Unless I misunderstand the meaning, he implies that Tess has been pandering towards a group of people with a certain ideology collectively known as "woke". A stereotypical (and unfair, tbh) example would be a pink-haired fat trans-lesbian with hairy armpits and a nose-ring. In a wheelchair.

You know, like the people who demand to make Lara Croft and other video-game icons ugly because it would be more representative so they can relate to them. Some people in first world countries apparently ran out of real problems to solve, so they invent new ones in order to not get bored I guess.
Personally, I don't think it's true at all. Tess intentionally made and continues to make all girls as attractive as she can, and her theme of meritocracy (on the Dom route, at least) is in direct opposition to the cult of "woke".