Donald Trump Jr.'s recent engagement to Bettina Anderson has sparked a firestorm of drama that could rival any reality TV showdown.
The Daily Mail reported that Trump Jr. popped the question at the prestigious Camp David retreat in Maryland, leading his ex-fiancée, Kimberly Guilfoyle, to reportedly fume from afar in Athens, Greece, with sharp words and bitter feelings about the new couple.
Trump Jr. proposed to Anderson, a 39-year-old Palm Beach socialite, model, and philanthropist, in the serene Maryland mountains at Camp David, a location steeped in presidential history.
The celebration was an intimate affair, with just 20 close friends joining the couple, though no images of the moment have surfaced publicly.
Anderson, one of six children from a prominent Palm Beach family, has made her mark advocating for coral reef protection and supporting children in Haiti, even citing Maya Angelou as her hero for championing equality and peace.
Before Anderson entered the picture, Trump Jr. was engaged to Kimberly Guilfoyle, 56, with their relationship kicking off in 2018 and an engagement announced by late 2020.
The pair called it quits in 2024, leaving behind a jointly owned $10 million mansion in Jupiter, Florida, purchased in April 2021—a property that’s now a lingering financial headache for both.
Trump Jr., a father of five from his first marriage, has since moved on, reportedly spending much of his time at Anderson’s Palm Beach townhouse since early 2025, with the couple spotted together at a joint session of Congress in March.
Meanwhile, Guilfoyle, recently sworn in as Ambassador to Greece in a State Department ceremony, isn’t taking the news of Trump Jr.’s engagement lightly while stationed in Athens.
Sources report she’s been visibly agitated, with one insider noting, "Kim is agitated by Bettina – she has been ill-tempered the past few days. She yells at meetings," according to an Athens embassy source.
Well, isn’t that a diplomatic pickle? If true, this kind of behavior could undermine America’s image abroad—hardly the steady hand conservatives expect from our representatives.
Guilfoyle’s frustration doesn’t stop at bad moods; she’s allegedly been spreading unkind claims about Anderson, using a derogatory nickname and refusing to let friends mention her by name, per sources close to her and frequent Mar-a-Lago guests.
Text messages seen by the Daily Mail confirm her animosity, while another observer remarked, "In the US, Kimberly's appointments are widely understood as getting her out of the way - I mean, getting her out of Donald Jr.'s way," as shared by an Athens embassy source.
Talk about a strategic reassignment— conservatives might applaud the pragmatism, but it’s a sad commentary on unresolved personal conflicts spilling into public duty.
