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Donald Trump's links to the British royal family began long before he entered politics, with reports claiming he pursued Princess Diana after her separation from then Prince Charles in 1992.
The 80-year-old president later met members of the royal family on several occasions, including welcoming King Charles and Queen Camilla to the White House in April 2026 alongside First Lady Melania Trump. During his first official visit to the UK in 2018, Trump held a private meeting with Queen Elizabeth II before attending a state banquet at Buckingham Palace the following year.
While Trump often spoke warmly about his relationship with the late Queen, reports over the years have claimed his interactions with Princess Diana were very different. According to TV presenter Selina Scott, Trump began sending flowers to Diana after news of her split from Charles became public.
Writing in The Sunday Times in 2015, Scott alleged Trump wanted Diana to become his "trophy wife," sending roses and orchids that "piled up in her apartment."
Scott wrote: "She became increasingly concerned about what she should do. It had begun to feel as if Trump was stalking her.
"When she died in the tragic accident in Paris in 1997, Trump told friends his biggest regret was that they hadn't dated. He said that he always thought he had a chance of romance and would have had a 'shot' with her."
Scott also claimed Diana dismissed the future president as a "creep."
During a 2016 interview with Piers Morgan, Trump disputed suggestions that he had tried to pursue a relationship with Diana.
He said: "But I did meet her once, and she was lovely."
Trump also said he "respected" Diana but had "no interest" in pursuing her romantically.
In later comments about Queen Elizabeth following his 2019 visit to the UK, Trump praised the late monarch and described her as a "great, great woman."
He claimed in an interview with Fox & Friends: "I have such a great relationship [with the Queen], and we were laughing and having fun. And her people said she hasn't had so much fun in 25 years.
"Then I got criticized for it because they said we were having too much fun. I feel I know her so well, and she certainly knows me very well right now, but we have a very good relationship with the United Kingdom."
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Donald Trump reportedly "pursued" Princess Diana romantically, but she responded with a blunt five-word reply.
The President's romantic life is anything but private.
He married Ivana Trump in 1977, staying with her for over a decade until his affair with model Marla Maples came to light.
After finalizing his divorce in 1990, he continued his relationship with Maples, welcoming daughter Tiffany in 1993 and marrying Marla later that year.
But the marriage only lasted three years before they separated in 1997, citing differing world views.
It was during his second divorce that Trump met Slovenian-American model Melania Knauss at a New York City party in 1998.
He proposed to Melania at the Met Gala in 2004, and they married in 2005 in Palm Beach, Florida, making her both his third wife and the future First Lady.
And, of course, there’s Stormy Daniels, the adult film actress who claimed she had a one-night stand with Trump in 2006.
Trump was later found guilty of 34 felony counts tied to a $130,000 hush money payment made to Daniels ahead of the 2016 Presidential Elections.
But Trump once admitted to having “one regret in the women department.”
Writing in his 1997 book The Art of the Comeback, he confessed: “I never had the opportunity to court Lady Diana Spencer," per the Daily Mail.
“I met her on a number of occasions,” he continued. “I couldn't help but notice how she moved people. She lit up the room with her charm, her presence. She was a genuine princess – a dream lady.”
Reportedly, Trump saw Diana as his “ultimate trophy wife” after her divorce from Prince Charles in 1996.
Former BBC journalist and Diana’s friend, Selina Scott, recalled in The Sunday Times how Trump sent huge bouquets of flowers to Diana’s Kensington Palace home, a tactic he had previously used when wooing Ivana.
“Trump clearly saw Diana as the ultimate trophy wife,” Scott wrote. “As the roses and orchids piled up at her apartment she became increasingly concerned about what she should do. It had begun to feel as if Trump was stalking her.”
Over dinner, Diana confided in Scott: “‘What am I going to do?" she asked.
She then uttered five awkward words: "He gives me the creeps.”
Scott added: “‘Just throw them in the bin,’ I advised. Diana laughed.”
