During a chat with his daughter Kai Trump, Donald Trump Jr. spoke about his love for something that may explain why he dated ...

Kimberly Guilfoyle appeared to tease a new romance on Valentine's Day as she showed off a bouquet of roses on her Instagram ...

Days after Donald Trump Jr's girlfriend Bettina Anderson shared a pic of her lavish Valentine's Day gift basket, Kimberly ...

20 years later, the couple returned as president and first lady. Donald Trump Jr. and then-girlfriend Kimberly Guilfoyle, a close adviser to Donald Trump, attended Daytona 500 in 2020. Florida's ...

Washingtonian adores the idea of this potential pairing so much that we drew up six reasons why they’d be the perfect power ...

Like! Trump Jr. brought girlfriend Bettina Anderson to Donald and Melania’s New Year’s Eve party at Mar-a-Lago, Inauguration ...

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

Donald and Melania Trump attended Great American Race at Daytona International Speedway in Florida in 1998, 1999, 2000, 2001, ...

Trump made history on Super Bowl Sunday as first sitting president to attend the game. Ivanka, Eric and Donald Trump Jr. went ...

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

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