A/N: Okay, so here is my Damon/OC story. It will follow exactly through the show. This chapter is in Stefan's POV but all the rest will be in my OC Cassie's POV or the occasional Damon POV. It begins with a flashback from 1864 but the real story begins in the pilot when Stefan gets back from the party.

IMPORTANT: This chapter has been rewritten – October 3, 2014. Please send me a review letting me know if you liked the improvement.

Disclaimer: I don't own TVD, But I REALLY wish I did.

Mystic Falls, 1849

Damon and Stefan Salvatore stood near the large, extravagant doors of their Mansion in Mystic Falls. Damon was 6 and Stefan was only 2. They were dressed in their finest clothes and looked on curiously as the town sheriff led in a young girl Damon's age. "Ah, Mr Salvatore," Sheriff Bradford greeted their Father warmly, shaking the man's hand with a large smile. "It's a wonderful thing you're doing, taking her in."

"Joseph and Evelynn Miller were my closest friends. It only seems fair that I be the one to take care of her now," Guissepi Salvatore smiled sadly, still mourning the loss of the founding family of his town. He knelt down next to the girl who was holding onto a soft toy rabbit and spoke in a quiet, reassuring voice that surprised Damon. "Hello, I'm Guissepi, what's your name?"

"It's no use, she hasn't said a word since the accident," the sheriff explained, rubbing at a spot above his eyebrow. Damon and Stefan eyed the girl warily. She was wearing a light purple dress that was clearly made for comfort and wear, rather then fashion. Her eyes were a hazel/green and her hair was a dark mahogany colour, coming to her shoulders and was extremely curly. She already had her ears pierced and in them were tiny white pearls. Looking at her feet they expected to find pretty flats that were almost all little girls not yet of age wore. They were shocked to see dirty brown boots peaking out from under her dress. Stefan was too young to understand the significance but Damon knew there was something strange about this girl.

The Sheriff coaxed her to walk up to the boys and she stood there looking at the ground and clutching her small, blue rabbit tightly. "Miss Miller," their Father spoke, his weary voice showing that he was starting to seriously rethink his decision. "These are my sons, the younger one is Stefan and the one your age is Damon."

Now Damon, always the gentleman, put out his hand like his Father did to the respectful ladies that they came across. "Damon Salvatore miss, a pleasure to meet you."

She blinked rapidly and finally glanced up, her hazel eyes met his bright blue ones and the corner of her mouth tipped up in what may have been a smile. She very carefully put her delicate, pale hand in his and her knees bobbed in a clumsy curtsey. Doing what he had always been told to by his Father he placed his first ever kiss on the hand of a girl on her, causing her cheeks to blush a rosy red and her to mutter the first words since her parents tragic death. "Cassandra Miller."

Present day, Mystic Falls.

"Hello brother."

Stefan spun around to face the window and was greeted with a less than pleasant sight. Jis older brother Damon stood against the railing with a wide smirk on his face. In the same instant the younger Salvatore brother was filled with both anger and dread. He knew his brother would catch up with him eventually, he always did. What was worse was that he knew if he was here, then she couldn't be far behind.

"When did you get here?" he asked tensely, praying to whatever God would listen to a soulless monster like myself that he would just leave.

"Well I couldn't miss your first day of school," Damon replied mockingly. "Your hair's different, I like it."

"It's been fifteen years Damon," Stefan tried to reason with him even though he should know he's not someone who reasons well. He does what he wants, when he wants and does so with a total disregard for anyone else but himself and her...

"Thank God, I couldn't take another day of the nineties," he responded, totally ignoring the point and interrupting his thought process. "That horrible grunge look did not suite you. Remember Stefan, it's important to stay away from fads."

"Why are you here?" Stefan cut in loudly, quickly becoming irritated by his mocking monologue.

"Why do you assume he's alone?" an all too familiar voice rang from the window. One he was expecting, but certainly did not welcome. He turned slowly only to find the one thing that could possibly make this situation any worse. Cassandra Miller.

The two of them were inseparable, even when they were human.

She was wearing her famous smirk, green eyes flickering dangerously. Her hair was longer since he'd last seen it, hanging in tight ringlets down to her hips. Her arms were crossed tightly, stretching her own black leather jacket across her forearms.

"Cassandra," Stefan said through his teeth as he glared her way, hoping she would get the message Damon had clearly ignored.

"Oh come on now, don't be like that, we're practically family. It's just Cassie for you," she smiled in a not at all comforting way. He looked back at Damon expectantly, the only one who could control her was him, and vice-versa.

"I'm here because I missed my little brother," Damon said condescendingly, picking up a book and flipping through its pages for a long moment before getting bored and throwing it onto a growing pile on the desk.

"And I'm here for the football players," Cassie added, stepping into the room and letting her shoulder rest on the window bay.

"You guys hate small towns, they're boring, there's nothing for you to do," her replied, grasping at straws, desperate to get them to leave.

Damon glanced over at his best friend, the two exchanging dark grins. "We've managed to keep ourselves busy." He smirked, and Cassie ran her tongue over her teeth, wagging her eyebrows suggestively.

"You know you left that girl alive tonight, that's very clumsy of you," Stefan said, hoping to worry her.

"Don't look at me," she responded, pointing at Damon childishly. "You know I don't like the druggies."

