Donald Trump Jr., Bettina Anderson, and Kimberly Guilfoyle
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Donald Trump Jr. split from ex-fiancée Kimberly Guilfoyle before stepping out with socialite Bettina Anderson.

“Don and Kimberly broke up before the election and started to divide assets around the end of September,” a source confirms to Us Weekly, explaining that the pair “never discussed” their breakup publicly so as not to “detract from” other “important issues.”

Trump Jr., 46, and Guilfoyle, 55, had a longtime friendship before they started dating in 2018. He proposed in 2020, but their engagement wasn’t revealed until 2022 when Trump Jr. brought Guilfoyle as his date to sister Tiffany Trump’s wedding to Michael Boulos.

According to the insider, Trump Jr. was the one who pulled the plug on the engagement. The breakup was amicable and so is their relationship today,” the source tells Us. “They just had different goals.”

Donald Trump Jr Is Dating Bettina Anderson Broke Off Kimberly Guilfoyle Engagement

Kimberly Guilfoyle and Donald Trump Jr.
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Speculation arose about the status of Trump Jr.’s relationship with Guilfoyle after he was photographed holding hands with Anderson during an outing in Palm Beach. The Daily Mail reported on Tuesday, December 10, that the twosome were celebrating Anderson’s birthday.

Trump Jr. andAnderson are dating following his split from Guilfoyle, the source tells Us. (Us Weekly has reached out for comment.)

“It’s a new relationship. He likes her a lot and has a lot of respect for her,” the source shares, adding that Trump Jr. is “smitten” with Anderson and thinks she is “very smart.”

Guilfoyle “has also moved on” from her relationship with Trump Jr. and “is dating,” per the source. On Tuesday, December 10, it was announced that Guilfoyle would be moving to Greece as President Trump’s representative.


Bettina Anderson
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“I am so proud of Kimberly. She loves America and she always has wanted to serve the country as an Ambassador,” Trump Jr. said in a statement to the Daily Mail. “She will be an amazing leader for America First.”

The news personality was previously married to Governor Gavin Newsom from 2001 to 2006 and Eric Villency from 2006 to 2009. Guilfoyle and Villency share son Ronan, 18.

Trump Jr., meanwhile, was married to Vanessa Trump until 2018. They share five children: Kai, 17, Donald, 15, Tristan, 13, Spencer, 12, and Chloe, 10.

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