A new report details Trump Jr.’s personal challenges, as well as the reasons that Guilfoyle couldn’t fit, long-term, into his possible future as his father’s political successor.

Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018, were engaged in 2020 and broke up in 2024. Trump Jr. and Palm Beach, Florida, socialite Bettina Anderson have been dating since 2024.

Kimberly Guilfoyle attended the 2025 Wags to Riches Gala held at Mar-a-Lago on March 22, where she was a showstopper in a plunging, lacy black dress. Guilfoyle looked confident and radiant ...

Kimberly Guilfoyle is showing off after her December split from Donald Trump Jr. On Saturday, the former news personality, 56, was in attendance at Mar-a-Lago for the Wags to Riches Gala — a ...

Is Kimberly Guilfoyle turning over a new fashion leaf? Not even close. Don Jr.'s ex tried out a new look at a recent event, but didn't exactly nail it.

Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018, were engaged in 2020 and broke up in 2024. Trump Jr. and Palm Beach, Florida, socialite Bettina Anderson have been dating since 2024.

Kimberly Guilfoyle and Donald Trump’s eldest son, Donald Trump Jr., may not be a couple anymore, but Guilfoyle has continued to stay an established figure among the presidential family.

Donald Trump Jr.'s ex-fiancée Kimberly Guilfoyle made a triumphant return to the White House Monday - to mark Greek Independence Day. In December, the president-elect announced that he had ...

Donald Trump Jr.'s ex-fiancée Kimberly Guilfoyle looked captivating in a plunging black dress when she returned to Mar-a-Lago this weekend. The 56-year-old former news personality appeared at ...

Kimberly Guilfoyle's ex Eric Villency has been busy running a company that got in a legal pickle with Peloton and enjoying a hobby that resulted in an accident.