Vanessa Trump, former model and ex-wife of Donald Trump Jr., is reportedly in a low-key relationship with golf legend Tiger Woods. According to The Daily Mail, multiple sources have confirmed that the two have been seeing each other since Thanksgiving.

Both residing in Palm Beach, Florida, Vanessa, 47, and Woods, 49, share a connection through their children, who attend the same elite school. Despite maintaining privacy, their relationship is known to the Trump family, including Vanessa’s five children.

Vanessa Trump’s early life and career

Born in New York, Vanessa was a model signed with Wilhelmina Models in the 1990s and had a brief acting stint in Something’s Gotta Give. She later co-founded the nightclub Sessa with her sister, Veronika, and launched her handbag line, La Poshett, between 2010 and 2013.

Vanessa married Donald Trump Jr. in 2005 at the Mar-a-Lago Club in Florida. The couple had five children: Kai, Chloe, Donald III, Tristan, and Spencer. After over a decade together, she filed for an uncontested divorce in March 2018, which was finalised by the end of the year. Reports later suggested disputes over financial matters and Donald Jr.’s alleged infidelity played a role in the separation.

Vanessa’s dating history

According to media reports, before her marriage, Vanessa had a three-year relationship with Prince Khalid bin Bandar bin Sultan Al Saud, a Saudi royal. Their relationship ended in 2001 when the prince left the U.S. following the 9/11 attacks. She was also linked to Leonardo DiCaprio in her early 20s.

A new romance with Tiger Woods?

Woods, who was previously married to Elin Nordegren, has had a highly publicised dating history, including relationships with Olympic skier Lindsey Vonn and Erica Herman. His split from Herman made headlines due to legal disputes.

Now, Woods and Vanessa Trump appear to be growing close, though they have not made any public appearances together. The Daily Mail quoted a source saying, "Tiger and Vanessa have been seeing each other since just before Thanksgiving. She comes to his place on Jupiter Island. They're not living together. She comes over maybe a few nights a week. 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."

Family ties and shared interests

The couple’s connection extends beyond their personal relationship. Vanessa’s eldest daughter, Kai, 17, and Woods’ children, Charlie, 16, and Sam, 17, attend The Benjamin School, an exclusive institution with annual tuition fees of $38,595. Both Kai and Charlie have aspirations of becoming professional golfers.