Kate Middleton may have found her Prince Charming, but the Duchess of Cambridge certainly experienced heartbreak on the road to finding true love. Before meeting Prince William at the University of St Andrews, the now 40-year-old had been romantically linked with several men, including one that broke her heart at school and left her yearning for him for some time after Leavers' Day.
During her time at prestigious Wiltshire boarding school Marlborough College, Kate met her 'first love', Harry Blakelock. According to a friend, Kate could not get over Harry for some time after she left school, and could not stop thinking about him even when she was on her gap year in Florence in 2001.
Kate's relationship with Harry, as Katie Nicholl wrote in her biography of Kate, is said to have lasted for about a year, and both Kate and Harry 'agreed they wanted the relationship to work' despite the burning pressure of exams. But heartbreak ensued when Harry decided to break up with Kate, take a gap year, and travel around the world.