Disclaimer: I don't own Gilmore Girls, but I do own Vanessa Gilmore. She is made-up by me, so she is mine. So is her best friend, Angie and her friend, Mark.

Note: Vanessa is the daughter of Lorelai and Luke. She's fifteen going on sixteen and she is like Rory (who is 35 in here), only not as studious. She's smart, but funkier than Rory. The only thing is she's never had a boyfriend but she wants to have one. And I don't remember the name of the ice cream store where Taylor works, so Vanessa just works at Eckerd. Oh, and it starts the middle of June, right after school ends.

Chapter 1

Go Back To Big Sur, Jerkwad

"RORY!" fifteen-year-old Vanessa screeched the second a very tired Rory answered her cell and snapped, "What? What do you want? I'm in the middle of my anniversary here."

"Ew, visual."

"Just get it out, Ness."

"The dryer is evil."

"And this is news to me how?"

"First, it ate my socks, so I kick it. I'm like 'Ha! Take that!' But it's plotting my death and now my work vest is lost," Vanessa explained in one whole breath. "Rawr! I hate my life!"

"Did you check the bathroom?" Rory asked.

"Why would it be there?" Vanessa responded, confused.

"Sometimes Mom or Luke hang things there. Just go check."

Vanessa groaned in aggravation and hurried to the bathroom. Sure enough, there was her bright blue Eckerd vest hanging on the shower curtain holder.

"Hallelujah, praise the Lord, and all that jazz," Vanessa thanked, "Thank you, my blazer thanks you. However, you know you made an enemy with the dryer."

"Good bye, Ness," Rory said, hanging up.

Vanessa closed her flip cell phone and slipped her slender arms through the armholes of her vest. She hurried over to her room and closed her door. She belly-flopped onto her bed, opening up her copy of Little Women and started reading.

It was a beautiful spring Saturday, the flowers blooming, the birds chirping, the sun happily burning the humanoids to crisps, and Vanessa was in her room, reading. This was such a Rory thing, but she liked the book.

Vanessa sighed, announcing to no one, "I'm bored." She slammed the book shut and reached to her nightstand where her TV remote was. She pressed the ON button and watched Seth and Summer do their version of the upside-down Spiderman kiss. Suddenly, someone started pounding on her door.

"Go away. I'm studying...naked," Vanessa lied.

A familiar voice from the other side of the door responded, "You OC line-stealer! Open this door before I do the Crane and kick it down."

Vanessa rolled her eyes as she rolled herself off the bed. She stood up and opened the door, revealing her best friend Angie.

"Hello Angie," Vanessa responded.

"Oh, hallelujah, praise the Lord, and all that jazz, you're dressed," Angie said, clutching her heart in shock. "I was a little scared."

"Are you ready?" Vanessa asked.

"Yes, I am. My car is ready, which means I get to talk to Jude. Do you realize his name is Jude and he looks exactly like Jude Law, minus the British accent?"

"Oh gosh darn it, if only he had the accent," Vanessa sarcastically whined, turning Angie towards the door and pushing her out.

The two girls galloped down the stairs where there was the sound of a loud KER-PLUNK! and an even louder "DAMN IT!"

"Dad, are you OK?" Vanessa asked loudly, walking out to the kitchen. Her father was under the sink, fixing something while her mother sat at the kitchen table, drinking coffee and enjoying Luke's pain.

Luke pulled back, looked at his daughter, and angrily told her, "Your mother accidentally drops her wedding band down the sink so I'm tearing apart the kitchen sink, looking for it, when a pipe hits me square on the head. So, Vanessa, I'm just goddamn peachy!"

"Mom, how could you?" Vanessa asked in mock disappointment.

"It was an accident! I didn't want it to rust when I washed my hands!" Lorelai excused.

"Gold doesn't rust, honey," Luke informed her.

"When it's from a Cracker Jack box, it does," Lorelai joked.

"OK, well, Angie needs to pick up her car, so I'm driving her there, then I'm going to work. Do you guys need anything?" Vanessa offered, pulling her jet black hair into a ponytail.

"No, I'm good," Lorelai replied.

"Yeah, me too," Luke said.

"OK, well, I'm off to try and survive Hurricane Taylor," Vanessa told them. "Love ya."

Angie and Vanessa hurried out to Lorelai's Jeep that she gave Vanessa for her sixteenth birthday, even though she wasn't going to be sixteen for a while. She hurried into the bathroom and applied her dark eyeliner.

"Hurry up, Ness!" Angie squealed, jumping in the passenger seat. "If I don't see Jude, I'm going to open a big can of whoop-ass with your name on it."

