Popsugar Fashion Issa Rae How to Dress Like Issa From Insecure I'm Losing My Mind Waiting For Insecure Season 5, So I Dressed Up as Issa All Week to Get My Fix September 8, 2020 by Natasha Marsh View On One Page Photo 16 of 18 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 16 I put together the same outfit vibe with a striped turtleneck and Lilka trousers. Previous Next Start Slideshow InsecureFashion ShoppingIssa RaeEditor ExperimentsScreen Style