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Well, if you are going to do a pin-up, I (being a retro pin-up affectionado) would recomend that you take a look at Gil Elvgren's pin ups to get an idea for pose / stocking styles etc. Since the maid's skirts are long, you can use your imagination. I think fishnet or lace may be too distracting, though, perhaps a dark silk?
The shoes I've seen are simple and black, but again, the skirt is long. Mary Janes (or a heeled version of such) would work. Classic pinups focus more on leg and face than anything else.

How about "Granny boots?"
Short, thin heel, pointy toe, laces up to just over the ankle...