"Assuming one of your doors open long enough and preferably before I am dragged through my own," Damon says with a tiny nod and a shrug of his shoulders. He's heard of it happening. The door's will just take someone, and he doesn't know that he wants to wait long enough to let it happen. If he goes through with one of them, he has that wonderful tendency toward destruction anyway, and he does not want to do that to Elena or Stefan anymore.

He's old. He has lived longer than he should have to start with. Stefan should have let him die in bed instead of making a deal with Klaus. Something Damon never lived, but he saw the end results and what it did to Stefan.