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Summary
As an angel, Cas saw time and again that it is impossible to go back in time to alter fate. He knew this as an immutable fact, right up until he found the loophole—to send the mind of the present back to merge with the body of the past. It took a lot of creativity, psychotropics, and a willingness to die, but Cas found a way to send himself and Dean back to 2005 for a chance at averting the apocalypse. Once there (then?) they discover that the hard part isn't going to be changing things, it's going to be adjusting to living in a world not being destroyed by the apocalypse.