Donald Trump’s decades-long record of sexualizing women is no secret. But when it comes to his daughter Ivanka, the remarks move past inappropriate and into something far more disturbing. Time after time, in public and private, Trump has described his eldest daughter in ways that would be unthinkable for any father — and he’s done it with a smile.
Here are the most unsettling moments, laid out in his own words.
The Disturbing Things Donald Trump Has Said About Ivanka Over the Years
The Miss Teen USA Incident (1997)
While watching 16-year-old Ivanka host the Miss Teen USA pageant, Trump turned to then–Miss Universe Brook Lee and asked:
“Don’t you think my daughter’s hot? She’s hot, right?”
The comment, later confirmed to The New York Times, set the tone for the decades of sexualized remarks that followed.
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“She’s Got the Best Body” (2003)
On The Howard Stern Show, Trump bragged:
“You know who’s one of the great beauties of the world? I helped create her. Ivanka. She’s six feet tall, she’s got the best body.”
It wasn’t pride; it was ownership disguised as a compliment.
Agreeing She’s “A Piece of Ass” (2004)
When Howard Stern asked if he could call Ivanka “a piece of ass,” Trump didn’t hesitate.
Stern: “Can I say this? A piece of ass.”
Trump: “Yeah.”
The moment aired on radio, and Trump laughed it off.
The Playboy and Dating Joke (2006)
On The View, when asked about Ivanka posing for Playboy, Trump commented on her body and added his infamous line:
“If Ivanka weren’t my daughter, perhaps I’d be dating her.”
Even the hosts were stunned: “Isn’t that terrible?” he asked, as if daring the audience to laugh.
“She’s Voluptuous” and the Breast Implant Chat (2006)
Back on Stern’s show, he discussed Ivanka’s body again, denying she had implants but adding:
“She’s actually always been very voluptuous… she’s an amazing beauty.”
“If I Weren’t Her Father…” (2015)
During a Rolling Stone interview, Trump told a reporter:
“Yeah, she’s really something, and what a beauty, that one. If I weren’t happily married and, ya know, her father…”
The ellipsis says everything.
The Kiss on Dr. Oz (2016)
At a Dr. Oz taping, after kissing Ivanka, Trump reportedly said:
“I kiss her every chance I get.”
Witnesses say the comment was cut from the aired show — but people who heard it never forgot.
Aides Say He Fantasized About Her (Behind Closed Doors)
The creepiest revelations come from inside the White House. According to former Chief of Staff John Kelly and other aides, as reported in Blowback, Trump “regularly made lewd comments about Ivanka’s breasts, her backside, and what it might be like to have sex with her.” Kelly once had to remind him: Ivanka was his daughter.
This Isn’t Just Awkward — It’s a Pattern
Ivanka has dismissed many of these stories as “disturbing” but “discredited.” The problem is, there are too many receipts to ignore. For decades, Trump has reduced women — even his own daughter — to bodies to be commented on, objects to be claimed.
It’s not just awkward. It’s a window into how he views women, power, and control. And it’s a record that won’t go away.
