Cruel Intentions

Skanky Frankie

Disclaimer: I own nothing.

Summary: Loosely based on the movie Cruel Intentions. Edward and Rosalie are diabolical step-siblings with a pention for destruction. During their final year of boarding school, they make a bet that Edward will take innocent Bella's virginity. But could it be more than he bargained for?

Rating: M, for lemons to come of course.

A/N: Forget Criminal. This is way better.

Additional Warning: If you don't like reading about Twilight characters doing bad things, don't read. This story does not actually follow much of the OC from the book - it sort of does, but not really. However, having said that, I'm pretty proud of this one. So enjoy!

1. Cruel Intentions

Edward Masen was watching the girls in their school uniforms as they bustled over the campus. It was a beautiful autumn day, an Indian summer if he had ever experienced one, and the girls did not disappoint. Long, lovely legs encased in white knee-high stockings, their plaid blue and gold skirts rolled up high so that their thighs were exposed. White-button down shirts, sleeves pushed up, their navy blue ties ruffling in the wind. Ponytails, ponytails, loose hair tumbling and bouncing over their shoulders as they moved over the grassy knolls from the dormitory buildings to the mess hall. Edward was in heaven.

"Your eyes are going to pop out of your head," purred a lovely voice. Edward turned from his spot outside of the boys dorm building (McGuire, an old brick Victorian with many bedrooms and bathrooms and the most absent minded house-master, Professor Thomas, who preferred to lock himself in his bedroom than pay attention to the chaos that his students caused). Perhaps the most beautiful girl on campus, Rosalie Masen was blonde, statuesque, and the most wanted girl at all of Spencer Prep. She was famous - maybe notorious was the correct verbage - for her long legs, her curvacious body, and the long cascading blonde hair that nearly reached her butt. She was at the top of every guy's fantasy list. She knew how to make one think they had a chance, and then crush them. However, she could twist it so that they were still wanting...

"Hello," Edward said. Rosalie was his step-sister. They had only known each other for a few years, and their parents had just been married earlier that summer. At one time, Rosalie had been exactly the type of woman he would have wanted to be with. Powerful, gorgeous, rumored to give amazing blow-jobs... Among all, what attracted Edward the most was that she was vicious. She was like a caged animal, only smarter. She struck out at whomever she wished to, but did so with the sweetest smile on her face so that you thought she was doing you a favor. At one time, they could have been the most diabolical couple at Spencer Prep. Now, they were the most diabolical siblings.

It was a relationship that Edward immensely enjoyed.

"Hello, brother dear. How was your summer?" she asked. They began walking, arm in arm, towards the mess hall. It was nearly eight o'clock, and breakfast would be over soon. The first class of the school year started at eight fifteen.

"Wonderful. Emmett and I spent the majority of our time on the beaches in Cancun... The Bahamas were nice. How were the Hamptons?" he asked, smiling coyly at her.

"Boring. As ever. Valuable, though," she added.

"Just how?" Edward asked, curious. Rosalie was always the one with the big ideas, and Edward was the one that put them into motion. It was the right combination to do what they did. Rosalie was the best spy, as everyone thought that she was a gentle, gorgeous girl with nothing but horses and pedicures on her mind. And she was good, almost too good sometimes, at playing that role.

"Very. I have such a great year planned for us..." Rosalie flashed him her most evil grin, her dark golden eyes flashing mischeviously. "The last year has to be the most memorable."

"Of course," Edward agreed. They needed, more than to get good grades and become accepted at the schools they were pre-destined to go to, to leave their legacy. The Masen name would be left, imprinted forever, on the school. He knew that Rosalie would have the brains to make it last for decades to come. He knew he had the bravery to do whatever was needed. Edward wanted his name on the lips of every student at Spencer Prep for generations to come - and not just because he had been valedictorian, not just because he led the school to a baseball victory. He wanted to leave a mark.

"I am impressed even with myself," Rosalie bragged, flicking her golden locks over one shoulder.

"What were you doing in the boys' dorm?" Edward asked suddenly, frowning down at his sister.

"What do you think?" his step-sister replied.

Edward did not want to think about that. They had reached the double doors to the mess hall, and he pulled it open for her graciously. He was always polite, it not exactly a gentleman.

***

Bella Swan was running late. She flicked a Navy-blue headband onto her head, pushing her dark hair back off of her face. She dreaded being yelled at about her skirt - it was much too short, as she didn't have money to purchase a new one over the summer. This one fell high on her thighs, so she yanked her stockings up as though making the skin of her legs less exposed would disguise the fact that she was boardering on indecent. She quickly buttoned her shirt, slipped her feet into the low-top Chucks that were Navy-blue canvas, and threw her knapsack over her shoulder.

Her stomach rumbled loudly as she dashed down the stairs and threw open the front door. It slammed behind her as she raced across the manicured grass. There were lots of other students walking there, so she could not have been quite as late as she thought. She slowed to a walk, surprised and a little impressed with herself - in her flurry to get out of the house, she had not fallen down the stairs, her backpack strap had not caught on the door handle or any such orfice, and she hadn't even stumbled across the invisible cracks in the sidewalk.

