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

Kimberly Guilfoyle and Donald Trump Jr. had known each other for decades before they started dating. They were pictured at several events in the late 2000s, along with his then-wife, Vanessa Trump. In March 2018, Don Jr. and Vanessa released a statement ...

In the days after Donald Trump Jr. was seen holding hands with Florida socialite Bettina Anderson, PEOPLE has learned that he and fiancée Kimberly Guilfoyle have broken up. A source says it 'is not a contentious split.

Trump Jr. continued on to praise Guilfoyle and her work, particularly regarding her involvement in his father's political movement. “She’s been an undefeated prosecutor, natio

Donald Trump Jr. and Kimberly Guilfoyle's relationship has reportedly been on the rocks lately, but despite the whispers, Don Jr. took to social media to congratulate Guilfoyle on her new role.

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

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

It was an announcement made amid a swirl of tabloid speculation: Kimberly Guilfoyle, a loyalist of President-elect Donald J. Trump and — more pointedly — the fiancée of his son Donald Jr., had been named as his choice to be ambassador to Greece.

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, Florida.

Donald Trump Jr.’s connection with Bettina Anderson isn’t the same as his relationship with former fiancée Kimberly Guilfoyle. “The relationship ran its course,” an insider exclusively tells Us Weekly of Trump,

Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018 and became a GOP power couple. Page Six reported their breakup in December after Trump Jr. was seen with a Florida socialite.