Trump has suprising response to Tiger Woods dating his son Donald Trump Jr’s ex-wife Vanessa

Trump has suprising response to Tiger Woods dating his son Donald Trump Jr’s ex-wife Vanessa
Golf legend Tiger Woods is dating Donald Trump Jr's ex-wife, Vanessa Trump, and it seems President Trump himself is totally on board (Getty Images)

PALM BEACH, FLORIDA: Golf legend Tiger Woods is reportedly quietly dating Donald Trump Jr's ex-wife, Vanessa Trump, and if the whispers around Palm Beach are to be believed, Donald Trump himself is totally on board.

According to an insider, the president is giving his stamp of approval to the relationship.

MILWAUKEE, WISCONSIN - JULY 18: Vanessa Trump (L) sits with professional entertainer and wrestler Hulk Hogan (R) and his wife, Sky Daily (C), on the fourth day of the Republican National Convention at the Fiserv Forum on July 18, 2024 in Milwaukee, Wisconsin. Delegates, politicians, and the Republican faithful are in Milwaukee for the annual convention, concluding with former President Donald Trump accepting his party's presidential nomination. The RNC takes place from July 15-18. (Photo by Leon Neal/Getty Images)
Vanessa Trump sits with professional entertainer and wrestler Hulk Hogan and his wife, Sky Daily, on the fourth day of the Republican National Convention at the Fiserv Forum on July 18, 2024, in Milwaukee, Wisconsin (Leon Neal/Getty Images)

Donald Trump’s seal of approval to Tiger Woods-Vanessa Trump romance

Word on the Mar-a-Lago circuit is that Donald Trump is all for it.

A source told Page Six that the 47th POTUS is fully aware about Woods and Vanessa's budding romance, and he’s got no problem with it. "Trump knows about him dating Vanessa and is said to approve," they said.

It’s not entirely surprising—Trump and Woods go way back. The two have been tight for years, with Trump awarding Woods the Presidential Medal of Freedom back in 2019 after his legendary comeback win at the Masters.

DORAL, FL - MARCH 10:  Developer Donald Trump (R) poses with Tiger Woods after the final round of th
Donald Trump poses with Tiger Woods after the final round of the World Golf Championships-Cadillac Championship at the Trump Doral Golf Resort & Spa on March 10, 2013, in Doral, Florida (Warren Little/Getty Images) 

Not only that, the insider adds that Woods has always spoken positively about Trump behind closed doors.

"Tiger speaks privately about liking Trump and what he’s done to promote golf. Tiger was just at the White House during a Black History Month event. He wore his medal to the event," they continued.

That’s not all. Trump is already trying to get his granddaughter Kai Trump—a budding golf talent herself—on the green with Woods.

"Insiders at Mar-a-Lago say that Trump has asked Tiger to play golf with him and Kai at his golf club in Florida," the source added.

How did Vanessa Trump and Tiger Woods meet?

No one knows exactly how Vanessa Trump and Tiger Woods first connected, but there are some obvious points of overlap.

Firstly, they both live in Florida. Secondly, Vanessa’s daughter Kai is often competing in junior tournaments. And lastly, Kai reportedly attends the same school as Woods’ children—Charlie, 16, and Sam, 17.

It’s quite possible that the golf parents’ social circles played a role in bringing them together.

Kai Trump (L) and Tiger Woods arrive to the course during the final round of The Genesis Invitational 2025 at Torrey Pines Golf Course on February 16, 2025 in La Jolla, California. (Photo by Michael Owens/Getty Images)
Kai Trump, Tiger Woods, and Vanessa Trump arrive at the course during the final round of The Genesis Invitational 2025 at Torrey Pines Golf Course on February 16, 2025, in La Jolla, California (Michael Owens/Getty Images)

Another clue is the timeline of how it unfolded.

According to Daily Mail sources, the romance started around Thanksgiving last year but was kept quiet until now.

"She comes to his place on Jupiter Island. They’re not living together," an insider revealed. "She comes over and spends the night and leaves in the morning. Maybe a few nights a week."

The source added that they are keeping things private, opting for low-key date nights instead of stepping out in public together.

"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 insider spilled.

A match made in golfing heaven?

So, what makes Vanessa Trump and Tiger Woods click?

One insider explained, "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 source added, "They’re a good match; they’re level-headed, they like to avoid drama, they share a lot of the same values."

Given Woods’s highly publicized divorce from Elin Nordegren in 2010 and Vanessa’s split from Donald Trump Jr in 2018, it’s not hard to see why they might be drawn to each other.

NEW YORK - NOVEMBER 15:  Vanessa Trump and Donald Trump Jr attend the launch party for the holiday i
Vanessa Trump and Donald Trump Jr attend the launch party for the holiday issue of Hamptons Magazine on November 15, 2006, in New York City (Bryan Bedder/Getty Images) 

Both have navigated intense media scrutiny and know what it’s like to raise children in the public eye—and, of course, they share a love of golf.

Even Trump Jr doesn’t seem to have a problem and is apparently "cool" with the relationship. A source noted that he’s been separated from Vanessa for seven years now and is busy with his own love life (he recently ended his engagement with Kimberly Guilfoyle and is now dating Bettina Anderson).

(L-R) Donald Trump Jr. and Bettina Anderson attend Michael Rubin's 2025 Fanatics Super Bowl Party at The Sugar Mill on February 08, 2025 in New Orleans, Louisiana. (Photo by Kevin Mazur/Getty Images for Fanatics)
Donald Trump Jr and Bettina Anderson attend Michael Rubin's 2025 Fanatics Super Bowl Party at The Sugar Mill on February 8, 2025, in New Orleans, Louisiana ( Kevin Mazur/Getty Images for Fanatics)

It’s worth noting that Woods has been a familiar face at Trump’s events. Just last month, he proudly wore his Presidential Medal of Freedom at a White House Black History Month reception.

More recently, Woods was at the White House again to meet with PGA Tour Commissioner Jay Monahan and golfer Adam Scott so they could discuss the ongoing feud between the PGA Tour and Saudi-funded LIV Golf.

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