I feel like once upon a time, pencil skirts were only for the working class woman or at least that's what I thought. Now I can boast of a few and I think every young woman should add a few pencil skirts to her closet. It's one of those basics that should be there, like a white button down shirt. Here are 4 Ways to Wear pencil skirts with clickable links. I picked a leather pencil skirt to kill two birds with one stone; these styling tips can definitely work with regular pencil skirts.