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Donald Trump and Vanessa Haydon Trump with their daughter Kai Madison Trump | Source: Getty Images
Donald Trump and Vanessa Haydon Trump with their daughter Kai Madison Trump | Source: Getty Images

Who Is Vanessa Trump? The Woman Donald Trump Jr. Divorced After 12 Years & 5 Kids

Milla Sigaba
Mar 14, 2025
11:14 A.M.

From her privileged upbringing and modeling career to her high-profile divorce and rumored new romance, here's a closer look at the woman who was once part of the Trump inner circle.

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Born into wealth and raised in New York's elite social circles, Vanessa Trump's life always seemed destined for the spotlight. She pursued modeling and eventually married into one of the most talked-about families in the country.

Vanessa Trump during the launch of Rock Candy on April 12, 2005, in New York City. | Source: Getty Images

Vanessa Trump during the launch of Rock Candy on April 12, 2005, in New York City. | Source: Getty Images

But after twelve years and five children, her marriage to Donald Trump Jr. came to an end. While the world watched their split unfold, Vanessa remained private — until new reports surfaced suggesting she may have moved on with another household name. Continue reading to learn more about the brunette beauty.

Vanessa Trump at Kim Cattrall's Anniversary Celebration of Gotham and LA Confidential Magazines on February 5, 2004, in New York. | Source: Getty Images

Vanessa Trump at Kim Cattrall's Anniversary Celebration of Gotham and LA Confidential Magazines on February 5, 2004, in New York. | Source: Getty Images

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Vanessa's Early Life and First Meeting with Donald Jr.

Vanessa was no stranger to the spotlight long before she became a member of one of America's most famous families. Raised in a townhouse on the Upper East Side, she grew up in a world of privilege.

Despite her deep roots in New York society, Vanessa's romantic connections spanned diverse backgrounds. In 2018, reports surfaced that before meeting Donald Jr., she had been involved with Prince Khalid bin Bandar bin Sultan Al Saud.

Vanessa Trump during the Mercedes-Benz Fashion Week Spring 2004 - The Daily and IMG Models Celebrate the Tents' Tenth Year and the Grand Opening of LQ on September 19, 2003, in New York. | Source: Getty Images

Vanessa Trump during the Mercedes-Benz Fashion Week Spring 2004 - The Daily and IMG Models Celebrate the Tents' Tenth Year and the Grand Opening of LQ on September 19, 2003, in New York. | Source: Getty Images

Her mother, Bonnie Haydon, ran the Kay Models agency, setting her daughter on a path in the fashion industry from an early age. Signed to Wilhelmina, Vanessa spent years modeling while also excelling as a student and athlete at the Dwight School on the Upper West Side.

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Vanessa Trump during the Mercedes-Benz Fashion Week Spring 2004 - The Daily and IMG Models Celebrate the Tents' Tenth Year and the Grand Opening of LQ on September 19, 2003, in New York. | Source: Getty Images

Vanessa Trump during the Mercedes-Benz Fashion Week Spring 2004 - The Daily and IMG Models Celebrate the Tents' Tenth Year and the Grand Opening of LQ on September 19, 2003, in New York. | Source: Getty Images

With her athletic build, golden tan, and bright smile, she was known for her easygoing nature and preference for casual fashion — often choosing jeans over high-end designer outfits. Her friend Shawn Modell recalled that Vanessa prioritized close-knit friendships over social climbing.

Vanessa Trump at the premiere party for "Rock Bodies" on June 4, 2003, in New York. | Source: Getty Images

Vanessa Trump at the premiere party for "Rock Bodies" on June 4, 2003, in New York. | Source: Getty Images

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Despite her deep roots in New York society, Vanessa's romantic connections spanned diverse backgrounds. In 2018, reports surfaced that before meeting Donald Jr., she had been involved with Prince Khalid bin Bandar bin Sultan Al Saud.

Vanessa Trump at the opening night reception of Veranda on April 12, 2005, in New York. | Source: Getty Images

Vanessa Trump at the opening night reception of Veranda on April 12, 2005, in New York. | Source: Getty Images

Sources claimed that the two dated from 1998 to 2001 and even lived together, planning to marry. However, after the attacks on September 11, 2001, Khalid abruptly left for Saudi Arabia.

A second insider reported that the Saudi prince treated Vanessa "as if she was his queen. It was the complete opposite from Don Jr. They were together 24/7. They were a real couple."

