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Donald Trump's most disturbing comments from Princess Diana to 'piggy'
Reach Daily Express | March 5, 2026 12:40 AM CST

President Donald Trump has a contentious history regarding his comments about women, whether they are public figures, staff members, media personnel or his own family members.

As International Women's Day approaches, we examine some of Trump's most significant remarks about women over the years - drawn from interviews, social media posts, and witness accounts.

A key feature of the President's public commentary on women is the connection he establishes between their physical characteristics and their societal worth.

In 2012, he posted about Arianna Huffington, founder of HuffPost, labelling her "unattractive both inside and out," and adding "I fully understand why her former husband left her for a man - he made a good decision."

Two years on, he conceded in an interview that he believed a woman's appearance was directly linked to her professional abilities: "We could say, politically correct, that the look doesn't matter, but the look obviously matters. Like you wouldn't have your job if you weren't beautiful", reports the Mirror US.

That same year, when asked if he thought Kim Kardashian's posterior was large, he responded: "Well, absolutely. It's record-setting. In the old days, they'd say she has a bad body."

In 2025, those comments were largely directed at the press. He aimed one at The New York Times' Katie Rogers, saying: "The writer of the story, Katie Rogers... is a third-rate reporter who is ugly, both inside and out."

When questioned by Catherine Lucey about the Epstein Files, he said: "Quiet. Quiet, piggy."

Women who had worked alongside Trump during his pre-presidential years have also condemned his conduct.

Former construction executive Barbara Res observed that during her tenure at the Trump Organization, Trump demanded a particular image: "He wanted the people in that room to think that all the women who worked for him were beautiful."

This extended to personal assessments - when Res put on weight, he allegedly told her, "You like your candy."

In a 2005 interview with Howard Stern, the then-media personality described his access to the dressing rooms of pageant events he owned: "No men are anywhere, and I'm allowed to go in, because I'm the owner of the pageant and therefore I'm inspecting it... 'Is everyone OK?' You know, they're standing there with no clothes... and so I sort of get away with things like that."

His own accounts of first-hand romantic encounters have also faced examination since he launched his political career.

The most significant one remains, to this day, a 2005 Access Hollywood tape in which Trump said: "I've got to use some Tic Tacs, just in case I start kissing her.

"You know I'm automatically attracted to beautiful - I just start kissing them. It's like a magnet. Just kiss. I don't even wait. And when you're a star, they let you do it. You can do anything... Grab them by the pus**. You can do anything."

His remarks are not exclusively directed at women working behind the scenes. In his book The Art of the Comeback (1997), Trump revealed his sole "regret in the women department" was missing the opportunity to pursue Princess Diana, whom he allegedly regarded as the "ultimate trophy wife".

Howard Stern enquired, merely weeks following her death, whether he believed he could have slept with the Princess, to which Trump responded "I think I could have."

In 2004, when he was approaching 60 and she was approximately 18, Trump said of Lindsay Lohan: "What do you think of Lindsay Lohan? She's probably deeply troubled, and therefore great in bed. How come the deeply troubled women - deeply, deeply troubled - they're always the best in bed?".

Even his then-girlfriend, Melania, was not spared Trump's objectifying remarks. In 2005, when questioned whether he would remain with her if she were disfigured in a car accident, he answered: "How do the breasts look?".

Whilst deemed misogynistic, the majority of the previously mentioned quotes are not classified as criminal offences. However, throughout the years, certain women have lodged formal accusations against the President.

In 1990, Ivana Trump - Donald's former wife and mother of several of his children, spoke during their divorce deposition and employed the term "rape" to characterise one of the couple's encounters. She subsequently clarified she did not mean to use it in "a literal or criminal sense."

Jessica Leeds, a former stockbroker, publicly accused Trump of sexual assault dating back to 1979. Addressing the allegations in 2024, Trump stated the claims were false because "she would not have been the chose one."

As recorded in Bob Woodward's book Fear, Trump's private guidance on managing such claims was: "You've got to deny, deny, deny and push back on these women. If you admit to anything and any culpability, then you're dead."

Finally, his political opponents were the most transparent targets. In 2024, whilst campaigning for office against Kamala Harris, he asked voters: "Do you want to lose your life savings because we put a weak and foolish woman in the White House?".

Despite all of the comments over the years, the President admittedly regards himself a "protector" of women. In 2020, he was recorded saying: "I saved your suburbs - women, suburban women, you're supposed to love Trump!" In 2024, he added: "I think women like me because I will be your protector. The women want protection."

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