Donald Trump 'Aggressively Pursued' Princess Diana After Her Divorce—Book

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Donald Trump "aggressively pursued" Princess Diana following her divorce from Prince Charles in 1996 and claimed, after her death, he could have "nailed her if I wanted to," according to a new biography.

In an advance copy of The King: The Life of Charles III by Christopher Andersen seen by Newsweek, the author recounts that during the 1990s Diana "rebuffed" romantic advances that Trump made after the breakdown of her marriage to Charles.

"It didn't help that Trump...had aggressively pursued Princess Diana after her divorce—overtures that were rebuffed—and claimed later on a radio program that he could have 'nailed her if I wanted to,' but only if she passed an HIV test," Andersen wrote of Trump's relationship with Charles.

Donald Trump and Princess Diana
Donald Trump (L) photographed August 6, 2022. And Princess Diana (R) photographed June 17, 1997. Trump "aggressively pursued" Diana after her divorce according to a new biography. Brandon Bell/Getty Images/Tim Graham Photo Library via Getty Images

The later comments by Trump were made during interviews in 1997 and 2000 with radio show host Howard Stern.

Soon after the princess' death at the age of 36 in a Paris car crash, Stern asked Trump, who had been linked in various ways to both Diana and Charles throughout the 1980s and 1990s, "why do people think it's egotistical of you to say you could've gotten with Lady Di?"

"You could've gotten her, right? You could've nailed her," Stern said, according to The Daily Beast.

"I think I could have," Trump responded.

In a 2000 discussion, Stern raised the subject of Diana again, asking Trump: "Would you have slept with her?"

"Without even hesitation," was the response.

Following the breakdown of Charles and Diana's marriage, which led to an official separation in 1992, general speculation that Diana was considering a move to the U.S.—in particular to a property in Trump Tower, began to resurface.

Though sources have speculated that the reports were placed to promote Trump's property holdings, in 1994, Buckingham Palace denied that the princess was looking to purchase a stateside apartment following a story run by the New York Post.

"This report is highly speculative rubbish. It is simply not true," a palace spokesman responded, according to The Guardian. "The princess is not set to buy an apartment in the United States or elsewhere and has no plans to live anywhere but in Britain."

Princess Diana In New York City
Princess Diana photographed in New York City, June 1997. The princess was known to have been fond of the U.S. with speculation that she would move stateside circulating in the years before her death. Mitchell Gerber/Corbis/VCG via Getty Images/Tim Graham Photo Library via Getty Images

Reports that Trump had attempted to win favor with Diana following her divorce stem from an article written by her friend, the broadcaster Selina Scott, who interviewed Trump in 1995.

The business tycoon was not happy with his portrayal in Scott's article and resulted, she has since claimed, in his sending "intimidating" letters addressed to her for a number of years.

In 2015, Scott wrote of a lunch she shared with Diana in which the princess expressed her concern at Trump's advances toward her.

"He bombarded Diana at Kensington Palace with massive bouquets of flowers, each worth hundreds of pounds," Scott wrote, according to The Sunday Times. "Trump clearly saw Diana as the ultimate trophy wife."

"As the roses and orchids piled up at her apartment she became increasingly concerned about what she should do," the broadcaster continued. "It had begun to feel as if Trump was stalking her."

Later, Scott recounted that Diana asked for advice on how to handle the situation.

"'What am I going to do?' she asked. 'He gives me the creeps.'"

"'Just throw them in the bin,' I advised. Diana laughed."

Donald Trump in New York City
Donald Trump photographed in New York City, August 10, 2022. In 2016, Trump denied claims that he had made repeated romantic advances toward Princess Diana. James Devaney/GC Images

Following the publication of Scott's claims, in the build-up to the 2016 presidential election, Trump was asked about his relationship with the princess by Piers Morgan on British TV.

"There was a flurry of stories recently that you had a little frisson for Princess Diana," Morgan said.

"Totally false," Trump responded. "It was so false. I liked her. I met her in New York once standing in line and we were all shaking hands and that was the only time I ever met her. I read that story that I was calling her or something and it was so false."

"I did respect her," he added of the princess, "but no interest from that standpoint. But I did meet her once and I thought she was lovely."

Trump has been highly complimentary towards some members of the British royal family in the years since he became president, writing a lengthy tribute to the late Queen Elizabeth II following her death in September, adding that the new King Charles is a "great and outstanding successor to his cherished mother."

Newsweek has reached out to the office of Donald Trump for comment.

The King: The Life of Charles III by Christopher Andersen, published by Gallery Books of Simon & Schuster, will be released on November 8.

Do you have a question about King Charles III, William and Kate, Meghan and Harry or their family that you would like our experienced royal correspondents to answer? Email royals@newsweek.com. We'd love to hear from you.

About the writer

James Crawford-Smith is a Newsweek Royal Reporter, based in London, U.K. His focus is reporting on the British royal family and royal fashion. He has covered contemporary and historic issues facing King Charles III, Queen Camilla, Prince William, Kate Middleton, Prince Harry, Meghan Markle, the late Queen Elizabeth II and Princess Diana. James joined Newsweek in 2022 having previously contributed to titles such as The Lady, Majesty Magazine and Drapers. He also spent a number of years working with the curatorial department at Historic Royal Palaces, based at Kensington Palace, and contributed to the exhibitions Fashion Rules: Restyled (2016) and Diana: Her Fashion Story (2017). He also undertook private research projects with the Royal Ceremonial Dress Collection. He is a graduate of University College London and Central Saint Martins, where he studied fashion history. Languages: English.

You can get in touch with James by emailing j.crawfordsmith@newsweek.com.


James Crawford-Smith is a Newsweek Royal Reporter, based in London, U.K. His focus is reporting on the British royal family ... Read more