Worst Ending To An Episode
Most of the endings were pretty damned depressing. One heart crushing situation after another. Dean disillusioned talk with Sam, Sam and Dean parting, Sam’s ill fated visit with Lucifer, Sam and Dean reconciling with uncertainty, Bobby getting emotional from Dean’s speech, Sam, Dean and Castiel facing a looming predicament, Ellen and Jo’s somber picture burning funeral, Sam opening up to Dean and being shut down, Sam and his completely out of character moment with a teenager that should have been maimed, Sam going through excruciating demon blood detox while Dean listens and cries, Bobby burning the remains of the dead wife again, Dean losing faith and throwing out amulet, Dean abandoning Sam and Castiel to say goodbye to Lisa, A horseman wreaking havoc in the absolutely most disgusting way possible, Bobby selling his soul, and Dean being forced to let Sam go.
The winner – all of those.