Her trick? Using clutch bags to hide her cleavage when exiting cars at evening events, so as to avoid any lurid shots making the tabloid covers the next day. This was such a signature move that the accessories became known as her 'cleavage bags'.
While those quick-minded might think that one watch was for herself, the other to perhaps keep track of Charles in another timezone. Think again. According to Marie Claire UK, Diana made the dual timepiece decision to bring good luck to her beau during his match.
Throughout her life, Diana was a devoted mother to her sons, William and Harry, and a lifelong advocate for children, AIDS-related causes, and victims of landmines. Hailed as the “people's princess,” she is also credited with helping to modernize the monarchy.
In the earlier days, Diana was simply afraid of her mother-in-law. Though she carefully followed all the formal traditions and courtesies, she kept a distance from the Queen. Some observers found Diana's uneasiness with the Queen surprising since she was not an outsider to the Royal family.
The Queen thought Diana quite suitable for Charles. “She was very much a hit with the royal family—they really warmed to her,” Chernock says.
"During her time as the Princess of Wales, she wore the Prince of Wales pendant. "Previously worn by Princess Diana as a necklace, Camilla opted to wear it as a brooch."
It seems odd that she would want the constant reminder of her soon-to-be ex-husband on her finger, but it turns out the reason Princess Diana wore her engagement ring after the divorce is because of her kids: She didn't want news to affect her children.
"It has long been suggested that Diana selected the ring because it reminded her of her mother's engagement ring. An alternate theory suggests that she loved the deep blue hue of the sapphire because it matched the color of her eyes," Kwiat says.
Following Diana's death in August 1997, the sapphire ring was inherited by her son Prince Harry, who eventually offered it to his older brother Prince William before he proposed to Kate Middleton with it in 2010.
The Sapphire, Diamond and Pearl Choker
The last time the choker was seen publicly was when Diana attended the Met Gala in New York in December 1996. It hasn't been seen or exhibited since, and now belongs to Prince William and Prince Harry.
After the princess' death, most of her personal jewelry was inherited by her two sons Princes William and Harry, with pieces loaned to her during her lifetime being returned to Queen Elizabeth II, where they are most likely to have been inherited by King Charles in 2022.
However, the ring actually first belonged to Harry after he inherited it from his mother's estate, but he decided to give it to his older brother when Will decided he was going to propose to Kate. William spoke about the importance of the ring during the couple's engagement interview.
The sapphire engagement ring, which was previously owned by William's mother, was adjusted for Kate by the royal jewellers, G Collins and Sons. The Duchess found that the ring was too big and would often turn on her finger. Jewellers added a series of small platinum beads to the inside of the ring.
The ring reportedly was found in the wreckage of the Mercedes and given to Diana's sisters when they came to Paris to accompany her body back to England.
Meghan has been seen wearing several pieces that once belonged to her late mother-in-law Princess Diana. From her spellbinding engagement ring, to diamond sets and vintage watches, several of the former Princess of Wales' jewels have been gifted to Meghan by her husband, Prince Harry.
The emerald and diamond necklace said to have been gifted to Princess Diana by the Queen was returned to the Royal vault after her death. But recently, in 2016, Camilla was spotted wearing the piece. It was turned into a brooch so the piece was more subtle, but there was no escaping the fact that it was still Diana's.
If tradition prevails, most of the Queen's personal jewels will be passed on to King Charles III and Queen Camilla.
Perhaps Meghan chose to leave the special rock at home to prevent overwhelming her glamorous look with too much sparkle – after all, the Duchess' style is synonymous with minimalist accessories and modern lines.
After being spotted without her engagement or wedding rings during her pregnancy with their son Archie, it was believed that Meghan altered the original band due to swelling in her fingers. But did you know the change was actually initiated by her husband?
On Meghan's wedding day, she debuted two rings: a simple wedding band made of Welsh gold, and Princess Diana's Aquamarine ring.
Out of all Queen Elizabeth's selection of dazzlers, Meghan Markle chose Queen Mary's diamond bandeau tiara. The Duchess of Sussex had all the freedom to borrow the Spencer Tiara, but she, reportedly, didn't want to get the amount of attention it would have received.
Further adding how Prince William didn't have to alter the band of the ring when he proposed with it back in 2010. Interestingly, given that Kate never met Diana, she revealed that the blue sapphire remains her most cherished possessions.
The Princess delighted royal fans when she wore Diana's Diamond and South Sea Pearl Earrings at the 2019 BAFTAs, alongside a one-shoulder Alexander McQueen gown. Kate has since worn the jewels at Royal Ascot, Remembrance Sunday, and for King Charles's coronation on 6 May.
After Diana's tragic death at the age of 36 in a 1997 Paris car crash, her jewelry was inherited by her two sons, Prince William and Prince Harry. The glittering pieces collected by Diana throughout her married life held enormous sentimental value to both the princess and the princes.
It is said Meghan Markle now owns the impressive aquamarine ring, which adds to her collection of other jewellery gifted to her by Harry from Princess Diana's royal jewellery collection. Prince Harry gave this to his wife Meghan as her 'something blue' to be worn on her wedding day.