Fox News Star’s Stunning Texts About Donald Trump Jr. Emerge

Newly reported private messages are shedding light on what Kimberly Guilfoyle allegedly said about the woman who would eventually marry Donald Trump Jr. as Guilfoyle’s own relationship with the president’s eldest son was coming apart.

Guilfoyle, 57, a former Fox News host and longtime Trump ally, allegedly unleashed on Palm Beach socialite Bettina Anderson in messages revealed in an Oct. 8 report by The Daily Beast.

Anderson, now 39, became romantically involved with Don Jr. while questions were swirling about the status of his engagement to Guilfoyle.

The alleged messages show just how heated the situation may have become behind the scenes.

“I was having a expletive] great time Saturday and we had a [expletive] amazing time when we got home Saturday night that’s a nonsense,” Guilfoyle allegedly texted Eric Deters, a former Republican congressional candidate from Kentucky.

She then allegedly turned her attention to Anderson.

“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.”

Deters confirmed to The Daily Beast that the messages were referring to Anderson.

The outlet noted that the messages contained apparent spelling errors and suggested that Guilfoyle’s reference to “cloud chasing” may have been intended to mean “clout chasing.”

The Daily Beast also suggested the reference to Don Jr.’s ex-wife may have been about Vanessa Trump, whom he divorced in 2018.

The reported exchange adds another layer to the intense public speculation that surrounded Don Jr.’s personal life in 2024.

In September of that year, the Daily Mail published photographs reportedly showing Don Jr. kissing Anderson during an August brunch in Palm Beach.

At the time, Don Jr. and Guilfoyle were still publicly considered engaged, immediately raising questions about when their relationship had actually ended and when his relationship with Anderson began.

Neither Guilfoyle nor Don Jr. has publicly provided an exact timeline of their breakup.

The alleged messages reported by The Daily Beast are also part of a much larger dispute involving Deters and Guilfoyle.

According to The Wall Street Journal, Deters provided approximately 150 pages of material that allegedly included screenshots, correspondence, social-media material and other documents connected to Guilfoyle.

Deters has accused Guilfoyle of offering to use her connections to the Trump family to help him with personal legal and tax problems in exchange for financial assistance.

He has also alleged that Guilfoyle once asked him to cover a $100,000 American Express bill.

Those allegations are disputed.

Guilfoyle’s attorney, Jesse Binnall, has challenged the authenticity of the messages, casting doubt on the claims being made about his client.

That dispute is significant because the most explosive details—including Guilfoyle’s alleged comments about Anderson—come from material whose authenticity Guilfoyle’s legal representative has questioned.

Guilfoyle and Don Jr. have since moved on with their lives.

The former Fox News personality and conservative fundraiser now serves as the U.S. ambassador to Greece.

Don Jr., meanwhile, went on to marry Anderson—the same woman Guilfoyle allegedly criticized in the newly reported messages.

The result is a striking glimpse into the personal drama that allegedly unfolded as one high-profile relationship was ending and another was beginning.

And while the exact timeline surrounding Don Jr.’s breakup with Guilfoyle has never been publicly detailed, the newly reported messages suggest tensions surrounding his relationship with Anderson may have been running considerably higher behind the scenes than was publicly known at the time.