Vanessa rolled her eyes and started the car. She turned around in her seat and pulled out the driveway. Ten minutes went by and they arrived at Jess's Auto Shop. Vanessa stopped, making the brakes screech loudly.

Jess hurried over to Vanessa's car. Vanessa sighed and thought, Great. The same old "How's Rory doing?" routine.

Angie rolled down the window and Jess poked his head in, politely asking, "How you ladies doing today?"

"Just fine, Jess," Vanessa icily responded.

"Hey, be happy, Miss Gilmore, it's summer," Jess cracked. His face got serious as he asked, "How's Rory?"

"She's great. She's out with Logan. You know, her husband? They're celebrating their ten year anniversary and they're very happy," Vanessa informed him.

"Well, as long as she's happy," Jess responded, a mixed tone of hurt and anger.

"WELL!" Angie proclaimed loudly, "I have to see a certain Jude about my car." She hopped out the car. Vanessa glared at Jess and when Angie was out of range, she hissed, "How long are you going to do this, Jess?"

"Do what?" Jess questioned innocently.

"You know exactly what I mean. 'How's Rory doing?' Every time I see you, you ask me the same freaking question. Jess, news flash, you left her, she's moved on. She found Logan and he is a very good brother-in-law. He treats me like his own sister. Did I forget to mention they have a daughter, my niece, Amanda-"

"So I've heard."

"She's five. She loves both parents and she doesn't know you exist. If you keep asking about Rory, knowing you, it wouldn't stay that way," Vanessa snapped.

"Aren't you late for work?" Jess asked, backing away from the Jeep, obviously very upset.

"Oh, go back to Big Sur, jerkwad," Vanessa barked, rolling up the window and driving away to work.

Jess glared at that damn Jeep and turned, seeing that Angie and Jude were making out on the hood of her car. "JUDE!" he hollered. "That's what you do IN the car!"

- - - - - - - - -

The monotone of the scanner helped Vanessa. She hated Jess. He still loved Rory, everyone knew. Why couldn't he just let go?

Ugh. Let go. That was the Avril Lavigne album that had that song "Complicated" on it, which was playing over the P.A. system.

That song needed to die. It was a good song, but too preppy for Vanessa's taste. But she couldn't help singing along with it.

"Life's like this, you fall and you crawl and you break and you take," she sang under her breath, scanning a six-pack of Coke.

The 25-year-old model took her Coke and walked away, giving Vanessa a weird look. Vanessa rolled her eyes as she took a pack of Orbit gum from the counter and opened it. She quickly scanned it, put a five-dollar bill in, and pulled out four ones, stuffing them in her pocket. She put the rest of the pack in her back pocket as she looked around the empty store.

Where was Elise? It was times like these where they'd get the shopping carts and speed down the aisles, one of them sitting in the cart, the other one pushing it.

The fluorescent lights harshly beamed down onto Vanessa, making her squint. Suddenly...

"VANESSA!"

Vanessa woke up and let out a small scream. She looked up and saw her friend, Mark, standing there, goofily smiling.

"Hello, Mark, what's up?" she asked. "Besides practically scaring me half to death."

"Oh, well, I needed to pick up my mom's medicine and decided to bring you by some medicine."

Vanessa gasped, then put on a flirty smile. "If you brought me junk food, then I truly love you, Mark."

Mark reached into his jacket and pulled out a pack of Twinkies. "YUM!" Vanessa said happily. She reached across the counter and hugged Mark. "Thank you, thank you, thank you!" she blessed excitedly. She ripped the cellophane wrapper off and was about to take a bite when...

"Vanessa Gilmore-Danes!" Taylor snapped.

"Yes, Taylor?" Vanessa asked, snootily.

"Is that a Twinkie?" he questioned, marching over.

"No, Taylor, it's an oompa loompa," Vanessa sarcastically remarked.

"Don't get smart with me, Gilmore," he warned.

"Oh you're right. I'm sorry, that's my mom's job."

"Well, at least we know you are her daughter."

"Whatever. I'm hungry and I'm eating it, whether you think they're fatty death thingers or not."

"Then, I'll destroy it."

Mark shook his head and tsked, "Taylor, Taylor, Taylor. Don't you know anything about Twinkies?"

Taylor turned to Mark and asked, "What about them?"

"Besides cockroaches and Cher, they are the only thing that could survive a nuclear Holocaust," Vanessa informed him.

Surprised, Taylor replied, "Oh. Well, that's the last Twinkie you'll have in here, got it?"

"Aye, aye, Captian!" Vanessa responded, giving Taylor a mini salute and her infamous eye roll.