Damon: If Stefan says he's got it, he's got it.
Bonnie: Do you really believe that or is that just some excuse to continue your slow crawl towards rock bottom?
Damon: Do you know how many days need to tick by before I see Elena again? Twenty-two thousand, nine hundred and sixty one days, and that's if you get some old person's disease. I have not even begun to approach rock bottom.

Stefan hangs up his hero hair for the girl. And here I thought my future was bleak.

Damon

Bonnie: Do you have any idea how long three seconds are in a life or death situation?
Damon: In the first second, I thought how amazing it would feel to have Elena in my arms again. By second number two, I had kissed her. And by the third, I remembered you're my best friend and that if anything ever happened to you, I would lose my mind. So yes, Bonnie, I do know how long three seconds are.
Bonnie: Just checking...
Damon: I will wait for her. And you're going to help me. You're stuck with me too.

Pick a side, Enzo. Us or them.

Caroline

Elena: I love you, Damon Salvatore.
Damon: I love you too.

[to Caroline] Yesterday you told me that you made a list of all the ways that loving me has ruined your life, and I get it. I haven't made it easy on you, but I made a list too. Of all the ways that loving you has changed mine. You were by my side when I needed a friend. You made me laugh, you made me dance. You told me that I would find love again, and I understand if you need time to heal and to live your life without me. I understand if I have to wait for you. And I will. I'll wait. And when you're ready for me, I will be ready for you.

Stefan

Damon: Things are going to be awfully dull around here without you.
Elena: No they're not, Damon, because you're not going to sit around waiting for me.

Damon: You could've just told me what to do.
Elena: I knew what you were going to do.
Damon: You knew that the evil, selfish Damon Salvatore would give up the love of his life to save her best friend.
Elena: I knew that the love of my life would stand by his best friend even if it meant having to live without me for a little while.

Elena: Thank you for bumping into me that day in the hallway. I never thought I would ever be happy again and then I met you. You quite literally saved my life. I love you so much, which is why I can't wait to find out what new life you've chosen for yourself in sixty or seventy years, whenever I see you again.
Stefan: I can guarantee you it won't be high school.
Elena: Just be happy. I'll see you soon.

Elena: That's my hope for you, Matt. In our crazy lives together, you've always stayed the same. Human, loyal, and good. My hope is that you spend the rest of your life fighting for people like you.
Matt: You know there's a good chance I'll never see you again...
Elena: Matt, look at everything we've survived. I like our odds.

Bonnie Bennett. You have spent your entire life making sacrifices for me. Now it's my turn to do it for you.

Elena

[to Bonnie] We'll both get everything that we want. We just can't have it at the same time.

Elena

Vampire Diaries Quotes

Oooh, you know I don't know. Every time we try and go on a date you get kidnapped, I get sent to a prison world, or your feelings get compelled away...

Damon

Damon: My new girlfriend. Andie Starr. Action News.
Alaric: It's not called Action News.
Damon: I know. I like just saying it.