Season 3 episode 22- The Departed
Elena: "I know Bonnie. You're right. You and my mom both are, I just can't bring myself to tell him. At least not tonight. I'm gonna call you later."
Elena: "Um." (looks back) "No, I, I'm Elena."
Damon: "Oh, you. you just look. I'm sorry, you just really remind me of someone...I'm Damon."
Elena: "Not to be rude or anything Damon, but it's kinda creepy that you're out here in the middle of nowhere."
Damon: "You're one to talk. You're out here all by yourself."
Elena: "It's Mystic Falls, nothing bad ever happens here. Got into a fight with my boyfriend."
Damon: "About what? May I ask?"
Elena: "Life, future. He's got it all mapped out."
Damon: "You don't want it?"
Elena: "I don't know what I want."
Damon: "Well, that's not true. You want what everybody wants."
Elena: "What? A mysterious stranger who has all the answers?"
Damon: "hmh. Well Let's just say I've been around a long time. I've learned a few things."
Elena: "So, Damon. Tell me. What is it that I want?"
Damon: "You want a love that consumes you. You want passion, and Adventure, and even a little danger."
Elena: "So, what do you want?" (car honks) "It's my parents."
Damon: "I want you to get everything you're looking for. But right now I want you to forget that this happened. Can't have people knowing i'm in town yet....Goodnight Elena."
Season 3 episode 9- Homecoming Damon: "In the back. Harsh!"
Elena: "It had to be done. Rebekah was never gonna be completely on our side."
Damon: "Hey, I'm not judging you. Its very....Katherine of you."
Elena: "Not the way to make me feel better about myself Damon."
Damon: "It was a compliment. Sort of."
Elena: "Stefan is right. Someones gonna let their humanity get in the way, and screw this whole thing up. It's probably gonna be me."
Damon: "Elena, you just daggered somebody. you're gonna be fine."
Elena: "Yeah but I feel bad about it. I care too much, that's the problem Damon. I'm the weak link."
Damon: "If it makes you feel any better she's not really dead."
Elena: "Do you trust him? Mikael?"
Elena: "What about Stefan?"
Damon: "Nope. Not as long as he's under Klaus' control."
Elena: "Then we need a better plan."
Damon: "I know what to do. You're just not gonna like it."
Elena: "Why not?"
Damon: "Because when this all goes down, I don't want you having any part of it."
Elena: "What does that mean?"
Damon: "Do you trust me?"
Damon: "Then you have nothing to worry about."
Season 3 episode 9- Homecoming Elena: "How did this happen?"
Damon: "We thought of everything, Elena! Klaus having hybrids, Mikael turning on us, we brought in Katherine so you weren't in danger! ANYTHING THAT COULD HAVE GONE WRONG WE WERE PREPARED!"
Elena: "I don't understand, Stefan wanted Klaus dead, more than anything. that's what we were counting on."
Damon: "We blew it."
Elena: "Where's Katherine?"
Damon: "She ran for the hills like usual! The minute things got bad! And who blames her? Klaus would've crushed her. I had him Elena, I had Klaus! THIS COULD HAVE ALL BEEN OVER!"
(throws a cup of glass into the fire)
Elena: "Hey! Damon hey, hey, listen to me. We'll survive this. We always survive...........Trust me."
Damon: "You're never getting Stefan back. You know that, don't you?"
Elena: "Then we'll let him go. Okay? We'll have to let him go."
(Damon's phone rings)
Damon: "Not interested in a play by play of our failure right now, Katherine."
Katherine: "I'm just calling to say goodbye. I don't know what to tell you. You had a good plan Damon. And that hybrid's coming for me."
Damon: "That's not very comforting at the moment. You're going back into hiding?"
Katherine: "At least my life's not boring. Goodbye Damon."
Damon: "Take care of yourself Katherine."
Season 3 episode 8- Ordinary People (Elena and Damon part only)
Elena: "Shut up, i'm new at this."
Damon: "Ghost of Christmas past, Mason Lockwood, lead us to a cave, lead us to a weapon to kill Klaus."
Elena: "Yeah, but doesn't Mikael have a weapon?"
Damon: "Yes, which probably means the wall will lead us to Mikael, who we've already found, and lost. Bang, You're dead."
Elena: "ugh, Damon, seriously?"
Damon: "We got Mikael."
Elena: "What? How?"
Damon: "No idea, I guess Katherine came through. The plan's in motion. See, I told you I had it. Go ahead, kick, yell, scream, i'm sure you've been planning your rant all day."
Elena: "I'm not gonna yell at you."
Damon: "Why not? I went behind your back, freed Stefan. And you know what, it backfired, He's an even bigger dick then ever, just now, he's a dick that's on our side."
Elena: "I'm not mad, i'm tired, I just, I wanna go to bed."
Damon: "You know I think Mikael's weapon's a stake, because he mentioned something about it."
