Few TV comedies have captured the mess of the late 20s like Insecure. When the HBO series debuted in 2016, it brought ...

The star's HBO comedy, which premiered in 2016, will conclude with its upcoming fifth season Insecure left many of its characters' fates — and relationships — hanging in the balance at the end of its ...

In the wake of her 29th birthday, Issa Dee reconsiders her dead-end relationship with Lawrence, her live-in boyfriend. Meanwhile, Issa’s best friend, Molly, mourns her singledom and the state of her ...

Since its debut in 2016, Insecure has garnered critical acclaim for telling the story of the Black female experience via its two leads, Issa (Issa Rae) and Molly (Yvonne Orji). After five seasons and ...

If "Insecure" is like "Sex and the City," it's more so in its subtle appreciation of a city. In this case, it's often overlooked areas of Los Angeles that are in the show's DNA. Features editor ...

Issa crashes on Daniel’s couch and tries to save up extra cash. Molly returns from a beach vacation with renewed determination to maintain boundaries in her life. Issa gets advice from Kelli about her ...