝒔𝒕𝒐𝒓𝒚 𝒊𝒏 𝒘𝒉𝒊𝒄𝒉 eliza briven is forced to bunk with her carer's brooding nephew social media jess mariano x fem!oc

"it's actually romantic, i really gotta hand it to you. no man has ever loved me like you do." melanie becker was the average stars hollow high student. she had straight a's, co-captain of cheer team, and she had a job at the local bakery. then a bad boy came traipsing into her life and wouldn't stop being romantic. (jess mariano x f!oc) (s2-?) spinoff of I'm Not Pretty | Luke Danes

This book is dedicated to @Miccoo_836, thank you so much for the idea :)) 🫶🫶 Jess Mariano falls for a private school girl, except it's not who everyone thinks...she also holds another secret, she's pregnant 😱 (I'm still figuring out how to write good descriptions, sorry for the corniness 🌽😭😭🙏🙏)