Usher Reveals He Proposed To Chilli Before Their Split

During an exclusive interview with PEOPLE, that was published on Thursday (Feb. 15), Usher opened up about his past relationship with Chilli. “If I am to be honest, I was her No. 1 fan, and she was my superstar,” he said. “At the age of eight, I put her poster on my wall and said, ‘Man, that girl is so beautiful. One day, I’m going to meet her.’”

“I was a young man and she had very specific rules that didn’t work for me,” the “Good Good” singer told the publication about their split. “We were missing each other. I really did want to have a different type of relationship where she was there with me, and she couldn’t be. She didn’t believe that I was actually in love with her as much as I was.”

Usher continued, “I wanted to marry her. I proposed and she told me, ‘No.’ I went through a great deal of pain after that, not trusting women or wanting to open up. I hurt her, too.” He added that he was heartbroken. “I really did love that girl. I did everything that I thought you would’ve wanted me to do, but I guess my good wasn’t great enough.”