Wow, this must be one of the most depressing things I've drawn ever.
This is part of an au I came up with yesterday and the thing has just lived it's own life in my brain now.
Basically, the story is that Sam married Jessica and got a kid, but a fire made him lose everything he had but the child and the dog. Sooo he has to move in with Dean and Cas (who totally are a couple) and tries to raise the kid in between the job and chores.
Haha, give me a domestic au and I'll turn it into a tragic family drama filled with near-death experiences and tearful moments of man pain.