Everything with Lawrence - loving him, hating him, cheating on him, making up with him, trying to be friends with him, resenting him for sleeping on her couch - is the second most important relationship of Issa’s 20s.
(Unfortunately, that leaves out the revolving door of guys Issa went out with in the immediate aftermath of Lawrence, the guy Molly dated who thought two glasses of Malbec earned him a night of passion, and the 20-something Kelli met in Malibu who looked “just like Jill Scott.”) So here is the definitive ranking of every man to appear on Insecure. The criteria: How is this man as a co-worker, boyfriend, sibling, or friend? How often did he ghost, cheat, or flake? The rules: The man in question must appear in two or more episodes of Insecure. But who’s the best dude on Insecure, and who’s the worst? Issa and Molly’s relationship anchors the series, but their dealings with (and misgivings about) the men that orbit them make for some of the series’s strongest drama. 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. The best part of Insecure is talking about Insecure - fussing over it, yelling at it, tweeting about it.