"Ah, my bad," Damon admitted, raising a hand jokingly. "Yeah that could be a problem... for you," he grinned, quite clearly not giving a damn about the implications it would have on his little brother. It was so typical of him that he didn't even have it in himself to be frustrated over his lack of concern.

"Why are you here now?" he questioned firmly, looking between the two accusingly.

They shared a cool stare, clearly communicating silently in the way that only they could. Their connection ran deep, and it frustrated the people around them to no end.

"We could ask you the same question," started Cassie, tilting her head at him.

"However I'm fairly certain your answer could be summed up into one little word," continued Damon.

"Elena," they both finished at exactly the same time, making Stefan frown.

"She took my breath away, Elena," Damon told him, running his fingers over the edge of the desk as he made his way slowly across the room. "She's a dead ringer for Katherine."

Cassie gave Stefan a pointed and almost judging look. He shifted, uncomfortable with where the conversation was heading. "Now that's just sick Stefan," she sighed as though she was actually disappointed in him.

"Is it working Stefan? Being around her, in her world. Does it make you feel alive?" Damon once again mocked, making his blood boil.

"She's not Katherine," he breathed trying to get control of his anger.

"Well let's hope not, we all know how that ended," he continued to goad him, stepping into his personal space and tilting his head in that familiar crow-like matter.

"Not well," Cassie jumped in, calling out from her place at the window.

"Tell us something, when's the last time you had something stronger than a squirrel?" Stefan knew they were just trying to rile him up, get on his nerves. He wanted to be able to say it wasn't working, but that would be a lie.

"I know what you're doing, and it's not going to work."

"Yeah, come on don't you crave a little?"

"Stop it," he growled forcefully.

"Let's all do it together," he smirked, getting too close for comfort.

"I saw a couple girls out there, or let's just cut to the chase, let's just go straight for Elena," Damon supplied enthusiastically, a skip in his step as he edge closer and closer to his brother.

"Stop it!"

"Imagine what her blood tastes like," he yelled. He turned away as he felt his face change from that of a human teenager to the demon that truly lived inside of him. "I can."

"I said stop!" he yelled and lunged for Damon, aiming for the jugular. Cassie rolled her eyes as the boys collided, flying back towards her. She lazily stepped out of the way, glancing down at her favourite Italian boots and frowning as glass fell onto them when the brothers hit the window. She sighed, leaning down to brush off the glass before it could scuff the leather. She looked out of the smashed window, saw Stefan laying face down in a pile of glass and without hesitation threw herself out of the window, landing on the concrete delicately and appearing at Damon's side. Stefan groaned as he slowly sat up and she lost interest, checking her nails and sulking when she noticed her black nail polish was scratched from the glass.

"I was impressed," Damon spoke up, making Cassie snap her head up and bring her attention back to the task at hand. "I give it a 6 on style but I was pleasantly surprised. Very good with the whole face argh thing, that was good."

"I was convinced," Cassie spoke up, the heels of her boots clicking against the stone when as she swung her legs idly.

"Yeah, it's all fun and games for you two, but wherever you go people die," Stefan accused them heatedly, trying to convey to them the amount of suffering they were inflicting.

"That's a given," he responded as though it were insane to imagine an existence where they didn't kill people.

"Duh," Cassie smirked. "You don't seem to really understand the concept of vampirism, huh Stefan?"

"That won't happen here, I won't allow it," he told them looking them directly in their eyes.

They looked at each other, wicked grins growing on their faces. Cassie was looking upwards slightly because her eyes only came to about his nose.

"You won't allow it?" she spoke slowly, as if not believing the words. A real, humour filled smile appeared on her face and her eyes lit up brightly.

"We take that as an invitation," Damon declared.

"Better yet, as a dare," she put in happily, grinning mischievously.

"Guys please, after all these years can't we just give it a rest?" Stefan pleaded, desperate enough to resort to begging by that point.

"We promised you an eternity of misery, so we're just keeping our word," Damon explained, a bitter edge to his voice.

"Stay away from Elena!" he shouted in reply, eyes darkening.

"Where's your ring?" Cassie asked, distracting him from his anger momentarily.

"Oh yeah, suns coming up in a couple of hours, and poof, ashes to ashes," Damon continued, speaking softly yet menacingly. "Ha, relax,"

Cassie turned to Damon, reaching up to brush along his ear before she tugged it back, ring between her finger. "It's right here." She threw it at him with perfect accuracy, and he plucked it from the air with ease.

He hesitantly slipped it on his finger before looking back up to see Damon right before his face. Before he knew it his face had changed and he had his iron grip around his neck and he was flying back into the fence. He looked up to see them both standing over him, mirth gone from their expressions.

"You should know better than to think you're stronger than us," he growled, glaring daggers at his younger brother. "You lost that fight when you stopped feeding on people." His eyes flashed red and his nostrils flared angrily. "I wouldn't try it again."

"I think we woke Zack up," Cassie interrupted softly, placing a hand on Damon's arm and turning his attention to her as the lights back at the house flicked on.

"Sorry Zack!" he called, not loud enough for his Great nephew to actually hear.

As they turned to walk away Damon threw an arm over Cassie's shoulders and she leaned into him as she giggled. "Wanna go grab a bite to eat?"

"I thought you'd never ask."

And just like that they were gone.

A/N: How was that? Let me know what you think.

Sonny13 xoxoxo

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