I doubt that's ever going to happen. This manga is like Tsugumomo. I'd bet the author will only go up to them teasing him while they get off on his body. Hell, I'd bet there would go as far as some females sexxing it up on top of him but with no penetration from him. Of course he'll get beat up to fulfill the desires of male readers that want to see females beating up males.
I am going to right that one as incompatible. My guess is that she will need to be more subservient than the others for her reward, and will try to browbeat him into servitude after that as a result.