I don't own Gossip Girl or Grease. But I wouldn't mind owning Ed Westwick.
So I don't know about anyone else, but I always loved Rizzo and Kenickie's story way more than the Danny and Sandy story. I'm more invested in Chair too so I write them more properly and analytically. So that's why I've listed Chair as the pairing. However, I am doing the whole story-line of Grease, so Nenny will still get a lot of long moments too. This first chapter introduces everyone and the only pairing we really see is Nate and Jenny. Enjoy! :)
It was the end of summer and it was a beautiful day. Not just because of the perfect weather and the gorgeous beach atmosphere, but because of the love that had grown between Nathaniel Archibald and Jennifer Humphrey. The pair had spent the day laughing, taking pictures, building sandcastles and swimming. They were currently embracing as they watched the sunset from their private little area on the beach. They turned to face each other at the same time and kissed passionately.
"I'm going back to Hudson, I might never see you again" Jenny cried after they parted, her blue eyes filled with sadness.
"Don't talk that way Jenny" Nate replied with a soft smile.
"But it's true, I've just had the best summer of my life and now I have to go away. It isn't fair," she said glumly, looking down. Nate tipped her chin up and looked her deeply in the eyes before pressing his lips to hers. He wrapped his hand around her neck tightly as he forcefully kissed her.
Jenny whimpered as she struggled to break free from his onslaught.
"Nate don't spoil it" she gasped out once she escaped his lips.
"It's not spoiling it Jenny, it's only making it better" he said firmly with a warm look in his eyes as he held her shoulders.
"Nate, is this the end?" Jenny asked softly, running her hands on his chest.
"Of course not," he answered with a little laugh, "it's only the beginning."
Present
It was the first day back at school for Constance and St Jude's.
Daniel Humphrey was lugging his bag on one shoulder as he headed to the front gate of St Jude's, when suddenly he was knocked into by a group of lacrosse players, causing him to drop his bag and send all of its contents flying. Dan looked back to see them all continuing to walk as though they hadn't seen him at all. He sighed, used to being invisible, and crouched down to pick up all of his items off the floor. Dan reached for his tuna fish sandwich when a pair of designer shoes came into his vision.
He looked up to see none other than Chuck Bass smirking down at him, scarf and all. Dan picked up the brown paper bag that contained his sandwich and stood up. Chuck wrinkled his nose as he stared at Dan.
"You're not supposed to eat that, you're supposed to bury it" Chuck said, motioning to the sandwich.
"That's a homemade lunch" Dan retorted, and Chuck raised his eyebrows in amusement.
"Your lame 90's Dad dragged his ass out of bed for you?" Chuck snorted.
"Shut up, he does it every year on the first day of school" Dan muttered.
"Big deal" Chuck replied sarcastically, before lighting up a cigarette and glaring at a freshman boy that walked past.
Chuck and Dan did not see eye to eye, mostly due to Chuck's snobbery and Dan's distaste for Chuck's lifestyle. However Dan had fallen onto Chuck's radar when Chuck's father, Bart Bass, had asked Dan to tutor him last year. Chuck was insulted to say the least, making the whole thing an utter pain for Dan. Dan gave up half an hour into the session and Chuck, feeling bored, suggested they get drunk. They ended up going to a bar, getting into a fight and then arrested. After sharing such an experience, they had a secret, begrudging respect for each other.
"So, where were you all summer?" Dan asked.
"What are you, my mother?" Chuck drawled.
"I was just asking" Dan said raising his hands in the air.
"I was working, which is more than you can say Humphrey" Chuck said smugly.
"Working?" Dan asked disbelievingly of the spoilt playboy.
"That's right, I was interning at Bass Industries moron" Chuck sneered.
"Sounds like a fun summer" Dan replied sarcastically.
"Eat me. I'm trying to convince my Dad to get me my own limo" Chuck explained, taking another drag from his cigarette. Dan nodded, somehow used to the obscenely expensive demands of the kids that went to his high school.
"Want to hear what I did?" Dan asked.
"No" Chuck said, walking off to leave Dan with his gross sandwich.
