𝐢𝐧 𝐰𝐡𝐢𝐜𝐡 Olive Quinn will find in Jess Mariano everything she's always dreamt of.

"I love him", I admit for the first time. Madelaine Scott is a professional dancer when she meets Jess Mariano one night on the fire escape from their building. By talking to him she soon enough finds out that the career she is building, has nothing to do with who she wants to become. The two of them fall in love quickly without even realising it, when Madelaine's parents make the decision to send her away to a small town: Stars Hollow. It's when three years later, Jess joins Stars Hollow too, the two lovers find each other back, but not without consequences. Does their love has any chance? Or was it all waisted time?

{Cassidy Gilmore Book 2} Cassidy Gilmore is changing. The cute small town girl is slowly beginning to disappear. She wants more out of her life. She wants to make a name for herself and do something amazing with her life. But before she does that, she wants to cause some trouble. [Gilmore Girls Season two] [Cassie's teenage dirtbag era]

In 1984, in the hospital, two twin girls were born. One would grow up to go to private schools and be given everything she ever wanted. The other would end up bouncing from foster home to foster home until she leaves at 16 and finds her way to a small town nearby. Parker has never been one to trust easily, and she never wanted to be a part of the world. She reads to escape everything, and smokes because her first foster parents taught her how. But when she ends up in a small town in Connecticut and meets Jess, will that change? *COMPLETED AND NOW BEING EDITED* I don't own any characters other than my OCs *Timeline will be as accurate as possible, but some things might be moved around as I need to advance the story*

This is a prequel to Who's Crazier. Rory Gilmore has a twin sister, Olivia Gilmore, who falls in love with the new boy, Jess Mariano. Starts from Season 2. To all of you Team Jess fans. ❤️

-𝗶𝗻 𝘄𝗵𝗶𝗰𝗵 𝗿𝗼𝗿𝘆 𝗴𝗶𝗹𝗺𝗼𝗿𝗲𝘀 𝘁𝘄𝗶𝗻 𝘀𝗶𝘀𝘁𝗲𝗿 𝗶𝘀𝗻'𝘁 𝗶𝗻 𝗮𝗻𝘆 𝘄𝗮𝘆 𝘁𝗵𝗲 𝗴𝗼𝗹𝗱𝗲𝗻 𝗰𝗵𝗶𝗹𝗱 𝘀𝗵𝗲 𝗶𝘀. 𝙤𝙧 𝗺𝗼𝗹𝗹𝘆 𝗴𝗶𝗹𝗺𝗼𝗿𝗲 𝗺𝗮𝘆 𝗻𝗼𝘁 𝗵𝗮𝘃𝗲 𝗯𝗲𝗲𝗻 𝘁𝗵𝗲 𝗶𝗻𝗰𝗿𝗲𝗱𝗶𝗯𝗹𝘆 𝘀𝗺𝗮𝗿𝘁 𝗮𝗻𝗱 𝗹𝗶𝗸𝗮𝗯𝗹𝗲 𝗽𝗲𝗿𝘀𝗼𝗻 𝗵𝗲𝗿 𝘀𝗶𝘀𝘁𝗲𝗿 𝘄𝗮𝘀, 𝗯𝘂𝘁 𝘀𝗵𝗲 𝘀𝘂𝗿𝗲 𝗮𝘀 𝗵𝗲𝗹𝗹 𝗸𝗻𝗲𝘄 𝗵𝗼𝘄 𝘁𝗼 𝗹𝗶𝘃𝗲. 𝗯𝘂𝘁, 𝘄𝗶𝘁𝗵 𝗻𝗲𝘄 𝗳𝗿𝗶𝗱𝗮𝘆 𝗻𝗶𝗴𝗵𝘁 𝗱𝗶𝗻𝗻𝗲𝗿𝘀 𝗮𝗻𝗱 𝗵𝗲𝗿 𝘀𝗶𝘀𝘁𝗲𝗿 𝗻𝗼𝘄 𝗴𝗲𝘁𝘁𝗶𝗻𝗴 𝗺𝗼𝗿𝗲 𝗮𝘁𝘁𝗲𝗻𝘁𝗶𝗼𝗻 𝘁𝗵𝗮𝗻 𝗲𝘃𝗲𝗿, 𝗺𝗼𝗹𝗹𝘆'𝘀 𝘂𝘀𝘂𝗮𝗹𝗹𝘆 𝗿𝗼𝘂𝘁𝗶𝗻𝗲 𝗼𝗳 𝘄𝗿𝗲𝗮𝗸𝗶𝗻𝗴 𝗵𝗮𝘃𝗼𝗰 𝗮𝗰𝗿𝗼𝘀𝘀 𝘀𝘁𝗮𝗿𝘀 𝗵𝗼𝗹𝗹𝗼𝘄 𝗵𝗮𝗱 𝗯𝗲𝗰𝗮𝗺𝗲 𝗵𝗮𝗿𝗱𝗲𝗿 𝘁𝗼 𝗱𝗼. 𝘀𝗵𝗲'𝗱 𝗯𝗲𝗴𝘂𝗻 𝘁𝗼 𝘀𝘁𝗿𝘂𝗴𝗴𝗹𝗲 𝘄𝗶𝘁𝗵 𝗵𝗲𝗿 𝗼𝘄𝗻 𝗶𝗱𝗲𝗻𝘁𝗶𝘁𝘆 𝗮𝗻𝗱 𝘁𝗵𝗲 𝗽𝗲𝗿𝘀𝗼𝗻 𝘀𝗵𝗲 𝗻𝗲𝗲𝗱𝗲𝗱 𝘁𝗼 𝗯𝗲 𝗿𝗮𝘁𝗵𝗲𝗿 𝘁𝗵𝗮𝗻 𝘄𝗮𝗻𝘁𝗲𝗱 𝘁𝗼 𝗯𝗲. cover by @-rhinosaurus [s1- ] [started 3/4/22- ]

[ CONTINUED ON AO3! ] ✧･ﾟ: *✧･ﾟ: a story following a cynical teenager & her adolescence. *:･ﾟ✧ "something inside is hurting you - that's why you need 𝘤𝘪𝘨𝘢𝘳𝘦𝘵𝘵𝘦𝘴 or whiskey, or music turned up 𝙨𝙤 𝙛𝙪𝙘𝙠𝙞𝙣𝙜 𝙡𝙤𝙪𝙙 you can't even think." ** NO ADAPATIONS OR TRANSLATIONS, THIS IS MY WORK ** #1 in rorygilmore #1 in lukedanes #7 in jess [ GILMORE GIRLS & GILMORE GIRLS: A YEAR IN THE LIFE ] [ fem! oc x ocs x jess mariano! ]

Devyn Gilmore. The daughter of Loralei, was not quiet what people thought her to be [S2 - S4] OC x Jess Mariano Start: 2/1/2023 Finish: 15/2/2023 #2 in gilmoregirls (6/2/2023) #2 in jessmariano (18/2/2023) #1 in lukedanes (22/3/2023) #1 in starshollow (27/6/2023) #2 in starshollow (9/8/2023)

Lucy grew up in the town of Stars Hallow behind the scenes. Her traumatic backstory being juicy gossip, did not interest the small town in the slightest to notice her. She followed her routine and she was good at it. Comfortable. But what happens when Luke's nephew, Jess, moves to town? (Jess Mariano Love Story)