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.

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 ...

Donald Trump Jr.'s girlfriend Bettina Anderson shared a pricy necklace on social media that she suggested was from her beau, ...

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 ...

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

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.

Donald Trump Jr.'s girlfriend Bettina Anderson may be more similar to his ex Kimberly Guilfoyle than he thought, evidenced by ...

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