One Night, On Valentine's Day.

Author's Note.

The characters do not belong to me the only plot is mine.

Special Notes.

Happy Valentine's Day to all you lovely readers out there. Since I am eternally single for me my readers are my valentine and just for you special people I present you my first ever two shot story. I really hope you enjoy it.

"This is a bad idea." She told herself as she walked towards the hotel bar that was decorated with same heart shape balloons like the rest of the hotel.

Elena Gilbert is not your average single girl who is searching for love especially on Valentine 's Day. In fact, she is one of those girls that lost faith in love and everything related to it a decade ago when she got divorced only after six months of her marriage.

Her sudden divorce shattered her self esteem and for a while, she was just existing aimlessly. She isolated herself completely from everyone, even her family and close friends were unable to bring back that fun, loving, beautiful and smart girl she once was.

It was only four years ago her life gets a little bit better when she befriended her new boss Rebekah Mikaelson.

Elena still couldn't understand why they are friends? Because her personality is totally opposite from her friend who has the power to make people gravitate around her, but then again not only she looked like a runway model but also has a most charming personality that makes everyone fawn over her.

"You can do a lot better than being friends with dull boring Elena." She told her one evening when Rebekah dragged her to the party.

"You don't give yourself much credit Gilbert. Maybe you need to get laid to change your dour personality."

Hence began Rebekah nonstop attempts to hook her up with one guy or another but Elena turned everyone down because after Liam, her Ex-husband who breaks her heart for another woman, she starts distrusting man species.

She was so bitter that even thought of being with man creeps her out.

She found the alternative solution of her loneliness in fictional men who are brave and kind, loyal romantic and passionate. She knew it was insane but in her mind, she can fantasies them as much she wants and since they are not real they won't break her heart.

Rebekah thought she was crazy to refuse a real experience over her imaginary world but this was something Elena wouldn't budge on.

"At least do something productive with this imaginary shit! Your fantasy men are so hot and passionate so why don't you write about them?"

Elena has to admit that this idea changes her life because now she is a successful author of four bestseller novels.

She was surprised how many girls like her were out there and for once she was glad to bring happiness in their lives through her books.

Still, there was a low moment of her life when fantasy was not enough. There were times when she craves a romantic relationship.

Someone kind and gentle who can make her feel special. Who can hold her in his arms and make her feel wanted in those lonely hours?

But whenever she found the courage to date again her old doubt's return with full force and once again she stepped away from her desires and went back to the same pattern of her life.

This year she was extra depressed because it marks not only one decade of her failed marriage but also a dry spell she has been in for the last ten years.

"That's it! No friend of mine can live without sex for a decade! I wish I could find your Ex and castrated him to destroy such a beautiful young girl like you."

"Its Thirty-three years old woman you are feeling sorry for." Elena slurred as she finished another bottle of red wine.

"I just wish I haven't gotten married at such a young age! I thought Liam was my perfect life partner but he perfectly destroyed my heart that now I doubt anyone can ever repair it."

Elena then burst into tears while Rebekah did her best to comfort her depressed friend.

"You know what? If you can't do relationship then at least find someone to hook up with you?"

But this brings more tears into her eyes as she finally confesses something that she would never admit to herself in her sober mind. "I don't know the first thing to seduce a guy! Even thought of conversing with any guy makes me self conscious."

Rebekah was ready to pull her hair in frustration and once again curse her friend's Ex who is the reason she would never find the courage to approach another man.

If only there is a way for Elena to interact with a man both physically and emotionally without having any expectations to bring back her old doubts.

For weeks she rattles her brain and even though Elena assure her she was fine, Rebekah won't give up.

She thought hard until finally one day just a few days before Valentine's Day she came up with a brilliant solution to help her out.

"Male Escort Services?! Are you insane!" Elena screams in disgust as Rebekah's hand her a card. "Yes and before you get all angry bird on me, just hear me out."

Elena almost told her no but she gave her a pleading look which makes her gave in. "Okay fine! But my answer is no."

Rebekah rolled her eyes before gently placing her hand on Elena's shoulder.

"You said yourself that it's difficult for you to approach a guy?" She waited for her to acknowledge this problem and when she sadly nods her head she continues. "That's why if you spend one night with male escort then you won't expect anything from that encounter which in return not only gave you chance to get physical pleasure out of it but emotionally unwind you, so next time when you see a guy you really like you will be able to approach him confidently, without any doubts getting in your way."

Elena couldn't help but ponder on her suggestion and the more she thought about it, the more she felt that this can be a solution to solve her problems.

"Okay fine but you will arrange everything. The less I know the better. Just tell me time and place."

Which brings her to this very day that also happens to be Valentine's Day.

She was nervous but hopeful that this One Night, on Valentine's Day will break her inner barrier and maybe she can find her lost confidence again.

With that resolution, she confidently waited for that man.

According to Rebekah he will be dressed in black and approach her with a single red rose.

Looking around she can see many girls in traditional red attire and that's why she specifically chose to wear a short black dress that not only makes her stood out from rest of the crowd but also make it easy for that guy to recognize her.

It was her second cocktail as her eyes search for this guy but so far no one approach her yet. She was itching to call this thing off but since Rebekah knew her so well, she knew that her call will go straight to her voicemail.

Looking around once last time she finished her glass as she starting to feel pathetic. 'This really shows how desperate loser you truly are.' Her inner voice taunts her.

Giving up she was about to leave when a red rose appears in front of her. "Sorry to keep you waiting."

She twirls around on her stool and comes face to face with the most handsome guy who has smouldering blue eyes that were staring deeply at her. "Happy Valentine 's Day. I hope you gave me pleasure to spend this time with you?"

Elena, who was still staring at this guy with wonder could barely manage to nod her head.

Grabbing her wrists he asks her. "Can I ask pretty lady name?"

'Is he real? Or the product of my active imagination?' Elena thought to herself but since she can feel his warm hands she felt sane enough to answer.

"Elena, my name is Elena."

"Its pleasure to meet you, Elena." He then kissed her palm but somehow that kiss went straight to her core. He then lifts his face and gave her a flirty smile as he said. "My name is Damon, Damon Salvatore."

And for the first time Elena was sure about something that no matter what transpired between them today, but from now on this name and guy will be the star of her new fantasies.

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Author's Notes.

Here you go, the first chapter of this two-shot. The second half of this story will be updated within the day so send me as many reviews to motivate me to write more and fast.