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Elena and DamonGeneral InformationNickname(s)Delena, DE, DexIntimacy LevelsMarried; Husband and Wife (Flash-forward), Sexual; They believe to be each other's Soulmates; In Love, They are the love of each other's lives, Elena is his life, They have a future together, Passionate feelings; Best Friends, Former Enemies, Allies; Elena fell for Damon all over again even after losing her memories of loving him, Protective of each other, Damon is always there for her, Elena has never abandoned him, Damon will always choose her, Can't live without each other, Elena is the only one who thought Damon was worth loving, Elena chose Damon over Stefan.First MetMay 23, 2009 (before Pilot)Started DatingNovember 29, 2010 (My Brother's Keeper) Relationship Confirmed: May 2011 (Graduation)StatusMarried, Best Friends; Ended (Flash-forward; both are dead, found peace)
Their relationship lasts the whole summer and briefly becomes long distance when she begins attending college. After realizing how he's changing her, he decides to break up with her, causing her great heartbreak. Stefan makes Damon realize how stupid he was acting and he decides to try and win her back. However, when he finally tells her, he's unaware that Katherine has taken over Elena's body when she rejects him. This sends him off the deep end and he becomes guilty when he finds out the truth. After he tells her the truth, they mutually decide to end their relationship as they realize they have too much control over each other. However they end up sleeping together. But after that, Elena tells Damon that he has to let her go until they can figure things out.
As Markos, the Travelers' leader finally makes his appearance, Elena and Stefan begin to have visions of a life that they would never have. Damon is hurt by this but Elena lets him know that the universe doesn't control anything and that her and Damon are real, not those visions. She tries to be friends with him but he refuses and they try to avoid one another which turns out to be impossible. After getting kidnapped by Markos, nearly dying and with a little encouragement from Stefan she tells Damon that she thought she would never see him again and couldn't think of a worse way to die and so they both rekindle their relationship. In the finale of Season Five, in order to bring Stefan back from the Other Side, Damon and Elena go on a suicide mission. However, when the resurrection spell starts, Damon is unable to come back from the Other Side. Knowing that the Other Side is disintegrating and there is no other way for Damon to return, Elena breaks down completely. A ghost Damon confesses to her that she is the greatest thing that ever happened to him and the fact that he will die knowing he was loved by Elena Gilbert is the epitome of a fulfilled life. Damon says I love you and leaves while Elena continues to cry and pleas with him to return to her.
Damon first met Elena the night her parents died. She met Damon in the middle of the road, and at first, he mistook her for Katherine. They started talking and even flirted a little. He told her that she wanted a love that consumed her, a love that was passionate, and a love that was a little dangerous. And then he told her that he wanted her to have everything she wanted. After their moonlit conversation, Elena's parents had arrived and Damon compelled her to forget it ever happened. They were later reunited in The Night of the Comet, but she didn't remember him. This also explains the reason how Damon knew who Elena was when they met in the Salvatore Boarding House. Elena admitted in The Departed, that if she had met Damon first, things might have gone different between them and she would have chosen him over Stefan. This memory resurfaces after Elena transitioned into a vampire in Growing Pains.
After Damon escaped from the Salvatore Boarding House basement, he came to Elena's house, looking for Stefan, who had taken his