This is my first try at fanfiction so go easy on me! This starts off a few weeks after Rory and Dean break-up (for the 1st time). The piano kiss did happen, and she did take off crying but she didn't get back together with Dean. He never even came to Rory's school. Rory and Tristan will probably be a little OOC but I am trying to keep them as true to form as possible. This chapter is a little short but it is the first one and I promise they will get longer. All thoughts will be in italics.

Special thanks to trorygirl for helping me with this story!!! She is an amazing writer and if you haven't already you have to go check out her fics! Especially Art of Seduction! It is definitely my favorite trory fic!

Disclaimer: Unfortunately I don't Own Gilmore Girls. If I did Tristan would never have been off the show.

Lorelai Gilmore stood dressed casually to go out, in the living room of the Crapshack, fixing up her earring as she surveyed her daughter slouching on the couch, her blue eyes vacantly watching the television. Frowning at the unhappy sight, she spoke out loudly, "So do you have any plans tonight sweets?"

Rory briefly glanced over at her mother before shaking her head. "Nope, I think I'm just going to read some Nietzsche and order my favorite Indian food from Sandeep's."

It wasn't that Rory didn't have offer for things to do tonight but ever since her break-up with Dean she has been under this unrelenting cloud of depression.

"Yeah, nothing like smelly Indian food and a confusing German novel to really get the party goin' on a Friday night!" Lorelai quipped as she slipped on her dark denim jacket. "Why don't you invite Lane over so you can have some company? You guys can go to Doose's and stock up on junk food and have a movie night, while I'm at out with Luke."

Rory sighed and turned her gaze back towards the tiny box. "Lane is on another date arranged by Mrs. Kim."

"What happened to the future cardiologist?" Lorelai asked.

Rory laughed at the memory of Lane telling her the story. "He was dethroned for a future pediatrician. Mrs. Kim says that working with kids and being a doctor trumps all other doctoral fields".

Lorelai had a confused look on her face. "One will never understand the being that is Mrs. Kim. Huh, Ok, why don't you invite those girls from Chilton over? They seem friendly."

"You mean Madeline and Louise? The girls who went off to that college party while we were at the Bangle's concert? You really want me hanging out with them?" Rory said incredulously.

"Well, no, I just don't want you to be lonely babe. I'm worried about you. Ever since you broke up with Dean you have crawled deeper inside your shell and I think that it's time that you get back out there and meet people." Lorelai said

"Mom, don't worry about me. I'm just not a very social person, you know that." Rory explained.

Lorelai sighed. "I know kid but I just don't want you to miss out on all the fun you could be having!"

"Ok well I just don't know that many people at Chilton since I haven't been going there that long. I have heard kids talking about this new chat room called Chilton Talk.

Kids can go on there and meet other kids who go to Chilton." Rory said trying to soothe her mother's worries.

"That's perfect for you because you can put yourself out there without really putting yourself out there!" Lorelai exclaimed. "You know what I mean?"

"Yeah, I guess it couldn't hurt to make a few friends at Chilton. I think I'll go ahead and make a profile." Rory said.

Name: Leigh

Age 16

Grade: 10

Interests: Coffee, Books, Music, Learning, Food, Movies, and Traveling.

R/T: I wonder if anyone will respond. I put my middle name because I don't want anyone to recognize Rory and start calling me Mary on here too.

Meanwhile somewhere in Hartford….

Tristan Dugrey lay in the bed of one of his many guestrooms after he had kicked his latest conquest out. He got up and went to take a shower and try to wash of the wretched stench of yet another girl that just wasn't her. Tristan knew he was in was in deep. He thought about her all the time. His Mary. He thought about trying to be nicer to her because his tactics of 'showing her that you like her by annoying the hell out of her' just weren't working.

T/T: I should check my ChiltonTalk account and see if anybody has messaged me back.

As soon as he logged on an alert popped up and told him that a new member had registered.

T/T: I wonder if it is anyone interesting…

Tristan clicked on the link to the new user's profile. He looked at the name and was sure he didn't know anyone with the name Leigh. Other than her name, though he thought that the description was a lot like Rory.

T/T: I wonder if she just moved here. I should send her a message. If she's like Rory maybe she can help me find away to get Rory to go out with me.

TO: Leigh

FROM: TJ

SUBJECT: Hey Welcome to Chilton!!

Leigh,

I would like to personally welcome you to Chilton. Please feel free to talk to me about any questions you might have. I hope that you like it here at Chilton. Please email me if you need anything.

Sincerely,

TJ