About that cliffhanger …
It’s a bittersweet moment forInsecurefans when the Emmy-winning HBO series makes its return on Oct. 24 for its fifth season. The “bitter” part?This isInsecure’s final season. The “sweet” part? We’ll finally get all of our burning questions answered!
What will happen with Issa and Molly’s friendship? What can we expect after Lawrence dropped that mega bombshell? Can Condola even handle an actual infant? The friendships, the relationships — and yes the (iconic) mirror raps — will continue with the 10-episode season, which is why we’re here to remind you where we left off in season 4 (and drop some hints about what to expect next).

Rae toldDeadline: “Prentice and I are so grateful that HBO believed in our show from the beginning and kept faith in us to see our vision through the end. We always planned to tell this story through five seasons, but we couldn’t have made it this far without the tremendous support of our audience. I feel blessed beyond measure to bring our characters' stories to an end, on-screen at least.”
Raymond Liu

The core cast of characters consists of Issa Dee (Rae), Molly (Yvonne Orji), Lawrence (Jay Ellis), Kelli (Natasha Rothwell), Tiffany (Amanda Seales) and Nathan (Kendrick Sampson) — all of whom are returning for the final season.
Michael Loccisano/Getty Images for HBO

In order for the characters to navigate their next steps in life, they must evaluate their past, present and future relationships. This is something fans can expect to see in the coming episodes. Actress and writer Rothwell shared in abrief teaservia Twitter, saying, “This season on the show is sort of the crescendo of four seasons of friendships and growth.” She continued, “ya’ll ain’t ready!”
Rae revealed that the season starts with Issa and her career journey, explaining, “She’s building off the success of The Blocc party.” Orji added that Molly and Issa’s friendship will continue to be explored, as it’s “really the backbone of the show.” She continued, “We’re going to see a relationship that was fragile try and rebuild.”
On Sept. 29, HBO released theseason 5 trailerthat opened with a sentimental scene of Issa talking to her younger (braces-on-teeth younger) self in the mirror. The clip continued with a mix of emotional and funny-filled moments of Issa and her friends; and even showed her and Molly at their alma mater, Stanford University.
KeKe Palmerwill bejoining the castfor the final seasonafter she jokingly messaged Rae, expressing her enthusiasm for the show. After previously directing an episode in season 4,Kerry Washingtonwill be returning to direct the fifth episode of season 5.
Before the season 5 premiere, here’s a relationship refresher of the complicated character dynamics. (Spoilers ahead, So either keep reading, or stop and binge the first four seasons ASAP!)
Is this the end of Issa and Molly’s friendship?
After weeks of high tensions and frustrating arguments, Issa and Molly sat down for a long-overdue conversation in the season 4 finale.
What’s this conversation about? Between talking behind each other’s backs and failed attempts to make amends, the entirety of the fourth season showed their friendship’s slow and painful demise – which was even foreshadowed in the prologue of the season 4 premiere. (Remember when Issa told a mystery caller that she didn’t “really f–k with Molly anymore?")
Rae told PEOPLEthat she’s “most excited for people to watch Molly’s character development throughout the final season, but won’t spoil any details.”
Merie W. Wallace/HBO

Fans can only hope that their friendship will be the same come season 5, but that unfortunately might not be the case. The writers “don’t want them to go back to where they were,” showrunner and director Penny toldEntertainment Weeklyabout creating season 5.

What’s going on between Issa and her ex Lawrence?
Season 4 explored the rekindled relationship between Issa and her ex, after the two eventually decided to get back together. (But of courseInsecurehas to drop a bomb on anything that seems to be going “well.")
In the final episode of the season, Lawrence nervously admitted to Issa that he’d been offered his dream job in San Fransisco. Although he was worried about how she would react (since their relationship was finally in a good place), she was happy for him — even making plans to move together. Things were looking great for the couple.

But what about Issa and her beau Nathan?
Prior to Lawrence and Issa’s restarted romance, Issa had been spending time with former lover Nathan (whom she thought ghosted her in season 3; she later discovered he was diagnosed as bipolar and was learning how to cope).
Insecure.Merie W. Wallace/HBO

We couldn’t help but assume that there was going to be a season finale love triangle after Nathan expressed feelings for Issa, but she was quick to shoot that down when she committed to Lawrence instead. How did Nathan take it? He was surprisingly chill and accepting.
Are Molly and Andrew broken up?

The breaking point for the two occured the night of Molly’s work event. Andrew wanted to leave early, but Molly forced him to join in getting drinks afterward. When they finally went home, Molly freaked out on Andrew for attempting to watchLooking for LaToyawithout her.
Fed up, Andrew explained that he couldn’t deal with accommodating her without any reciprocation, and asked Molly if what they had is what she really wanted. His question went unanswered.
Wait, did Tiffany run away from Derek?
Glen Wilson/HBO

After a night out alone, Tiffany went missing and her husband Derek (Wade Allain-Marcus) and their friends scoured the town to search for her. Issa and Molly are among those friends, which you would think would be a good enough reason for Issa and Tiffany to fix their friendship, right? Wrong.
Tiffany is a new mom and we found out that she’s dealing with postpartum depression. Derek told the ladies, “I knew she wasn’t happy, but I thought maybe time would help. I just didn’t think it would get this bad. I can’t believe I let this happen.”

Season 5 ofInsecurepremieres Sunday, Oct. 24, at 10 p.m. ET/PT on HBO.
source: people.com