Jess Hilarious' Family Is Expanding! What to Know About Her Pregnancy, Son, and Boyfriend

In February 2024, Jess Hilarious confirmed on 'The Breakfast Club' she's "three months" into her pregnancy after having a son.

Elizabeth Randolph - Author

Feb. 13 2024, Updated 12:05 p.m. ET

After years of making people laugh on their phone screens, Jess Hilarious officially stepped into her career as a national radio host by replacing Angela Yee as ⅓ of The Breakfast Club. Jess, born Jessica Robin Moore, became famous for her social media comedy, including her “Jess with the Mess” hot takes.

Jess joins longtime hosts Charlamagne Tha God and DJ Envy after a lengthy process that left many of the morning show’s fans convinced she wasn’t the right one for the job.

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Thankfully, the Baltimore, Md. native proved them wrong and shared on Instagram that she had to “stand on business” before accepting the job.

Now that Jess has confirmed she’s a part of The Breakfast Club, a nationally syndicated radio show and a cultural landmark, her life has already seen some surprising updates as she shared that she's becoming a mother for a second time.

Here’s what to know about Jess’s family and who’s making sure she makes it to The Breakfast Club’s studio on time!

Jess Hilarious
Source: Getty Images
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Who is Jess Hilarious dating? She announced on 'The Breakfast Club' that she and her boyfriend, Chris, are expecting her second child.

On Tuesday, Feb. 12, 2024, Jess celebrated her 32nd birthday on The Breakfast Club. During her birthday celebration, the comedienne received a call from her boyfriend, Chris. Chris applauded Jess for "standing in the divine all the time" and his boo's success. Chris also dropped a bombshell in the call, stating he was "so excited for our bundle of joy."

As Envy and Charlamagne asked "little bundle of what?" Chris confirmed he said they were expecting a baby together. Envy then pretended to be shocked about Jess's pregnancy, though Charlamagne clarified they knew about the news beforehand. While smiling from ear to ear, Jess quietly confirmed she was pregnant to the world.

"Yes I am pregnant," she revealed. "Yes I am three months. So I'm 13 weeks. Thank you baby, I love you!"

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In July 2023, Jess began “soft-launching” her new man. During that time, TikTok account Street Love Media posted footage from Jess’s Instagram Story, where she frolicked with her mystery man while they were on vacation. Since then, Jess has shared several moments with her and her boyfriend, and he often appears on her socials. In November 2023, Jess posted a video of Chris enjoying Thanksgiving with her and her then 11-year-old son, Ashton Amar James.

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Jess Hilarious has one son from a previous relationship.

During her time as an influencer on Instagram and Vine (RIP!), Jess opened up about her life behind the cameras, including her role as a mom to her firstborn, Ashton.

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Ashton was born in 2012. In several of Jess’s videos, the comedian has discussed raising her son as a single mother. She and Ashton’s father, Gerome, an influencer who goes by @romiie.j_ on Instagram, broke up shortly after Ashton was born. However, they are seemingly in a better place now and have collaborated to inform others about effective co-parenting.

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In 2022, Jess and Rome launched their co-parenting YouTube podcast, Co-Parenting Therapy. On the podcast, they discuss their willingness to remain friends and continue their “unbreakable bond” for their son’s sake.

The exes have also included Ashton on the show, where he opened up about his parents’ co-parenting relationship in an episode titled “Kids Get Mopped & School Suspension.”

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Despite their "unbreakable bond," Jess and Rome have stressed that their relationship is platonic. Jess, who dated other public figures, including comedian Kountry Wayne, has clearly moved on and working towards building her and Chris's family. We love to see it!

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