Halle Bailey New Boyfriend: Romance Update & Mystery Man
Halle Bailey, the 25-year-old singer and actress who captured hearts as Ariel in Disney’s The Little Mermaid, is turning heads in 2025, not just for her talent but for her love life. This summer, while filming in Italy, she was spotted sharing a romantic yacht outing with a mystery man, sparking excitement and curiosity among fans. Is Halle Bailey dating someone new?
With her star on the rise and a challenging year behind her, these photos suggest she’s finding joy again. Let’s dive into the latest on Halle’s relationship status, her music, her bond with sister Chloe.
Who Is Halle Bailey Dating?
Halle Bailey is in a new romance, though the identity of her potential boyfriend remains unconfirmed. Recent photos from Positano, Italy, show her cozying up with a Black man with long locs, looking relaxed and happy on a yacht. The pair was seen holding hands, sharing kisses, and snapping photos of each other, suggesting a connection that’s more than platonic.
Captured by BACKGRID and shared by outlets like The Shade Room, these images paint a picture of a carefree summer fling or possibly something deeper. Social media is abuzz with fans cheering her on, with comments like, “She’s glowing! Love this for Halle,” reflecting the positive vibe around this update.
Some online speculation, like a post claiming he’s Kendrick Lamar’s producer Scott Bridgeway, lacks solid evidence and should be taken with a grain of salt. For now, Halle seems to be enjoying her time with this new companion, but whether he’s her official boyfriend remains an open question.
A Romantic Italian Getaway
The photos show Halle in a stylish bikini, playfully posing while her companion, described as a man with long locs around her age, captures the moment on his phone. They were spotted splashing in the Mediterranean, sharing kisses, and enjoying a day of pure relaxation.
The vibe was undeniably romantic, with Halle looking happier than ever. This Italian escape comes as she films Italianna, a romantic comedy directed by Kat Coiro, alongside Regé-Jean Page. Fans are thrilled to see her embracing joy, with one commenter noting, “This is my type of carrying on,” capturing the excitement around her possible new love.
Halle’s Past Relationship with DDG
To understand Halle’s current chapter, it’s worth looking back at her relationship with YouTube star and rapper Darryl Dwayne “DDG” Grandberry Jr. They began dating in January 2022, first seen together at Usher’s Las Vegas residency. Their romance blossomed publicly, with moments like their 2022 BET Awards red carpet debut and Halle’s appearance in DDG’s “If I Want You” music video.
In December 2023, they welcomed their son, Halo, with Halle calling him her “greatest gift.” But by October 2024, DDG announced their breakup on Instagram, emphasizing they’d remain “best friends” to co-parent.
The split wasn’t smooth. In May 2025, Halle filed for a temporary restraining order against DDG, alleging physical, verbal, and emotional abuse, including a January 2025 incident that left her with a chipped tooth and bruises.
She was granted temporary sole custody of Halo and permission to travel with him to Italy for her film project. DDG countered with his own restraining order, alleging Halle posed an emotional risk to their son, but his request to block her travel was denied. A final custody hearing is set for later in July 2025. Despite the drama, Halle’s recent yacht outing shows she’s focusing on brighter days.
‘Braveface’ Lyrics: A Window into Halle’s Heart
Halle Bailey’s latest single, “Braveface,” released on June 19, 2025, through Parkwood Entertainment and Columbia Records, is a raw and emotional reflection of her struggles with postpartum depression, self-image, and motherhood. Co-written with British singer-songwriter Raye, who appears in the music video, the song resonates with its honest portrayal of vulnerability and resilience. Below are the full lyrics, as sourced from Genius, capturing Halle’s journey of putting on a brave face amidst personal challenges.
