A/N: Another story! I know I have too many to update as it is but updates should come a lot faster over the summer. I had the weirdest inspiration for this fic cause I dreamt about this story. I have absolutely no idea where this going so suggestions are always welcomed. Please review and let me know!

Background Info: Jess and Dean have lived in Stars Hollow their whole lives while Rory grew up in a neighboring town. Rory has not met either of the two prior to this fic. Everything else should be explained in the next few chapters but if you have questions message me.


"I cannot believe you just got those two girls' numbers," Dean yelled at Jess as they walked towards Luke's diner. Jess and Dean had just left the bookstore, where Jess had gotten the number of two girls…for himself.

"Your point is?" Jess asked. He was tired of Dean's astonishment. The same conversation was repeated every time Jess got a girl's number, no matter who it was.

"They were college students…way out of you league," Dean replied. Jess rolled his eyes at Dean. So what if they were only sixteen. That didn't automatically mean an older college girl was out of Jess' league. "I just don't know how you do it. How do you get girls to fall over you?"

"Look, I can't help if girls are more into me than you. I don't have any special tactic or plan or anything like that. Girls just like me more." Jess was tired of this conversation, the same one that was always repeated.

"But…" Dean began before Jess interrupted him.

"I'm done with this conversation," Jess interrupted. Jess shook his head as he quickened his pace towards the diner. For some odd reason, Jess and Dean were best friends. Had been since they were little. Dean had been born in Stars Hollow and Jess had moved to Stars Hollow when he was four, after his uncle was awarded custody when his mother went into rehab for drug addiction. It was a friendship destined. The two met on the playground on Jess' first day of preschool. Jess stole the affection of Tina, Dean's childhood girlfriend. A fight ensued between the two but a friendship was born. Since that day, the two have oddly been best friends and have fought over girls every other day.

"Alright. See you tomorrow," Dean yelled after Jess as he headed to Doose's Market for his afternoon shift.

Jess through a hand up to signal goodbye. He shook his head again. Sometimes he wondered why they were friends. They were complete opposites. Jess was the bad boy: always skipping class to read books or discover hidden bands. Dean was the hardworking neighbor: always doing right and helping all those in need. They always saw things differently, always disagreed. But that was the unique thing about their friendship and for some odd reason it worked. As they say, opposites attract and that good not be truer than the friendship of Jess and Dean.

Jess walked into the diner, only to run into a loud woman yelling at Luke. "I can't believe you won't sell me coffee. That is not a proper way to treat a new citizen of this town," she yelled. The woman turned around and spotted Jess. She took that as an opportunity to voice her concerns more. "He doesn't serve coffee. Can you believe that? What kind of maniac doesn't serve coffee?" She asked Jess before storming out of the diner. Jess just shook his head again. Stars Hollow always had some strange tourists pass through.


"Ugh!" Lorelai yelled as she stormed through the doors of Luke's diner.

"What's wrong?" Rory asked as she continued to survey the town.

"He wouldn't see me coffee. He said 'it's four in the afternoon. Why would I still serve coffee? It's not healthy for you anyways.'"

"So, no coffee?" Rory asked distraught.

"I guess we'll have to find another place that will serve us coffee. Anything interesting on your end?"

"I saw two guys fighting over a girl's number."

"Drama," Lorelai said approvingly.

"Friendly neighborhood," Rory replied sarcastically. "Remind me why we moved here."

"Because Millie hired me as manager of her newly Independence Inn. It's a great opportunity to me Rory."

"Right," Rory replied biting her lower lip. She sulked the rest of the way to her new home.


The next morning, Jess and Dean walked to school together, a morning ritual. "So, did you meet the new family who moved in yesterday?" Dean asked Jess on their journey to Stars Hollow High.

"No," Jess answered oblivious to fact that he had an encounter with Lorelai Gilmore yesterday afternoon.

"Me either. I wanted to meet them and help them move in but I had to pull a double shift."

"Too bad," Jess replied sarcastically. He really didn't care about the new family who moved into town. It was the least of his concerns, pretty much like everything else in Stars Hollow was the least of his concerns. After another minute or so of silence, Jess and Dean arrived at school. Jess thought it would be the perfect time to bow out. He hated school, especially Stars Hollow. He had to skip out before he got caught skipping class. Not that it would matter if he got caught. It just made it harder for him to skip the next time. "I'm going head on," Jess said as he prepared his getaway.

"Yea man. Catch you later," Dean replied as he walked away.

Jess hung around a minute carefully observing everyone else's actions before he left. He particularly noticed Dean who was checking out another girl who Jess didn't recognize. Jess thought he knew all the girls in the school but he must have missed one or two here. He watched the mysterious girl carefully. He particularly noticed her piercing blue eyes. He found it hard to look away from them. But then he noticed Dean walking towards her.

"Hi, I'm Dean," Jess overheard.

"I'm Rory Gilmore," she replied to him timidly.

"Welcome to Stars Hollow," Dean continued. It was then that Jess realized that she was the new girl. She was cute, he'd give her that. And she had the most amazing blue eyes he had ever seen. But he had learned his lesson in the past to avoid those new girls. At least when they first moved to Stars Hollow. After a certain time limit, they were fair game. He couldn't deal with the baggage they came with from having to leave their home, friends, and family, the resentment and anger they had to their parents, and whatever else they seemed to worry about. Besides, it was Dean's turn to have a girl and he was apparently interested in the new girl. Jess had his fair share of girls to choose from so Dean needed at least one. So, Jess wasn't interest in the new girl. Jess grabbed a cigarette from his pocket and headed to the bridge.