Your search for life's purpose is as obvious as it is tragic.

Liz: My daughter is gone.
Damon: You have no idea how wrong you are about that.

You're my friend.

Damon: I don't peace.
Stefan: Oh. Consider it opposite day.

I tried to kill a werewolf, I failed. Now I feel like I'm not living up to the version of my best self.

Katherine: Bad day.
Damon: Bad century.

Damon: I always pegged you for a lone wolf.
Mason: I'm sure I wasn't half the lady killer you were.

Mason: I've heard a lot of great things about you.
Damon: Really? That's weird because I'm a dick.

You and Katherine have a lot more in Katherine than just your looks.

I chipped a little bit off your wall of hatred.

You hated me before and we became friends. It would suck if that was gone forever.

Elena: This is Damon Salvatore, who you just show.
Damon: I'd be extra nice to me right now.

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

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

Enzo