Damon: Go ahead. Let it all out, Bonnie. I’m a vile cheater. I couldn’t even wait a year.
Bonnie: Are you kidding me? The last thing anyone wants to deal with for the next six decades is a cranky, bitter, sexless Damon Salvatore, okay?

You made a wrong turn, brother. This isn’t some hell survivor support group.

Julian: You’ve driven away every soul who has ever cared for you.
Damon: I guess I’ll have to cuddle up next to the fire with all my rage.

What happened to your Hero Hair campaign to protect Mystic Falls?

I have no desire to kill Caroline. I mean, not since the last time I tried. I think we can all agree that was a huge misunderstanding.

Well, it’s not like I was expecting a parade, but where’s my parade?

Damon: You telling me my brother is still stuck in here and you brought me out first?
Bonnie: That didn’t sound like even a glimmer of a thank you…

This PTSD puppet show wouldn’t happen to be, by chance, a ploy to get me to feel remorse for your pointless death, would it? Because it ain’t working, Mama.

Mom, I’m so sorry. I’m so sorry. Give me a chance to make it right. Give me a chance to let you love me. Okay?

Okay, this vervain stings like a bitch and this family drama makes the prospect of Hell look like Disneyland. So, please, one swift stab straight through the heart. Let's get this over with.

I'm only here because Stefan's a mama's boy and I don't want the silent treatment for the next century.

Bastard links his life to my mom's and then engages in a duel. What is this, Hamlet community theatre?

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