“She Showed Photos of Penises and Bragged About Her Lovers”: Scandal Surrounding Former US Ambassador to Greece Deepens

Former US ambassador to Greece Kimberly Guilfoyle openly discussed her sex life and showed colleagues photographs of her lovers’ intimate body parts, according to a former coworker.

Lisa “Kennedy” Montgomery worked alongside Guilfoyle at Fox News, where she joined in 2012. In a column for the Daily Mail, she described her former colleague’s career downfall as “one of the most predictable professional failures in modern American history” for those who knew her professionally.

Montgomery said she was not surprised either by the State Department inspector general’s investigation into Guilfoyle or by reports that she had allegedly asked a Republican donor to lend her $100,000 to cover an American Express bill. “That’s our girl!” she wrote sarcastically.

According to Montgomery, while working at Fox News, Guilfoyle was dating a man she nicknamed “Lex Luthor.” She allegedly portrayed him as a man hopelessly in love with her, willing to fulfill her every wish and serve as a kind of personal ATM.

Montgomery claims Guilfoyle showed her and other colleagues several photographs of the man’s intimate body parts, as well as images of both sides of his black American Express Centurion card.

Guilfoyle’s departure from Fox News was accompanied by allegations of sexual misconduct. A former assistant claimed that Guilfoyle had shown her photographs of male genitalia. Guilfoyle publicly denied the allegations, saying she had mentored many women and had never engaged in inappropriate workplace behavior.

Montgomery also claimed that Guilfoyle, who was seeking to strengthen her standing within the MAGA movement, believed that everyone at Fox News—particularly the women—wanted to sleep with her. According to her former colleague, Guilfoyle once answered the door of her apartment wearing a push-up corset and thigh-high stockings.

After leaving the network, Guilfoyle began dating Donald Trump Jr. Their relationship lasted about two years, while their engagement lasted four. The couple split in 2024.

Montgomery likened her former colleague to a cat with nine lives and questioned whether Guilfoyle had exhausted all her chances of avoiding further trouble.

She predicted that if Democrats gain control of the House of Representatives in the midterm elections, Guilfoyle could be called to testify about her work in the Trump administration.