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 | Season 3 / Episode 3: - The End of the Affair Damon Salvatore: I'm shocked! Stefan's not a virgin? |
| Season 3 / Episode 3: - The End of the Affair Elena Gilbert: Where were you in the 1920's? Paving the way for women's liberation? Damon Salvatore: I was around. Chicago's a big city. Stefan was a cocky ripper douche. But i could avoid him and still indulge in a few Daisy Buchanan's of my own. Elena Gilbert: Ugh. Where are you going? Damon Salvatore: His old stomping ground. Elena Gilbert: I'm coming with you! Damon Salvatore: No. You stay here and whip an actual plan. I'll come back when I find him. |
 | Season 3 / Episode 2: - The Hybrid Elena Gilbert: You've been dodging my calls. Damon Salvatore: Busy day. Dead fake girlfriend and all. |
| Season 3 / Episode 2: - The Hybrid Elena Gilbert: Yes, I worry about you, why do you even have to hear me say it? Damon Salvatore: Because when I drag my brother from the edge and deliver him back to you I want you to remember the things you felt while he was gone. Good night Elena. |
 | Season 3 / Episode 1: - The Birthday Alaric Saltzman: I am every parent's worst nightmare. I'm the chaperone teacher from hell. Damon Salvatore: I love high school parties. Alaric Saltzman: Isn't Andie supposed to be coming? Damon Salvatore: 10:00 broadcast. She'll be here in a little bit. [to Elena] Hello, birthday girl. Elena Gilbert: Drink. [takes Damon's glass] Jeremy's smoking again. Damon Salvatore: Is his stash any good? Elena Gilbert: You're an ass. [to Alaric] Talk to him, please. He looks up to you. Damon Salvatore: [to Alaric] You're screwed. |
| Season 3 / Episode 1: - The Birthday Alaric Saltzman: Ohhh... Vampire for sure. Damon Salvatore: It's Stefan for sure. Alaric Saltzman: How do you know? Damon Salvatore: It's his signature. There is a reason they called him the ripper. He feeds so hard he blacks out, rips them apart, but then when he's done, he feels remorse. It's the damnedest thing. He puts the bodies back together. |
| Season 3 / Episode 1: - The Birthday Damon Salvatore: Andie wants me to pick her up. Alaric Saltzman: Your fake, compelled girlfriend wants you to be a chivalrous boyfriend? Damon Salvatore: Well, it's a complicated dynamic. Hold the fort down, will you? Alaric Saltzman: You mean the fort full of my drunk history students? Damon Salvatore: Drink more. It'll feel less weird. |
| Season 3 / Episode 1: - The Birthday Elena Gilbert: All summer, every single time I came to you with a lead, you made me feel like an idiot for having hope. Damon Salvatore: You were an idiot. We both were. Elena Gilbert: Tell me what you know, Damon. Damon Salvatore: I know you need to get back to your party, Elena. Elena Gilbert: We're supposed to be in this together. Why didn't you tell me you've been tracking Klaus' victims? Damon Salvatore: Because they're not Klaus' victims, Elena, they're Stefan's! Elena Gilbert: What? Damon Salvatore: He's left a trail of body parts up and down on the eastern seaboard. Elena Gilbert: No. You're wrong. Damon Salvatore: I've seen it happen before. He's flipped the switch, full blown ripper. Elena Gilbert: Stop it, Damon. Damon Salvatore: No, you stop it, Elena! Stop looking for him. Stop waiting for him to come home. Just stop! Stefan is gone and he's not coming back. Not in your lifetime. |
| Season 3 / Episode 1: - The Birthday Klaus: You're back. Stefan, Salvatore: Did you doubt me? Klaus: Not for a second. I knew you'd pass the test. You still care for your brother, for your old life. Stefan, Salvatore: I don't care about anything anymore. Klaus: You put on a good show, Stefan. I almost believe you. Let's hope, for your brother's sake, he does. You never stop caring about family, do you? But every time you feed, the blood makes it easier to let go. |
 | Season 2 / Episode 22: - As I Lay Dying Damon Salvatore: This is even more pitiful than I thought. Elena Gilbert: There's still hope. Damon Salvatore: I've made a lot of choices that have gotten me here. I deserve this. I deserve to die. Elena Gilbert: [Elena moves to lay by Damon and hold his hand] No. You don't. Damon Salvatore: I do, Elena. It's ok. 'Cause if I'd have chosen differently, I wouldn't have met you. I'm so sorry. I've done so many things to hurt you. Elena Gilbert: It's ok. I forgive you. Damon Salvatore: I know you love Stefan. And it will always be Stefan. [Elena lays down on Damon] But I love you. You should know that. Elena Gilbert: [Crying] I do. Damon Salvatore: You should have met me in 1864. You would have liked me. Elena Gilbert: I like you now. Just the way you are. [She leans in and kisses Damon on the lips] Damon Salvatore: Thank you. Elena Gilbert: You're welcome. |
 | Season 2 / Episode 21: - The Sun Also Rises Klaus: It's time. Elena Gilbert: Go to Hell. |
| Season 2 / Episode 21: - The Sun Also Rises Caroline Forbes: You shouldn't leave again. Tyler Lockwood: You're kidding, right? This is the second time I've tried to kill you. Caroline Forbes: Well, no friendship is perfect. |
| Season 2 / Episode 21: - The Sun Also Rises Matt Donovan: [to Caroline] I get it, this is your life now. But you know what my life is, Car? My life is an absentee mom, and a bunch of bills to pay, and school, and a job, and it sucks sometimes, but it's my life and I think that I just want to live it without all this. |
