Part of the problem you are running into is that the glue function is a first pass type of thing.  In some cases it may work well and a lot of others it is the starting point to refine so that the cloth drapes as you like.  When you first run the Auto Glue it will apply 100% constraint to the cloth for the parts that are closest to the body part of the figure.  After you do the first run of the Glue you should turn off the auto glue to prevent it from applying a new set of glue points the next time you run a simulation.  Ater you have the first run of Glue then select the cloth object and pick the constraint tab and find a constraint map to look at.  To look just press the paint brush icon and the cloth object will light up with green dots that show the area of constraint.  The skirt will most likely have a lot of Green which means the cloth is frozen in place so will not react to the leg moving into it.  Removing most of the green will especially the lower portion of the skirt will allow it to free flow.  Unlike conforming clothing Poser Cloth will not stretch 5000%.  With a Conformer you can make a pencil skirt do the splits whereas in the REAL world you would be lucky to get your legs to spread 12-14 inches before the cloth of the skirt would lock your legs in place.  So this is going to require people to learn to pose realist poses instead of what has been done in the past.  If you watched the Curtsy video the point is that you have full control over any part of the cloth you want.  And you can turn the control on and off when you need to.

Poser 5, 6, 7, 8, Poser Pro 9 (2012), 10 (2014), 11, 12, 13, 14