Desiree Stimpert, writing for About.com, recommends wearing a long shirt, tunic or short dress over leggings when paired with high-heels. This helps avoid a "stuffed into the outfit" look.
Wearing pumps with leggings can create a pin-up or disco diva look, writes Stimpert. To tone down a glamorous style, exchange the stilettos for a wedge style heel or some low, chunky-heeled pumps. Try to situate the leggings so they hit at or right below the top of the shoe. Choose a shoe color that is the same as or darker than the leggings. Knee high boots and ballerina flats are other types of shoes that can look good with leggings.