Donald Trump Jr.’s New Girlfriend Causes Chaos Online Amid Reports Tiger Woods Is Now Secretly Dating His ExWife
Mar 14, 2025
Golf legend Tiger Woods has reportedly found new love in an unexpected place — Vanessa Trump, the ex-wife of Donald Trump Jr., according to multiple reports citing sources familiar with the relationship. However, don’t expect Donald Trump Jr. to be too worked up about it, as he’s turning heads
online with a new girl of his own.
The 49-year-old golf icon and the 47-year-old former Trump family member have been quietly seeing each other since November, creating what insiders are calling “golf’s new power couple” in the wealthy Palm Beach, Florida, enclave where they both reside.
“Tiger and Vanessa have been seeing each other since just before Thanksgiving,” a purported source close to the couple told the Daily Mail. “She comes to his place on Jupiter Island. They’re not living together. She comes over maybe a few nights a week.”
The budding romance has been kept largely under wraps, with the pair avoiding public appearances together.
Tiger Woods is rumored to be dating Vanessa Trump, President Donald Trump’s former daughter-in-law.
(Photos: Grant Lamos IV/Getty Images; REUTERS/Aaron Josefczyk UNITED STATES SPORT GOLF)
“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,” the purported insider added.
Their connection appears to have been strengthened through their children, who attend the same elite private school. Vanessa’s eldest daughter Kai, 17, and Woods’s children Charlie, 16, and Sam, 17, all attend the $38,595-a-year The Benjamin School.
Both Kai Trump and Charlie Woods are aspiring golfers with professional ambitions.
The New York Post reported it was told by its source that the relationship began as a friendship but has since evolved. “But it’s not too serious; it’s heading in that direction, though,” the source said. “They have a lot in common. They’ve both gotten used to public scrutiny. They both know how to keep their private life private. They’re both parents.”
The Post’s source added that while the couple is taking things slow, the relationship has the potential for longevity.
“They’re taking it slow, but I could see this becoming something really serious and permanent,” the unnamed mouthpiece said. “She’s not starstruck by him — she’d date him even if he weren’t famous. Fame doesn’t interest her; that’s what he likes best about her.”
Tiger Woods and Vanessa Trump are secretly datingWoods, 49, and Vanessa Trump. 47, who both live in Florida, have been together since Thanksgiving and are quickly becoming golf's new power couple. Four sources confirmed to SWR that the pair are an item.They live 20 minutes… pic.twitter.com/ILAjP7ceFI— News News News (@NewsNew97351204) March 13, 2025
Geographic proximity likely has played a role in the relationship’s development.
Vanessa lives just 20 minutes from Woods in the affluent Palm Beach area, not far from her ex-husband’s $14 million waterfront mansion in Jupiter’s exclusive Admirals Cove community.
Donald Trump Jr. purchased the sprawling 11,300-square-foot property in 2021 with his then-fiancée, Kimberly Guilfoyle. Located just 20 miles from Mar-a-Lago, the luxury home features seven bedrooms, 12 bathrooms, a private dock, a wine room, a theater, and an elevator. The adjacency offered convenience to both his father and his five children with Vanessa.
Vanessa filed for an uncontested divorce from Don Jr. on March 15, 2018, in New York. Since then, she has maintained a relatively low profile romantically. Meanwhile, Don Jr. has recently ended his relationship with Guilfoyle, whom President Trump appointed ambassador to Greece, and has begun dating West Palm Beach socialite Bettina Anderson.
On Thursday, March 13, just as the news of Woods and Trump went public, Anderson shook up the internet with steamy photos she took while attending the Art Production Fund Gala on March 13 in New York.
Wearing a yellow Alice + Olivia gown with an ultra-high split at the thigh, Anderson posted a carousel of photos on Instagram with some of her “best girls” at the event. She captioned the post: “Last night’s magic at the Art Production Fund Gala with my best girls in NYC #Bestgirlenergy.” The crew were all smiles at The Pierre Hotel, as the timing of the post made it clear that Bettina and her beau are unbothered.
View this post on Instagram A post shared by Bettina Anderson (@bettina_anderson)
Fans flooded the comments section of Anderson’s Instagram.
“Always the most elegant Lady,” said one person.
“The most beautiful girl in the room,” another fan wrote.
A third person brought up Don Jr.’s ex-fiancee, asking bluntly, “Where’s Kimberly?” but there were no inquiries about Vanessa in sight.
Sources say that Don Jr. and Anderson are aware of Vanessa’s relationship with Woods, which may have eased tensions between Anderson and Vanessa, who were once friends before Anderson began dating Vanessa’s ex-husband.
Meanwhile, some fans expressed skepticism about the future of Tiger and Vanessa’s relationship, with one Daily Mail reader commenting, “Let’s see how long Tiger will behave – neither Vanessa nor her security detail will put up with what his previous ladies have tolerated.”
The relationship news comes at a challenging time for Woods professionally, as he recently ruptured his Achilles tendon while preparing for a comeback in Florida.
He underwent surgery and is expected to make a full recovery but will miss the upcoming Masters tournament.
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