Chuck strolled through the courtyard until he spotted his best friend Nate leaning against their "getting high" wall, surrounded by Constance girls as usual. Chuck could get women easily, but he had to speak to them first. Girls just had to see Nate to immediately throw themselves at him. Where Nate was the nicer hot guy, Chuck was the handsome bastard. They were both idolised by their male peers. As soon as Nate noticed Chuck, he flashed a grin and walked up to him. They shook hands and patted each other on the back as they greeted each other.
"You see any new conquests over there?" Chuck asked nodding towards the girls Nate was speaking to.
"Nah, the same old girls that everyone's made it with" Nate replied with a grin and Chuck smirked in understanding.
"So what did you do all summer Nathaniel?" Chuck asked.
"I was hanging around the beach, you know" Nate said, giving Chuck a sly look.
"How was the action at the beach man?" Chuck said, chuckling.
"It was crazy. I did meet this one girl who was sort of cool" Nate said with a smile, unconsciously scratching his neck as he tried to be casual about it.
"Did she put out?" Chuck asked with an evil grin.
"Oh come on Chuck, is that all you can think about?" Nate exclaimed, laughing.
"I'm Chuck Bass" he replied, matter-of-factly.
Nate shook his head and rolled his eyes, before patting his friend on the back as they walked to class together.
On the other side of the courtyard, Jenny was walking with Serena Van der Woodsen. Eric was a new friend she had made over the summer, and he had introduced her to his sister Serena who went to Constance. It had turned out that Jenny was going to stay in Brooklyn with her father and brother instead of returning to Hudson. Jenny was now being sent to a school with intimidating, rich, well-dressed girls from the Upper East Side.
"Do I look okay Serena?" Jenny asked nervously, pulling at her uniform.
"Sure, you look good" Serena replied brightly.
"I'm really nervous, you know" Jenny said.
"You look terrific" Serena reinforced with a smile.
"So, this is Constance?" Jenny sighed, looking around.
"Yep, you'll love it" Serena said, ever the peppy blonde.
"I loved the last school I was at, I wish I was there right now" Jenny said gloomily, "still, I'm no stranger to heartbreak."
"Why? You got psoriasis?" Serena asked seriously. Jenny gave her a confused look and Serena giggled, pulling her along.
Blair Waldorf strutted into the school, followed by her gang of minions.
"Oh God," she sighed under her breath as she took in her personal kingdom.
"Well, here we are again" she announced drily to the girls trailing behind her.
"Yeah, but this time we're seniors" Iz said excitedly.
"And I'm going to rule the school" Blair said with a confident smile and the girls giggled in response, nodding their heads.
"Ladies, that giggling is so adolescent" Blair snapped coldly when they started to carry on.
"We are adolescent" Kati replied.
"We don't have to flaunt it" Blair said haughtily, before continuing, "Okay girls, let's go get them."
Blair marched on with a fierce look in her eyes, a self-satisfied smile and a sway in her hips. Her minions clambered to do the same as they trailed behind her.
Jenny went to the office of the joint schools to collect her class lists. She entered to find all the teachers rushing to pick up their class rosters for the semester.
"I've got Bass again" Mr Pieser exclaimed with a long suffering sigh.
"He's been here longer than I have" Headmistress Queller responded in understanding, before spotting Jenny.
"May I help you dear?"
"Oh, yes, this is my first day of school and I'm not really sure where I'm supposed to be" Jenny stuttered.
"Welcome to Constance, you'll first have to fill out a few of these forms" she said kindly, handing Jenny 10 pages to fill out. The bell rang and Jenny winced, knowing she was going to be late for her first class.
Everyone was in homeroom listening to the announcements being made by Headmistress Queller over the speaker. It was mostly boring updates, until some exciting news caught a lot of people's attention, but mainly Blair's.
"As you all know, we will have press covering the Snowflake Ball this year. It's our chance to show New York what fine, bright, clean-cut, wholesome students we have here at Constance and St Jude's" the principal stated. Blair had a gleam of excitement in her eye as she listened to this. It was her chance to show the world what kind of life she was going to lead outside of high school.
When it became lunchtime, Blair and her minions took their usual place on the steps of the Met.
"Did you guys get a look at Nate Archibald this morning? Looking pretty good this year, huh Blair?" Penelope said in a suggestive tone.
