Prince William and Kate Middleton may seem like the perfect couple, but before they were married, their romance faced a number of issues. During the early years of their relationship, William reportedly spotted something special in Prince Harry’s then-girlfriend, Chelsy Davy.

William and Kate briefly split in 2007 amid reports the young prince felt suffocated in his relationship. However, those close to William revealed he dumped Kate because they didn’t have a good time together.

At the time of their break up, the Daily Mail published an article claiming Prince William felt “the fun” disappeared in their relationship.

While royal correspondent, Laura Collins claimed William did not want to settle down at a young age, insiders revealed William told his friends that Prince Harry’s then-girlfriend, Chelsy was “very bright” and “more fun than Kate.”

Although Prince William and Kate eventually got back together, the future Duchess of Cambridge struggled to fit into William’s world. According to the book, “Kate: The Future Queen,” Katie Nicholl revealed, Chelsy rejected Kate’s attempt to befriend her.

In 2008, Kate tried to bond with Chelsy after they were invited to Peter Phillip and Autumn Kelly's wedding. “Harry and Chelsy, who were back together after a romantic reunion in Botswana, had been invited, and Kate was grateful, for she didn’t know many of the guests,” Nicholl wrote.

“Her friendship with Chelsy was lukewarm; they were completely different characters, and the bubbly Zimbabwean got along better with Pippa,” she added.

Despite their cordial encounters, Chelsy wasn’t interested in making a new friend. “Kate had made an effort to befriend Chelsy, inviting her clothes shopping, but Chelsy had turned the offer down, leading to a coolness between them,” Nicholl revealed.

While Prince Harry and Chelsy split after seven years together, Prince William and Kate married in 2011. The Duke and Duchess of Cambridge are now parents to Prince George, Prince Charlotte and Prince Louis.

Kate Middleton
Catherine, Duchess of Cambridge and Prince William, Duke of Cambridge attend Easter Sunday service at St George's Chapel on April 21, 2019 in Windsor, England. Getty Images/Samir Hussein/WireImage