1 - 20 of 97 Bookmarked Items in Best Gilmore Girl Fanfiction
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Abby Gilmore has always known exactly what she wants: law school, tickets to the Red Hot Chili Peppers, and coffee.
Rory Gilmore has wanted an acceptance letter from Harvard ever since she was a little girl.
And Lorelai Gilmore just wants her little girls to achieve their goals.
When the twins are accepted into Chilton Preparatory School, everything about their small town life begins to change. But the Gilmore girls are ready to face anything to succeed.
Series
- Part 1 of The Gilmore Girl(s)
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Caroline Gilmore is everything Lorelai was expected to be - valedictorian, proud member of the Daughters of the American Revolution, a fixture at every cotillion, and now, a Sophomore at Yale University: the perfect daughter, the pride of Emily and Richard. Meanwhile, years after leaving the Gilmore house in the dead of night with her infant daughter, Rory, Lorelai has returned, joining the family's Friday night dinners once again. But as Caroline basks in the glow of her impeccable life, Lorelai wrestles with jealousy and frustration. And Rory? She's just beginning to meet the aunt she never really knew. How will the Gilmore women navigate old wounds, unspoken rivalries, and the complicated ties that bind them?
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Eloise is perfectly fine being raised by her grandparent Emily and Richard Gilmore until her wonderfully cunning grandmother concocted a plan to pull her mother and twin to the mix.
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We Grew Up on the Same Side of the Moon by TheDoctorsMistress
Fandoms: Gilmore Girls (TV 2000)
12 Nov 2025
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Hannah Gilmore has spent her whole life in Stars Hollow, telling herself she’s fine right where she is. Fine being Rory’s twin, fine letting everyone assume she’s the one who will stay while Rory goes off to chase bigger dreams. Fine convincing herself that wanting more—something different, something hers—isn’t worth the risk.
And then Jess Mariano shows up.
Luke’s nephew, full of smirks, sarcasm, and a thousand bad ideas, crashes into town and makes it impossible to keep pretending she doesn’t want more. He doesn’t fit into Stars Hollow, doesn’t care about playing nice, and doesn’t belong here—just like she’s starting to think she doesn’t.
Hannah knows better than to get attached.
Jess isn’t the kind of guy who stays.
But with every book he discusses with her, every sharp-witted conversation, every time he looks at her like he sees something no one else does…
She wonders if maybe, just maybe, he’s already the reason she can’t stay, but the one person who might make it impossible to leave.
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Eloise Gilmore is the twin sister to Rory. However, when Lorelai fled to Stars Hollow, she left behind Eloise. Of course, Emily and Richard raised Eloise like she was their own daughter and she was fine with seeing Rory and Lorelai on certain occasions. They had their life in Stars Hollow and Eloise had her life in Hartford. Then Rory gets accepted to Chilton and everything on Eloise's life is suddenly changing.
Series
- Part 1 of Left Behind
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Just a small town girl trying to prove to everyone that she is good enough.
- Words:
- 358,629
- Works:
- 3
- Bookmarks:
- 22
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- Words:
- 13,051
- Works:
- 1
- Bookmarks:
- 4
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She leaned forward. “I'm Shane.”
“As in ‘A man has to be what he is, Joey.’?”
She shrugs, unbothered.
“Sure, whatever."
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Jess focused AU where he was left with Luke from infancy. Starts with Kindergarten, not sure how long it will go. Likely Javajunkie, possible eventual Literati. Will post inconsistently.
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Rory is lost, she doesn't know who she is. What happends after a not-so stranger gives her a reality check? This fanfic is focused on Rory and follows some storylines of the original series, but it will have some alterations for Rory's growth.
Starting with episode 6x08 (Let Me Hear Your Balalaikas Ringing Out). Fix-it. Rewrite of the show. A change of plans in "Gilmore Girls". How could Rory be if she had a good character development.
(This is my first ever fanfic)
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What if Rory hadn't entered so abruptly and ruined the chance of Lorelai and Jess to have a better relationship with one another? What if that wasn't the day Dean noticed Rory's missing bracelet?
A rewrite of episode 2x15 "Lost and Found".-
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A few months after Rory left to work on the Barack Obama campaign, she receives a phone call from her mother. Lorelei is finally getting married. Rory could not be happier for her, but going back to Stars Hollow for the wedding also means facing Jess for the first time since she went to his open house in Philadelphia. They never cleared the air after this and Rory does not know where she stands with him anymore.
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Follow Rory and Jess through the song, Remember That Night? by Sara Kays. It follows two plots, one is after Jess leaves Rory in S3 and the other is a night-out when they're dating during S3, eventually it'll all tie together. Trust me, and enjoy the ride.
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While in D.C. Rory can’t stop thinking about the kiss she shared with Jess. Gradually her thoughts turn into explicit dreams and fantasies, making her want to explore her sexuality. She writes a series of very racy letters to Jess about her growing feelings for him, but doesn’t dare to send them. What happens when he finds the letters he was never meant to read? Literati, season 3 AU
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- Words:
- 19,700
- Works:
- 4
- Bookmarks:
- 19
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My mind turns your life into folklore (can't dare to dream about you anymore). by scars_aroundmystars
Fandoms: Gilmore Girls
19 May 2022
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"He is deeply offended when Paris accuses him of never reading Jane Austen, but overall he likes her a lot more than he had expected. He likes how sure she is of her statements, the vehemence of her words. Also, the way she looks at Rory is not lost to him, like she hung the moon and the stars. There is some form of intimacy there and when Paris says a particularly controversial opinion on Jane Eyre and Rory laughs like it is some kind of inside joke, he feels like he is intruding on something private."
Or, the evolution of Paris and Rory's relationship through Jess's eyes.
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Rory Gilmore, 31 reporter for Vanity Fair, is a successful journalist, living a charmed life in New York City. But running into Jess Mariano, rising star of the literary world, makes her question–is this the life she was meant to lead?
This story follows Rory and Jess in their early 30’s as they navigate their writing careers, their romantic relationships, and the dynamic of your high school ex now being your family.
- Language:
- English
- Words:
- 96,476
- Chapters:
- 13/13
- Comments:
- 337
- Kudos:
- 707
- Bookmarks:
- 171
- Hits:
- 18,274
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While in town for a family emergency, Jess finds Rory alone in the middle of Stars Hollow, looking lost and vacant. Realizing she needs a friend, Jess takes her in and helps her through the first twenty four hours after her grandfather's death.
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- Words:
- 3,656
- Works:
- 1
- Bookmarks:
- 4
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Addison "Addie" Forester just wants to finish her last moments of her high school experience with her best friend without getting pulled into whatever relationship drama her twin brother is having with his girlfriend Rory. Unfortunately being friends with Jess Mariano only seems to pull her closer to the drama.
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