Donald Trump Jr.'s Relationship History, From His 13-Year Marriage to His Rumored New Romance

Stephanie Kaloi

11 December 2024 at 9:45 am·3-min read

On Tuesday, Dec. 10, several sources told Page Six that Donald Trump Jr. called off his engagement to long-time fiancé Kimberly Guilfoyle and that the President-elect's son is already in a new relationship with socialite Bettina Anderson.

Prior to dating Guilfoyle, Trump Jr. was married to Vanessa Trump (née Haydon) from 2005 to 2018.

Here is a look at Donald Trump Jr.'s relationship history, including his lengthy marriage to ex-wife Vanessa.

🤩 📺 SIGN UP for Parade's Daily newsletter & get the scoop on the latest TV news & celebrity interviews delivered right to your inbox 🤩🎥

Did Donald Trump Jr. ever get married?

Vanessa Trump and Donald Trump Jr. Photo by Paul Andrew Hawthorne/WireImage

Yes. Trump Jr. married Vanessa Trump on Nov. 12, 2005, at Mar-a-Lago.

The two met in the early 2000s through mutual connections in New York's social scene. Vanessa was a model and socialite, and at the time she was dating prominent figures in the fashion and entertainment industries. Her first meeting with Trump Jr. reportedly took place at a fashion event or party.

Trump Jr. has not married again, although he was engaged to Kimberly Guilfoyle. The two have reportedly split (more on that below).

Who was Donald Trump Jr.’s wife Vanessa?

Donald Trump Jr. was married to Vanessa Trump from 2005 to 2018. The pair share five children: Kai, Donald III, Tristan, Spencer and Chloe.

Vanessa worked as a model throughout the 1990s and also appeared in the movie Something's Gotta Give in 2003.

How many times has Donald Trump Jr. been married?

Trump Jr. has been married once, to Vanessa Trump.

Why did Donald Trump Jr. get divorced?

Neither Trump Jr. nor Vanessa gave a public explanation for why they were divorcing, although rumors included that Trump Jr.'s tweets had become a problem. At the time of their split, the New York Times reported that Vanessa filed for an uncontested divorce and that the couple said in a statement, "We have decided to go our separate ways."

The two finalized their divorce in 2019 and announced, "We are incredibly lucky to have five amazing children and are committed to raising them together. Our kids and their happiness will always be our first priority."

Are Donald Trump Jr. and Kimberly Guilfoyle still engaged?

Donald Trump Jr. and Kimberly GuilfoylePhoto by Astrid Stawiarz/Getty Images for NYFW: The Shows

It appears that Donald Trump Jr. and Guilfoyle are no longer in a relationship, although neither party has confirmed their split.

On Tuesday, Dec. 10, several sources told Page Six that Donald Trump Jr. called off his engagement and moved on with socialite Bettina Anderson, with whom he was photographed walking hand-in-hand.

On the same day, President-elect Donald Trump named Guilfoyle as his ambassador to Greece.

What happened with Donald Trump Jr. and Kimberly Guilfoyle?

It's unclear why the pair reportedly ended their engagement, but there are rumors that Trump Jr. had relations with several women outside of the relationship. The pair began dating in 2018.

At the time of their meeting, Kimberly was working as a co-host on Fox News and had recently separated from her ex-husband, businessman Eric Villency. Trump Jr., on the other hand, had recently divorced Vanessa Trump, with whom he shares five children.

Who is Donald Trump Jr.‘s possible new love interest, Bettina Anderson?

Anderson has been described as a well-known socialite from Palm Springs. The New York Post reported that Bettina was seated behind Trump Jr. and Guilfoyle at the Republican National Convention in September.

Is Donald Trump Jr dating Bettina Anderson?

That seems to be the case. Page Six reported that the pair have been together "for a few months." A source told the outlet, "Bettina and Don have been together for a few months, and are super cute and happy together. It’s just a natural fit—everyone is happy for them!"

