Kimberly Guilfoyle is known for her relationships with politicians such as Gavin Newson, an extensive career as a lawyer and TV personality, her brief career as a lingerie and fashion model, and her scandal at Fox News in 2017.
Guilfoyle has been closely associated with the Trump campaign and his family since 2016. In 2020, she became the fiancée of Donald Trump Jr.
But years later, the stability of that relationship is called into question.
Don Jr. was caught kissing a Republican socialite from Palm Beach, DailyMail.com reported on Sunday.
The former president’s son was spotted at an intimate brunch with ‘it girl’ Bettina Anderson, 37, last month.
Exclusive photos obtained by DailyMail.com showed Don Jr. meeting the model, influencer and philanthropist at The Honor Bar, located in the Royal Poinciana Plaza shopping center in Palm Beach on August 17.
Guilfoyle has been closely associated with the Trump campaign and family since 2016. In 2020, she became the fiancée of Donald Trump Jr.
Pictured: Donald Trump Jr. (left) and Kimberly Guilfoyle (right)
The former president’s son was spotted dining with ‘it girl’ Bettina Anderson, 37, on an intimate brunch date last month, DailyMail.com revealed today. PICTURED: Don Jr (left) and Bettina Anderson (right)
Witnesses testified that it was clearly a date. One of them reported that Anderson was photographed approaching Don Jr. three times to kiss him.
But his fiancée Guilfoyle was nowhere to be seen.
Kimberly Guilfoyle is a prolific attorney who received her Juris Doctor degree from the University of San Francisco Law School in 1994.
She paid for her law studies by working three jobs: as an intern for a district attorney, in a clothing store, and as a lingerie and fashion model in the San Francisco and Sacramento areas, Guilfoyle told Cosmopolitan.
The modeling campaigns were featured in local department stores such as Macy’s and she modeled Victoria Secret lingerie for a bridal magazine.
She was also interested in politics.
In 1995, she worked on the re-election campaign for District Attorney Arlo Smith. Guilfoyle regularly attended political fundraisers hosted by oil billionaire Gordon Getty—who was in a relationship with his son, William.
After their split, Guilfoyle climbed the political ladder after becoming romantically involved with politician Gavin Newsom, who was then a San Francisco city supervisor.
She paid for her law studies by working three jobs: as an intern for a district attorney, in a clothing store, and as a lingerie and fashion model in the San Francisco and Sacramento areas, Guilfoyle told Cosmopolitan
Guilfoyle broke into the world of broadcast media in 2004 when she worked as a legal analyst at Anderson Cooper 360 and joined Fox News in February 2006 as the host of The Lineup – later joining The Five as a co-host in 2011. Pictured: Guilfoyle and Don Jr with family
Pictured: Gavin Newsom at home with his then-wife, Kimberly Guilfoyle
She married him in 2004, but divorced in 2006 after it was revealed in 2008 that Newsom had had an affair with Ruby Rippey-Tourk, the wife of his then-campaign manager and former deputy staffer Alex Tourk.
While working as a San Francisco district attorney, Guilfoyle had a falling out with Kamala Harris, who, as a former Alameda County district attorney, led the office’s Career Criminal Unit.
Guilfoyle said, “She called me and basically said she was on the hiring committee and was in charge of the budget for the DA’s office, and that I should have gone through her if I wanted to go back to the DA’s office. There was no money to hire me.”
Harris remembers that conversation in different words: She never told Guilfoyle there wasn’t a job for her, nor did she discourage her from joining the firm.
Guilfoyle entered the world of broadcast media in 2004 when she worked as a legal analyst at Anderson Cooper 360. In February 2006, she joined Fox News as the host of The Lineup. In 2011, she became a co-host of The Five.
She signed a long-term contract with Fox in mid-2017, but abruptly left in July 2018 after a year-long investigation into sexual harassment against her left-wing network executives, leaving Guilfoyle with a choice between resigning or quitting herself.
Fox News reportedly agreed to an out-of-court settlement against Guilfoyle’s accuser — who was an assistant — of at least $4 million, the New Yorker reported.
This didn’t mean Guilfoyle was out of a job, nor did it mean he was feeling the effects of the #MeToo movement that was in full swing.
Pictured: Guilfoyle and Trump Jr in Morning View, Kentucky, just hours before photos of him with another woman surfaced
She was considered for the position of press secretary for former President Donald Trump in 2016, so the move to the pro-Donald Trump super PAC was a no-brainer.
She had also been in a relationship with Donald Trump Jr. since mid-2018, which was confirmed by Vanessa Trump, who had filed for divorce from Donald Trump Jr. three months earlier.
The couple got engaged on December 31, 2020, but it wasn’t made public until January 2022.
Guilfoyle was criticized for being “loud and obnoxious” and for exposing her bedroom antics.
Despite Don Jr. being caught kissing a Palm Beach socialite, the two are acting normal. They were photographed together on Saturday at a Rumble Creators event in Morning View, Kentucky.