Vanessa Trump at Operation Smiles' 5th Annual Los Angeles Gala on September 21, 2006, in Los Angeles, California. | Source: Getty Images

Vanessa Trump at Operation Smiles' 5th Annual Los Angeles Gala on September 21, 2006, in Los Angeles, California. | Source: Getty Images

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However, another source disputed the seriousness of their relationship, stating that while they dated in her early 20s, they had never lived together nor intended to wed.

Regardless of the differing accounts, Vanessa's life took a very different turn when she crossed paths with Donald Jr.

Donald Jr. and Vanessa Trump during Kim Cattrall's anniversary celebration of Gotham and LA Confidential Magazines on February 5, 2004, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump during Kim Cattrall's anniversary celebration of Gotham and LA Confidential Magazines on February 5, 2004, in New York. | Source: Getty Images

Their first meeting in 2003 was anything but a grand romantic gesture. Vanessa recalled the introduction, saying:

"I'm at this fashion show. Donald Trump comes up to me with his son. 'Hi, I’m Donald Trump. I wanted to introduce you to my son Donald Trump Jr.'"

Vanessa and Donald Trump Jr. during The 53rd Annual Miss USA Competition afterparty on April 12, 2004, in Hollywood, California. | Source: Getty Images

Vanessa and Donald Trump Jr. during The 53rd Annual Miss USA Competition afterparty on April 12, 2004, in Hollywood, California. | Source: Getty Images

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The conversation that followed was brief and awkward. Later that evening, Donald Sr. spotted Vanessa again and reintroduced her to his son, apparently forgetting they had already met. She humorously responded, "Yeah, we just met, five minutes ago."

Donald Jr. and Vanessa Trump at the Partnership For Public Service 2nd Annual Gala on June 28, 2004, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump at the Partnership For Public Service 2nd Annual Gala on June 28, 2004, in New York. | Source: Getty Images

Six weeks later, fate intervened again. At a birthday party in New York, a mutual friend introduced them for a third time. Neither initially remembered their previous encounters, but as they spoke for an hour, something clicked. This time, they made a lasting impression on each other.

Donald Jr. and Vanessa Trump at the Fisher Center Gala at Jean-Georges V Steakhouse November 22, 2004, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump at the Fisher Center Gala at Jean-Georges V Steakhouse November 22, 2004, in New York. | Source: Getty Images

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An engagement soon followed. However, it was not without controversy. Donald Sr. had publicly reprimanded his son on "Larry King Live" for accepting a free engagement ring from a New Jersey jeweler in exchange for a public announcement of the proposal.

Vanessa and Donald Trump Jr. photographed in New Jersey on November 11, 2004. | Source: Getty Images

Vanessa and Donald Trump Jr. photographed in New Jersey on November 11, 2004. | Source: Getty Images

"You have a name that is hot as a pistol, you have to be very careful with things like this," the elder Trump warned. Nonetheless, on November 12, 2005, they married at Mar-a-Lago, the Trump family's club in Florida, marking the beginning of Vanessa and Donald Jr.'s journey together.

Vanessa Trump photographed with an engagement ring on November 11, 2004, in New Jersey. | Source: Getty Images

Vanessa Trump photographed with an engagement ring on November 11, 2004, in New Jersey. | Source: Getty Images

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After saying "I do," Vanessa and Donald Jr. wasted no time in starting a family. In 2007, they welcomed their first child, daughter Kai Madison. Arriving almost three weeks early, she weighed six pounds and 14 ounces.

Donald Jr. shared his excitement, saying, "Everyone's great. Baby's great, Vanessa's great — and I'm getting used to the idea [of being a father]."

Donald Jr. and Vanessa Trump posing with their daughter, Kai Madison, on September 29, 2007, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump posing with their daughter, Kai Madison, on September 29, 2007, in New York. | Source: Getty Images

"[Yesterday was] a hectic day [due to the early birth, but] it's definitely a changing experience. It's very cool. [Kai is named after her maternal] grandfather. It's Danish. He's a Danish musician, and we wanted to keep it as a family name," he added.

Kai, Vanessa, and Donald Trump Jr. at The Eric Trump Foundation Golf Invitational at Trump National Golf Club on September 18, 2007, in Briarcliff Manor, New York. | Source: Getty Images

Kai, Vanessa, and Donald Trump Jr. at The Eric Trump Foundation Golf Invitational at Trump National Golf Club on September 18, 2007, in Briarcliff Manor, New York. | Source: Getty Images

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Their family continued to grow with the birth of their son, Donald John III, on February 18, 2009, in New York. He weighed eight pounds, 11 ounces, and measured 21 ½ inches long.

