Kimberly Guilfoyle will dump Don Jr over affair if Trump loses 2024 as she plans to 'chart her own path'

Kimberly Guilfoyle and Donald Trump Jr's relationship has come under scrutiny since reports surfaced about his alleged affair with a Florida socialite
Kimberly Guilfoyle has been in a relationship with Donald Trump's eldest son, Donald Trump Jr, since 2018 (Getty Images)
Kimberly Guilfoyle has been in a relationship with Donald Trump's eldest son, Donald Trump Jr, since 2018 (Getty Images)

LOS ANGELES, CALIFORNIA: Kimberly Guilfoyle could end up dumping fiance, Donald Trump Jr, over his alleged affair if his father, Donald Trump, loses in the November election, claims political expert Tara Palmeri.

During a conversation with Meghan McCain for her 'Somebody’s Gotta Win' podcast, the Puck reporter said, "If Trump wins, she stays with Don Jr. If Trump loses, watch Kimberly chart her own path," as per GazetteXtra.

Meghan McCain says Kimberly Guilfoyle's political abilities shouldn't be 'underestimated'

Meghan McCain talked about the future of Kimberly Guilfoyle and Donald Trump Jr's relationship after agreeing with Tara Palmeri that the Daily Mail report about his alleged "dalliance" with Palm Beach socialite Bettina Anderson was pretty "damning." 

NEW YORK, NY - FEBRUARY 13: Donald Trump Jr. and Kimberly Guilfoyle pose backstage Gallery II in Spr
Donald Trump Jr and Kimberly Guilfoyle started dating in 2018 after her exit from Fox News (Getty Images)

The outlet published photos of Don Jr enjoying an intimate brunch with Anderson on August 17. Eyewitnesses claim the two were seen "kissing" and "canoodling" in a booth at the swanky Palm Beach restaurant.

In the September report, DailyMail mentioned that their romance is an "open secret" in elite Republican circles in and around the Florida community.

Keeping aside the "salaciousness" of the apparent affair, McCain noted that Guilfoyle is a major "surrogate" for Trump and has given fiery speeches on behalf of his MAGA beliefs, including the one at the 2020 Republican National Convention.

"I would never underestimate her political abilities," remarked the 39-year-old who used to work with Guilfoyle at Fox News. She also called Guilfoyle a "big fundraiser" for the Trump campaign. 

Tara Palmeri thinks Kimberly Guilfoyle doesn't want to risk losing the career she has built

Tara Palmeri added that Kimberly Guilfoyle is "very smart" and "strategic ultimately," which might be the reason why she hasn’t said anything publicly in response to the Daily Mail report or the Palm Beach rumor mill.

Palmeri further pointed out how the 55-year-old became "closely identified with the Trump brand" since she started dating Don Jr in 2018. The former president once dubbed her MAGA’s "Eva Peron" as she got engaged to his son, campaigned for him, and became a trusted member of his inner circle.

The Puck reporter said, "She’s gotten speaking engagements out of it. She’s elevated her profile, some would say even beyond Fox News since she’s become part of the Trump family. I don’t see her abandoning that any time soon."

(Getty Images)
Kimberly Guilfoyle became a conservative firebrand on Fox News after her divorce from Gavin Newsom in 2006 (Getty Images)

She continued, "I think she ignores [the alleged affair], or works on it with Donald Trump Jr. Basically her career is closely tied to Donald Trump Jr. I don’t think she’d let an emotional reaction get in the way of her next move. For now, I think Kimberly Guilfoyle will swallow her pride, put a big smile on."

"If Trump loses … and this is all over, I can see her pivoting," expressed Palmeri. 

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

MORE STORIES

Donald Trump questioned Barack Obama's presidential record, claiming his own leadership united Americans through economic growth
2026-11-13T06:05:06.000Z
Rather than personally attacking Trump or his supporters, Scott Colom focused on criticising his policies, particularly the Iran war and tariffs
2026-11-13T05:59:23.000Z
Commerce Secretary Howard Lutnick has also been summoned as lawmakers examine Nvidia’s chip exports to China
2026-11-13T05:02:38.000Z
Abdul El-Sayed also considered an old Quran preserved at the University of Michigan, describing it as the first Quran in the state
2026-11-13T03:41:07.000Z
US officials have found no definitive evidence that China's Ministry of State Security recruited Alice Huang to spy on Nvidia CEO Jensen Huang
2026-11-13T03:14:57.000Z
The California governor said he would spend the coming weeks with his family before deciding whether to challenge fellow Democrats for the White House
2026-11-13T02:40:54.000Z
Trump's post came just a day after a report claimed that JD Vance was considering face-to-face discussions with a senior Iranian security official
2026-11-13T02:23:37.000Z
Donald Trump identified Secretary of State Marco Rubio to lead the Cuba effort as his administration weighs options for pressuring Havana
2026-11-13T01:56:58.000Z
President Trump urged Senate leaders in a Thursday Truth Social post to advance a $350 billion reconciliation bill to boost national security
2026-11-12T22:02:19.000Z
Jensen Huang, the co-founder and former CEO of Nvidia, reportedly had an extramarital relationship with Alice Huang, a businesswoman whom US authorities reportedly suspect of having links to Chinese intelligence
2026-11-12T20:12:03.000Z