NEW YORK, NEW YORK—FEBRUARY 24: Rap group Kris Kross ( aka Chris “Mac Daddy” Kelly and Chris “Daddy Mac” Smith) appears in a portrait taken on February 24, 1992 in New York City.

If you were around in the 1990s, you’ve probably heard of Kris Kross, the pint-sized rap group that had everyone wearing their clothes backwards and moving to their mega hit “Jump.” ...