Elena POV

Damon's private jet was all ready to go, I made sure before I boarded my own plane. I wish I could fly first class but economy class is what I have to take right now. We were ready to take off when a flight attendant spoke, 'Miss Gillbert?' I looked up before replying, 'that's me, is everything alright?'

'You have boarded the wrong plane. Come with me I will take you to the right jet.' She said with a fake smile.

'But I'm sure this is the right plane... Im travelling to Florence.' I replied.

'Your ticket has been changed and you are to be flying in a different plane. Your baggage is being transported too.' I stared at her wide eyed before following her. Who would have changed my ticket, who was allowed to do that? We arrived at the plane, I scanned my eyes across it and spotted small writing that read 'Salvatore'. Damon. Of course. He is making me fly with him in his private jet. We boarded the plane and I looked around. Letting my eyes take in my luxurious surroundings, there was two sofas on either side of the cabin, a bar in the corner and a massive tv in the other.

'You like it?' Damon's low voice asked from behind.

'It's gorgeous, but why did you change my ticket? It must've cost a fortune.' I said back.

'Does it really matter? You weren't about to fly 15 hours in uncomfortable economy class, with crying kids.' He said softly. Flashing me a smile.

' it's something you should get used to, crying children, stinky diapers.' I said sarcastically, before chuckling. Damon's smile disappeared.

'I'm sorry, did I say something?'

'No, no. Sit down, get comfortable.' He smiled a crooked smile.

The flight passed quickly without any problems. I got some extra work done and spent some time getting to know Damon. He seems like a very down to earth person. His fame hasn't gotten to his head. He did seem kind of down though, but I wasn't about to start asking.

It was another 2 hour drive to get to the house from the airport. The mansion was located right by a lake. It looked like a small castle, it was beautiful.

'It was built in the 19th century by my ancestors, who were a part of the founding families. I think one of my great grandfathers was the mayor at some point. Hence the big house. Me and Stefan used to vacation here all the time with my parents when we were smaller.' He spoke so proudly about his family.

'My family is a founding family in Mystic Falls. My great uncle apparently played a great part in getting rid of the 'vampires' in town. Or so the legends say.' I said with a laugh. We just walked inside, it was even more magical. It was a mix of Italian antiques and a bit if a modern feel. My room was on the first floor, just like the rest of the guest rooms, whereas Damon took the top floor.

The room held a queen size bed in the middle, a big painting framing the beautiful lake outside and a gold chandelier hung from the ceiling. I unpacked and spent the rest of the day talking with my family.

Later that night I had a hard time falling asleep, I made my way to the kitchen in search of some water. But on the way I saw the light in the living room was still on.

Damon sat in a big armchair, in front of an empty bottle of bourbon. His hair was disheveled due to him running his hand through it continuously. His eyes staring out the big french doors that led to the garden.

'Can't sleep?' He asked, acknowledging my presence.

'No, I always have a hard time adjusting to new places. What about you?' I asked curiously, what could make him stay up so late.

'Thinking, how my life got so shitty in a couple of days.' He said sadly.

'You don't have to tell me anything, but if you want to talk I'm right here.' I said with a small smile.

'You're a great person, Lena. You are beautiful, honest.. Not like that bitch Katherine..' I couldn't help but blush at his words. He was a flattering man, no one could resist his blue eyes and raven black hair.

'Is everything alright?' I asked timidly.

'Peachy. My girlfriend cheated on me. Got knocked up. Then decided to make me feel obligated to raise her kid like my own.' He said looking into my eyes.

'But you don't want to?' I asked.

'No way. She ruined us, she can deal with the consequences herself. How about you, how have you been doing?' I never expected Katherine to cheat, not on a man like Damon. He was perfection, they were perfection.

'Well I broke up with my 5 year boyfriend, however it was nothing compared to what you have been through lately.' I said reflecting on Matt appearing at my house the other night.

'I'm sorry to hear that.' He replied.

'We haven't been close for a while, it was kind if expected. Anyway, we should get off that topic, it's too dulling. I want to direct in the future, Tell me something about what it's like to direct a movie.' I replied before moving to sit next to him on the couch. We continued our discussion until we were too tired to speak. I woke up the next morning in my bed, tucked in warmly, a breakfast waiting for me on the bedside table. It was joined by a note written in a elegant script, that said, 'Thank You Lena, you made me forget about all the bad things that happened recently, even if it was just for a while.'

Damon PO

She looked so innocent when she found me in the living room last night. Her brown locks fell lightly against her shoulders. She was wearing a pair of worn out shorts and an old t-shirt. She looked normal, not like Katherine who can't stand to wear anything that isn't Gucci or Chanel she looked beautiful without any makeup. To top it all off she was the only thing that kept me from thinking about that one question, who did Katherine cheat on me with. That's why I couldn't help but make her breakfast the next morning. I never fell back asleep after I carried her to bed that night.

A/N- Damon is really struggling while Elena seems to have moved on, will that turn out to be the perfect antidote for Damon's heartbreak? We finally are starting to have some Delena goodness! Also, Damon is starting to really see Elena as someone more than his personal assistant!