There are often certain elements that are forced into a story. Sometimes the reader can forgive the writer's bad premise and carry on with the tale.
With such a reclusive daughter, I wonder why her dad would be so forcefully aggressive with the concept of a boy being nice to her, spending time with her, etc. But hey. It's the whole key to the cross dressing, I suppose.
I do like the fact that the boy isn't "awakened" to anything, that this is a mere "pass key" to allow him to get closer to her. I personally suspect that "mom" knows, but mom's such a sweet gal I wouldn't put it past her.
It's very pleasing that the "awakening" is happening in her, rather than in him. 10/10 for that bit.