It's actually a little more interesting than that. Before he went full sissy, he was a borderline MGTOW/MRA, and the first "girl week" was under the pretense of proving that life is easier as a woman than as a man. And I'm pretty sure the whole point of the omegle vids before that was to draw attention to how much of feminine "beauty" online is faked with makeup, clothes, angles, filters, etc. such that a fucking man can do it semi convincingly. Actual decent content tbh, shame how it turned out.