They'd die properly, and Dean would be all, "No, Sammy! I must sell my soul again to get him back!" And Jack would be all, "Not necessary," and kiss them both back to life with his Resurrection kisses.
And then there would be much grinning, bickering, and, "Dude, you kissed a guy!" from Dean.
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And then there would be much grinning, bickering, and, "Dude, you kissed a guy!" from Dean.