It's probably easier once you have experience with the cloth room.

I tried something quick with V3 and a close-fitting knee-length dynamic skirt. I didn't spend too much time setting it up, and mostly used defaults on settings. The settings I changed were unchecking drape, setting collision offset to 0.1, and setting static friction to 0.1. I used the first 15 frames to cross the legs upright, then the last 15 frames to bring them to sitting. I forget the simulation time, but the simulation took about a minute or so to run.

The skirt creases are rough, I don't know if different simulations settings would smooth them out, but unless I could find a quick answer to that, I'd probably use the fitting room tool or Photoshop to deal with the creases. The skirt isn't as tight as I'd anticipated, so I'd have to add a chair and rerun it with a step to sit her on the chair

I have a conforming version of the same skirt. It has extra rigging to work with walking poses, but it's useless with the cross-legged sit.