Rory Gilmore

"Rory?" Rory Gilmore was sitting in her English class where the teacher, Mr. Medina, asked her a question. She didn't hear him though because she was half asleep. sitting in her English class where the teacher, Mr. Medina, asked her a question. She didn't hear him though because she was half asleep. Two weeks into her school year and she was already falling asleep in her first class of the day.

"Oh, sorry Mr. Medina, what was the question?" She heard Paris Geller snicker behind her, but she ignored it.

"I asked if you were feeling alright."

Rory looked at him with furrowed eyebrows. "Yes, I'm feeling fine… why?"

"Because you look like you're about to fall asleep and you're kind of… pale."

"Yeah, no coffee this morning; Mom decided she'd 'help' by turning off my alarm clock this morning. No time for me to get coffee." Rory explained, she shook her head and sat up straighter, trying to look like she's ready to learn.

"You Gilmores and your coffee," Medina muttered under his breath. He remembered seeing Lorelei the other day with a coffee in her hand and buying another one at the shop across from Chilton. Apparently she had a meeting here or something. Max only recognized Lorelei because she had come to Chilton with Rory and he'd only seen her in passing.

"What was that, Mr. Medina?" Tristan DuGrey, Chilton's youngest and second most renowned playboy asked.

Max shook his head and smiled. "It was nothing that concerned you Mr. DuGrey, but since you're so prepared to open your mouth why don't we put it to good use? Hmm? Let's talk about last night's reading…" The class continued with Rory only half paying attention, but that was the only half that she needed. She remembered the day that she had left Stars Hallow High.

Stars Hallow High – Last day of school

It was the last day at her high school, where she was the top student in the entire school. There was no competition, nobody to try and beat. Nobody in this town expected to become anything anyway. They all just painted their fingernails and gave the teachers attitudes, not shutting up when Rory was trying to hear the lesson, and always gossiping about how Rory thought she'd get out of this little town and make something of herself. What they didn't know was that she was going to leave this town and make something of herself. After all, she was a Gilmore.

Rory laughed when she saw Lane, her best friend since Kindergarten, across the room waving at her, trying to get her attention. She raised her eyebrows questioningly. Lane held up a piece of paper that said one word on it, drawn out and colored in with dark black magic marker. It said, "NOT" on it. She shook her head and Lane held up one finger telling her to hold on. She picked up another paper and it said "STAY" with the letters "ING" really small. Rory nodded and Lane picked up the next paper; "AFTER", and then the last saying "SCHOOL".

Rory was disappointed that Lane had to leave right after school, but knowing Mrs. Kim, she wasn't surprised that she had to go. Rory nodded, but Lane knew that Rory really wanted her to stay so that she could help clean out her locker and say goodbye to this hell-hole school. But her mom told her to be home early so that she could meet her prospective husband. Lane got out another piece of paper and wrote on it, then showed it to Rory who smiled.

Rory smiled and nodded when she saw that Lane had written "HUSBAND" in as big of letters as the paper would allow. She knew exactly what the meant. A Korean doctor, lawyer, or some other highly prestigious man was going to come so that Lane could meet him before their supposed "marriage" when she turns the appropriate age of 18.

After the last bell rang, Rory was stuck emptying her locker in a cardboard box while thinking that Mrs. Kim was probably the happiest mother in the world, thinking that Lane had gotten away from such a bad influence and all of that B.S. Hell, Rory was probably the best daughter in town. She sure didn't hide things from her mom. Lorelai knew everything.

She was just thinking about tomorrow, when she'd go to Chilton for her first day of school when someone grabbed the brown cardboard box that was smashed between the locker and herself. She looked up to find a boy smiling down at her. She had to look way up to see his features though and she smiled back before blushing.

"I'm sorry, am I blocking your locker?" She asked him, indicating the lockers that she was in front of.

"No, I just saw you tryin' to clean out your locker and I thought I could help you out by at least holding your box for you." The stranger told Rory with high confidence and a nice smile. His brown hair was long and it got in his eyes, which were a very beautiful green. He was definitely tall, probably 6'0" or 6'1". Rory was only 5' 2" and not expected to grow anymore which was okay with her since she liked being petite.

"Oh… well thanks. I haven't really seen you around much. My name is Rory."

"Dean. Yeah, I just moved here about two weeks ago." He told Rory as she sifted through her locker, putting all of her books in her cardboard box first before going through her papers. Usually, her locker was extremely organized, but she'd been busy lately. Rory had been so excited about getting an answer from Chilton that everything else, namely her organizational skills, were put on a backburner.

"Oh that's cool. Where'd you move from?"

"Chicago."

"The windy city," Rory grinned as she said it. "That's a pretty big change."

"What do you mean?"

"Well, Stars Hallow isn't even a quarter of the population in Chicago. I don't know why your family even wanted to move here. It isn't all that special." Rory explained, and Dean nodded.

"My dad had some business in Hartford and my mom wanted to move into a smaller town. She said that she was tired of all the big cities that my dad had moved her to. She's from a small town like this, and she just missed the hominess of it."

"Yeah I get it. Living in a town where everyone knows everyone's business before sunset. This town is full of crazies, but I love it."

"Hey, um, do you know where there might be a job opening?" Dean asked, changing the subject altogether. Rory smiled, she knew just the place to send Dean to. Rory finished up with her locker and closed it.

