Well I'm no doctor, but this guy is screwed.

Damon

Why are we talking about spending spring break anywhere other than this tiny bed.

Liv

Liz: I paid extra for this room to be a single.
Damon: You clearly underestimate the number of women who would die to spend the night with me.
Liz: Well I'm not dead yet.

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

The best revenge is patient, cultivated. Nobody sees it coming until it's too late.

Enzo

I've never felt more alive.

Elena

22 hours and 18 minutes, that's how long supernaturals have been allowed back in Mystic Falls again and I already know someone who's dead because of it.

Matt

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

Stefan [to Jeremy topless]

Caroline: Let me get you another blanket.
Damon: So you can literally smother her?

A friend? Stefan I know all of your friends. Elena. Me. That's it.

Caroline [to Stefan]

You actually think I'd watch this sober?

Alaric

[to Damon] So look, I don't know what we were, or are, or are supposed to be. All I know is I want to see you.

Elena

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