Rozonda ‘Chilli’ Thomas and Usher had a romance that ended in heartbreak when she turned down his proposal in the early 2000s. Despite her love for him, Chilli was convinced that marriage was sacred and did not want to risk divorce. She believed that their relationship would not have lasted and would have ultimately ended in divorce. Usher was heartbroken after being rejected by Chilli and went through a period of pain, causing him to struggle with trust and opening up to women.
Chilli and Usher first met in 1993 but did not begin dating until nearly a decade later in 2001. They were together for three years before breaking up in 2004. Usher expressed his desire to marry Chilli, but she ultimately declined his proposal, leading to heartbreak for both of them. After the breakup, Usher released the album Confessions, which led to speculation that the songs about infidelity were inspired by their relationship. However, Chilli clarified that the album was not about their romance and that they were still together while it was being recorded.
Chilli explained that the songs on Confessions were actually inspired by Jermaine Dupri’s personal situation and that Usher was just singing them. Despite the breakup, Chilli maintained that she and Usher were not like oil and water and that he was real love for her. The timing of their breakup coincided with the release of the album, leading people to believe it was about them. Chilli and Usher stayed in touch over the years following their breakup, but she eventually cut off all contact in 2019 to focus on herself and to avoid straddling the fence between moving on and staying attached to her past relationship.
Both Usher and Chilli have moved on since their relationship ended. Usher married Tameka Foster in 2007 and then Grace Miguel from 2015 to 2018 before starting a relationship with Jenn Goicoechea. Chilli found love with Matthew Lawrence in 2022 and confirmed that he is her forever partner. Lawrence also gets along well with Chilli’s son, Tron, whom she shares with Dallas Austin. The transition to new relationships has been positive for both Usher and Chilli, allowing them to move forward from their past and find happiness in their current partnerships.
Despite the challenges faced after their breakup, both Usher and Chilli have found peace and happiness in their respective relationships. Usher has expanded his family with new children born in recent years while Chilli has found a loving partner in Matthew Lawrence. Their stories serve as a reminder that moving on from past relationships can lead to new beginnings and opportunities for growth and fulfillment. By focusing on themselves and their own happiness, both Usher and Chilli have been able to find love and create new chapters in their lives.
