Donald Trump Junior's Girlfriend: What Most People Get Wrong About the New Palm Beach Engagement

Donald Trump Junior's Girlfriend: What Most People Get Wrong About the New Palm Beach Engagement

If you still think Kimberly Guilfoyle is the one holding down the fort at Mar-a-Lago, you’ve basically missed the biggest romantic pivot in the MAGA world. Honestly, things moved fast. One minute, the "Best is yet to come" lady was the face of the family, and the next, she’s packing her bags for a literal ambassadorship in Athens.

So, who is Donald Trump Junior's girlfriend now? Her name is Bettina Anderson. She’s a 39-year-old Palm Beach socialite who officially became the future Mrs. Trump Jr. in December 2025. This wasn't just a quiet "we're dating" announcement either. It was a full-blown White House Christmas reveal, courtesy of the President himself.

The Big Switch: From Kimberly to Bettina

The timeline is kinda messy. For years, Don Jr. and Kimberly Guilfoyle were the ultimate political power couple. They got engaged on New Year’s Eve back in 2020, but the wedding never actually happened. By late 2024, rumors started swirling like crazy after photos surfaced of Don Jr. holding hands with a mystery woman in Palm Beach.

That woman was Bettina Anderson.

What’s wild is that for a hot second, the public wasn't even sure if he and Kimberly had officially called it quits. It turns out they had, but the confirmation didn't really hit the press until right around the time the President nominated Kimberly to be the U.S. Ambassador to Greece. Some people call it a "promotion-banishment," which is a pretty spicy way to put it.

Basically, Don Jr. moved on to the "Waspy circles of Palm Beach" while Kimberly moved to the Mediterranean.

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Who is Bettina Anderson anyway?

She’s not your typical political spouse-to-be. Bettina is a third-generation Palm Beacher. Her father was Harry Loy Anderson Jr., who was famous for being the youngest bank president in the U.S. at age 26. She’s wealthy, well-connected, and has a vibe that’s way more "Old Money Florida" than Kimberly’s "High-Energy Fox News" aesthetic.

On Instagram, she once jokingly described herself as a "typical stay-at-home mom" but without the husband, kids, or chores.

She's a model. She's a socialite. She’s also been heavily involved with The Paradise Fund, a nonprofit focused on disaster relief. You might have seen her at the Republican National Convention, but back then, she was just a face in the crowd sitting behind Don and Kim. Talk about an awkward seating chart in hindsight.

Why the Trump Family Prefers This New Match

Word on the street—and by street, I mean the highly caffeinated insiders at People and Page Six—is that the family is pretty thrilled. Sources say Don Jr. felt Kimberly was a bit too "uptight" and always dressed for a news set, even when they were just hanging out.

Bettina is different.

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She’s been spotted wearing everything from sequined mini dresses at the amfAR Gala to backless Elie Saab gowns at inaugural balls. She’s got this "sassy and confident" energy that reportedly impressed the President. In fact, a source told People that the President is "happy with the way she looks" and wants his son to be "satisfied."

It sounds a bit old-school, sure. But in the world of high-stakes political optics, Bettina seems to fit the "Palm Beach Princess" mold they’re looking for right now.

What Happened to Kimberly Guilfoyle?

Don't feel too bad for Kimberly. She’s currently living in Jefferson House, the official ambassadorial residence in Athens.

  • The Split: It was reportedly "not contentious."
  • The Friendship: Don and Kim still own a $9.7 million mansion together in Jupiter, Florida.
  • The Reaction: When asked about the new engagement in early 2026, Kimberly told the New York Times, "I'm happy for Don. I wish him, of course, all the best."

Of course, "sources close to her" tell a slightly different story, claiming she has "major concerns" about whether Bettina is the real deal or just in it for the prestige. But hey, when you’re the Ambassador to Greece, you probably have bigger things to worry about than your ex-fiancé’s new townhouse life.

The New Reality in 2026

Don Jr. is essentially living at Bettina’s townhouse these days. His car is always there. They are a fixture at every major MAGA event, from the Turning Point USA balls to New Year’s Eve at Mar-a-Lago.

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For many, this relationship marks a shift in the Trump family's social strategy. They're moving away from the aggressive media-personality era of the late 2010s and leaning into a more polished, socialite-driven image. Bettina represents that change. She’s comfortable in front of a camera, but she isn't trying to out-shout the politicians.

What You Should Keep an Eye On

If you're following this story, watch the Jupiter property. The fact that Don and Kimberly still haven't sold their massive mansion says there's still a lot of financial untangling to do.

Also, watch Bettina’s wardrobe. There’s been some chatter about her hemlines being a bit short for "political wife" standards. It’ll be interesting to see if she undergoes a "Melania-style" style evolution as the wedding gets closer.

The takeaway? Donald Trump Junior's girlfriend isn't just a rebound. Bettina Anderson is a calculated, high-society move that has the full blessing of the Trump inner circle.

If you want to stay ahead of the curve, start following Palm Beach society news rather than just the political feeds. That’s where the real updates on the upcoming wedding—and the inevitable property sales—are going to break first. Check the local Florida real estate listings for that Jupiter mansion; once that hits the market, you’ll know the final tie to the past has been cut.