Kimberly Guilfoyle’s new role as ambassador to Greece has sparked widespread curiosity, especially given her high-profile relationship with Donald Trump Jr., which appears to have recently come to an end. Their breakup, while not officially dated, seems to have been an ongoing issue, and some speculate that the timing of her move to Greece might be linked to their separation.
Guilfoyle and Don Jr. started dating in May 2018, and over the years, they became a public power couple, often seen at political events and even glamorous occasions like New York Fashion Week. Their relationship included big milestones, like buying a $9.7 million home together in Florida in 2021 and getting engaged in January 2022. However, despite these signs of a serious commitment, they never married, and their relationship ultimately fizzled out.
Sources suggest that Don Jr. may have grown frustrated with some aspects of Guilfoyle’s style, and that her fashion choices were a point of tension. Reports also hint that he’s now dating a socialite named Bettina Anderson, who is reportedly more in line with the “Waspy circles” Don Jr. values. Meanwhile, Guilfoyle has been seen with Republican figures like Matt Gaetz, sparking speculation about potential new connections, though there’s no indication of a romantic relationship with him.
Though both have moved on, the details of their breakup have certainly kept people talking, and Guilfoyle’s new appointment may provide her with a fresh start in more ways than one. As for Don Jr., it seems like he’s found someone new, while Kimberly, far from being downcast, is receiving praise for handling the situation with grace, with some even declaring her as the “winner” of the breakup.