not as dark as this is starting to sound...
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3 prominent mafia organizations rule the area. The Hunters, The Angels, & The Demons have been locked in a war full of blood and deceit for generations now. When The Angels begin to lose their hold on their territory, and The Demons successfully assassinate the leader of The Hunters, it becomes clear something needs to be done.
Now that John Winchester has been murdered, it's Dean's turn to step up to the plate. He plans on doing things different. He's smart. Focused. Determined.
His first order of business - a pact with Chuck Novak, the leader of The Angels.
A few meetings and one very nice bottle of scotch later, and a peace pact has been made. Castiel Novak, Chuck's youngest, is the item that seals their deal. An arranged marriage to forever bond the two families together.
Of course, no one bothers to run this by Castiel, but that won't be an issue... right?