Yeah, interestingly enough, given how this turns out: Henry's moms are going to likely have found out he played "magical matchmaker" in their case.
In that kind of situation: I strongly suspect that Henry would be sat down by his mom and stepmom and they'd explain, in all likelihood, that what he did by basically using a spell on them, would amount to in his stepmom's basic belief system, to be akin to using a credit card, so he'd have to be careful how he uses it, as that kind of thing can have really destructive "interest rates" to put it mildly; interest rates that Regina might actually lay out that could cause him to be suffering horribly for all eternity.
Plus, one other detail that the show this's based in makes clear indirectly is that Henry Mills's basically "Moses" from "the Prince of Egypt", and like that, you can logically conclude that he would naturally be trained in those kinds of rituals- it is logical cause-and-effect that clued me into that.