Disclaimer: I own my imagination, my thoughts, this storyline, and Natalie Keller.

A/N: Okay this might be hard to explain, but this is a crossover of One Tree Hill and Gilmore Girls. All you really need to know is:

1. Karen Roe and Lorelai Gilmore met each other in a single pregnancy class. Karen had Lucas four weeks before Lorelai had Rory. Lucas and Rory grew up in Stars Hollow together and are BEST friends. Their other best friend is Haley James.

2. The town remains Stars Hollow NOT Tree Hill.

3. Karen works with Luke they share the diner. Luke was Karen's friend along with Lorelai's when they were pregnant. Luke did so much for them, and so Karen named Lucas after him. The diner is still called Luke's.

4. Liz and TJ have been married since Jess and TJ's daughter Brooke Davis were twelve years old.

5. Jess has been known as the bad boy player and is dating Peyton.

6. Tristin DuGrey NEVER existed.

7. They are all Seniors at Stars Hollow High.

8. Nathan is still the big basketball star, but Dan and Deb are divorced.

A/N2: I doubt you really care, and are probably saying "Get on with the story!", but I felt like you needed to know this information to understand the story better.

Friends

Really everyone likes everyone, but the people they hang out with are:

Peyton Sawyer, Brooke Davis; Rachel Gatina

Rory Gilmore, Lucas Scott; Haley James

Jake Gagelski, Logan Huntzberger; Jess Mariano

Lane Kim, Mouth McFadden; Paris Gellar

Enemies

Rory Gilmore and Peyton Sawyer

Paris Gellar and Rachel Gatina

Logan Huntzberger and Dean Forrester

Relationships

I don't want to spoil it and tell you who will end up with who, but I will tell you who are together now:

Peyton Sawyer and Jess Mariano

Haley James and Nathan Scott

Rachel Gatina and Dean Forrester

ON WITH THE STORY!!!

Previously on One Stars Hollow:

Rory laughs, "Odd compliment." She looked up at Brooke, glad that she changed the subject. "You aren't so bad after all."

"Neither are you." Brooke continued on her third toe.

They walked up the fire escape on the left side of the building, Haley following Logan. When Logan reached the top he ran over and turned on all of the lights. Haley walked up and smiled when she looked around, "Wow. This is so pretty." She looked over at him and saw a table with two chairs, "We just ate. Are we eating up here?"

Liz nodded, "Jess… you are falling for Rory, and you are falling for her hard. I like Peyton, and I agree you shouldn't be cheating on her. So you need to pick one and only one."
"No, Paris, it's not like that. I just wanted to get to know you…"

"Look me up in the yearbook." She walked in to her house, shutting the door in his face.

Nathan sighed and looked down at his feet.

"Jess-" Rory started again, but was cut off by Jess' lips on hers. She didn't push him back which surprised him. Instead, she kissed him back and grabbed onto his collar and tugging him towards her.
Jess ran his hands through her hair and continued his assault on her mouth. Rory shook her head and pulled out of the kiss, "Jess … no."

"What?" He asked, looking at her confused.

"I told you. I was not going to be the other woman." Rory bit her lip and looked down at her feet.

"I broke up with her, Rory. I did. I broke up with her."

She looked up at him and had a small smile on her face, "Really?"

"Yes." He laughed and kissed her again. She smiled into the kiss and wrapped her arms around his waist.

Brooke walked in the room and stopped at the door, "Oh … I'm sorry." Rory and Jess jumped apart and Brooke looked down to hide her smile, "Peyton just called me. Sorry Rory, but I have to check on her. We can put a rain check on the sleepover or you could stay and I'll be back in a couple of hours?" Her face looked hopeful as she played with her hands, it was a nervous habit.

"Sure, I understand." Rory grinned and pushed her hair behind her ears, embarrassed at being caught kissing Brooke's brother.

"This is awkward, isn't it?" Brooke laughed, "I mean, I am going to comfort my best friend after my brother broke up with her for my newest friend. It's like one of those Soap Operas that mom watches."

Jess smirked and shook his head, "Would you just go?"

