A/N: This being my first fanfic I would appreciate positive, yet inspirational comments from you wonderful readers.

Rate T: might have to do something about that though.

Disclaimer: I do not own High School Musical [If I did Kelsi would never be in it to ruin Sharpay's life and I'd make Troy her beau], Cruel Intentions [If I did Sebastian would not have died], and the Social Climber's Guide to High School [Well, that's just a good damn book to read, please purchase a copy at the nearest Barnes and Nobles, very interesting read].

This story is inspired by the movie Cruel Intentions and the book by Robyn Schneider "The Social Climber's Guide to High School"

Prologue: Bombshell Knows Me So Well

'In through the nose, out through the mouth,' Troy Bolton chanted to himself as he jogged along the dirt, path line in the small of [trees] wood that had grown in his backyard since he was ten, some of his happier days. He couldn't fully wrap his mind around the fact that he had made captain for East High's new basketball team…it was unbelievable. Yet, slightly unnerving because Coach (i.e. dad) told him that he had a lot of new responsibilities ahead of him and he had to get his mind and body into tiptop shape. This explained his eight mile morning run.

The only bad part about it was that he could not lie to his dad about working out. There was nothing that seemed to pass his father's watchful eye that he could get away with these days.

Troy felt the muscles in his calves beginning to burn and could feel the racing of his heart beating exponentially.

'I think it's time to head for the shower,' Troy thought taking a moment to smell the sweat pouring down his chest and back. 'Like dad says; no sweat, no threat.'

He rolled his eyes at the thought of not being a major threat on the court and chuckled to himself.

It would also be a good idea to take a shower, unless he wanted to completely turn Gabriella Montez off of him when he "coincidently" bumps into her at the mall tonight for the late night showing of 'My Bloody Nightmare II', which the guys have been itching to go see since the first one came out. (i.e.: lots of hot girls. Megan Fox is starring in it alongside Steven Strait.)

He ran along the fence of his backyard until he reached the sliding, glass door and paused after opening it, turning his head back to where he had been to 'listen to the wind' as Grandma Bolton usually said. He had the strangest feeling that there was a pair of eyes burning into the back of his head. He almost immediately shrugged off the idea of someone watching him and closed the door behind him as he stepped into the newly furnished living room.

The Boltons were the type of people who had a very expensive looking living room that people were allowed to look at but not sit in; except for the fact the Troy never really listened to the rule. He walked through the open archway that led into the kitchen, where he picked up a bottle of water his mother had left for him on the counter before she went to work. He took a few sips and hurried up the stairs to get ready for his accidental meeting. He had an hour before Chad and Zeke came to pick him up.

Troy looked at his reflection in the mirror to make sure that he looked as hot as girls frequently told him he was. His tasseled brown hair was hidden beneath a baby-blue beanie that he thought would clash with his eyes and through his wardrobe off.

'Throw my wardrobe off…what the hell am I thinking,' Troy asked himself as he pocketed his cell phone and wallet. He could already hear Chad's beat-up truck in the distance stopping in his driveway, the motor still running.

Beep…Beep…

Troy looked down at his watched, turned the light out and ran down the stairs to join the duo. He peeped his head out the front door and starred into the bright light illuminating from Chad's headlights.

"Are you coming, Troy?" Chad cited his head hanging out of the Driver's window.

"Yeah," Troy answered taking a step onto the porch, "Let me look up, first."

"Well, hurry up," Zeke contributed from the cab of the truck, "It's getting dark, I'm freezing and the movie starts in an hour."

'Why is Zeke sitting in the bed?' Troy inquired looking the door up behind him, not realizing how cold it was until now, 'there's enough room for three people to sit in the cab.'

He got his answer as he ran towards the passenger side in peered in through the open window. Next to Chad sat a blonde bombshell. She looked up at him from what he could tell was a magazine and flashed him a hundred watt smile that he couldn't just help smile in reaction to. Her perfectly layered blonde hair was fit neatly into an interesting chignon. The most adorable pair of brown eyes sparkled in a be-dazzled kind of way that made his smile grow even wider as he entered the cab.

"Troy, this is Taylor's friend Sharpay Evans. Sharpay this is our incoherent friend Troy 'B-ball' Bolton." Chad introduced as he backed out of the driveway. "Taylor had me pick her up…because I conveniently live near the airport."

"Just admit it," Zeke's voice rang through the cab's back window, "you are soooo whipped."

Chad scoffed a turned the dial of the radio in an attempt to tune out the chanting of Zeke chanting 'Danforth is a whipped boy, whipped boy, whipped boy …Danforth is a whipped boy, oh how sad…' which was sort of ridicules because everyone knew who had Zeke whipped. (i.e.: Tiara Gold.)

As their never ending banter continued Sharpay held out her hand.

"Nice to meet you 'B-ball Bolton'," Sharpay chortled as Troy toke a hold of her hand gently; she had that whole fragile thing going for her, which really surprised him when her grip firmed on contact and she flashed a disarming smile that couldn't but help admire.

"You too…Evans," Troy declared as the smile grew wider.

"You're very brave Troy," Sharpay chuckled, "But—can I have my hand back?"

Troy looked down at their continued shake and quickly released his grip. He felt himself flush slightly; luckily the blonde went back to reading her magazine.

'What is wrong with you Bolton…If you don't relax Gabriella will never go out with you…'

Gabriella Montez—what could be said about her that wouldn't make her out to be the perfect girl. She beautiful…that was one thing. On the inside and on the outside (or so he heard) and that really appealed to him in almost every way possible. There was only one problem. Jimmie 'The Rocket' Zara.

'I know he's one of my best friends but the heart wants what the heart wants and mine is screaming for Gabriella Montez,' Troy attested staring out his car door window. 'And I can't let one friendship get in the way of my one true…love.'

"What are you thinking about?" Sharpay's voice rung in his ears. 'That can't be right…Mr. creepy voice in my head guy—or you changing on me?'

"Troy?" Sharpay's hand waved in front of his face wildly until he jumped out of his daze with a startle.

"Huh?" Troy croaked turning to face her and startled again by the fact that her chin rested in her cupped hand examining him carefully. "Yeah?"

"Are you okay?" Sharpay began, the music blurring in the background of her honey-sweet voice, "You look a little like a fish out of water right now."

"Oh…um—I'm very okay," He replied which received an unconvinced stare from Sharpay that was hard to look away from.

'Wow, I've barley met this girl and she can already tell when I'm lying,' Troy chuckled on the inside, 'She's good…that would have fooled anyone else I talked to.'

"Yeah," Sharpay shrugged off-handedly, "you keep telling yourself that and maybe I'll start believing it." She rolled her eyes and focused on the magazine that rested on her denim shorts clad lap.

A/N # 2: I wanted Sharpay to be the kind of Character that gets introduced and immediately places herself in the other character's lives as a permanent fixture who will say whatever she thinks without the dread of conscience or turning anyone off with her personality. And I wanted Troy to like the fact that she said things straight to his face.

1,269 words for the first chapter…I hope that's not too bad. Please comment and tell me if you think I should continue this story. School starts for me on the 25th so I'll check back between Friday-Sunday for an update.

More comments = more fun for everyone (to read I mean)