P20250713DT-1356 President Donald Trump and First Lady Melania Trump attend the FIFA Club World Cup Final soccer match

Donald Trump Jr. Proposes During Christmas Reception

By Ivy Vega • Dec 21, 2025

Donald Trump Jr. and Bettina Anderson at the 2025 FIFA Club World Cup. Photo courtesy of The White House. Public domain.

Donald Trump Jr. took center stage at the White House Christmas Reception, delivering an announcement that caught many by surprise and delighted others. In front of a festive crowd and under the glow of holiday decorations, he revealed that he had proposed to Bettina Anderson, the model and socialite who has been his partner for more than a year. The moment was a mix of awkward charm and genuine emotion, with Trump Jr. expressing his relief and joy at Anderson's acceptance, while she shared her excitement about the engagement and the holiday season.

A Christmas Announcement With a Twist

The announcement came during the White House's annual Christmas Reception, hosted by President Donald Trump. Trump Jr., 47, stood alongside his father and Anderson, 38, at the podium. He admitted that he was usually more comfortable with "ranting and raving," but this time, he was at a loss for words, as reported by The Daily Beast. He thanked Anderson "for that one word, 'yes,'" describing the moment of his proposal as nerve-wracking but ultimately a "big win for the end of the year."

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Anderson, in turn, spoke briefly, praising the White House decorations and calling the weekend "the most unforgettable" of her life, as reported by The Daily Beast. She described herself as "the luckiest girl in the world" to be marrying the "love of my life." The festive backdrop and the couple's warmth contrasted with the slightly hesitant tone of Trump Jr.'s speech, creating a memorable scene that was captured and shared widely on social media.

From Public Transition to New Beginnings

This engagement marks a new chapter for Trump Jr., who had been publicly linked to Kimberly Guilfoyle, a former Fox News host and political figure, until earlier in 2024. Guilfoyle was recently nominated by President Trump to serve as U.S. ambassador to Greece, a role that will require her to spend significant time abroad. The transition from Guilfoyle to Anderson has been gradual but increasingly public, with Trump Jr. and Anderson first appearing together at the January 2025 inauguration and making several high-profile appearances since.

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The couple's relationship has been described as "going strong" by insiders, with one source telling PEOPLE that they could "easily see them going the distance." Anderson is noted for her philanthropic work in Palm Beach, focusing on mental health, conservation, and child literacy, and is well-regarded in her community. Her parents, Harry Loy Anderson Jr. and Inger Anderson, have longstanding ties to philanthropy, with her father serving on boards such as the Historical Society of Palm Beach County and the American Red Cross.

Public Appearances and Growing Visibility

Since their relationship became public in September 2024, Trump Jr. and Anderson have been seen together at numerous events. They made their first major public appearance as a couple at the Turning Point USA pre-inauguration ball, where they were reportedly spotted holding hands and dancing to the MAGA anthem "YMCA." They also attended the Super Bowl, the White House Easter Egg Roll, and the U.S. Army's 250th anniversary military parade in June 2025. Anderson even joined Trump Jr. and two of his children on a trip to Scotland in July.

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Despite the public nature of their appearances, sources describe the couple as "surprisingly low-key" and not seeking the spotlight. A Palm Beach insider told PEOPLE that "people are happy for them" and that the pair "get along well."

A Personal History of Family and Relationships

Donald Trump Jr. was previously married to Vanessa Kay Haydon from 2005 until their divorce in 2018. The couple shares five children, including their oldest, Kai Trump, who made headlines with a speech at the 2024 Republican National Convention. Vanessa Trump has since reportedly been linked to golfer Tiger Woods, adding another layer to the complex family dynamics.

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Trump Jr.'s engagement to Guilfoyle was a significant relationship in recent years, but the split was never officially announced by the couple. Guilfoyle's nomination as ambassador to Greece came shortly after Trump Jr. and Anderson were publicly linked, leading to speculation about the timing and nature of the transitions in Trump Jr.'s personal life.

The Road Ahead

With the engagement now official, Trump Jr. and Anderson appear poised to continue their public journey together. Their relationship, marked by a blend of political prominence and socialite status, reflects a new phase in Trump Jr.'s life. The couple's shared appearances and Anderson's philanthropic work suggest a partnership that extends beyond the personal into public and community engagement.

As the couple prepares for their future, the White House Christmas Reception will be remembered as the moment they made their commitment public, blending holiday cheer with a personal milestone. Trump Jr.'s awkward yet heartfelt speech and Anderson's warm remarks captured a genuine moment amid the political pageantry, offering a glimpse into the evolving story of one of America's most watched political families.

References: Don Jr. Reveals Engagement to New Girlfriend in Awkward Speech | Bettina Anderson and Don Trump Jr. Could 'Go the Distance': Exclusive Source | Donald Trump Jr is engaged to Bettina Anderson

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