"Fine you two carry on." She walked out of the door and turned back to them, "By the way do not tell Peyton I am encouraging this." She smiled and walked out of the room.

Rory looked at Jess and laughed a little. He shook his head with an amused smirk on his face.

"So I take it the dessert was good?" Logan asked Haley.

Haley laughed and nodded, "Don't make fun just because I had seconds."

"You mean thirds." He joined in on her laughter. She blushed and he took it as an opportunity to make her turn even more red, "But it was cute, Haley." He added.

Haley bit the inside of her cheek and looked at him when they got to her door, "Thank you, Logan, for tonight."

"You're welcome." He smirked a bit, "I had a good time."

"Me too." She grinned and kissed his cheek before she opened her door to go inside.

"We should do it again." Logan blurted out and then looked away, hiding his embarrassment.

Haley smiled, "I'd like that. Goodnight Logan." She walked into her house and shut the door behind her.

"Night Haley," He said after her door was already closed.

Brooke walked in Peyton's room and saw her scribbling all over an already black piece of paper, "Hey, hey … Peyton give the paper a break. Save the trees." She added, trying to make a little smile appear on Peyton's face.

Peyton looked up at her with almost blood-shot eyes. She slammed the paper down and stood up, "Your brother is such a jerk!"

"Peyton, I know your hurt, but-"

"I mean he ruined my trust and our relationship! I trusted him, Brooke!" Peyton cut Brooke off before she finished.

"Yes, but at least he told you." Brooke added with a small smile.

"Oh yes, because that makes a difference." Peyton sighed heavily, "He doesn't care about anyone but himself!"

That hit Brooke the hardest and something inside of her just snapped, "Peyton you ruined this relationship before he even started seeing Rory! You cheated on him first! Stop trying to make it seem like this is all Jess' fault when you had a little part in it, also!"

Peyton stared at her in disbelief, "Of course you would say that. I forgot you're the queen of cheating. I bet that's where Jess learned it from."

Brooke stepped in front of her and her hand came in contact with Peyton's face, "Don't you ever talk to me again." She turned around and left the room.

Peyton touched her face and stared after her in shock.

Jake and Natalie sat in the park eating ice cream, "So that was fun."

She laughed a little, "Yeah, it was. Thanks for coming with me; you're just the only guy I had met so far that I seemed to like."

"I appreciate that, I think." He smirked and looked down at his ice cream cone.

"You should." She watched him for a minute, "So who's the girl?"

"What?" He looked up at her and shook his head, "There is no girl."

"Come on, you have had that whole far away look the whole night. Who has caught your attention?"

"Peyton." Jake said and looked back down, "It's not that I don't think you're great. It's just that I've liked her for a long time. She's dating Jess, though."

"That won't last long. He had his eyes on Rory all night." She shrugged, "I notice these kinds of things."

Jake laughed, "I actually thought that myself."

"I could help you get her, you know?" Natalie took a bit of her cone.

"You would?"

Natalie smiled and finished off her ice cream, "Absolutely. It'll give me something fun to do while I am stuck in this town." She stood up and smiled, "We'll have her head over heels for you by prom."

Jake smiled up at her, "Thanks."

The next morning Rory woke up with Brooke lying right beside her. She must've gotten home late last night because Rory fell asleep before she even got home. She sat up and got out of bed.

Brooke woke up and looked at her, "Hey, you leaving?"

"Yeah, thanks for letting me stay, but it's Saturday morning. Lucas and I usually go eat with mom and Aunt Karen."

"Oh, okay. Bye Rory." Brooke lay back down and closed her eyes.

Rory walked out of the house and down to the diner. She was looking down at her bag when she bumped into somebody. She looked up and saw Peyton standing right in front of her.

A/N: Short chapter! Not even too eventful! I'm so sorry. But to make it up to you guys next chapter could be up sooner. Depends on how many reviews. Also, I am making a kind of trailer or opening credits for this story on youtube. I need a song though! Please request if you have any ideas. Also, please check out my new story 'Falling Bottles' and review! I love getting reviews and I want to know what you think of it. So hope you liked this! Next chapter will be full of drama. I think.