Castiel: Don’t be sad!
Sam: Why not?
Castiel:
Castiel: I don’t have a good answer.

Answer
Castiel: Don’t be sad!
Sam: Why not?
Castiel:
Castiel: I don’t have a good answer.
Castiel: Don’t be sad!
Sam: Why not?
Castiel:
Castiel: I don’t have a good answer.