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A couple of quick questions for you related to 5B: Can Pan change his appearance? What happened to Excalibur after Emma ran it through Hook? Does she still have it?
The Prankster would not be bothered if Robin suffered a tragic demise. That, plus Regina's and Zelena's likely ensuing battle over the baby might cause Regina to take a walk down memory lane, i.e., the dark side. The Prankster has always thought Hook and Robin were not equal to the task of being paramours for Emma and Regina. Too bad OUAT cannot find two younger versions of the late, great Alan Rickman. Admittedly a difficult task.As far as switching goes, the Prankster had Pan for Henry in mind. It might provide a chance for Rumple to play the hero.