She went on: “When she died in Paris in 1997, Trump [reportedly] told friends his biggest regret was that they hadn’t dated.
“He said that he always thought he had a chance of romance and would have had a ‘shot’ with her.”
In a Howard Stern interview in 2000, Trump doubled down, saying he would have slept with Diana “without even hesitation.”
He ranked Diana third on his top ten hottest women list, placing her just after Ivana and Melania.
Remembering the “People’s Princess,” Trump described her as “crazy” but brushed it off as “a minor detail.”
“I tell you what, I think she’s magnificent,” Trump said. “Lady Di was truly a woman with great beauty.
“I’ve seen her a couple of times. She was really beautiful, and people didn’t realise she was that beautiful. She was supermodel beautiful.
“She had the height, she had the beauty, she had the skin, the whole thing.”
Despite these remarks, Prince William managed to remain diplomatic during his meetings with Trump, including during the state visit in 2019, the re-opening of Notre Dame in 2024, and the funeral of Pope Francis in 2025.
President Donald Trump has shocked the public with yet another odd comment about one of his personal relationships.
The US leader is no stranger to a cringeworthy remark or two, but the 47th President keeps surprising people with the things he comes up with.
Trump was speaking to attendees outside the White House on Tuesday evening (April 28), where King Charles and Queen Camilla had arrived for a state visit to the US.
Viewers had previously noticed several details about the visit, including bruising on his left hand when he greeted the British Royals, sparking health concerns.
His initial exchanges with the King were also scrutinised, as a lip reader claimed that he brought up the subject of Vladimir Putin numerous times, with the press looking on.
King Charles had stated "America’s words carry weight and meaning" and spoke about the “bond of kinship” between the two nations, despite Trump's disdain for UK Prime Minister Keir Starmer.
Just days after an assassination attempt on Trump, he was back speaking to the press and talking about his own ancestral links to the UK, with his mother emigrating to the US in the late 1920s.
He told attendees: "My mother, I just see it so clearly, she loved — I told the King this — she loved the royal family, and she loved the queen,
"And any time the queen was involved in a ceremony or anything, my mother would be glued to the television, and she'd say, 'Look, Donald, look how beautiful that is.'"
He even claimed that his mom thought that a young Charles was "so cute," despite there being a 36-year age gap between the two, with the latter being two years younger than Donald himself.
"My mom! My mother had a crush on Charles, can you believe it? I wonder what she's thinking right now!" he added.
Trump temporarily paused his speech, which was supposed to honor the arrival of the King of England, to joke about his 21-year marriage to former model Melania.
He was speaking about his mom and her marriage to his father, explaining: "She came to America at 19, met my incredible father, we loved him so much, we all loved him, we loved her, we loved him: Fred. And, they were married for 63 years."
Referencing his Scottish-American mother, he said to Melania: "And, uh, excuse me, if you don't mind, that's a record we won't be able to match, darling."
While attendees laughed at his apparent joke, there was a sense of unease among many viewers.
But this didn't stop the President from going on: "I'm sorry, it's just not going to work out that way. We'll do well, but we're not going to do that well."
The President's joke came nearly a week after talk show host Jimmy Kimmel made a joke about Melania being an "expectant widow."
Claiming that it was "hateful and violent rhetoric," the First Lady made a rare public comment on the monologue, while the President called for Kimmel to be fired.
Kimmel has since replied, saying in his first monologue since the Washington shooting that it was "obviously was a joke about their age difference and the look of joy we see on her face every time they're together."
He went on: "It was not by any stretch of the definition a call to assassination, and they know that, I've been very vocal for many years speaking out against gun violence in particular," he added.
"I agree that hateful and violent rhetoric is something we should reject, I think a great place to start to dial that back is having a conversation with your husband about it."
King Charles and Queen Camilla began their four-day state visit on Monday (April 26), as they met President Donald Trump and First Lady Melania Trump at the White House.