The Independent
Donald Trump Jr. spotted hand-in-hand with Florida socialite despite engagement to Kimberly Guilfoyle
Trump Jr and Bettina Anderson were photographed together during an evening stroll in Palm Beach
BBC
Who is Kimberly Guilfoyle, Trump's pick for US ambassador to Greece?
A close connection of Trump, the one-time Fox News host was once married to Democrat Gavin Newsom.
People
Donald Trump Jr., Who Is Engaged to Kimberly Guilfoyle, Seen Holding Hands with Socialite Bettina Anderson
Trump and Guilfoyle have not publicly called off their engagement, though sources told PEOPLE in September that the couple have allegedly been spending lots of time apart
The Hill
Trump names Kimberly Guilfoyle ambassador to Greece
President-elect Trump named Kimberly Guilfoyle as ambassador to Greece in his upcoming administration. Guilfoyle is a former Fox News personality and has been a staple of the Trump family for years since she previously was in a relationship with Donald Trump Jr. The two reportedly have broken up. “For many years, Kimberly has been a…
The Independent
Jimmy Kimmel jokes Trump has sent Kimberly Guilfoyle to Greece because of rumored Don Jr break-up
‘He made her ambassador to one of the farthest countries possible,’ Kimmel joked in his opening monologue
People
Don Trump Jr. and Bettina Anderson 'Waited for Election to Pass' to Nudge Kim Guilfoyle 'Out of the Area' (Exclusive)
President-elect Donald Trump nominated Guilfoyle as the U.S. ambassador to Greece on Tuesday, Dec. 10, as sources say Anderson wanted her far away from Florida
BuzzFeed
Parents Are Sharing Things Their Kids Do That They Actually "Hate," And It's Gut-Wrenching
"I hate my son's constant attitude, back talk, disrespect, and just plain disregard for anyone who tries to tell him anything. I thought it was only an issue at home, but it turns out he's like that at school, and he's only 8."
HuffPost
Joe Biden Calls Himself 'Stupid' For Not Doing 1 Donald Trump Thing
The president said he "learned something" from the president-elect.
HuffPost
Trump Must Pay $500M Civil Fraud Fine, President Or Not: NY AG
The New York attorney general’s office told Trump’s lawyers there was “no basis” for the president-elect to evade paying the massive civil fine.
HuffPost
'View' Co-Host Promises To Wear MAGA Hat On Air If Trump Accomplishes 1 Thing As President
The former Trump White House communications director resigned in 2020 but vowed Monday to celebrate him on "The View" if he kept one particular promise.
Futurism
Elon Musk Gloats as Trump Announces Billionaires Will Be Exempt From Normal Environmental Rules
SpaceX CEO Elon Musk is dancing with joy now that his new father figure has promised him that he will no longer have to abide by pesky environmental rules. On Tuesday, president-elect Donald Trump announced in a Truth Social post that the government would be for sale after all, promising that any company investing $1 billion in the US government would "receive fully expedited approvals and permits, including, but in no way limited to, all Environmental approvals." "GET READY TO ROCK!!!" Trump ex
Reuters
China sends largest naval fleet in decades to region, threat level severe, Taiwan says
TAIPEI (Reuters) -China is deploying its largest navy fleet in regional waters in nearly three decades, posing a threat to Taiwan that is more pronounced than previous Chinese war games, the Taiwanese defence ministry said on Tuesday. Speaking in Taipei, defence ministry spokesperson Sun Li-fang said the scale of the current Chinese naval deployment in an area running from the southern Japanese islands down into the South China Sea was the largest since China held war games around Taiwan ahead of 1996 Taiwanese presidential elections. China's military has yet to comment and has not confirmed it is carrying out any exercises.
HuffPost
Trump Vows To Build More Monuments And People Have Thoughts
The former-and-future president didn't elaborate on who he thought should get a monument, so people on social media made their own nominations.
HuffPost
Mitch McConnell Says Trump Win Puts Americans In A 'Very Dangerous World'
The GOP's outgoing Senate leader said he plans to spend his final two years in office pushing back against the Trump-fueled isolationism within his party.
Parade
Mick Jagger, 81, Poses With Lookalike Son, 8, in Rare New Photos
The father of eight shares his youngest son with girlfriend, Melanie Hamrick.
NewsWire
‘Disturbing’: Dutton slammed on flag pledge
Peter Dutton has made a controversial election pitch as the country edges closer to Australia Day, but that decision has been slammed as dismissive.
The Independent
For one Alabama family, Trump’s anti-trans rhetoric nearly cost them their son’s life
Once news outlets called the election for Trump in the early hours of November 6, panic ripped through the LGBTQIA+ community and hotlines saw a dramatic surge in calls. Michelle Del Rey reports
Storyful
Satellite Images of Syrian Ports Reveal Russian Movements, Damage to Vessels
Before and after imagery of various Syrian ports and airfields reveals Russian military movements and damage to Russian naval vessels, after the fall of the Assad regime.In satellite imagery sent to Storyful from Maxar Technologies, warships can be seen docked at a Russian naval facility in Tartus, Syria. On Tuesday, December 10, those ships are gone.Other satellite imagery taken on Tuesday shows at least two Russian frigates redeployed off Syria’s coast.“Most of the Russian naval vessels have departed their traditional positions at their base in the port of Tartus,” Maxar said. “Two Russian frigates have redeployed offshore of the port, between 7 to 12 kilometers (4 to 7 miles) west and northwest of Tartus.”More images taken on Tuesday at Latakia, another Syrian port city, show destroyed Syrian warships “reportedly caused by recent airstrikes that were designed to destroy the former regime’s naval fleet,” Maxar said.Late on Tuesday, the Israel Defense Forces (IDF) said they had carried out strikes against “strategic weapons stockpiles” in Syria, including the Al-Bayda port and the Latakia port, “where 15 Syrian naval vessels were docked.”Russian aircraft, helicopters, and other military equipment remained in place at the Khmeimim airbase near Latakia, according to Maxar images. Large groups of cars, trucks, and people can be seen gathered at the adjacent civilian side of the airfield. Credit: Maxar Technologies via Storyful
Yahoo News Australia
Tourists killed after tree topples at popular Bali tourist attraction
Videos and CCTV footage taken in the moment show the panic and horror as the freak accident unfolded.
The Daily Beast
Major City Eyed as Ground Zero for Trump’s Mass Deportations
Alina Habba, the lawyer who President-elect Donald Trump says will serve as an Oval Office counselor, falsely claimed Tuesday that Trump did not separate migrant children from their families in his first term, a day after his top incoming border official admitted “it may happen” again. “I’m not looking to separate families at all,” Tom Homan, who Trump plans to appoint as his “border czar,” told a GOP holiday party in Chicago on Monday evening. “That’s not my goal. My goal is to enforce the law,