I wouldn't recess the leading edge of the wheel skirt since that would create a small pocket of turbulence behind the leading edge of the wheel well and a recessed skirt would be harder to deploy without rubbing the well (if top hinged) when opening for sharp turns. My front skirts aren't flush with the outside of the car, they bulge out about 2.5" to provide space for the conveyer rollers inside the skirts. The front wheel skirts have a small slit at their trailing edge that vents pressure build up and radiator exhaust air from the wheel well.
My car has a double side skirt (made of coroplast, not lawn edging) running between the front and rear wheels. The distance between the inner and outer side skirt is the width of the tire.
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