Kimberly Guilfoyle’s dramatic transformation from Gavin Newsom’s wife to a MAGA powerhouse has ignited a fierce online debate, with critics saying she had the “Mar-a-Lago face conversion.”
Long before Kimberly Guilfoyle, 57, became a familiar face in Donald Trump’s political circle, she was married to California Governor Gavin Newsom, a Democrat whose political views now place him firmly at odds with the president.
Photos from their years together have resurfaced online, leaving some social media users stunned by how different Guilfoyle looks today.
Former first lady of SF
The former couple met while working in San Francisco, where Guilfoyle was building her career as an attorney and television legal analyst and Newsom was establishing himself in local politics.
They married in December 2001 and became a prominent couple in the city’s political and social circles as Newsom rose to become mayor.
But their marriage didn’t last. The pair filed for divorce in January 2005, with the separation finalized in February 2006.
Years later, Guilfoyle had established herself as a prominent supporter of President Donald Trump, appearing at political rallies and becoming a familiar presence within his inner circle.
Enters the MAGAverse
Years later, Guilfoyle’s personal life took a very different political direction when she struck up a romance with Donald Trump Jr. following his split from Vanessa Trump.
Introduced through mutual friends in 2018, the couple’s relationship coincided with Guilfoyle’s growing presence in the MAGA movement. They were engaged in 2020 but reportedly went their separate ways in late 2024.
Her political career later took her overseas when she was appointed U.S. ambassador to Greece, although she reportedly resigned in October 2026 amid allegations of misconduct.
But it’s her appearance, rather than her political career, that has recently attracted a wave of online attention.
‘Mar-a-Lago face’
Side-by-side images comparing Guilfoyle’s appearance when she was first lady of San Francisco with more recent photographs have circulated online, drawing sharp reactions from social media users.
“Mar-a-Lago face,” one netizen shared on X, while a second wrote, “Kimberly Gargoyle.”
“Kimberly headed into the shipyard for the Mar-a-Largo Face conversion,” another wrote in the comment section of an older photo shared by Guilfoyle on Facebook.
‘Her poor face’
Meanwhile on Reddit, one user shared a photo of Newsom posing on a rug with Guilfoyle – who “joined the dark side” after her relationship with Trump Jr.
“I would seriously never know this is the same person,” one person commented.
“Her poor face. She doesn’t even look like the same person,” a second Redditor wrote, while a third added, “It’s called plastic surgery, fillers, Botox.”
“She was really pretty before all the surgery and filler. Not that her looks are noteworthy when her soul is a cesspool,” another added.
What do you think is behind the changing appearances of women in Donald Trump’s inner circle? Please let us know your thoughts and then share this story so we can hear from others!
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