Usher Reveals His First Celebrity Crush

LOS ANGELES, CALIFORNIA – MARCH 16: Usher, winner of the Entertainer of the Year award, poses in the press room during the 55th Annual NAACP Awards at the Shrine Auditorium and Expo Hall on March 16, 2024 in Los Angeles, California. (Photo by Unique Nicole/WireImage)
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Usher says he’s had a crush on his celebrity crush since the age of 11.

During an interview with Essence Magazine Usher reveals his he ended up being in a relationship with his first celebrity crush. “My first celebrity crush was Chilli,” Usher says in the “60 Seconds With” series. “I think I was 11 or 12 something like that.”

We previously reported that during an interview with People, PEOPLE, the sing opened up about his time in a relationship with his said childhood crush, 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,” he said of 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.”