This plot is kinda based off a story I read but I can't remember what it was but it was a really good story. So thanks whoever wrote it.
I own nothing and this applies to the rest of the story.
Tristan never left for military school and is now vice-president of some big company. He wouldn't give into his feelings and infuriated Rory till they graduated from Chilton. Paris is one of Rory's best friends and is now married to Jess.
"Paris Mariano speaking. Uh huh, uh huh I'm sorry to cut this short but I have a very important meeting to get to right now. Thank you. Bye, bye."
As if on cue her speakerphone went off. Hey Par, He's here.
"Thanks Mads. Send him in." she responded pressing the little speaker button.
"Hello, Mrs. Mariano. I'm…Paris! What are you doing here?"
"Well, I'm supposed to be having a meeting for a merge." Usually the illustrious Paris Mariano let her CEOs and vice-presidents handle all merges but this one was way more personal.
"What have you been up to?"
"Well, first I graduated then surprise I got married."
"To who?"
"Jess Mariano."
"The author? How'd you meet him?"
"Yeah, he's an author and I met him through Rory. They're old friends."
Suddenly his throat was very dry. "Rory Gilmore. What has she been up to?" he managed to croak out.
"She's a journalist for the New York Times."
"Everybody knows that."
"So you meant love lifewise? Yeah, she's not married, no kids."
"Almost positive she would have married Bag Boy."
"Well she didn't. Anything else you would like to know?"
"And Madeleine is your secretary."
"Yeah, I keep trying to promote her but she won't go away. So on to business matters."
1 hour later
"Nice doing business with you. How long will you be in town?"
"Just another week or two, a month at most. Why?"
"Would you like to come to dinner? We could catch up and you could meet Jess."
"Sure. When?"
"How about tomorrow at six?"
"All right. See you tomorrow."
"Bye Maddy," he said as he walked onto the elevator.
"What are you up to Paris?"
"What do you mean Mad?"
"Since when do you care about catching up? You usually want to strangle yourself every time your mom feeds you gossip on ex-Chiltonites."
"I don't know what you're talking about."
"Rory isn't happening to come over for dinner tomorrow? Is she?"
"And what if she is?"
"It'll never work Paris."
"How do you know?"
"Jess will never let you do that. She hated him back then. How do you expect to set them up?"
"Love works in strange and mysterious ways."