turning point moments on the road to delena: season one
1x07: haunted - In which Elena discovers for the first time that Damon is capable of selfless, compassionate actions. She saw him kill Lexi and cast him in the role of the villain essentially from the moment she discovered his vampirism. By not just compelling Jeremy to forget Vicki’s death but volunteering to do so in the first place when he has absolutely no obligation to do so, Elena realizes that perhaps there is more to Damon than a wicked bad guy with a playboy smirk.
͐͐͐͐͐⤷ the original originals: first and last appearances on tvd