Kimberly Guilfoyle and Kai Trump don't have a smooth relationship, suggests social media clues

Kai Trump doesn't appear to share a close relationship with her father Donald Trump Jr's longtime fiancee, Kimberly Guilfoyle
Kimberly Guilfoyle has been noticeably absent from her fiance Donald Trump Jr's daughter Kai Trump's social media posts (Getty Images)
Kimberly Guilfoyle has been noticeably absent from her fiance Donald Trump Jr's daughter Kai Trump's social media posts (Getty Images)

PALM BEACH, FLORIDA: Donald Trump Jr's fiancee, Kimberly Guilfoyle, and his daughter, Kai Trump, don't seem to have a smooth relationship as some social media clues suggest.

The former Fox News host may have failed to form a close bond with the teenager despite being in her life since 2018, according to Nikki Swift. 

Social media clues suggest Kimberly Guilfoyle and Kai Trump aren't close

As Kai Trump and Donald Trump Jr are close, people may assume she would be close with his fiancee, Kimberly Guilfoyle, too, but social media clues paint a different picture. 

While Kimberly follows Kai on Instagram, Don Jr's daughter hasn't followed her back on the social media platform. Kai does follow her father on Instagram. 

Following Donald Trump's victory in the 2024 election, Kai shared a photo on X (formerly X) with the caption, "The whole squad," featuring several Trump family members and even Elon Musk. However, there was no sign of Kimberly.

The president-elect's wife Melania Trump was also noticeably absent from the photo. Kai doesn't follow Melania either on Instagram. 



 

On Halloween, the amateur golfer shared photos with her siblings, her mother, Vanessa Trump, and her father on Instagram ... but again there was no sign of Kimberly. She captioned the post, "Halloween with the fam." 

Furthermore, it cannot be denied that Kai is distancing herself from Guilfoyle precisely because of the rising tensions between her father and Kimberly.

Donald Trump Jr and Kimberly Guilfoyle's relationship turmoil

Donald Trump Jr and Kimberly Guilfoyle were long seen as a power couple for the MAGA movement. However, now it looks like things have changed for the worse for the couple.

A cheating scandal, along with rumors of tension within the Trump family, has reportedly thrown their lengthy engagement into chaos. While the two have put on a united front in public, sources claim that their romance is all but over.

Donald John Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)
Donald Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)

The turmoil started in September when Kimberly was reportedly "blindsided" by photos of Don Jr with Palm Beach socialite Bettina Anderson. The snaps published by Daily Mail showed Don Jr on a cozy "date" with the model and philanthropist at The Honor Bar in Palm Beach’s upscale Royal Poinciana Plaza on August 17.

According to the outlet, the two weren’t hiding their connection. Witnesses told Daily Mail that Bettina was seen planting not one, but three kisses on Don Jr's lips during their intimate outing. 

Donald Trump Jr and Kimberly Guilfoyle attend the first day of the Republican National Convention at the Fiserv Forum on July 15, 2024, in Milwaukee, Wisconsin (Andrew Harnik/Getty Images)
Donald Trump Jr and Kimberly Guilfoyle attend the first day of the Republican National Convention at the Fiserv Forum on July 15, 2024, in Milwaukee, Wisconsin (Andrew Harnik/Getty Images)

An insider shared, "She seemed totally smitten with Don—and he with her. They looked totally relaxed, she wearing a white shirt tied off to show her midriff and wide-leg pants, he in shorts and a T-shirt."

Despite the scandal, Kimberly stood by Don Jr’s side on election night, celebrating his father's historic win. However, insiders said this was all for show.

A source told Radar Online, "It is all a show. The appearances of Don and Kimberly are for the cameras. The Trump family does not want to create an enemy in Kimberly; they are concerned about what damage she could do. But make no mistake, the romance is over."

GET BREAKING U.S. NEWS & POLITICAL UPDATES
STRAIGHT TO YOUR INBOX.

MORE STORIES

Three sources revealed Wiles knew about the vice president's planned post blaming the conflict for the Republicans' 2026 midterm defeat
2026-11-08T07:00:58.000Z
UFC CEO Dana White confirmed a Monday meeting with President Donald Trump in Washington but remained noncommittal about joining his administration
2026-11-08T06:12:21.000Z
Susan Collins was first elected to the Senate in 1996 and was reelected four times before she lost to Democrat Troy Jackson in the 2026 midterms
2026-11-08T05:58:26.000Z
Rick Scott and Mike Lee push to confirm Trump's nominees and pass key legislation before Democrats take control of the Senate in January
2026-11-08T05:42:56.000Z
Calley Means alleged that Susie Wiles withheld support for his efforts to make children’s diets healthier, citing the need for sugar industry money
2026-11-08T04:56:19.000Z
Jessie Liu will examine government representations about the East Potomac Golf Course renovation and the removal of hundreds of trees
2026-11-08T04:14:15.000Z
Donald Trump backed Sen Dan Sullivan as Rep Mary Peltola held a narrow lead, with thousands of ballots uncounted ahead of ranked-choice tabulation
2026-11-08T02:25:12.000Z
President Trump called the impeachment threats extreme extortion and voiced concern over discussions within the Democratic Party
2026-11-07T22:09:43.000Z
Dana White shared a photo of himself at the White House podium on Instagram after President Trump announced the offer and hinted at a new chapter
2026-11-07T21:01:56.000Z
President Trump said he could work with Democrats without insulting them as he faced his final two years with Republicans in the minority
2026-11-07T19:39:36.000Z