Tat has been around for a while, he’s been doing this faux anime style much longer than other rightoids. That said, sinfest has always been weird and bad.

When it started, it had several out of the blue strips with racist stereotypes about African Americans. Later it had a bunch of Obama worship. Later still, tat had apparently felt bad about the aforementioned racism and veered into liberal feminism (it’s also when Nique - the woman in the op’s strip) got the current pixie cut.

Later still, he suddenly veered into transphobia and conspiracy shit. And it seems has continued with that.