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.

When Donald Trump Jr. ditched his longtime fiancee Kimberly Guilfoyle for the much younger Bettina Anderson, it seemingly ...

Donald Trump Jr and Kimberly Guilfoyle parted ways without any public animosity and Don Jr sill has a framed photo of his ex-fiancee on a rack in his room. The duo broke up around the election ...

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 girlfriend Bettina Anderson may be more similar to his ex Kimberly Guilfoyle than he thought, evidenced by ...

That meant that Trump Jr. had to say good-bye to Kimberly Guilfoyle, his longtime girlfriend and one-time fiancée, as his father, Donald Trump, “prepared to storm back into the White House ...

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.

Gavin Newsom has reportedly been consulting with his ex-wife, Kimberly Guilfoyle, about hosting MAGA guests on his new ...