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Home • Lifestyle

Did Brandy And Ryan Press Just Spin The Block? The Internet Has Questions

Is this Walk of Fame appearance a soft relaunch or just friendly support? A decade after their breakup, they're sparking "round two" rumors.
Did Brandy And Ryan Press Just Spin The Block? The Internet Has Questions
Michael Buckner/Variety via Getty Images
By Elizabeth Ayoola · Updated March 31, 2026
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Not every breakup marks the end of a love story. Sometimes it just makes room for a new one. Brandy Norwood and her ex-fiancé Ryan Press may be writing a new one after splitting up over a decade ago. The singer and music executive were photographed together during her Hollywood Walk of Fame ceremony on March 30, fueling rumors that they’ve decided to spin the block.

Press, who is the president for A&R for North America at Warner Chappell Music Publishing, gave the star a shout-out via his Instagram Stories after attending the event. He kept it simple.

“Congrats @brandy,” Press later captioned the story alongside a picture of Brandy on stage giving a speech. 

The Grammy award-winning artist reflected on her success, penning an inspiring message about her accomplishment on Instagram. 

“Seeing the stars on the Walk of Fame lit something in me. It made me believe. It made me affirm over my own life: ‘I’m going to sing my way onto one of these stars.’ And I did. I am beyond grateful. A star on the Walk of Fame is a definition of legacy.”

Regarding Press, the two ended their engagement in 2014. The singer’s rep explained that the split was mutual and cordial, so there was said to be no bad blood.

“They’re both taking a step back regarding their relationship. They’re definitely friends and will continue to be friends. There’s nothing malicious or negative about [their split].”

Brandy also said the same during an interview with Wendy Williams.

“We just grew in different directions,” she stated in 2015. “We’re still friends. I still have a lot of love for him. There [are] no hard feelings, that’s what I’m saying.”

Did Brandy And Ryan Press Just Spin The Block? The Internet Has Questions
LOS ANGELES, CA – DECEMBER 16: Singer Brandy and producer Ryan Press attend “VH1 Divas” 2012 at The Shrine Auditorium on December 16, 2012 in Los Angeles, California. (Photo by Christopher Polk/Getty Images)

Press proposed in late 2012, which was about a year after they launched their relationship publicly on New Year’s Eve.

“I’m really blessed to have someone like him in my life,” Brandy told PEOPLE shortly after the proposal. “He’s truly a gift.”

Prior to that engagement, the singer was engaged to NBA guard Quentin Richardson in 2004. Two years earlier, she welcomed her daughter Sy’Rai with producer Robert Smith. We haven’t seen her pop out publicly with a partner in some time.

It may be because the singer has been focused on self-love, which she revealed during a 2020 interview on ESSENCE’s former podcast, Yes, Girl!

“I’ve learned boundaries for myself. I’ve learned how to take care of myself,” Brandy said. “I learned that self-love is really what I’ve been looking for all my life, and I’ve looked for it in the wrong places.”

Can we anticipate a re-proposal between Brandy and Ryan? Or is this just a friend supporting a friend? We’ll just have to wait and see.

TOPICS:  Brandy