Two years later, in October 2011, they welcomed their third child, Tristan Milos Trump. "Tristan Milos Trump was born at 2:59 a.m. on Sunday, October 2," the couple announced.

Donald Jr. and Vanessa Trump at the Operation Smile 10th Anniversary event on May 3, 2012, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump at the Operation Smile 10th Anniversary event on May 3, 2012, in New York. | Source: Getty Images

"He weighed eight pounds, four ounces, and came a week early. Mom and baby are doing great. He looks forward to meeting you all!" they continued. The bundle of joy's middle name, Milos, honored his paternal great-grandfather, Ivana Trump's father.

In March 2018, Vanessa and Donald Jr. decided to end their marriage after 12 years and five children together. The couple released a joint statement confirming their split.

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Donald Jr. and Vanessa Trump with their son Donald John III and daughter Kai Trump at the "Secret Of Wings" premiere on October 20, 2012, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump with their son Donald John III and daughter Kai Trump at the "Secret Of Wings" premiere on October 20, 2012, in New York. | Source: Getty Images

In 2014, their family expanded again with the birth of their fourth child, a daughter. Donald Jr. shared the news on social media, writing, "It's a girl!!!! @MrsVanessaTrump and I are very excited to be bringing home our little bundle of joy today. #FullHouse."

Donald Jr. and Vanessa Trump at The New York Observer Relaunch Event on April 1, 2014, in New York. | Source: Getty Images

Donald Jr. and Vanessa Trump at The New York Observer Relaunch Event on April 1, 2014, in New York. | Source: Getty Images

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Their fifth and final child, daughter Chloe Sophia, arrived in June 2020. Born at 11:56 p.m., she weighed in at eight pounds and six ounces. With their growing brood, Vanessa and Donald Jr. built a large and lively household, embracing parenthood amid their high-profile lives.

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Filing for Divorce and Moving On with Someone New

In March 2018, Vanessa and Donald Jr. decided to end their marriage after 12 years and five children together. The couple released a joint statement confirming their split.

Vanessa and Donald Trump Jr. at The Breast Cancer Research Foundation 2015 Pink Carpet Party on April 30 in New York. | Source: Getty Images

Vanessa and Donald Trump Jr. at The Breast Cancer Research Foundation 2015 Pink Carpet Party on April 30 in New York. | Source: Getty Images

"After 12 years of marriage, we have decided to go our separate ways. We will always have tremendous respect for each other and our families," they shared. "We have five beautiful children together and they remain our top priority. We ask for your privacy during this time.'

Donald Jr. and Vanessa Trump at the 102nd White House Correspondents' Association Dinner on April 30, 2016, in Washington, D.C. | Source: Getty Images

Donald Jr. and Vanessa Trump at the 102nd White House Correspondents' Association Dinner on April 30, 2016, in Washington, D.C. | Source: Getty Images

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According to court records, Vanessa filed the divorce papers in the Manhattan Supreme Court. Page Six, which first broke the news, reported that she filed for an uncontested proceeding.

Before filing for divorce, Vanessa was praised for how she managed life as a mother of five.

Vanessa and Donald Trump Jr. at the 139th White House Easter Egg Roll at The White House on April 17, 2017, in Washington, D.C. | Source: Getty Images

Vanessa and Donald Trump Jr. at the 139th White House Easter Egg Roll at The White House on April 17, 2017, in Washington, D.C. | Source: Getty Images

This came on the heels of growing speculation that the pair's marriage was on shaky ground. A source who socialized with the couple revealed:

"I heard for a while they have been living separate lives... Even before all this Trump presidency stuff started they weren't good and their marriage was strained."

Vanessa and Donald Trump Jr. during Easter celebrations at the White House in Washington, D.C. on April 2, 2018. | Source: Getty Images

Vanessa and Donald Trump Jr. during Easter celebrations at the White House in Washington, D.C. on April 2, 2018. | Source: Getty Images

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Yet another source close to the Trump family described the news as "surprising," saying, "They always seemed very cute together, and were a really fun couple." Legal experts weighed in on the split, speculating that a prenuptial agreement was likely in place.

Vanessa Trump in Civil Supreme Court for the first hearing in her divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

Vanessa Trump in Civil Supreme Court for the first hearing in her divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

"Prenuptial agreements and confidentiality agreements are in the Trump dynasty DNA, so I would be surprised if Donald Jr. went into the marriage completely naked," said divorce attorney Michael Stutman of Stutman Stutman & Lichtenstein LLP. He was not involved in the case.

