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Today, over the knee boots can be found in suede, fine leathers, and shearling. You can wear the boots with a tunic or jersey dress with an ideal length of the hem being mid thigh. If you want to wear the boots with a short skirt, you want to try to keep the length of the skirt about 1 inch above the top of the boots. With both a skirt and a dress you should wear a pair of opaque tights. If you want to wear pants with Over the Knee boots, pair them with skinny jeans or leggings that match the boots closely.