Do you CHECK yourself before you dress yourself? Like the trend but not sure how to wear it? Let the checkers do the talking. Black leggings pair well with checkered rain boots, or shoes as well as denim. Wear a checkered scarf over a black leather jacket or blazer or wear a checkered blazer over black for a slick look. An all checkered handbag goes with every color. Keep it simple, no need to overthink this look.