Golf legend Tiger Woods has been dating Donald Trump Jr.’s ex-wife for several months, and the couple has publicly declared their love on social media. Even Kai Trump, Vanessa’s daughter, has joked with her mother regarding the relationship.

This Friday, March 27, 2026, Woods was involved in an accident on Jupiter Island, Florida, shortly after noon.

Vanessa Trump’s relationship with Tiger Woods

Vanessa Trump is currently in a relationship with Tiger Woods, following her high-profile marriage to Donald Trump Jr., which ended in 2018. Reports indicate the pair began dating in March 2025.

The couple went public with their romance several months later. During a YouTube livestream featuring Vanessa and her daughter, Kai, the teenager remarked that “love was in the air,” a comment her mother acknowledged with a knowing smile.

Vanessa Kay Haydon was raised on Manhattan’s Upper East Side and attended The Dwight School. Her stepfather was a prominent attorney whose clientele included Marilyn Monroe and Abe Hirschfeld. She is of Danish descent through her mother; her stepfather’s influence also connected her to the Jewish faith. She has a sister, Veronika, and comes from a musical lineage, as her grandfather was the Danish musician Kai Ewans.

In her youth, she worked as a model with Wilhelmina Models. Her acting credits include the 2003 film Something’s Gotta Give, starring Jack Nicholson, as well as appearances on The Apprentice in 2004 and Bret Michaels: Life as I Know It in 2010.

In the autumn of 2003, she and her sister opened a nightclub called Sessa. She later ventured into fashion, launching a handbag line, La Poshett, in 2010.

Her past relationships include Valentin Rivera, a member of the Latin Kings, and Prince Khalid bin Bandar bin Sultan Al Saud, whom she dated between 1998 and 2001. Though she reportedly envisioned a future with the Prince, the relationship ended following the 2001 terrorist attacks in New York, amid reports that his father was suspected of having ties to Al-Qaeda.

Marriage to Donald Trump Jr.

Vanessa married Donald Trump Jr. on November 12, 2005, at Mar-a-Lago in Florida. The proposal became a media fixture after Trump Jr. presented her with a $100,000 ring provided for free by a jeweler, on the condition that he propose in front of the store while paparazzi captured the moment.

The couple shares five children:

  • Kai Madison
  • Donald John III
  • Tristan Milos
  • Spencer Frederick
  • Chloe Sophia

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