Damon: So Saint Caroline keeps her halo even with no humanity.
Stefan: Yeah, until she snaps and strangles somebody with it.

Elena, I shut off my humanity. I didn't turn into an idiot. The last thing I want to do is give you a reason to ruin my life.

Caroline

Coming back to life is complicated. Trust me, I've done it before.

Bonnie

[to Damon] Congratulations! Everything you know about your mom is wrong.

Kai

Liam: Caroline Forbes, the girl from the swimming hole.
Caroline: Liam! The boy I forgot existed!

My mom is dead, Elena. It hurts so bad I can't breathe. I can't...I can't do worse, okay? I shouldn't have to.

Caroline

You couldn't handle the pain when your brother died so you turned it off. Damon died and you erased all your memories. Stefan moved to Savannah and became an auto mechanic. Do you think that you guys are the only ones who get to escape grief?

Caroline

Stefan: I think you were wrong about Caroline. I realize that I may not be able to explain what I feel for her, but it is something, and yeah, maybe all love isn't true love in the messed up way that you and I have experienced it, but I think this could turn into something even better.
Damon: Well then, brother, stop wasting your time sitting here with me.

Liz Forbes was my friend. In her last moments she asked me to pass along a message to her daughter, but I cut her off before she could say too much, told her she could tell Caroline herself. She didn't get that chance. Your mom wanted you to know how proud of you she was, and she should be. You're a beautiful, strong woman, a generous friend, and a bright light in a sea of dark. She said you were extraordinary, and you are, and so was she. Liz was a hero to this town, she was a hero to all of you, and she was a hero to me. Goodbye, Sheriff. You will be missed.

Damon

[to Tyler] I'm sorry about you and Liv. I know you've been going through a lot of crap. But Caroline does not deserve you bringing it here.

Matt

I'm gonna be alright, Mom. I promise. Everything will be fine after today.

Caroline

Alaric: I loved you when you weren't a witch, and I'm pretty sure I will still love you regardless.
Jo: Pretty sure?
Alaric: Yeah, at least 92%.

Vampire Diaries Quotes

You want a love that consumes you. You want passion and adventure, and even a little danger... I want you to get everything you're looking for. But for right now, I want you to forget that this happened. Can't have people knowing I'm in town yet. Goodnight, Elena.

Damon

Dear Elena, yes you heard that correctly. Hell has frozen over. I'm writing it all down. Granted, I'm half a bottle in thanks to my 1950 Chateau Cheval Blanc, a bottle I waited 65 years to open. I used to spend nights sitting in my wine cellar convincing myself I could hear it age, tannins growing, fermenting, but appreciating its beauty didn't make time go by any faster. The bottle just laid there on its shelf, torturing me while I waited for Katherine and time stood still. Eventually I convinced myself that no sip of that wine could ever taste as good as I dreamt it would. And that is the story of why I drink bourbon. I don't know who I am without you, but I know that as long as I'm with you, time will stand still. So who is Damon Salvatore without Elena Gilbert? A selfish friend, a jealous brother, a horrible son? Or maybe with a little luck, I'll do right by you. Because you may be a thousand miles away or a hundred years away, but you're still here with me and my heart is right there in that coffin with you. Until you come back to me.

Damon