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Kimberly Guilfoyle's spicy love life: Gavin Newsom to Trump Jr, former Fox News host has dated the hottest men

Amid the latest scandal, let's take a deep dive into Kimberly Guilfoyle's personal life and her dating history with all the men in her life
Kimberly Guilfoyle with Gavin Newsom and Donald Trump Jr (Getty Images)
Kimberly Guilfoyle with Gavin Newsom and Donald Trump Jr (Getty Images)

Kimberly Guilfoyle had hit headlines when an explosive report from The New Yorker spilled details on her mysterious exit from Fox News. The former host and legal analyst who was one of the panel members on 'The Five' announced her departure in July 2018 after working for 12 years. Not much was known except that she started a new job at America First, a Trump super PAC. 

Now, a 42-page draft complaint from Guilfoyle’s former assistant brings a new twist to the tale. Shockingly, the unnamed assistant hired for Guilfoyle and former Fox News host Eric Bollinger in 2015 was allegedly given a $4 million sexual harassment payout after her complaints ranged from nudity to repeated sexual harassment, as per the report. In no time, social media exploded with severe scrutiny over scandalous details claiming the host “displayed herself naked” and splashed “photographs of the genitalia of men with whom Guilfoyle had had sexual relations.”

Daughter of Tony Guilfoyle of San Francisco and the late Mercedes Guilfoyle, Kimberly graduated from the University of California, Davis, and the University of San Francisco Law School. Until 2004, she was an assistant district attorney in San Francisco after which she changed her career path and entered the media industry. Amid the latest scandal, let's take a deep dive into her personal life and her dating history with all the men in her life. 

Gavin Newsom  

Gavin Newsom in the kitchen with wife Kimberly Guilfoyle Newsom (Getty Images)

A love affair that started back in 2001 soon made San Francisco's Camelot couple one of the most glamorous media couples, once even dubbed “the new Kennedys”. Guilfoyle exchanged vows with Gavin Newsom, then a San Francisco city supervisor. Two years down the line, Newsom was elected mayor of San Francisco in 2003. Unbelievably so, Guilfoyle told family and friends she had “never signed on” to be a mayoral wife.

As per an SF Gate report, many others found it hard to believe, especially after their politically-tinged wedding staged for 500 people at St Ignatius Church. With dozens of political consultants, campaign managers and the media at their reception, it seemed to be the unofficial launch of then-Supervisor Newsom's mayoral campaign. After their marriage, Guilfoyle made a career move to New York and joined Fox News to host a crime show called 'The Lineup'.

San Francisco mayoral candidate Gavin Newsom and wife Kimberly Guilfoyle-Newsom (Getty Images)

In January 2005, the pair announced the end of their 3-year-old bicoastal marriage “with great sadness” in a brief statement issued by the mayor's City Hall press office. “Unfortunately, the demands of our respective careers have made it too difficult for us to continue as a married couple," the pair said in the statement. "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.”

Many close friends confirmed that they had had problems for a while but it was only due to the long-distance relationship. “It's no secret that they have been leading separate lives,” said one close friend. “She's on one coast, he's on the other — how can you make a marriage work like that?” Another said, “The funny thing is, they both genuinely like each other, and they seem to get along. "I mean, it's not like there was any anger or screaming. But were there problems, yes — that's pretty much been an open secret for months.” The divorce was finalized on February 28, 2006.

A year later, in 2007, a scandal broke that Newsom was having an affair with Ruby Rippey-Tourk, the wife of his then-campaign manager and former deputy chief of staff, Alex Tourk. First reported by The San Francisco Chronicle in February 2007, the affair was said to have been started in late 2005 while Rippey-Tourk, then 34, worked as Newsom’s appointments secretary, and Newsom and Guilfoyle were in the last stages of their marriage. “Everything you’ve heard and read is true,” Newsom, a Democrat, told reporters during a news conference at the time. “And I am deeply sorry about that.” Apologizing to his former deputy chief of staff and a close friend, he said, “I’ve hurt someone I care deeply about, Alex Tourk,” the mayor added. “And that is something I have to live with.”

Eric Villency

Kimberly Guilfoyle and Eric Villency (Getty Images)

Guilfoyle then found love in the arms of furniture heir Eric Scot Villency on a blind date. Moving their relationship at the speed of lightning, the couple got hitched at Sandy Lane, a resort in St James, Barbados on May 27, 2006. The president and chief executive of his family furniture chain Maurice Villency, Eric was the host of 'Idesign' — a weekly program on the Fine Living television network.

Did you know Guilfoyle was already five months pregnant with Eric Villency's child when she walked down the aisle at her destination wedding? A source told New York Post the pregnancy “was the worst-kept secret in town” at the time but the wedding ceremony had been planned long before they found out about the child.

Eric Villency and Kimberly Guilfoyle (Getty Images)

The pair gave birth to their baby boy Ronan Anthony on October 4, 2006, and led a happily married life together. Three years later, there was a crack in their relationship as both announced their split in 2009. As per a Page Six report, the two vowed to remain friends and decided to share joint custody of their son. Later that year, their divorce was finalized.

The former television anchor, however, never cut off the chords from her second husband and was reported to be still “very close” with his family. "Even when people don't stay married, they can still be a family together,” Guilfoyle told Mediate in 2015. “When you go through a divorce with children you don't make it about you, make it about that child.”

Donald Trump Jr

Kimberly Guilfoyle and Donald Trump Jr (Getty Images)

Third time's a charm, they say. Probably Guilfoyle struck gold when she locked eyes with Donald Trump's son Donald Trump Jr. What reportedly began as a tabloid-tracked affair in April of 2018 while Trump Jr was still married to his wife Vanessa Trump, soon became serious. The couple had known each other for at least a decade before getting into a relationship and had group pictures with his ex-wife too. 

By September, the pair hit the road for several rallies and fundraisers at Minnesota, North Dakota, Montana, Nevada and Texas. In April 2019, she officially joined the Trump re-election campaign as a senior adviser. Her relationship with the Trumps has raised many eyeballs, especially with regards to her lavish lifestyle, including the use of private jets and her controversial birthday party at Mar-a-Lago, which was reportedly paid for in part by some campaign donors.

Donald Trump Jr and Kimberly Guilfoyle (Getty Images)

Recently, Guilfoyle faced severe backlash for her participation at the Republican National Convention 2020. “They want to destroy this country and everything that we have fought for and hold dear,” she said of the Democrats while raising her voice in a peculiar manner and set a scary tone. “They want to steal your liberty, your freedom, they want to control what you see and think and believe so that they can control how you live.”

The pair might not have gone the traditional route with a marriage, but they seemed to have sealed the deal after purchasing a multi-acre estate in the Hamptons. As per Variety, the semi-rural, pond-front spread was last listed at $4.5 million and boasts of a double-height living room with a towering stone fireplace, separate dining room, a semi-circular breakfast room and a screened porch that overlooks the swimming pool. 

It seems they are in for the long run, doesn't it? In an interview with The Washington Post in 2018, she expressed her feelings for Trump Jr. “I love him so much,” she told The Post. “I love spending time with him. And I have no apologies. We love each other very much.” She also revealed to The Post that she calls him “Junior Mints” apparently because he is “sweet as candy.”