If you've been scrolling through social media lately wondering about the state of the Trump family's personal lives, you've probably noticed a major shift in the lineup. Specifically, people are asking who is Donald Trump Jr dating now after noticing his long-term partner, Kimberly Guilfoyle, has been noticeably absent from his recent Florida outings.
Well, it's official. Don Jr. is not just dating; he’s engaged.
In a move that felt very "on brand" for the family, President Donald Trump himself broke the news during a White House Christmas party on December 15, 2025. He took the stage to announce that his eldest son is set to marry Bettina Anderson, a well-known Palm Beach socialite and model. Honestly, the announcement caught some people off guard because, for years, the public just assumed Kimberly Guilfoyle was the future Mrs. Trump Jr. But things change fast in politics and high society.
Meet Bettina Anderson: The Woman Who Said Yes
So, who is the woman who captured Don Jr.'s attention? Bettina Anderson isn't exactly a stranger to the Florida scene. She’s the daughter of philanthropists Harry Loy Anderson Jr. and Inger Anderson, and she has deep roots in the Palm Beach community.
At 39 years old, she’s built a bit of a reputation as more than just a socialite. She’s an advocate for the Hope for Depression Research Foundation and a co-founder of the Paradise Fund, which focuses on disaster relief. She also runs the Project Paradise Film Fund, a nonprofit dedicated to Florida’s wildlife conservation.
Basically, she’s a Palm Beach "it girl" with a heavy focus on charity work. Sources close to the couple have described their relationship as a "natural fit." While Don Jr. is often associated with the high-octane energy of political rallies and hunting trips, Bettina reportedly brings a slightly more refined, though equally adventurous, vibe to the table. They’ve been seen together at everything from high-end galas to sports matches.
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The End of the Guilfoyle Era
It's kinda wild how quietly things ended with Kimberly Guilfoyle. The two were engaged for years—since New Year’s Eve 2020, to be exact. They were the power couple of the "MAGA" movement, often appearing side-by-side at rallies where Kimberly would deliver her signature high-energy speeches.
But by late 2024, the cracks started to show.
The timeline is a little messy, which is typical for these kinds of high-profile breakups. Photos surfaced of Don Jr. and Bettina Anderson grabbing brunch in Palm Beach back in August 2024. At the time, everyone thought he was still with Kimberly. By December 2024, they were spotted holding hands, and the rumors became impossible to ignore.
Where is Kimberly Guilfoyle now?
If you're wondering what happened to Kimberly, she didn't exactly go into hiding. In a classic political pivot, President Trump nominated her to serve as the U.S. Ambassador to Greece.
- She moved to Athens in November 2025.
- She was confirmed by the Senate earlier that fall.
- She currently resides in the official ambassadorial residence, Jefferson House.
In a recent interview with The New York Times in early January 2026, she finally broke her silence on her ex-fiancé's new engagement. She said she was "happy for Don" and wished him the best, though insiders claim the transition hasn't been perfectly seamless. There’s still the matter of a $9.7 million mansion in Jupiter, Florida, that they reportedly still own together.
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A Timeline of the Romance
To understand how we got here, you have to look at how quickly this relationship moved once it went public.
- August 2024: First spotted on a brunch date in Palm Beach.
- December 2024: Don Jr. attends Bettina’s birthday dinner at Buccan; hand-holding photos go viral.
- January 2025: Bettina accompanies Don Jr. to his father’s presidential inauguration.
- July 2025: The couple is seen together at the FIFA Club World Cup, confirming they are very much "on."
- December 15, 2025: Official engagement announcement at the White House.
During the engagement announcement, Don Jr. joked that he’s usually the one "ranting and raving," but he was actually at a loss for words. He called the engagement a "big win for the end of the year." Bettina, for her part, called him the "love of her life."
What the Family Thinks
Family dynamics are always interesting with the Trumps. Reports suggest that the President is a fan of Bettina. One source told PEOPLE that the President "approves of the way she looks" and is happy his son has found a partner who fits into their Florida lifestyle.
Don Jr.'s children—Kai, Donald III, Tristan, Spencer, and Chloe—have also been seen spending time with Bettina. She even joined the family for a trip to Scotland in July 2025. Seeing the kids in photos with a new partner is usually the ultimate sign that a relationship is the real deal.
What Most People Get Wrong About the Transition
There’s a common misconception that this was a dramatic "cheating" scandal. While the photos in mid-2024 certainly raised eyebrows, sources insist that Don and Kimberly had already begun to drift apart before he started seeing Bettina. The nomination to the ambassadorship in Greece provided a "clean break" that allowed both parties to save face and move into their new chapters.
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Kimberly is busy navigating the social and political waters of Athens, while Don Jr. is reportedly "essentially living" at Bettina’s townhouse in Palm Beach.
Final Insights on the New Couple
If you're following the news to see when the wedding might be, keep an eye on Palm Beach. Given Bettina’s deep connections to the area and the family’s proximity to Mar-a-Lago, it’s highly likely we’ll see a massive Florida wedding sometime in 2026.
For those keeping track of the "who is Donald Trump Jr dating now" saga, the answer is clearly Bettina Anderson, and the relationship seems more stable than the rumor mill might suggest.
Next Steps for Readers:
- Check out Bettina Anderson's work with Project Paradise if you're interested in Florida conservation.
- Keep an eye on official White House social media for more formal photos of the couple.
- Monitor property records for the Jupiter, Florida mansion—its sale will likely signal the final legal "untangling" of the Don Jr. and Kimberly Guilfoyle era.