Chilli: 7 years older
Usher dated Chilli (Rozonda Thomas) after he filmed his “U Got it Bad” video. Usher said that Chilli was his “dream girl,” but the pair broke up in 2004 after Usher confessed that he cheated. “It was something as a man I admitted to,” he said. Recently, Chilli admitted that she still loves Usher.
