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Tiger Woods and Vanessa Trump, the former wife of Donald Trump Jr., have reportedly been dating for several months. The Daily Mail first broke the news, stating that the couple has been together since Thanksgiving 2024. Multiple outlets, including Page Six, E! Online, and HuffPost, have since confirmed the story, sparking public interest in this unexpected pairing.
Vanessa Trump, born Vanessa Kay Haydon, is a former model and actress who was married to Donald Trump Jr. from 2005 to 2018. Together, they share five children—Kai, Donald III, Tristan, Spencer, and Chloe. Unlike many in the Trump circle, Vanessa largely stayed out of the political spotlight, dedicating most of her time to raising her children.
Before her marriage to Trump Jr., Vanessa moved in elite social circles. Raised in New York City, she had connections to Manhattan’s high society. Her mother, Bonnie Haydon, owned the modeling agency Kay Models, paving the way for Vanessa’s career in fashion. She worked with major brands in the late 1990s and early 2000s and even made a brief appearance in the 2003 film Something’s Gotta Give, starring Jack Nicholson and Diane Keaton. Over the years, she was romantically linked to Hollywood star Leonardo DiCaprio and Saudi Prince Khalid bin Bandar bin Sultan Al Saud.
Since her divorce, Vanessa has maintained a low public profile and had not been publicly linked to anyone—until now.
The Connection Between Woods and Trump
Tiger Woods, 49, and Vanessa Trump, 47, both reside in Palm Beach, Florida, living just 20 minutes apart. Their relationship appears to have blossomed through mutual ties to the golf world. Vanessa’s daughter, Kai Trump, is a rising golf talent committed to playing at the University of Miami, while Woods’ children, Sam (17) and Charlie (16), are also deeply involved in the sport. All three children attend The Benjamin School, a prestigious private institution in Palm Beach, which may have played a role in bringing the pair closer together.
Public sightings of the couple have fueled speculation. In February, Woods and Vanessa were seen together at the Genesis Invitational golf tournament, accompanied by Kai. According to a source cited by The Daily Mail, “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 visits maybe a few nights a week.”
Donald Trump Jr.'s Reaction
Given Vanessa’s high-profile past, many wondered how her ex-husband, Donald Trump Jr., would react to the news. Surprisingly, reports suggest that he is unfazed by the relationship. A source close to the Trump family told HuffPost, “Don is cool with it. He’s moved on, and they’ve remained friendly co-parents.”
Since their divorce, Vanessa and Trump Jr. have successfully co-parented their five children. Meanwhile, Trump Jr. has had his own romantic journey, having been engaged to former Fox News host Kimberly Guilfoyle—though reports indicate their engagement quietly ended in late 2024.
A New Chapter for Tiger Woods
For Woods, this marks another significant chapter in his personal life. He has not remarried since his highly publicized divorce from Elin Nordegren in 2010, which followed a series of scandals. Over the years, he has been linked to Olympic skier Lindsey Vonn and nightclub manager Erica Herman, the latter of whom he faced legal battles with after their 2023 split.
A source close to Woods told Page Six, “Tiger has always tried to date girls who just weren’t right for him. Vanessa is a good match—they share a lot of the same values and prefer to avoid drama.”
Despite the growing media interest, Woods and Vanessa have chosen to keep their relationship private. Another insider revealed, “They just love hanging out, having dinner, and schmoozing together. They’re sticking close to home and not making it a public affair—at least, not yet.”
While neither Woods nor Vanessa has publicly confirmed the relationship or shared details on social media, sources suggest that their bond is strengthening. As their romance continues to develop, the world will be watching to see if this low-key pairing becomes something more serious.