This development comes after the pair, aged 46 and 38 respectively, were spotted by the Daily Mail in Palm Beach, their hands intertwined, after an evening out on Tuesday. Their public display of affection was unmasked, indicating a level of comfort and familiarity between the two.
According to the New York Post, this public outing follows a warm snapshot of the couple taken in September, where they were seen enjoying a meal together. An insider shared, “Bettina and Don have been together for a few months, and are super cute and happy together. It’s just a natural fit — everyone is happy for them!” This new relationship comes on the heels of a reportedly tumultuous year for Trump Jr. and Guilfoyle, 55, who began dating in 2018 and announced their engagement in 2020.
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Sources have revealed that the couple's relationship had been strained over the past year. “Don and Kimberly haven’t been getting along over the past year,” a source disclosed. The couple's disagreements were not confined to their private life, as they were known to argue at Mar-a-Lago, the Trump family's private club in Palm Beach. “They get argumentative at Mar-a-Lago in front of people. Nothing crazy, but you know when a couple is fighting. They bicker in public,” the source added.
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Anderson, a model, influencer, and philanthropist, hails from the upper echelons of Palm Beach society. She is the daughter of wealthy banker Harry Loy Anderson Jr., and her mother, Inger, was a favorite subject of renowned photographer Slim Aarons. Interestingly, Anderson is reportedly friends with Vanessa Trump, Trump Jr.'s ex-wife, from whom he divorced in 2018.
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The news of Trump Jr.'s new relationship coincides with the announcement of Guilfoyle's appointment as the US ambassador to Greece by President-elect Donald Trump. In response to this news, Trump Jr. expressed his pride in Guilfoyle, stating, “I am so proud of Kimberly. She loves America and she always has wanted to serve the country as an Ambassador. She will be an amazing leader for America First.”
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Guilfoyle, a former Fox News anchor and the ex-wife of left-wing California Gov. Gavin Newsom, was a staunch supporter of Trump throughout the 2024 election. However, her absence from a post-election family photo captioned “the whole squad” raised eyebrows, hinting at the end of her relationship with Trump Jr. and the beginning of a new chapter in his life with Anderson.
