This takes place sometime in season 2. There is no Jess or Dean.
Hartford-Chilton-after school- hallway
Rory is struggling with her locker.
"Ugh," Rory said in frustration. She finally gets it opened, but falls backwards into the strong arms of a male. Yup, you guessed it, Tristan Dugrey.
"Locker trouble?" he asked. There was no smirk on his face or any teasing in his voice.
"I'm sorry," she replies ignoring his question.
"It's alright. I really don't mind gorgeous females falling into my arms." There still wasn't any smirk. Rory just blushed and Tristan was smiling. Rory reluctantly removed herself from his arms and walked back to her locker.
"You know you could always go to the Headmaster Charleston and ask him for a new locker." Tristan was now leaning on the locker next to hers.
"I could, but I don't think he would give one to me."
"Why not?"
"Well, my mom called him El Duche." Tristan started to crack up.
"You know, I really need to meet you mother," he says. "She sounds very entertaining."
"Oh, she is quite the character. But I warn you, once you meet her, there is no turning back. You're scarred for life," she said straight faced. Tristan started to laugh again. "It's true. I'm not joking," Rory stated.
"Well, I think I'll be okay. So, when can I meet her?"
"You're serious?" she asked.
"Yeah, why wouldn't I be? I need to meet the woman who raised you," Tristan stated.
"Why?"
"To thank her for making you, you, and for her bringing you to Chilton so I could meet you," he said simply. Rory blushes.
"My mom isn't paying for Chilton, my grandparents are." Why did I just let him have this information? Now he's going to tell everyone and I'm going to me tormented even more! Stupid choice Rory! Why did you have to open your big mouth?
"Okay, well I'll have to thank them also." He smiled at her.
Rory turned back to her locker. Why didn't he tease me? She stuck her head in her locker trying to hide her blushing, and pretending to look for something. Tristan was still smiling. Then, he stuck his head next to Rory's and looks in the locker. "What are you doing?" she asked.
"I want to know what is so interesting in here that took your attention away from me," he replied in a fake cocky way.
"Oh...I was just looking for a book." They both took their heads out of her locker.
"So, name the time and place," Tristan said.
"What?"
"Name the time and place I can meet your mom," he said simply.
"Oh, um well, she'll be here tomorrow for Parent's Day."
"Well, then I can't wait until tomorrow." He started to walk down the hallway towards his friend who was calling him.
"Wait!" Rory said. Tristan quickly turned around.
"Just don't call her Ms. Gilmore. She thinks she sounds old, so just call her Lorelai," Rory said.
"Got it," Tristan said, and he turned around and walked over to his friend.
Stars Hollow-Luke's diner
Rory comes rushing inside and sits next to her mom at the stools. Her mom stopped tormenting Luke, and looked at Rory.
"Mom!" Rory says in complete shock. "He was nice!"
"Rory!" Lorelai says mocking Rory. "Who is 'he'?"
"Tristan," Rory said.
"So you're saying that Tristan Dugrey, A.K.A. Bible Boy, Spawn of Satan, and/or E.T. was nice?" Lorelai said. She wasn't as shocked as Rory was. It seemed as if she knew this was going to happen.
"Yeah," Rory said. "He was talking to me after school at my locker after I fell into him, and there was no smirk on his face the entire time."
"Wait, you fell into him?"
"Yeah. After I finally got my locker opened."
"Well, Rory, my expert advice is that he really, truly likes you, and that you should be nice to him also. That whole 'mean thing' was just an act, and now you guys can date, get married, and make beautiful blue eyed babies. Just remember in that order."
"He doesn't like me."
"Yes, he does."
"No, he doesn't."
"Yes, he does."
"No, he doesn't."
"Yes, he--."
"Will you guys just shut up now? You're scaring away all my customers!" Luke said.
"You take the fun out of everything. You're a fun sucker," Lorelai said.
"Oh, oh, you got 'fun sucker' from Raising Helen!" Rory said. Her mind was taken off of Tristan. At least for now.
Stars Hollow-Gilmore house
Rory and Lorelai are rushing to get ready.
"MOM! WE HAVE TO HURRY IF WE'RE GONNA GET THERE ON TIME!" Rory yelled.
"Ready!" Lorelai yelled as she was tripping over her shoes while she was running to the door. Rory quickly joined her at the door and they ran to the Jeep.
"At least you don't look like a cowgirl this time," Rory said.
"At least I was a hot cowgirl. I got asked out by a Chilton Dad in that outfit," Lorelai said proudly. Rory just rolled her eyes, and they drove off headed for Chilton.
Hartford-Chilton
Rory and Lorelai walk fast through the hallways until they see a big group of people. After all, a Gilmore can't run. Everyone is quiet and staring at Rory and Lorelai.
"We made it," Lorelai said. Rory and Lorelai moved into the group. The parents and students were giving them dirty looks. Then, Tristan comes out of the crowd smiling.
"You're here! I've been waiting for you two," he said.
"Don't you think you ladies should have quicken your pace when you spotted the group?" Headmaster Charleston asked.
"Nope," Lorelai said. "Gilmore girls must never run. It's in the Gilmore Girl Handbook."
"Hey Tristan," Rory said bringing her attention back to him. She was unsure of how to act around him.
"So you're Tristan," Lorelai said.
"Yes I am Ms. Gil- I mean Lorelai," Tristan said.
"Ah, nice save there Bible Boy. I see Rory has warned you about calling me Ms. Gilmore," Lorelai said.
"Yes she has," Tristan replied. Rory just stood next to her mother unsure of what to do.
"Just because you are acting charming now doesn't mean that I forgive you for helping making Chilton hell for Rory," Lorelai said. "But you are lucky that some of Rory's kindness has rubbed off on me, so I'm not going to be as brutal as I normally would."
"Well, thank you Lorelai. And thank you Rory for rubbing some of your kindness off on her," Tristan said. When he thanked Rory, he looked at her.
"Um, your welcome," Rory said.
"Well. You two missed the speech on the history of the school," Headmaster Charleston said making their attention return to him after he had just finished talking to a very important a.k.a. rich Chilton father.
"Luckily," Tristan whispered quiet enough for only Rory and Lorelai to hear. Rory smiled at that.
"But I'm sure some of the other students and parents can fill you in," Headmaster Charleston said. Then, he walked over to some other parents.
"Well, now you have to fill us in Tristan," Rory said.
"Do you really think I was listening?" Tristan asked.
"No, you were probably scoping out your new flavor of the week," Rory said.
"Is that what you think of me?" Tristan asked.
"Well, you haven't proved otherwise," Rory said.
"Well, I'll show you that I'm not like that. And F.Y.I., I was looking around for you two," Tristan said.
"Oh," was all Rory could say.