I think it might be like the Stephen Crowder is secretly an autogynophile theory.

He dresses up a woman to make fun of woke bullshit. And yeah, it's funny as fuck and I approve. But he definitely enjoys doing it. Now I'm not going to judge him too harshly for that if that's what he wants to do. He's not hurting anyone by doing it, but it also wouldn't surprise me if it progresses to him doing it fulltime as that's what this sort of thing does.