Donald Trump Jr’s ex Kimberly Guilfoyle ‘has every intention’ of staying in his life despite split

WASHINGTON, DC: Kimberly Guilfoyle has “every intention” of staying in her ex, Donald Trump Jr’s life even after their relationship came to a halting end. 

Despite the 55-year-old TV personality being offered the Ambassadorship to Greece under Donald Trump’s second presidency and Don Jr moving on with his new girlfriend, Bettina Anderson, sources revealed that Guilfoyle feels she will “always have a connection” with her ex because of their years-long relationship. 

Recently, a source spilled to Page Six that 47-year-old Trump Jr and Guilfoyle, 55, have a very slim chance of getting out of each other’s lives as the duo “have many mutual friends".

Moreover, Guilfoyle “didn’t feel awkward at all spending time with Don Jr” during any of the parties they attended to celebrate President Donald Trump’s inauguration.

Kimberly Guilfoyle wants to maintain cordial relationship with ex Donald Trump Jr

Kimberly Guilfoyle and Donald Trump Jr were in a relationship from 2018 to 2024, before parting ways last year. Though the pair got engaged in December 2020, they called off the engagement after four years. 

Despite the recent split, an insider spilled that Guilfoyle “has every intention of maintaining a relationship with [Donald Trump Jr]”.

“Kimberly and Don have known each other for years and have a lot of history together so she feels like they’ll always have a connection,” continued the source. 

“Kimberly and Don Jr have many mutual friends and run in the same circles,” explained the insider, adding that "they’ll continuously cross paths throughout their lives".

In the recent past, the dynamics between President Trump’s eldest son and Guilfoyle underwent a massive shift as the pair broke up in December 2024 after six years of dating. Moreover, in the same month, reports surfaced that the businessman had moved on with Florida socialite Bettina Anderson.

Amid the changing vista of relationships, the senior Trump announced Guilfoyle to be US Ambassador to Greece. 

While People previously reported that Don Jr’s new girlfriend “wants Kim out of the area,” with the pair “trying to send” her abroad, the recent source shared that Guilfoyle would still remain in the same circle as her ex-fiance. 

“Although Kim is serving as ambassador to Greece she’s not going anywhere in terms of fading out of the public eye,” continued the insider, before adding, “She’s also very close with the Trump family and will remain in contact with President Trump about her new role.”

Kimberly Guilfoyle ‘didn’t feel awkward at all’ attending Donald Trump's inaugural events

Kimberly Guilfoyle and Donald Trump Jr were recently spotted attending many events as part of President Donald Trump's inauguration. 

While both of them attended the candlelight dinner at the National Building Museum on Sunday, January 19, during the Hispanic Inaugural Ball, the ex-lovers stood alongside each other. 

Anderson also attended the candlelight ball with Don Jr, but the source shared there wasn’t any awkwardness on Guilfoyle’s side. 

The political commentator “didn’t feel awkward at all spending time with Don Jr during the inauguration or any of the parties or events leading up to it", revealed the source. 

However, it is not only Guilfoyle who is maintaining the cordiality, another source revealed that even Don Jr didn’t feel uncomfortable with his ex-fiancee's presence at the inaugural events. 

“Don feels the same way. He still has a great relationship with Kimberly and there’s been zero awkwardness whenever they interact since their split,” shared the other source.

Donald Trump Jr and Bettina Anderson's growing romance

Donald Trump Jr and his new girlfriend, Bettina Anderson, went public with their relationship last month when they were spotted holding hands following Anderson’s 38th birthday dinner in Palm Beach.

However, their relationship has progressed as a source shared with Page Six, “Don Jr is essentially living with Bettina at her townhouse. His car is always there. Always.”

Anderson was first spotted in the Trump family's orbit at the Republican National Convention in July 2024 where she sat behind Trump Jr and Guilfoyle.