"That's ancient history" Blair replied, rolling her eyes. Dating Nate was mainly for show so that she could claim her throne and be on top of every girl there. Blair never gave her heart fully to any boy she dated, or anything else she might add. Her virginity was sacred to her, which was partially why Nate gave up easily.
"Well history sometimes repeats itself" Is said lightly.
Blair shrugged her shoulders nonchalantly and waved them off as she spotted her best friend, Serena walking towards them, a younger, blonde girl following her.
"Hi guys" Serena exclaimed with a smile.
"Hi S" the girls chorused.
"This is Jenny Humphrey," Serena said, before introducing all the girls sitting on the steps.
"She just moved here from Hudson" Serena informed everyone.
"Mm and how are things in...Hudson?" Blair said with a snobby, fake smile.
"Fine, thanks" Jenny replied uncomfortably. She was dressed so plainly in her uniform compared to the other girls, who had added designer accessories and headbands. Jenny could already feel the divide. Sensing the uncomfortableness, Serena changed the direction of the conversation.
"Kati, are those new glasses?"
"Oh yes, just got them for school. Don't you think they make me look smarter?"
"No, you can still see your face" Blair cut in with a smirk. Jenny swallowed, not used to such a confidently mean person.
"How do you like school so far Jenny?" Hazel asked.
"It's different" Jenny said quietly.
"Hi girls" a voice cried out from the distance.
The girls immediately groaned, recognising who it was.
"Nelly Yuki, the bad seed of Constance" Blair snarked quickly before Nelly approached them.
"Oh I just love the first day of school, don't you?" Nelly said brightly.
"It's the biggest thrill of my life" Blair replied sarcastically, but Nelly didn't pick up on the sarcasm.
"Oh you'll never guess what's happened" Nelly continued.
"Probably not" Blair said in a bored tone.
"They just announced the nominees for student council and guess who's up for vice president?" Nelly exclaimed excitedly.
"Who?" Blair asked in over exaggerated interest.
"Me! Isn't that the most? To say the least" Nelly said beaming.
"The very least" Blair drawled.
"I just hope I don't make too poor a showing" Nelly continued.
"Well, we certainly wish you the best of luck, don't we ladies?" Blair said, giving her minions a meaningful look. On cue they chorused their good luck wishes. Blair didn't like Nelly because she posed a threat to her dream of going to Yale, so she kept her as a friend to find a way to jeopardize her. However, Blair couldn't always hide her dislike for her.
"You must think I'm rude for not introducing myself, I'm Nelly Yuki" Nelly said, introducing herself to Jenny and began chattering away to her.
"B, how do you like Jenny? Do you think we could let her in to the 'Girls of the Steps'?" Serena whispered as they watched her.
"She looks too nice to be a mean girl, and did I hear Hudson?" Blair said, eyeing her out with distaste.
"What did you do this summer Jenny?" Penelope asked, building a bridge.
"Oh I spent most of it at the beach. I met a boy there."
"You spent your entire break on the beach for some guy?" Blair asked, almost rolling her eyes.
"Well he was sort of special" Jenny retorted.
"There is no such thing" Blair said coldly. Jenny shook her head ignoring Blair's comment.
"He was really romantic" she told Penelope with a sigh.
Meanwhile, Chuck and Nate were leaning against their wall smoking a joint, surrounded by a few others of their regular party crew.
"Did you see that new chick at registration? She sure beats the tissue stuffers around here" Chuck quipped with a smirk.
"You mean her boobs were bigger than Pamela's?" One guy asked in interest.
"Nobody's are bigger than Pamela's" Chuck replied with a chuckle and they all laughed.
"I want to hear about what Nate did at the beach" one of the lacrosse players said.
"Nah it was nothing" Nate replied, trying to play it off.
"Sure, nothing Nathaniel, right?" Chuck teased.
"You got into her La Perla's right?" Andy Clark asked, as though he already knew the answer. The guys kept pressing and pressing Nate to tell him.
"Come on, you don't want to hear all the horny details" Nate exclaimed with a grin.
This only made them yell louder and force him further.
"Alright, I'll tell you!"
Next chapter should feature Chair! Review if you'd like me to continue.