Maybe I should run late more often, she thought with a private smile.

As she strode into the mess hall, the dark wooden floors and walls gleaming as though each pannel had recieved its own tin of polish, she sighed happily. It was her last year of school here, at Spencer Prep. After this year, she would be free to attend any college of her choosing, if her scholarships pulled through. After this year, she would be free of uniforms and the people she didn't like here.

After this year, she would be free.

Stumbling into like, she grabbed a bowl of oatmeal and a carton of chocolate milk. She had a pre-paid account, which her father put money into at the beginning of every month, so she flashed a cheerful smile at the lunch lady, along with her food card, before carefully carrying her tray over to where her best friend, Alice Cullen, was cupping her forehead tiredly. A can of Coke was in front of her, unopened. Alice was not much of a morning person.

"I hate being up this early," the small brunette complained as Bella began opening her milk. "I can hardly sleep with all the funny things you say in your sleep... And these dreams!"

"What'd I say this time?" Bella asked, feeling her cheeks heat up. She despised the way she would say things unconcious, when she had no control over it.

"Oh, the usual stuff about your mom... And then you pointed out the window and said, "Smells like skunk!" It was pretty funny," Alice said, smiling at her friend. Alice was beautiful. She was petite, barely coming up to Bella's shoulder (and Bella was not a tall person herself) with wild dark hair that stood up at strange angles, and haunting gold eyes that seemed to go on forever. She and Bella had become friends in their freshmen year at Spencer Prep, bonding over the fact that neither of them fit in. Bella did not fit in because she was not rich - she was a scholarship kid, with no money to speak of. Alice did not fit in because she didn't want to.

Bella groaned, but chuckled. With Alice, she felt more comfortable than she did with most people. She was easily embarassed, sometimes much too self-concious, and a big klutz. However, she was also prideful and had a wild temper that flared often.

"So, did you find out what your first assignment for the Virtrue is?" Alice asked, popping the tab on her Coke can. Bella swirled her spoon around in her oatmeal, losing her appetite at the thought of writing. She loved writing - but only when other people were not going to read and judge what she wrote. Somehow, Alice had talked her into applying for a position with the Spencer Virtue, the weekly paper at the boarding school. She had gotten the job, surprisingly.

"Actually, Jasper wants to use one of the pieces I used when I applied. The um, manifesto. On abstinence."

Alice's golden eyes grew large. "Thats going to go over well," she said. "Because we know that most of the kids here follow that regime."

"He said that it was an interesting, thoughtful piece. Plus, they want to do a bunch of opinion pieces by the staff this year, to make things interesting. And he thought mine was wonderful." Bella rolled her eyes. She was so low on the social pyramid at Spencer, she was not worried about getting shuffled further down for her manifesto. Actually, she didn't think that many people would pay attention to it. Honestly, her classmates at Spencer were more focused on drinking and hooking up than getting into the colleges of their choice (they didn't have to worry much, Bella always reminded herself, when their parents hefty donations came into the picture - and last names carried a lot of weight with the school boards). They would see the words Abstinence and quickly turn the page to the gossip column.

This thought comforted her.

"Ugh, look at Rosalie Masen," Alice said suddenly, nodding across the room. Bella glanced up, trying to be inconspicuous, as she gazed at the most popular girl in the whole of Spencer Prep. Her golden hair cascaded over her shoulders in waves, and her long legs looked slender but capable under her skirt. Her skin was glowing almost with the healthy look of being totally secure and rich. No worries in the world.

"She's so pretty," Bella grumbled. "I wish I looked half as cute..."

"Don't be silly, Isabella Swan. You're a hundred times more beautiful, because you have a heart. A good heart, not one frozen with evil. Plus, you have a much better body." Alice was not one to mince words.

Bella blushed, gazing into her oatmeal like the right reply was written there. Luckily, the bell rang loudly, and the best friends shared an annoyed look.

"Off to the salt mines," Alice replied, before chugging down the rest of her Coke - in almost a graceful way, Bella thought enviously. If I tried that, it would end up all over my blouse, she thought.

She stood up, walking to empty her tray into the trash and then leave in on top of the pile on the way out of the cafeteria. In her hurry, she tripped over a nonexistant crack in the hardwood floor, jostling the person in front of her.

It was Edward Masen. Fortunately, all she did was bump him. Her chocolate eyes grew wide, and she turned pink too the roots of her hair. His emerald green eyes stared hard at her for a moment, before he turned away and breezed through the doors. Bella shook her head, slightly dazed - Edward Masen was gorgeous. Far more than gorgeous, he was perfect. His strange, bronze-colored hair that always looked bed-rumpled, his strong arms bulging beneath the pushed-up sleeves of his button down.

If there was one boy that she would ever think of not abstaining with, it was Edward Masen.

However, he was... Popular. A play-boy. He had tons of girlfriends, though not one steady girl that he was known to be with. He didn't have to be, with all the girls that threw themselves at him. Edward was handsome, talented (he was the only person she was worried about taking her valedictorianship), and a school hero on the sports field. A guy like Edward Masen ignored girls like Bella. She wasn't even on his radar.

