Katherine will only rip your heart out. Let me do it for her.

I look at you and I see myself. A less dashing, less intelligent version.

Mason Lockwood? Werewolf thing aside, the guy's a surfer.

I was afraid you were gonna be some beast master with no affinity for pain.

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.

Vampire Diaries Quotes

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

Damon: My new girlfriend. Andie Starr. Action News.
Alaric: It's not called Action News.
Damon: I know. I like just saying it.