John Winchester is a troubled man with
more demons on his back than just the
one that murdered his wife.
He was doing the best he knew how
raising his sons on his own in a world
where the dark really was something for
little boys to be afraid of, for that matter
it scared him too.
John became involved with a woman when the boys
were little, a fellow hunter. Neither of them knew
that she was a Nephilim, or what that truly meant.
John only knew that it had something to do with a
demon in her parentage, and he couldn't deal with
it when he found out.
It was this failed relationship that would come back
to haunt him and very nearly cost him the most
important things in his world... his boys.