With a depressed sigh, she shoved her way back outside and headed towards the academic building with slumped shoulders. She just wanted to make it out alive.

***

It was late when Rosalie slipped into Edward's dorm room later that week. She was taking well to being back, Edward thought. Playing nice for now, laying groundwork for what was to come. She was befriending everyone, making great impressions on all of the teachers. Being the kind of girl no one would suspect of being so devious.

She wore dark slacks and a lacy black blouse, unbuttoned to expose her cleavage. Her stilletos were tall, and her hair was twisted intricately into a pretty up-do. She sat on the edge of his desk, where he was working on math homework. It was Saturday evening, and he was doing his best to play the role of studious young man.

"I have it," Rosalie said, pulling a folded newspaper out of her purse. She slapped it on his desk with a satisfying thunk.

"Have what?" Edward asked, not glancing up from his homework. He scribbled quickly on the graph sheet, tracing he lines he needed.

"Ugh, pay attention. I have a bet."

Edward's ear perked, and he glanced up at his step sister. "Why are you so dressed up?" he asked, taking in her apparel. "Not that I'm complaining. Just curious."

"I had to do some dirty work to get this," Rosalie said dramatically, as though to say, "I did some really crappy seducing to get this, now pay attention to me." "It's a day early, as you can tell. But... its worth it." She began unfolding the paper, until she found what she wanted to show him. "See this?"

Edward took the article from her, leaning back in his desk chair. Rosalie stood behind him, leaning down to re-read. Her breath was hot on the back of his neck, and he could feel her fingernails scraping the back of his neck. He smiled, and began to read to himself.

Why I Choose to Wait by Isabella Swan

Most of my classmates will probably brag to you about who they hooked up with. I won't. Because I'm seventeen years old, and I have never hooked up with anyone. To me, your virginity is the best gift you can give someone. Your husband, preferably, in a romantic resort bedroom overlooking the ocean... Not the backseat of a limo after senior prom. Not in some boy's messy bedroom when you're bored. Being a virgin might not be the coolest thing at Spencer Prep, but I want to be pure for the man I marry...

"What a load, right?" Rosalie asked, her voice soft and close to his ear.

"I don't know. Being a virgin is kind of hot," Edward confessed, knowing that it would have struck a nerve in his sister... Whom had not been a virgin for a while. "It's like training a puppy. Do this like this... A good teacher makes a girl good at sex."

Rosalie sidled in front of her step-brother, sitting on the desk right in front of him. Right on top of his Trig book. She leaned forward so he got a graphic look down the opened neck of her blouse. "What do you say we make a little bet?"

"What kind of bet?" Edward asked, intrigued. He was not much of a gambling guy, but he always enjoyed a nice little bet.

"First, the collateral. If I win, I get your apartment for next year," Rosalie said, going straight for the kill.

"And if I win?" Edward asked, smiling.

Rosalie licked her full lips, smiling seductively. "I'll give you what you've wanted for years... What you've only thought of in your most secret fantasies..." She was inches away from his mouth, and he could feel her cool breath on his cheeks.

Edward grinned crookedly. "Your 1966 Porsche 911 convertible?"

Rosalie frowned and sat back. Edward loved to bring her down just a notch. "Fine," she said, visibly disappointed. She tucked a loose golden tendril behind her ear, before regaining her mischevious, evil smile. "The bet is... You take Miss Abstinence's virginity by graduation."

"Easy," Edward scoffed.

Rosalie rolled her pretty blue eyes, before lifting up the paper. "Not only would I never give anyone I didn't love my virginity, but I would never dream of doing it while I was still in school. Our teenage hormones do not believe in consequences, be it STD's or pregnancy or emotional heart ache... I would never subject myself to such things for a few moments of pleasure - or, with boys our age, inadequate fumblings beneath the football bleachers... I will never sleep with someone that I do not intend on spending the rest of my life with."

Edward shrugged. "Easy," he repeated.

Rosalie grinned, and Edward knew that there was a deeper meaning behind it. "You might as well give me your keys now. Do you mind if I redecorate? I mean, its such a bacholor's pad."

"Cockiness suits you, Rose," Edward said, before standing up. He came between her legs, pushing them open with his hips. Rosalie gasped, moving to wrap her long, strong limbs around his hips. Instead, Edward picked her up easily and shoved her away. "I have homework. Keep up appearances, you know?"

"Bastard," Rosalie said, her cheeks flushed. "Just worry about your side of the bet, brother." And with that, she swept dramatically out of the dorm, slamming the bedroom behind her. Edward couldn't help but chuckle. He loved riling his step-sister up. Almost as much as he was going to love this bet.

He moved to the shelf where he had lined up his books, and found a thick, leather bound volume. He slid it out, and began flipping through the pages. It was from last year, and Edward checked his class. Once he found the S's, he moved slowly, deliberately, until he found the picture he was searching for. A delicate looking girl, with dark, wavy locks smiled back at him. She was thin, pretty enough, with dark eyes and collar bones that curled elegantly above the top of her drap-shirt. She seemed... plain. No make up, as far as he could tell, and no jewelry.

This was going to be simple, he thought with a confident grin. He had conquered much worse than this.

End Chapter.