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,” “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 former Mayor of San Francisco, now Governor of California, Gavin Newsom, who was and is a Democrat, and who also cheated on her.
