Kimberly Guilfoyle appeared in front of the Senate Foreign Relations Committee on July 9 in hopes of becoming the U.S. Ambassador to Greece.
When she endorsed President Donald Trump at the Republican National Convention in July 2024, she did so as Donald Trump Jr.’s fiancée. But the couple has since split, even as Guilfoyle is still in the Trump circle.
Trump Jr. is the president’s oldest son and a leader of the Trump Organization along with his brother Eric Trump.
As Trump Jr.’s ex-fiancée is eying a government leadership position, his ex-wife has started a new relationship with golf legend Tiger Woods. Trump Jr. himself has moved on to a new relationship, too.
Here is who’s who in this relationship history and where they are today:
What we know: Kimberly Guilfoyle at Senate Confirmation Hearing as ambassador to Greece
Who is Donald Trump Jr.?
Donald Trump Jr., the eldest child of President Donald Trump and the late Ivana Trump, was born on New Year’s Eve, Dec. 31, 1977. His siblings are Ivanka Trump and Eric Trump, half-sister Tiffany Trump born to Donald Trump and Marla Maples, and half-brother Barron Trump, born to Donald and Melania Trump.
Donald Trump Jr. was previously married to former model Vanessa Trump from 2005 to 2018. They have five children: Kai Madison Trump, Donald Trump III, Tristan Trump, Spencer Trump and Chloe Trump. Currently, Vanessa Trump is dating golf legend and Donald Trump’s longtime friend, Tiger Woods.
Donald Trump Jr. and Kimberly Guilfoyle started dating in 2018 after his divorce from Vanessa Trump was finalized. The pair were engaged and bought a house together in 2021 and split sometime in 2024.
In December 2024, Donald Trump Jr. was publicly spotted with model Bettina Anderson of Palm Beach, Florida.
The pair has since attended several high-profile events such as Donald and Melania Trump’s New Year’s Eve party at Mar-a-Lago, Inauguration Day 2025 festivities in Washington, D.C., Super Bowl LIX in New Orleans with the Trump family, Melania Trump’s White House Easter Egg Roll and Donald Trump’s 79th birthday-Army military parade celebration in D.C.
Vanessa Trump and Donald Trump Jr. have 5 kids together, including Kai Trump
On Nov. 12, 2005, Donald Trump Jr. married former model Vanessa Kay Trump, formerly Vanessa Kay Pergolizzi. Donald Trump introduced Donald Trump Jr. to Vanessa at a fashion show in 2003. The couple married at Donald Trump’s Mar-a-Lago estate in Palm Beach in front of about 370 guests, reports show, with the service officiated by Donald Trump’s sister, Judge Maryanne Trump Barry. Donald Trump Jr. and Vanessa Trump were 27 years old when they wed, weeks before they both turned 28 in December 2005.
Donald Trump Jr.’s siblings were in the wedding party: Ivanka Trump was a bridesmaid, and Eric Trump was a groomsman.
Vanessa and Donald Trump Jr. had five children together − Kai Trump, Donald Trump III, Tristan Trump, Spencer Trump and Chloe Trump − before they eventually divorced, after 12 years of marriage, in 2018.
Kimberly Guilfoyle is Trump Jr.’s ex-fiancée
Kimberly Guilfoyle is a former model, attorney and Fox News host from San Francisco, California. She’s been a familiar face in the Trump circle since 2018. Guilfoyle previously appeared on “The Five” and “Outnumbered” on Fox News.
Before her relationship with Donald Trump Jr., Guilfoyle was previously married to California Gov. Gavin Newsom, a Democrat, for four years while he was the mayor of San Francisco. They divorced in 2006, and she married furniture heir Eric Villency the same year. They had a son, Ronan Villency, but divorced in 2009.
Kimberly Guilfoyle and Trump Jr. started dating in 2018 after his divorce from Vanessa Trump was finalized. The pair were engaged and bought a house together in 2021 and split sometime in 2024.
In December 2024, photos of Donald Trump Jr. and Palm Beach, Florida, socialite Bettina Anderson were published online. Days later, Donald Trump appointed Guilfoyle as ambassador to Greece. According to a July 10, 2025, record search, Donald Trump Jr. and Kimberly Guilfoyle’s home in Jupiter is off the market and both names appear on property records.
She has attended “ambassador school” in preparation for her nomination and attended the Inauguration events earlier this year.
Trump Jr. is now dating Palm Beach socialite Bettina Anderson
When it comes to Palm Beach society, model and socialite Bettina Anderson is a well-known figure. She has an Instagram following of more than 77,000 as of July 10, 2025, with lots of photos and Reels touting designers and her entourage.
For years, Anderson has attended Palm Beach society events. She also co-hosted an invitation-only Trump fundraiser in October 2024.
Photos of Anderson kissing Donald Trump Jr. were posted in December 2024 on British tabloid sites. US Weekly also reported Trump and Guilfoyle split and called off their wedding before the presidential election in November 2024.
Since then, Donald Trump Jr. has been spotted in public with the socialite. The pair vacationed together in Italy, they attended Donald and Melania Trump’s annual New Year’s Eve party at Mar-a-Lago in Palm Beach, and the couple attended President Trump’s Celebratory Victory Rally in Washington, D.C., the night before Inauguration Day. She was seated near Kai Madison Trump, Donald Trump Jr.’s eldest child, during a speech by Donald Trump on Inauguration Day, Jan. 20, 2025.
She has no children and lives in West Palm Beach, Florida.
Contributing: C.A. Bridges and Lianna Norman, USA TODAY Network-Florida
Sangalang is a lead digital producer for USA TODAY Network. Follow her on Twitter or Instagram at @byjensangalang. Support local journalism. Consider subscribing to a Florida newspaper.
Kinsey Crowley is the Trump Connect reporter for the USA TODAY Network. Reach her at kcrowley@gannett.com. Follow her on X and TikTok @kinseycrowley or Bluesky at @kinseycrowley.bsky.social.
This article originally appeared on Palm Beach Post: Who is Trump Jr.’s girlfriend after split from Kimberly Guilfoyle?
