I’m guessing this is supposed to be the same ring he wore on his pinkie on the hand he had “reattached” on his first date with Emma. I figured we would be seeing that ring again – it felt like they made a big deal about making sure we “noticed” it on his hand. Since it fits his pinkie it is small so I am guessing it is a woman’s ring which makes me think it is supposed to be his mother’s ring. I think it is part of the lead in to Hook’s past that I am sure we will get this season.
I don’t think so. Rumple had that hand since he chopped off on the JR waaaay long ago. Hook said that ring kept him alive, meaning he’s been wearing it and counting it as a good luck charm for awhile–maybe since Liam died, or since Papa Jones left, or even since Milah died. But for him to have an attachment to this ring and believe it has some sort of protective power means that he had to physically have it.