Over time, Dean understood why you'd been so closed off the more you trusted him to reveal your family situation. It did something to him to see how it dragged you down, how familiar it all seemed to him. You were just a child and that was what connected you both, your present was his past and so he made sure to keep an eye on you, to always check up on you.

He sighed as he listened to your voice on the other line. "So..the usual? That bad, eh?"