The rumor mill in Palm Beach is basically a full-time industry at this point. If you’ve been following the headlines, you probably think things are still business as usual with Kimberly Guilfoyle. But honestly? Things shifted fast. While many were still picturing the fiery former Fox News host by his side, the reality is that the seat next to Don Jr. at Mar-a-Lago has a new occupant.
Donald Trump Junior’s girlfriend is now officially his fiancée, Bettina Anderson.
This isn't just some fleeting summer fling. We’re talking about a massive transition that took place while the rest of the world was looking at election maps. President Donald Trump himself essentially dropped the mic on the situation during a White House Christmas party on December 15, 2025. He didn't just introduce her; he celebrated the engagement. Don Jr. followed up by calling her the "love of his life." It was a moment that felt like a series finale and a pilot episode all at once.
Who is Bettina Anderson anyway?
People keep asking where she came from. Bettina isn’t a political firebrand or a cable news talking head. She’s a Palm Beach socialite with deep roots in that specific, high-society Florida soil. She’s 39, which makes her nearly a decade younger than Don Jr., and she’s been a fixture in the amfAR and charity gala circuits for years.
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Unlike the high-volume energy of the past, Bettina’s vibe is reportedly much more low-key. Insiders say she "doesn’t need anything from him." That’s a huge deal in a world where everyone wants a piece of the Trump brand. She’s got her own standing. She’s been spotted everywhere from Super Bowl LIX in New Orleans to the amfAR Gala in Cannes. Basically, she’s comfortable in the rooms where Don Jr. spends his time, but she isn't trying to out-shout the room.
The transition was, well, complicated.
Rumors started swirling back in late 2024. People saw them holding hands in Palm Beach while the engagement to Kimberly Guilfoyle was technically still "on." But behind the scenes, that relationship had already hit the skids. By January 2025, Don Jr. was essentially living at Bettina’s townhouse. His car was a permanent fixture there.
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The Kimberly Guilfoyle factor
Wait, what about Kimberly? You can't talk about Donald Trump Junior’s girlfriend situation without mentioning the "promotion-banishment," as some have snarkily called it.
Just as the news of the split became undeniable, Kimberly was nominated to be the U.S. Ambassador to Greece. Talk about a clean break. She moved to Athens in late 2025 and has been busy presenting credentials to Greek President Konstantinos Tasoulas. She’s the talk of Athens now.
Kimberly recently told The New York Times she’s "happy for Don." She’s taking the high road, at least publicly. But sources say the engagement was "difficult" for her to see. They still own a $9.7 million mansion together in Jupiter, Florida. It’s sitting there like a weird architectural reminder of a relationship that didn’t quite make it to the altar.
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A different kind of Trump partner
If you look at the photos of them at the FIFA Club World Cup final at MetLife Stadium, you see a lot of PDA. They were wearing matching white button-downs, kissing on the tarmac, and generally looking like teenagers. It’s a stark contrast to the highly produced, "warrior-mode" public persona of his previous relationship.
- Socialite roots: Bettina understands the Palm Beach rules of engagement.
- The Family Seal: The President’s public announcement is the ultimate "blessing."
- Style Shift: Moving from a political surrogate to a socialite partner changes the optics for Don Jr. as he eyes his own future.
Is this relationship built to last? Some skeptics, including those close to his ex, aren't so sure. They wonder if the shift from a "MAGA powerhouse" partner to a Palm Beach socialite is a permanent change in direction for Don Jr. or just a breather from the intensity of the campaign trail.
What this means for the Trump circle
Bettina is already being integrated into the core family events. She was right there at the White House holiday parties and high-profile sporting events. She’s not just a girlfriend; she’s becoming part of the infrastructure. For those following the family dynamics, this is a clear signal that the era of Kimberly Guilfoyle—the woman who famously shouted "The best is yet to come!"—has officially been replaced by a new, perhaps quieter, chapter.
If you’re looking to keep up with how this affects the political landscape, keep an eye on the official guest lists for upcoming 2026 events. The move from Jupiter to Palm Beach isn't just a few miles on the map; it's a change in the entire social orbit of the President's eldest son.
To stay truly informed on these high-society shifts, focus on property records in Jupiter to see when that $9.7 million mansion finally hits the market, and watch the official social dispatches from the U.S. Embassy in Athens for any shifts in Kimberly's rhetoric. Those two data points will tell you more about the "post-breakup" reality than any tabloid headline ever could.