Donald Trump Jr. and Kimberly Guilfoyle started dating in 2018. When the couple first met, Kimberly was a co-host on Fox News and had recently split from her husband, businessman Eric Villency.
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Similarly, Don Jr. had also recently split from his wife, Vanessa Trump, with whom he shares five children. On New Year’s Eve, 2020, the couple got engaged, but they didn’t announce it publicly until January 2022.
However, recently it has been suggested that Don Jr. and Kimberly have separated after the former has been seen multiple times with a new woman. Here’s what we know.
Have Donald Trump Jr. and Kimberly Guilfoyle separated?
Officially, neither Donald Trump Jr. nor Kimberly Guilfoyle have announced they have separated. Nevertheless, the couple’s attitudes may suggest otherwise.
Indeed, as per Daily Mail, Don Jr. has been spotted going out to eat with another woman, Bettina Anderson. The tabloid has ‘exclusively’ claimed Don Jr. and Kimberly have called off their engagement.
An unnamed source explained to Daily Mail that they are just waiting until after Donald Trump enters the White House to announce the end of their engagement.
There is no more Kimberly and Don – at least not romantically. Their engagement hasn't officially been called off yet. They were waiting until after the inauguration to announce.
Speculation about their separation has been further discussed as Kimberly hasn’t been seen with her fiancé for weeks. The rumours were once again pushed when Kimberly was not featured in the family photos for Thanksgiving.
Moreover, Don Jr. has been increasingly seen with his alleged new girlfriend, Bettina Anderson. The two were first seen together at the end of the summer. More recently, Don Jr. and Bettina celebrated the latter’s birthday together. According to the unnamed source, Don Jr. is ‘crazy’ about her.
Daily Mail, exclusively took photos of Don Jr. and Bettina during a dinner in Palm Beach on Monday, December 9, 2024. Not only did Trump Jr. and Anderson celebrate her birthday together, but they also allegedly celebrated the occasion with the Trump family.
Donald Trump nominates Kimberly Guilfoyle as the ambassador to Greece
Despite Donald Trump Jr. and Kimberly Guilfoyle’s alleged split, the family seems to have no hard feelings.
As per Daily Mail, president-elect Donald Trump revealed he would like Kimberly Guilfoyle to be the ambassador to Greece. Indeed, since winning the presidential election on November 5, Trump has slowly been naming who he would like in his Cabinet.
The president-elect announced his plans on Tuesday, December 10. If Guilfoyle is chosen for this position, she will move abroad in 2025 and become one of Trump’s representatives in Athens.
Following his father’s announcement, Don Jr. shared a statement on social media. He said he was ‘so proud’ of Kimberly and she would be ‘an amazing leader for America First’.
I am so proud of Kimberly. She loves America and she always has wanted to serve the country as an Ambassador. She will be an amazing leader for America First.
A look into Donald Trump Jr.’s dating history
As Donald Trump Jr. navigates his seemingly new relationship, you may be curious about his love life in general. Before getting engaged to Kimberly Guilfoyle, Trump Jr. was married for 12 years.
Vanessa Haydon
Don Jr and Vanessa Haydon first met in the early 2000s through mutual connections as per Parade. At the time, Vanessa was a model and a socialite. The couple tied the knot on November 12, 2005.
During their marriage, they welcomed five children—two daughters, Kai, who went viral by dancing to YMCA, and Chloe, and three sons, Donald III, Tristan and Spencer.
In 2018, Don Jr and Vanessa announced they were divorcing after 12 years of marriage. In their statement, as per People, they explained they have ‘tremendous respect for each other’ and that their five children ‘remain our top priority’.
After 12 years of marriage, we have decided to go our separate ways. We will always have tremendous respect for each other and our families. We have five beautiful children together and they remain our top priority. We ask for your privacy during this time.
Kimberly Guilfoyle
Following his split from Vanessa, Don Jr. started dating Kimberly Guilfoyle. As reported by Business Insider, the two had been in similar social circles for a while. In 2007 and 2008 they were photographed together at events in New York.
Before dating Don Jr., Kimberly was married twice. From 2001 to 2006, she was married to Democratic politician Gavin Newsom. Then from 2006 to 2009, she was married to businessman Eric Villency, with whom she shares a son.
In April 2021, after selling their house in the Hamptons for $8 million, the couple bought a $9.7 million home in the gated Admirals Cove neighbourhood of Jupiter, which is just 20 minutes away from Mar-a-Lago, Donald Trump’s main residence.
In February 2022, Kimberly confirmed her engagement to Trump Jr. in an Instagram post for Valentine’s Day. As mentioned above, it is believed the couple got engaged on New Year’s Eve 2020, but waited before making the announcement.
Kimberly’s post read:
Falling in love with my fiancé more and more every day. @donaldjtrumpjr, you're my best friend, my support system and my forever guy. Happy Valentine's Day, I love you and can't wait for the adventures that lie ahead.
In April 2024, the couple celebrated their six-year anniversary, with Don Jr. sharing a loving message on Instagram:
Thanks for always being there no matter what the haters are throwing our way. I love you.
As mentioned before, the couple appear to have ended their relationship, even though nothing has been confirmed by either party. According to Parade, rumours suggest that Don Jr. had ‘relations with several women outside of the relationship’.
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Sources used:
Daily Mail: ‘Donald Trump Jr. and Kimberly Guilfoyle's engagement off amid his romance with Bettina Anderson’
Daily Mail: ‘Don Jr. breaks silence on Kimberly Guilfoyle split and her move to Greece’
USA Today: ‘Did Donald Trump Jr. and longtime fiancée Kimberly Guilfoyle break up?’
Parade: ‘Donald Trump Jr.'s Relationship History, From His 13-Year Marriage to Vanessa Trump to His Engagement to Kimberly Guilfoyle’
People: ‘Donald Trump Jr.’s 5 Kids: All About His Sons and Daughters’
People: ‘Donald Trump Jr.'s Wife Vanessa Files for Divorce After 12 Years of Marriage’
Business Insider: ‘GOP power couple Donald Trump Jr. and Kimberly Guilfoyle are back on the Trump campaign trail. Here's a timeline of their relationship.’