Fanfic-wise, I'd say yes, could be an interesting story. But canon-wise, in 8.21 The Great Escapist, Sam told Dean that the trials were purifying him, so no I don't think so.
Not sure if you're interested in this but if you're looking to read about it, the kink meme has a few fills that were done. They're wincest *shrugs* You can find them here: http://pinboard.in/u:spnkink_meme - that's a list of all the fills for the meme. You'd have to look through it to find them but it's pretty easy to navigate.
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