| Season 2 / Episode 21: - The Sun Also Rises Katherine Pierce: One hundred and forty-five years and no last goodbye? Damon Salvatore: You don't get a goodbye. Katherine Pierce: Don't-don't leave mad. Damon Salvatore: Us ending up on good terms is not exactly on my bucket list, Katherine. Katherine Pierce: Klaus made me call Jenna to lure her out, there was nothing I could do, I didn't have a choice. Damon Salvatore: That's why I gave you the vervain, so you *had* a choice. Katherine Pierce: It was her or me, I chose her. Damon Salvatore: I helped you, you owed me. Now when Klaus dies, you're going to walk out of here without a scratch, and Elena's aunt dies. Sometimes you're the only one that wins, how'd that happen? Katherine Pierce: I didn't let love get in the way. Damon Salvatore: Enjoy eternity alone, Katherine. |
| Season 2 / Episode 21: - The Sun Also Rises Elijah: You're very honorable. Stefan Salvatore: Are you? Because this plan is contingent on your honor, Elijah. |
| Season 2 / Episode 21: - The Sun Also Rises Damon Salvatore: Her soul? Really? You're going to put some faith in some act of God mumbo jumbo? John Gilbert: I refuse to let Elena become the thing I spent my life protecting her against, and you can call that God, or mystical energy, or whatever you want, but yes, I'm putting my faith in it. |
| Season 2 / Episode 21: - The Sun Also Rises John Gilbert: You ruined her life. You know that, right? Damon Salvatore: I know that, John. I took her choices, destroyed her future, I get that. |
| Season 2 / Episode 21: - The Sun Also Rises John Gilbert: [John's final letter to Elena] Elena, it's no easy task being an ordinary parent to an extraordinary child. I've failed in that task, and because of my prejudices, I've failed you. I'm haunted by how things might've played out differently if I'd been more willing to hear your side of things. For me, it's the end. For you, a chance to grow old and someday do better with your own child than I did with mine. It's for that child that I give you my ring. I don't ask for your forgiveness, or for you to forget. I ask only that you believe this; whether you are now reading this as a vampire or as a human, I love you all the same as I've always loved you, and always will. |
 | Season 2 / Episode 20: - The Last Day Damon Salvatore: I can't lose you. |
| Season 2 / Episode 20: - The Last Day Elijah: She'll never forgive you. And 'never' for a vampire... It's a very long time. |
 | Season 2 / Episode 18: - The Last Dance Damon Salvatore: You need to listen to me and prepare for what I'm about to say. Bonnie had to die. Klaus using Alaric's body was a total surprise. She wasn't prepared for that. And he wasn't going to stop and we weren't going to be able to stop him until he knew she was dead. He had to believe it. She cast a spell, Bonnie's okay. |
| Season 2 / Episode 18: - The Last Dance Elena Gilbert: Let's get one thing straight Damon. Bonnie will not die for me, I will not let that happen. Damon Salvatore: We need to kill Klaus, Elena. Real Klaus. Who will probably come pay you a visit soon, now that he knows that Bonnie's dead. She's the only one who can do it. |
| Season 2 / Episode 18: - The Last Dance Damon Salvatore: Let me be clear about something. If it comes down to you and the witch again, I will gladly let Bonnie die. I will always choose you. |
 | Season 2 / Episode 12: - The Descent Damon Salvatore: I'm lost. I have a secret, a big one. But I've never said it out loud. What's the point? It's not gonna change anything. It's not gonna make me good, make me adopt a puppy. I can't be what other people want me to be. What she wants me to be. This is who I am. You are my existential crisis. Do I kill you or do I not kill you? But I have to Jessica, because I'm not human. And I miss it. I miss it more than anything in the world. That is my secret. But there is only so much hurt a man can take. |
 | Season 2 / Episode 10: - The Sacrifice Damon Salvatore: Come on, we're leaving. Elena Gilbert: No. Damon Salvatore: I said we're leaving. Elena Gilbert: I'm not going with you. Damon Salvatore: You do not get to make decisions anymore. Elena Gilbert: When have I ever made a decision? You and Stefan do that for me now. This-this is my decision now. Damon Salvatore: Who's going to save your life while you're out making "decisions"? Elena Gilbert: Damon, you're not listening to me. I don't want to be saved. Not if it means that Klaus is going to kill every single person that I love. Damon Salvatore: Get your ass out the door before I throw you over my shoulder and carry you out myself. [pauses then grabs her arm] Elena Gilbert: [Struggles] No. [Raises fist in attempt to fight him] Damon Salvatore: [Stops punch mid-swing. Leans in as if to kiss her, but instead whispers... ] Don't ever do that again. |
| Season 2 / Episode 10: - The Sacrifice Alaric Saltzman: Well... I'm naked. So I'm gonna go. |
 | Season 2 / Episode 9: - Katerina Rose: Elijah was the Easter Bunny compared to Claus. |
| Season 2 / Episode 9: - Katerina Damon Salvatore: [to Rose] I was shaking. You've made your point. |
| Season 2 / Episode 9: - Katerina Damon Salvatore: [Whispers to Rose about Elena] She's in denial. Stefan Salvatore: Shut up Damon. |
| Season 2 / Episode 9: - Katerina Elena Gilbert: Tell everyone I wasn't feeling well and I went home from school. Caroline Forbes: Can't believe I'm agreeing to this. I'm a terrible liar. Elena Gilbert: I'll keep Stefan busy. I don't want him to know what I'm up to. Caroline Forbes: I'm even worse at duplicity... and you know this. Elena Gilbert: You managed to keep me occupied when Katherine payed Stefan a visit. Caroline Forbes: Yeah... cause she threatened me. Not that I'm saying you should use that a a tactic! |
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