My mom is dead, Elena. It hurts so bad I can't breathe. I can't...I can't do worse, okay? I shouldn't have to.

Caroline

You couldn't handle the pain when your brother died so you turned it off. Damon died and you erased all your memories. Stefan moved to Savannah and became an auto mechanic. Do you think that you guys are the only ones who get to escape grief?

Caroline

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.

Liz Forbes was my friend. In her last moments she asked me to pass along a message to her daughter, but I cut her off before she could say too much, told her she could tell Caroline herself. She didn't get that chance. Your mom wanted you to know how proud of you she was, and she should be. You're a beautiful, strong woman, a generous friend, and a bright light in a sea of dark. She said you were extraordinary, and you are, and so was she. Liz was a hero to this town, she was a hero to all of you, and she was a hero to me. Goodbye, Sheriff. You will be missed.

Damon

[to Tyler] I'm sorry about you and Liv. I know you've been going through a lot of crap. But Caroline does not deserve you bringing it here.

Matt

I'm gonna be alright, Mom. I promise. Everything will be fine after today.

Caroline

Alaric: I loved you when you weren't a witch, and I'm pretty sure I will still love you regardless.
Jo: Pretty sure?
Alaric: Yeah, at least 92%.

Look, my life is full of the martyrs who cave to the bad guy, trying to be heroes, and it never ends well. Somebody inevitably gets hurt--or dead--and that somebody could just as easily be you, or Bonnie, regardless of what you do.

Alaric

Damon: No, I'm not done. And I will never be done. I am not a nice person. I should not have to stand in front of the entire town and pretend to be a nice person. This is Liz having a last laugh from the great beyond.
Elena: Hey, you are nice...
Damon...Ish.

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

Hey, Blondie. Today isn't the worst day of your life. Today and tomorrow, it's a cakewalk. There'll be people around you day in and day out like they're afraid to leave you alone. The worst day? That's next week when there's nothing but quiet. Just a heads up.

Damon

The Vampire Diaries Season 6 Episode 15 Quotes

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

Hey, Blondie. Today isn't the worst day of your life. Today and tomorrow, it's a cakewalk. There'll be people around you day in and day out like they're afraid to leave you alone. The worst day? That's next week when there's nothing but quiet. Just a heads up.

Damon