There is no way that they would be dumb enough to let Hook date Regina after the way the vast majority of the audience hated Emma dating him.
I never thought they’d be dumb enough to let Emma and Hook seriously fall for each other either…. I think the writers are being more careful with Wish Hook though. Rather than coming across as a womanizing creep, he is being written as a concerned father in the flashbacks and as a good cop as Officer Rogers in the present. The writers probably want to make him more likable and less icky than they did Hook 1.0 in season two. If they continue to spin Wish Hook as a loving dad in season seven, then I could see him having a lot in common with Regina who is projecting a big Mama Bear vibe now.
"That’s how you know you’ve really got a home. When you leave it, there’s this feeling that you can’t shake. You just miss it." Neal Cassidy