Kimberly Guilfoyle and Gavin Newsom were married for five years, from 2001 to 2006.
As the mayor and first lady of San Francisco, they were dubbed "the new Kennedys."
Guilfoyle went on to work in the Trump White House and is engaged to Donald Trump Jr.
Kimberly Guilfoyle and Gavin Newsom, who were married from 2001 to 2006, were once a high-profile political couple dubbed "the new Kennedys."
Their paths have diverged significantly since their time as mayor and first lady of San Francisco.
Newsom, whose push for marriage equality cemented him as a national figure in the Democratic party, is now the governor of California and was floated as a 2024 Democratic presidential candidate. He married documentary filmmaker Jennifer Siebel Newsom in 2008.
Guilfoyle, a former assistant district attorney turned Fox News host, became a conservative influencer and advisor to President Donald Trump. She is engaged to Trump's son, Donald Trump Jr.
Despite their political differences, Guilfoyle and Newsom remained friends for years until things began to deteriorate around the 2020 presidential election.
Here's a timeline of their relationship.
Circa 1994: Kimberly Guilfoyle and Gavin Newsom met at a Democratic fundraiser.
San Francisco attorney Art Groza introduced the couple at a fundraiser for John Burton, who was then a member of the California State Assembly and went on to be elected to the House of Representatives, The San Francisco Chronicle reported.
December 2001: Guilfoyle and Newsom got married seven years after they met.
Newsom and Guilfoyle wed at St. Ignatius Church in San Francisco. At the time, Newsom worked as a county supervisor, and Guilfoyle was an assistant district attorney.
January 2004: Newsom was sworn in as mayor of San Francisco, and Guilfoyle moved to New York to host "Both Sides" on Court TV.
Months later, Newsom told the San Francisco Chronicle that living on different coasts had "taken a huge toll personally."
"The transcontinental marriage is tough — the only godsend is that we don't have kids," he said. "You give up your life in the traditional sense."
September 2004: A feature in Harper's Bazaar magazine dubbed them "the new Kennedys."
One image from the Harper's Bazaar spread showed Guilfoyle and Newsom lying together in formalwear on a rug at Ann and Gordon Getty's house.
In the accompanying article, Newsom described their relationship as "a wonderful combination of being in love and extraordinarily proud."
January 2005: The couple jointly filed for divorce.
Newsom and Guilfoyle released a joint statement announcing the end of their marriage "with great sadness," The San Francisco Chronicle reported.
"Unfortunately, the demands of our respective careers have made it too difficult for us to continue as a married couple," the statement said. "Over the past 10 years, we have developed a tremendous bond of love and respect for each other. That will never change. We will remain close friends. We ask for your understanding and consideration during this difficult time."
November 2005: Newsom and Guilfoyle reunited for a series of events, sparking reports they had gotten back together.
After the two were spotted together at Newsom's birthday party, a golf championship, and an outing with then-Prince Charles and Camilla during their royal visit, The San Francisco Chronicle described their marriage as "on-again, off again."
When former San Francisco mayor Willie Brown asked about his marital status at the royal gathering, Newsom replied, "I have a very confusing life," the Chronicle reported.
Guilfoyle gave a vague answer to the Chronicle when asked if she and Newsom had gotten back together.
"If I was standing back and looking at the situation, I would say it went great — these two people obviously love each other and get along very well," she said. "But I don't have an answer for you. We are not back together."
February 2006: Their divorce was finalized.
Guilfoyle told The San Francisco Chronicle that the divorce was amicable, and that she and Newsom shared a lawyer throughout the proceedings.
"We're very close, and we're going to remain that way," she said.
Guilfoyle and Newsom did not have any children together during their marriage.
May 2006: Guilfoyle married businessman and furniture heir Eric Villency.
Villency and Guilfoyle welcomed a son in October 2006. They divorced in November 2009.
January 2007: Newsom admitted to having an affair with his campaign manager's wife in 2005 while he and Guilfoyle were in the midst of their divorce.
After Newsom's campaign manager, Alex Tourk, abruptly resigned for "personal" reasons, Newsom publicly apologized for the affair the next day, the Los Angeles Times reported.
"I want to make it clear that everything you've heard and read is true, and I'm deeply sorry about that," he said at a press conference. "I've hurt someone I care deeply about — Alex Tourk, and his friends and family. And that is something I have to live with."
