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Issa Rae Shares Which Of Her ‘Insecure’ Love Interests Are The Most Dateable In Real Life
Insecure is the show that just keeps on giving, and no matter how long ago the show ended, we still talk about the friendships, relationships, and unforgettable moments that occurred on the show. One of the recurring conversations is who Issa Rae’s character, Issa Dee, should have really ended up. All the Insecure fans know that the men on the show were FIONE, and Issa had quite the roster. From Lawrence to Nathan, and who can forget Daniel? The men had our eyes glued to our TVs as well as the drama that came along with dating them chile.
However, have you ever wondered if the real people dated like their characters? Issa revealed whether or not they were dateable in real life during her sitdown with Cosmopolitan’s YouTube series Cheap Shots. Starting at the 9:21 mark, the actress and producer who recently released her very own Prosecco brand Viarae, ranked co-stars Jay Ellis (Lawrence), Y’lan Noel (Daniel), and Kendrick Sampson (Nathan) from most to least datable.
“Now, I could go the easy route and say, Jay, he’s married, so he’s technically the least dateable,” she explains. “The second least dateable is for sure Kendrick Sampson because, out of his mouth, he does not like to date,” she reveals. “He’s not a player, but he’s just a lot.”
So, that leaves Y’lan in the number one spot, which I’m sure sounds like music to the ears of Daniel fans everywhere. But not so fast. “And then Y’lan, I think he’s probably the most dateable, but even he’s like…just don’t date actors. All actors are trash, honestly.”
Oh, Issa! While most of the actors keep their personal lives private, there is some information available about their romantic pasts. Here’s what we know.
Y’lan Noel
Y'lan Noel
Photo by Amanda Edwards/Getty Images
The Photograph actor actually dated a certain Insecure co-star. Last December, Amanda Seales revealed on her podcast, The Amanda Show, that she and Y’lan used to be a thing. She even recalled a time when he made her birthday a special moment she wouldn't forget. Let's just say it involves a romantic boat ride, dolphins, a live art performance, and a picnic.
Kendrick Sampson
Kendrick’s dating life has been pretty nonexistent except for a few rumors here and there. The Miss Juneteenthactor was rumored to be dating Naomi Campbell after they both graced the March 2019 cover of British Vogue.
Jay Ellis
Jay Ellis
Photo by Amy Sussman/Getty Images
Jay is officially off the market after tying the knot in 2022 to longtime partner Nina Senicar. They share a daughter together. Prior to Nina, he also dated The Game actress Brittany Daniel.
Issa Rae Takes Cheap Shots at THESE Celeb Alcohol Brands | Cheap Shots | Cosmopolitan
Issa Rae showed up to Cosmo the morning after a fun night out, and we decided to keep the party going as we presented the writer and actress trays of cheap a...Let’s make things inbox official! Sign up for the xoNecole newsletter for daily love, wellness, career, and exclusive content delivered straight to your inbox.
Feature image by Charley Gallay/Getty Images for Audi
London Alexaundria is the contributing editor for xoNecole. She is an alum of Clark Atlanta University, where she majored in Mass Media Arts and has worked in journalism for over ten years. You can follow her on Instagram and TikTok @theselfcarewriter
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This article is sponsored by Hulu.
UnPrisonedhas returned for its highly anticipated second season, delving deeper into the complex dynamics of the Alexander family.
The series premiere comes a year after its debut season garnered rave reviews from fans and critics and earned record-breaking ratings for Hulu's Onyx Collective brand. UnPrisoned's success can be attributed to its raw, relatable themes and comedic appeal.
Inspired by creator Tracy McMillan's life, the show follows Paige (Kerry Washington), a therapist and single mother whose life takes an unexpected turn when her father, Edwin (Delroy Lindo) --who was released from prison-- moves in with her and her teenage son, Finn (Faly Rakotohavana).
Throughout UnPrisoned's first season, viewers witnessed how Edwin's incarceration deeply affected Paige's life and relationships. In the series, Paige unpacks her trauma through interactions with her inner child and her online followers. Meanwhile, Edwin is overcoming specific struggles with his own past that led to his life of crime, including a dysfunctional upbringing and his mother's arrest. As the Alexanders attempt to reconcile, new challenges arise.
This new season promises to further explore their unconventional family dynamic. Here are several compelling reasons why season two of UnPrisoned should be on everyone's watchlist.
