Dear Diary,

After sleeping with Matt, I don't know how much more I could fuck up. It's going to get worse now, considering that I have to go on vacation with Damon. God help me.

Earlier that day…

Elena returned to her room to find Bonnie and Caroline talking on the bed. They both looked up at her, "So where were you last night?" Caroline asked, wiggling her eyebrows. Elena shrugged as she looked at herself in the mirror, "I passed out on the beach after too many drinks." "Liar." Bonnie said. "You have horrible sex hair right now; do you honestly think we're that stupid?" Caroline asked and then continued after a moment, "Now spill, who did you have hot crazy sex on the beach with?" Elena took a deep breath, hoping that they would believe this lie, "The bartender."

Caroline grinned, "The one with the wavy blonde hair and the total surfer look." Elena rolled her eyes, "Yeah, that's him." Elena ignored the snickering between Caroline and Bonnie as she mumbled, "I'm going to go get a shower." After she finished scrubbing off last night's mistakes and practically pouring peroxide down her throat to get rid of the taste of tequila, she headed back into the bedroom to find a note taped to the vanity mirror over the dresser. It read, 'Went to breakfast downstairs, see you there. Xoxo, Caroline and Bonnie.' Elena rolled her eyes before getting dressed in a purple sundress and silver sparkled flip flops.

She grabbed her keys and bag before shutting the door on her way out. She stopped at the gift store and bought a bottle of Advil. She knew Matt would be there and she was hoping that he wouldn't remember. As she stepped into the dining room of the hotel, she heard Caroline call her name. It took only seconds before she was sitting down at the table gulping water and popping two Advil. "Good morning Elena." Matt said as Elena attempted to avoid his eyes as she nearly choked on her water, "Good morning." Caroline could sense the tension, "What's with you two?" Matt looked at Elena, hoping that there was an explanation for last night, because it was the best night of his life.

But his face fell as did his heart as Elena said, "Nothing, I'm just tired." Elena noticed the look on Matt's face when she denied that there was anything between them, just a huge mistake. She looked around the table at everyone and said, "I'm going to go home, Alaric called and he needs my help." "Do you need a ride home?" Bonnie asked, hoping Elena would say no so she could spend more time with Jeremy. Elena shook her head, "No, I'll take the speed line home and Ric will pick me up. You guys deserve a vacation, stay, I'll be fine." Caroline was looking at her skeptically, not completely buying what she was saying. She expected it to be an excuse to go home and make a fool of herself at the boarding house, but then she saw the pleading look in Elena's eyes and all the suspicion subsided. If Elena wanted to leave, fine. Caroline nodded, "When are you leaving?"

"As soon as possible. Don't want to get stuck on the speed line at night, remember last time?" Caroline grinned, the last time they were on the speed line she was still a human and very much a bitch, Elena still had parents, and Bonnie had no clue she was a witch, which meant she didn't have a stick a mile up her ass. They were hit on by these sleazy guys until this one guy, who now come to think of it, looked a lot like Damon, told them to back off before he rearranged their faces. Ahh memories, things were so simple back then. "Yeah I remember." Caroline said as she stood and hugged Elena goodbye. After everyone was done hugging her, Elena embraced her brother. "Are you sure you're ok by yourself?" Jeremy asked, classic brother mode kicking in. "I'll be fine." Elena reassured him. She then walked out of the dining hall to bump into Damon right in the doorway, a glass of bourbon in his hand, and it was only 10am.

"Damon what are you doing?" pointing to the glass. "Anytime is bourbon time. The real question is what's the rush? I said we were leaving tonight, eager are we?" he was sporting his cocky grin that made Elena melt as she rolled her eyes, "No, I just can't bear to be under Matt's stare for the rest of the day. Can we leave earlier?" Damon grinned, "For you, anything." "Great, I'll just go get my stuff." He nodded, "I'll meet you in the parking garage." She nodded before walking towards the elevators.

Damon knew by the end of their little vacation, she would be his. No matter what he had to do, even if he had to get a 'hero do' of his own, ok maybe not that far…