after rose’s death, (Season 2, episode 12), you go to the Salvatore Mansion to check in on Damon.

Damon: “you aren’t supposed to be here”

Y/N: “I know. I just came to check on you.”

Damon: “I’m just glad it’s over.”

Y/N: “you know I don’t believe that. I’m your friend. friends can usually tell When their friend is hurting.”

Damon: “What do you wanna here? That I cared about rose? That I’m upset? Well I didn’t and I’m not!”

Y/N: “there you go again. Pretending you’ve turned it off.”