I think Regina is in a place similar to that of Kym in the movie Rachel Getting Married. I don’t think she is ready for full on romance yet. She needs to learn to be part of Henry’s family first, confront her past as an abuser and as abused (by Cora). She has her own “we are both” thing to work out–she isn’t innocent Regina, but its between Mayor Mills, driven single mom and Evil queen, hung up on revenge and power. I think Regina may deny it, may have corrupted it, but she does want more than just her lost romantic love or Henry’s–she also wants to be part of a family. She just doesn’t know how and it is never going to be easy.
“If I had a world of my own, everything would be nonsense. Nothing would be what it is, because everything would be what it isn't. And contrary wise, what is, it wouldn't be. And what it wouldn't be, it would. You see?” -- Lewis Carroll, Alice's Adventures in Wonderland & Through the Looking-Glass