Fox News Star’s Private Texts About Donald Trump Jr.’s New Wife Revealed

Former Fox News personality Kimberly Guilfoyle is facing renewed attention after alleged private text messages surfaced involving her former fiancé, Donald Trump Jr., and his now-wife, Bettina Anderson. The messages, reported by The Daily Beast on October 8, offer a glimpse into the tensions surrounding Guilfoyle’s highly publicized breakup with President Donald Trump’s eldest son.

Guilfoyle, 57, reportedly expressed frustration over Anderson, a Palm Beach socialite who became romantically involved with Trump Jr. as his previous relationship was coming to an end. The alleged messages were sent to Eric Deters, a former Republican congressional candidate and longtime Trump supporter who has since become involved in a separate dispute with Guilfoyle.

“I was having a fing great time Saturday and we had a fing amazing time when we got home Saturday night,” Guilfoyle allegedly wrote in one exchange. She reportedly dismissed speculation surrounding Anderson’s relationship with Trump Jr. and accused the socialite of seeking publicity. “That’s his ex-wife’s friend. It’s all lies, but she’s a cloud chasing horror that plays the story in the daily mail to get attention,” the alleged message continued.

The reference to “cloud chasing” appeared to be a mistaken version of “clout chasing,” a phrase commonly used to describe attempts to gain publicity or social influence. Deters confirmed to The Daily Beast that the exchange concerned Anderson, who is now 39.

The controversy dates back to September 2024, when the Daily Mail published photographs reportedly showing Trump Jr. kissing Anderson during an August gathering in Palm Beach.

At the time, Trump Jr. and Guilfoyle were still publicly regarded as an engaged couple, raising questions about when their relationship had ended.

Neither publicly provided a definitive timeline explaining their separation.

Trump Jr. and Guilfoyle had been prominent figures in Republican political circles, frequently appearing together at campaign events and conservative gatherings.

Guilfoyle also played an important fundraising role for Trump’s political operation, making the couple’s breakup particularly notable within Republican circles.

The newly publicized messages emerged amid a broader controversy involving Deters, who has accused Guilfoyle of seeking financial assistance while offering to use her political connections on his behalf.

According to reporting by The Wall Street Journal, Deters provided extensive communications and documents that he claimed supported his allegations.

Among the most serious claims was that Guilfoyle asked Deters to help pay a $100,000 American Express bill before her Senate confirmation hearing to become U.S. ambassador to Greece.

Deters has also alleged that Guilfoyle discussed using her relationships with influential Republicans to assist him with legal and tax-related matters.

The alleged communications have raised questions about whether financial support was being sought in connection with potential political favors. However, those accusations remain disputed.

Guilfoyle’s attorney, Jesse Binnall, has challenged the authenticity of the messages and rejected the allegations against his client.

Deters has maintained that the communications are genuine. He has also said he did not make the requested $100,000 payment.

The dispute has attracted attention beyond Guilfoyle’s personal relationships, with Democratic lawmakers calling for scrutiny of the allegations involving her financial dealings and diplomatic position.

Guilfoyle currently serves as the United States ambassador to Greece, following her nomination by President Trump and subsequent Senate confirmation.

Trump Jr., meanwhile, married Anderson in May 2026, formally beginning a new chapter following his separation from Guilfoyle.

The release of the alleged messages has brought their former relationship back into the headlines, although the authenticity of the disputed communications has not been independently established.