AN: hey ok I am a huge believer that dean and rory should b together but I thought a Tristan rory story (oh that rhymes lol) would be more fun to right and easier to come up with an original plot once the story develops. This is my 2nd fanfic and 1st troy so I hope u like.
P.S. ok that means changing points of view but around the same time and means time has passed/later and italics is usually thoughts and um I think that's it I hope its not too confusing so please read and review and be honest!

Let's face it. Tristan Dugray was bored out of his mind. Sure he had tons of money and the power to make almost any girl fall at his feet. He had anything he wanted that money could by. He had dated almost every girl in his year and some above and below, but he wasn't satisfied. What he needed was a challenge, what it was he had no idea or how hard it would be.

That's when she entered the classroom and his life.

A couple months into the school year and I am transferring to one of the toughest but best prep schools in the area! Rory Gilmore thought as she put on her new school uniform. She looked very smart in the plaid skirt which fell just above her knees and navy blazer with the Chilton seal. She must have just stood there and stared at her reflection in the mirror for at least 10 minutes before she heard her mother call and tell her they had to go. Here goes nothing she thought as her and her mother got into the car. Her mother, Lorelai, handed her daughter a to-go cup of coffee.

"Here" Lorelai said "don't worry you are going to do great"
Rory mumbled thanks and something else that was inaudible.

As they pulled up to the menacing school then sat in silence for a few minutes.

At last Lorelai spoke "I don't remember it being this...large"

"Or as 'off with their heads'"Rory replied.

After they met with the headmaster and had a surprise visit from Emily, Lorelai's mother, rory was on her way to her first class.

English with max media her schedule read

She was early for class so she found a seat in one of the first couple rows. As class began a rather attractive dirty blonde sauntered in with out a care in the world.

"Late again Mr. Dugray...please find a seat immediately." Mr. Medina said

"Yes sir" Tristan said with a mock salute. As he passed Rory's desk he gave her a once over and found a seat which just happened to have a good view of her.

"Class we have a new student from..." he looked down at his desk at a file "from Stars Hallow High, every one this is rory Gilmore, please stand"

She reluctantly stood and looked around the room and all the glaring eyes which seemed to be asking her a million questions. "Hi" she muttered weekly.

"You may have a seat, so anyways to pick up from yesterdays lecture..." he continued on and rory attempted to listen and take notes but she felt she was being stared at and low and behold the one who was late was staring at her. When the bell finally rang she heard him say to one of his friends

"I think we have ourselves a Mary" and then he was off.

The rest of the day went by fairly uneventfully and when the final bell rang she was overjoyed. On her way out she heard someone say
"See you later Mary" and she muttered back "the name is rory" but she was sure it wasn't heard.

Her mom was there to pick her up and they headed home to Luke's. When they arrived they ordered coffee and after much debate he gave in while rory filled her mom in on the day's events.

"Oh my God, I can't believe they still say that" Lorelai commented when rory told her about the whole Mary thing.

"What does it mean?"

"Like the virgin Mary, they think you look innocent and untouched"

"What would they say if they thought I was a slut?"

"They may have added a Magdalene to it"

"Wow bible insults this school is advanced" the laughed and headed home.

When rory woke up she got ready and went to the bus stop to await her ride to her new school for another day...