If you go with the long flowing dress, consider beehive hair
I was thinking vintage clothing store dress involving lace, either plaid flannel shirt or leather bomber jacket for a wrap, and either Doc Martens or army boots for footwear.
For a bag: a cloth shopping bag from your favorite book store or food co-op though in a pinch a backpack or totebag from a long-dead high-tech place would also work.
Hair and hat I am not going near. Stay away from anything that says "Courtney love." On second thought you could always go with hair short except for one thin unbelievably long braid down the back.
DC
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