Disclaimer: I still don't own any Gilmore Girls characters. In this chapter, I do own Hannah Mary DuGrey, and of course the plot and ideas, as always.

Headmaster DuGrey finished the orientation, which seemed to last forever. Diana couldn't wait to talk to her dad. When homeroom assignments and schedules for the rest of the day were handed out and the freshmen were dismissed from the classroom for an hour socializing period before classes started, Diana couldn't get out of her seat faster.

"Dad! Please tell me I'm imagining things, but-"

Max interrupted her mid sentence. "It's Mr. Medina, remember?"

"Oh right, um. Mr. Medina, isn't the headmaster--"

"Tristan DuGrey", Max finished. "He's an old student of mine. It's going to be interesting having an old student as a boss."

"Dad…Mr. Medina!"

"Diana, not now. We can discuss…well you know, at home, with your mother, maybe with your sister."

Diana sighed. No use attempting to change his mind. It never works.

Looking down at her schedule, Diana was surprised to find that her first class was English/Lit.

'Hmm, how convenient', she thought.

She spent the socializing period reading. Making friends wasn't high on Diana's priority list. She already had a boyfriend and a great best friend in Stars Hollow. The bell rang soon after Diana had finished chapter eight, the one she had helped to write. The Chilton bell was loud, very loud. After recovering from falling out of her chair in surprise at the bell, Diana picked up her backpack, and ran off to begin the quest for her locker.

"205, 206, 207, 209…hey why isn't there a 208? 210, 211, finally!"

Diana was shocked when her locker opened on the first try. TV shows always make it seem like opening a locker is the toughest part of high school. She took the textbooks she'd ordered in June out of her backpack and put them in her locker, which was much bigger than Rory had told her it would be. She was done with her locker and decided to rush to Literature. Maybe she could talk to "Mr. Medina" about the headmaster if she was early. Walking fast, but not running because the floors were marble and looked slippery, she had on a determined "don't bother me, I'm on a mission" face, that apparently wasn't visible to everyone. Suddenly, a blonde-haired girl, about medium-height, wearing gorgeous sunglasses cut her off.

"Excuse me. I'm going to be late", Diana said, still walking.

Walking next to Diana, the girl didn't seem to notice her annoyed tone. "You're a freshman."

"And…?"

"No one cares when freshmen are late."

"I do", Diana argued.

"I didn't ask you."

"Who are you?"

"Hannah Mary DuGrey."

"Why, that's fascinating! Please move." Diana stopped walking suddenly. "Wait. You said DuGrey?"

"That's right."

"Oh. Okay, I really do have to go."

Hannah stopped her. "Wait."

"No!" Diana shouted, louder than she meant. Aside from being thoroughly annoyed, Diana was shocked. Shocked, that there was another DuGrey. She had to be the headmaster's daughter. DuGrey isn't that common of a name, plus Hannah looked a lot like the headmaster. And what's with her middle name, Mary? Is that some kind of joke?

'Just wait until Rory finds out about this!'

Diana walked faster and faster, eventually walking past her father…er, Mr. Medina's classroom. She'd have to get used to saying that. She calmed down and figured out she'd passed the room. Walking back, she wondered, 'If this is what happens at Chilton in the first hour and a half of the first day, what could happen in four years?'

Walking into the classroom, Diana was three seconds away from being late, even though, according to Hannah, it wouldn't have mattered if she had been. Diana had learned not to trust people like Hannah, though.

She took a seat in the second to last row of desks, where she wouldn't be too noticeable to her father.

Max handed out guides and outlines of the curriculum for his class. He looked so melancholy and ridiculously unenthusiastic compared to the usual chipper dad Diana knew so well.

Diana looked up from her desk when she heard her father's voice. He was standing in the middle of the room talking in a low voice to Headmaster DuGrey. She couldn't make out exactly what they were saying, but when the headmaster went to stand in the back of the classroom, she guessed he'd asked to observe the class. Diana found this very weird, and from the looks on the faces of her classmates, she wasn't the only one. The principal in elementary school always used to observe classes, but this was high school. This was Chilton. She shrugged it off, and went back to looking over her outline. A few minutes later, she felt eyes on her back. Someone was staring at her. Not wanting to embarrass herself by looking back so obviously, Diana knocked a pencil off of her desk and looked back when she went to pick it up just in time to see the headmaster looking at her. No, not looking, staring. When he saw Diana looking, he glanced away to break the stare. Diana tried to ignore it and pretend it didn't happen, but only a minute later, he was staring again.

'Maybe he's a child molester, or a kidnapper? Nah, he's the headmaster of a prestigious high school in Hartford, Connecticut. But, something's weird. Something's different.'

AN: I don't know if people like the story so please review with feedback!