As of 2025, Donald Trump Jr., the eldest son of President-elect Donald Trump, has sparked public interest due to his connection with Palm Beach socialite Bettina Anderson. Media reports have speculated that the two are romantically involved, despite Trump Jr. still being engaged to Kimberly Guilfoyle, a former political commentator and future ambassador to Greece. Their relationship, however, appears to be facing some challenges.
The latest developments in Trump Jr.’s personal life began to surface in late 2024. Sources suggest that Trump Jr. and Guilfoyle, who have been in a relationship since 2018, have reportedly parted ways after six years. Neither party has officially confirmed the breakup, leaving much to speculation. On social media, Guilfoyle, 55, seemed to allude to the news by sharing a heartfelt message on Instagram. She praised Trump Jr., calling him “the love of my life” and expressing excitement about their future together. However, the message didn’t clarify whether their engagement had been called off.
Amid these personal shifts, Trump Jr. has been seen with Bettina Anderson, a 38-year-old socialite from Palm Beach, Florida. Anderson hails from a well-known family and is dedicated to various philanthropic causes. Her late father, Harry Loy Anderson Jr., was the youngest bank president in the country at 26. Anderson describes herself as a “stay-at-home mom,” though she remains unmarried and childless, focusing her time on community efforts. She is particularly active in organizations like the Literacy Coalition of Palm Beach County and The Everglades Foundation.
Trump Jr. and Anderson’s relationship began to attract attention in December 2024. They were seen together at various events, including at the Republican National Convention in Milwaukee, where Anderson was seated behind Trump Jr. and Guilfoyle. Earlier in September, the two were spotted sharing a kiss and brunch in Palm Beach. Despite the increasing speculation, neither Trump Jr. nor Anderson has commented on the nature of their relationship, fueling public curiosity.
While the connection between Trump Jr. and Anderson seems to be growing, the status of his relationship with Guilfoyle remains uncertain. Guilfoyle, who is set to become the United States Ambassador to Greece, is expected to take on this prestigious role after her fiancé’s father is inaugurated as President. This added responsibility complicates the situation, making it unclear how Trump Jr. and Guilfoyle will navigate their personal and professional lives in the coming months.
Donald Trump Jr. appears to be dating Palm Beach socialite Bettina Anderson as of January 8, 2025, although he is still engaged to Kimberly Guilfoyle. Their relationship, as well as the unclear status of Trump Jr. and Guilfoyle’s engagement, has garnered significant media attention. With Guilfoyle preparing to assume a major diplomatic role, the situation remains dynamic and is likely to be closely followed in the coming months.
