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Summary
Cas was broken. Sam was broken. Everyone Dean cared about is somewhat broken and/or dead. The only thing keeping him from breaking completely is the duty to put everyone back together again.
A duty that weighs heavy on Dean's soul, and Castiel can see it.
When Angels are falling, and when the only one that ever mattered is human, unexpected; impossible situations have Dean battling his emotions while still trying to keep everyone functioning.
But, why can't he see that it's not his duty to begin with?