Please read AN:

AN: hi guys! so finally i updated this, it felt like forever in my view ahaha. so i hope you guys enjoys this chapter as there is much more in stored for these two! So R&R. Leave some Love, Suggestions, and Ideas! I always want to know what the readers want(:

Disclaimer: I DO NOT OWN GOSSIP GIRL IT BELONGS TO THE CW


This little girl was alone in the world
Until she Found a way to get a fix for free

-Cobra Starship


Jenny woke up and got ready for day one of her plan. She curled her hair and placed it in a bouncy ponytail, then put on a black headband. She let her side bangs hang bubbly on the side of her face. She then wore a white button up shirt with a ruffle and a plaid skirt with black leggings and flats, and a black cardigan wrap that went down to the end of her skirt. She got her purse and found her phone, she checked her phone and saw a new text:

Waiting in Brooklyn for five minutes and I'm already close to vomiting. Come out so we can play

- C

Jenny gave a small smile. Yet she was nervous if everything goes wrong. She gave a sigh, and then left her room. She walked towards the kitchen and saw her dad and Dan. She took a piece of toast and went straight for the door but then Rufus asked:

"Isn't it a bit early to head out Jenny, Come on and have some breakfast I made waffles."

"Oh sorry Dad, I have a meeting with the Choir instructor before school so I have too head out early."

Rufus nodded but Dan asked:

"Want me to go early with you Jen?" Jenny got a little nervous and said:

"Um no. That's fine I am going with a friend. Um, her name is..." She paused to think of something "Oh! Charlotte." She thought of 'Charles" and that name just popped out.

"Charlotte?" Dan asked. "I don't know a Charlotte."

"That's because I don't hang out with you Dan, your two busy getting intimate with Serena on the courtyard." Jenny said laughing. Dan and Rufus gave a laugh and waved her good-bye. She headed out of the building and towards the limo. The driver opened the door for her, she gave smiled and said "Thank you" he nodded and then she got in where she sat on the side seat in the limo.

"Morning Chuck." She smiled.

"Good morning to you too." He said and got up and gave her a kiss on the cheek. She blushed. He then gave a small laugh.

"And what's so funny?"Jenny asked

"What did I say about headbands?" Chuck said smirking pointing to the headband she was wearing, she couldn't help but laugh either and said

"It's cute. It matched the outfit." Jenny said giving a genuine smile.

"Which is quite lovely I might add?" Chuck said as he caressed her soft skin on her hand.

Moments later, he then handed her a glass of champagne from the mini bar.

"Alcohol? At 8 am?" Jenny asked. He smirked and said:

"I don't do cappuccinos; It doesn't give enough of a boost. Think of it as a sweeter energy drink" She laughed and took a sip of it. As they were driving in silence, Chuck was staring at her but her head was looking down, then he stated:

"Ok. I have laid out all the things to help you rule the school."

"Is that so?" She said looking up and raising an eyebrow.

"A king, which is yours truly." He pointed towards himself and continued.

"An army: you have to show the mean girls that you are a bitch to not mess around with. Show them they have to be worth your time. Next would be top designer everything at any type of party which will be funded by your wonderful boyfriend. Also you will need a name for yourself. I'm the son of billionaire Bart Bass, Blair is the spawn of a high fashion designer Serena is a Vander Woodsen, and Nate is a Vanderbilt. So although you come with no family name to back yourself up, you will create your own."

"And what would that be?"

"Jenny Humphrey Designs. I know few ways of getting your little sketchbooks into the buildings of Vera Wang, Channel, Jimmy Choo, and a few others."

"How?" Jenny skeptically questioned.

"Assistants and interns usually enjoyed spending their downtime unraveling their work stress towards me. So they usually owe me one." Jenny laughed, but was excited for her creations to actually become something. But she looked down, for a moment.

"Jenny." Chuck asked hiding his concerned voice. She looked back up with sad eyes and said:

"But what if all this blows up in my face? And I lose everything?" He rolled his eyes and gave a 'stop being foolish' look and said:

"If your by my side, I can reassure you, that your pleasures will come to you in a heartbeat and they will never stop. That's also what a queen needs, confidence. Even if all goes wrong and you lose everything, I can think of a few ways to still give you enjoyment with me in many areas." She smiled as he stroked her cheek and leaned in and kissed her. He then pulled her in onto his seat. She ruffled around in the back of his head playing with his hair. He stroked his fingers on her thighs with a soft touch. She then came into the realization that he was playing with the buttons of her shirt, as he was about to unbutton her shirt she pushed him off her. He was slightly shock but then she said:

"Unlike Blair, I am not going to lose my self control so quickly."

"I know. Because in the end the prize will feel so good." He whispered to her, inches away from her face. She noticed the car was at a stop, and the driver opened the door on Chuck's side. Chuck got out of the limo and held out his hand for Jenny, she took it. As she got out of the limo she could already feel the eyes staring at them, the students gossiping and taking as many 'scandalous' picture as they could. Once she was out Chuck kissed her cheek; and then pulled her close to him as he held her waist, but she felt so awkward, and he could tell so instead they just held hands. She whispered as they walked up the steps:

"So what's today's plan?"

"Flaunting the king and taming the army." He whispered closely towards her ear.

"Oh so like this?" Jenny asked smiling when they reached on the top towards the brick ledge above the steps. She twirled him around so that she sat on the ledge and pulled him in to a surprising kiss. He held onto her waist, as she played around with his tie. They pulled apart as they heard their phones beep and checked their phones for something they didn't expect to come so quickly:

What do we have here? A picture of the new UES 'it' couple, Little Jenny Humphrey and her hands full with CHUCK BASS!?!? OMFG!!! I heard Jenny didn't even have to do it with him, so looks like they both win. The Virgin Princess and The Bass-tard Prince who although isn't getting laid is getting good enough with the girl. So as you could tell she might become the Queen if she keeps up her game. So all hail the 'Fresh' Princess of Constance, and let the games begin my little gossipieres.

XOXO

Gossip Girl

Jenny smiled, things were finally going her way. She didn't know how to react, so she hugged Chuck. But he didn't feel a hug, he felt something else. Maybe in my stomach? Fluttering? Like… He shook his head out of that thought and pulled her off him and kissed her, but this kiss was more of a hot kiss! He nibbled, and played. He could hear her little gasps and moans in between. He let his tongue travel around, and let hers do the same. The first bell rang, they ignored it for a minute then she pulled away smiling at him she leaned in and gave him a small and soft kiss on his lips. He helped her off of the ledge and she waved him goodbye as she headed towards the girls hallway with a 'little-girl' smile, he smirked at how feisty but delicate this girl can be. Chuck then headed down the boys hall and saw the other boys cheering and congratulating him for getting with Jenny with nods and high-fives. As he walked down he felt someone grab him and shove him against the lockers

"What the hell do you think you're doing with my baby sister? Do you really want another black eye Chuck?" Dan yelled; he was practically red as a tomato and with so much anger that he could nearly kill someone at the moment.