I'm thinking I'm reaching the end of my rope with the Sam/Dean dramafest with its very little progression towards a resolution.
What resolution are you waiting for? Their death is really the only thing that will end how the handle their life and each other. That or their world changing to where their are no more monsters.
If you expect anything short of those two to change their lives to remove the drama it wouldn't happen.
Hell you could argue that even if monsters no longer roamed the world they still would have the drama, because they would finally have down time to actually try and process everything they did, caused and experienced.
Take Dean. THere will never be a time he will be able to let go of what he did to others in hell. It's not going to happen.
Even when he thought Sam was dead and he left the business and cut ties with everyone (as we saw he didn't even keep in contact with Bobby, the next closest thing to family to the man, or Castiel). He played the part, and still drowned his issues with alcohol.
I like that the writers have given that never ending guilt to Dean. It's utterly realistic for the character. Anything else, and the show should just turn to camp 100% of the time.
With Sam, the let him get over his guilt of what his actions accidently set in motion. Feeling his hundreds years of being tortured was punishment enough. Which I love the difference between the two there. One was tortured to the point of that his mind is broken, but his soul or conscious is ok. The other, who became torturer seems to have dealt with being tortured, but not ever gotten over becoming the torturer.
And I love that so far, that broken aspect of Sam's mind isn't going to go away. If anything I expect it to increase. AS long as they keep it a lasting aspect to the character then Sam will never be well either. Both tortured in real world until they die.
And frankly thats the only time it should end for them. If anything the show doesn't treat the matter seriously enough.
They really should only have brief moments, small reprieves, small victories.