Okay, so you know how the angel sent Amy and Rory back in time where the Doctor couldn't go because of the paradox they had just created. Well, why the hell didn't he let the angel send him back in time too? If he cared about them as much as he claims, he should have done that. He would have been able to be with them the rest of their lives then. Plus he would long outlive them, definitely more than enough to survive until he gets back into his tardis. Seriously, he just stands there bitching and moaning but he doesn't do anything. Get your shit together Doctor.
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He has better things to do then live out his life with some love sick companions. It would have been more painful for him to watch them die. Also, the touch of the angel sends you back to a random point in time. Rory and Amy were luck to be sent back to the same time period.
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Now's not the time for logic, Whovian. That comes later.
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That's not a plot hole. Like, at all. Waiting like 50-60 years to find the TARDIS, only to actually use it, would still cause timey-wimey bye-bye New York, regardless of when he did it.