They both recently endured public break-ups, which featured their ex-partners quickly moving on with other people.

Donald Trump Jr.‘s ex Kimberly Guilfoyle spent some time with Kevin Costner at the 2025 Super Bowl. Guilfoyle, 55, took to ...

Donald Trump Jr.'s ex-fiancee Kimberly Guilfoyle and his reported new girlfriend Bettina Anderson both posted photos from the ...

Kimberly Guilfoyle created a ripple on social media after sharing a picture with the ‘Yellowstone’ star at Super Bowl LIX ...

Spencer Trump and Chloe Trump − before they eventually divorced, after 12 years of marriage, in 2018. In 2018, Donald Trump ...

After Trump Jr. and Anderson’s relationship made headlines, Us Weekly confirmed that the businessman and Guilfoyle called it quits a few months earlier. “Don and Kimberly broke up before the ...

Spencer Trump and Chloe Trump − before they eventually divorced, after 12 years of marriage, in 2018. In 2018, Donald Trump ...

Spencer Trump and Chloe Trump − before they eventually divorced, after 12 years of marriage, in 2018. In 2018, Donald Trump Jr. began dating former Fox News host Kimberly Guilfoyle. When the ...

Spencer Trump and Chloe Trump − before they eventually divorced, after 12 years of marriage, in 2018. In 2018, Donald Trump Jr. began dating former Fox News host Kimberly Guilfoyle. When the ...