When Dean's wedding with Lisa didn't go well, he is very disappointed and hurt. It just was left recriminations, dreams and a paid trip to Austria for two persons. Dean isn't rich, and so he doesn't want to throw out expensive tickets just to the basket. Instead ex-almostwife he invited on a trip his best friend Castiel.
In life, it is important to be able to say NO and be able to say YES.
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A case comes up at a councelling retreat and Sam, Dean and Cas go to check it out. Sam snatches up the only job vacancy forcing Cas and Dean to go in as a couple.
None of them expect the events that unfold (but they kinda do).