Rae's style has transformed over the course of her career in playful ways. She once leaned on bold hues, now she's a sleek ...

In honor of the actress and producer's 40th birthday, take a look back at her best beauty moments in the recent past.

Although the One of Them Days premiere was canceled, some of producer Issa Rae‘s old pals are celebrating the release with ...

When HBO's groundbreaking series “Insecure” premiered in 2016, nobody could have predicted that some of its most memorable ...

The multi-hyphenate star has subtly but powerfully transformed beauty standards in Hollywood, particularly for women of color ...

Only Issa Rae could make the adjectives awkward and insecure chic. That’s an impossible thing to do. But here we have her, Issa Rae: writer, actor, force of nature—and chic as hell.

Doechii tapped Issa Rae for an Insecure-style performance of her “Alligator Bites Never Heal” track “DENIAL IS A RIVER.” Issa Rae took on the role of Doechii’s inner voice during a ...

Take Yvonne Orji, for example. In 2015, for the role of “Insecure” main character Issa Dee’s best friend, Molly, Rae cast Orji, then an aspiring comedian with no real acting experience.

In the series premiere, best friends Issa (Issa Rae ... casually "working" for Best Buy?!?!" Rae is no stranger to referencing Black pop culture in "Insecure," and this moment signifies that.