Every Man on Insecure, Ranked

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Every Man on Insecure, Ranked
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Presenting the definitive ranking of every man to appear on InsecureHBO

Who is the best? And who is the worst? Photo: Courtesy of HBO The best part of Insecure is talking about Insecure — fussing over it, yelling at it, tweeting about it. Issa Rae’s HBO series brings together late-20-somethings who seem like people you know but keep at a distance because they move too messily. Issa and Molly’s relationship anchors the series, but their dealings with the men that orbit them make for some of the series’s strongest drama. There’s Nathan. There’s Andrew.

23. Daniel Photo: Courtesy of HBO Oh, Daniel, Issa’s “What if?” guy. He was the fantasy that snapped her out of her relationship with Lawrence. Issa hadn’t felt appreciated or desired for years, but a perfectly timed “What’s up?” from Daniel was enough to rekindle a friendship that was always a little something more.

20. Mr. Robinson Photo: Courtesy of HBO All Issa’s tenant does is not curb his dog and then lie about having one. I appreciate the flex, but this is bad behavior! 16. Chad Photo: Courtesy of HBO Chad believes in a law of averages, where all the women who were selective in their 20s lower their standards by their 30s, an economy that benefits his clownery. He’s a “Where my hug at?” type, more than happy to flirt with every woman within a five-mile radius. And yet! Chad is pure chaotic neutral. He will tolerate his friends’ messiness only to a point.

11. Spyder The local L.A. rapper only has a short arc when Daniel wants to produce for him, but he does appreciate that Viola Davis is hot and that This Is Us is not very good. My standards are low, but this is acceptable. 7. Derek Photo: Courtesy of HBO Derek was the only friend to be upfront with Lawrence about how he contributed to the fizzling out of his relationship with Issa. He’s also outgrown his weirdo, outdated ideas about masculine roles. When we first meet him, he and Tiffany believe in “he is the man and I am the woman.

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