Donald Trump Jr still has photos of ex Kimberly Guilfoyle as viewers spot odd detail during livestream

Donald Trump Jr and Kimberly Guilfoyle quietly ended their seven-year relationship in December 2024
PUBLISHED MAR 28, 2025
Donald Trump Jr  unintentionally exposed photos of his ex Kimberly Guilfoyle on his bookshelf during a livestream (@RealAllinCrypto/X)
Donald Trump Jr unintentionally exposed photos of his ex Kimberly Guilfoyle on his bookshelf during a livestream (@RealAllinCrypto/X)

WASHINGTON, DC: Donald Trump Jr may have moved on romantically, but his home decor tells a different story.

During a livestream at the DC Blockchain Summit 2025, eagle-eyed viewers spotted framed photos of his ex-fiancee, Kimberly Guilfoyle, still prominently displayed in the background, Daily Beast reported.



 

Donald Trump Jr accidentally reveals pictures of Kimberly Guilfoyle on livestream

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

As Donald trump Jr spoke on the panel, viewers were left scratching their heads over photos of his ex-Kimberly Guilfoyle on his bookshelf. One photo appeared to match a 2021 Instagram post from Guilfoyle, raising questions whether Trump Jr has fully closed that chapter of his life.

In the photo, Trump Jr wore a suit and bowtie while Guilfoyle showed off a plunge-neck pink dress as they celebrated their anniversary.

The photo caption read, "Incredible weekend @oceanreefclub celebrating our anniversary and the beautiful wedding of Robert and Carly Desmond."


 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 
 
 

A post shared by Kimberly Guilfoyle (@kimberlyguilfoyle)


 

The revelation comes months after reports surfaced that Trump Jr and Guilfoyle quietly ended their seven-year relationship in December 2024. Their split followed speculation that he had grown close to Palm Beach socialite Bettina Anderson, a relationship that reportedly began months before it became public.

PALM BEACH, FLORIDA - MARCH 15: (L-R) Donald Trump Jr. and Bettina Anderson attend amfAR Palm Beach Gala on March 15, 2025 in Palm Beach, Florida. (Photo by Mireya Acierto/Getty Images for amfAR)
Donald Trump Jr and Bettina Anderson attend amfAR Palm Beach Gala on March 15, 2025, in Palm Beach, Florida (Mireya Acierto/Getty Images for amfAR)

Despite never officially announcing the breakup, Trump Jr has been spotted attending high-profile events with Anderson, including the amfAR Palm Beach Gala recently.

Meanwhile, Guilfoyle, who previously served as an advisor to Donald Trump’s campaign, was nominated for a diplomatic role as US ambassador to Greece.



 

The split may have been brewing for some time. In November, Trump Jr’s daughter, Kai Trump, posted a family gathering photo featuring the entire Trump clan excluding Melania Trump and Guilfoyle.

Prior to her relationship with Trump Jr, Kimberly was married to California Governor Gavin Newsom for five years. The couple eventually divorced in 2009.

Donald Trump Jr sparks buzz after photos of ex Kimberly Guilfoyle appear in livestream

Donald Trump Jr. high fives Kimberly Guilfoyle before speaking at the annual Conservative Political Action Conference (CPAC) at the Gaylord National Resort Hotel And Convention Center on March 03, 2023 in National Harbor, Maryland. The annual conservative conference entered its second day of speakers including congressional members, media personalities and members of former President Donald Trump's administration. President Donald Trump will address the event on Saturday. (Photo by Anna Moneymaker/Getty Images)
Donald Trump Jr high fives Kimberly Guilfoyle before speaking at the annual Conservative Political Action Conference (CPAC) at the Gaylord National Resort Hotel And Convention Center on March 3, 2023, in National Harbor, Maryland (Anna Moneymaker/Getty Images)

Donald Trump Jr's livestream accidentally featured photos of his ex, Kimberly Guilfoyle, and the internet had plenty to say about it.

One user joked, "Gargoyle is even more unhinged and messed up than Jnr."

Another wrote, "He probably didn't even realize they were there."

Others speculated about their relationship, with one person commenting, "Kim didn’t want this for her life," and another adding, "Glad they’re not together, she deserves better."



 

"It was more of a business partnership anyway. Breaking up right after the election was the tip-off," someone wrote, while another added, "Just like his dad!"

This article contains remarks made on the Internet by individual people and organizations. MEAWW cannot confirm them independently and does not support claims or opinions being made online.

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