Insecure 2016, 2017, 2018, 2020, 2021 / A quintessential TV romcom, and perfect comfort food for your quarter-life crisis


Sometimes, nothing beats the easygoing entertainment of watching two attractive characters flirt and fall in love on screen, or seeing a group of ride-or-die friends get into trouble together. HBO’s Insecure, which ran for five successful seasons, knows that it doesn’t need to exaggerate or put a subversive twist on the romantic comedy to find relatable and affecting storylines. The series stays mostly locked in to South Los Angeles, California as it follows Issa (Issa Rae) navigate the modern dating scene, try to settle on a career path, and manage her friendships as an ambitious and somewhat awkward thirtysomething Black woman.

Even if you don’t have much in common with Issa, Insecure is a massively comforting watch. Rae and co-creator Larry Wilmore have an impeccable eye for the messy, unspoken rules of social and romantic interaction that other shows might write off as too trivial. But this show lives and breathes in the ordinary, realistic problems—while still indulging in the warm and fuzzy feelings brought about by meeting someone new or seeing yourself grow up just a little more.

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