A/N: Some of the ideas from this are from The Truth About Foreverby Sarah Dessen. Thanks to Tookie, A.K.A Chloe for one of the lines Jess says ummm…this is a set a few weeks after the first chapter where Rory and Jess are getting to know each other because I didn't want to do fillers. LOVE YOU ALL MY REVIEWERS! 13 for just one chapter is crazy! I know some people get like 50 a chapter, but for me 13 is awesome…anyway read and review!

Ever since Jess had come to town Rory had been to Luke's quite often. Lorelai was working extremely hard because the inn was always full if not overbooked.

Rory and Jess could talk for hours about books, music, movies, anything. She was comfortable with him. Lorelai was scared. Teeth chattering scared. She watched them from her table when Rory went up to pay or when the coffees weren't coming.

FLASHBACK

"I hate it when this place is packed," Lorelai grumbled

"We all know you need coffee," Rory said almost silently

"What is that supposed to mean?" she questioned

"Nothing. What I meant to say is that we both need coffee. I was not silently jabbing at how crabby you are being this morning." Rory explained calmly

"Well then go get it." Lorelai suggested

"What?"

"Jess is getting something from the store room and Luke is in the kitchen, just slip behind the counter and grab two mugs. It is not rocket science." Lorelai spoke quickly as usual.

"Mom, I can't do that"

"Yes you can, it's easy I promise." She insisted

Rory pursed her lips and stared at Lorelai, and when it stayed emotionless she got up and got some.

As she was taking the mugs down Jess walked out holding ham.

"Rory," he started, but Rory had already taken off, coffee mugs in hand. She was running away from him like she was five. He ran after. She ran up the stairs laughing the whole way. He caught up to her and tackled her grabbing the mugs.

That day Lorelai knew that something was up.

END FLASHBACK

Rory stepped off the bus with nowhere to go. Her mom was away for the weekend, much to her protest. Of course there was Luke's, but she was going there to often lately. She always had this inner debate and going to Luke's always won.

The bell over the door rang as Rory entered. Jess was sitting behind the counter reading A Clockwork Orange.

She sat in front of him and he still did not look up. They played this game often.

"Okay, taking out my first edition of Nicholas Nickleby. Oh god, this is heavy." He still did not glance up from his book.

"Taking off my shirt." When she said this she was scared. Scared of what he would think of her words. But then he looked up with an amused look on his face.

"You are such a boy." She giggled.

He got a mug and poured her some coffee. She took it gratefully, inhaling the scent and pouring the sweet liquid down her throught, letting the caffeine course through her veins.

"You look like you needed that. School?" he asked putting his elbows on the counter.

"Paris." She said with dread in her voice.

"What did she do?" he asked

"Who knows? Being a tyrant as usual. God I need to do something weird this weekend. My mom's gone, I have to do something." She paused, thinking. "Let's go somewhere." She said to Jess

"Excuse me?" he inquired, confused.

"Let's go somewhere. I don't know where. But I need to do something crazy." She explained, surprised at her spontaneity.

"Does Rory have an identical twin I don't know about?" he joked.

Rory looked at him with big eyes. He gave in instantly, calling to Luke that he might be gone for a while.

"I know just the place," he grabbed her hand impulsively pulling her outside. Rory relished the feeling of their hands together. It was a perfect fit.

They walked. And Walked. And walked. Jess ignoring Rory's complaints. Rory pretending her feet hurt, while she actually loved walking with their hands intertwined.

Finally when they had latterly outside of town they came to an abandoned house. It was boarded up except for the door.

"This is the perfect place? It looks haunted!" she exclaimed.

"This perfect place had a fire a couple of years ago. They left it abandoned, and there were a couple things that were untouched by the fire. That they left at the house." He explained as they made their way up to the door. He opened it and let her in under his arm.

"Wow!" Rory exclaimed

She looked around, eyes wide open. There was a bookcase with a couple first editions and records, tons of records. There was a couch that looked worn, but comfortable. And there was a record player ready to be played.

"I don't know they would leave this stuff behind. I guess they wanted nothing to do with this house." Jess spoke smiling.

