The 6 Overlooked Oddities of Ivanka Trump (2 of 4)
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But her teenage years were anything but ordinary. She had a cell phone—a rarity back then—and a car to take her back to New York City for modeling gigs. Ivanka began modeling at just 14, signing with Elite Model Management and landing major campaigns with brands like Tommy Hilfiger. Reflecting on her high school years, Ivanka once shared that dealing with paparazzi outside her school taught her not to trust others easily.
2. Friends in High Places (or Ivanka and Chelsea Clinton’s Short-Lived Friendship)
Despite their parents’ political rivalry, Ivanka and Chelsea Clinton once shared a friendship that transcended political boundaries. While Donald Trump eventually took jabs at Hillary Clinton on the campaign trail, he previously spoke positively about the Clintons, calling Hillary “very talented.” Chelsea had also emphasized the value of friendship over politics, and Ivanka, too, once mentioned the support they had for their families despite political differences.

Unfortunately, this friendship didn’t survive the political battles. Following Trump’s win in 2016, Chelsea admitted in an interview that she hadn’t spoken to Ivanka since and wasn’t interested in maintaining a friendship with someone who, in her view, actively supported a troubling administration.
3. A Peculiar Father-Daughter Relationship
Ivanka and Donald Trump’s relationship has always had its eyebrow-raising moments, with Donald’s comments about his daughter often focusing on her physical appearance. He famously described her as having “the best body” and being “voluptuous” during interviews with Howard Stern. Ivanka has always defended her father, despite these uncomfortable remarks. However, some recent signs suggest a cooler relationship, as Ivanka’s 2024 Father’s Day tribute notably avoided mentioning her dad directly. Ivanka’s family dynamics are unique, to say the least, and her marriage to Jared Kushner also has its quirks, with reports of a somewhat formal, business-like relationship when they’re off-camera.