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

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

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 ...

Lara Trump's Instagram post with photos from Tiffany Trump's baby shower is full of shade that has got to sting for Kimberly ...

Donald Trump Jr.'s former longtime girlfriend Kimberly Guilfoyle is still earning attention even after their relationship ...

Donald Trump Jr.'s girlfriend, Bettina Anderson, attended his sister Tiffany's baby shower on Sunday- but the Palm Beach ...

Lets remind, Donald Trump Jr. and his ex-fiancée Kimberly Guilfoyle, according to media reports, ended their relationship at ...

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.