Vanessa Trump in Civil Supreme Court for the first hearing in her divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

Vanessa Trump in Civil Supreme Court for the first hearing in her divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

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Before filing for divorce, Vanessa was praised for how she managed life as a mother of five. Her estranged husband's sister, Ivanka Trump, spoke to PEOPLE in July 2016, saying, "My sister-in-law Vanessa is a machine. She can take all of [my children] and not even notice. She has five children, and she's Wonder Woman to me."

Ivanka and Vanessa Trump at the second day of the Republican National Convention on July 19, 2016, at the Quicken Loans Arena in Cleveland, Ohio. | Source: Getty Images

Ivanka and Vanessa Trump at the second day of the Republican National Convention on July 19, 2016, at the Quicken Loans Arena in Cleveland, Ohio. | Source: Getty Images

Despite their differences, Vanessa and Donald Jr. committed to co-parenting their children. "Donald Jr. and Vanessa are not fond of each other, but will do what is necessary to protect the kids from any issues," a social source close to the Trumps revealed.

Vanessa and Donald Trump Jr. in Civil Supreme Court for the first hearing in their divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

Vanessa and Donald Trump Jr. in Civil Supreme Court for the first hearing in their divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

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"They are co-parenting, and while Vanessa is a hands-on mother and always there, Donald is also a good father. He is around for his kids. But he has his own place in [upstate] New York," the source added, referring to Donald Jr.'s cabin in the Catskills, where he often spent weekends hunting and fishing.

"He has many hobbies and interests, and is sort of a loner so he will be fine whether or not he finds someone else right away or not," they explained.

Vanessa and Donald Trump Jr. in Civil Supreme Court for the first hearing in their divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

Vanessa and Donald Trump Jr. in Civil Supreme Court for the first hearing in their divorce proceedings on July 26, 2018, in New York. | Source: Getty Images

A political source close to the family also said the former couple would continue to co-parent and interact during family events but noted that the former couple "aren't friends." They added:

"They may intersect a day or two on vacations, but I don't think they will be vacationing together unless there are separate accommodations in a large place for each and they divide the kids between them."

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According to insiders, Donald Jr. is "cool" with his ex-wife and her new relationship.

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It's been seven years since Vanessa filed for divorce, and according to reports, she has found love again — this time with golf legend Tiger Woods.

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Four sources confirmed to DailyMail.com that Vanessa and Tiger began seeing each other shortly before Thanksgiving. Both live just 20 minutes apart in Palm Beach, Florida and were spotted together at a golf tournament the month prior.

Vanessa's eldest daughter and Tiger's' children, Charlie and Sam, all attended The Benjamin School, which costs $38,595 a year. Beyond geography, Vanessa and Tiger's families have shared common interests as well, as Kai is reportedly a top golfer herself.

Kai Trump and Tiger Woods arrive at The Genesis Invitational 2025, with Vanessa Trump in the background | Source: Getty Images

Kai Trump and Tiger Woods arrive at The Genesis Invitational 2025, with Vanessa Trump in the background | Source: Getty Images

"They just love hanging out, having dinner, and schmoozing together. They're sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway," a source revealed.

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Another added, "She comes to his place on Jupiter Island. They're not living together. She comes over maybe a few nights a week." According to insiders, Donald Jr. is "cool" with his ex-wife and her new relationship.

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Since the official split from Donald Trump Jr., Vanessa had not been publicly linked to anyone else before Tiger. Their pairing could mark what some described as golf's new power couple.

In addition to her budding romance, Vanessa has also garnered attention for her stunning appearance over the years.

Vanessa Trump at the 140th annual Easter Egg Roll on the South Lawn of the White House April 2, 2018, in Washington, D.C. | Source: Getty Images

Vanessa Trump at the 140th annual Easter Egg Roll on the South Lawn of the White House April 2, 2018, in Washington, D.C. | Source: Getty Images

"What shape you stay in after 5 kids wow," one netizen commented on a post the blonde shared of herself doing archery practice in 2016. "Wow! She is great!" someone else wrote while a third person added, "Nice."

After twelve years of marriage and five children with Donald Trump Jr., Vanessa stepped away from the political spotlight and focused on raising their family. While their divorce marked the end of one chapter, reports suggest she may have found a new beginning with another well-known figure.

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