In , Damon tells Elena that everything is back to normal as he is mean and she hates him. She tells him if he keeps pushing people away, he's going to end up alone. Later Elena comes to a new understanding of the path her life has taken: As for Damon, she admitted to Matt that Damon had snuck under her skin and she hadn't been able to get him out of it.
Matt told her that that was what happened 'when you fall in love with someone. In Break On Through , when Damon informs Elena of Stefan's latest struggles, she reaches out to Stefan to help her save a friend in danger, in hopes that it will help bring Stefan even closer to his humanity.
In The Murder of One , Elena comes to save Damon from Rebekah and offers her blood, they almost kiss but it's just a dream controlled by Rebekah onto Damon's mind. Later Stefan tells Elena that she is also in love with Damon but she denies it and he asks her to tell him honestly that she feels something for Damon.
She tells him that she doesn't know what she feels meaning that she has feelings for Damon as well. In Heart of Darkness , Elena and Damon go on a road trip to Denver to see Jeremy and to get his help to contact Rose 's ghost to discover who she was sired by. When Elena is lying in bed later that night, Damon is watching out the window while drinking, as she is gazing at him.
Elena and Damon
He then notices this and lies next to her. She asks why he can't express his goodness and humanity, which he replies that when someone has good in them, people expect good, and he doesn't want to live by anyone's standards, he then reaches and laces his fingers through her hand. Overwhelmed and breathless, Elena scurries out of the motel room to the balcony. Damon then follows her outside, and Elena, with her back to him, desperately says "Don't", he then replies "Why not? She then takes a deep breath, and viewers see Elena in those few seconds experiencing an overwhelming inner-turmoil as she battles between her morals and her desires.
The latter wins out and she then turns around and strides over to Damon and kisses him. They kiss passionately and lustfully, as Damon, showing no self-restraint, then pushes her up against a pillar and continues to kiss her furiously. Their passionate moment is interrupted by Jeremy's arrival, who awkwardly tells them that Rose had found Mary where the woman who sired Rose was staying. Though Elena is mortified by the arrival of Jeremy, she has a hint of a smug smile, seeming somewhat satisfied yet flustered by what her and Damon had just done. When the trio arrive at Mary's house, Jeremy stays as Damon and Elena go inside.
They are then attacked by Kol, and Damon gets becomes livid when Kol hurts Elena. Seeming satisfied he has inflicted as much dismay and damage as possible, Kol leaves and Elena then helps Damon with his injuries. He then proceeds and places his hand on her cheek affectionately, to check that she is alright. Elena then backs away seeming unsure of herself. Damon asks what they are doing and Elena then says that Stefan thinks that she has feelings for him, Damon asks if she does, and she replies that she doesn't know. Fed up with her ambiguity and dishonesty, Damon then figures out that the point of the entire journey to Denver was for him to answer her doubts by doing something reckless.
She then replies, clearly upset, that he constantly sabotages himself every time when they hit a bump in the road. Damon, then replies that he isn't going to help her anymore with her feelings, and that she now has to sort it out herself.
Elena and Damon
Later, as they are driving home, Jeremy is sitting in the back sensing tension in the atmosphere. Rose appears and makes it clear that she doesn't want her presence known to Damon and Elena. She then says she knows Jeremy wants to protect his sister from Damon, fearing she'll get hurt, but says that because he's so young, he doesn't see what she sees. She remarks, that not only does Elena help bring out Damon's humanity, and make him a better man, but Damon also changes her as well; he challenges her, surprises her, makes her question her life and her beliefs.
Their relationship is truly dynamic. She then goes on to say that Stefan is different and his relationship with Elena is pure love, and that he will always be good for her, but Damon could be the best thing for her, but he could also be the worst. This leaves Jeremy quietly stunned. Damon asks if it was just between him and Stefan, who would get the goodbye. He came into my life at a time when I needed someone and I fell for him instantly. No matter what I feel for you, I never unfell for him.
Heartbroken, Damon says that he gets it that its always going to be Stefan. However Elena says she can't think about always, all she can think about is right now. Elena says things may be different if she had met him before Stefan. Elena assures him that she will see him soon and they say their goodbyes. Damon then remembers how he had, in fact, met Elena before Stefan. Damon saw her there on a road and mistook her for Katherine. He told her about what she really wanted: I'm not sorry that I met you.
I'm not sorry that knowing you has made me question everything, that in death you're the one that made me feel most alive. You've been a terrible person, you've made all the wrong choices, and of all the choices that I've made this will prove to be the worst one. But I am not sorry that I'm in love with you.
I love you, Damon.
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At the start of Season Four , Damon is with Elena and Stefan in Elena's room, explaining to her that she died with vampire blood Damon's blood in her system and that she is now a vampire. He talks to them harshly and tells Elena to feed or die. Later on, she sees Damon in her room, but realizes she's remembering the scene from Rose , where Damon tells her he loves her and he doesn't deserve her then compelled her to forget. She then seems to be shocked by this. She tells him she remembers everything, including the fact that she met him first. She eludes to the fact that it wouldn't change anything, but she has to take it a bit further.
She asks him what he would have done if he was in Stefan's position and he tells the truth only Damon would tell: He's so selfish, that he'd take someone else's life to give Elena the one she wanted: And that single factor changes everything. Damon has always been selfish and destructive, but one great reason Elena's answer had to be Stefan hearkened back to the time when Damon just couldn't understand why she'd choose death over vampirism.
He tells her "I would have saved you in a heartbeat; no question. You would have gotten to grow up and had the life that you wanted, the life that you deserved. In Memorial , Damon tells Elena that she's a vampire now so be a vampire. In the Grill, she asks for him for help because she can't keep the animal blood down.
He takes her to the bathroom and offers her his blood and she ultimately agrees to feed on his blood but he also tells her not to tell Stefan because it's "personal". On the way to the church, Damon gets a call from Elena telling him to hurry as she needs help because she needs a change of clothes and that someone's outside the bathroom while she's throwing up his blood.
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He gets there in time before Connor attacks. He brings her the blood bags that she asked him to bring but as she starts throwing it up, he comforts her.
As they are having a very close moment, they are interrupted by the church bells and Elena tells him she has to get in the church. But Elena and Damon are still closer than ever, and the sexual tension between them has even increased as Elena's emotions were heightened. In The Rager , Elena is in Damon's room "supposedly" looking for bourbon but he knows that she is lying as she wants the white oak stake.
He starts undressing in front of her and then asking her if she'd like to stay for the show and she walks out. Later, Elena has hallucinations of Damon, he'd told her the reason she was seeing him was because she knew she was more like him than Stefan now, that was Elena admitting it to herself. If she has to feed from the vein to survive, she needs Damon to teach her how.