The Alexander Family Life Is Still In Shambles
UnPrisoned's second season resumes where the series left off, with Paige grappling with the fallout from her troubled therapy practice and Edwin navigating life independently after moving out. Meanwhile, Finn faces his own challenges. The teenager is battling anxiety and seeking information about his father—a topic Paige avoids discussing.
The Alexander Family Are Attending Therapy To Resolve Their Underlying Issues
Amid the chaos in their lives, the Alexander family decides to mend their bond by confronting their past traumas. They seek professional help and attend therapy sessions with a “family radical healing coach,” played by John Stamos, a new cast member. This collective effort aims to unravel the complexities of their shared history and strengthen their relationships.
The process of unraveling each character's internal conflicts and their potential impact on future relationships may clash with Paige's textbook therapy approach. While Paige is used to being in the therapist's seat in both career and family, this forces her into the unfamiliar role of a patient during therapy sessions. This shift would compel her to look in the mirror and try a radically different approach.
The Alexander Family Learned A Big Lesson During A Therapy Session
In therapy, the Alexanders are tasked with addressing their individual traumas to salvage their remaining relationships. One of the family therapist’s eccentric suggestions was an exercise involving a family wrestling match. During this session, Paige faces tough questions about her refusal to share information about Finn's father.
While it's unclear whether this scene is reality or fantasy, the image of the family duking it out in the ring certainly makes for hilarious yet compelling television.
Paige Tries Dating Again Following Failed Relationships
Amid her life's chaos, Paige decides to step back into the dating field. However, her many attempts have left her with mixed results. The dating apps have turned out to be a fail, and an outing with her ex Mal (Marque Richardson), who is also her father's parole officer, doesn’t go quite as expected after he brings an unexpected guest – his new girlfriend.
The situation takes an awkward turn when Mal's new partner learns why the former couple split, partly due to Paige's self-sabotage.
UnPrisoned Is A Perfect Balance Of Comedy And Drama
As a dramedy, UnPrisoned takes a comedic approach to its heavy subjects. The show takes us on a ride with Paige's dating misadventures and navigating a friendship with her ex.
Other lighthearted moments include Edwin's attempts at CPR based on online videos and, of course, the antics of the Alexander family's unconventional new healing coach.
The second season of UnPrisoned is now available on Hulu.
UnPrisoned | Season 2 Trailer | Hulu
Feature image courtesy
‘ACross Generations With Tiffany Cross’ Have A Candid Conversation About Diversity In Media
Being the only Black person at your job can often make you feel isolated. There’s no one to relate to or who even understands your background. This is a conversation that many Black people have among each other and a topic that was covered in the latest episode of ACross Generations with Tiffany Cross.
Host Tiffany sat down with media professionals Michele McGhee and Sidney Madden to discuss everything from diversity in media to their own journeys in the industry. Tiffany, who has worked at many media platforms such as BET, revealed that during her time at CNN, she felt isolated and dismissed by her coworkers.
“Not only isolated in what you looked like but isolated in your lived experience and have people summarily dismiss your humanity on a daily basis,” she said.
Michele agreed; however, she took a different approach toward the dismissiveness she experienced while working at CNN.
“I would sit there, and I’d be like, oh my God, I’m the only one, and really it made me connect to my faith because I said God wants me to be the only one because He wants me to have this voice. He wants me to have this moment, and He wants me to go on this journey because if you’re with someone else, I can’t stretch and grow you the way I need you to be.”
She continued, “So now, as a 58-year-old woman, I never ask God, why am I alone.”
Michele is now the co-founder and CEO of Expectant Media, a company that elevates Black-owned media and creators.
Sidney is a writer and host of NPR’s podcast Louder Than A Riot. When she began working at NPR, she was one of three Black people and the only Black woman in the music department.
She recalled a moment when she pitched a story about Cardi B’s buying power before she became mainstream and how well it did on the site. The story reminded her of the value she brings to the table.
She said, “It was a point of validation for me because I’m like, ‘Oh, actually, I can learn all this stuff you’re talking about, but there’s some things you’re never gonna know. And I’m truly gonna be the expert in that I can assert in this place that you can never take away from me, and that’s the voice.”
Watch the full episode of ACross Generations with Tiffany Cross below.
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Feature image by ACross Generations with Tiffany Cross/ YouTube