Lyrics to “Braveface” by Halle Bailey
[Intro] (Bongo, turn it up) Mm, mm (Yeah) Mm, mm
[Verse 1] Sittin’ on the floor, curled up in a ball Lookin’ in the mirror and I feel so fuckin’ small Then I grab my makeup bag and shuffle it around My head is in the clouds, self-esteem is on the ground
[Pre-Chorus] I been so tired Even though I feel this way I gotta do what the girls do best Cover up the pain
[Chorus] Step one, rubbing my foundation on Two, concealer to hide it from you Three, I hope they can read between the lines Gotta blind ’em, touch a highlighter Four, I put on my blush in a rush ’cause I’m flushed Tell myself, “You’re more than enough” And fuck my flaws, no, I’ll be strong That’s how I put my braveface on
[Verse 2] Up and down for no reason, springing falling like seasons When I step up on the carpet, cameras on me, fake cheesing Got my hair and my heart out, got my lipstick and my guard up Pretty good fucking actress, I know how to play my part up
[Pre-Chorus] I’m tired And when do I stop to feel this way I gotta do what the girls do best Cover up the pain
[Chorus] Step one, rubbing my foundation on Two, concealer to hide it from you Three, I hope they can read between the lines Gotta blind ’em, touch a highlighter Four, I put on my blush in a rush ’cause I’m flushed Tell myself, “You’re more than enough” And fuck my flaws, no, I’ll be strong That’s how I put my braveface on
[Bridge] I just wanna (Make me) feel good I just wanna (Make me) feel good (I just wanna wanna feel good, baby), yeah I just wanna (I just wanna) feel good (I just wanna feel good) I just wanna (I just wanna) feel good (Feel good)
[Outro] Step one, rubbing my foundation on Two, concealer to hide it from you Three, I hope they can read between the lines Gotta blind ’em, touch a highlighter Four, I put on my blush in a rush ’cause I’m flushed Tell myself, “You’re more than enough” And fuck my flaws, no, I’ll be strong That’s how I put my braveface on (On)
The song’s music video, which has over 1 million YouTube views, shows Halle shedding glamorous layers, symbolizing her emotional journey. Fans have praised its relatability, with one commenting, “This is for every mom putting on their brave face!” Halle has shared that the song reflects her mental state since having her son, Halo, saying, “My mental has been everywhere.” This powerful track underscores her strength as an artist and a mother navigating life’s complexities.
Burna Boy: Just Friends?
Halle sparked buzz in May 2025 when she posted a selfie with Nigerian superstar Burna Boy, captioned with a playful nod to his 2018 hit “Ye.” The photo, showing them smiling and Halle making a kissy face, led to speculation about a romantic link, especially since her sister Chloe Bailey was previously rumored to be dating Burna Boy in December 2024.
Social media reactions ranged from surprise to skepticism, with one user joking, “Not Halle with the African Giant! Is Chloe okay with this?” However, there’s no evidence of a romance between Halle and Burna Boy. The selfie seems to reflect a friendly or professional connection, possibly tied to their shared music industry circles. Given Chloe’s past link-up with Burna, including footage of them looking cozy, it’s likely Halle’s post was just a fun moment, not a sign of dating.
Halle and Chloe Bailey: A Sisterly Bond
Halle’s journey is deeply intertwined with her sister, Chloe Bailey, born July 1, 1998. The duo, known as Chloe x Halle, rose to fame with their YouTube covers, catching Beyoncé’s eye and signing with Parkwood Entertainment in 2015.
Their albums, The Kids Are Alright (2018) and Ungodly Hour (2020), earned five Grammy nominations, showcasing their R&B prowess. They also starred as sisters Skyler and Jazlyn Forster in Grown-ish (2018–2022). While Chloe, now 27, has pursued solo music with albums like In Pieces (2023), Halle’s solo path includes acting and singles like “Angel” (2023) and “Braveface.”
Despite their individual careers, their bond remains tight. In a 2024 Forbes interview, they discussed supporting each other, with Halle cheering Chloe at Coachella and Chloe celebrating Halle’s Little Mermaid role. They live in the same building, on different floors, keeping family close.
Halle Bailey’s Net Worth and Career Rise
At 25, Halle Bailey’s net worth is estimated at $1 million as of 2023, though her recent projects likely boosted this figure. Her wealth stems from music with Chloe x Halle, solo singles, and acting roles in The Little Mermaid (2023) and The Color Purple (2023), where she played Nettie Harris.
Her role as Ariel earned critical acclaim, and she’s now filming Italianna and Atlantis. Additional income comes from brand deals, like her 2024 Pandora ambassadorship with Chloe, and her sold-out Hallelujah Jewelry Etsy store. While Chloe’s net worth is slightly higher at $2 million due to more acting roles, Halle’s star power is growing fast, with her music and film projects paving the way for a bright financial future.
Balancing Love, Work, and Motherhood
Halle’s life is a whirlwind of creativity and responsibility. While in Italy, she’s filming Italianna, a romantic comedy directed by Kat Coiro, alongside Regé-Jean Page. The project, based on an original idea by Ryan and Kristin Engle, keeps her busy, but she’s made time for personal moments, like the yacht day.
As a mom to 17-month-old Halo, she’s also navigating co-parenting challenges. Court documents reveal her commitment to Halo’s safety, with supervised visits arranged for DDG in Italy. Fans have praised her resilience, with one saying, “Her music feels so real—she’s a true artist.” Halle’s ability to balance her career, motherhood, and a budding romance is inspiring, showing her strength at just 25 years old.
Conclusion
Halle Bailey’s Italian summer has given fans plenty to talk about, from her radiant yacht moments with a mystery man to her powerful “Braveface” lyrics. While we don’t know if this man is her official boyfriend, the photos suggest she’s open to new love after a tough year. Her bond with Chloe Bailey, her rising net worth, and her resilience as a mom and artist shine through.
Halle’s living her truth at 25, balancing motherhood, music, and movies with grace. Stay tuned for more updates on her journey, and let’s keep cheering for her happiness!
