A/N: Thanks for the supportive reviews. I'm glad people like the story, so I'll continue, and try to update as much as possible.

Disclaimer: I still don't own anything except, in this chapter, Diana and the plot and ideas.

Tristan, or "Headmaster DuGrey", remembered his junior year at Chilton. He'd only stayed for a little while before going to Military school, but now he remembered something he had paid little attention to when he first heard it. There were rumors going around that Rory's mother and Mr. Medina were getting married. Now, as he stared at Diana, he couldn't help noticing the resemblance between her and Rory, the girl he'd always loved in high school. She was so innocent, like a lamb, not usually Tristan's type, but with Rory, it was different. The feeling he got when he was around her, while being unforgettable, was also masked by his constant smirking and teasing, something he'd regret forever.

Diana and Rory had the same beautiful blue eyes, the same beautiful face, and the same perfect smiles. The only difference was their hair. Rory's was a light shade of brown, while Diana's was darker, like Max, who Tristan now assumed was her father. He'd have to find out more about this mystery girl, though. If she was related to Rory, there was no way he'd let this opportunity go by. He'd only taken this job in the first place for some extra cash when he found out, horrified of course, that Charleston who'd died a decade earlier, was a distant relative.

'Maybe', he thought, 'I can get something out of this ridiculous job.'

Max rambled on about novels and literature. Tristan didn't hear what he was saying. He was there to see Diana, not Max. When the bell finally rang, Tristan, hoping not to look too suspicious, quickly walked up to Max's desk.

"That was a great class, Medina."

"Oh, um…thank you, Tris--I mean…headmaster.

Tristan smiled and half running, went to catch up with Diana. He finally spotted her, about to walk into her Latin class.

"Excuse me".

Diana was stunned. "Hello, sir."

"Good afternoon. I'm just trying to get to know everyone, and I realized I don't know your name yet."

'Oh, now this is creepy. He's been in orientation, and Lit which are the only classes I've had yet, and He hasn't asked anyone else their name!' she thought to herself.

But what she said was, "Diana Medina, sir."

"So you're--"

"Mr. Medina's daughter, yes", Diana interrupted.

"Alright. I was just checking."

'He either cares a lot about me being related to a teacher or he knows Rory's my sister, and that's not good. Oh, great! More stuff to tell Rory.'

Tristan awkwardly walked away, and Diana entered a nearby classroom, still thinking about the headmaster, the headmaster's daughter, and how weird the day had been so far.

The rest of the day went fine, without any further weird occurrences. Diana was liking Chilton for the most part. Her classes seemed interesting, and having her dad around school wasn't even as weird as she'd expected. Even so, by the time the final bell rang, Diana eagerly ran to meet Max in his classroom.

"Are you driving this time, or should I take the bus again?" Diana asked.

"Why don't you take the bus, just for today. I promise it won't be a regular thing. And…um, let your mother know about Headmaster DuGrey."

"What about him Dad?", asked Diana, attempting to get him to say something about it. She didn't want to feel like the only one who thought it was weird.

"Diana!" Max shouted, obviously annoyed.

"Right, right. I'm going. See you at home."

"Yeah, see you there." Max said.

Diana left in a hurry, hoping to catch the next bus so she wouldn't have to wait too long.

When the bus stopped in Stars Hollow and Diana got off, she ran. She ran across the street, not stopping to look if cars were coming. She ran past houses and stores, not even slowing down to see if she was going in the right direction. Finally, she got to her house, and not seeing Lorelai's Jeep under the tree, she ran to the inn, only faster this time.

"Michel, where's Mom?"

"Wasn't my turn to watch her."

"You don't have the vaguest idea where she might be?" Diana pleaded.

"No."

"Michel!"

"No."

Lorelai emerged from the kitchen suddenly. Michel smirked, and Diana ran to her.

"Mom! Hey!"

"Hey, Babe, where's Max?"

"I took the bus, Mom--"

"How was the first day?"

"Mom, Tristan is the headmaster!"

"Tristan? Tristan who?" Lorelai asked, confused.

"Tristan DuGrey. The guy Rory was talking about, remember?"

"Tristan DuGrey is the headmaster of Chilton? Are you serious?"

"Of course! And he was staring at me. Not just looking, staring. Stalking staring. Scary staring!" Diana exclaimed, relieved to finally tell someone."

"Oh my God! Why? And, wait. How the heck did he of all people get that job?"

"I don't know! Who cares? This is weird, and it's freaking me out!" Diana shouted!

"You know who it's going to freak out more, don't you?"

"Rory." Diana said, lowering her voice. "When should we tell her?"

"I'm thinking Friday", said Lorelai.

"But Mom…Jess."

"Well, we'll get her away from Jess, somehow. She may not care, but it'll be weird. I know someone who will definitely care, though."

"Jess."

"We need a plan" said Lorelai.