Kim Guilfoyle’s Reaction to Donald Trump Jr.’s Engagement to Bettina Anderson Revealed
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Former Fox News host and Donald Trump Jr.’s ex-fiancée, Kim Guilfoyle, had mixed feelings about his recent engagement to socialite Bettina Anderson, an exclusive source reveals to PEOPLE.


Guilfoyle, who quietly ended her four-year engagement to Trump Jr. last year, has reportedly expressed doubts and major concerns about his relationship with Anderson. A source close to Guilfoyle shared with PEOPLE that she only wants the best for Trump Jr. but is unsure if Anderson is the right fit for him or if their relationship is genuine.
The insider continued to mention that Guilfoyle finds it challenging to witness the headlines surrounding Trump Jr. and Anderson’s relationship, as she questions its longevity. Guilfoyle reportedly believes Anderson may be more interested in the prestige and attention associated with the Trump family, rather than having a genuine connection with Trump Jr.
Guilfoyle and Trump Jr.’s emotional ties took time to unravel post their breakup, with sources claiming that even recently both still had belongings at each other’s homes. Guilfoyle’s spokesperson was contacted by PEOPLE for comment on these allegations but did not respond.
President Donald Trump announced the engagement of Trump Jr. and Anderson on December 15, 2025, at the White House. Trump Jr. expressed his joy and gratitude for Anderson’s acceptance, with Anderson reciprocating the sentiment, calling the weekend of their engagement the most unforgettable.
Trump Jr. was previously married to Vanessa Trump for 12 years before their divorce in 2018 and began dating Guilfoyle in 2018. Despite never officially confirming their split, Trump Jr. and Anderson were reported to have been dating for approximately six months as of December 2024.
A source revealed to PEOPLE that President Trump approves of Anderson, particularly appreciating her appearance and desiring his son’s happiness in his next relationship. The source added that the Trump family initially had reservations about Anderson’s eagerness to align with them but have since accepted her as part of the family.
It seems that Guilfoyle’s perspective on Trump Jr.’s new engagement reflects her care and concern for his well-being, despite any personal reservations she may have. As the situation continues to unfold, only time will tell how these relationships will develop and whether Guilfoyle’s doubts will be resolved.
