Donald Trump Jr. and Kimberly Guilfoyle’s relationship status has been the talk of the town since their surprising breakup. While Don Jr. insists they’re still on good terms, his actions—and Guilfoyle’s noticeable distance—tell a more complicated story.
On Dec. 13, Don Jr. addressed the split, stating they will “never stop caring for each other” and maintain a “special bond.” While he didn’t directly confirm the breakup, his statement suggested the relationship was over. Adding fuel to the fire, Don Jr. recently stepped out with his new girlfriend, Bettina Anderson, at Mar-a-Lago. The couple reportedly displayed their affection openly, mingling with guests, and even catching the attention of Donald Trump himself. One onlooker described Anderson as a “Palm Beach goddess from the ‘50s,” further cementing their debut as a polished, high-profile pair.
Guilfoyle, who had been a prominent supporter of the Trump family during her six-year relationship with Don Jr., has remained notably silent since the split. After being engaged for four years, her absence at Trump family events post-breakup was hard to miss. For example, during a family photo op on election night, Guilfoyle was conspicuously absent. Insiders suggest that the distance may not just be coincidental—reports claim Don Jr. and Anderson were already seeing each other by September, months before the official confirmation of their relationship.
Despite the personal upheaval, Guilfoyle continues to make waves professionally. Donald Trump recently nominated her to serve as the next U.S. ambassador to Greece, a decision he announced with glowing praise. Calling her a “close friend and ally,” Trump emphasized her qualifications to strengthen U.S.-Greece relations. However, the nomination sparked controversy, with critics questioning her suitability for the role. Don Jr. came to her defense, dismissing the backlash as “petty fake news.” He highlighted her impressive resume as a prosecutor, TV news star, and a key MAGA figure, declaring her the best choice for the position.
While Don Jr. publicly praises Guilfoyle and their shared history, her silence on his new romance and her absence from his orbit raise questions. The once-publicly united pair now seem to be living separate lives. The timeline of Don Jr.’s new relationship adds a layer of complexity, leaving many to wonder if Guilfoyle’s withdrawal signals more than just a breakup—it might reflect deeper tensions within their circle.
In the end, while Don Jr. insists on a cordial post-split relationship, the evidence suggests a story far more layered and dramatic. Whether dedication to their professional lives or personal choices keeps them apart, one thing is clear: the public’s fascination with their relationship isn’t fading anytime soon.