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 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 ...

Kimberly Guilfoyle is a familiar face in Trump circle. Before that she was married to California Gov. Gavin Newsom, then engaged to Donald Trump Jr.

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 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 appears enthusiastic about her upcoming role as U.S. Ambassador to Greece, sharing her excitement on ...

Kimberly Guilfoyle's hair extensions seem to be a security blanket she clings to no matter what, even when they could add ...