8 Times Supernatural’s Dean Winchester Broke Our Hearts

Jensen Ackles, Supernatural | Photo Credits: Jack Rowand, Jack Rowand/The CW

Supernatural, and Dean Winchester (Jensen Ackles) in particular, has pretty much cornered the market on the singly manly tear. Over the course of 12 seasons, the CW’s longest running series has proven time and again that putting the Winchester boys through the emotional wringer is just great TV.

The

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