From my point of view Rumple wouldn’t saddle Regina with that curse unless he wanted her dead or dark. Rumple is not the sort of man who would punish Regina just for spite there has to be an ulterior motive for that particular consequence of the curse. I just can’t shake the sense that Regina’s part to play is more significant than everyone with the likely exception of Rumple knows.
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Custodian of Graham's darts, Rumple's spindle and Robin's quiver