Damon and Elena

The relationship between Elena Gilbert and Damon Salvatore has been complicated throughout the series but they understand one another and manage to overcome all the obstacles they face.

Damon came back to Mystic Falls with the sole purpose of bringing back Katherine, the vampire with whom he had fallen in love as a human, and whom he believed had been emtombed by Emily Bennett along with all the other vampires in Mystic Falls in 1864. However, after realizing that Katherine had secretly escaped that year, but hadn't cared enough about him to come to him and tell him the truth, he stopped having feelings for her and began helping Stefan protect Katherine's descendant and doppelgänger, Elena and her family and friends, not only from Katherine herself, but later also from the The Original Family as well.

Elena constantly forgave Damon from doing horrible things to her, such as killing Jeremy with no guarantee that he would come back, or feeding her vampire blood to ensure she would become a vampire and not die. Elena has admitted she sees the good in Damon and believes he's worth saving. Elena began to reciprocate Damon's feelings for her, though not as strongly. She is another person beside Alaric to call Damon a friend.

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 * Elena Gilbert
 * Damon Salvatore

Their friendship certainly deepened leading them to become best friends. Elena would admit that she cares whether Damon lives or dies. Even when she chose Stefan, Damon continued to still be there for her when she needed somebody. Damon has never lied to her and would always tell her the truth.

After becoming a vampire, Elena broke up with Stefan as she could no longer fight her heightened feelings for Damon. They eventually slept together. It was discovered that because of Elena's feelings for Damon, a sire bond had been created between them. Damon began to doubt her feelings for him. After being compelled by Rebekah to tell the truth, Elena revealed that she is no longer in love with Stefan and was in love with Damon, and later told him it was the most real thing she's ever felt. After Jeremy died, Damon used the sire bond to get Elena to turn her emotions off, thinking the pain would be too much for her. She lost all feelings she had for him as a result, but continued a relationship with him solely for manipulation, later telling him her feelings were all due to the sire bond. Damon was willing to do anything to get her emotions back on, including torturing her and killing Matt. This proved successful.

Elena later chose between Damon and Stefan and chose Damon, having fallen out of love with Stefan. She confirmed her love for him and they kissed. Damon's later proud as he says to Alaric, "I got the girl."

They are known as "Delena" by fans.