This "story" look like something out of a porn...
Is cross dressing actually something of a fashion/phenomenum in Japan at the moment? I see a lot of stories about dudes who do it/ like women's clothes/ it's their hobby/ it's their attempt at being trendy/ so on and so forth.
Are there really swaths of dudes in Japan picking up women dressed as women, or is it just grossly exaggerated or fetishised for some reason?
It's not common IRL in Japan, it's just something common in manga. Exactly how you see half nacked teenage with giant breast in every single story that is made to take place in school.
It's just a bunch of degen who write their fantasy. It has always be, but in the past these author only made porn.
Also, this kind of things are actualy more and more common IRL in western country like the USA, sadly.