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

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 ...

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

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

Few people are better placed than Kimberly Guilfoyle, the ex-girlfriend of Donald Trump Jr and a former Fox News host to bring about a political transformation. The 56-year-old, who worked as an ...

Donald Trump Jr. and girlfriend Bettina Anderson packed on the PDA while attending a Sublime concert on Saturday, April 5 ...

Donald Trump Jr. and Bettina Anderson haven't been in a public relationship for long, but Jr.'s new girlfriend is allegedly ...

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 ...