At the end of “Insecure” Season 1, Issa (Issa Rae) is left boyfriendless and, while not entirely friendless, in a questionable place with her BFF Molly (Yvonne Orji). The Season 2 trailer (which you can watch above) sees Issa trying to get back in her groove. If you can’t remember everything that went on last season, have no fear, because we’re breaking it down for you.
Let’s begin with Issa’s relationship with boyfriend Lawrence (Jay Ellis). Season 1 started out with Issa questioning their relationship–ok, she was thirsty AF for her high school crush Daniel (Y’lan Noel). At first, that meant flirting on Facebook and meeting up with him when she and Lawrence were “broken up” for a hot second.
But by the time we get midway through the season, she and Lawrence are back together and he’s trying really hard to get his life together as Issa asked. He gets a job he doesn’t want, tidies up and even takes her to look at engagement rings. Issa, though, has continued to meet up with Daniel, unbeknownst to her longtime boyfriend. She invites Daniel to We Got Y’all’s Career Day, then goes to his music studio… and sleeps with him.
But at the We got Y’all fundraiser in the penultimate episode, Daniel shows up, which means Issa is juggling both men. Molly steps in to help, but Lawrence discovers the truth anyway and confronts Issa. He is understandably angry that he’s been working on their future while Issa has been cheating on him. In the finale, Lawrence heads to a strip club with the boys and ends up sleeping with Tasha, the flirtatious banker that we’ve seen a bit throughout the season.
Amidst the relationship drama, Lawrence finally gets a break career-wise and lands a tech job. In the Season 2 trailer, he’s seen at the gym, receiving sexts from Issa and out with his friends. We look forward to seeing what his character is up to next and how his relationship with Issa pans out.
Meanwhile, Issa is on a girls’ trip full of awkward tension between her and Molly — Issa called her out for having unrealistic dating standards. Some of that tension is diffused when Molly agrees to help Issa return to Los Angeles from Malibu to talk to Lawrence. But when they get back, Lawrence has cleaned out all of his stuff from their apartment, and Issa is left on their street-side couch with Molly.
In Season 2, it looks like Issa will continue in her should-I-or-shouldn’t-I struggle when it comes to Lawrence. She says she wants him back, but also asks Molly for help entering a “hoe phase.” Molly, the career woman of the show, ended Season 1 on a one-night stand, but seems to be focusing more on work in Season 2 when she finds out a white, male colleague is getting paid more than she is.
Issa’s career might get more of a focus this season, too. At the same fundraiser that caused her breakup with Lawrence, Issa’s boss tells her she’s finally hitting a stride at work.
Season 2 of “Insecure” airs Sunday on HBO at 10:30 p.m.