Karrine Steffans and Usher had a sexual encounter when they were both 21, but he fell in love with TLC’s Chilli and the two of them lost touch. Steffans and Usher reconnected in 2004, five years later, but Steffans stated that Usher was cocky, condescending, and loved playing emotional games. He even spitefully offered her to his brother, James. “I saw you guys flirting, so why don’t you just give him what your were going to give me,” Usher allegedly said in the book. Steffans stated that she had had enough when she discovered that he was sleeping with another woman.