I think characterwise Regina thinks Hook is an idiot, so she wouldn’t date him. The problem being that these characters are completely inconsistent from one moment to the next. If Emma can date Hook then so can Regina.
The second problem being that i think the majority of the audience of this show disliked Emma dating Hook, so they definitely don’t want Regina to date him. I don’t want anyone to date Hook and this version of Hook is no better then the regular Hook.
I think they are going to bring in love interests for both of them, i just hope it is not each other. It certainly could be though because these writers are ridiculous.