Does Halle Bailey Have a New Boyfriend? All About Her Love Life & Relationship History

Halle Bailey attends the 2024 People's Choice Awards
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What To Know

  • Halle Bailey is performing at Rockefeller Center’s Christmas tree‑lighting special this year.
  • The actress is rumored to be in a new relationship, following her split from rapper DDG.
  • This year, Bailey and DDG were involved in a messy legal battle.

After she performs during the Christmas at Rockefeller Center special this year, Halle Bailey is looking forward to spending the holidays with her son, Halo.

“It’s been a really transformative year,” The Little Mermaid actress, who recently came to a temporary custody agreement with her ex, told E! News. “I’ve been so excited. I released an album… I just feel healed and happy and free.”

So, what is Halle Bailey’s history with her son’s father, rapper DDG? Does she have a new love in her life going into the holiday season? Keep reading for Bailey’s dating history, a full rundown of her legal battle with DDG, and more.

Does Halle Bailey have a boyfriend?

Bailey hasn’t spoken about her love life lately, but romance rumors started to swirl in July 2025. She was spotted kissing a mystery man in Italy, per TMZ, where she was filming her upcoming rom-com You, Me & Tuscany. Fans soon identified him as music producer Scott Bridgeway. He’s worked with artists like Kendrick Lamar, Kanye West, and Bailey’s sister, Chlöe.

After their PDA moment in Italy, months passed without any sightings of the rumored couple. Then, in November 2025, The Shade Room posted a video of Bridgeway and Bailey grabbing dinner in Los Angeles. The two have yet to confirm or deny their possible romance.

 

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Who has Halle Bailey dated in the past?

Bailey’s most well-known relationship was with Darryl “DDG” Grandberry Jr., whom she went public with in 2022. Bailey went on to appear in her boyfriend’s “If I Want You” music video that year, and they continued to be open about their romance on red carpets.

At the premiere of The Little Mermaid in 2023, Bailey confirmed that DDG was her real-life Prince Charming. Around the same time, DDG revealed that he could see himself proposing to Bailey “eventually.” He said The Breakfast Club radio show, “I’ve never been with nobody that’s really motivated me like she do.”

In January 2024, Bailey shared the news that she’d given birth to their son, Halo, after about two years of dating. Ten months later, DDG took to Instagram to announce his split from Bailey, writing via Instagram Stories, “After much reflection and heartfelt conversations, Halle and I have decided to go our separate ways. This decision was not easy, but we believe it’s the best path forward for both of us. I cherish the time we’ve spent together and the love we’ve shared.”

Bailey hasn’t confirmed any romances since, though DDG did claim online that his ex took a vacation with R&B artist Brent Faiyaz, according to Capital XTRA. Around the same time — spring 2025 — DDG alleged that Bailey was keeping him from seeing his son. There was no evidence that Faiyaz was romantically connected to Bailey or that he was in St. Lucia with the actress.

What happened between Halle Bailey and DDG?

Though DDG initially insinuated that their split was amicable, he and Bailey entered a messy legal battle. Bailey requested sole legal and physical custody of their son, and she was granted a temporary restraining order against her ex in the process. In her petition, per Good Morning America, Bailey claimed that DDG had allegedly been physically and verbally abusive since their split, with “incidents of physical abuse” occurring before Halo was born.

The singer also accused DDG of starting “drama” and “badmouthing” her to his fans. The petition brought up DDG’s public claims that Bailey was “withholding” their son from him and had been “with other men,” which she denied. Bailey said she’d “requested a set schedule” for visits with Halo, but DDG had refused.

Weeks after Bailey was granted the restraining order, DDG was granted one of his own, also over physical and verbal abuse allegations. He said that Bailey “pose[d] an immediate threat to [his] safety and emotional well-being and more importantly, to the stability and safety of [their] son,” according to ABC. The rapper claimed that his ex “routinely used emotional coercion, including but not limited to threats of self-harm” when he attempted to break up with her, “weaponized [their] pregnancy,” and more.

Months later, in October 2025, the former couple agreed to drop the domestic violence restraining orders against each other, per documents acquired by E! News. They also came up with a temporary custody agreement for Halo: Bailey was granted primary physical custody, and DDG had custody on Wednesdays and certain weekends.