Dear Diary,

Never in my life would I have thought that I would be sitting on an airplane with Damon. He isn't the worst company, I'll admit that. He won't tell me where we're going, but I'm sure it's a big deal considering that it's Damon and he makes a big deal out of everything, not that I'm complaining.

Earlier that day…

Elena grabbed her stuff from the hotel room and returned to the elevator, pressing the button with the arrow pointing downwards. She was about to enter the elevator when she felt a grip on her arm as she was pulled backwards and pressed into the wall. Elena looked up into Matt's blue eyes, "What are you doing?" She asked. Matt's eyes roamed her body, "I will not forget last night if it kills me. Elena, last night was the best night of my life and I know there's something between us, you can't deny that." "Matt, there isn't anything between us. I don't know how many times I will have to tell you that. We were both drunk last night and it was a mistake what happened. We were never supposed to go that far."

Matt closed his eyes, biting back the threatening tears, "Don't tell me that we weren't supposed to go that far, you kissed me Elena! What happened after that, I will never regret, ever! You can try to forget, but I won't, I don't want to!" Elena knew what she said next would tear him apart, but if she didn't say it he would never stop fighting for her. "I kissed you out of jealousy! Damon was kissing a girl in the sand and you just so happened to be there! I would've done it with anybody." Tears were streaming down both of their faces now as Matt slammed his fist into the wall right beside her head. Elena was scared, scared of what he could do. "Damon?! Are you fucking serious?! Damon is the biggest dick I have ever met and you want to be with that?! Sorry I got in the way I guess." "Matt don't do this, please. What is so fucking special about me anyways?! I'm just a girl! An ordinary, plain girl!"

Matt had begun to walk away at this point, when he spun around, "You are not ordinary or plain! You're so much more, beautiful, smart, brave, selfless, but hey why should I have to explain myself?! You have Damon to tell you why you're so fucking desirable! But don't forget this Elena, I'll never stop trying! Never!" then he was gone as Elena slid down the wall, raking her hands through her hair. She was completely and utterly shocked by Matt's outburst.

Damon had heard everything from the parking garage as he headed upstairs to see if she was alright. He found her sitting on the old carpet next to the elevators, "Elena, are you ok?" Elena stood shakily, "I'm fine, fucking peachy." She seethed. Damon looked at her worriedly, "Are you sure?" Elena smudged her eye makeup as she stumbled over to him, "Yeah, let's just get out of here." Damon nodded his head as he led the way to his car.

The whole ride to the airport, Elena stared out the window as Damon stared at the road, not one of them speaking a word to each other. Damon had driven them to the Miami airport, in hopes of a few words escaping her cold, hard lips, even if they were words of interrogation.

He made sure to park in the far corner where it would stay until they returned. He went to help her out of the car, but she shrugged him off as her sandals hit the pavement of the dim parking garage. "What are we doing here Damon?" Elena asked with a sigh. He smiled, "Why we're going on vacation." She grumbled at his lack of detail as to where they were going. Damon lifted the trunk as he pulled out their luggage and headed off to the elevator, Elena in tow.

He took a quick turn as they reached the main floor. Elena's eyes grew in size as she noticed the private jet before her. She watched as Damon carried their bags up and into the jet, before poking his head back out, "You coming?" he asked. Elena nodded as she entered the plane, "Is this yours?" She asked in astonishment. He sat down in a leather seat, "It's nothing really." Elena looked around the small cabin, at the queen sized mattress, small table, and television. "You could live in here." She breathed. "Glad you like it." She rolled her eyes as she hesitantly sat down beside him, "How long are we going to be on here?"

He shrugged, "A day at the most." Elena nodded her head as Damon called for the flight attendant, "Bring us a bottle of Vodka and two shot glasses please." The pretty blonde nodded before disappearing behind the curtain. She returned moments later with the requested items. "Thank-you." Damon replied, slipping a $20 into her apron pocket and winking at her. Elena rolled her eyes, the little green monster poking out its little head. Then she looked to the alcohol, "What are you doing?" "We're going to play a game." She looked to the shot glasses as her eyes bugged out, "Oh no." "Fine, I'll just be over here." She ground her teeth together, what was she about to get herself into? "Fine." She said with an exasperated sigh, standing and going over to the little bar where Damon stood. "What's the game?" He smiled smugly, "Never have I ever." She placed a hand on her hip, "And what makes you think you're going to win?" Damon shrugged, "I don't." She looked at him suspiciously and held out her glass only for him to fill it without their eye contact breaking. "Ladies first." Damon spoke, sitting down on a bar stool. "Shoot." Elena thought for a moment, twisting her lips in an angle. "Never have I ever fucked on the first date." Damon shrugged, threw back his shot and filled the glass, "If you're gonna play it that way." He grinned, "Never have I ever slept with someone and regretted it afterwards." Elena's eyes turned into slits, gulping down her shot and waiting for Damon to refill it. "Who was it?" "None of your business." He chuckled as Elena spoke, "Never have I ever backstabbed my own brother." Damon growled, throwing back the vodka and swallowing with a satisfied hiss.

The game continued on for an hour, both of them beginning to slide off their stool. "Never have I ever wanted to steal my brother's girl." Damon shook his head, "You know what Elena? You win." He stood, taking his last shot before looking at her once more, "Goodnight Elena." Elena watched as he disappeared behind a curtain, leaving her alone. She gulped down her shot and returned to the chair she was sitting in earlier before falling asleep in a drunken daze.

Let me know if you liked this chapter by reviewing. Thanks for reading and stay tuned for more.

Stay Beautiful,

Xoxo-Marissa