A/N This will start from the episode of Honor's wedding, when Rory finds out about the bridesmaids. I feel the need to say that I don't fully agree with Rory here, yes Logan should have told her he slept with the bridesmaids, but Honor had already called her at Thanksgiving and told her that Logan thought they were broken up, so she knew he thought that before he slept with anyone else. Also a break is not just a 'break' unless both parties know. Otherwise, having a fight and not speaking for 2 months? You ghosted him.

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AFTER HONOR'S WEDDING

LOGAN: Here you are.

RORY: Here I am.

LOGAN: I was looking all over for you. I didn't see you when I was walking down the aisle. Looked for you during the ceremony. Where were you?

RORY: Here.

LOGAN: Here? You missed the wedding?

RORY: I'll apologize to honor later.

LOGAN: Forget Honor. What's going on? Rory.

RORY: You didn't say a word. You just let me walk into a room full of girls you'd had sеx with. Oh, no, wait. I'm sorry. You only had sеx with two of them. One you just "fooled around with," whatever that means. She spared me the parameters of the fooling around. You want to fill me in?

LOGAN: Rory.

RORY: You know what? Never mind. I've got a good imagination. I can figure it out.

LOGAN: Okay, look.

RORY: I can't believe it, you didn't just cheat on me, you really cheated on me.

LOGAN: I didn't cheat on you.

RORY: Oh, so you didn't sleep with…

LOGAN: No, I did, but we were broken up.

RORY: No, you were broken up, not me. I thought we were just taking some time.

LOGAN: Apart, not seeing each other.

RORY: Yes, taking some time, not seeing each other for a while. That doesn't mean "broken up."

LOGAN: Oh, come on.

RORY: No! When… To break up, you have to tell the other person. You can't just decide that you're broken off and then just go off and...god, I can't believe I fell for all your stupid tricks, the coffee cart and going to my mother. You went to my mother. Why would you bother going through that? You had plenty of backup. What do you need me for?

LOGAN: Because I love you.

RORY: No. Don't.

LOGAN: Rory, I didn't cheat on you. I didn't lie to you.

RORY: You didn't tell me.

LOGAN: Of course not. Why would I want you to be hurt and upset and angry?

RORY: "Blondie, dizzy", I love the cover, pretending all those girls were worthless idiots.

LOGAN: They are worthless idiots, shooting their mouths off in front of you like that.

RORY: It's not their fault.

LOGAN: It is their fault. They love doing crap like this, causing trouble.

RORY: We were only apart for like two seconds, and you managed to sleep with every one of your sister's friends. How did you even do that? I mean, did you work them in shifts? Were there charts, signals, b-12 shots?

LOGAN: I was depressed. I was lonely. I was upset. I've known these girls forever. It was just companionship, okay? It meant nothing.

RORY: Don't be at the apartment between 10:00 and 1:00 tomorrow so I can get my stuff.

"Another tequila please," Rory ordered, from her seat at the bar. She had left the Plaza and was wandering through Central Park pondering where everything went wrong, when she decided she needed a drink and exited the park heading for the Upper West Side. She managed to find a smaller bar that appeared to cater to the local students and not the richer residents of the neighborhood.

The barman looked at her skeptically, a young woman dressed up, drinking alone always prompts a second look, before shrugging and pouring the drink for her. It was Manhattan, they got all sorts in here, just not normally alone.

How could I have been so stupid? Rory thought to herself. And him! Why did he go to all the trouble of winning me back if he was sleeping with everything with a pulse? God, Mom and Paris are going to be so smug that they were right about him. I really thought that he had changed. I just don't understand.

Her musings were interrupted by the arrival of a large, loud group of twenty-somethings. Rory glanced over at them, just to ascertain the source of the noise before returning to her own brooding.

"Mary? Is that you? Gilmore?"

Rory looked up when she heard her name, and that hated nickname from Chilton. There was a tall blonde man standing beside her at the bar, Rory squinted to try and recognise him, the alcohol starting to affect her eyesight.

"It's me, Tristan, Tristan Dugray. What are you doing here?"

"Tristan? My God, someone up there hates me. This day could not get any worse." Rory said, slamming her head down on the bar.

The barman approached a pint glass of water in his hand.

"You know her? If you could get her to drink this, it would probably help her alot. She's had quite a bit with no food," he said to Tristan before walking away to serve another patron.

"Mary, Rory, can you take a drink for me?" Tristan asked. He watched as she attempted to sit up straighter on her stool, her eyes looked bloodshot, red and puffy, she had definitely been crying recently. She took a drink automatically when he handed it to her. She was dressed up as though she had just come from some event, certainly not dressed as you would expect in a college bar.

"What are you doing here? Are you okay?"

"Tristan? Bible boy? Is it really you?"

"Yep it's me, now are you going to tell me about whatever problem has you drinking heavily alone?" He asked, sitting down on the stool beside her.

"Sure why not, it's not like my day can get worse. I was at a wedding," she said, gesturing at her outfit. "My boyfriend's sister got married today," Tristan's eyebrows raised at the word boyfriend. "I was helping her and her bridesmaids get ready, when they all started talking about how they had slept with her brother, they didn't seem to realize I was his girlfriend. And that's fine, i'm not naive i know he got around before we got together. But then one of them mentioned how it had been around Thanksgiving! We've been exclusive since April last year, apparently we both have different definitions of exclusive. We had a fight around then and it looks like he took the opportunity to go and sleep with all of his sister's slutty friends!" Rory announced the end of her rant by dropping her head back on the bar again with a thud.

At the end of Rory's rant, Tristan realized several things, the first of which was how drunk she was, he knew she wouldn't normally be that open with all of her problems, second, her idiot boyfriend had cheated on her, and third, she was now drunk with presumably nowhere to stay in the city.

"Rory, where is all your stuff and your car?"

"The plaza, so that way," she answered, waving her arm in the rough direction of the park.

"Were you meant to be staying with him for the weekend?" Tristan asked, trying to figure out if she had somewhere to stay. She obviously wasn't driving anywhere in this state.

"Yep," she answered with a pop.

"You're at Yale right? In New Haven?"

"How do you know that?"

"Paris."

"I should have guessed."

"Can I call anyone for you? Anyone in the city you know?" Tristan asked, while wondering if she was actually even sober enough to understand what he was asking.

"In New York? Nope! No one. Boston or Philly, yes, New York nope."

"Okay, well you can't stay here. So do you want to stay in my place or do you want me to find you a hotel?"

"You live here?" she asked, confusion evident in her tone.

"Yes, a few blocks away. I'm at Columbia."

"No way!"

"Yes, way! Yep, been here the past three years," Tristan answered proudly.

"As much as I would love to hear how you ended up there, I think I'm gonna throw up," Rory said as she wobbled on her stool, trying to get up. Tristan rushed to help her, only for her to pass out as his arms went around her waist.

"Great, what do I do now?" he muttered, while looking down at the girl he hadn't seen since Junior year of Chilton.

This story is not finished, I'm just seeing if there is any interest in it before I continue down this line. I do have more chapters written just not finished. So let me know what you think.