If you haven’t been keeping up with the Palm Beach social circuit or the White House holiday guest list, you might have missed the memo. Donald Trump Jr. has a new fiancée. Her name is Bettina Anderson.
Honestly, the way it all went down felt like something straight out of a reality TV script. For years, we saw Don Jr. and Kimberly Guilfoyle as the power couple of the MAGA movement. They were loud. They were everywhere. Then, seemingly out of nowhere, the dynamic shifted.
The timeline is kinda messy. It’s one of those "blink and you'll miss it" situations where a long-term engagement dissolved quietly behind the scenes while a new one was already blooming.
Who is Don Jr New Girlfriend (and Now Fiancée) Bettina Anderson?
Bettina Anderson isn't exactly a newcomer to the scene, though she’s definitely a different "vibe" than what we've seen before. She’s a 39-year-old Palm Beach socialite and model.
Basically, she comes from a world of old-money Florida philanthropy. Her father, the late Harry Loy Anderson Jr., was a big deal in the banking world. He actually became the youngest bank president in the U.S. at just 26.
Life in the Palm Beach Bubble
Anderson’s life before the Trump spotlight was very "coastal chic." She’s been involved with the Paradise Fund, a nonprofit focused on disaster relief and children's welfare. On Instagram, she famously joked in her bio that she’s a "typical stay-at-home mom," except for the fact that she has no husband, no kids, and doesn't do chores.
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People who know the Palm Beach scene say she fits into the "Waspy" circles that the Trump family has navigated for decades.
- Age: 39
- Residence: West Palm Beach, Florida
- Career: Model and Philanthropist
- Family: Daughter of Harry Loy Anderson Jr.
The White House Announcement and the Diamond Ring
The news became official in a way only a Trump could manage. It wasn't a PR blast or a magazine cover. Instead, President Donald Trump himself broke the news during a White House Christmas reception in December 2025.
Imagine the scene. You’re at a holiday party, and the President of the United States gets on the mic to announce his son is getting married again. Don Jr., now 48, confirmed the news by thanking Bettina for saying "yes."
Anderson was spotted with a massive diamond ring, and by all accounts, the President is a fan. Sources close to Mar-a-Lago mentioned that the elder Trump appreciates her more "understated" presence compared to the high-energy, media-heavy approach of his son's previous partner.
What Happened to Kimberly Guilfoyle?
This is where the drama gets real. For almost four years, Kimberly Guilfoyle was the presumptive next Mrs. Trump. They got engaged on New Year's Eve in 2020. But by late 2024, rumors started swirling.
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The two were spotted arguing at Mar-a-Lago. Then, photographs emerged of Don Jr. holding hands with Anderson in Palm Beach. It was awkward. Very awkward.
The "Banishment" to Greece
In a move that some insiders called a "promotion-banishment," President Trump nominated Guilfoyle to be the U.S. Ambassador to Greece.
She’s now living in Athens at the Jefferson House. When asked about the new engagement in a January 2026 interview with The New York Times, Guilfoyle took the high road. She said, "I'm happy for Don. I wish him, of course, all the best."
But the transition wasn't exactly clean. Even as the engagement to Anderson was announced, reports surfaced that Don Jr. and Kimberly still co-owned a $9.7 million mansion in Jupiter, Florida. Apparently, moving out of a four-year relationship involves a lot more than just changing a relationship status on Facebook.
Why This Relationship Is Different
The contrast between Bettina Anderson and Kimberly Guilfoyle is night and day.
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Guilfoyle was a firebrand. She was a former Fox News host and a prosecutor. She spoke at rallies with a volume that could shatter glass. Bettina, on the other hand, is described as someone who prefers to "stand still and look beautiful," according to some rather blunt sources within the family circle.
The Trump family has always had a specific aesthetic they prefer for the women in the "inner circle." Vanessa Trump, Don Jr.'s first wife and mother to his five children, was often seen as more of a traditional family figure. It seems Don Jr. might be moving back toward that style of partner.
Timeline of the Romance
- August 2024: Don Jr. and Bettina are spotted at brunch while he is still technically engaged to Guilfoyle.
- December 2024: The pair is seen holding hands in Palm Beach on Bettina's birthday.
- January 2025: Bettina attends the inauguration as Don Jr.'s guest.
- March 2025: They make their first "official" high-society debut at the amfAR Palm Beach Gala.
- December 2025: President Trump announces their engagement at the White House.
It’s been a whirlwind year for them. Moving from "who is that woman in the photo?" to "future daughter-in-law" in about 12 months flat.
What This Means for the Trump Family Brand
Don Jr. is a central figure in his father's political world. His personal life isn't just gossip; it's part of the brand. With Bettina by his side, the image is shifting from the aggressive "warrior" duo of the Guilfoyle years to something a bit more polished and Palm Beach-centric.
Critics might say the quick turnaround is typical for the family. Supporters see it as a fresh start. Either way, Bettina is now a permanent fixture at Mar-a-Lago and the White House.
If you're following this story, the next thing to watch for is the wedding date. Given the family's history, expect something massive, likely at one of the Trump properties in Florida or Bedminster. You can also keep an eye on Kimberly Guilfoyle's social life in Athens—she’s already joked about looking for a "new husband" in Greece.
To stay updated on the upcoming wedding details or Bettina's involvement in the 2026 political cycle, monitor the official White House social feeds or major Palm Beach society publications.