Board Thread:Character Discussion/@comment-6252544-20141218140249/@comment-26120046-20150225204802

I agree with the comments above, and as for Anastasia, I don't think they'll show much -or anything at all- since OUATIW is set somewhere in the future. If he does become more important in season 4B, he'll go to Wonderland without his heart (and therefore without feelings for Anastasia) and Will/Anastasia's love story will "begin" in OUATIW (after all, viewers are supposed to be kept in the dark about them for the first few episodes).

There are hints to what happened between them, though, like when Will said to Robin "I understand if Evil Queens are your type." (He really did understand, since Anastasia was the Red Queen at that time.)

But IMO, at most he will mention having his heart broken. What I quoted above is probably the closest thing we'll get to having him talk about Anastasia's identity & what happened between them, so I really hope viewers are intrigued by Will's backstory and end up watching OUATIW if they haven't already.