What if the self-destruct/fail safe gem doesn’t kill everyone like Regina thinks it will, but sends everyone who isn’t on the JR back to the EF?
Wouldn’t be the first time Regina doesn’t understand the curse, making me think Rumple designed the curse to have have a fail-safe to take everyone back to EF. Regina actually believed him when he told her that killing the savior would break the curse. This led to Henry being poisoned and Emma actually breaking the curse for real so Rumple could go find Baelfire. He might have always planned to find his son and then return to the EF, along with everybody else from SB.
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"That’s how you know you’ve really got a home. When you leave it, there’s this feeling that you can’t shake. You just miss it." Neal Cassidy