With the blue jeans, you could donate them since it's not sinful for a woman to wear blue jeans.
A woman could wear them while gardening at home, for example. You don't want to destroy or damage good skirts/dresses. I'm sure back in the day, women wore skirts for everything, but I'm sure they were capable of making their own skirts back then as well. Today it's hard to find good modest clothing for women, especially if you're not a popular size.
Even on clearance they cost $15 or more, and that's not exactly pocket change! Brand-new ones cost $40, $50 or much more if you go after fashionable brands.
I think preserving your good clothes for "most of the time" would be most practical. By most of the time, I mean over 99% of the time.
I'm using my own experience as a guide here -- at the Seminary we all wore Cassocks, which is the proper dress of the cleric, but when it was time to chop wood we wore blue jeans and other work clothing. Same for sports. In some cases we had "work cassocks", but not everyone had them. And even then, I think only 2 seminarians out of 50 wore their cassock while playing soccer.
But seminarians, priests, and women should all take note: If you find yourself repeatedly taking off your clothing of state, you should question yourself on whether it's proper for you to be doing that activity in the first place. If the answer is "yes", then proceed.
Matthew