Jess was walking around stars hollow when he ran into Lorelai "hi." He grabbed her grocery bags "how are you?"
"Why are you kissing up? Did you do something horrible and want me to hide the body for you?"

Jess laughed gently as he walked with Lorelai over to her house "actually no. I need to know how much you trust me with Rory."

Lorelai looked over at him "it depends. Im still not your biggest fan, but you make top 10. But why does that have to do with anything?"

"Well" Jess started, "next weekend I want to take Rory on a trip. I have to go to New York to visit my mom, and don't you dare hold this against me for saying it, but like I've said and you've seen I've matured and Rory means a lot to me-"
Lorelai cut him off "God, you ramble like a Gilmore. Get to your point Jess"

"Two month anniversary. As a couple. And I don't want Rory to think I forgot like I would have years ago"

Lorelai smiled at Jess "come on in. I'll get you some coffee, you can put the groceries away, and we'll talk about this trip" Jess did as he was told. He walked in, unpacked the bags, and sat down at the table "there's also one other reason Im here" Jess said once Lorelai sat down across from him "I need to know what to get Rory. Two months is a big deal" Lorelai nodded and stood up. She went over to a drawer and pulled out a catalog "everything circled in red is what she said she wanted. Those with a blue star next to them are her top five. Pick one or two I guess. She won't accept them if she thinks you spent too much" Lor handed him the catalog and poured him a cup of coffee.

"Thanks"

"No problem. Now, in New York, I want her to call me once a day. It can be whenever she wants, if she forgets, which I doubt, I will blame you" She smiled at Jess and completed her thought, "take care of her. Don't let her run into any gangs or get addicted to Heroin. Got it?"
"Of course. I'll take very good care of her. I promise"

Lorelai gave jess a smile signaling her approval. "Thank you" He turned and started walking toward the door when Rory walked in "hey. What are you doing here?"

"Oh" Jess said nervously, "I had to talk to your mom. Nothing big" he gave her a quick kiss "you want to hang out?"

"Yea. But hold on. Let me put this in my room" Jess nodded and waited for Rory. Instead of walking to her room, he sat down next to her mother "what did he ask you?" Rory said

"Just something. You'll probably find out tomorrow or tonight" Rory looked at her mom

"Just tell me" she said.

Lorelai shook her head. "Nope. Now go hang out with Jess. You only have until 7, were having dinner with Skokie and Jackson" Rory looked at her mom and pouted "Im not telling you" Lorelai said. "Now go" She smirked and pushed her toward Jess "she's all yours. Bye"

They walked hand in hand over to the bridge when Jess looked at Rory and laughed

"What?" She said,

"You asked your mom huh?" Jess asked,

Rory laughed and slightly blushed "can you answer one question about this surprise you have planned out?" Jess rolled his eyes. "Uh, it doesn't involve you getting down on one knee does it?"

Jess laughed, "No. it doesn't. It's pretty simple actually. I was wondering if next weekend you wanted to head to New York. We can visit my mom, and just hang out. How does that sound?"

Rory smiled and nodded "it sounds fun." A simple 'good' was all Jess had to say. He gave Rory a smile and sat down next to her.

"Thank you" Rory said as Jess took her bag and put it in the trunk of his car.

"Alright. Don't forget to call me. And pick me up a souvenir!" Rory rolled her eyes and gave her mom a huge hug "I love you mom. And I'll call you alright?"

"Alright" Lorelai said letting Rory go, "I love you too. Bye!"

"Let's go get some coffee" Rory said, only a few moments after they hit the road

"What would be a road trip with a Gilmore without coffee" Jess laughed and stopped at a small place. Around an hour and a half after Rory got her coffee, and jess filled up the gas tank, they pulled up to a hotel and checked in.

"Oh, were sorry Mr. Mariano, but the only room we have open is a king bed." The women at the front desk said clearly

"That's fine, we'll take the room" Rory said before Jess could make a sound. He pulled Rory aside once they got their room key and cleared things up "we could have stayed somewhere else Ror" he said

She smiled at him and gave him a quick kiss "it's alright. It's not like we've never slept in the same bed before" she gave him another reassuring smile as they walked to their room and dropped off their bags.
"Let's go for a walk" Rory suggested

"sure." He took her hand as they went around to a small park

"Oh my god, Jess?"

Both Rory and he turned around when they heard Jess' name being called.

Jess' eyes widened as they saw a very familiar face walk towards Rory and him. "Kimberly…" A girl walked up to him and invited him into a hug. He breathed her in. She smelled great. Like fresh vanilla.

Her laugh was like golden. And it went extremely well with her petite figure. She let go of jess and faced him, "So, I wasn't erased when you headed out I see" She gave a smile that melted hearts.

"Of course not. You look great." Jess checked out her petite figure, which matched great with her full chest and her long, blonde hair.

She flashed another one of those million dollar smiles "Thanks. You look pretty great yourself. You've defiantly changed" She moved her hand up to feel Jess' abs. "you've been working out I see?" Her laugh. Jess thought about recording it and playing it whenever he felt-RORY. "Oh yea," he pulled her hand off his stomach and stroked it, for a moments second before Rory popped in his head again. Fuck Mariano. Whets wrong with you. Get a god damn grip. "Got something on your mind?" Kimberly said

"Oh, it's nothing Kim." He took a deep breath. This, whatever it was, was going to be harder then he thought

"Oh. Im so sorry" Kim said to Rory, "Im Kim" She showed a semi-interested smile and reached out her hand "who are you?"

"Oh I'm Rory" She gave off a gentle smile and looked over at Jess, "so uh, how you know each other" please don't say you dated. How about cousins. Anything but an old couple. Anything

"Oh. We dated for a while" She gave jess another one of those smiles. Rory made a mental note to kill her, and then spend her life's earnings on plastic surgery, just so she could look like her. "How about you guys?" Kim said. Rory saw how nervous Jess was. She felt like crying

"We're just friends. His uncles going out with my mom" Rory spitted it out like poison. She could feel the tears in her eyes. She looked at Jess and frowned. "I'll let you catch up. Bye" And with that Rory walked away not turning around when Jess called her name.

"RORY." Jess saw how hurt she looked.

"Aw," Kim walked over to Jess and put her hand on his shoulder "is she alright. She looks like her heart was just ripped out"

"Painfully ripped out." Jess said finishing Kim's thought. "Like she did years ago when I left… Look Kimmy, I'd love to go catch up with you, but I've got make sure she's alright"

"Aw. That's sweet of you to worry about her. You guys must be close"

"Closer then you think. Shes my girlfriend"

Kim looked at Jess like she had two heads, "then why did she say something about your mom and her uncle?"

"I don't know" jess said honestly, "but I've got to go make sure she's alright"

And with that Kim gave Jess a hug. He breathed in her sent once again. Nothing like Rory. Kim interrupted his thoughts by simply whispering in his ear "Jess is in love. Look at that..." She pulled apart and flashed him a smile. "I'll see you around" and with that they went their separate ways, both in search for the one with Jess' heart.