But I think that at some point Rumple and Regina had at least a tolerable relationship. They aren’t like Harry Potter and Voldermort where anytime they are around each other you never know which one will come out alive. There is always some kind of odd bantering going on between the two of them and at some point Regina made a comment about how they used to know each other so well. Also, Rumple doesn’t seem the least bit annoyed when Regina just waltzes right into his castle and serves herself tea in Skin Deep.
I still think that in all of this Rumple plans to redeem Regina as well. I think he wants to get her back to how she used to be before her mother screwed her up by killing Daniel