Wear your naughty school girl skirt and a front (un)buttoned white shirt, just closing its neck with a ribbon tie.
Edge a couple of times to make you wet, then push your biggest buttplug (yeah, the purple one
) in your pussy as far as it goes, with the only purpose to wet it with your juices. Put it on the floor, kneel and sit on it, hiding everything with your skirt. Now start edging again while you practice taking the buttplug as deep as possible. The pleasure of edging will compensate the pain of stretching, try to see how much you can improve.