Are Donald Trump Jr. and Kimberly Guilfoyle—one of the most animated couples in Washington—on the verge of a split?
Trump Jr., the once and future first son, and his fiancée, prosecutor Guilfoyle, might be breaking up. Possibly. Allegedly. In any case, he’s definitely spending time with a woman who isn’t her. So what’s going on?
Here’s a timeline and a breakdown of what we know, starting with the most recent updates.
December 10, 2024: Sources tell Page Six that Donald Trump Jr. and Kimberly Guilfoyle are officially off—and that Don Jr. has a new woman in his life, socialite Bettina Anderson.
“Bettina and Don have been together for a few months and are super cute and happy together. It’s just a natural fit—everyone is happy for them!” said an insider. Mkay! Meanwhile, President-elect Trump has nominated Guilfoyle to be the US ambassador to Greece, which she accepted. The position will require senate confirmation.
“Her extensive experience and leadership in law, media, and politics, along with her sharp intellect, make her supremely qualified to represent the United States and safeguard its interests abroad,” said Trump, per People.
On Twitter, Junior congratulated his maybe-fiancée.
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September 2024: After news of Don Jr. and Bettina Anderson’s apparent relationship hits the tabloids, sources tell The Daily Mail that he was not trying too hard to hide his affair, and that Guilfoyle was “blindsided” by the news.
August 2024: Don is “caught kissing” Bettina Anderson in Palm Beach. The Daily Mail describes Anderson as a “socialite,” “It girl,” and “model, influencer, and philanthropist.” Her Instagram bio reads, “I’m just your typical stay at home mom…only I don’t do household chores…or have a husband…or have kids..” Photos show the two clearly having brunch together, but so far, no proof besides “sources” that more has happened. The story breaks a month later.
January 2022: Trump Jr. and Guilfoyle announce their engagement. It’s unclear why the long wait, but possibly they wanted to see how the election would shake out?
2020: The pair get engaged on New Year’s Eve, which is also Don Jr.’s birthday, per The Cut.
2018: Donald Trump Jr. and Kimberly Guilfoyle’s relationship begins. This is nine years after Guilfoyle’s divorce from businessman Eric Villency, with whom she shares a son, and 12 years after her divorce from Gavin Newsom, former mayor of San Francisco and now governor of California, who was and is a Democrat and who also cheated on her.
This same year, Trump Jr.’s divorce from Vanessa Trump, with whom he shares a daughter, is finalized. The pair were married for 13 years.
This story will be updated.
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