It is the first British state visit to the US since Queen Elizabeth II's trip, back in 2007.
Doubt was cast over their planned trip after an assassination attempt on Trump was carried out in Washington DC on Saturday.
Authorities say that the 31-year-old suspect gunman Cole Tomas Allen had rushed security outside the White House correspondents' dinner with two firearms and knives.
He then opened fire inside the ballroom at the Washington Hilton, with security acting quickly to protect top officials such as the President and Vice President.
Chilling footage from the ballroom revealed that security shielded Trump, who stayed in place longer, as agents moved around to protect him.
But just a few days on, the King and the President are in headlines for other reasons, after they shared an exchange in front of the press.
The leaders' first words to one another, and words following that for that matter, weren't audible to TV cameras.
But many are keen to hear what Trump has in store for Charles, as the visit is claimed to be one of the most important foreign trips so far during the King's reign.
Relations between the President and the UK Prime Minister aren't what you'd call amazing, with Keir Starmer being openly criticised on multiple occasions by the US leader.
Trump has called him "not Winston Churchill," even criticising the UK's approach to the Iran war by describing it as "terrible".
The hope for Brits and Americans alike is for the "special" relationship, as Trump has called it in the past, to get back on track with the visit of the Royals.
Despite the hope for a good start, it seems like the King was "telling off Trump" within moments of greeting each other.
Lip reader Nicola Hinkling told the Daily Mail that while they were making small talk as they posed for snaps in the sun, they weren't just making small talk.
She claimed that the President said: “This shooting…”
King Charles then reportedly responded: “I'd rather not stand about here too long.
“I feel I shouldn't be here.”
Trump then asked if the King was okay, adding: “It’s not a good thing.
“I wasn’t prepared, but now I am prepared.”
The US leader then changed the subject, speaking about being in touch with Russian President Vladimir Putin: “He wants war,” it's claimed he said.
Hinkling then believes the King replied, saying: “We will discuss that later.”
Trump wasn't pleased with this suggestion though, continuing: “I've got a feeling… if he did what he said, he will wipe out the population.”
But Charles stood firm, again reiterating: “Another time.”
The President then seemingly got the hint, changing the topic to the White House ballroom project, explaining: “You can see right through there,
“Right the way through to the ballroom. Would you like to see?”
The King then said he was "sure" they would be shown it, while laughing, as Trump admitted: “That's right, you're right.”
Speaking to CBS News’ Norah O’Donnell on 60 Minutes, Trump said the delay was largely his own doing.
The 79-year-old revealed that he initially resisted leaving as he wanted to understand what was happening.
He explained: "Well, what happened is, it was a little bit me,
"I wanted to see what was happening, and I wasn’t making it that easy for them.
"I wanted to see what was going on. And by that time, we started to realize maybe it was a bad problem, a different kind of problem, a bad one," he went on.
"And I was surrounded by great people, and I probably made them act a little bit more slowly. I said, 'Wait a minute, wait a minute. Let me see, wait a minute.'"
But once Trump decided to move, agents ordered him and First Lady Melania Trump to get down.
The President recalled: "Then, I started walking with them. I turned, I started walking. And they said, 'Please go down. Please go down on the floor.'
"So I went down, and the First Lady went down, also. But we were asked to go down by the agents as I was walking."
Donald Trump and his wife, Melania, are currently on a state visit to the UK, but their trip has already stirred controversy with multiple breaches of royal protocol.
The President and First Lady arrived in Windsor on September 17, 2025, where they were greeted by the Prince and Princess of Wales.
However, what should have been a smooth and respectful start to the visit quickly became the subject of public criticism.
The day began with an awkward moment for the Trumps when they arrived late to meet Prince William and Kate Middleton.
Although their meeting had been scheduled for 12:00PM, Trump’s Marine One helicopter was still hovering over the Windsor estate at around 12:10PM.
The presidential arrival ultimately pushed the greeting ceremony off schedule, with Trump and Melania stepping out of the helicopter at 12:16PM, just behind the planned time.
