I had a brief memory that he did....but I think I might be confusing that with fic-canon >_>
So assuming that he doesn't wonder what he'd think knowing that he might've let Lucifer out...but Dean started it (though again, did it necessarily have to *be* Dean as the righteous man in Hell? Or could someone else, in a similar position done it if Dean hadn't broken?)
I actually did get an idea about Sam never dying in Cold Oak, so Dean never made the deal or go to Hell. Some other poor dude broke the Seal and was then charged by the angels to stop the apocalypse--only thing is, to do that? He's gotta kill Sam, and go through Dean to do it.
*hee* If I ever wrote it, I'm pretty sure the dude would fail.
...though it would be rather fun to see him try. Lots of room for some badass!bigbrother!Dean and hell, throw in some angsty goodness & you're good to go, lol
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MY FAVORITE LINE!! Seriously!
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So assuming that he doesn't wonder what he'd think knowing that he might've let Lucifer out...but Dean started it (though again, did it necessarily have to *be* Dean as the righteous man in Hell? Or could someone else, in a similar position done it if Dean hadn't broken?)
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*hee* If I ever wrote it, I'm pretty sure the dude would fail.
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...though it would be rather fun to see him try. Lots of room for some badass!bigbrother!Dean and hell, throw in some angsty goodness & you're good to go, lol
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