**Donald Trump and Jeffrey Epstein Viewed Princess Diana as a Social Prize, Source Reveals**

*Published Oct. 3, 2025, 7:47 p.m. ET*

Donald Trump and Jeffrey Epstein reportedly treated Princess Diana as the ultimate prize in a competition to elevate their social status, RadarOnline.com can reveal.

A source close to Diana’s inner circle described the men’s pursuit: “Both men were circling around her like sharks. They saw her as a conquest, not a person. Diana, of course, had no interest in either of them.”

### Circling Diana Like Sharks

This insider’s account is supported by Trump biographer Michael Wolff, who claims that the two openly discussed who could win over the newly divorced princess first. According to Wolff, their interest in Diana—who tragically died in 1997 at age 36—was driven not by affection, but by power and prestige.

### Trump and Epstein’s Sick Contest

“They had a contest, Trump and Epstein,” Wolff stated. “It was about who would be the first to sleep with Princess Diana. For both of them, she represented the pinnacle of social climbing. It wasn’t romance — it was about status.”

Trump, now 79, had publicly expressed his desire for Diana. In a 1997 appearance on *The Howard Stern Show*, he claimed he “could have” slept with her. In a later 2000 broadcast, he referred to the princess as “crazy,” before dismissing the comment as a “minor” detail and boasting that he would have been with her “without hesitation.”

Following Diana’s 1996 divorce from then-Prince Charles, Trump reportedly brazenly attempted to woo her, inundating her with enormous bouquets at Kensington Palace—a gesture Diana found unsettling. She later confided to her inner circle: “Trump gives me the creeps.”

### Denials and Damage Control

Trump’s camp has denied Wolff’s allegations, dismissing the biographer’s account as fiction. White House Communications Director Steven Cheung released a statement calling Wolff “a liar who invents grotesque stories” and asserting he “has no credibility whatsoever.”

Nonetheless, these allegations are likely to renew scrutiny of Trump’s past friendship with Epstein, who was convicted of sex offenses and accused of trafficking underage girls.

### The Unholy Trio: Trump, Epstein, and Prince Andrew

Wolff describes Trump and Epstein as “grifter buddies,” bound together by a shared obsession with women and wealth. “They functioned almost like a duo,” he said. “They were constantly asking: ‘What can we get, how do we get it, who do we use?’”

Wolff went further, claiming that Trump, Epstein, and Prince Andrew, 65, were once inseparable in certain circles. “At one point, they were like three musketeers,” he said. “They had the same interests — the same fixation on women and the same hunger for access and money.”

Although Trump has consistently sought to distance himself from Epstein, his links to the convicted pedophile resurfaced recently after rumors suggested his name appeared in the so-called “Epstein files.” These rumors gained traction amid the acrimonious split between Trump and tech entrepreneur Elon Musk earlier this year, with Musk hinting at the connection during public disputes.

—

*RadarOnline.com will continue to follow this developing story as more information emerges.*
https://radaronline.com/p/donald-trump-jeffrey-epstein-princess-diana-win-over-fight-competition/