She turned to Dean as she said, "Mrs. Patty owns the dance studio in town. She knows everyone's business. The town gossiper if you get what I mean. She'll know where an opening is."

"Can you show me where this Mrs. Patty is?"

"Only if you carry my box around."

"You've got yourself a deal."

The pair walked out of the school discussing the town. Rory made a fool of herself on more than one occasion, but Dean didn't seem to mind. Dean actually liked Rory. She was cool, energetic, she had a great attention span, something he lacked, and she loved books. He wasn't much of a reader, but he didn't complain when his English teacher, Mrs. Frost, assigned a book for him to read.

Rory wrote down what she needed to do for homework before she left her first period class. Her next class was Pre-Calculus, a class that she wasn't looking forward to. She stood up, shouldered her bag and grabbed her books. She walked down the hall towards her locker where she'd store her English notebook until the end of the day. She grabbed her math book and her math notebook and walked to class, but before she could make it, Tristan DuGrey spotted her.

"Hey Mary," The cute Sophomore said to her. He was older than her, almost seventeen. He was tall with blond hair and a medium build. He was pretty cute, but he was also a rich snobby guy who liked his girls. She still had no idea what the whole Mary thing was about.

"The name's Rory, Tristan." She snapped back at him. God, did she need coffee.

"Really?" He whispered in her ear as he went by. She felt a blush creep up in her face. He smirked as he watched her turn red.

"Hey DuGrey, maybe you should go find your girlfriend, maybe you can get a quickie in before class." She heard another male voice down the hall.

"Logan… you're back." Tristan was obviously surprised. Rory had no idea who this boy was, and didn't really care. She just wanted to hurry to class.

"I'm always back. Now leave her the hell alone and go find your girlfriend before she gets lonely and fucks Colin in the bathroom. Oh… I think I see them now." Logan said to the other boy. Logan had more muscles than Tristan, and his hair wasn't as long. His eyes, a beautiful brown, and his tall, muscular physique brought on a lot of girls. Of course he was a playboy, he got more than Tristan did, but he also knew who to go after and who not to go after.

"First day back and you're already being a douche bag."

"What can I say? It's my right as a senior to fuck with you."

Rory couldn't watch what happened next because she had to get to class before Mrs. Collins got angry at her for walking into class after the bell, which would ring in about a minute.

Rory rushed into her seat, one of the two seats that were empty in the middle of the class. Mrs. Collins got right into teaching mode; going over everything they did last class. Just as Mrs. Collins remembered roll call, Tristan DuGrey walked into class. Rory sighed, out of the eight classes that she had; Tristan was in five of them. Thank God he wasn't in Journalism with her; she'd die if he was. Instead, she had him for English, Math, Science, Social Studies, and study hall. Luckily though, she never saw him in study hall, probably went off somewhere to do the many recreational drugs that he's known for.

Tristan DuGrey and Logan Huntzberger are the playboys of Chilton. With Logan graduating at the end of this year, Tristan will assume the role that Logan will leave behind. While Tristan doesn't mind taking a girl's virginity or just leaving her behind Logan respects girls and he wouldn't do anything with a virgin. Not that that made him any better.

"What'd you do this time?" Tristan asked his competition as he watched his new obsession walk to class. The good girls are always the most fun to play with…. So serious, so naïve.

Logan smirked, "Wouldn't you like to know?"

Tristan rolled his eyes and Logan walked to his English IV class. Tristan huffed and started towards his Math class, the class he had with Rory. He smiled at the thought of toying with her.

"Tristan, it's so nice to see you. Why don't you take a seat if it's not too much of an inconvenience for you." Mrs. Collins was always the teacher that gave him the hardest time. If he wasn't late it was always something else. He had no idea what he did to piss her off so much, but he didn't really care. He saw Paris snicker and her two best friends- Madeline and Louise- smile at him. Louise always had a way with the boys, but Tristan hated that girl. Madeline was too much of a… crazy girl and Louise was too much of a girly girl. He smiled back at them and went to the only available seat: the one behind Rory.

"Hey Mary," He whispered in her ear as he sat, he played with her long brown hair as he watched Mrs. Collins drone on and on about something that had to do with math.

"Tristan, stop it," she whispered back at him, leaning forward. Her hair fell out of his fingers and he pouted in mock disappointment. Tristan let go of her hair, but he still rubbed his pencil along her spine every once and a while, causing her to turn around and glare at him. He loved it.

Twenty minutes into the class the door opened and the boy from the hallway walked in. Rory struggled to remember his name. He was definitely cute.

"Yes, can I help you?" Mrs. Collins spoke to the boy. Logan! Yes, Logan was his name. Rory turned and saw Tristan look at him with distaste. He obviously didn't like the boy.

"Hi Mrs. Collins, Mr. Medina wants to speak with one of your students if that's alright with you?" Logan asked the math teacher.

"Mr. Huntzberger, I have an entire class of students, which one is it?" Mrs. Collins looked at the boy with raised eyebrows and Logan smiled.

"Ms. Gilmore." He replied looking directly at Rory, she felt the blush creep up her neck. Rory knew that name. Huntzberger. The king of newspapers. He owned more papers than she could count. Or, well, his dad did. But why would such a famous guy come to Chilton of all places? But more importantly, why was Mr. Medina calling her to his class?


Hey guys, this is a revised version of the one that I had posted, a changed a few things like the date of Rory's birthday and stuff (with the help of my beta). Please review!