@monoreposo
I think that it's more likely she starts crossdressing out of curiosity, and then we end up with double-crossdressing (cross-crossdressing?)
MC is probably thinking like a gamer just memeing. Not actually giving much thought or credence to this world, and probably not having an existential crisis over who he is, nor what will he do trapped in this world with none of his previous life's familial or social connections. That kind of...
This probably explains why Takioto is the information broker... dude has some serious business connections with EVERYONE, but was a business partner with the heroines, hence no intimacy. IDK, just a guess.
Also, girls are increasingly fine with being gamers now, so stuff like OP male characters...
They were too blind to realize the princes were falling for themselves, apparently. Somehow. This happened over the course of what, almost a year? More than a year? There definitely were enough hints.
I swear, protagonists instantly lose all intelligence when it comes to romance because the...