Playboi Carti has never been one to follow fashion rules. Instead, he flips them (literally). Last year, the Atlanta rapper made it a habit to wear NBA jerseys backwards, reviving a ’90s hip-hop trend for a new generation.

The NBA uniform has undergone several changes over the decades, with the most notable being the length of shorts. Veterans like Magic Johnson, who played during the '80s and '90s era, were seen in shorts that were significantly shorter compared to what ...