There are many ways to know "Woman" as he wanted, well I have not tried any of them myself by now lol, but why the heck he is disturbing her life like this. A stupid game like this will only lead to fall of both.
As far as story goes, he is the one who dumped her and being a standard Cool type persona twisted by the Author he does not even show any emotion if he is not with his old flame. So this cool guy took a erotic movie while still knowing that he was not suitable for that, don't tell me he didn't have a single kissing scene from which he could understand his condition, and if he knew about it then it is unprofessional to take this role in the first place.
This story feels more like a wish fulfilment type, like shades, where girl is getting her prince or somewhat like that.
While the manga and female lead is okay, male lead is just an empty shell, for now.