Hi everyone,

I hope you're doing fine in these testing times. I got good enough response for my other two shot 'DYWBMTF', so I decided to give this a shot aswell. Now since I have a full time job, so it's really hard for me to find time and write, moreover, there had been some incidents in past that had discouraged me, however most of it was because I believed I have written everything that I wanted to write and there is nothing more creative juices left in me.

A big blow to me was when I was writing ILWTE part 2, and my computer got corrupted and all my files got deleted. It was super disheartening to me as I didn't want to start over a story that I had completed.

Anyway, this was an idea that struck to me while I was watching cruel intentions, even though the plot is not even remotely close to the idea.

Warning: The behavior of the characters mainly the main character, is not encouraged at all, this is all for the purpose of the story. The medical procedures, the travel procedures, and the court dealings, everything is made up.

Damon isn't characterized as a hero, but more of an anti hero, even though the plot revolves around him and he is the main character. He is going to unapologetically bad and nonredeemable to a certain point of the story. So if you don't like these sort of stories, you shouldn't proceed. Again, this is just a story, I don't advocate anything, every flaw will be pointed out throughout the story.

This first chapter is more like a prologue.

The story is going to be 5 chapters only since I can't do long term stories given my schedule.

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Title: Shouldn't have rejected me

Summary: 'When you love someone, as you claimed you loved me, you don't intentionally hurt them over and over again.' To purposely, maliciously hurt someone was the definition of his love for her. Damon is a vengeful, cold hearted man, out to destroy the girl he claimed to love. Elena is his target, the woman he loved, the woman he got, the woman he lost, and the woman he pines after.

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Prologue

She had only managed a few hours of sleep when the knocking started. Someone was knocking loudly, brazenly, on their front door. 'What the fuck?' she said, pretty much to no one at all. She glanced over at her alarm clock to find that it was only four—thirty.

"Who is it?" She asked as she tied her robe.

But all she could hear was silent sobs.

"Caroline?" She recognized before the person on the door answered.

Elena rushed to the door and opened the lock, only to find herself staring at a very a thin, disheveled woman in a red dress, crying.

"Oh my god." She gasped.

"Elena,"

"What are you doing here? I thought you were supposed to be in Italy today?" She said as she gestured her to come in.

"He cheated on me," Caroline managed to speak

"what?"

"He humiliated me,"

"Caroline,"

"Infront of everyone," She seemed to be in a zone. Her eyes were swollen, her cheeks puffy, she looked absolutely wrecked.

"I am going to go to my room," She added, as she walked toward her room.

"Caroline. Caroline. Please tell me what happened?" Elena followed her friend.

"Please leave me alone,"

"Caroline,"

"Elena, leave me alone," Caroline said, somewhat lost as she slowly walked to her room. She closed the door behind her.

Elena felt a bit restless. 'What the fuck happened?'

Just a couple of months ago, Elena's sister Caroline met the man of her dreams. He was everything she wanted. He was rich, he was handsome, kind and totally in love with her.

Caroline was old school, she had pledged to save herself for her husband only and her boyfriend respected that, until a few days ago when he suddenly proposed to her. It was quick. So quick that it made everyone very skeptical, since they hadn't even met the said boyfriend. And Caroline was very innocent. It didn't help that everyone who knew Caroline's boyfriend, never had anything nice to say about him.

Elena waited a while before she decided to go inside Caroline's room, only to find her in her bed, wide awake, weeping silently.

"What happened?" Elena asked, as she sat next to her.

"I found him in bed with Rebekah." Caroline finally said after a long pause.

"Rebekah, you said she was his friend,"

"No, she is his girlfriend. I was a bet," Caroline's voice was low, so low as if afraid she would break down.

"A bet?"

"His friends had a bet with him, that he couldn't get into the catholic girl's pants," She said with a humorless chuckle. "He tricked me, he tricked me so I would sleep with him,"

"He's disgusting," Elena was horrified. "So, all those love notes and flowers,"

"Every touch. Every kiss. Lies." And she broke down and wept inconsolably for the man who was positively not worthy of her tears

Elena pulled her to herself, patting her head. "Caroline, he is fucking waste of space, you shouldn't cry for him,"

"He stole everything from me, Elena. He stole everything that meant to me,"

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"You shouldn't have done that to Caroline," Stefan said, in a low disappointed tone.

"Ugh, buzzkill." Damon replied as he picked up his bottle of bourbon to pour down it's contents in the glass.

"You told me you were really into her," Stefan couldn't believe that he actually believed his brother's words.

"and you actually believed that," Katherine pointed out with a snort. "Although I don't think you deserve the twenty dollars, she was way to easy,"

"Twenty dollars? You did that for twenty dollars?" Stefan hissed.

"It would have been twenty-five, if she had slept with me a week ago, I had to propose to her with Nana's ring to get her into bed,"

"You're disgusting,"

"Get yourself into my bed, I'll come in a bit," Damon said to Katherine, squeezing one of her buttocks.

"Be quick," she said as she left smirking.

"If I knew what you've planned, I'd never allowed that to happen,"

Damon let out a chuckle. "Wow, are you in love with her or something,"

Stefan made a face, more furious than ever. "If you think playing around with women, makes you an alpha male, you're sadly very wrong, because-,"

"Stefan, I have a hot piece of ass waiting over there with her legs wide open, waiting for me to finish her itch, spare me the lecture." Damon replied uninterested as he walked away.

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Meaningless sex, one after another. It was a cycle that he could never get bored of. Involving feelings never worked out for anyone and it certainly wouldn't ever work out for him, just like once upon a time it didn't.

Damon Salvatore was bad in every sense. He sniffed coke, smoked cigarettes, drank wine, and took pills now and then. He treated woman like garbage, and never repented once. He was a man of principles only in his professional life, and that was only because he believed he earned his status with excessive hard work. But other than that, he was liar and an excessive cheater.

He stopped his car in his office building's parking and picked up his shades, a couple of files and his briefcase. He locked his car and made his way to the elevator, when his eyes locked with the, with the most beautiful liquid brown eyes, pools of dark chocolate.

"Elena," he whispered.

"There she is," Enzo pointed her from their table. "That's your girl,"

"No, she isn't." Damon whispered back, embarrassed. "Stop, Enzo. I shouldn't have ever told you about Elena,"

"And she's going to sit, waaaay over there, away from the loser table," Enzo pointed out. And why wouldn't she, she was one of the most popular girls in the school. And he was basically invisible, an average looking boy, with glasses, horrible hair, scrawny physic, and last year's donated clothes.

This was before she stomped on his heart and humiliated him infront of everyone.

"Are you Damon Salvatore?" the girl asked him as she stepped closer.

"Yes,"

She drew her hand back and slapped Damon right across his face.

For a moment he was shocked. How dare she? He could see, everyone around was staring at them, including some people from his staff.

She lifted her hand up again and before she could swing it and slap him yet again, he caught her arm, right in midair. There was a look in his eyes that said it all. His neck and face filled with red rage.

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