Kimberly Guilfoyle was allegedly in relationship with ‘Lex Luthor,’ who she reportedly dismissed as ‘lovesick cash cow’

Kimberly Guilfoyle has not had a great week. The former Fox News host, ex-wife of Gavin Newsom, and former fiancée of Donald Trump Jr. has long been a prominent Trump campaign surrogate and supporter. In late 2025, Guilfoyle was made US Ambassador to Greece, a prime job widely considered a reward for her support.

Now she’s out of a job, with her tenure in the role lasting less than a year in a haze of bizarre controversy. Stories broke alleging questionable behavior, including reports of her asking Trump donor and former Kentucky congressional candidate Eric Deters to pay off roughly $100,000 on her American Express credit card “in a way that wouldn’t leave a paper trail.”

The report quoted a text message from her reading, “Honey please I need you to get this done for me today”, combined with reports indicating she’d arrange access to administration officials. Then claim a litany of reports of poor behavior in Greece, including allegations of financial impropriety, verbally abusing embassy staff, wild partying, and substance abuse.

“Unrelenting narcissism”

Faced with mounting pressure, Guilfoyle resigned on Oct. 13. But if she thought that would take her name out of the headlines, she was mistaken. Last night, the NY Post ran with a salacious story relating to her time at Fox News.

They quote former colleague Lisa “Kennedy” Montgomery, who said Guilfoyle “proudly” showed them pornographic images of a male companion she’d named “Lex Luthor,” who she dismissed as a “lovesick cash cow.” These pictures reportedly showed both his Amex credit card and his genitals: “There were at least three sets of these credit card-penis pairings.” 

Kennedy also alleged that Guilfoyle “talked about sex so cavalierly that she made Samantha from Sex and the City seem like Greta Thunberg,” before describing her as a “status-chasing monster” with “unrelenting narcissism.” 

Guilfoyle has denied all allegations of bad behavior during her time at Fox News, telling The New Yorker in 2020, “I have never engaged in any workplace misconduct of any kind.” She has also denied that the reports of poor behavior in Greece are true:  “These allegations are false, and I intend to vigorously defend my name, my reputation, and my integrity. I have dedicated my professional life to fighting for justice, standing up for what is right, and defending the values that make America exceptional. I will not allow false accusations to define my decades of public service.”