July 2008: Newsom married documentary filmmaker and actor Jennifer Siebel.
Newsom and Siebel wed in Stevensville, Montana, on a ranch belonging to Siebel's parents, People magazine reported. Nancy Pelosi, former San Francisco mayor Willie Brown, and actor Jason Lewis were in attendance.
The couple now shares four children.
August 2017: Guilfoyle spoke highly of Newsom during his 2018 gubernatorial campaign, which he went on to win.
In a profile of Newsom in The Sacramento Bee, Guilfoyle described him as "an amazing 'ideas guy' in terms of having an idea, developing it and seeing it to fruition."
She also recalled his dedication to an array of small businesses he operated, including wine shops, bars, and cafés. Guilfoyle told The Sacramento Bee that Newsom handled "everything from food selection and menus" to "all of the personnel decisions."
Newsom won the race for California governor in the 2018 midterm elections and took the oath of office in 2019.
May 2018: Guilfoyle and Donald Trump Jr. went public as a couple.
Guilfoyle told The Washington Post that she joked with Newsom about directing Trump Jr. to campaign against his bid for governor, and that the two men discussed the hair products they use to keep their styles intact.
"Gav's hair is slicked back, and Don's hair is slicked back," she said.
September 2018: Newsom publicly addressed Guilfoyle's relationship with Trump Jr. for the first time.
Newsom told KQED host Lily Jamali that he was "still trying to come to grips with all of it."
"I wish her well, and them well," he said of Guilfoyle and Trump Jr. "And we see the world, clearly, with a different set of eyes politically."
March 2019: When asked about his past with Guilfoyle, Newsom said, "Life's interesting."
In an interview on PROFILE by BuzzFeed News, Newsom was asked if then-President Trump had ever mentioned Newsom's past marriage to Guilfoyle in their conversations.
"We may have had a private moment on that conversation, which in and of itself, makes life just interesting," Newsom said.
When host Ben Smith asked Newsom for details, he simply said, "Life's interesting."
August 2020: Newsom declined to comment after Guilfoyle attacked California in her speech at the Republican National Convention.
"If you want to see the Socialist Biden Harris future for our country, just take a look at California," Guilfoyle said in her speech. "It is a place of immense wealth, immeasurable innovation, and immaculate environment, and the Democrats turned it into a land of discarded heroin needles in parks, riots in streets, and blackouts in homes."
Fox News host Elex Michaelson asked the California governor if he had a response. Newsom opted to "respectfully defer to the next question."
September 2022: Newsom said he and Guilfoyle weren't in touch anymore.
When MSNBC host Alex Wagner asked if he and Guilfoyle still spoke, Newsom replied, "Nope. Not lately."
"It must be weird for you," Wagner said.
"Yeah, of course," Newsom replied.
December 2022: Guilfoyle appeared to reference Newsom's rumored White House aspirations, saying, "He ain't making it to the White House."
As speculation swirled that Newsom might run for president in 2024 if President Joe Biden didn't seek a second term, Guilfoyle appeared to allude to her past with Newsom in a speech at Turning Points USA.
"In California, they have vowed to get rid of gas-powered cars with no explanation of how they are going to fund and power alternatives," Guilfoyle said. "A bunch of winners over there, folks. Ask me how I know."
"He ain't making it to the White House," she added, seemingly referring to Newsom.
February 2023: Newsom said Guilfoyle was a "different person" when they were married and that she "fell prey" to the culture at Fox News.
On an episode of CNN's "The Axe Files" podcast, Newsom said Guilfoyle was "spending a lot of time in Democratic circles" while they were married, citing her work for a progressive district attorney and former friendship with fellow California attorney Kamala Harris, who went on to become vice president.
"She fell prey, I think, to the culture at Fox in a deep way," Newsom said of Guilfoyle. "She would disagree with that assessment, she would perhaps suggest that she found the light."
February 2023: Guilfoyle hit back, saying that Newsom was "unrecognizable" and had "fallen prey" to the "radical left."
On an episode of "The Charlie Kirk Show" later that week, Guilfoyle called Newsom's comments "absurd," adding that she was a registered Republican while they were married and that it was Newsom who had changed drastically.
"I didn't change, he did," she said. "He used to be so proud to fight for small business, for entrepreneurs, for those hardworking men and women. And he's fallen prey to the left, the radical left, that is pushing him so far to the left that it's unrecognizable."
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