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.

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 ...

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

Donald Trump Jr. moved on from Kimberly Guilfoyle pretty quickly, but eagle-eyed fans spotted a sign that he might not be ...

Donald Trump Jr.’s new socialite girlfriend, Bettina Anderson, scored an invitation to Tiffany’s baby shower but she didn’t ...

Kimberly Guilfoyle's split from her longtime fiancé Donald Trump Jr. was national news, but the former Fox News host was ...

Donald Trump Jr. revealed in a livestream Wednesday that he still has photos of ex Kimberly Guilfoyle on display. While speaking over video call at the DC Blockchain Summit 2025, Trump Jr.’s ...

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 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 ...