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Golf Legend Tiger Woods Reportedly Dating One of the Trump Ladies in Secret [WATCH]

Posted By RVM Sports Staff On In Sports | 1 Comment

Golf legend Tiger Woods is reportedly [1] in a relationship with Vanessa Trump, the ex-wife of Donald Trump Jr., according to multiple sources.

The two, who both reside in Palm Beach, Florida, have been seeing each other since Thanksgiving 2023, sources told DailyMail.com.

Woods, 49, and Vanessa, 47, live just 20 minutes apart and have been spotted together at golf events, including last month’s PGA Tour’s Genesis Invitational at Torrey Pines in California.

Four sources confirmed the relationship, saying the couple is keeping their outings private for now.

“They just love hanging out, having dinner, and schmoozing together,” one source said.

“They’re sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway.”

Vanessa and Woods’ families are also familiar with one another. Vanessa’s eldest daughter, Kai, 17, and Woods’ children, Charlie, 16, and Sam, 17, all attend The Benjamin School, a prestigious private school in Palm Beach with an annual tuition of $38,595.

The Trump family is reportedly aware of the relationship. Kai Trump and Charlie Woods are both aspiring professional golfers, further intertwining the two families.

Last month, Kai was seen wearing Woods’ clothing line at a tournament. In February, Vanessa and Kai attended a round of the TGL golf league, an event founded by Woods and Rory McIlroy.

Meanwhile, President Donald Trump and Woods were spotted playing golf together last month, signaling a continued relationship between the president and the 15-time major champion.

Vanessa Trump filed for an uncontested divorce from Donald Trump Jr. on March 15, 2018 in New York.

Since their split, she has not been linked to any high-profile relationships.

Trump Jr., on the other hand, was in a long-term relationship with former Fox News host Kimberly Guilfoyle, who is now serving as President Trump’s Ambassador to Greece.

Image Credit: © Jack Gruber-USA TODAY [4]
Mar 3, 2023; National Harbor, MD, USA; Donald Trump Jr., executive vice president of The Trump Organization and Host of ‘Triggered with Don Jr.’ on Rumble, walking on to the stage following the speech by Kimberly Guilfoyle, former Senior Advisor to President Donald Trump, during the Conservative Political Action Conference, CPAC 2023, at the Gaylord National Resort & Convention Center on March 3, 2023. Mandatory Credit: Jack Gruber-USA TODAY

However, their relationship ended after Trump’s 2024 election victory, and by December, Trump Jr. had publicly started dating West Palm Beach socialite Bettina Anderson.

Image Credit: © Jack Gruber / USA TODAY NETWORK via Imagn Images [5]
(L-R) Michael Boulos, Tiffany Trump, Bettina Anderson and Donald Trump, Jr arrive ahead of President Trump’s address to a joint session of Congress at the U.S. Capitol in Washington, D.C., on March 4, 2025.

Anderson and Vanessa Trump were previously friends, but tensions reportedly emerged after Anderson began dating Trump Jr..

According to sources familiar with social circles in southern Florida, Anderson now feels that any previous ill-will has subsided with Vanessa’s new relationship with Woods.

While his personal life appears to be making headlines, Woods suffered a major setback in his golf career earlier this week.

On Monday, it was revealed that he had ruptured his Achilles tendon while preparing for his latest comeback at home in Florida.

Woods underwent surgery on Tuesday and is expected to make a full recovery, but the injury has officially ruled him out of the Masters next month.

As Woods focuses on his recovery, his reported relationship with Vanessa Trump continues to attract attention, particularly given the close connections between both families.