Rory looked through the records a wide smile on her lips. The Clash, The Beatles, Crosby, Stills, And Nash, Benny Goodman and many more.

"How did you find this place?" Rory asked

"Looked interesting," Jess said simply

Rory pulled out Sgt. Pepper's Lonely Heart Club Band and put it on the record player. A Day in the Life came on. She smiled and sat down on the couch.

"Let's play Truth." Rory said

"What's truth?" he asked

"You ask a question and you have to tell the truth no matter what."

"How do you win?"

"One person passes on a question and the other person answers it, they win." She told him

"Sounds like something you would play at a girl's sleepover." He deadpanned

"Jess," Rory said warningly

"Okay, you go first," he said also sitting down.

"Why were you sent here," she went into uncharted territories.

"Ugh."

"Do you pass?" Rory inquired

"Nope." He took a deep breath "I lived in the city. It's much less safe than Stars Hallow, you know. My mom was poor, so I stole things. I drank, went to Parties. Never slept at home. I did a lot of things I wasn't proud of." He said the last part quietly.

Rory just nodded. "Your turn." She decided not to comment on Jess' speech, knowing it was hard for him to talk about.

"If you could do one thing, what would you do?" he thought it was a simple question.

She stared down at the ground, thinking. Kiss Jess. That's what she wanted to do ever since he got there. She had never been brave enough. Today she wanted to be impulsive, spontaneous. So she did it. She kissed him.

He was so surprised at first, not knowing what was happening. He let Rory kiss him and then remembered he was supposed to kiss back.

And boy, did he kiss her. He tugged on her bottom lip with his teeth. He pushed her down on the couch while exploring her mouth. She loved it. It was a great first kiss. First kiss. Wow. Her first kiss was with Jess. Her mom had told her the story of her first kiss many a time. It was with Blake Right. She called him Mr. Right.

Then, Rory decided to take control of things, switching their positions and kissing him hard.

They stayed like this for many minutes, kissing, both enjoying the moment. They had to come up for air sometime.

"That." Rory said.

"What?" Jess asked, distracted by Rory's swollen lips.

"That is the one thing I would do." She laughed as he started to trail kisses up her neck.

Perfect. It was perfect.

Her lips were swollen, her hair was tangled, and her clothes were rumpled. Even though she was unscathed, she didn't look it. And neither did he. His hair was the same, but his clothes were a mess, and his face was flushed.

She didn't know how she was supposed to react, to having a boyfriend. If he agreed to be her boyfriend.

xoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxoxooxoxoxoxoxoxoxoxox

When she arrived home the first thing she did was call her mother.

"Please, please tell me something good," she heard her mother say from the other line,

"Umm, I kissed Jess." She spoke hesitantly

"I said good. And True." Her mother moaned, not believing her words.

"It is both of those. Well, good for me. I don't know your take on it. But I find it good, and it is definitely true."

"Wow." Lorelai gasped

"Yeah,"

"Well, we have established that it was good. Where and When? What? Why? I would ask who, but I already know that." She spoke quickly

"Well, I got back from a sucky day at school, so I went to the diner and asked Jess to take me someplace. He took me to this abandoned house on the out-skirts of town. This place was amazing; the family had left behind tons of records, a record player, a couch, and 3 first editions! Anyway, I convinced him to play truth me, and then I kissed him. And we kissed and kissed for a while. Until, I told him I had to go home." She finished her speech with a deep breath.

"I leave town and then this happens! What am I talking about, my baby had her first kiss! Umm you have to mark this day down somewhere and remember forever that it was your first kiss!"

"Wait, Mom. You're okay with this?" she asked

"Hon, if your happy I'm happy, right? I mean nobody likes it when their baby isn't a baby anymore. I guess I was expecting it."

"Really?"

"Oh yeah."

"Tell me when."

They talked for half an hour and then hung up. Both smiling. Rory could imagine Jess behind the counter reading a book. She could imagine people calling for him, holding up their empty coffee cups while he was engrossed.

Jess Mariano was her first kiss. October 1. She had to record that somewhere.