Usher and Grace Miguel
Though the pair is heading their separate ways, they remained married for two years after dating since 2009. Usher is 39 and Miguel is 49. This isn’t the only relationship Usher has been in when where he was the younger party. He also dated Rozonda “Chilli” Thomas of TLC. Thomas was 30 while Usher was 23.
How about you? Would you date someone younger than you?