Hello! This is my first fic "Gilmorized", and warning, I'm not the best writer, hell, my worst subject in school is English. Good thing I'm a business major. I am Team Rogan, all the way, but I do like Jess, and I hate Dean. I hope you guys enjoy my story. RR.

Summary: Rogan. Slightly AU. Rory and her friends are seniors at Chilton. Logan and his friends are first years at Yale. They become good friends...and more. The story is about Rory's glamorous life, shopping, parties, and what… Girl fights?

Disclaimer: I don't own anything. Emma and Preston Levington are mine.

Prologue

Lorelai Leigh Gilmore-Hayden 3rd, Rory Gilmore (Gilmore, because of her dominant Gilmore traits), was of the Hartford Elite society. Her parents, Lorelai Victoria Gilmore 2nd and Christopher Hayden had her when they were 16 years old and were married at 17. Christopher worked at his father's multi-billion dollar law firm and Lorelai owned several inns on the eastern seaboard. Lorelai and Chris wanted Rory to grow up away from all the snotty rich elitist, but didn't have much luck with Emily Gilmore in their lives. So the next best thing was to move to Stars Hollow, a small town where everyone was as quirky and humble as Lorelai. Lorelai opened her first inn in Stars Hollow, The Dragon Fly Inn. It was Rory's second favorite place to be, merely losing by a little to her very own library in her home, the biggest and the only gated house in Stars Hallow. (The gate wasn't installed until Rory's 16th birthday when she was crowned heiress to the Hayden's and the Gilmore's fortune, which accumulated up to billions of dollars).

Even after being crowned heiress, she was still the most modest out of the entire elitist. She never flaunted her wealth. She almost never used her last name to her advantage. This is why everyone loved her, especially her best friend since 1st grade in prep school. Her best friend was Emma Levington. Emma Levington was also a Hartford Elitist. She was the heiress to the multi-million dollar Levington Advertising Agency. Emma and Rory first met when they were six years old at a DAR garden tea party. The function was that DAR members were to bring their daughters to have tea in the garden at the country club. And their daughters were to bring a doll to have make-believe tea. Emily insisted on bringing Rory since Lorelai (although a member of the DAR) simply refused on being dragged into Emily's social calendar. Rory was always attended events per Emily's request. She didn't hate all the social events like her mom did because she always had Emma by her side. At the DAR garden tea party, Rory sat at the little girls table with a book in her arm instead of the usual porcelain doll that every other girl at the table had; all accept another girl. There, Emma Levington sat with her sketchpad in her arm. Immediately the two got along, knowing they were different from the rest, knowing they have future goals and ambition to pursue their life's passion, instead of settling down to be a trophy wife like every other heiress.

Rory and Emma were inseparable. They shared many similarities but still had their differences. Emma's parents and Rory's parents became close friends when Rory and Emma's friendship first blossomed. Theodore and Cecile Levington had Preston (Emma's older brother), at the age of 18 and had Emma a year after that, but having kids at a young age wasn't what brought the four parents together. It was the fact that Theodore and Cecile decided to break their family lineage of investment bankers to pursue their dreams in advertising. The four parents had steered in the opposite direction that was preplanned for them by their parents, minus Chris since he actually wanted to go into law. Both families did not attend many social events except the ones thrown by their grandparents, or the ones that their grandparents would drag the younger girls to.