From the courtroom to the political spotlight, the news personality’s evolving appearance has drawn both admiration and debate over the years.
Kimberly Guilfoyle, a former San Francisco prosecutor and Fox News personality, has experienced a remarkable transformation over the course of her public career.
In recent years, her appearance has changed dramatically from her early days in law and media, sparking speculation from a plastic surgery expert who has shared his theories on her transformation. Meanwhile, some fans argue that her original, natural look was more appealing.
Join us as we take a visual journey through her evolution, from her beginnings as a lawyer and model to her current role as a prominent political figure.
From San Francisco Roots to Legal Star
Guilfoyle, 56, grew up in San Francisco, California. Her mother, Mercedes Marie Guilfoyle, was a dedicated teacher who worked with children with special needs and had Puerto Rican heritage. Her father, Anthony Christopher “Tony” Guilfoyle, was an Irish immigrant who built a career in real estate investing.
Tragedy struck early in Guilfoyle’s life when her mother passed away from leukemia, leaving her father to raise her and her younger brother on his own. She was just 10 years old at the time.
Despite these challenges, Guilfoyle persevered through college and law school. Few people realize that she briefly worked as a model to help finance her education.
“I knew I wanted to go to law school and it ended up being a great way to pay for it,” Guilfoyle once told People. “I modeled everything from clothes, swimwear, and lingerie, including Victoria’s Secret! I met an incredible number of interesting people through modeling and really learned a lot about self-confidence and self-worth.”
After earning her degrees from the University of California, Davis, and the University of San Francisco School of Law, Guilfoyle began her legal career as a prosecutor for the city of San Francisco.
Guilfoyle gained national recognition in 2001 when she successfully prosecuted two defendants in a high-profile case involving a fatal dog attack. This pivotal case propelled her into the public eye and solidified her reputation as a skilled attorney.
Her rising career aligned with her personal life, as she married Gavin Newsom, a San Francisco city supervisor from a well-known family. In 2003, Newsom was elected mayor of San Francisco, further elevating their public profile. He later went on to become the Governor of California.
While living in San Francisco, Guilfoyle was deeply involved in local life, supporting numerous charities and forging connections with influential figures, including the Getty family.
Her career took a major turn in 2004 when she moved to New York to become a legal consultant for MSNBC, CNN, and CourtTV. By January 2006, she had joined Fox News Channel, where she became the host of “The Lineup.”
As Guilfoyle’s professional life flourished, her personal life also remained in the spotlight, with developments that kept her in the public eye for reasons beyond her career accomplishments.
After her divorce from Gavin Newsom in 2006, Guilfoyle found love once again with furniture executive Eric Villency. The couple tied the knot on May 28, 2006, at the Sandy Lane resort in St. James, Barbados, with the Rev. Ricky Kirton officiating.
Eric Villency’s family owned a renowned furniture company, and he took the reins of Maurice Villency, the stores his grandfather had founded. In addition to his work in the furniture industry, Villency also hosted a TV show about design called Idesign and graduated from the University of Wisconsin.
The couple welcomed their son, Ronan Anthony Villency, on October 4, 2006. However, despite their initial happiness, their marriage was short-lived, and they separated in 2009.
On October 4, 2023, to celebrate her son Ronan’s 17th birthday, Guilfoyle shared a heartfelt message on Instagram. She expressed that he was the best gift she had ever received and conveyed immense pride in the kind and successful young man he had become.
Years after her divorce from Eric Villency, Guilfoyle began dating Donald Trump Jr. in 2018, following his separation from his wife, Vanessa. The couple’s relationship quickly grew more serious, and they got engaged in 2020.
In a 2022 Valentine’s Day Instagram post, Guilfoyle openly expressed her love for her fiancé, Donald Trump Jr. She described him as her closest friend, a source of strength, and her lifelong partner, sharing her excitement for their future together.
From Fox News Host to Prominent Political Figure
Guilfoyle’s ties to the Trump family significantly boosted her political profile. She played a pivotal role in Donald Trump’s campaigns, gaining recognition for her unwavering loyalty and passionate speeches.
At the 2020 Republican National Convention, Guilfoyle delivered a memorable address, famously proclaiming, “The best is yet to come!” She also spoke at a rally for Donald Trump before the January 6th attack on the Capitol, where she fervently stated, “Look at all of us out here—God-loving, freedom-loving, liberty-loving patriots that will not let them steal this election!”
