Popsugar Fashion Issa Rae Issa Rae's Best Outfits on Insecure Issa Rae Is the Queen of Casual Style on Insecure, and These Outfits Prove It September 16, 2021 by Nikita Charuza View On One Page Photo 18 of 37 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 18 Season 3 Styling a black turtleneck with beige zip-up pants. Previous Next Start Slideshow InsecureIssa RaeTVScreen Style