It was painful to watch. But it was necessary.” “I started watching Insecure as soon as it premiered. I’ve always been a fan of Issa Rae since her YouTube series so I knew this would pop off ...

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.

It’s a hot June day in Southern California’s Venice Beach, and Issa Rae is back in front of the ... bought the outfits, tried the hairstyles and Instagrammed themselves at all of the South ...

The time for “Insecure ... its main characters, Issa Dee, Lawrence Walker, Molly Carter, Kelli Prenny, and Tiffany DuBois all ...