Donald Trump Jr., 47, is engaged to Palm Beach socialite Bettina Anderson, 39, marking the third engagement for the president’s eldest son. The engagement was announced at a White House holiday party on December 16, 2025, with Donald Trump making the announcement to guests.
The couple has been dating for about a year, with Anderson first linked to Trump Jr. in 2024. Specifically, the relationship became public on August 17, 2024, when the pair were spotted together in Palm Beach, Florida.
Trump Jr. was previously married to Vanessa Trump, with whom he shares five children. The former couple divorced in 2018 after 12 years of marriage. Following that relationship, he was engaged to Kimberly Guilfoyle, a television personality and political advisor, before their relationship ended.
The couple recently traveled to Udaipur, India, to attend a wedding celebration, demonstrating their commitment as their relationship has grown more serious over the past year. Anderson, a fixture in Palm Beach social circles, has increasingly appeared at events alongside Trump Jr. throughout 2024.
The New York Times reported the engagement announcement, noting the festive setting at the White House where Trump shared the news with holiday party attendees.
Anderson’s background includes deep roots in Palm Beach society. Her late father, Harry Loy Anderson Jr., was a prominent figure in Florida’s banking community, serving as president of Palm Beach National Bank & Trust Company. Harry Loy Anderson died in 2013 at age 70, leaving behind six children, including Bettina.
The elder Anderson’s professional life intersected with controversial figures in Palm Beach’s financial circles. In 1999, Harry Loy Anderson wrote a letter vouching for Jeffrey Epstein, the financier who later became notorious for sex trafficking crimes.
According to documents that surfaced, Harry Loy Anderson wrote the letter in 1999 supporting Epstein. The correspondence sought to help Epstein secure favorable tax treatment in the US Virgin Islands.
The timing of this revelation proved awkward, emerging just as the engagement announcement became public. Epstein’s connections to prominent figures have remained a subject of intense scrutiny.
For Trump Jr., this engagement represents a new chapter following his high-profile previous relationships. His marriage to Vanessa Trump produced five children who remain an important part of his life. The 2018 divorce marked the end of a relationship that had been closely watched by media and political observers alike.
His subsequent engagement to Guilfoyle brought another political dimension to his personal life, as she served as a senior advisor to Trump’s presidential campaigns. That relationship’s end paved the way for his connection with Anderson, who represents a different sphere of Palm Beach society compared to his previous partners.
According to reports, Trump Jr. addressed the engagement publicly, expressing his emotions about the milestone. “I’m not usually at a loss for words, because I’m usually doing the ranting and raving really well,” he stated. “I want to thank Bettina for that one word: ‘Yes’.”
Anderson responded to the engagement with equal enthusiasm, reportedly calling herself “the luckiest girl in the world” and referring to Trump Jr. as “the love of my life.” The mutual expressions of affection highlight the couple’s public presentation of their relationship.
The White House setting for the engagement announcement underscores the family’s political prominence. Family events naturally take on greater public significance and media attention.
Palm Beach remains central to both the Trump family’s activities and Anderson’s social world. The Florida community has long served as a winter base for the Trump family.
As the couple moves forward with wedding plans, the intersection of Trump family politics and Palm Beach society continues to generate public interest. The engagement adds another dimension to the Trump family narrative, with Trump Jr. playing an active role in his father’s political operation while building his personal life with Anderson.
