Kimberly Guilfoyle, the United States Ambassador to Greece, has found herself in the spotlight once again, but this time for reasons beyond her diplomatic duties. The 56-year-old former Fox News host and prominent political fundraiser recently sparked significant social media outrage after wearing a see-through black dress to a Thanksgiving gathering hosted by the American-Hellenic Chamber of Commerce.
The Fashion Controversy That Shook Social Media
The diplomat's fashion choice was deemed highly inappropriate by numerous critics across various social media platforms. Guilfoyle, often described as MAGA's leading lady, has built a reputation for her peculiar fashion sense and frequently experiments with bold outfit choices. While she maintains popularity for her exemplary career achievements, her personal life and dating history consistently follow her media trail, creating additional headlines beyond her professional accomplishments.
The recent transparent dress incident occurred during an official diplomatic function, raising questions about appropriate attire for such formal occasions. Critics argued that as a representing official of the United States government, Guilfoyle should maintain more conservative dressing standards during official events.
A Journey Through Guilfoyle's High-Profile Relationships
Kimberly Ann Guilfoyle's dating history reads like a who's who of American politics and business. Her romantic journey includes relationships with some of the most prominent figures in the United States, from California Governor Gavin Newsom to Donald Trump's eldest son, Donald Trump Jr.
Dating the Best Friend: William Getty
Before meeting her first husband, Gavin Newsom, Guilfoyle was in a relationship with his childhood best friend, William Getty, commonly known as Billy Getty. The couple initially met at a restaurant owned by the two best friends. Interestingly, Guilfoyle maintained strong ties with the Getty family even after her breakup with Billy. According to The List, she wore Billy's mother Ann Getty's tiara during her wedding ceremony with Newsom, demonstrating the enduring nature of their connection.
First Marriage: Gavin Newsom Era
As reported by Business Insider, Guilfoyle and Newsom first encountered each other at a fundraiser for John Burton, who was then a member of the California State Assembly and later elected to the House of Representatives. San Francisco attorney Art Groza facilitated their introduction in 1994. Seven years after meeting, the couple formalized their relationship, tying the knot in December 2001 at St. Ignatius Church in San Francisco.
During this period, Newsom served as a county supervisor while Guilfoyle worked as an assistant district attorney. In 2004, Newsom was sworn in as the mayor of San Francisco, California, transforming them into the city's first couple. Their status even earned them the flattering comparison to "the new Kennedys" in a Harper's Bazaar magazine feature.
However, their marriage soon encountered difficulties when Guilfoyle pursued her career opportunities in New York while Newsom remained anchored in San Francisco. Newsom openly discussed the challenges with the San Francisco Chronicle, describing how living on different coasts had "taken a huge toll personally" and characterizing their transcontinental marriage as "tough." The couple jointly filed for divorce in 2005, citing career demands as the primary reason for their separation.
Second Marriage: Eric Villency Chapter
By 2006, Guilfoyle had established herself in New York as a legal analyst at Fox News Channel and hosted The Lineup, a weekend program focusing on legal matters. That same year, she married Eric Scott Villency at a resort in Barbados. Villency, heir to the furniture chain Maurice Villency, hosted "Idesign" on the Fine Living television network.
The couple welcomed their son Ronan Anthony Villency in October 2006, but their marriage lasted only three years, ending in divorce in 2009.
Almost Married: Donald Trump Jr. Relationship
The most publicized chapter of Kimberly Guilfoyle's romantic life emerged through her relationship with Donald Trump Jr., the eldest son of former President Donald Trump. The pair reportedly met at a party in 2018 and announced their engagement in 2020, generating significant media attention.
However, by 2024, Trump Jr. was spotted on multiple outings with Bettina Anderson, a model, influencer, and philanthropist from Palm Beach. Although neither party issued any official statement regarding their breakup, their engagement appeared to have quietly dissolved. While no recent news about Guilfoyle's dating life has made headlines, she posted a photograph of a bouquet of red roses on her Instagram stories in February 2025, potentially signaling a new romantic involvement.
Current Focus and Professional Life
Presently, Kimberly Guilfoyle appears to be fully engaged in her diplomatic responsibilities as US Ambassador to Greece, embracing both the work and the accompanying privileges. Despite the occasional controversies surrounding her fashion choices and personal life, she continues to maintain her position as a significant figure in American political circles and international diplomacy.
Her journey from television host to political fundraiser to diplomatic representative demonstrates a career marked by continuous evolution and adaptation, while her personal life remains a subject of public fascination and media scrutiny.
