The country star has long battled her weight. In 2003, at 250 pounds, Judd revealed her struggles with emotional eating on Oprah; three years later, she checked into a treatment center for food addiction. Throughout 2009, she was a spokesperson for the weight-loss drug Alli—a relationship that has since ended. Last year, she announced on Oprah that she had started exercising and dropped 60 pounds and five dress sizes. She said her yo-yo dieting days were behind her.