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

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.

Stefan: Look, something happened between Caroline and me.
Damon: Oooh, finally.

Caroline: Why are you here?
Stefan: Because you're my friend. Because I know what it feels like to lose a mother. And because when you told me you hated me, it was pretty much the worst thing I had heard in a long time.
Caroline: I think we both know I never really hated you.

Stefan: So, I realize it doesn't matter.
Caroline: What doesn't matter?
Stefan: It doesn't matter what book your mom reads in her final precious moments. It doesn't matter if it's good or if it's terrible. It doesn't matter because life isn't about your final moments. It's about the moments that led up to them.

Stefan: I'm not big on digging. Callouses.
Caroline: You bury corpses all the time!
Stefan: Yeah, but I don't dig them up.

Caroline: If you can't fix a coffee machine, how are you able to fix people?
Stefan: Sure you don't need some real food? There's probably a machine around here that vends O-positive.

Okay cause that's the first thing I want to see this morning.

Stefan: You're supposed to trust that I'm nothing like Enzo.
Matt: Except that you are.

Just cause I hate you doesn't mean I want you to starve to death.

Caroline [to Stefan]

Elena: Friend code states that in matters such as yours and Caroline's, I must with no exception, take the side of my best friend.
Stefan: Huh.
Elena: Can you two just kiss and make up? It's getting weird.
Stefan: You're just mad nobody knew how to carve the turkey.

Whoop, be careful. You just sounded generally concerned for my brother.

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