Like many Cancerians, Chloe Bailey is a lover girl to her core – but she’s not waiting around for a romantic partner to cherish her. The 26-year-old has used her music as a medium to express her tumultuous experiences in relationships over the years. While she has yet to settle down with a long-term partner, Bailey’s childhood connection to Beyonce and unique sound have left her with plenty of opportunities to keep busy making money moves outside of love.
Still, the “Have Mercy” hitmaker prefers to keep some details of her personal life private. In an exclusive interview with E! News, Chloe commented on her journey with love by highlighting what it’s done for her in the long run. As she reflects, “I think something that I’m learning is that self-love is the greatest form of love that you will ever receive…Any man who is lucky enough to come into my life will have to compete with that.”
The ambitious performer’s focus is clearly on her personal journey. Of course, she’s made headlines in recent years after spending time with high-profile public figures like Gunna and Burna Boy. Here’s everything we know about Chloe Bailey’s past flings, how her whirlwind romance with the Nigerian artist came to a dramatic end, and what her relationship status is now.
Who Has Chloe Bailey Dated in the Past? Fans Shipped Her and Diggy Simmons Thanks to ‘Grown-ish’
As Essence reports, Chloe Bailey isn’t necessarily one to volunteer details about her love life. Given that she’s a stunning starlet with 7.6 million Instagram followers, though, social media sleuths are constantly digging for tea about who she’s dating. Diggy Simmons, whose character was coincidentally involved with Chloe’s Jazz Forster, is one love interest that fans shipped in real life. The three season long on-screen relationship seemingly translated off camera too, but really only because fans were hopeful.
During her time on “Grown-ish,” the actress’ character, Jazz, was romantically involved with his, Doug. Despite the obvious chemistry, Bailey appeared to shut down rumors of their bond being just as strong off-screen during a 2020 interview. “What I love about working on Grown-ish is that we’re all, like, a big happy family. Like the energy is so good. Everyone on set, we’re all chill, we’re all friends, and I can’t wait to go back to filming. It’s really, really fun. And it’s always fun playing Jazz,” she said on “The Breakfast Club.”
After Collaborating on ‘You & Me,’ She Was Linked to Rapper Gunna
The next celebrity who was linked to Chloe Bailey was Gunna, who she collaborated with on “You & Me” in 2022. Before the romantic song hit DSPs, Capital Xtra reports that the rumored couple was spending time together in their homebase of ATL at a Hawks game. While whatever was brewing between them quickly game to an end. Gunna was ultimately arrested as part of the YSL RICO indictment, and Bailey has admitted that their romance inspired one of her subsequent singles.
After dropping “For the Night” featuring Latto in October 2022, the R&B starlet shared via social media that Gunna’s appearance on “The Breakfast Club” inspired the catchy track, per MadameNoire. “I get inspired by the smallest things,” Bailey expressed at the time. Throughout her lyrics, she sings about a connection that never fully materializes. These mirror her thoughts on what could have played out with her and the “fukumean” artist.
That Same Year, Bailey Sparked Rumors After Posting up With Lori Harvey’s Ex
Another rumored boo of Chloe’s was Memphis Depay, who was previously engaged to Lori Harvey. The Dutch football player was posted up with Chloe in 2021, in a markedly romantic setting. Her post, celebrating his birthday with a stunning backdrop complete with a private jet, obviously got fans thinking.
Despite the rumor mill rapidly turning, Bailey shut down rumors on Instagram Live at the time HotNewHipHop reports, confirming that music was her main focus. “I don’t know if it’s the Cancer in me, but right now, it’s my music. Music is my man. I come home to him every single night, and I love it. He’s faithful to me. He loves me. He makes me promises he can keep. We are making our dreams come true together. So I’m in love. I’m in love right now with music,” the 26-year-old declared.
Is Chloe Bailey With Burna Boy? What We Know About Their Whirlwind Romance
While they briefly caused a stir again in 2022, these days, Bailey is being linked to Nigerian superstar Burna Boy. Despite fans’ excitement for the picture perfect couple, they didn’t last long. Before a messy saga of drama led them to go their separate ways, the songbird addressed their situation on “The Breakfast Club.”
She told hosts, “Well, I’m a grown woman…[and] he’s a grown man, just like I’m a grown woman. I had a great time in Nigeria.” After exchanging heartfelt gifts (matching Rolex’s, to be specific), packing on the PDA and collaborating on Burna’s “Bundle By Bundle” music video, the burning spark between this duo quickly died out.
As Pulse Nigeria reports, Bailey unfollowed the Afrobeats artist in March 2025. This came after influencer Sophia Egbueje called out Burna Boy for allegedly failing to uphold his promise of buying her a Lamborghini after the two had intercourse. To add insult to injury, the Atlanta native posted a video singing lyrics that appeared to directly target Burna: “You are not even worth it, got me out here looking crazy. I should not have ignored all the signs. You wasted all my time, I know you are gonna miss all of the times we had shared. There is only one Chloe in the world and no other woman can compare.”
Since ending the brief fling, Chloe Bailey’s focus seems to be on enjoying the spring with her sister, Halle Bailey, and nephew Halo.
Frequently Asked Questions
When did Beyoncé meet Chloe Bailey?
As Teen Vogue reports, Chloe met Beyoncé in 2003 while on the set of “The Fighting Temptations,” when she played the younger version of Queen B’s character.
What is Chloe and Halle’s net worth?
According to Cosmopolitan, the sister’s net worth’s are estimated to be $2 million and $3 million, respectively.