First, I have a confession to make. I didn't vote. I couldn't choose between the two top contenders. But luckily, it didn't matter - it was close, but my one vote wouldn't have made a difference.
And it's a great choice! Thanks so much to everyone who voted.
The top two episodes were In My Time of Dying and What Is And What Should Never Be. Both feature Dean at a crossroads, forced to either accept the painful direction his life has naturally headed, or to do something that seems easuer right now, but will lead to more misery in the long run. In IMTOD, Tessa the reaper explains to Dean that he's going to die either way, but he can either follow her into whatever comes next, or refuse to leave, which seems like the easier choice, but will lead to him becoming a vengeful spirit. We don't really know what decision Dean would have made, but personally, I think he would have made the right choice - to move on. His face, when he realizes he would become the type of thing he hunts, says it all for me. Later, in WIAWSNB, Dean is given the choice of staying in the djinn's dream world and living a long happy life (knowing it's a fantasy and he's dying in the real world), or going back to his real life. And again, Dean makes the right but painful choice to leave the dream world and go back to his own brutal reality. He goes where his life naturally leads him instead of seeking what was not meant to be.
( And the winner is... )And it's a great choice! Thanks so much to everyone who voted.