Mireya Acierto/Getty Images for amfAR
- Donald Trump Jr. is engaged to Bettina Anderson, a Palm Beach model and socialite.
- Trump Jr. was previously engaged to Kimberly Guilfoyle and married to Vanessa Trump.
- Anderson and Trump Jr. were first linked in September and attended Trump's inauguration together.
President Donald Trump announced the engagement of his son, Donald Trump Jr., to model and socialite Bettina Anderson at a White House holiday party on Monday.
Trump Jr. and Bettina Anderson made their public debut as a couple at Trump's inauguration following months of speculation about the nature of their relationship.
Since going public in January 2025, Trump Jr. and Anderson have appeared together at numerous White House events and Palm Beach galas.
Trump Jr., who is Trump's oldest son, was previously engaged to Kimberly Guilfoyle, a former Fox News host and campaign advisor whom Trump chose to serve as his administration's ambassador to Greece.
Anderson, a Palm Beach socialite, model, and the founder and executive director of the wildlife conservation nonprofit Project Paradise, was first spotted in the Trump family's orbit at the Republican National Convention in July 2024.
Representatives for the White House, Trump Jr., Guilfoyle, and Anderson did not respond to a request for comment from Business Insider.
Here's a timeline of their relationship.
Brian Snyder/Reuters
Anderson was photographed sitting behind Trump Jr., Guilfoyle, and other members of the Trump family on the third and fourth days of the Republican National Convention.
Guilfoyle was still wearing her engagement ring.
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Anderson and Trump Jr. were photographed dining together at the Honor Bar, a restaurant located about 4 miles from Mar-a-Lago, The Daily Mail reported.
Neither responded to a request for comment in September about the nature of their relationship.
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Tickets to the fundraising dinner cost $100,000 a couple and admission to a fireside chat cost $30,000 a couple, the Palm Beach Daily News reported. Serving on the host committee of the event required a $250,000 contribution.
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Anderson and Trump Jr. were photographed holding hands as they left Buccan, a restaurant in Palm Beach, on Anderson's 38th birthday, The Daily Mail reported.
Anderson also shared a photo on her Instagram story of a bouquet of flowers and a card reading, "Many have said you're aging out but I think you're perfect…happy birthday!" She tagged Trump Jr. in the post, appearing to indicate that he was the sender.
Later that month, Anderson joined Trump Jr. at the Trump family's New Year's Eve party at Mar-a-Lago.
Jabin Botsford/The Washington Post via Getty Images
While Trump Jr. did not officially confirm that he and Guilfoyle had broken off their engagement, he said in a statement to Page Six that they "will always keep a special bond" and that he "could not be more proud of her and the important role she'll continue to play in my father's administration" as ambassador to Greece.
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Anderson and Trump Jr. attended an inaugural reception at Trump National Golf Club in Washington, DC, on January 18. On January 19, they held hands and danced to "YMCA" by The Village People at the Turning Point USA Inaugural-Eve Ball.
Anderson and Trump Jr. traveled to the Capitol Rotunda together on Inauguration Day but sat separately for the ceremony. Trump Jr. sat with his family members on the inaugural platform, while Anderson took her seat in the crowd.
Guilfoyle was also seated in the audience for the inauguration, but not with the Trump family as she had been at the RNC.
Christopher Polk/Variety via Getty Images
President Trump was the first sitting president to ever attend the Super Bowl. He was joined by Trump Jr., Anderson, and other family members and associates to watch the Philadelphia Eagles defeat the Kansas City Chiefs at Caesars Superdome in New Orleans.
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Trump Jr. and Anderson were photographed cuddling in their seats in the House chamber before Trump's speech began.
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Trump Jr. and Anderson attended the mfAR Palm Beach Gala in support of the organization's AIDS research and global HIV prevention.
Other celebrities in attendance included Martha Stewart, who received mfAR's Award of Inspiration, Tommy Hilfiger, and Ricky Martin.
The gala was held days after People magazine reported that Trump Jr.'s ex-wife, Vanessa Trump, is dating Tiger Woods.
BRENDAN SMIALOWSKI/AFP via Getty Images
That same month, they also attended a golf event at Trump National Doral, Trump's golf resort in Doral, Florida.
MANDEL NGAN/AFP via Getty Images
Trump Jr. and Anderson were seated in front of Tiffany Trump and Michael Boulos for the military parade in Washington, DC, which featured 6,600 troops, 150 vehicles, and over 50 aircraft.
Jeff J. Mitchell/Getty Images
Trump Jr. and Anderson joined Eric and Lara Trump at Trump Turnberry, one of Trump's golf clubs in Scotland, for the announcement of a new trade deal between the US and the European Union.
They were then joined by two of Trump Jr.'s children, Spencer and Chloe, at the ribbon-cutting ceremony for a new golf course at Trump International Golf Links.
Kevin Dietsch/Getty Images
Around the same time that Page Six broke the news of Trump Jr. and Anderson's engagement on Monday evening, Trump announced that the two were engaged and called them up to the White House podium to say a few words.
In a video from the event shared by far-right activist Laura Loomer, Trump Jr. thanked Anderson "for that one word, yes."
Anderson could be seen in the video wearing a diamond ring.
"This has really been the most unforgettable weekend of my life, and I get to marry the love of my life, and I feel just like the luckiest girl in the world," Anderson said at the holiday party, according to the video.
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