Is there trouble in paradise for one of America’s most unsettling couples? Sure seems like it. Donald Trump Jr. and Kimberly Guilfoyle may be on the rocks, if the Daily Mail is to be believed. While the fiancés were spotted together about a week after the election, the tabloid has been all over what looks like Don Jr.’s new relationship with Bettina Anderson, a Republican socialite who lives in Florida. So what’s going on here?
Let’s back up a few months. In September, the Daily Mail reported that Don Jr. and Anderson had been “spotted canoodling” during a brunch date the month prior. According to their sources, this new fling was “the talk of Palm Beach.” One source said that Anderson reached over “to plant a sexy kiss” on Don Jr. three times during their meal at the Honor Bar.
“She seemed totally smitten with Don — and he with her,” the source told the Daily Mail.
Guilfoyle was probably shocked to learn this information, right? Well, not so fast. The day after the first Daily Mail reports, friends of the former Fox News host told the tabloid that she might have had an idea of what was going on.
“Kimberly either didn’t know about Bettina — or didn’t want to know. Did she hear whispers that Don Jr. was fooling around with someone else? Probably,” one of Guilfoyle’s so-called friends said. “She’s no fool but it’s easy to deceive yourself when you’re so committed to someone and believe he’s committed to you.”
Guilfoyle and Trump have been together since 2018, and got engaged on New Year’s Eve 2020 (his birthday). During their time together, she became a mainstay in the MAGA world, often seen at Trump events, delivering speeches at Republican National Conventions, and sharing almost nothing but pro-Trump content on Instagram. By Election Night this year, it seemed like she and Trump Jr. had worked things out, as she stood by his side at his father’s victory speech.
But all was reportedly not well. The Daily Mail is back on the Trumpfoyle beat, and on Tuesday, they reported that the purportedly engaged couple has not been spotted together since November 12. Meanwhile, on Monday, Don Jr. and Bettina were photographed holding hands while out to dinner to celebrate her 38th birthday. The tabloid also reported that he has been living with his new girlfriend at her West Palm Beach townhouse instead of in the $15.5 million mansion he and Guilfoyle bought in 2021.
The cherry on top of this whole thing is an Instagram Story that Anderson shared of the message that came with a flower delivery: “Many have said you’re aging out but I think you’re perfect … Happy Birthday!” In the upper-left corner, in the tiniest possible font, she tagged Don Jr. What a charming guy.
Neither Don Jr. nor Guilfoyle have commented on what appears to be the end of their relationship. If things really are over, maybe Guilfoyle can reach out to his ex-wife Vanessa Trump and bond over Don Jr.’s penchant for allegedly cheating with younger blonde women.
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