R&B singer, Brandy is currently making headlines for walking off stage during a concert in Chicago on October 18, 2025. After a significant buzz around it, she explained the reason was her health issues. Brandy’s mid-performance exit was due to “dehydration and feelings of wanting to faint”, according to a statement she posted online. The incident happened during a show at the United Center for The Boy Is Mine tour. Amid the drama around her professional life, here’s a look into her private life, particularly her called-off engagement with Ryan Press and her daughter, Sy’rai Smith.
Brandy and Ryan Press’ whirlwind romance

The relationship between singer Brandy and music executive Ryan Press lasted approximately two years, from late 2011 to early 2014. The ex-couple also got engaged; however, that was ultimately called off. Brandy and Ryan Press’ romance began in 2011, and they went public on New Year’s Eve of the same year, cuddling at a Las Vegas party. Brandy later stated she had given up on love before meeting Ryan; however, her views changed after meeting him.
