I think the first time I saw this style was Madonna in her "Lucky Star" video years ago. This style has come back in recent years and it is more common to see people with skirts worn over pants or leggings. To me, it is a classic look.I like to wear a black skirt over jeans sometimes, which I think makes a great outfit. A kilt also looks great over jeans as well. I recommend using skinny jeans or pants. You can also try to pair a brightly colored skirt over black pants. When cooler weather comes, I usually wear leggings under my skirt, no matter if it is knee-length or ankle length.
Another item you can wear is a extra long sweater over leggings, which makes a comfy outfit for lounging around the house on cooler days. Anyway you pair them, skirts over pants has made a comeback in the fashion world.
