The skirt is a Hoodlum skirt from the Hoodlum collection from: Propschick, sarsa

Anyone with any tips or suggests on what I should be done, or what I am doing wrong?

Any advice is appreciated. Thank you. 

Is the skirt a comformer, or dynamic?

Accoding to the descriptions the skirt is conforming clothing which includes several morphs and dial movements.  Unless there are specific dials that control skirt sitting positions, you will need to resort to other methods.  Poser's morph tool might help move the mesh to a desired pose, magnets might also do the same.  However, the best bet would be to convert the skirt to a dynamic piece of clothing for better draping.  But the pleats could present a problem as well as the embedded safety pins.

Seemstoo me from reading the readme file that the skirt uses some type of body handles. Specifically mentioned arfront, right, left, back and all skirt parts. Look under the body groupband see iare control control dials for you to manually pose the skirt. If not contact the for advise, they say in the readme that they'll happily answer questions...

I do not own the set, but work a lot with skirts, so my advice would be:

Take a look if there are body handles. Should be at least back, lest, right, front and Skirt. If they are, you can easitly spin the movment dials on them, which will make skirt parts to move to the desired shape

Take a look if there is a sitting morph, or flare morph. also legs front morphs.