In 2010, Desormeaux teamed up with the filly Unrivaled Belle to score an upset win over Rachel Alexandra in the La Troienne Stakes. Later that year, Unrivaled Belle gave Desormeaux his fifth Breeders' Cup win when she upset Blind Luck in the Breeders' Cup Distaff. As he entered his forties, his family became concerned that his demanding career was beginning to take a toll on Desormeaux's health. At 5'3", Desormeaux has said his natural weight would be about 135 pounds, and that he has occasionally had trouble keeping at a riding weight of around 115 pounds. "All jockeys think about food all the time," he stated once. And his fall in 1992 left him with a permanent hearing deficit in one ear.