Donald Trump Jr. and Kimberly Guilfoyle, both key players in Donald Trump's political operation, have reportedly split after ...

Professional matchmaker Susan Trombetti dishes to The List about what kind of man Kimberly Guilfoyle should go for after her ...

Kimberly Guilfoyle and Donald Trump Jr. had known each other for decades before they started dating. They were pictured at ...

In the days after Donald Trump Jr. was seen holding hands with Florida socialite Bettina Anderson, PEOPLE has learned that he ...

Trump Jr. continued on to praise Guilfoyle and her work, particularly regarding her involvement in his father's political ...

Donald Trump Jr. and Kimberly Guilfoyle's relationship has reportedly been on the rocks lately, but despite the whispers, Don ...

Donald Trump Jr. said he was "so proud" that Kimberly Guilfoyle had been nominated as the next U.S. ambassador to Greece.

Donald Trump Jr. was spotted Monday night in Palm Beach, Florida, holding hands with local socialite Bettina Anderson amid ...

Donald Trump Jr. has broken his silence after he and Kimberly Guilfoyle called it quits.

The president-elect's son congratulated Guilfoyle after he was apparently pictured holding hands with another woman.

Donald Trump Jr. and Kimberly Guilfoyle, Celine Dion, a Bon Jovi drummer, other celebs called Admirals Cove home in Jupiter, ...

Donald Trump Jr.’s connection with Bettina Anderson isn’t the same as his relationship with former fiancée Kimberly Guilfoyle ...