Elena: "Well then, they must have carved it from the white oak tree before they burned it down."
Damon: "So I was right......After all that, the wall led us to Mikael."
Elena: "It led us to more than just that, I think I got Rebekah on our side too."
Damon: "Really? What'd you learn from her?"
Elena: "I learned that she's just a girl, that, she lost her mom too young, and she loves blindly and recklessly, even if it consumes her......................When all is said and done, there's nothing more important than the bond of family."
Damon: "Yeah, you should tell that to my brother."
Elena: "I'm not mad at you for letting him out Damon." (turns off lamp) "I think that you're gonna be the one to save him from himself....It won't be because he loves me, it'll be because he loves you..............Can I tell you the rest tomorrow?"
Season 3 episode 1- The Birthday Elena: "Don't worry I'm not gonna lose it. At least not before the cake."
Damon: "Its your party, you can cry if you want to. Ah, Stefan, such a pack rat. I got you something. I know I promised not to buy you anything so don't worry I didn't pay for it."
Elena: "You stole it?"
Damon: "No. found it."
Elena: "My necklace. I thought I'd never see it again."
Damon: "Alaric found it in his loft, figured you'd be happy to get it back."
Elena: "I am happy. Thank you."
Damon: "Your welcome."
Elena: "Can you?"
Damon: "Absolutely.........Shall we?"
23. Season 2 episode 3- Bad Moon Rising Damon: "Pull it out. I can't reach it Elena, just pull the damn thing out; it hurts." (Elena pulls it out) "oooooh ah oooah. That bitch is dead."
Elena: "Uh, your not gonna kill her."
Damon: "Watch me."
Elena: "You touch her and I swear I will never speak to you again."
Damon: "What makes you think that has any power over me? Cause I took an arrow in the back for you? You are severely over estimating yourself."
Elena: "Right, I forgot I was speaking to a psychotic mind who snaps and kills people impulsively; fine, go ahead. Do whatever you want."
Damon: "You're trying to manipulate me."
Elena: "If by manipulate you mean tell the truth, okay; guilty.....Okay."
Elena: "I'm Elena Gilbert, Isobel's Daughter and a descendant of Katherine Pierce, and This is Damon Salvatore, who you just shot."
Damon: "I'd be extra nice to me right now."
22. Season 1 episode 8- Rose Damon: "Cute Pj's."
Elena: "I'm tired Damon."
Damon: "Brought you this."
Elena: "I thought that was gone. Thank you. Please give it back."
Damon: "I just have to say something."
Elena: "Why do you have to say it with my necklace?"
Damon: "Because what i'm about to say is probably the most selfish thing I've ever said in my life."
Elena: "Damon don't go there."
Damon: "I just need to say it once. you just need to hear it.
"I Love you, Elena"
"And it's because I love you Elena. and its because I love you that, I can't be selfish with you. Why you can't know this. I don't deserve you...But my brother does." (Kisses her on the forehead) "God, I wish you didn't have to forget this......But you do."
18. Season 2 episode 22- The Last Day Damon: "this is even more pitiful than I thought."
Elena: " There's still hope."
Damon: "I've made a lot of choices that have gotten me here. I deserve this. I deserve to die."
Elena: "No........you don't."
Damon: "I do Elena, it's okay.....cause if Id've chosen differently, I wouldn't have met you. I'm so sorry. I've done so many things to hurt you."
Elena: "It's okay. I forgive you."
Damon: "I know you love Stefan. And it will always be Stefan.......But I love you. You should know that."
Elena: "I do."
Damon: "You should've met me in 1864.......You would've liked me."
Elena: "I like you now. Just the way you are."
(Elena kisses Damon)
Damon: "Thank you."
Elena: "Your welcome."
(Katherine comes in)
Katherine: "Well it's me you should be thanking. I mean, I'm the one who brought the cure.......I thought you were dead."
Elena: "I was."
Damon: "You got free."
Katherine: "Yup. Finally."
Damon: "And you still came here."
Katherine: "I owed you one."
Elena: "Where's Stefan?"
Katherine: "Are you sure you care?"
Elena: "Where is he?"
Katherine: "He's paying for this. He gave himself over to Klaus. I wouldn't expect him anytime soon."
Elena: "What do you mean 'he gave himself over'?"
Katherine: "He just, sacrificed everything to save his brother. Including you. Its a good thing you have Damon to keep you company. Goodbye Elena.......Oh, its okay to love them both. I did."
4. Season 2 episode 3- Bad Moon Rising Damon: "I got lucky with the ring. I don't know what would have happened if he wasn't wearing it..........Elena, I'm sorry."
Elena: "Thank you for being honest with me. And the answer to your question, about our friendship......is yes........you have lost me forever.
Damon: "But you knew that already didn't you? You used me today."
Elena: "You had information about Katherine that I needed to know-"
Damon: "I thought friends don't manipulate friends.............You and Katherine have a lot more in common than just your looks."