Her dedication to the Trump cause was rewarded in December 2024 when President-elect Trump announced her nomination as the U.S. ambassador to Greece.
Following the announcement, Guilfoyle expressed her gratitude, saying, “I love President Trump. He has been my great friend for over 20 years.”
The appointment mirrored Trump’s tendency to place close allies and family members in prominent roles. This was similar to his previous appointments, such as naming Michael Boulos, the father-in-law of his daughter Tiffany, as a senior adviser for the Middle East, and Charles Kushner, the father-in-law of his daughter Ivanka, as ambassador to France during his first term.
However, around the time of this announcement, Guilfoyle’s relationship with Trump Jr. appeared to shift when he was seen holding hands with Palm Beach socialite Bettina Anderson.
According to sources who spoke with People, Trump Jr. had been dating Bettina Anderson for about six months and had even taken her on a trip to Alaska, where he introduced her as his girlfriend, despite still being very much involved with Guilfoyle. Allegedly, Guilfoyle largely ignored the situation, as she enjoyed the influence and affluence that came with dating the president’s son.
Shortly after the rumors surfaced, Trump Jr. publicly supported Guilfoyle’s nomination, writing on X, “I am so proud of Kimberly. She loves America and she has always wanted to serve the country as an Ambassador. She will be an amazing leader for America First.”
By December 12, 2024, People magazine confirmed that Guilfoyle and Trump Jr. had officially broken up, though sources indicated that the separation was amicable.
An insider shared that the engagement had stretched on for a long time and appeared to be in a state of uncertainty. Even after the split, the Trump family is said to still hold her in high esteem.
The source highlighted her intelligence, loyalty, and deep connection to the family, pointing out that she had been close to them long before her relationship with Trump Jr. In fact, she had personally known the current president even before meeting his son.
Now, let’s take a look at her appearance from years ago and the remarkable transformation since then.
From Natural Beauty to a New Look: A Striking Transformation.
As Guilfoyle’s career shifted from law to media and politics, so did her appearance. Her transformation has sparked considerable speculation.
Plastic surgeon Dr. Gary Motykie offered his professional opinion on Instagram, suggesting that Guilfoyle had likely “experimented” with fillers, as her cheeks appeared significantly fuller than in earlier public appearances.
“She’s lost a lot of weight recently,” he mentioned in a reel. “And that can have an impact on the face, especially as we get older. As we age, we naturally lose fat volume in our faces.”
The doctor continued by explaining that if individuals are dieting or using Ozempic, the effects can be even more pronounced. However, these changes can also make a person appear “tired.” As a result, many people turn to popular beauty procedures, such as fillers and fat grafting, to address these concerns.
Given her age, Dr. Motykie also speculates that she may have undergone a face and neck lift. While Guilfoyle has not publicly addressed whether she has had any cosmetic procedures, the noticeable difference between her earlier photos and more recent appearances has sparked significant discussion among fans and followers.
When she shared photos celebrating her birthday on March 10, 2025, her post quickly attracted a flood of comments about her appearance. Some followers voiced concern over what they believed to be cosmetic enhancements. One commenter even wrote directly, “Please cut back on the lip fillers.”
Another commenter provided more detailed advice, writing, “Kim, the lip filler and dark eyelashes need to go! It isn’t attractive on you. Embrace your natural beauty. You and your friends need to stop altering your face and body into something they aren’t meant to be [sic]!!!” A third simply commented, “Ladies, get rid of the big lips and eyebrows [sic]!!”
Despite the criticism, many admirers continue to praise Guilfoyle’s appearance. One supporter wrote on her birthday post, “Beautiful lady ❤️🔥😍🔥,” while another commented, “Always looking amazing, Kimberly 😮 Happy birthday 🥂.”
Interestingly, when Guilfoyle posted throwback photos from earlier in her career, many followers expressed a sense of nostalgia for her previous look.
From her early days as a San Francisco prosecutor to her current role as a political figure and diplomat, Guilfoyle’s transformation reflects not only evolving personal and professional aspirations but also a desire to maintain her youthful appearance, much like a beloved star who enjoys widespread admiration in Hollywood.
