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Princess Diana’s naughty letters sold at auction – it reveals a side of her we haven’t seen before

Posted on March 21, 2026

Though it has been several decades since her passing, millions worldwide still miss Princess Diana. Her sudden death left the world in shock, and her funeral remains one of the most-watched television broadcasts in history.

Diana’s time within the Royal Family was rocky, as the affair between Charles and Camilla practically ripped their marriage apart. At the same time, however, Diana also was also rumored to have engaged in an affair.

The “People’s Princess” didn’t have any problem sharing details about how life within the Royal Family was, and what she deemed to be unfair treatment. Several of Diana’s letters have been re-discovered or found in recent years, and now, two more are up for auction.

This time, we get to see a side of Princess Diana most will likely be rather unfamiliar with. By that we mean her naughty side, after she sent the King of Greece letters that almost certainly would have shocked the late Queen Elizabeth – and many other royals to boot.

Princess Diana’s life within the Royal Family was ever turbulent. After meeting, then marrying then-Prince Charles, the couple’s relationship developed into a toxic one.

The late Queen Elizabeth II is said to have tried to save Diana and Charles’ marriage many times. Just a month after Diana’s infamous BBC interview aired, the late queen sent the couple a letter urging them to get the divorce sorted out.

According to royal expert and author Katie Nicholl, Queen Elizabeth saw the “damage it was causing to the monarchy as an institution” and that its reputation needed to remain intact.

Princess Diana letters
Finally, Charles and Diana got their divorce. In 1997, the princess found love with Egyptian film producer Dodi Al Fayed, who also died in the same car accident as Diana later that same year.

Diana was known to have had many letters sent to her during her time within the royal sphere. Two new letters were sold on auction in February for $169,663. They reveal her true feelings about the divorce proceedings she shared with Charles.

As reported by the Mirror, the 32 “emotionally” raw letters were written by Diana to her two friends, Susie and Tarek Kasseem, during the acrimonious split. Diana described how she was left “on my knees” by the divorce settlement, and feared that the royals had bugged her phone.

One of the letters, written on April 28, 1996, revealed new details about Diana’s divorce from Charles. She said she had to cancel a trip to Italy and apologize to her friends because of how she felt mentally.

“I am having a very difficult time, and pressure is serious and coming from all sides. It’s too difficult sometimes to keep one’s head up, and today I am on my knees and just longing for this divorce to go through as the possible cost is tremendous,” Diana wrote.

A few weeks later, Diana wrote another letter: “As I don’t have a mobile, it is difficult to discuss personal issues as my lines here are constantly recorded and passed on.

“If I’d known a year ago what I’d experience going through this divorce I never would have consented. It’s desperate and ugly.”

Queen Elizabeth advised Charles and Diana to divorce
Diana also thanked the couple for letting her spend Christmas with them in 1995 while Prince Harry and Prince William stayed with Charles at Sandringham.

The letters were sold at auction for an estimated $110,000. Some of the proceeds were to be donated to charities in which Susie and Diana were involved. The queen advised Charles and Diana to divorce on December 18, 1995. The day after, Diana wrote another letter, included in the soon-to-be-auctioned bunch.

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