US President-elect Donald Trump made a flurry of job announcements on Wednesday, including the selection of Kimberly Guilfoyle as ambassador to Greece. However, the timing of this appointment was anything but ordinary, coming amid a storm of tabloid gossip surrounding his son Donald Trump Jr‘s relationship status.
Guilfoyle, who had been dating Trump Jr since 2018 and got engaged to him in 2020, found herself in the spotlight for all the wrong reasons. The day earlier, British tabloid The Daily Mail published photos of Trump Jr with socialite Bettina Anderson, igniting rumors that he had moved on with a new love interest.
The outlet described the images as “incontrovertible proof” that Trump Jr had “moved on” with the “stunning ‘it girl.'”
And so, as his son’s rumored new romance heated up, Donald Trump reportedly sent his son’s ‘ex-fiancée’ to Greece. The timing of Guilfoyle’s appointment as ambassador could hardly be more dramatic, adding layers to the gossip surrounding the love triangle.
Despite the swirling rumors, Guilfoyle’s appointment was met with a glowing endorsement from Trump, who called her “a close friend and ally” with “extensive experience and leadership.” However, his Truth Social post made no mention of her relationship with his son, nor did it address the tabloid storm brewing around her and Trump Jr’s alleged breakup.
The whispers about the love triangle have been brewing for months.
As per the report by NYT, in July, Anderson raised eyebrows at the Republican National Convention, where she sat conspicuously close to Trump Jr and Guilfoyle, clad in a striking red dress. And just last September, reports surfaced of Trump Jr and Anderson sharing a kiss during brunch — adding fuel to the speculation, especially since Anderson was once friends with Trump Jr’s ex-wife, Vanessa Trump.
Further intrigue followed when Guilfoyle was notably absent from a postelection family photo, which featured Vanessa, her five children with Trump Jr, and even Elon Musk. The missing fiancée fueled chatter about the couple’s relationship status.
Meanwhile, Anderson stirred the pot this week with an Instagram post showcasing a lavish bouquet and a note reading, “Many have said that you’re aging out but I think you’re perfect.” Her caption? “Tough but fair.” Observers were quick to spot Trump Jr’s Instagram handle tagged in the post.
Anderson, who hails from a prominent Palm Beach family and leads a conservation nonprofit, poked fun at her public image, describing herself online as a “typical stay-at-home mom” who “doesn’t do household chores … or have a husband … or have kids,” reported NYT.
When asked about the love triangle rumors, a spokesperson for President-elect Trump dismissed them as “very sexist,” emphasizing that Guilfoyle’s selection was based on her qualifications.
Guilfoyle herself shared her excitement about the role, saying she looks forward to “delivering on the Trump agenda, supporting our Greek allies, and ushering in a new era of peace and prosperity.”
Trump Jr also chimed in, saying he was “so proud of Kimberly” and confident she would “be an amazing leader.” Whether he’ll join her in Greece remains unanswered, leaving the tabloids to speculate further.
For now, all eyes are on Guilfoyle as she steps onto the global stage, carrying both her new diplomatic role and the weight of swirling headlines.