Following the late arrival, Trump and Melania were escorted by William and Kate to meet King Charles and Queen Camilla at Victoria House.
Once introductions were made, the group moved on to a ceremonial event, which would see the Trumps joining the royal family for a carriage procession to Windsor Castle.
While the day's events continued, Trump’s actions once again raised eyebrows.
As he participated in a military inspection alongside King Charles, the US president broke one of the most sacred rules of royal protocol: walking in front of the King.
According to royal tradition, those meeting King Charles should walk behind him, reflecting their rank and the line of succession.
During the inspection, however, Trump marched ahead of the King, seemingly uninterested in following the traditional order.
The sight of Trump ahead of the monarch led to widespread backlash on social media, with many royal observers expressing outrage.
One Twitter user condemned Trump’s actions, writing: "Trump walking in front of the King. The man is a disgrace and has no respect for the King. Never did for the late Queen either."
Despite the controversy surrounding his behavior, Trump’s state visit continued with other ceremonial engagements.
The royal family had prepared a lavish welcome, complete with a guard of honor, a carriage procession through Windsor, and a formal lunch with the King and Queen.
A grand Beating Retreat ceremony, including a flypast of UK and US F-35 fighter jets and the Red Arrows, was also part of the planned celebrations.
Later in the day, Trump and Melania would visit the tomb of Queen Elizabeth II at St George’s Chapel, followed by a lavish state banquet in the evening.
This week, the world was captivated by images of Queen Elizabeth II meeting President Donald Trump. It was easy to see why. They were two people no one would have ever put together. One was a 92-year-old monarch who had been reigning over the UK for 65 years and had gone about her job with nothing but dignity. The other was a 72-year-old businessman-turned-reality-TV-star-turned-president who was known for causing turbulence wherever he went.
The meeting between the two seemed to go well enough, however, it has allegedly since come to light that other members of the royal family were keen to remove themselves from this narrative, with The Times reporting that two senior members of the Windsor clan refused to meet the 45th POTUS.
Prince Charles and Prince William were allegedly unwilling to greet Trump on his visit to Britain, leaving the Queen to spend time with the US leader alone. According to the British newspaper, the first two members of the royal family in line to the throne made it clear during informal discussions about the arrangements that they did not wish to take part.
This report challenges the official line about the president's four-day trip; both Downing Street and Buckingham Palace have stated that, because Trump’s tour was not a state visit, the only plan drawn up saw the Queen greeting the president and his wife Melania alone.
Nonetheless, The Times has claimed they have a 'well-placed source' who has stated that senior courtiers discussed which royals to include and shared concerns about Charles’s and William’s reluctance to meet the billionaire.
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"This business of Prince Charles and Prince William not being there for the Trump visit was a snub," the source reportedly said, adding that they ‘simply refused’ to attend. "It's a very, very unusual thing for the Queen to be there on her own. Usually, she is accompanied by somebody."
Ever since the Queen's husband Prince Philip retired earlier in the year, she has often been accompanied by her son Prince Charles at events, and he apparently had the choice to be at the Trump meeting but chose not to. The source claimed: "He goes to what he wants to go to, and if he had wanted to be there he could have been."
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Nonetheless, the first two in line to the UK throne did have other engagements during the president's stay, with Prince Charles attending a board meeting for his company AG Carrick at Highgrove and an event with Gloucestershire police, and the Duke of Cambridge busy taking part in a charity polo match. In addition, the Duke of Sussex, Prince Harry, had private engagements to attend.
It appears the Queen herself wasn't too thrilled to meet Trump, with a Whitehall official involved in making the arrangements for Trump’s visit reportedly adding that his time with the Queen was "kept to the bare minimum".
Any Brits protesting during the former reality TV star's visit will be happy to hear that he is on his way out of the country, heading to Helsinki where he is due to meet with Russian president Vladimir Putin on Monday.