Chlöe Bailey, the multi-talented singer, songwriter, and actress, has captivated audiences not only with her powerful vocals and dynamic performances but also with glimpses into her romantic life. Growing up in the public eye alongside her sister Halle as part of the acclaimed duo Chloe x Halle, Chlöe has largely maintained a private stance on her relationships. However, the public's curiosity, coupled with on-screen roles and musical inspirations, has led to speculation and confirmed connections with several high-profile personalities, painting a picture of a young artist navigating love under the spotlight.
Chlöe's romantic journey began to draw public attention with her on-screen chemistry with fellow actor Diggy Simmons. The two starred as love interests Jazz and Doug in the Freeform series Grown-ish, starting in 2018. Their palpable connection on the show quickly fueled rumors of a real-life romance. In August 2019, they were reportedly spotted together at a Dave & Busters, with some reports even suggesting they shared a kiss. Further sightings, including at a Christmas party in December 2019, continued to spark speculation among fans and media outlets. Despite the strong rumors, neither Chlöe nor Diggy ever officially confirmed their relationship.
The speculation surrounding Chlöe and Diggy reached a peak in June 2020 following the release of Chloe x Halle's album, Ungodly Hour. Fans quickly theorized that lyrics from songs like "Busy Boy" were directed at Simmons, particularly lines hinting at a partner's infidelity and a rumored pregnancy with another woman. While Chlöe never explicitly named Diggy, her sister Halle's playful hint during an Instagram Live session, asking Chlöe if she had dated a Grown-ish co-star, added fuel to the fire. The unconfirmed relationship seemingly concluded around this time, with Chlöe later implying the song was drawn from personal experience.
Following her solo debut, Chlöe was romantically linked to rapper Gunna, with rumors gaining significant traction from late 2021 into early 2022. The pair were first spotted together courtside at an Atlanta Hawks game in October 2021, igniting widespread speculation. Their collaboration on the track "You & Me" from Gunna's album DS4EVER, released in January 2022, further fueled the dating rumors. They were seen together at the album's listening party, appearing close and comfortable. Gunna addressed the rumors in January 2022, stating they were "really close friends" and that he was "shooting his shot a little bit" when they first met, but admitted he wasn't ready to settle down. Chlöe, however, later confirmed in October 2022 that her solo single "For the Night" was indeed about Gunna, revealing she wrote it after his interview where he discussed his reluctance for a serious commitment. This revelation solidified the public's understanding that a romantic connection, albeit unconfirmed by both at the time, had existed between them.
More recently, Chlöe's love life has been the subject of intense media attention due to her rumored relationship with Nigerian Afrobeats star Burna Boy. Speculation began circulating in late 2023 and continued into early 2024, with the two artists reportedly spotted together in various locations, including Nigeria. Videos and photos emerged showing them engaging in public displays of affection, leading many sources to report on their budding romance. By February 2025, reports from various entertainment outlets indicated that their relationship had been confirmed, with public sightings and interactions suggesting a deeper connection. This marked a more publicly acknowledged romantic involvement for Chlöe since her previous rumored flings.
Beyond these more prominent rumored and confirmed relationships, Chlöe has also been briefly linked to other figures. In December 2023, she was spotted with rapper Tyga at a West Hollywood club, leading to fleeting dating rumors. Additionally, her collaboration with Quavo on the movie Praise This (released in 2023) sparked some speculation, though Chlöe quickly shut down any romantic notions. In an interview with Cosmopolitan around early 2023, Chlöe emphasized her single status, stating she was "working on herself" and learning her worth before seeking a romantic partner. This sentiment has been a consistent theme in her public statements, underscoring her focus on personal growth and her career.
Chlöe Bailey's romantic history, while often kept private, reflects the challenges and intrigues of navigating relationships in the public eye. From the on-screen chemistry that spilled into real-life rumors with Diggy Simmons to the more public, yet unconfirmed, connection with Gunna, and her more recent, seemingly confirmed romance with Burna Boy, Chlöe's journey has been a blend of artistic inspiration and personal exploration. Despite the intense scrutiny, she consistently prioritizes her music and self-development, often using her experiences to fuel her artistry, as she famously stated, "My love life is music."