I originally gave Enter the benefit of the doubt too, but at this fucking point, I'm convinced he knows exactly what he's doing.
He knows it's wrong, perverted, fetishistic, and pedophilic, but I don't think he cares. He would've stopped all this shit (not GA entirely, but the cross-dressing, and other fetish stuff) the moment someone pointed out how creepy and pedophilic it was if he did.
The fact that he didn't and continues to escalate it is all the proof I need to know that something horrible is gonna happen with this guy eventually.