Donald Trump Jr and Kimberly Guilfoyle parted way without any public anger and Don Jr floor has a framed photograph of his ex-fiancee on a plate in his place. The trio broke up around the election, but it only became common after President Donald Trump named Guilfoyle Greece’s adviser, sending her way away from Florida. A few days before that, Don Jr was seen with Palm Beach heiress Bettina Anderson, but it was not recognized. Finally, the break up became national, though neither Donald Trump Jr nor Guilfoyle shed any light on why they broke up.
As they maintained decorum in public on many occasions that they met, Donald Trump Jr unwittingly revealed his framed photo with Guilfpyle as he was speaking over a picture phone at the DC Blockchain Summit 2025. The keen gaze of social media users quickly pointed out that one of the images on a plate in Don Jr’s history is that of the original partners.
The image is from an anniversary party of Don Jr and Guilfoyle, taken in 2021. Guilfoyle’s Instagram accounts still has the image as neither of them removed any image from their individual accounts.
Trump Jr and Guilfoyle began dating in 2018 after Trump Jr’s marriage from Vanessa Trump. Guilfoyle was working with Fox News at that time. The same year, she left the stream and joined Trump’s re-election strategy. Don Jr and Guilfoyle got engaged in 2020 but it was called off rudely as Don Jr started seeing Anderson. Officials claimed Guilfoyle was not liked by the Trump home because of her conduct, her dressing etc though equivalent claims were made about Bettina Anderson that she was not encouraged in the Trump family. Yet, both Bettina and Anderson move easily in Trump’s inner circle.
Vanessa Trump was recently in the news as Tiger Woods confirmed dating Donald Trump Jr’s ex-wife.
